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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:58:29 UTC

Update Date

2021-09-26 23:16:21 UTC

HMDB ID

HMDB0259055

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Thymol blue

Description

3,3-bis[4-hydroxy-2-methyl-5-(propan-2-yl)phenyl]-3H-2,1λ⁶-benzoxathiole-1,1-dione belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone. Based on a literature review very few articles have been published on 3,3-bis[4-hydroxy-2-methyl-5-(propan-2-yl)phenyl]-3H-2,1λ⁶-benzoxathiole-1,1-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). Thymol blue is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Thymol blue is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652306031606112D          

 33 36  0  0  0  0            999 V2000
    1.1755   -2.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0195   -1.9005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4336    0.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192    1.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9622    0.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9763   -0.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6303   -0.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -0.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9894   -0.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8400   -1.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2948    0.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4243   -0.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3249   -1.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0047    0.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743    0.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4243    0.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1454   -1.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0047   -0.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4810   -2.1592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192   -0.7945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743    2.9441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4243    2.6029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 16  3  1  0  0  0  0
 16  4  1  0  0  0  0
 17  5  1  0  0  0  0
 17 11  2  0  0  0  0
 18  6  1  0  0  0  0
 18 12  2  0  0  0  0
 19 13  1  0  0  0  0
 19 15  1  0  0  0  0
 20 14  1  0  0  0  0
 20 16  1  0  0  0  0
 21  9  2  0  0  0  0
 22 13  2  0  0  0  0
 22 17  1  0  0  0  0
 23 14  2  0  0  0  0
 23 18  1  0  0  0  0
 24 11  1  0  0  0  0
 24 19  2  0  0  0  0
 25 12  1  0  0  0  0
 25 20  2  0  0  0  0
 26 10  2  0  0  0  0
 26 21  1  0  0  0  0
 27 21  1  0  0  0  0
 27 22  1  0  0  0  0
 27 23  1  0  0  0  0
 28 24  1  0  0  0  0
 29 25  1  0  0  0  0
 32 27  1  0  0  0  0
 33 26  1  0  0  0  0
 33 30  2  0  0  0  0
 33 31  2  0  0  0  0
 33 32  1  0  0  0  0
M  END

HMDB0259055
     RDKit          3D
Thymol blue
 63 66  0  0  0  0  0  0  0  0999 V2000
    0.1196   -1.7778   -1.6250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392   -1.5349   -0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2148   -2.4029   -1.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3958   -2.2936   -0.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4346   -3.1479   -0.7842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5447   -1.3097    0.4348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8276   -1.1799    1.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6735   -0.1660    2.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9017   -0.7083    0.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4995   -0.4531    0.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2672   -0.5429    0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2073    0.4592    0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254   -0.0919    0.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2293    0.1913   -0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4923   -0.2749    0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6709    0.0376   -0.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2192    0.6502   -2.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6104    1.0200   -0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6811   -1.0718    1.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9160   -1.5903    1.4364 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6104   -1.3638    1.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3225   -0.8794    1.6647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2587   -1.2825    2.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5893    1.0495    1.5270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5148    2.3434    1.5039 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.0293    3.4514    2.3967 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8998    1.9520    1.7729 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2379    2.7442   -0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3517    3.9190   -0.8923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0268    3.9013   -2.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4985    2.7663   -2.8257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971    1.6060   -2.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2244    1.5577   -0.7289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8853   -2.2502   -0.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5346   -0.9798   -2.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0619   -2.6191   -2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1267   -3.1874   -1.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3375   -3.8764   -1.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1503   -2.1192    1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6118   -0.2022    2.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8269   -0.4624    2.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5415    0.8404    1.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5783    0.2861   -0.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9809   -1.4355   -0.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8630   -0.5675    0.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6290    0.3120    1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0523    0.8127   -1.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2187   -0.8687   -1.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8179    1.6396   -1.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3973   -0.0004   -2.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0788    0.6240   -2.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3241    2.0326   -0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6394    0.9341    0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6395    0.8286   -0.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0878   -2.1770    2.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7718   -1.9906    2.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6840   -1.9720    3.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1630   -0.4464    3.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5237   -1.9226    2.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7224    4.8263   -0.4242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0604    4.8228   -2.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7834    2.8136   -3.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9840    0.7274   -2.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  6 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 15 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 12 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  2  0
 25 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 11  2  1  0
 33 12  1  0
 22 13  1  0
 33 28  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  5 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 14 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 20 55  1  0
 21 56  1  0
 23 57  1  0
 23 58  1  0
 23 59  1  0
 29 60  1  0
 30 61  1  0
 31 62  1  0
 32 63  1  0
M  END


  Mrv1652306031606112D          

 33 36  0  0  0  0            999 V2000
    1.1755   -2.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0195   -1.9005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4336    0.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192    1.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9622    0.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9763   -0.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6303   -0.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -0.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9894   -0.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8400   -1.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2948    0.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4243   -0.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3249   -1.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0047    0.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743    0.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4243    0.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1454   -1.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0047   -0.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4810   -2.1592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192   -0.7945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743    2.9441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4243    2.6029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 16  3  1  0  0  0  0
 16  4  1  0  0  0  0
 17  5  1  0  0  0  0
 17 11  2  0  0  0  0
 18  6  1  0  0  0  0
 18 12  2  0  0  0  0
 19 13  1  0  0  0  0
 19 15  1  0  0  0  0
 20 14  1  0  0  0  0
 20 16  1  0  0  0  0
 21  9  2  0  0  0  0
 22 13  2  0  0  0  0
 22 17  1  0  0  0  0
 23 14  2  0  0  0  0
 23 18  1  0  0  0  0
 24 11  1  0  0  0  0
 24 19  2  0  0  0  0
 25 12  1  0  0  0  0
 25 20  2  0  0  0  0
 26 10  2  0  0  0  0
 26 21  1  0  0  0  0
 27 21  1  0  0  0  0
 27 22  1  0  0  0  0
 27 23  1  0  0  0  0
 28 24  1  0  0  0  0
 29 25  1  0  0  0  0
 32 27  1  0  0  0  0
 33 26  1  0  0  0  0
 33 30  2  0  0  0  0
 33 31  2  0  0  0  0
 33 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259055

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=C(O)C=C(C)C(=C1)C1(OS(=O)(=O)C2=CC=CC=C12)C1=CC(C(C)C)=C(O)C=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C27H30O5S/c1-15(2)19-13-22(17(5)11-24(19)28)27(21-9-7-8-10-26(21)33(30,31)32-27)23-14-20(16(3)4)25(29)12-18(23)6/h7-16,28-29H,1-6H3

> <INCHI_KEY>
PRZSXZWFJHEZBJ-UHFFFAOYSA-N

> <FORMULA>
C27H30O5S

> <MOLECULAR_WEIGHT>
466.59

> <EXACT_MASS>
466.18139524

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
50.25470496163945

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,3-bis[4-hydroxy-2-methyl-5-(propan-2-yl)phenyl]-3H-2,1lambda6-benzoxathiole-1,1-dione

> <ALOGPS_LOGP>
4.80

> <JCHEM_LOGP>
7.625553011666666

> <ALOGPS_LOGS>
-6.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.347325780765091

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.74526576869055

> <JCHEM_PKA_STRONGEST_BASIC>
-5.7143849460070095

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
132.58079999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.20e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,3-bis(4-hydroxy-5-isopropyl-2-methylphenyl)-2,1lambda6-benzoxathiole-1,1-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259055
     RDKit          3D
Thymol blue
 63 66  0  0  0  0  0  0  0  0999 V2000
    0.1196   -1.7778   -1.6250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392   -1.5349   -0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2148   -2.4029   -1.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3958   -2.2936   -0.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4346   -3.1479   -0.7842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5447   -1.3097    0.4348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8276   -1.1799    1.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6735   -0.1660    2.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9017   -0.7083    0.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4995   -0.4531    0.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2672   -0.5429    0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2073    0.4592    0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254   -0.0919    0.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2293    0.1913   -0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4923   -0.2749    0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6709    0.0376   -0.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2192    0.6502   -2.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6104    1.0200   -0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6811   -1.0718    1.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9160   -1.5903    1.4364 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6104   -1.3638    1.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3225   -0.8794    1.6647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2587   -1.2825    2.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5893    1.0495    1.5270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5148    2.3434    1.5039 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.0293    3.4514    2.3967 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8998    1.9520    1.7729 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2379    2.7442   -0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3517    3.9190   -0.8923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0268    3.9013   -2.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4985    2.7663   -2.8257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971    1.6060   -2.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2244    1.5577   -0.7289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8853   -2.2502   -0.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5346   -0.9798   -2.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0619   -2.6191   -2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1267   -3.1874   -1.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3375   -3.8764   -1.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1503   -2.1192    1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6118   -0.2022    2.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8269   -0.4624    2.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5415    0.8404    1.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5783    0.2861   -0.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9809   -1.4355   -0.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8630   -0.5675    0.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6290    0.3120    1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0523    0.8127   -1.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2187   -0.8687   -1.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8179    1.6396   -1.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3973   -0.0004   -2.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0788    0.6240   -2.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3241    2.0326   -0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6394    0.9341    0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6395    0.8286   -0.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0878   -2.1770    2.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7718   -1.9906    2.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6840   -1.9720    3.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1630   -0.4464    3.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5237   -1.9226    2.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7224    4.8263   -0.4242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0604    4.8228   -2.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7834    2.8136   -3.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9840    0.7274   -2.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  6 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 15 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 12 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  2  0
 25 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 11  2  1  0
 33 12  1  0
 22 13  1  0
 33 28  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  5 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 14 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 20 55  1  0
 21 56  1  0
 23 57  1  0
 23 58  1  0
 23 59  1  0
 29 60  1  0
 30 61  1  0
 31 62  1  0
 32 63  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0       2.194  -5.115   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.036  -3.548   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.543   0.827   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.209   3.137   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.529   0.934   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.822  -1.858   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.910  -1.378   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.542  -1.483   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.847  -1.056   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.542   1.597   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.568  -3.709   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.209   1.597   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.284   0.029   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.792  -0.713   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.473  -2.463   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.875   0.827   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.752   0.190   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.792   0.827   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.005  -2.624   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.875  -0.713   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.631  -4.031   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -3.209  -1.483   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.752   5.496   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.792   4.859   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       1.220   2.843   0.000  0.00  0.00           O+0
HETATM   33  S   UNK     0       2.126   4.089   0.000  0.00  0.00           S+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4   16                                                            
CONECT    5   17                                                            
CONECT    6   18                                                            
CONECT    7    8    9                                                       
CONECT    8    7   10                                                       
CONECT    9    7   21                                                       
CONECT   10    8   26                                                       
CONECT   11   17   24                                                       
CONECT   12   18   25                                                       
CONECT   13   19   22                                                       
CONECT   14   20   23                                                       
CONECT   15    1    2   19                                                  
CONECT   16    3    4   20                                                  
CONECT   17    5   11   22                                                  
CONECT   18    6   12   23                                                  
CONECT   19   13   15   24                                                  
CONECT   20   14   16   25                                                  
CONECT   21    9   26   27                                                  
CONECT   22   13   17   27                                                  
CONECT   23   14   18   27                                                  
CONECT   24   11   19   28                                                  
CONECT   25   12   20   29                                                  
CONECT   26   10   21   33                                                  
CONECT   27   21   22   23   32                                             
CONECT   28   24                                                            
CONECT   29   25                                                            
CONECT   30   33                                                            
CONECT   31   33                                                            
CONECT   32   27   33                                                       
CONECT   33   26   30   31   32                                             
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0259055
HETATM    1  C1  UNL     1       0.120  -1.778  -1.625  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.139  -1.535  -0.910  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.215  -2.403  -1.175  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.396  -2.294  -0.515  1.00  0.00           C  
HETATM    5  O1  UNL     1      -4.435  -3.148  -0.784  1.00  0.00           O  
HETATM    6  C5  UNL     1      -3.545  -1.310   0.435  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.828  -1.180   1.142  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.673  -0.166   2.261  1.00  0.00           C  
HETATM    9  C8  UNL     1      -5.902  -0.708   0.175  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.499  -0.453   0.702  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.267  -0.543   0.034  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.207   0.459   0.257  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.125  -0.092   0.574  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.229   0.191  -0.236  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.492  -0.275   0.003  1.00  0.00           C  
HETATM   16  C15 UNL     1       4.671   0.038  -0.854  1.00  0.00           C  
HETATM   17  C16 UNL     1       4.219   0.650  -2.182  1.00  0.00           C  
HETATM   18  C17 UNL     1       5.610   1.020  -0.187  1.00  0.00           C  
HETATM   19  C18 UNL     1       3.681  -1.072   1.112  1.00  0.00           C  
HETATM   20  O2  UNL     1       4.916  -1.590   1.436  1.00  0.00           O  
HETATM   21  C19 UNL     1       2.610  -1.364   1.923  1.00  0.00           C  
HETATM   22  C20 UNL     1       1.323  -0.879   1.665  1.00  0.00           C  
HETATM   23  C21 UNL     1       0.259  -1.283   2.613  1.00  0.00           C  
HETATM   24  O3  UNL     1      -0.589   1.050   1.527  1.00  0.00           O  
HETATM   25  S1  UNL     1       0.515   2.343   1.504  1.00  0.00           S  
HETATM   26  O4  UNL     1       0.029   3.451   2.397  1.00  0.00           O  
HETATM   27  O5  UNL     1       1.900   1.952   1.773  1.00  0.00           O  
HETATM   28  C22 UNL     1       0.238   2.744  -0.193  1.00  0.00           C  
HETATM   29  C23 UNL     1       0.352   3.919  -0.892  1.00  0.00           C  
HETATM   30  C24 UNL     1      -0.027   3.901  -2.219  1.00  0.00           C  
HETATM   31  C25 UNL     1      -0.498   2.766  -2.826  1.00  0.00           C  
HETATM   32  C26 UNL     1      -0.597   1.606  -2.090  1.00  0.00           C  
HETATM   33  C27 UNL     1      -0.224   1.558  -0.729  1.00  0.00           C  
HETATM   34  H1  UNL     1       0.885  -2.250  -0.933  1.00  0.00           H  
HETATM   35  H2  UNL     1       0.535  -0.980  -2.216  1.00  0.00           H  
HETATM   36  H3  UNL     1      -0.062  -2.619  -2.365  1.00  0.00           H  
HETATM   37  H4  UNL     1      -2.127  -3.187  -1.919  1.00  0.00           H  
HETATM   38  H5  UNL     1      -4.337  -3.876  -1.484  1.00  0.00           H  
HETATM   39  H6  UNL     1      -5.150  -2.119   1.580  1.00  0.00           H  
HETATM   40  H7  UNL     1      -5.612  -0.202   2.874  1.00  0.00           H  
HETATM   41  H8  UNL     1      -3.827  -0.462   2.882  1.00  0.00           H  
HETATM   42  H9  UNL     1      -4.541   0.840   1.828  1.00  0.00           H  
HETATM   43  H10 UNL     1      -5.578   0.286  -0.198  1.00  0.00           H  
HETATM   44  H11 UNL     1      -5.981  -1.435  -0.631  1.00  0.00           H  
HETATM   45  H12 UNL     1      -6.863  -0.568   0.706  1.00  0.00           H  
HETATM   46  H13 UNL     1      -2.629   0.312   1.449  1.00  0.00           H  
HETATM   47  H14 UNL     1       2.052   0.813  -1.090  1.00  0.00           H  
HETATM   48  H15 UNL     1       5.219  -0.869  -1.081  1.00  0.00           H  
HETATM   49  H16 UNL     1       3.818   1.640  -1.965  1.00  0.00           H  
HETATM   50  H17 UNL     1       3.397  -0.000  -2.540  1.00  0.00           H  
HETATM   51  H18 UNL     1       5.079   0.624  -2.885  1.00  0.00           H  
HETATM   52  H19 UNL     1       5.324   2.033  -0.557  1.00  0.00           H  
HETATM   53  H20 UNL     1       5.639   0.934   0.912  1.00  0.00           H  
HETATM   54  H21 UNL     1       6.640   0.829  -0.549  1.00  0.00           H  
HETATM   55  H22 UNL     1       5.088  -2.177   2.242  1.00  0.00           H  
HETATM   56  H23 UNL     1       2.772  -1.991   2.789  1.00  0.00           H  
HETATM   57  H24 UNL     1       0.684  -1.972   3.388  1.00  0.00           H  
HETATM   58  H25 UNL     1      -0.163  -0.446   3.194  1.00  0.00           H  
HETATM   59  H26 UNL     1      -0.524  -1.923   2.118  1.00  0.00           H  
HETATM   60  H27 UNL     1       0.722   4.826  -0.424  1.00  0.00           H  
HETATM   61  H28 UNL     1       0.060   4.823  -2.775  1.00  0.00           H  
HETATM   62  H29 UNL     1      -0.783   2.814  -3.878  1.00  0.00           H  
HETATM   63  H30 UNL     1      -0.984   0.727  -2.584  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    3   11
CONECT    3    4   37
CONECT    4    5    6    6
CONECT    5   38
CONECT    6    7   10
CONECT    7    8    9   39
CONECT    8   40   41   42
CONECT    9   43   44   45
CONECT   10   11   11   46
CONECT   11   12
CONECT   12   13   24   33
CONECT   13   14   14   22
CONECT   14   15   47
CONECT   15   16   19   19
CONECT   16   17   18   48
CONECT   17   49   50   51
CONECT   18   52   53   54
CONECT   19   20   21
CONECT   20   55
CONECT   21   22   22   56
CONECT   22   23
CONECT   23   57   58   59
CONECT   24   25
CONECT   25   26   26   27   27
CONECT   25   28
CONECT   28   29   29   33
CONECT   29   30   60
CONECT   30   31   31   61
CONECT   31   32   62
CONECT   32   33   33   63
END

HMDB0259055
     RDKit          3D
Thymol blue
 63 66  0  0  0  0  0  0  0  0999 V2000
    0.1196   -1.7778   -1.6250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392   -1.5349   -0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2148   -2.4029   -1.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3958   -2.2936   -0.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4346   -3.1479   -0.7842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5447   -1.3097    0.4348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8276   -1.1799    1.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6735   -0.1660    2.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9017   -0.7083    0.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4995   -0.4531    0.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2672   -0.5429    0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2073    0.4592    0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254   -0.0919    0.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2293    0.1913   -0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4923   -0.2749    0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6709    0.0376   -0.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2192    0.6502   -2.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6104    1.0200   -0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6811   -1.0718    1.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9160   -1.5903    1.4364 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6104   -1.3638    1.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3225   -0.8794    1.6647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2587   -1.2825    2.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5893    1.0495    1.5270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5148    2.3434    1.5039 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.0293    3.4514    2.3967 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8998    1.9520    1.7729 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2379    2.7442   -0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3517    3.9190   -0.8923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0268    3.9013   -2.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4985    2.7663   -2.8257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971    1.6060   -2.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2244    1.5577   -0.7289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8853   -2.2502   -0.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5346   -0.9798   -2.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0619   -2.6191   -2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1267   -3.1874   -1.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3375   -3.8764   -1.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1503   -2.1192    1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6118   -0.2022    2.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8269   -0.4624    2.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5415    0.8404    1.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5783    0.2861   -0.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9809   -1.4355   -0.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8630   -0.5675    0.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6290    0.3120    1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0523    0.8127   -1.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2187   -0.8687   -1.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8179    1.6396   -1.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3973   -0.0004   -2.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0788    0.6240   -2.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3241    2.0326   -0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6394    0.9341    0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6395    0.8286   -0.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0878   -2.1770    2.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7718   -1.9906    2.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6840   -1.9720    3.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1630   -0.4464    3.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5237   -1.9226    2.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7224    4.8263   -0.4242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0604    4.8228   -2.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7834    2.8136   -3.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9840    0.7274   -2.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  6 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 15 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 12 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  2  0
 25 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 11  2  1  0
 33 12  1  0
 22 13  1  0
 33 28  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  5 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 14 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 20 55  1  0
 21 56  1  0
 23 57  1  0
 23 58  1  0
 23 59  1  0
 29 60  1  0
 30 61  1  0
 31 62  1  0
 32 63  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Thymol blue, monosodium salt	MeSH
Thymolsulfonphthalein	MeSH

Chemical Formula

C₂₇H₃₀O₅S

Average Molecular Weight

466.59

Monoisotopic Molecular Weight

466.18139524

IUPAC Name

3,3-bis[4-hydroxy-2-methyl-5-(propan-2-yl)phenyl]-3H-2,1lambda6-benzoxathiole-1,1-dione

Traditional Name

3,3-bis(4-hydroxy-5-isopropyl-2-methylphenyl)-2,1lambda6-benzoxathiole-1,1-dione

CAS Registry Number

Not Available

SMILES

CC(C)C1=C(O)C=C(C)C(=C1)C1(OS(=O)(=O)C2=CC=CC=C12)C1=CC(C(C)C)=C(O)C=C1C

InChI Identifier

InChI=1S/C27H30O5S/c1-15(2)19-13-22(17(5)11-24(19)28)27(21-9-7-8-10-26(21)33(30,31)32-27)23-14-20(16(3)4)25(29)12-18(23)6/h7-16,28-29H,1-6H3

InChI Key

PRZSXZWFJHEZBJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Benzofuranones

Direct Parent

Benzofuranones

Alternative Parents

Substituents

P-cymene
Aromatic monoterpenoid
Benzofuranone
Bicyclic monoterpenoid
Monoterpenoid
Phthalide
Benzoxathiole
Cumene
Phenylpropane
M-cresol
Phenol
1-hydroxy-2-unsubstituted benzenoid
Toluene
Benzenoid
Monocyclic benzene moiety
Organosulfonic acid ester
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Oxacycle
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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
logP	4.8	ALOGPS
logP	7.63	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	9.75	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	132.58 m³·mol⁻¹	ChemAxon
Polarizability	50.25 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]-	238.232	30932474
DeepCCS	[M+Na]+	213.657	30932474
AllCCS	[M+H]+	208.9	32859911
AllCCS	[M+H-H2O]+	206.6	32859911
AllCCS	[M+NH4]+	211.1	32859911
AllCCS	[M+Na]+	211.7	32859911
AllCCS	[M-H]-	213.5	32859911
AllCCS	[M+Na-2H]-	213.7	32859911
AllCCS	[M+HCOO]-	214.1	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.	8.4 minutes	32390414
Predicted by Siyang on May 30, 2022	20.6567 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.84 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2937.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	485.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	255.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	224.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	302.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1165.7 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	895.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	83.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1861.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	771.0 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	2086.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	614.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	510.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	215.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	168.9 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	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Thymol blue	CC(C)C1=C(O)C=C(C)C(=C1)C1(OS(=O)(=O)C2=CC=CC=C12)C1=CC(C(C)C)=C(O)C=C1C	4860.1	Standard polar	33892256
Thymol blue	CC(C)C1=C(O)C=C(C)C(=C1)C1(OS(=O)(=O)C2=CC=CC=C12)C1=CC(C(C)C)=C(O)C=C1C	3277.3	Standard non polar	33892256
Thymol blue	CC(C)C1=C(O)C=C(C)C(=C1)C1(OS(=O)(=O)C2=CC=CC=C12)C1=CC(C(C)C)=C(O)C=C1C	3815.7	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 - Thymol blue GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-0009500000-b1c8e19d5623045d3936	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymol blue GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymol blue GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymol blue GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymol blue GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymol blue GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	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 - Thymol blue 10V, Positive-QTOF	splash10-014i-0001900000-f740b6a14ddaa4aaec3b	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymol blue 20V, Positive-QTOF	splash10-016r-1108900000-fab4ffbc546b15e6544c	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymol blue 40V, Positive-QTOF	splash10-0kml-6906100000-2225d3c161fb3a025f26	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymol blue 10V, Negative-QTOF	splash10-014i-0003900000-02ca07b13e8eb85edeca	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymol blue 20V, Negative-QTOF	splash10-014i-0304900000-b1cac729295a7ca9f2a2	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymol blue 40V, Negative-QTOF	splash10-000t-0925200000-73db1f5596f53182ac5d	2019-02-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

59008

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Thymol blue (HMDB0259055)

MOL for HMDB0259055 (Thymol blue)

3D MOL for HMDB0259055 (Thymol blue)

3D SDF for HMDB0259055 (Thymol blue)

3D-SDF for HMDB0259055 (Thymol blue)

PDB for HMDB0259055 (Thymol blue)

3D PDB for HMDB0259055 (Thymol blue)

SMILES for HMDB0259055 (Thymol blue)

INCHI for HMDB0259055 (Thymol blue)

Structure for HMDB0259055 (Thymol blue)

3D Structure for HMDB0259055 (Thymol blue)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra