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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (6)transporters (3) Show 9 proteins XML

enzymes (6)transporters (3) Show 9 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:53 UTC

HMDB ID

HMDB0015152

Secondary Accession Numbers

HMDB15152

Metabolite Identification

Common Name

Minocycline

Description

Minocycline is only found in individuals that have used or taken this drug. It is a tetracycline analog, having a 7-dimethylamino and lacking the 5 methyl and hydroxyl groups, which is effective against tetracycline-resistant staphylococcus infections. [PubChem]Minocycline passes directly through the lipid bilayer or passively diffuses through porin channels in the bacterial membrane. Tetracyclines like minocycline bind to the 30S ribosomal subunit, preventing the binding of tRNA to the mRNA-ribosome complex and interfering with protein synthesis.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 04191212162D          

 35 38  0  0  1  0            999 V2000
   11.1613   -9.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4469   -9.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4469  -10.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1613  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8758  -10.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8758   -9.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5903   -9.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5903  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3047  -10.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3047   -9.9634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.0192   -9.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0192  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7337  -10.7884    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.7337   -9.9634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.4481   -9.5509    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4481  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1626  -10.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1626   -9.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1613   -8.7259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4481   -8.7259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7337   -9.1384    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3047   -9.1384    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7337  -11.6134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8758   -8.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4469   -8.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1626   -8.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7336   -8.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8771   -9.5509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1613  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5903  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0192  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4481  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8771  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8771  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5915  -10.7884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 11 10  1  0  0  0  0
 10  9  1  0  0  0  0
  9 12  2  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 15 14  1  0  0  0  0
 14 13  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 15 18  1  0  0  0  0
  1 19  1  0  0  0  0
 15 20  1  6  0  0  0
 14 21  1  6  0  0  0
 10 22  1  6  0  0  0
 13 23  1  6  0  0  0
 19 24  1  0  0  0  0
 19 25  1  0  0  0  0
 20 26  1  0  0  0  0
 20 27  1  0  0  0  0
 18 28  1  0  0  0  0
  4 29  1  0  0  0  0
  8 30  2  0  0  0  0
 12 31  1  0  0  0  0
 16 32  2  0  0  0  0
 17 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END

HMDB0015152
     RDKit          3D
Minocycline
 60 63  0  0  0  0  0  0  0  0999 V2000
   -3.8249   -2.4913   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3886   -1.4332    0.3226 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2332   -1.8117    1.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1299   -0.0703    0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1483    0.7580   -0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9237    2.0719   -0.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6137    2.5678   -0.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4528    3.8768   -0.8555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5841    1.7560   -0.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8058    0.4317    0.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7743   -0.5231    0.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079    0.0506    1.0493 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6172   -0.9732    0.8494 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9533   -0.4326    0.5825 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4504   -0.3598   -0.8190 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9819   -1.2476   -1.7878 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6084   -1.1243   -2.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3312   -2.6207   -1.6200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9619   -0.3488   -0.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7677   -1.2062   -1.4262 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4431    0.5663    0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8736    0.7392    0.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3580    1.7383    1.1775 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6473   -0.0403   -0.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4932    1.4488    0.7930 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8174    2.6304    1.0620 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1564    0.9593    1.2019 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0528    0.8585    2.5938 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0825    1.8121    0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3227    3.0966    0.1627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1678    1.3892    0.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2285    2.2546    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625    3.4570   -0.1888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0681   -3.1029    0.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6955   -3.2019   -0.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4456   -2.1380   -1.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6965   -1.6645    2.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1635   -1.2107    1.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4899   -2.8824    1.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1530    0.3497   -0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7429    2.6982   -0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7262    4.4920   -0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1864   -1.1904    1.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5888   -1.2813   -0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6363    0.1698    2.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6739   -1.5197    1.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2891   -1.7795    0.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7331   -1.0521    1.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2467    0.7088   -1.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6106   -0.8732   -3.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0500   -2.0946   -2.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0468   -0.3034   -1.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4073   -3.2332   -1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7343   -2.8106   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042   -3.0307   -2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1775   -1.9953   -0.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4525    2.7306    0.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6307    1.4849    2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6710    1.7186    2.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6924    3.2315   -0.7846 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 21 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  1
 27 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  2  0
 10  4  1  0
 31 12  1  0
 32  9  1  0
 27 14  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  5 40  1  0
  6 41  1  0
  8 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  1
 13 46  1  0
 13 47  1  0
 14 48  1  1
 15 49  1  6
 17 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 18 55  1  0
 20 56  1  0
 23 57  1  0
 23 58  1  0
 28 59  1  0
 30 60  1  0
M  END


  Mrv0541 04191212162D          

 35 38  0  0  1  0            999 V2000
   11.1613   -9.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4469   -9.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4469  -10.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1613  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8758  -10.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8758   -9.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5903   -9.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5903  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3047  -10.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3047   -9.9634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.0192   -9.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0192  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7337  -10.7884    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.7337   -9.9634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.4481   -9.5509    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4481  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1626  -10.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1626   -9.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1613   -8.7259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4481   -8.7259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7337   -9.1384    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3047   -9.1384    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7337  -11.6134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8758   -8.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4469   -8.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1626   -8.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7336   -8.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8771   -9.5509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1613  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5903  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0192  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4481  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8771  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8771  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5915  -10.7884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 11 10  1  0  0  0  0
 10  9  1  0  0  0  0
  9 12  2  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 15 14  1  0  0  0  0
 14 13  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 15 18  1  0  0  0  0
  1 19  1  0  0  0  0
 15 20  1  6  0  0  0
 14 21  1  6  0  0  0
 10 22  1  6  0  0  0
 13 23  1  6  0  0  0
 19 24  1  0  0  0  0
 19 25  1  0  0  0  0
 20 26  1  0  0  0  0
 20 27  1  0  0  0  0
 18 28  1  0  0  0  0
  4 29  1  0  0  0  0
  8 30  2  0  0  0  0
 12 31  1  0  0  0  0
 16 32  2  0  0  0  0
 17 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015152

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC3=C(C(O)=CC=C3N(C)C)C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])C2

> <INCHI_IDENTIFIER>
InChI=1S/C23H27N3O7/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28/h5-6,9,11,17,27,29-30,33H,7-8H2,1-4H3,(H2,24,32)/t9-,11-,17-,23-/m0/s1

> <INCHI_KEY>
DYKFCLLONBREIL-KVUCHLLUSA-N

> <FORMULA>
C23H27N3O7

> <MOLECULAR_WEIGHT>
457.4764

> <EXACT_MASS>
457.184900233

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
45.89716919215125

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,4aS,5aR,12aS)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

> <ALOGPS_LOGP>
-0.03

> <JCHEM_LOGP>
-3.334191589282488

> <ALOGPS_LOGS>
-2.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.451572683968626

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.255174634765047

> <JCHEM_PKA_STRONGEST_BASIC>
8.250042151008117

> <JCHEM_POLAR_SURFACE_AREA>
164.63000000000002

> <JCHEM_REFRACTIVITY>
122.54019999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.07e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
minocycline

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015152
     RDKit          3D
Minocycline
 60 63  0  0  0  0  0  0  0  0999 V2000
   -3.8249   -2.4913   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3886   -1.4332    0.3226 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2332   -1.8117    1.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1299   -0.0703    0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1483    0.7580   -0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9237    2.0719   -0.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6137    2.5678   -0.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4528    3.8768   -0.8555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5841    1.7560   -0.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8058    0.4317    0.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7743   -0.5231    0.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079    0.0506    1.0493 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6172   -0.9732    0.8494 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9533   -0.4326    0.5825 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4504   -0.3598   -0.8190 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9819   -1.2476   -1.7878 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6084   -1.1243   -2.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3312   -2.6207   -1.6200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9619   -0.3488   -0.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7677   -1.2062   -1.4262 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4431    0.5663    0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8736    0.7392    0.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3580    1.7383    1.1775 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6473   -0.0403   -0.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4932    1.4488    0.7930 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8174    2.6304    1.0620 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1564    0.9593    1.2019 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0528    0.8585    2.5938 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0825    1.8121    0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3227    3.0966    0.1627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1678    1.3892    0.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2285    2.2546    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625    3.4570   -0.1888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0681   -3.1029    0.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6955   -3.2019   -0.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4456   -2.1380   -1.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6965   -1.6645    2.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1635   -1.2107    1.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4899   -2.8824    1.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1530    0.3497   -0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7429    2.6982   -0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7262    4.4920   -0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1864   -1.1904    1.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5888   -1.2813   -0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6363    0.1698    2.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6739   -1.5197    1.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2891   -1.7795    0.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7331   -1.0521    1.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2467    0.7088   -1.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6106   -0.8732   -3.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0500   -2.0946   -2.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0468   -0.3034   -1.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4073   -3.2332   -1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7343   -2.8106   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042   -3.0307   -2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1775   -1.9953   -0.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4525    2.7306    0.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6307    1.4849    2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6710    1.7186    2.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6924    3.2315   -0.7846 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 21 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  1
 27 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  2  0
 10  4  1  0
 31 12  1  0
 32  9  1  0
 27 14  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  5 40  1  0
  6 41  1  0
  8 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  1
 13 46  1  0
 13 47  1  0
 14 48  1  1
 15 49  1  6
 17 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 18 55  1  0
 20 56  1  0
 23 57  1  0
 23 58  1  0
 28 59  1  0
 30 60  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0      20.834 -17.828   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.501 -18.598   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.501 -20.138   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.834 -20.908   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.168 -20.138   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.168 -18.598   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.502 -17.828   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.502 -20.908   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.835 -20.138   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.835 -18.598   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.169 -17.828   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.169 -20.908   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.503 -20.138   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.503 -18.598   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.836 -17.828   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.836 -20.908   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.170 -20.138   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.170 -18.598   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      20.834 -16.288   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0      28.836 -16.288   0.000  0.00  0.00           N+0
HETATM   21  H   UNK     0      27.503 -17.058   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0      24.835 -17.058   0.000  0.00  0.00           H+0
HETATM   23  O   UNK     0      27.503 -21.678   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      22.168 -15.518   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      19.501 -15.518   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      30.170 -15.518   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      27.503 -15.518   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      31.504 -17.828   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      20.834 -22.448   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      23.502 -22.448   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      26.169 -22.448   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      28.836 -22.448   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      31.504 -20.908   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      31.504 -22.448   0.000  0.00  0.00           O+0
HETATM   35  N   UNK     0      32.837 -20.138   0.000  0.00  0.00           N+0
CONECT    1    2    6   19                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   29                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9   30                                                  
CONECT    9    8   10   12                                                  
CONECT   10    7   11    9   22                                             
CONECT   11   10   14                                                       
CONECT   12    9   13   31                                                  
CONECT   13   12   14   16   23                                             
CONECT   14   11   15   13   21                                             
CONECT   15   14   18   20                                                  
CONECT   16   13   17   32                                                  
CONECT   17   16   18   33                                                  
CONECT   18   17   15   28                                                  
CONECT   19    1   24   25                                                  
CONECT   20   15   26   27                                                  
CONECT   21   14                                                            
CONECT   22   10                                                            
CONECT   23   13                                                            
CONECT   24   19                                                            
CONECT   25   19                                                            
CONECT   26   20                                                            
CONECT   27   20                                                            
CONECT   28   18                                                            
CONECT   29    4                                                            
CONECT   30    8                                                            
CONECT   31   12                                                            
CONECT   32   16                                                            
CONECT   33   17   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0015152
HETATM    1  C1  UNL     1      -3.825  -2.491  -0.486  1.00  0.00           C  
HETATM    2  N1  UNL     1      -4.389  -1.433   0.323  1.00  0.00           N  
HETATM    3  C2  UNL     1      -5.233  -1.812   1.454  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.130  -0.070   0.027  1.00  0.00           C  
HETATM    5  C4  UNL     1      -5.148   0.758  -0.384  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.924   2.072  -0.678  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.614   2.568  -0.550  1.00  0.00           C  
HETATM    8  O1  UNL     1      -3.453   3.877  -0.856  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.584   1.756  -0.139  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.806   0.432   0.155  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.774  -0.523   0.549  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.508   0.051   1.049  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.617  -0.973   0.849  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.953  -0.433   0.583  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.450  -0.360  -0.819  1.00  0.00           C  
HETATM   16  N2  UNL     1       1.982  -1.248  -1.788  1.00  0.00           N  
HETATM   17  C14 UNL     1       0.608  -1.124  -2.152  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.331  -2.621  -1.620  1.00  0.00           C  
HETATM   19  C16 UNL     1       3.962  -0.349  -0.732  1.00  0.00           C  
HETATM   20  O2  UNL     1       4.768  -1.206  -1.426  1.00  0.00           O  
HETATM   21  C17 UNL     1       4.443   0.566   0.077  1.00  0.00           C  
HETATM   22  C18 UNL     1       5.874   0.739   0.298  1.00  0.00           C  
HETATM   23  N3  UNL     1       6.358   1.738   1.178  1.00  0.00           N  
HETATM   24  O3  UNL     1       6.647  -0.040  -0.331  1.00  0.00           O  
HETATM   25  C19 UNL     1       3.493   1.449   0.793  1.00  0.00           C  
HETATM   26  O4  UNL     1       3.817   2.630   1.062  1.00  0.00           O  
HETATM   27  C20 UNL     1       2.156   0.959   1.202  1.00  0.00           C  
HETATM   28  O5  UNL     1       2.053   0.859   2.594  1.00  0.00           O  
HETATM   29  C21 UNL     1       1.082   1.812   0.642  1.00  0.00           C  
HETATM   30  O6  UNL     1       1.323   3.097   0.163  1.00  0.00           O  
HETATM   31  C22 UNL     1      -0.168   1.389   0.571  1.00  0.00           C  
HETATM   32  C23 UNL     1      -1.228   2.255   0.069  1.00  0.00           C  
HETATM   33  O7  UNL     1      -0.962   3.457  -0.189  1.00  0.00           O  
HETATM   34  H1  UNL     1      -3.068  -3.103   0.042  1.00  0.00           H  
HETATM   35  H2  UNL     1      -4.696  -3.202  -0.659  1.00  0.00           H  
HETATM   36  H3  UNL     1      -3.446  -2.138  -1.469  1.00  0.00           H  
HETATM   37  H4  UNL     1      -4.697  -1.664   2.426  1.00  0.00           H  
HETATM   38  H5  UNL     1      -6.164  -1.211   1.422  1.00  0.00           H  
HETATM   39  H6  UNL     1      -5.490  -2.882   1.402  1.00  0.00           H  
HETATM   40  H7  UNL     1      -6.153   0.350  -0.475  1.00  0.00           H  
HETATM   41  H8  UNL     1      -5.743   2.698  -0.999  1.00  0.00           H  
HETATM   42  H9  UNL     1      -2.726   4.492  -0.875  1.00  0.00           H  
HETATM   43  H10 UNL     1      -2.186  -1.190   1.375  1.00  0.00           H  
HETATM   44  H11 UNL     1      -1.589  -1.281  -0.276  1.00  0.00           H  
HETATM   45  H12 UNL     1      -0.636   0.170   2.175  1.00  0.00           H  
HETATM   46  H13 UNL     1       0.674  -1.520   1.850  1.00  0.00           H  
HETATM   47  H14 UNL     1       0.289  -1.780   0.163  1.00  0.00           H  
HETATM   48  H15 UNL     1       2.733  -1.052   1.180  1.00  0.00           H  
HETATM   49  H16 UNL     1       2.247   0.709  -1.201  1.00  0.00           H  
HETATM   50  H17 UNL     1       0.611  -0.873  -3.276  1.00  0.00           H  
HETATM   51  H18 UNL     1       0.050  -2.095  -2.143  1.00  0.00           H  
HETATM   52  H19 UNL     1       0.047  -0.303  -1.717  1.00  0.00           H  
HETATM   53  H20 UNL     1       1.407  -3.233  -1.669  1.00  0.00           H  
HETATM   54  H21 UNL     1       2.734  -2.811  -0.581  1.00  0.00           H  
HETATM   55  H22 UNL     1       3.004  -3.031  -2.394  1.00  0.00           H  
HETATM   56  H23 UNL     1       5.178  -1.995  -0.945  1.00  0.00           H  
HETATM   57  H24 UNL     1       6.453   2.731   0.888  1.00  0.00           H  
HETATM   58  H25 UNL     1       6.631   1.485   2.146  1.00  0.00           H  
HETATM   59  H26 UNL     1       1.671   1.719   2.905  1.00  0.00           H  
HETATM   60  H27 UNL     1       1.692   3.231  -0.785  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    4
CONECT    3   37   38   39
CONECT    4    5    5   10
CONECT    5    6   40
CONECT    6    7    7   41
CONECT    7    8    9
CONECT    8   42
CONECT    9   10   10   32
CONECT   10   11
CONECT   11   12   43   44
CONECT   12   13   31   45
CONECT   13   14   46   47
CONECT   14   15   27   48
CONECT   15   16   19   49
CONECT   16   17   18
CONECT   17   50   51   52
CONECT   18   53   54   55
CONECT   19   20   21   21
CONECT   20   56
CONECT   21   22   25
CONECT   22   23   24   24
CONECT   23   57   58
CONECT   25   26   26   27
CONECT   27   28   29
CONECT   28   59
CONECT   29   30   31   31
CONECT   30   60
CONECT   31   32
CONECT   32   33   33
END

HMDB0015152
     RDKit          3D
Minocycline
 60 63  0  0  0  0  0  0  0  0999 V2000
   -3.8249   -2.4913   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3886   -1.4332    0.3226 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2332   -1.8117    1.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1299   -0.0703    0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1483    0.7580   -0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9237    2.0719   -0.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6137    2.5678   -0.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4528    3.8768   -0.8555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5841    1.7560   -0.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8058    0.4317    0.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7743   -0.5231    0.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079    0.0506    1.0493 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6172   -0.9732    0.8494 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9533   -0.4326    0.5825 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4504   -0.3598   -0.8190 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9819   -1.2476   -1.7878 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6084   -1.1243   -2.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3312   -2.6207   -1.6200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9619   -0.3488   -0.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7677   -1.2062   -1.4262 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4431    0.5663    0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8736    0.7392    0.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3580    1.7383    1.1775 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6473   -0.0403   -0.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4932    1.4488    0.7930 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8174    2.6304    1.0620 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1564    0.9593    1.2019 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0528    0.8585    2.5938 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0825    1.8121    0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3227    3.0966    0.1627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1678    1.3892    0.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2285    2.2546    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625    3.4570   -0.1888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0681   -3.1029    0.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6955   -3.2019   -0.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4456   -2.1380   -1.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6965   -1.6645    2.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1635   -1.2107    1.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4899   -2.8824    1.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1530    0.3497   -0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7429    2.6982   -0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7262    4.4920   -0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1864   -1.1904    1.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5888   -1.2813   -0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6363    0.1698    2.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6739   -1.5197    1.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2891   -1.7795    0.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7331   -1.0521    1.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2467    0.7088   -1.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6106   -0.8732   -3.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0500   -2.0946   -2.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0468   -0.3034   -1.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4073   -3.2332   -1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7343   -2.8106   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042   -3.0307   -2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1775   -1.9953   -0.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4525    2.7306    0.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6307    1.4849    2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6710    1.7186    2.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6924    3.2315   -0.7846 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 21 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  1
 27 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  2  0
 10  4  1  0
 31 12  1  0
 32  9  1  0
 27 14  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  5 40  1  0
  6 41  1  0
  8 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  1
 13 46  1  0
 13 47  1  0
 14 48  1  1
 15 49  1  6
 17 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 18 55  1  0
 20 56  1  0
 23 57  1  0
 23 58  1  0
 28 59  1  0
 30 60  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(4S,4AS,5ar,12as)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide	ChEBI
7-Dimethylamino-6-demethyl-6-deoxytetracycline	ChEBI
Minociclina	ChEBI
Minociclinum	ChEBI
Minomycin	ChEBI
MINO	Kegg

Chemical Formula

C₂₃H₂₇N₃O₇

Average Molecular Weight

457.4764

Monoisotopic Molecular Weight

457.184900233

IUPAC Name

(4S,4aS,5aR,12aS)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

Traditional Name

minocycline

CAS Registry Number

10118-90-8

SMILES

[H][C@@]12CC3=C(C(O)=CC=C3N(C)C)C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])C2

InChI Identifier

InChI=1S/C23H27N3O7/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28/h5-6,9,11,17,27,29-30,33H,7-8H2,1-4H3,(H2,24,32)/t9-,11-,17-,23-/m0/s1

InChI Key

DYKFCLLONBREIL-KVUCHLLUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracyclines. These are polyketides having an octahydrotetracene-2-carboxamide skeleton, substituted with many hydroxy and other groups.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tetracyclines

Sub Class

Not Available

Direct Parent

Tetracyclines

Alternative Parents

Substituents

Tetracycline
Naphthacene
Tetracene
Anthracene carboxylic acid or derivatives
Tetralin
Tertiary aliphatic/aromatic amine
Aryl ketone
Dialkylarylamine
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Aralkylamine
Benzenoid
Vinylogous acid
Tertiary alcohol
Tertiary aliphatic amine
Amino acid or derivatives
Tertiary amine
Carboxamide group
Primary carboxylic acid amide
Ketone
Polyol
Carboxylic acid derivative
Enol
Amine
Alcohol
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

tetracyclines (CHEBI:50694 )
tetracenomycin (CHEBI:50694 )
Linear tetracyclines (C07225 )
Linear tetracyclines (LMPK07000002 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0015152)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Minocycline Action Pathway (PathBank: SMP0000292)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	3.07 g/L	Not Available
LogP	0.5	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.07 g/L	ALOGPS
logP	-0.03	ALOGPS
logP	-3.3	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	8.25	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	164.63 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	122.54 m³·mol⁻¹	ChemAxon
Polarizability	45.9 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	233.111	30932474
DeepCCS	[M+Na]+	208.243	30932474
AllCCS	[M+H]+	205.5	32859911
AllCCS	[M+H-H2O]+	203.4	32859911
AllCCS	[M+NH4]+	207.4	32859911
AllCCS	[M+Na]+	208.0	32859911
AllCCS	[M-H]-	209.5	32859911
AllCCS	[M+Na-2H]-	210.4	32859911
AllCCS	[M+HCOO]-	211.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.7 minutes	32390414
Predicted by Siyang on May 30, 2022	10.1443 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.83 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	238.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	772.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	185.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	106.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	160.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	61.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	302.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	349.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	958.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	670.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	91.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1097.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	198.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	251.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	420.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	408.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	286.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Minocycline	[H][C@@]12CC3=C(C(O)=CC=C3N(C)C)C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])C2	4380.7	Standard polar	33892256
Minocycline	[H][C@@]12CC3=C(C(O)=CC=C3N(C)C)C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])C2	3597.5	Standard non polar	33892256
Minocycline	[H][C@@]12CC3=C(C(O)=CC=C3N(C)C)C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])C2	4010.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Minocycline,1TMS,isomer #1	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C2=O	3727.5	Semi standard non polar	33892256
Minocycline,1TMS,isomer #2	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O[Si](C)(C)C)=C1C2=O	3667.0	Semi standard non polar	33892256
Minocycline,1TMS,isomer #3	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O[Si](C)(C)C)C(O)=C1C2=O	3762.6	Semi standard non polar	33892256
Minocycline,1TMS,isomer #4	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C2=O	3708.8	Semi standard non polar	33892256
Minocycline,1TMS,isomer #5	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N[Si](C)(C)C)C(=O)[C@@]3(O)C(O)=C1C2=O	3730.1	Semi standard non polar	33892256
Minocycline,2TMS,isomer #1	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C2=O	3611.5	Semi standard non polar	33892256
Minocycline,2TMS,isomer #10	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N[Si](C)(C)C)C(=O)[C@@]3(O)C(O)=C1C2=O	3571.1	Semi standard non polar	33892256
Minocycline,2TMS,isomer #11	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O)C(O)=C1C2=O	3663.5	Semi standard non polar	33892256
Minocycline,2TMS,isomer #2	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O[Si](C)(C)C)C(O)=C1C2=O	3629.6	Semi standard non polar	33892256
Minocycline,2TMS,isomer #3	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O[Si](C)(C)C)=C1C2=O	3596.7	Semi standard non polar	33892256
Minocycline,2TMS,isomer #4	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N[Si](C)(C)C)C(=O)[C@@]3(O)C(O)=C1C2=O	3646.1	Semi standard non polar	33892256
Minocycline,2TMS,isomer #5	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(N)=O)C(=O)[C@@]3(O)C(O[Si](C)(C)C)=C1C2=O	3562.2	Semi standard non polar	33892256
Minocycline,2TMS,isomer #6	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	3596.3	Semi standard non polar	33892256
Minocycline,2TMS,isomer #7	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N[Si](C)(C)C)C(=O)[C@@]3(O)C(O[Si](C)(C)C)=C1C2=O	3555.4	Semi standard non polar	33892256
Minocycline,2TMS,isomer #8	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(N)=O)C(=O)[C@@]3(O[Si](C)(C)C)C(O)=C1C2=O	3624.9	Semi standard non polar	33892256
Minocycline,2TMS,isomer #9	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O)=C1C2=O	3632.1	Semi standard non polar	33892256
Minocycline,3TMS,isomer #1	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(N)=O)C(=O)[C@@]3(O[Si](C)(C)C)C(O)=C1C2=O	3594.6	Semi standard non polar	33892256
Minocycline,3TMS,isomer #10	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	3552.7	Semi standard non polar	33892256
Minocycline,3TMS,isomer #11	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O)C(O[Si](C)(C)C)=C1C2=O	3527.6	Semi standard non polar	33892256
Minocycline,3TMS,isomer #12	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O)=C1C2=O	3556.4	Semi standard non polar	33892256
Minocycline,3TMS,isomer #13	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O)=C1C2=O	3601.5	Semi standard non polar	33892256
Minocycline,3TMS,isomer #14	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O)C(O)=C1C2=O	3555.7	Semi standard non polar	33892256
Minocycline,3TMS,isomer #2	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(N)=O)C(=O)[C@@]3(O)C(O[Si](C)(C)C)=C1C2=O	3558.2	Semi standard non polar	33892256
Minocycline,3TMS,isomer #3	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N[Si](C)(C)C)C(=O)[C@@]3(O)C(O)=C1C2=O	3578.4	Semi standard non polar	33892256
Minocycline,3TMS,isomer #4	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	3583.2	Semi standard non polar	33892256
Minocycline,3TMS,isomer #5	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O)=C1C2=O	3609.2	Semi standard non polar	33892256
Minocycline,3TMS,isomer #6	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N[Si](C)(C)C)C(=O)[C@@]3(O)C(O[Si](C)(C)C)=C1C2=O	3563.6	Semi standard non polar	33892256
Minocycline,3TMS,isomer #7	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O)C(O)=C1C2=O	3613.7	Semi standard non polar	33892256
Minocycline,3TMS,isomer #8	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(N)=O)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	3545.8	Semi standard non polar	33892256
Minocycline,3TMS,isomer #9	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N[Si](C)(C)C)C(=O)[C@@]3(O)C(O[Si](C)(C)C)=C1C2=O	3497.3	Semi standard non polar	33892256
Minocycline,4TMS,isomer #1	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(N)=O)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	3572.4	Semi standard non polar	33892256
Minocycline,4TMS,isomer #10	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	3548.2	Semi standard non polar	33892256
Minocycline,4TMS,isomer #11	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O)=C1C2=O	3562.5	Semi standard non polar	33892256
Minocycline,4TMS,isomer #2	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O)=C1C2=O	3588.7	Semi standard non polar	33892256
Minocycline,4TMS,isomer #3	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N[Si](C)(C)C)C(=O)[C@@]3(O)C(O[Si](C)(C)C)=C1C2=O	3545.1	Semi standard non polar	33892256
Minocycline,4TMS,isomer #4	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O)C(O)=C1C2=O	3587.5	Semi standard non polar	33892256
Minocycline,4TMS,isomer #5	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	3585.5	Semi standard non polar	33892256
Minocycline,4TMS,isomer #6	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O)=C1C2=O	3610.5	Semi standard non polar	33892256
Minocycline,4TMS,isomer #7	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O)C(O[Si](C)(C)C)=C1C2=O	3561.7	Semi standard non polar	33892256
Minocycline,4TMS,isomer #8	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	3526.7	Semi standard non polar	33892256
Minocycline,4TMS,isomer #9	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O)C(O[Si](C)(C)C)=C1C2=O	3518.1	Semi standard non polar	33892256
Minocycline,5TMS,isomer #1	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	3582.1	Semi standard non polar	33892256
Minocycline,5TMS,isomer #1	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	3737.1	Standard non polar	33892256
Minocycline,5TMS,isomer #1	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	4055.7	Standard polar	33892256
Minocycline,5TMS,isomer #2	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O)=C1C2=O	3612.8	Semi standard non polar	33892256
Minocycline,5TMS,isomer #2	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O)=C1C2=O	3670.0	Standard non polar	33892256
Minocycline,5TMS,isomer #2	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O)=C1C2=O	4119.5	Standard polar	33892256
Minocycline,5TMS,isomer #3	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O)C(O[Si](C)(C)C)=C1C2=O	3590.1	Semi standard non polar	33892256
Minocycline,5TMS,isomer #3	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O)C(O[Si](C)(C)C)=C1C2=O	3668.0	Standard non polar	33892256
Minocycline,5TMS,isomer #3	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O)C(O[Si](C)(C)C)=C1C2=O	4157.7	Standard polar	33892256
Minocycline,5TMS,isomer #4	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	3597.3	Semi standard non polar	33892256
Minocycline,5TMS,isomer #4	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	3697.9	Standard non polar	33892256
Minocycline,5TMS,isomer #4	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	4122.5	Standard polar	33892256
Minocycline,5TMS,isomer #5	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	3561.2	Semi standard non polar	33892256
Minocycline,5TMS,isomer #5	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	3741.2	Standard non polar	33892256
Minocycline,5TMS,isomer #5	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	4063.5	Standard polar	33892256
Minocycline,6TMS,isomer #1	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	3635.3	Semi standard non polar	33892256
Minocycline,6TMS,isomer #1	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	3667.4	Standard non polar	33892256
Minocycline,6TMS,isomer #1	CN(C)C1=CC=C(O[Si](C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1C2=O	3942.8	Standard polar	33892256
Minocycline,1TBDMS,isomer #1	CN(C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C2=O	3970.5	Semi standard non polar	33892256
Minocycline,1TBDMS,isomer #2	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	3961.8	Semi standard non polar	33892256
Minocycline,1TBDMS,isomer #3	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O[Si](C)(C)C(C)(C)C)C(O)=C1C2=O	3986.2	Semi standard non polar	33892256
Minocycline,1TBDMS,isomer #4	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C2=O	3993.4	Semi standard non polar	33892256
Minocycline,1TBDMS,isomer #5	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N[Si](C)(C)C(C)(C)C)C(=O)[C@@]3(O)C(O)=C1C2=O	4012.6	Semi standard non polar	33892256
Minocycline,2TBDMS,isomer #1	CN(C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C2=O	4101.7	Semi standard non polar	33892256
Minocycline,2TBDMS,isomer #10	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)N[Si](C)(C)C(C)(C)C)C(=O)[C@@]3(O)C(O)=C1C2=O	4050.4	Semi standard non polar	33892256
Minocycline,2TBDMS,isomer #11	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)[C@@]3(O)C(O)=C1C2=O	4093.3	Semi standard non polar	33892256
Minocycline,2TBDMS,isomer #2	CN(C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O[Si](C)(C)C(C)(C)C)C(O)=C1C2=O	4075.7	Semi standard non polar	33892256
Minocycline,2TBDMS,isomer #3	CN(C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4103.1	Semi standard non polar	33892256
Minocycline,2TBDMS,isomer #4	CN(C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N[Si](C)(C)C(C)(C)C)C(=O)[C@@]3(O)C(O)=C1C2=O	4097.4	Semi standard non polar	33892256
Minocycline,2TBDMS,isomer #5	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(N)=O)C(=O)[C@@]3(O)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4069.1	Semi standard non polar	33892256
Minocycline,2TBDMS,isomer #6	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4062.4	Semi standard non polar	33892256
Minocycline,2TBDMS,isomer #7	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N[Si](C)(C)C(C)(C)C)C(=O)[C@@]3(O)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4030.5	Semi standard non polar	33892256
Minocycline,2TBDMS,isomer #8	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(N)=O)C(=O)[C@@]3(O[Si](C)(C)C(C)(C)C)C(O)=C1C2=O	4095.3	Semi standard non polar	33892256
Minocycline,2TBDMS,isomer #9	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N[Si](C)(C)C(C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C(C)(C)C)C(O)=C1C2=O	4074.3	Semi standard non polar	33892256
Minocycline,3TBDMS,isomer #1	CN(C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(N)=O)C(=O)[C@@]3(O[Si](C)(C)C(C)(C)C)C(O)=C1C2=O	4220.6	Semi standard non polar	33892256
Minocycline,3TBDMS,isomer #10	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N[Si](C)(C)C(C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4131.8	Semi standard non polar	33892256
Minocycline,3TBDMS,isomer #11	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)[C@@]3(O)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4152.5	Semi standard non polar	33892256
Minocycline,3TBDMS,isomer #12	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)N[Si](C)(C)C(C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C(C)(C)C)C(O)=C1C2=O	4151.7	Semi standard non polar	33892256
Minocycline,3TBDMS,isomer #13	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C(C)(C)C)C(O)=C1C2=O	4204.9	Semi standard non polar	33892256
Minocycline,3TBDMS,isomer #14	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)[C@@]3(O)C(O)=C1C2=O	4176.8	Semi standard non polar	33892256
Minocycline,3TBDMS,isomer #2	CN(C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(N)=O)C(=O)[C@@]3(O)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4227.0	Semi standard non polar	33892256
Minocycline,3TBDMS,isomer #3	CN(C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)N[Si](C)(C)C(C)(C)C)C(=O)[C@@]3(O)C(O)=C1C2=O	4188.6	Semi standard non polar	33892256
Minocycline,3TBDMS,isomer #4	CN(C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4215.1	Semi standard non polar	33892256
Minocycline,3TBDMS,isomer #5	CN(C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N[Si](C)(C)C(C)(C)C)C(=O)[C@@]3(O[Si](C)(C)C(C)(C)C)C(O)=C1C2=O	4200.1	Semi standard non polar	33892256
Minocycline,3TBDMS,isomer #6	CN(C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N[Si](C)(C)C(C)(C)C)C(=O)[C@@]3(O)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4170.9	Semi standard non polar	33892256
Minocycline,3TBDMS,isomer #7	CN(C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)[C@@]3(O)C(O)=C1C2=O	4234.3	Semi standard non polar	33892256
Minocycline,3TBDMS,isomer #8	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(N)=O)C(=O)[C@@]3(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4198.4	Semi standard non polar	33892256
Minocycline,3TBDMS,isomer #9	CN(C)C1=CC=C(O)C2=C1C[C@H]1C[C@H]3[C@H](N(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)N[Si](C)(C)C(C)(C)C)C(=O)[C@@]3(O)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4095.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Minocycline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4r-5198300000-09d1a0f95ca289894a54	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Minocycline GC-MS (3 TMS) - 70eV, Positive	splash10-0ab9-4101926000-ecf9ee87bcf7587066ca	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Minocycline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Minocycline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Minocycline GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Minocycline GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Minocycline GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Minocycline GC-MS (TMS_3_10) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Minocycline GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Minocycline GC-MS (TMS_4_5) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Minocycline GC-MS (TMS_4_8) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Minocycline GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Minocycline GC-MS (TBDMS_3_4) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Minocycline GC-MS (TBDMS_3_8) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Minocycline GC-MS (TBDMS_3_10) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Minocycline GC-MS ("Minocycline,2TMS,#6" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QFT , negative-QTOF	splash10-0a4i-0001900000-6e678a7f126753a02d03	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QFT , negative-QTOF	splash10-00dr-0139100000-ff75a26ae387147257db	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QFT , negative-QTOF	splash10-000i-0293000000-c2ff616578522f961ba6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QFT , negative-QTOF	splash10-000i-0390000000-d52131f98ad1d88e178c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QFT , negative-QTOF	splash10-0fki-1690000000-e5a98a7122d0379c17ce	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QFT , negative-QTOF	splash10-00dr-1980000000-8e1add1bcba675eab919	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QFT , negative-QTOF	splash10-00di-2940000000-5fb719a03faa19bc3ece	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QFT , negative-QTOF	splash10-014i-6920000000-fb4c9cde9587edd4015e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QFT , negative-QTOF	splash10-014i-9300000000-6299955440e9be195128	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QQ , negative-QTOF	splash10-0a4i-0000900000-6f7513e3aaa9e86725ec	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QQ , negative-QTOF	splash10-0a4i-0011900000-ed3a433871dc9cea2d9f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QQ , negative-QTOF	splash10-00dr-0559300000-4e1a4ba6692c21980cae	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QQ , negative-QTOF	splash10-00dr-0696000000-f57972687a1b0ffe9411	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QQ , negative-QTOF	splash10-000i-1491000000-1847e0c78206ea2f84c3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QFT , positive-QTOF	splash10-0a4l-0000900000-ae91ec031bca8b95216e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QFT , positive-QTOF	splash10-0006-0001900000-0bc6e4a0b16f4acd3d1d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QFT , positive-QTOF	splash10-0uei-1149100000-2ea03125f37fabe56999	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QFT , positive-QTOF	splash10-001r-1192000000-476045d8accb26d18bb4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Minocycline LC-ESI-QFT , positive-QTOF	splash10-015i-1390000000-f6a75360809f9018052a	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Minocycline 10V, Positive-QTOF	splash10-0a4l-0000900000-24f0aa03e70485995bfe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Minocycline 20V, Positive-QTOF	splash10-006x-0011900000-d0312060b105b95120e8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Minocycline 40V, Positive-QTOF	splash10-0fi1-1349400000-c2d44f2b203b8c8a0d99	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Minocycline 10V, Negative-QTOF	splash10-0a4i-0001900000-d44b457b4826431b60bc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Minocycline 20V, Negative-QTOF	splash10-03di-0006900000-d21619964135e5793a97	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Minocycline 40V, Negative-QTOF	splash10-000f-8049000000-c546414319e04333465d	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Minocycline Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01017	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01017	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01017

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00018686

Chemspider ID

16735907

KEGG Compound ID

C07225

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Minocycline

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

MIY

ChEBI ID

50694

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Song Y, Wei EQ, Zhang WP, Zhang L, Liu JR, Chen Z: Minocycline protects PC12 cells from ischemic-like injury and inhibits 5-lipoxygenase activation. Neuroreport. 2004 Oct 5;15(14):2181-4. [PubMed:15371729 ]
Chen M, Ona VO, Li M, Ferrante RJ, Fink KB, Zhu S, Bian J, Guo L, Farrell LA, Hersch SM, Hobbs W, Vonsattel JP, Cha JH, Friedlander RM: Minocycline inhibits caspase-1 and caspase-3 expression and delays mortality in a transgenic mouse model of Huntington disease. Nat Med. 2000 Jul;6(7):797-801. [PubMed:10888929 ]
Gough A, Chapman S, Wagstaff K, Emery P, Elias E: Minocycline induced autoimmune hepatitis and systemic lupus erythematosus-like syndrome. BMJ. 1996 Jan 20;312(7024):169-72. [PubMed:8563540 ]
Tikka TM, Koistinaho JE: Minocycline provides neuroprotection against N-methyl-D-aspartate neurotoxicity by inhibiting microglia. J Immunol. 2001 Jun 15;166(12):7527-33. [PubMed:11390507 ]
Nirmalananthan N, Greensmith L: Amyotrophic lateral sclerosis: recent advances and future therapies. Curr Opin Neurol. 2005 Dec;18(6):712-9. [PubMed:16280684 ]
Wikipedia [Link]
MEDSAFE [Link]

Enzymes

Enzyme Details

1. Arachidonate 5-lipoxygenase

General function:: Involved in metal ion binding
Specific function:: Catalyzes the first step in leukotriene biosynthesis, and thereby plays a role in inflammatory processes.
Gene Name:: ALOX5
Uniprot ID:: P09917
Molecular weight:: 77982.595

References

Song Y, Wei EQ, Zhang WP, Zhang L, Liu JR, Chen Z: Minocycline protects PC12 cells from ischemic-like injury and inhibits 5-lipoxygenase activation. Neuroreport. 2004 Oct 5;15(14):2181-4. [PubMed:15371729 ]
Song Y, Wei EQ, Zhang WP, Ge QF, Liu JR, Wang ML, Huang XJ, Hu X, Chen Z: Minocycline protects PC12 cells against NMDA-induced injury via inhibiting 5-lipoxygenase activation. Brain Res. 2006 Apr 26;1085(1):57-67. Epub 2006 Mar 30. [PubMed:16574083 ]
Chu LS, Fang SH, Zhou Y, Yu GL, Wang ML, Zhang WP, Wei EQ: Minocycline inhibits 5-lipoxygenase activation and brain inflammation after focal cerebral ischemia in rats. Acta Pharmacol Sin. 2007 Jun;28(6):763-72. [PubMed:17506934 ]

Enzyme Details

2. Cytochrome c

General function:: Involved in iron ion binding
Specific function:: Plays a role in apoptosis. Suppression of the anti- apoptotic members or activation of the pro-apoptotic members of the Bcl-2 family leads to altered mitochondrial membrane permeability resulting in release of cytochrome c into the cytosol. Binding of cytochrome c to Apaf-1 triggers the activation of caspase-9, which then accelerates apoptosis by activating other caspases
Gene Name:: CYCS
Uniprot ID:: P99999
Molecular weight:: 11748.7

References

Zhu S, Stavrovskaya IG, Drozda M, Kim BY, Ona V, Li M, Sarang S, Liu AS, Hartley DM, Wu DC, Gullans S, Ferrante RJ, Przedborski S, Kristal BS, Friedlander RM: Minocycline inhibits cytochrome c release and delays progression of amyotrophic lateral sclerosis in mice. Nature. 2002 May 2;417(6884):74-8. [PubMed:11986668 ]
Matsuki S, Iuchi Y, Ikeda Y, Sasagawa I, Tomita Y, Fujii J: Suppression of cytochrome c release and apoptosis in testes with heat stress by minocycline. Biochem Biophys Res Commun. 2003 Dec 19;312(3):843-9. [PubMed:14680842 ]
Chu HC, Lin YL, Sytwu HK, Lin SH, Liao CL, Chao YC: Effects of minocycline on Fas-mediated fulminant hepatitis in mice. Br J Pharmacol. 2005 Jan;144(2):275-82. [PubMed:15665864 ]
Heo K, Cho YJ, Cho KJ, Kim HW, Kim HJ, Shin HY, Lee BI, Kim GW: Minocycline inhibits caspase-dependent and -independent cell death pathways and is neuroprotective against hippocampal damage after treatment with kainic acid in mice. Neurosci Lett. 2006 May 8;398(3):195-200. Epub 2006 Feb 15. [PubMed:16469440 ]
Mansson R, Hansson MJ, Morota S, Uchino H, Ekdahl CT, Elmer E: Re-evaluation of mitochondrial permeability transition as a primary neuroprotective target of minocycline. Neurobiol Dis. 2007 Jan;25(1):198-205. Epub 2006 Oct 24. [PubMed:17067803 ]
Kim HS, Suh YH: Minocycline and neurodegenerative diseases. Behav Brain Res. 2009 Jan 23;196(2):168-79. doi: 10.1016/j.bbr.2008.09.040. Epub 2008 Oct 11. [PubMed:18977395 ]

Enzyme Details

3. Interleukin-1 beta

General function:: Involved in growth factor activity
Specific function:: Produced by activated macrophages, IL-1 stimulates thymocyte proliferation by inducing IL-2 release, B-cell maturation and proliferation, and fibroblast growth factor activity. IL-1 proteins are involved in the inflammatory response, being identified as endogenous pyrogens, and are reported to stimulate the release of prostaglandin and collagenase from synovial cells
Gene Name:: IL1B
Uniprot ID:: P01584
Molecular weight:: 30747.7

References

Sadowski T, Steinmeyer J: Minocycline inhibits the production of inducible nitric oxide synthase in articular chondrocytes. J Rheumatol. 2001 Feb;28(2):336-40. [PubMed:11246672 ]
Oringer RJ, Al-Shammari KF, Aldredge WA, Iacono VJ, Eber RM, Wang HL, Berwald B, Nejat R, Giannobile WV: Effect of locally delivered minocycline microspheres on markers of bone resorption. J Periodontol. 2002 Aug;73(8):835-42. [PubMed:12211491 ]
Amin AR, Attur MG, Thakker GD, Patel PD, Vyas PR, Patel RN, Patel IR, Abramson SB: A novel mechanism of action of tetracyclines: effects on nitric oxide synthases. Proc Natl Acad Sci U S A. 1996 Nov 26;93(24):14014-9. [PubMed:8943052 ]
Steinmeyer J, Daufeldt S, Taiwo YO: Pharmacological effect of tetracyclines on proteoglycanases from interleukin-1-treated articular cartilage. Biochem Pharmacol. 1998 Jan 1;55(1):93-100. [PubMed:9413935 ]

Enzyme Details

4. Matrix metalloproteinase-9

General function:: Involved in metalloendopeptidase activity
Specific function:: May play an essential role in local proteolysis of the extracellular matrix and in leukocyte migration. Could play a role in bone osteoclastic resorption. Cleaves KiSS1 at a Gly-|-Leu bond. Cleaves type IV and type V collagen into large C-terminal three quarter fragments and shorter N-terminal one quarter fragments. Degrades fibronectin but not laminin or Pz-peptide
Gene Name:: MMP9
Uniprot ID:: P14780
Molecular weight:: 78457.5

References

Brundula V, Rewcastle NB, Metz LM, Bernard CC, Yong VW: Targeting leukocyte MMPs and transmigration: minocycline as a potential therapy for multiple sclerosis. Brain. 2002 Jun;125(Pt 6):1297-308. [PubMed:12023318 ]
Sutton TA, Kelly KJ, Mang HE, Plotkin Z, Sandoval RM, Dagher PC: Minocycline reduces renal microvascular leakage in a rat model of ischemic renal injury. Am J Physiol Renal Physiol. 2005 Jan;288(1):F91-7. Epub 2004 Sep 7. [PubMed:15353401 ]
Koistinaho M, Malm TM, Kettunen MI, Goldsteins G, Starckx S, Kauppinen RA, Opdenakker G, Koistinaho J: Minocycline protects against permanent cerebral ischemia in wild type but not in matrix metalloprotease-9-deficient mice. J Cereb Blood Flow Metab. 2005 Apr;25(4):460-7. [PubMed:15674236 ]
Lee CZ, Yao JS, Huang Y, Zhai W, Liu W, Guglielmo BJ, Lin E, Yang GY, Young WL: Dose-response effect of tetracyclines on cerebral matrix metalloproteinase-9 after vascular endothelial growth factor hyperstimulation. J Cereb Blood Flow Metab. 2006 Sep;26(9):1157-64. Epub 2006 Jan 4. [PubMed:16395286 ]
Machado LS, Kozak A, Ergul A, Hess DC, Borlongan CV, Fagan SC: Delayed minocycline inhibits ischemia-activated matrix metalloproteinases 2 and 9 after experimental stroke. BMC Neurosci. 2006 Jul 17;7:56. [PubMed:16846501 ]

Enzyme Details

5. Vascular endothelial growth factor A

General function:: Involved in growth factor activity
Specific function:: Growth factor active in angiogenesis, vasculogenesis and endothelial cell growth. Induces endothelial cell proliferation, promotes cell migration, inhibits apoptosis and induces permeabilization of blood vessels. Binds to the FLT1/VEGFR1 and KDR/VEGFR2 receptors, heparan sulfate and heparin. NRP1/Neuropilin-1 binds isoforms VEGF-165 and VEGF-145. Isoform VEGF165B binds to KDR but does not activate downstream signaling pathways, does not activate angiogenesis and inhibits tumor growth
Gene Name:: VEGFA
Uniprot ID:: P15692
Molecular weight:: 27042.2

References

Sasamura H, Takahashi A, Miyao N, Yanase M, Masumori N, Kitamura H, Itoh N, Tsukamoto T: Inhibitory effect on expression of angiogenic factors by antiangiogenic agents in renal cell carcinoma. Br J Cancer. 2002 Mar 4;86(5):768-73. [PubMed:11875741 ]
Yao JS, Chen Y, Zhai W, Xu K, Young WL, Yang GY: Minocycline exerts multiple inhibitory effects on vascular endothelial growth factor-induced smooth muscle cell migration: the role of ERK1/2, PI3K, and matrix metalloproteinases. Circ Res. 2004 Aug 20;95(4):364-71. Epub 2004 Jul 15. [PubMed:15256478 ]
Rocchetti R, Talevi S, Margiotta C, Calza R, Corallini A, Possati L: Antiangiogenic drugs for chemotherapy of bladder tumours. Chemotherapy. 2005 Oct;51(6):291-9. Epub 2005 Oct 13. [PubMed:16224178 ]

Enzyme Details

6. Caspase-1

General function:: Involved in protein binding
Specific function:: Thiol protease that cleaves IL-1 beta between an Asp and an Ala, releasing the mature cytokine which is involved in a variety of inflammatory processes. Important for defense against pathogens. Cleaves and activates sterol regulatory element binding proteins (SREBPs). Can also promote apoptosis
Gene Name:: CASP1
Uniprot ID:: P29466
Molecular weight:: 45158.2

References

Chen M, Ona VO, Li M, Ferrante RJ, Fink KB, Zhu S, Bian J, Guo L, Farrell LA, Hersch SM, Hobbs W, Vonsattel JP, Cha JH, Friedlander RM: Minocycline inhibits caspase-1 and caspase-3 expression and delays mortality in a transgenic mouse model of Huntington disease. Nat Med. 2000 Jul;6(7):797-801. [PubMed:10888929 ]
Sanchez Mejia RO, Ona VO, Li M, Friedlander RM: Minocycline reduces traumatic brain injury-mediated caspase-1 activation, tissue damage, and neurological dysfunction. Neurosurgery. 2001 Jun;48(6):1393-9; discussion 1399-401. [PubMed:11383749 ]
Vincent JA, Mohr S: Inhibition of caspase-1/interleukin-1beta signaling prevents degeneration of retinal capillaries in diabetes and galactosemia. Diabetes. 2007 Jan;56(1):224-30. [PubMed:17192486 ]
Kim HS, Suh YH: Minocycline and neurodegenerative diseases. Behav Brain Res. 2009 Jan 23;196(2):168-79. doi: 10.1016/j.bbr.2008.09.040. Epub 2008 Oct 11. [PubMed:18977395 ]

Transporters

Enzyme Details

1. Solute carrier family 22 member 11

General function:: Involved in transporter activity
Specific function:: Mediates saturable uptake of estrone sulfate, dehydroepiandrosterone sulfate and related compounds
Gene Name:: SLC22A11
Uniprot ID:: Q9NSA0
Molecular weight:: 59970.9

References

Babu E, Takeda M, Narikawa S, Kobayashi Y, Yamamoto T, Cha SH, Sekine T, Sakthisekaran D, Endou H: Human organic anion transporters mediate the transport of tetracycline. Jpn J Pharmacol. 2002 Jan;88(1):69-76. [PubMed:11855680 ]

Enzyme Details

2. Solute carrier family 22 member 6

General function:: Involved in ion transmembrane transporter activity
Specific function:: Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one molecule of endogenous dicarboxylic acid (glutarate, ketoglutarate, etc). Mediates the sodium-independent uptake of 2,3-dimercapto-1-propanesulfonic acid (DMPS). Mediates the sodium-independent uptake of p- aminohippurate (PAH), ochratoxin (OTA), acyclovir (ACV), 3'-azido- 3-'deoxythymidine (AZT), cimetidine (CMD), 2,4-dichloro- phenoxyacetate (2,4-D), hippurate (HA), indoleacetate (IA), indoxyl sulfate (IS) and 3-carboxy-4-methyl-5-propyl-2- furanpropionate (CMPF), cidofovir, adefovir, 9-(2- phosphonylmethoxyethyl) guanine (PMEG), 9-(2- phosphonylmethoxyethyl) diaminopurine (PMEDAP) and edaravone sulfate. PAH uptake is inhibited by p- chloromercuribenzenesulphonate (PCMBS), diethyl pyrocarbonate (DEPC), sulindac, diclofenac, carprofen, glutarate and okadaic acid. PAH uptake is inhibited by benzothiazolylcysteine (BTC), S-chlorotrifluoroethylcysteine (CTFC), cysteine S-conjugates S-dichlorovinylcysteine (DCVC), furosemide, steviol, phorbol 12-myristate 13-acetate (PMA), calcium ionophore A23187, benzylpenicillin, furosemide, indomethacin, bumetamide, losartan, probenecid, phenol red, urate, and alpha-ketoglutarate
Gene Name:: SLC22A6
Uniprot ID:: Q4U2R8
Molecular weight:: 61815.8

References

Babu E, Takeda M, Narikawa S, Kobayashi Y, Yamamoto T, Cha SH, Sekine T, Sakthisekaran D, Endou H: Human organic anion transporters mediate the transport of tetracycline. Jpn J Pharmacol. 2002 Jan;88(1):69-76. [PubMed:11855680 ]

Enzyme Details

3. Solute carrier family 22 member 7

General function:: Involved in transmembrane transport
Specific function:: Mediates sodium-independent multispecific organic anion transport. Transport of prostaglandin E2, prostaglandin F2, tetracycline, bumetanide, estrone sulfate, glutarate, dehydroepiandrosterone sulfate, allopurinol, 5-fluorouracil, paclitaxel, L-ascorbic acid, salicylate, ethotrexate, and alpha- ketoglutarate
Gene Name:: SLC22A7
Uniprot ID:: Q9Y694
Molecular weight:: 60025.0

References

Babu E, Takeda M, Narikawa S, Kobayashi Y, Yamamoto T, Cha SH, Sekine T, Sakthisekaran D, Endou H: Human organic anion transporters mediate the transport of tetracycline. Jpn J Pharmacol. 2002 Jan;88(1):69-76. [PubMed:11855680 ]

Showing metabocard for Minocycline (HMDB0015152)

MOL for HMDB0015152 (Minocycline)

3D MOL for HMDB0015152 (Minocycline)

3D SDF for HMDB0015152 (Minocycline)

3D-SDF for HMDB0015152 (Minocycline)

PDB for HMDB0015152 (Minocycline)

3D PDB for HMDB0015152 (Minocycline)

SMILES for HMDB0015152 (Minocycline)

INCHI for HMDB0015152 (Minocycline)

Structure for HMDB0015152 (Minocycline)

3D Structure for HMDB0015152 (Minocycline)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

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Transporters

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