Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:08:31 UTC

Update Date

2021-09-26 23:12:25 UTC

HMDB ID

HMDB0256617

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one

Description

5-[(2-benzyl-5-hydroxy-4-nitrophenyl)methylidene]-4-hydroxy-2,5-dihydro-1,3-thiazole-2-thione belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. Based on a literature review very few articles have been published on 5-[(2-benzyl-5-hydroxy-4-nitrophenyl)methylidene]-4-hydroxy-2,5-dihydro-1,3-thiazole-2-thione. This compound has been identified in human blood as reported by (PMID: 31557052 ). (5z)-5-[(2-benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one 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


  Mrv1652309112119082D          

 25 27  0  0  0  0            999 V2000
    3.4656    6.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    5.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    5.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    3.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091    3.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    1.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331    0.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9177    0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781   -0.2169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531   -0.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5682   -0.8843    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    0.5678    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.3235    1.8777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3235    3.5277    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    7.0380    3.1152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3235    4.3527    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 15 21  1  0  0  0  0
 11 22  1  0  0  0  0
 10 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  CHG  2  23   1  25  -1
M  END

HMDB0256617
     RDKit          3D
(5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-th...
 37 39  0  0  0  0  0  0  0  0999 V2000
    2.1440   -3.8271   -0.2813 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8816   -2.8543    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -3.0419    0.5154 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9085   -1.8978    0.9595 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4978   -1.7672    1.3402 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6797   -0.5860    1.0218 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3739   -1.5161    0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2125   -1.0412   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8655    0.3601    0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7019    1.3699   -0.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4041    2.7194   -0.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2821    3.6604   -0.6716 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2785    3.0849    0.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0618    4.4381    0.7926 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.1634    5.3719    0.0226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7204    4.7960    1.9726 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.5141    2.0585    0.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2484    0.6997    0.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2127   -0.2865    1.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2303   -0.7485    0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2674    0.1270   -0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2744   -0.2486   -0.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3115   -1.5135   -1.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3059   -2.3847   -1.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946   -1.9916   -0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7043   -3.9926    0.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5123   -1.7119   -0.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5707    1.0688   -0.9477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1748    4.6308   -0.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4000    2.3387    1.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6854   -1.1825    1.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6809    0.1815    2.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966    1.1412    0.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0757    0.4409   -1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1188   -1.8107   -2.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3452   -3.3647   -1.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5177   -2.7207    0.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
  7  2  1  0
 18  9  1  0
 25 20  1  0
  3 26  1  0
  8 27  1  0
 10 28  1  0
 12 29  1  0
 17 30  1  0
 19 31  1  0
 19 32  1  0
 21 33  1  0
 22 34  1  0
 23 35  1  0
 24 36  1  0
 25 37  1  0
M  CHG  2  14   1  16  -1
M  END


  Mrv1652309112119082D          

 25 27  0  0  0  0            999 V2000
    3.4656    6.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    5.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    5.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    3.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091    3.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    1.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331    0.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9177    0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781   -0.2169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531   -0.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5682   -0.8843    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    0.5678    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.3235    1.8777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3235    3.5277    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    7.0380    3.1152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3235    4.3527    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 15 21  1  0  0  0  0
 11 22  1  0  0  0  0
 10 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  CHG  2  23   1  25  -1
M  END
> <DATABASE_ID>
HMDB0256617

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(C=C(CC2=CC=CC=C2)C(C=C2SC(=S)NC2=O)=C1)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H12N2O4S2/c20-14-8-12(9-15-16(21)18-17(24)25-15)11(7-13(14)19(22)23)6-10-4-2-1-3-5-10/h1-5,7-9,20H,6H2,(H,18,21,24)

> <INCHI_KEY>
VPJNHENYNGSMLD-UHFFFAOYSA-N

> <FORMULA>
C17H12N2O4S2

> <MOLECULAR_WEIGHT>
372.41

> <EXACT_MASS>
372.023849222

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
36.63097298550605

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(2-benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one

> <ALOGPS_LOGP>
3.74

> <JCHEM_LOGP>
4.468041454

> <ALOGPS_LOGS>
-5.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.546105023911368

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.6145804072547

> <JCHEM_PKA_STRONGEST_BASIC>
-4.546075720603649

> <JCHEM_POLAR_SURFACE_AREA>
92.47

> <JCHEM_REFRACTIVITY>
102.25049999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.94e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(2-benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256617
     RDKit          3D
(5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-th...
 37 39  0  0  0  0  0  0  0  0999 V2000
    2.1440   -3.8271   -0.2813 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8816   -2.8543    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -3.0419    0.5154 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9085   -1.8978    0.9595 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4978   -1.7672    1.3402 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6797   -0.5860    1.0218 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3739   -1.5161    0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2125   -1.0412   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8655    0.3601    0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7019    1.3699   -0.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4041    2.7194   -0.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2821    3.6604   -0.6716 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2785    3.0849    0.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0618    4.4381    0.7926 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.1634    5.3719    0.0226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7204    4.7960    1.9726 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.5141    2.0585    0.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2484    0.6997    0.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2127   -0.2865    1.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2303   -0.7485    0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2674    0.1270   -0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2744   -0.2486   -0.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3115   -1.5135   -1.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3059   -2.3847   -1.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946   -1.9916   -0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7043   -3.9926    0.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5123   -1.7119   -0.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5707    1.0688   -0.9477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1748    4.6308   -0.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4000    2.3387    1.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6854   -1.1825    1.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6809    0.1815    2.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966    1.1412    0.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0757    0.4409   -1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1188   -1.8107   -2.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3452   -3.3647   -1.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5177   -2.7207    0.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
  7  2  1  0
 18  9  1  0
 25 20  1  0
  3 26  1  0
  8 27  1  0
 10 28  1  0
 12 29  1  0
 17 30  1  0
 19 31  1  0
 19 32  1  0
 21 33  1  0
 22 34  1  0
 23 35  1  0
 24 36  1  0
 25 37  1  0
M  CHG  2  14   1  16  -1
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       6.469  11.205   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.803  10.435   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.803   8.895   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.469   8.125   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.136   8.895   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.136  10.435   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.469   6.585   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.803   5.815   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.137   6.585   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.470   5.815   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.470   4.275   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.137   3.505   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.803   4.275   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.469   3.505   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.469   1.965   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.715   1.060   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.180   1.536   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       7.239  -0.405   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       5.699  -0.405   0.000  0.00  0.00           C+0
HETATM   20  S   UNK     0       4.794  -1.651   0.000  0.00  0.00           S+0
HETATM   21  S   UNK     0       5.223   1.060   0.000  0.00  0.00           S+0
HETATM   22  O   UNK     0      11.804   3.505   0.000  0.00  0.00           O+0
HETATM   23  N   UNK     0      11.804   6.585   0.000  0.00  0.00           N+1
HETATM   24  O   UNK     0      13.138   5.815   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      11.804   8.125   0.000  0.00  0.00           O-1
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   23                                                  
CONECT   11   10   12   22                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   15                                                       
CONECT   22   11                                                            
CONECT   23   10   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0256617
HETATM    1  O1  UNL     1       2.144  -3.827  -0.281  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.882  -2.854   0.140  1.00  0.00           C  
HETATM    3  N1  UNL     1       4.206  -3.042   0.515  1.00  0.00           N  
HETATM    4  C2  UNL     1       4.909  -1.898   0.959  1.00  0.00           C  
HETATM    5  S1  UNL     1       6.498  -1.767   1.340  1.00  0.00           S  
HETATM    6  S2  UNL     1       3.680  -0.586   1.022  1.00  0.00           S  
HETATM    7  C3  UNL     1       2.374  -1.516   0.246  1.00  0.00           C  
HETATM    8  C4  UNL     1       1.212  -1.041  -0.115  1.00  0.00           C  
HETATM    9  C5  UNL     1       0.866   0.360   0.073  1.00  0.00           C  
HETATM   10  C6  UNL     1       1.702   1.370  -0.403  1.00  0.00           C  
HETATM   11  C7  UNL     1       1.404   2.719  -0.171  1.00  0.00           C  
HETATM   12  O2  UNL     1       2.282   3.660  -0.672  1.00  0.00           O  
HETATM   13  C8  UNL     1       0.279   3.085   0.533  1.00  0.00           C  
HETATM   14  N2  UNL     1      -0.062   4.438   0.793  1.00  0.00           N1+
HETATM   15  O3  UNL     1       0.163   5.372   0.023  1.00  0.00           O  
HETATM   16  O4  UNL     1      -0.720   4.796   1.973  1.00  0.00           O1-
HETATM   17  C9  UNL     1      -0.514   2.058   0.981  1.00  0.00           C  
HETATM   18  C10 UNL     1      -0.248   0.700   0.768  1.00  0.00           C  
HETATM   19  C11 UNL     1      -1.213  -0.287   1.289  1.00  0.00           C  
HETATM   20  C12 UNL     1      -2.230  -0.748   0.337  1.00  0.00           C  
HETATM   21  C13 UNL     1      -3.267   0.127  -0.027  1.00  0.00           C  
HETATM   22  C14 UNL     1      -4.274  -0.249  -0.884  1.00  0.00           C  
HETATM   23  C15 UNL     1      -4.312  -1.514  -1.430  1.00  0.00           C  
HETATM   24  C16 UNL     1      -3.306  -2.385  -1.086  1.00  0.00           C  
HETATM   25  C17 UNL     1      -2.295  -1.992  -0.218  1.00  0.00           C  
HETATM   26  H1  UNL     1       4.704  -3.993   0.486  1.00  0.00           H  
HETATM   27  H2  UNL     1       0.512  -1.712  -0.574  1.00  0.00           H  
HETATM   28  H3  UNL     1       2.571   1.069  -0.948  1.00  0.00           H  
HETATM   29  H4  UNL     1       2.175   4.631  -0.559  1.00  0.00           H  
HETATM   30  H5  UNL     1      -1.400   2.339   1.537  1.00  0.00           H  
HETATM   31  H6  UNL     1      -0.685  -1.182   1.701  1.00  0.00           H  
HETATM   32  H7  UNL     1      -1.681   0.182   2.207  1.00  0.00           H  
HETATM   33  H8  UNL     1      -3.297   1.141   0.369  1.00  0.00           H  
HETATM   34  H9  UNL     1      -5.076   0.441  -1.162  1.00  0.00           H  
HETATM   35  H10 UNL     1      -5.119  -1.811  -2.111  1.00  0.00           H  
HETATM   36  H11 UNL     1      -3.345  -3.365  -1.516  1.00  0.00           H  
HETATM   37  H12 UNL     1      -1.518  -2.721   0.035  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    7
CONECT    3    4   26
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8    8
CONECT    8    9   27
CONECT    9   10   10   18
CONECT   10   11   28
CONECT   11   12   13   13
CONECT   12   29
CONECT   13   14   17
CONECT   14   15   15   16
CONECT   17   18   18   30
CONECT   18   19
CONECT   19   20   31   32
CONECT   20   21   21   25
CONECT   21   22   33
CONECT   22   23   23   34
CONECT   23   24   35
CONECT   24   25   25   36
CONECT   25   37
END

HMDB0256617
     RDKit          3D
(5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-th...
 37 39  0  0  0  0  0  0  0  0999 V2000
    2.1440   -3.8271   -0.2813 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8816   -2.8543    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -3.0419    0.5154 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9085   -1.8978    0.9595 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4978   -1.7672    1.3402 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6797   -0.5860    1.0218 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3739   -1.5161    0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2125   -1.0412   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8655    0.3601    0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7019    1.3699   -0.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4041    2.7194   -0.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2821    3.6604   -0.6716 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2785    3.0849    0.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0618    4.4381    0.7926 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.1634    5.3719    0.0226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7204    4.7960    1.9726 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.5141    2.0585    0.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2484    0.6997    0.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2127   -0.2865    1.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2303   -0.7485    0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2674    0.1270   -0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2744   -0.2486   -0.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3115   -1.5135   -1.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3059   -2.3847   -1.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946   -1.9916   -0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7043   -3.9926    0.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5123   -1.7119   -0.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5707    1.0688   -0.9477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1748    4.6308   -0.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4000    2.3387    1.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6854   -1.1825    1.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6809    0.1815    2.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966    1.1412    0.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0757    0.4409   -1.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1188   -1.8107   -2.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3452   -3.3647   -1.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5177   -2.7207    0.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
  7  2  1  0
 18  9  1  0
 25 20  1  0
  3 26  1  0
  8 27  1  0
 10 28  1  0
 12 29  1  0
 17 30  1  0
 19 31  1  0
 19 32  1  0
 21 33  1  0
 22 34  1  0
 23 35  1  0
 24 36  1  0
 25 37  1  0
M  CHG  2  14   1  16  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulphanylidene-1,3-thiazolidin-4-one	Generator

Chemical Formula

C₁₇H₁₂N₂O₄S₂

Average Molecular Weight

372.41

Monoisotopic Molecular Weight

372.023849222

IUPAC Name

5-[(2-benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one

Traditional Name

5-[(2-benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one

CAS Registry Number

Not Available

SMILES

OC1=C(C=C(CC2=CC=CC=C2)C(C=C2SC(=S)NC2=O)=C1)[N+]([O-])=O

InChI Identifier

InChI=1S/C17H12N2O4S2/c20-14-8-12(9-15-16(21)18-17(24)25-15)11(7-13(14)19(22)23)6-10-4-2-1-3-5-10/h1-5,7-9,20H,6H2,(H,18,21,24)

InChI Key

VPJNHENYNGSMLD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Nitrophenol
Nitrobenzene
Nitroaromatic compound
1-hydroxy-2-unsubstituted benzenoid
Phenol
Thiazolidinethione
Cyclic dithiocarbamic acid ester
Dithiocarbamic acid ester
Thiazolidine
Organic nitro compound
C-nitro compound
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic oxoazanium
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic zwitterion
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	3.74	ALOGPS
logP	4.47	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	6.61	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	92.47 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	102.25 m³·mol⁻¹	ChemAxon
Polarizability	36.63 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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+H]+	175.812	30932474
DeepCCS	[M-H]-	173.454	30932474
DeepCCS	[M-2H]-	206.34	30932474
DeepCCS	[M+Na]+	182.65	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one	OC1=C(C=C(CC2=CC=CC=C2)C(C=C2SC(=S)NC2=O)=C1)[N+]([O-])=O	5539.3	Standard polar	33892256
(5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one	OC1=C(C=C(CC2=CC=CC=C2)C(C=C2SC(=S)NC2=O)=C1)[N+]([O-])=O	3081.1	Standard non polar	33892256
(5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one	OC1=C(C=C(CC2=CC=CC=C2)C(C=C2SC(=S)NC2=O)=C1)[N+]([O-])=O	3648.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one,2TMS,isomer #1	C[Si](C)(C)OC1=CC(C=C2SC(=S)N([Si](C)(C)C)C2=O)=C(CC2=CC=CC=C2)C=C1[N+](=O)[O-]	3401.1	Semi standard non polar	33892256
(5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one,2TMS,isomer #1	C[Si](C)(C)OC1=CC(C=C2SC(=S)N([Si](C)(C)C)C2=O)=C(CC2=CC=CC=C2)C=C1[N+](=O)[O-]	3284.2	Standard non polar	33892256
(5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one,2TMS,isomer #1	C[Si](C)(C)OC1=CC(C=C2SC(=S)N([Si](C)(C)C)C2=O)=C(CC2=CC=CC=C2)C=C1[N+](=O)[O-]	4327.5	Standard polar	33892256
(5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(C=C2SC(=S)N([Si](C)(C)C(C)(C)C)C2=O)=C(CC2=CC=CC=C2)C=C1[N+](=O)[O-]	3846.5	Semi standard non polar	33892256
(5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(C=C2SC(=S)N([Si](C)(C)C(C)(C)C)C2=O)=C(CC2=CC=CC=C2)C=C1[N+](=O)[O-]	3666.7	Standard non polar	33892256
(5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(C=C2SC(=S)N([Si](C)(C)C(C)(C)C)C2=O)=C(CC2=CC=CC=C2)C=C1[N+](=O)[O-]	4338.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-5049000000-033d0e4e80629e2ab33d	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

75582485

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 (5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one (HMDB0256617)

MOL for HMDB0256617 ((5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one)

3D MOL for HMDB0256617 ((5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one)

3D SDF for HMDB0256617 ((5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one)

3D-SDF for HMDB0256617 ((5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one)

PDB for HMDB0256617 ((5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one)

3D PDB for HMDB0256617 ((5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one)

SMILES for HMDB0256617 ((5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one)

INCHI for HMDB0256617 ((5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one)

Structure for HMDB0256617 ((5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one)

3D Structure for HMDB0256617 ((5Z)-5-[(2-Benzyl-5-hydroxy-4-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra