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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (18) Show 18 proteins XML

enzymes (18) Show 18 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:48:54 UTC

Update Date

2021-09-14 15:46:21 UTC

HMDB ID

HMDB0041937

Secondary Accession Numbers

HMDB41937

Metabolite Identification

Common Name

Morphine-6-glucuronide

Description

Morphine-6-glucuronide belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic. In humans, morphine-6-glucuronide is involved in the morphine action pathway. Morphine-6-glucuronide is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Morphine-6-glucuronide.

Structure

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


  Mrv0541 06301311392D          

 33 38  0  0  0  0            999 V2000
    2.0486   -1.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3895    1.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8814    1.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7007    1.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5783    1.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3297    0.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1857   -0.0262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2651    0.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5641    0.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8523    0.9683    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4501    0.1783    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1816    2.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1374    2.4594    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0445    1.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832    4.3749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5362    3.7627    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1766    4.2021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3344    2.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2825    2.9778    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9593    2.2956    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8355    2.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771    3.4172    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1663    1.4556    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9091   -0.4092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4979    3.2118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2369    5.1598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3428    3.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764    4.8143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5818    1.5806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6421    2.5383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8837    3.2444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6230    2.7968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4759    2.8050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  3  2  0  0  0  0
  7  6  1  0  0  0  0
  9  2  1  0  0  0  0
  9  8  1  0  0  0  0
 10  3  1  6  0  0  0
 11  8  1  1  0  0  0
 11 10  1  0  0  0  0
 12  4  1  0  0  0  0
 13  5  1  0  0  0  0
 14  9  2  0  0  0  0
 16 15  1  0  0  0  0
 17 15  1  0  0  0  0
 18 12  2  0  0  0  0
 18 14  1  0  0  0  0
 19 16  1  0  0  0  0
 20 13  1  0  0  0  0
 19 21  1  6  0  0  0
 22 17  1  0  0  0  0
 23  6  1  0  0  0  0
 23 10  1  0  0  0  0
 23 14  1  1  0  0  0
 23 20  1  0  0  0  0
 24  1  1  0  0  0  0
 24  7  1  0  0  0  0
 24 11  1  0  0  0  0
 25 12  1  0  0  0  0
 15 26  1  6  0  0  0
 16 27  1  1  0  0  0
 17 28  1  1  0  0  0
 29 21  2  0  0  0  0
 30 21  1  0  0  0  0
 13 31  1  6  0  0  0
 22 31  1  6  0  0  0
 32 18  1  0  0  0  0
 20 32  1  6  0  0  0
 33 19  1  0  0  0  0
 33 22  1  0  0  0  0
M  END

HMDB0041937
     RDKit          3D
Morphine-6-glucuronide
 60 65  0  0  0  0  0  0  0  0999 V2000
   -4.2490    3.3463   -0.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9920    2.1717   -0.1679 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0374    2.4528    0.8570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5053    1.2237    1.5275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8985    0.2724    0.5424 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5512   -1.0678    0.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7940   -1.2400    0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3590   -2.4909    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5965   -3.5221    0.5957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3147   -3.3140    1.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5575   -4.3384    1.6531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7816   -2.0363    1.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5706   -1.4245    1.4503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4947   -0.1283    0.8201 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3428   -0.1203   -0.4176 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4971   -0.8361   -0.1395 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6435   -0.0773   -0.1498 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4932   -0.6791   -1.0886 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6682   -0.0028   -1.2643 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3862   -0.5485   -2.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9246   -1.4841   -3.0902 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6121   -0.0174   -2.7990 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5200   -0.2450   -0.0103 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7502    0.3500   -0.1748 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7564    0.3729    1.1265 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3509    0.2197    2.3529 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3506   -0.1524    1.1917 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6921    0.5740    2.1759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4203   -0.6733   -1.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6481   -0.2245   -1.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1704    0.8120   -0.8519 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6492    1.0246   -0.9865 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5394   -0.0994   -0.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2742    3.7111   -0.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2402    3.1129   -2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5318    4.1550   -0.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2093    3.1132    0.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5790    3.0430    1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2669    0.6940    2.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064    1.5485    2.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3599   -2.7035   -0.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0251   -4.5266    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9554   -5.2681    1.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0084    0.5080    1.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248    0.9430   -0.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4759    0.9878   -0.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292    1.0983   -1.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1301   -0.3489   -3.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5935   -1.3485    0.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4979   -0.1218    0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7045    1.4783    0.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2686    1.0262    2.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4259   -1.2212    1.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2172    1.3524    2.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008   -1.4449   -2.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2518   -0.5965   -2.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6685    1.7624   -1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8460    1.2629   -2.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1147   -0.5148   -1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3047    0.2000    0.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  4  1  1
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 19 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 15 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32  2  1  0
 14  5  1  0
 27 17  1  0
 31  5  1  0
 12  6  1  0
 33  7  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  8 41  1  0
  9 42  1  0
 11 43  1  0
 14 44  1  1
 15 45  1  6
 17 46  1  6
 19 47  1  6
 22 48  1  0
 23 49  1  1
 24 50  1  0
 25 51  1  6
 26 52  1  0
 27 53  1  1
 28 54  1  0
 29 55  1  0
 30 56  1  0
 31 57  1  6
 32 58  1  6
 33 59  1  0
 33 60  1  0
M  END


  Mrv0541 06301311392D          

 33 38  0  0  0  0            999 V2000
    2.0486   -1.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3895    1.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8814    1.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7007    1.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5783    1.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3297    0.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1857   -0.0262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2651    0.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5641    0.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8523    0.9683    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4501    0.1783    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1816    2.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1374    2.4594    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0445    1.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832    4.3749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5362    3.7627    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1766    4.2021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3344    2.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2825    2.9778    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9593    2.2956    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8355    2.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771    3.4172    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1663    1.4556    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9091   -0.4092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4979    3.2118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2369    5.1598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3428    3.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764    4.8143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5818    1.5806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6421    2.5383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8837    3.2444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6230    2.7968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4759    2.8050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  3  2  0  0  0  0
  7  6  1  0  0  0  0
  9  2  1  0  0  0  0
  9  8  1  0  0  0  0
 10  3  1  6  0  0  0
 11  8  1  1  0  0  0
 11 10  1  0  0  0  0
 12  4  1  0  0  0  0
 13  5  1  0  0  0  0
 14  9  2  0  0  0  0
 16 15  1  0  0  0  0
 17 15  1  0  0  0  0
 18 12  2  0  0  0  0
 18 14  1  0  0  0  0
 19 16  1  0  0  0  0
 20 13  1  0  0  0  0
 19 21  1  6  0  0  0
 22 17  1  0  0  0  0
 23  6  1  0  0  0  0
 23 10  1  0  0  0  0
 23 14  1  1  0  0  0
 23 20  1  0  0  0  0
 24  1  1  0  0  0  0
 24  7  1  0  0  0  0
 24 11  1  0  0  0  0
 25 12  1  0  0  0  0
 15 26  1  6  0  0  0
 16 27  1  1  0  0  0
 17 28  1  1  0  0  0
 29 21  2  0  0  0  0
 30 21  1  0  0  0  0
 13 31  1  6  0  0  0
 22 31  1  6  0  0  0
 32 18  1  0  0  0  0
 20 32  1  6  0  0  0
 33 19  1  0  0  0  0
 33 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041937

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CC[C@]23[C@H]4OC5=C(O)C=CC(C[C@@H]1[C@@H]2C=C[C@@H]4O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)=C35

> <INCHI_IDENTIFIER>
InChI=1S/C23H27NO9/c1-24-7-6-23-10-3-5-13(31-22-17(28)15(26)16(27)19(33-22)21(29)30)20(23)32-18-12(25)4-2-9(14(18)23)8-11(10)24/h2-5,10-11,13,15-17,19-20,22,25-28H,6-8H2,1H3,(H,29,30)/t10-,11+,13-,15-,16-,17+,19-,20-,22+,23-/m0/s1

> <INCHI_KEY>
GNJCUHZOSOYIEC-GAROZEBRSA-N

> <FORMULA>
C23H27NO9

> <MOLECULAR_WEIGHT>
461.4618

> <EXACT_MASS>
461.168581467

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
45.099264500600796

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,5R,13R,14S,17R)-10-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-14-yl]oxy}oxane-2-carboxylic acid

> <ALOGPS_LOGP>
0.13

> <JCHEM_LOGP>
-2.984808680547954

> <ALOGPS_LOGS>
-1.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.25139894662012

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.874722856398239

> <JCHEM_PKA_STRONGEST_BASIC>
9.121232172585028

> <JCHEM_POLAR_SURFACE_AREA>
149.15

> <JCHEM_REFRACTIVITY>
112.40309999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.19e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
morphine-6-glucuronide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041937
     RDKit          3D
Morphine-6-glucuronide
 60 65  0  0  0  0  0  0  0  0999 V2000
   -4.2490    3.3463   -0.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9920    2.1717   -0.1679 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0374    2.4528    0.8570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5053    1.2237    1.5275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8985    0.2724    0.5424 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5512   -1.0678    0.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7940   -1.2400    0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3590   -2.4909    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5965   -3.5221    0.5957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3147   -3.3140    1.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5575   -4.3384    1.6531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7816   -2.0363    1.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5706   -1.4245    1.4503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4947   -0.1283    0.8201 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3428   -0.1203   -0.4176 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4971   -0.8361   -0.1395 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6435   -0.0773   -0.1498 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4932   -0.6791   -1.0886 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6682   -0.0028   -1.2643 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3862   -0.5485   -2.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9246   -1.4841   -3.0902 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6121   -0.0174   -2.7990 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5200   -0.2450   -0.0103 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7502    0.3500   -0.1748 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7564    0.3729    1.1265 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3509    0.2197    2.3529 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3506   -0.1524    1.1917 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6921    0.5740    2.1759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4203   -0.6733   -1.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6481   -0.2245   -1.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1704    0.8120   -0.8519 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6492    1.0246   -0.9865 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5394   -0.0994   -0.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2742    3.7111   -0.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2402    3.1129   -2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5318    4.1550   -0.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2093    3.1132    0.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5790    3.0430    1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2669    0.6940    2.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064    1.5485    2.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3599   -2.7035   -0.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0251   -4.5266    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9554   -5.2681    1.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0084    0.5080    1.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248    0.9430   -0.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4759    0.9878   -0.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292    1.0983   -1.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1301   -0.3489   -3.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5935   -1.3485    0.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4979   -0.1218    0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7045    1.4783    0.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2686    1.0262    2.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4259   -1.2212    1.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2172    1.3524    2.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008   -1.4449   -2.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2518   -0.5965   -2.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6685    1.7624   -1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8460    1.2629   -2.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1147   -0.5148   -1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3047    0.2000    0.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  4  1  1
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 19 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 15 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32  2  1  0
 14  5  1  0
 27 17  1  0
 31  5  1  0
 12  6  1  0
 33  7  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  8 41  1  0
  9 42  1  0
 11 43  1  0
 14 44  1  1
 15 45  1  6
 17 46  1  6
 19 47  1  6
 22 48  1  0
 23 49  1  1
 24 50  1  0
 25 51  1  6
 26 52  1  0
 27 53  1  1
 28 54  1  0
 29 55  1  0
 30 56  1  0
 31 57  1  6
 32 58  1  6
 33 59  1  0
 33 60  1  0
M  END

HEADER    PROTEIN                                 30-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUN-13         0                                  
HETATM    1  C   UNK     0       3.824  -2.281   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.194   1.921   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.645   2.087   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.775   3.348   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.079   3.468   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.482   1.608   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.213  -0.049   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.095   0.359   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.653   1.758   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.458   1.808   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.574   0.333   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.806   4.573   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.123   4.591   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.683   2.965   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.835   8.166   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.868   7.024   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.330   7.844   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.224   4.391   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.394   5.559   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.657   4.285   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.426   4.416   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.144   6.379   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.044   2.717   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       3.564  -0.764   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0       8.396   5.995   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -2.309   9.632   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -4.373   7.346   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.703   8.987   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -2.953   2.950   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -4.932   4.738   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       1.650   6.056   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.896   5.221   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -0.888   5.236   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2    4    9                                                       
CONECT    3    5   10                                                       
CONECT    4    2   12                                                       
CONECT    5    3   13                                                       
CONECT    6    7   23                                                       
CONECT    7    6   24                                                       
CONECT    8    9   11                                                       
CONECT    9    2    8   14                                                  
CONECT   10    3   11   23                                                  
CONECT   11    8   10   24                                                  
CONECT   12    4   18   25                                                  
CONECT   13    5   20   31                                                  
CONECT   14    9   18   23                                                  
CONECT   15   16   17   26                                                  
CONECT   16   15   19   27                                                  
CONECT   17   15   22   28                                                  
CONECT   18   12   14   32                                                  
CONECT   19   16   21   33                                                  
CONECT   20   13   23   32                                                  
CONECT   21   19   29   30                                                  
CONECT   22   17   31   33                                                  
CONECT   23    6   10   14   20                                             
CONECT   24    1    7   11                                                  
CONECT   25   12                                                            
CONECT   26   15                                                            
CONECT   27   16                                                            
CONECT   28   17                                                            
CONECT   29   21                                                            
CONECT   30   21                                                            
CONECT   31   13   22                                                       
CONECT   32   18   20                                                       
CONECT   33   19   22                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   76    0
END

COMPND    HMDB0041937
HETATM    1  C1  UNL     1      -4.249   3.346  -0.961  1.00  0.00           C  
HETATM    2  N1  UNL     1      -3.992   2.172  -0.168  1.00  0.00           N  
HETATM    3  C2  UNL     1      -3.037   2.453   0.857  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.505   1.224   1.527  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.898   0.272   0.542  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.551  -1.068   0.525  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.794  -1.240   0.021  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.359  -2.491   0.044  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.596  -3.522   0.596  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.315  -3.314   1.106  1.00  0.00           C  
HETATM   11  O1  UNL     1      -1.557  -4.338   1.653  1.00  0.00           O  
HETATM   12  C10 UNL     1      -1.782  -2.036   1.063  1.00  0.00           C  
HETATM   13  O2  UNL     1      -0.571  -1.424   1.450  1.00  0.00           O  
HETATM   14  C11 UNL     1      -0.495  -0.128   0.820  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.343  -0.120  -0.418  1.00  0.00           C  
HETATM   16  O3  UNL     1       1.497  -0.836  -0.139  1.00  0.00           O  
HETATM   17  C13 UNL     1       2.643  -0.077  -0.150  1.00  0.00           C  
HETATM   18  O4  UNL     1       3.493  -0.679  -1.089  1.00  0.00           O  
HETATM   19  C14 UNL     1       4.668  -0.003  -1.264  1.00  0.00           C  
HETATM   20  C15 UNL     1       5.386  -0.549  -2.424  1.00  0.00           C  
HETATM   21  O5  UNL     1       4.925  -1.484  -3.090  1.00  0.00           O  
HETATM   22  O6  UNL     1       6.612  -0.017  -2.799  1.00  0.00           O  
HETATM   23  C16 UNL     1       5.520  -0.245  -0.010  1.00  0.00           C  
HETATM   24  O7  UNL     1       6.750   0.350  -0.175  1.00  0.00           O  
HETATM   25  C17 UNL     1       4.756   0.373   1.127  1.00  0.00           C  
HETATM   26  O8  UNL     1       5.351   0.220   2.353  1.00  0.00           O  
HETATM   27  C18 UNL     1       3.351  -0.152   1.192  1.00  0.00           C  
HETATM   28  O9  UNL     1       2.692   0.574   2.176  1.00  0.00           O  
HETATM   29  C19 UNL     1      -0.420  -0.673  -1.553  1.00  0.00           C  
HETATM   30  C20 UNL     1      -1.648  -0.225  -1.775  1.00  0.00           C  
HETATM   31  C21 UNL     1      -2.170   0.812  -0.852  1.00  0.00           C  
HETATM   32  C22 UNL     1      -3.649   1.025  -0.986  1.00  0.00           C  
HETATM   33  C23 UNL     1      -4.539  -0.099  -0.593  1.00  0.00           C  
HETATM   34  H1  UNL     1      -5.274   3.711  -0.741  1.00  0.00           H  
HETATM   35  H2  UNL     1      -4.240   3.113  -2.062  1.00  0.00           H  
HETATM   36  H3  UNL     1      -3.532   4.155  -0.805  1.00  0.00           H  
HETATM   37  H4  UNL     1      -2.209   3.113   0.532  1.00  0.00           H  
HETATM   38  H5  UNL     1      -3.579   3.043   1.654  1.00  0.00           H  
HETATM   39  H6  UNL     1      -3.267   0.694   2.104  1.00  0.00           H  
HETATM   40  H7  UNL     1      -1.706   1.549   2.231  1.00  0.00           H  
HETATM   41  H8  UNL     1      -5.360  -2.703  -0.344  1.00  0.00           H  
HETATM   42  H9  UNL     1      -4.025  -4.527   0.626  1.00  0.00           H  
HETATM   43  H10 UNL     1      -1.955  -5.268   1.680  1.00  0.00           H  
HETATM   44  H11 UNL     1       0.008   0.508   1.579  1.00  0.00           H  
HETATM   45  H12 UNL     1       0.625   0.943  -0.591  1.00  0.00           H  
HETATM   46  H13 UNL     1       2.476   0.988  -0.378  1.00  0.00           H  
HETATM   47  H14 UNL     1       4.529   1.098  -1.319  1.00  0.00           H  
HETATM   48  H15 UNL     1       7.130  -0.349  -3.600  1.00  0.00           H  
HETATM   49  H16 UNL     1       5.594  -1.348   0.202  1.00  0.00           H  
HETATM   50  H17 UNL     1       7.498  -0.122   0.257  1.00  0.00           H  
HETATM   51  H18 UNL     1       4.704   1.478   0.920  1.00  0.00           H  
HETATM   52  H19 UNL     1       5.269   1.026   2.926  1.00  0.00           H  
HETATM   53  H20 UNL     1       3.426  -1.221   1.537  1.00  0.00           H  
HETATM   54  H21 UNL     1       3.217   1.352   2.503  1.00  0.00           H  
HETATM   55  H22 UNL     1      -0.001  -1.445  -2.219  1.00  0.00           H  
HETATM   56  H23 UNL     1      -2.252  -0.596  -2.597  1.00  0.00           H  
HETATM   57  H24 UNL     1      -1.669   1.762  -1.074  1.00  0.00           H  
HETATM   58  H25 UNL     1      -3.846   1.263  -2.072  1.00  0.00           H  
HETATM   59  H26 UNL     1      -5.115  -0.515  -1.467  1.00  0.00           H  
HETATM   60  H27 UNL     1      -5.305   0.200   0.154  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   32
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6   14   31
CONECT    6    7    7   12
CONECT    7    8   33
CONECT    8    9    9   41
CONECT    9   10   42
CONECT   10   11   12   12
CONECT   11   43
CONECT   12   13
CONECT   13   14
CONECT   14   15   44
CONECT   15   16   29   45
CONECT   16   17
CONECT   17   18   27   46
CONECT   18   19
CONECT   19   20   23   47
CONECT   20   21   21   22
CONECT   22   48
CONECT   23   24   25   49
CONECT   24   50
CONECT   25   26   27   51
CONECT   26   52
CONECT   27   28   53
CONECT   28   54
CONECT   29   30   30   55
CONECT   30   31   56
CONECT   31   32   57
CONECT   32   33   58
CONECT   33   59   60
END

HMDB0041937
     RDKit          3D
Morphine-6-glucuronide
 60 65  0  0  0  0  0  0  0  0999 V2000
   -4.2490    3.3463   -0.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9920    2.1717   -0.1679 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0374    2.4528    0.8570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5053    1.2237    1.5275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8985    0.2724    0.5424 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5512   -1.0678    0.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7940   -1.2400    0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3590   -2.4909    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5965   -3.5221    0.5957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3147   -3.3140    1.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5575   -4.3384    1.6531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7816   -2.0363    1.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5706   -1.4245    1.4503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4947   -0.1283    0.8201 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3428   -0.1203   -0.4176 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4971   -0.8361   -0.1395 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6435   -0.0773   -0.1498 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4932   -0.6791   -1.0886 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6682   -0.0028   -1.2643 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3862   -0.5485   -2.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9246   -1.4841   -3.0902 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6121   -0.0174   -2.7990 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5200   -0.2450   -0.0103 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7502    0.3500   -0.1748 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7564    0.3729    1.1265 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3509    0.2197    2.3529 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3506   -0.1524    1.1917 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6921    0.5740    2.1759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4203   -0.6733   -1.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6481   -0.2245   -1.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1704    0.8120   -0.8519 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6492    1.0246   -0.9865 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5394   -0.0994   -0.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2742    3.7111   -0.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2402    3.1129   -2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5318    4.1550   -0.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2093    3.1132    0.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5790    3.0430    1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2669    0.6940    2.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064    1.5485    2.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3599   -2.7035   -0.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0251   -4.5266    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9554   -5.2681    1.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0084    0.5080    1.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248    0.9430   -0.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4759    0.9878   -0.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292    1.0983   -1.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1301   -0.3489   -3.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5935   -1.3485    0.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4979   -0.1218    0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7045    1.4783    0.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2686    1.0262    2.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4259   -1.2212    1.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2172    1.3524    2.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008   -1.4449   -2.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2518   -0.5965   -2.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6685    1.7624   -1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8460    1.2629   -2.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1147   -0.5148   -1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3047    0.2000    0.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  4  1  1
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
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 13 14  1  0
 14 15  1  0
 15 16  1  0
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 17 18  1  0
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 19 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 15 29  1  0
 29 30  2  0
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 31 32  1  0
 32 33  1  0
 32  2  1  0
 14  5  1  0
 27 17  1  0
 31  5  1  0
 12  6  1  0
 33  7  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  8 41  1  0
  9 42  1  0
 11 43  1  0
 14 44  1  1
 15 45  1  6
 17 46  1  6
 19 47  1  6
 22 48  1  0
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 25 51  1  6
 26 52  1  0
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 28 54  1  0
 29 55  1  0
 30 56  1  0
 31 57  1  6
 32 58  1  6
 33 59  1  0
 33 60  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Morphine 6-glucuronide(minor)	HMDB
Morphine-6beta-glucuronide	HMDB

Chemical Formula

C₂₃H₂₇NO₉

Average Molecular Weight

461.4618

Monoisotopic Molecular Weight

461.168581467

IUPAC Name

(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,5R,13R,14S,17R)-10-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-14-yl]oxy}oxane-2-carboxylic acid

Traditional Name

morphine-6-glucuronide

CAS Registry Number

20290-10-2

SMILES

CN1CC[C@]23[C@H]4OC5=C(O)C=CC(C[C@@H]1[C@@H]2C=C[C@@H]4O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)=C35

InChI Identifier

InChI=1S/C23H27NO9/c1-24-7-6-23-10-3-5-13(31-22-17(28)15(26)16(27)19(33-22)21(29)30)20(23)32-18-12(25)4-2-9(14(18)23)8-11(10)24/h2-5,10-11,13,15-17,19-20,22,25-28H,6-8H2,1H3,(H,29,30)/t10-,11+,13-,15-,16-,17+,19-,20-,22+,23-/m0/s1

InChI Key

GNJCUHZOSOYIEC-GAROZEBRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Morphinans

Sub Class

Not Available

Direct Parent

Morphinans

Alternative Parents

Substituents

Morphinan
1-o-glucuronide
O-glucuronide
Phenanthrene
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Tetralin
Coumaran
Alkyl aryl ether
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Benzenoid
Hydroxy acid
Monosaccharide
Oxane
Piperidine
Pyran
Amino acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Amino acid
Secondary alcohol
Azacycle
Oxacycle
Polyol
Carboxylic acid derivative
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Acetal
Ether
Hydrocarbon derivative
Organic nitrogen compound
Amine
Organic oxygen compound
Carbonyl group
Alcohol
Organopnictogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

morphinane alkaloid (CHEBI:80581 )

Ontology

Not Available

Liver (HMDB: HMDB0041937)
Kidney (HMDB: HMDB0041937)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0041937)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0041937)

Cellular substructure

Cytoplasm (HMDB: HMDB0041937)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Morphine Action Pathway (PathBank: SMP0000406)

Metabolic pathway

Morphine Metabolism Pathway (PathBank: SMP0000622)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.19 g/L	ALOGPS
logP	0.13	ALOGPS
logP	-3	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	2.87	ChemAxon
pKa (Strongest Basic)	9.12	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	149.15 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	112.4 m³·mol⁻¹	ChemAxon
Polarizability	45.1 Å³	ChemAxon
Number of Rings	6	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]-	234.593	30932474
DeepCCS	[M+Na]+	208.366	30932474
AllCCS	[M+H]+	207.3	32859911
AllCCS	[M+H-H2O]+	205.4	32859911
AllCCS	[M+NH4]+	209.1	32859911
AllCCS	[M+Na]+	209.6	32859911
AllCCS	[M-H]-	201.1	32859911
AllCCS	[M+Na-2H]-	201.5	32859911
AllCCS	[M+HCOO]-	202.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Morphine-6-glucuronide	CN1CC[C@]23[C@H]4OC5=C(O)C=CC(C[C@@H]1[C@@H]2C=C[C@@H]4O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)=C35	4773.0	Standard polar	33892256
Morphine-6-glucuronide	CN1CC[C@]23[C@H]4OC5=C(O)C=CC(C[C@@H]1[C@@H]2C=C[C@@H]4O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)=C35	3586.8	Standard non polar	33892256
Morphine-6-glucuronide	CN1CC[C@]23[C@H]4OC5=C(O)C=CC(C[C@@H]1[C@@H]2C=C[C@@H]4O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)=C35	3934.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Morphine-6-glucuronide,1TMS,isomer #1	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)C=C[C@H]3[C@H]1C5	3702.7	Semi standard non polar	33892256
Morphine-6-glucuronide,1TMS,isomer #2	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C[C@H]3[C@H]1C5	3694.1	Semi standard non polar	33892256
Morphine-6-glucuronide,1TMS,isomer #3	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C[C@H]3[C@H]1C5	3692.4	Semi standard non polar	33892256
Morphine-6-glucuronide,1TMS,isomer #4	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C[C@H]3[C@H]1C5	3683.3	Semi standard non polar	33892256
Morphine-6-glucuronide,1TMS,isomer #5	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C[C@H]3[C@H]1C5	3640.5	Semi standard non polar	33892256
Morphine-6-glucuronide,2TMS,isomer #1	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C[C@H]3[C@H]1C5	3635.6	Semi standard non polar	33892256
Morphine-6-glucuronide,2TMS,isomer #10	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C[C@H]3[C@H]1C5	3615.4	Semi standard non polar	33892256
Morphine-6-glucuronide,2TMS,isomer #2	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C[C@H]3[C@H]1C5	3673.2	Semi standard non polar	33892256
Morphine-6-glucuronide,2TMS,isomer #3	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C[C@H]3[C@H]1C5	3678.3	Semi standard non polar	33892256
Morphine-6-glucuronide,2TMS,isomer #4	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C[C@H]3[C@H]1C5	3667.9	Semi standard non polar	33892256
Morphine-6-glucuronide,2TMS,isomer #5	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C[C@H]3[C@H]1C5	3635.3	Semi standard non polar	33892256
Morphine-6-glucuronide,2TMS,isomer #6	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C[C@H]3[C@H]1C5	3667.7	Semi standard non polar	33892256
Morphine-6-glucuronide,2TMS,isomer #7	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C[C@H]3[C@H]1C5	3657.0	Semi standard non polar	33892256
Morphine-6-glucuronide,2TMS,isomer #8	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C[C@H]3[C@H]1C5	3622.6	Semi standard non polar	33892256
Morphine-6-glucuronide,2TMS,isomer #9	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C[C@H]3[C@H]1C5	3652.8	Semi standard non polar	33892256
Morphine-6-glucuronide,3TMS,isomer #1	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C[C@H]3[C@H]1C5	3641.9	Semi standard non polar	33892256
Morphine-6-glucuronide,3TMS,isomer #10	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C[C@H]3[C@H]1C5	3607.8	Semi standard non polar	33892256
Morphine-6-glucuronide,3TMS,isomer #2	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C[C@H]3[C@H]1C5	3626.8	Semi standard non polar	33892256
Morphine-6-glucuronide,3TMS,isomer #3	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C[C@H]3[C@H]1C5	3626.5	Semi standard non polar	33892256
Morphine-6-glucuronide,3TMS,isomer #4	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C[C@H]3[C@H]1C5	3661.4	Semi standard non polar	33892256
Morphine-6-glucuronide,3TMS,isomer #5	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C[C@H]3[C@H]1C5	3651.5	Semi standard non polar	33892256
Morphine-6-glucuronide,3TMS,isomer #6	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C[C@H]3[C@H]1C5	3645.6	Semi standard non polar	33892256
Morphine-6-glucuronide,3TMS,isomer #7	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C[C@H]3[C@H]1C5	3624.0	Semi standard non polar	33892256
Morphine-6-glucuronide,3TMS,isomer #8	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C[C@H]3[C@H]1C5	3622.6	Semi standard non polar	33892256
Morphine-6-glucuronide,3TMS,isomer #9	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C[C@H]3[C@H]1C5	3641.3	Semi standard non polar	33892256
Morphine-6-glucuronide,4TMS,isomer #1	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C[C@H]3[C@H]1C5	3630.3	Semi standard non polar	33892256
Morphine-6-glucuronide,4TMS,isomer #2	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C[C@H]3[C@H]1C5	3630.1	Semi standard non polar	33892256
Morphine-6-glucuronide,4TMS,isomer #3	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C[C@H]3[C@H]1C5	3622.3	Semi standard non polar	33892256
Morphine-6-glucuronide,4TMS,isomer #4	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C[C@H]3[C@H]1C5	3640.9	Semi standard non polar	33892256
Morphine-6-glucuronide,4TMS,isomer #5	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C[C@H]3[C@H]1C5	3628.1	Semi standard non polar	33892256
Morphine-6-glucuronide,5TMS,isomer #1	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C[C@H]3[C@H]1C5	3648.9	Semi standard non polar	33892256
Morphine-6-glucuronide,1TBDMS,isomer #1	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)C=C[C@H]3[C@H]1C5	3936.1	Semi standard non polar	33892256
Morphine-6-glucuronide,1TBDMS,isomer #2	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C[C@H]3[C@H]1C5	3919.6	Semi standard non polar	33892256
Morphine-6-glucuronide,1TBDMS,isomer #3	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C[C@H]3[C@H]1C5	3932.1	Semi standard non polar	33892256
Morphine-6-glucuronide,1TBDMS,isomer #4	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C[C@H]3[C@H]1C5	3919.8	Semi standard non polar	33892256
Morphine-6-glucuronide,1TBDMS,isomer #5	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C[C@H]3[C@H]1C5	3884.8	Semi standard non polar	33892256
Morphine-6-glucuronide,2TBDMS,isomer #1	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C[C@H]3[C@H]1C5	4079.8	Semi standard non polar	33892256
Morphine-6-glucuronide,2TBDMS,isomer #10	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C[C@H]3[C@H]1C5	4071.4	Semi standard non polar	33892256
Morphine-6-glucuronide,2TBDMS,isomer #2	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C[C@H]3[C@H]1C5	4126.0	Semi standard non polar	33892256
Morphine-6-glucuronide,2TBDMS,isomer #3	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C[C@H]3[C@H]1C5	4139.1	Semi standard non polar	33892256
Morphine-6-glucuronide,2TBDMS,isomer #4	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C[C@H]3[C@H]1C5	4133.0	Semi standard non polar	33892256
Morphine-6-glucuronide,2TBDMS,isomer #5	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C[C@H]3[C@H]1C5	4077.7	Semi standard non polar	33892256
Morphine-6-glucuronide,2TBDMS,isomer #6	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C[C@H]3[C@H]1C5	4100.0	Semi standard non polar	33892256
Morphine-6-glucuronide,2TBDMS,isomer #7	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C[C@H]3[C@H]1C5	4096.3	Semi standard non polar	33892256
Morphine-6-glucuronide,2TBDMS,isomer #8	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C[C@H]3[C@H]1C5	4081.8	Semi standard non polar	33892256
Morphine-6-glucuronide,2TBDMS,isomer #9	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C[C@H]3[C@H]1C5	4093.2	Semi standard non polar	33892256
Morphine-6-glucuronide,3TBDMS,isomer #1	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C[C@H]3[C@H]1C5	4297.6	Semi standard non polar	33892256
Morphine-6-glucuronide,3TBDMS,isomer #10	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C[C@H]3[C@H]1C5	4247.6	Semi standard non polar	33892256
Morphine-6-glucuronide,3TBDMS,isomer #2	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C[C@H]3[C@H]1C5	4289.6	Semi standard non polar	33892256
Morphine-6-glucuronide,3TBDMS,isomer #3	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C[C@H]3[C@H]1C5	4300.8	Semi standard non polar	33892256
Morphine-6-glucuronide,3TBDMS,isomer #4	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C[C@H]3[C@H]1C5	4304.4	Semi standard non polar	33892256
Morphine-6-glucuronide,3TBDMS,isomer #5	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C[C@H]3[C@H]1C5	4310.8	Semi standard non polar	33892256
Morphine-6-glucuronide,3TBDMS,isomer #6	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C[C@H]3[C@H]1C5	4304.4	Semi standard non polar	33892256
Morphine-6-glucuronide,3TBDMS,isomer #7	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C[C@H]3[C@H]1C5	4250.5	Semi standard non polar	33892256
Morphine-6-glucuronide,3TBDMS,isomer #8	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C[C@H]3[C@H]1C5	4261.8	Semi standard non polar	33892256
Morphine-6-glucuronide,3TBDMS,isomer #9	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C[C@H]3[C@H]1C5	4260.4	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 - Morphine-6-glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9202300000-ce7f33f04f8cff4d7eff	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Morphine-6-glucuronide GC-MS (3 TMS) - 70eV, Positive	splash10-03di-6422029000-6bee985a88b2cded541e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Morphine-6-glucuronide GC-MS (TBDMS_2_9) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Morphine-6-glucuronide GC-MS (TBDMS_3_6) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Morphine-6-glucuronide GC-MS (TBDMS_3_9) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Morphine-6-glucuronide GC-MS (TBDMS_3_10) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Morphine-6-glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Morphine-6-glucuronide GC-MS ("Morphine-6-glucuronide,2TBDMS,#9" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Morphine-6-glucuronide 10V, Positive-QTOF	splash10-01pc-0090600000-76fa4c9250ebcf13af84	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Morphine-6-glucuronide 20V, Positive-QTOF	splash10-000i-0090000000-3005feb91497a08f8b36	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Morphine-6-glucuronide 40V, Positive-QTOF	splash10-05ui-1190000000-872ff3b2a3e6f5183be9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Morphine-6-glucuronide 10V, Negative-QTOF	splash10-03e9-2351900000-c08d50450513534759cf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Morphine-6-glucuronide 20V, Negative-QTOF	splash10-001i-1290200000-88dbeea3f240b83f14d3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Morphine-6-glucuronide 40V, Negative-QTOF	splash10-001i-3190000000-75a39cff401f565b20b5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Morphine-6-glucuronide 10V, Positive-QTOF	splash10-03xr-0050900000-2edccaafa3f0edafbb94	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Morphine-6-glucuronide 20V, Positive-QTOF	splash10-03di-0021900000-1c82e0b859da314b7fc2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Morphine-6-glucuronide 40V, Positive-QTOF	splash10-02t9-4481900000-c2575b78e0d07ad6f9eb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Morphine-6-glucuronide 10V, Negative-QTOF	splash10-03di-0000900000-59be24c5c8e9c06f4ba7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Morphine-6-glucuronide 20V, Negative-QTOF	splash10-03e9-4122900000-38f19387c8e18465b0a7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Morphine-6-glucuronide 40V, Negative-QTOF	splash10-0a4i-9225400000-60e871b26eb3aad2f8ea	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Morphine Action Pathway		Not Available
Morphine Metabolism Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4514548

KEGG Compound ID

C16578

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Morphine-6-glucuronide

METLIN ID

Not Available

PubChem Compound

5360621

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Only showing the first 10 proteins. There are 18 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 2B28

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme has glucuronidating capacity with steroid substrates such as 5-beta-androstane 3-alpha,17-beta-diol, estradiol, ADT, eugenol and bile acids. Only isoform 1 seems to be active.
Gene Name:: UGT2B28
Uniprot ID:: Q9BY64
Molecular weight:: 38742.9

Reactions

Morphine + Uridine diphosphate glucuronic acid → Morphine-6-glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

2. UDP-glucuronosyltransferase 2B4

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme is active on polyhydroxylated estrogens (such as estriol, 4-hydroxyestrone and 2-hydroxyestriol) and xenobiotics (such as 4-methylumbelliferone, 1-naphthol, 4-nitrophenol, 2-aminophenol, 4-hydroxybiphenyl and menthol). It is capable of 6 alpha-hydroxyglucuronidation of hyodeoxycholic acid.
Gene Name:: UGT2B4
Uniprot ID:: P06133
Molecular weight:: 60512.035

Reactions

Morphine + Uridine diphosphate glucuronic acid → Morphine-6-glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

3. UDP-glucuronosyltransferase 1-4

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate.
Gene Name:: UGT1A4
Uniprot ID:: P22310
Molecular weight:: 60024.535

Reactions

Morphine + Uridine diphosphate glucuronic acid → Morphine-6-glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

4. UDP-glucuronosyltransferase 2B10

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.
Gene Name:: UGT2B10
Uniprot ID:: P36537
Molecular weight:: 60773.485

Reactions

Morphine + Uridine diphosphate glucuronic acid → Morphine-6-glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

5. UDP-glucuronosyltransferase 2B7

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Its unique specificity for 3,4-catechol estrogens and estriol suggests it may play an important role in regulating the level and activity of these potent and active estrogen metabolites. Is also active with androsterone, hyodeoxycholic acid and tetrachlorocatechol (in vitro).
Gene Name:: UGT2B7
Uniprot ID:: P16662
Molecular weight:: 60720.15

Reactions

Morphine + Uridine diphosphate glucuronic acid → Morphine-6-glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

6. UDP-glucuronosyltransferase 2B15

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme displays activity toward several classes of xenobiotic substrates, including simple phenolic compounds, 7-hydroxylated coumarins, flavonoids, anthraquinones, and certain drugs and their hydroxylated metabolites. It also catalyzes the glucuronidation of endogenous estrogens and androgens.
Gene Name:: UGT2B15
Uniprot ID:: P54855
Molecular weight:: 61035.815

Reactions

Morphine + Uridine diphosphate glucuronic acid → Morphine-6-glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

7. UDP-glucuronosyltransferase 2A1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDP-glucuronosyltransferases catalyze phase II biotransformation reactions in which lipophilic substrates are conjugated with glucuronic acid to increase water solubility and enhance excretion. They are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Active on odorants and seems to be involved in olfaction; it could help clear lipophilic odorant molecules from the sensory epithelium.
Gene Name:: UGT2A1
Uniprot ID:: Q9Y4X1
Molecular weight:: 60771.605

Reactions

Morphine + Uridine diphosphate glucuronic acid → Morphine-6-glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

8. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Morphine + Uridine diphosphate glucuronic acid → Morphine-6-glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

9. UDP-glucuronosyltransferase 1-9

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform has specificity for phenols.
Gene Name:: UGT1A9
Uniprot ID:: O60656
Molecular weight:: 59940.495

Reactions

Morphine + Uridine diphosphate glucuronic acid → Morphine-6-glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

10. UDP-glucuronosyltransferase 1-8

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.
Gene Name:: UGT1A8
Uniprot ID:: Q9HAW9
Molecular weight:: 59741.035

Reactions

Morphine + Uridine diphosphate glucuronic acid → Morphine-6-glucuronide + Uridine 5'-diphosphate	details

Only showing the first 10 proteins. There are 18 proteins in total.

Show all enzymes and transporters

Showing metabocard for Morphine-6-glucuronide (HMDB0041937)

MOL for HMDB0041937 (Morphine-6-glucuronide)

3D MOL for HMDB0041937 (Morphine-6-glucuronide)

3D SDF for HMDB0041937 (Morphine-6-glucuronide)

3D-SDF for HMDB0041937 (Morphine-6-glucuronide)

PDB for HMDB0041937 (Morphine-6-glucuronide)

3D PDB for HMDB0041937 (Morphine-6-glucuronide)

SMILES for HMDB0041937 (Morphine-6-glucuronide)

INCHI for HMDB0041937 (Morphine-6-glucuronide)

Structure for HMDB0041937 (Morphine-6-glucuronide)

3D Structure for HMDB0041937 (Morphine-6-glucuronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

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