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Showing metabocard for (Phenylthio)acetic acid (HMDB0243657)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 20:54:12 UTC
Update Date2021-09-26 22:50:50 UTC
HMDB IDHMDB0243657
Secondary Accession NumbersNone
Metabolite Identification
Common Name(Phenylthio)acetic acid
Description2-(phenylsulfanyl)acetic acid belongs to the class of organic compounds known as aryl thioethers. These are organosulfur compounds containing a thioether group that is substituted by an aryl group. Based on a literature review a small amount of articles have been published on 2-(phenylsulfanyl)acetic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). (phenylthio)acetic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (Phenylthio)acetic acid 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0243657 ((Phenylthio)acetic acid)


  Mrv1533004261515182D          

 11 11  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  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  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
Download

3D MOL for HMDB0243657 ((Phenylthio)acetic acid)

HMDB0243657
     RDKit          3D
(Phenylthio)acetic acid
 19 19  0  0  0  0  0  0  0  0999 V2000
    2.3802    1.3477   -1.6163 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7613    0.4215   -0.8225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5312   -0.5970   -1.3352 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3846    0.4417    0.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0998   -0.6889    1.0867 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4953   -0.4130    0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9283   -1.1119   -0.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2033   -0.8973   -1.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0752   -0.0131   -0.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6585    0.7038    0.5390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3778    0.4712    1.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5340   -0.6422   -1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3364    0.1920    1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1522    1.4745    0.9587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3352   -1.8234   -1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5761   -1.4380   -2.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1011    0.1596   -0.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3670    1.3796    0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619    1.0333    1.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  3 12  1  0
  4 13  1  0
  4 14  1  0
  7 15  1  0
  8 16  1  0
  9 17  1  0
 10 18  1  0
 11 19  1  0
M  END
Download

3D SDF for HMDB0243657 ((Phenylthio)acetic acid)


  Mrv1533004261515182D          

 11 11  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  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  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0243657

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CSC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H8O2S/c9-8(10)6-11-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)

> <INCHI_KEY>
MOTOSAGBNXXRRE-UHFFFAOYSA-N

> <FORMULA>
C8H8O2S

> <MOLECULAR_WEIGHT>
168.21

> <EXACT_MASS>
168.024500672

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
16.544759171264253

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(phenylsulfanyl)acetic acid

> <ALOGPS_LOGP>
2.28

> <JCHEM_LOGP>
1.7681123696666665

> <ALOGPS_LOGS>
-2.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.113577007153936

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
45.0491

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.14e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phenylthio-acetic acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0243657 ((Phenylthio)acetic acid)

HMDB0243657
     RDKit          3D
(Phenylthio)acetic acid
 19 19  0  0  0  0  0  0  0  0999 V2000
    2.3802    1.3477   -1.6163 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7613    0.4215   -0.8225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5312   -0.5970   -1.3352 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3846    0.4417    0.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0998   -0.6889    1.0867 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4953   -0.4130    0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9283   -1.1119   -0.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2033   -0.8973   -1.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0752   -0.0131   -0.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6585    0.7038    0.5390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3778    0.4712    1.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5340   -0.6422   -1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3364    0.1920    1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1522    1.4745    0.9587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3352   -1.8234   -1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5761   -1.4380   -2.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1011    0.1596   -0.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3670    1.3796    0.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619    1.0333    1.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  3 12  1  0
  4 13  1  0
  4 14  1  0
  7 15  1  0
  8 16  1  0
  9 17  1  0
 10 18  1  0
 11 19  1  0
M  END
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PDB for HMDB0243657 ((Phenylthio)acetic acid)

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0       1.334   3.850   0.000  0.00  0.00           S+0
HETATM    8  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
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                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for HMDB0243657 ((Phenylthio)acetic acid)

COMPND    HMDB0243657
HETATM    1  O1  UNL     1       2.380   1.348  -1.616  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.761   0.421  -0.823  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.531  -0.597  -1.335  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.385   0.442   0.612  1.00  0.00           C  
HETATM    5  S1  UNL     1       1.100  -0.689   1.087  1.00  0.00           S  
HETATM    6  C3  UNL     1      -0.495  -0.413   0.445  1.00  0.00           C  
HETATM    7  C4  UNL     1      -0.928  -1.112  -0.675  1.00  0.00           C  
HETATM    8  C5  UNL     1      -2.203  -0.897  -1.167  1.00  0.00           C  
HETATM    9  C6  UNL     1      -3.075  -0.013  -0.589  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.658   0.704   0.539  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.378   0.471   1.014  1.00  0.00           C  
HETATM   12  H1  UNL     1       4.534  -0.642  -1.263  1.00  0.00           H  
HETATM   13  H2  UNL     1       3.336   0.192   1.176  1.00  0.00           H  
HETATM   14  H3  UNL     1       2.152   1.475   0.959  1.00  0.00           H  
HETATM   15  H4  UNL     1      -0.335  -1.823  -1.211  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.576  -1.438  -2.056  1.00  0.00           H  
HETATM   17  H6  UNL     1      -4.101   0.160  -0.972  1.00  0.00           H  
HETATM   18  H7  UNL     1      -3.367   1.380   0.960  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.062   1.033   1.891  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   12
CONECT    4    5   13   14
CONECT    5    6
CONECT    6    7    7   11
CONECT    7    8   15
CONECT    8    9    9   16
CONECT    9   10   17
CONECT   10   11   11   18
CONECT   11   19
END
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SMILES for HMDB0243657 ((Phenylthio)acetic acid)

OC(=O)CSC1=CC=CC=C1
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INCHI for HMDB0243657 ((Phenylthio)acetic acid)

InChI=1S/C8H8O2S/c9-8(10)6-11-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2-(Phenylsulfanyl)acetateGenerator
2-(Phenylsulphanyl)acetateGenerator
2-(Phenylsulphanyl)acetic acidGenerator
S-Phenylmercaptoacetic acidChEMBL
S-PhenylmercaptoacetateGenerator
phenylthio-AcetateGenerator
(Phenylthio)acetateGenerator
PhenylthioacetateMeSH
Thiophenoxyacetic acidMeSH
Chemical FormulaC8H8O2S
Average Molecular Weight168.21
Monoisotopic Molecular Weight168.024500672
IUPAC Name2-(phenylsulfanyl)acetic acid
Traditional Namephenylthio-acetic acid
CAS Registry NumberNot Available
SMILES
OC(=O)CSC1=CC=CC=C1
InChI Identifier
InChI=1S/C8H8O2S/c9-8(10)6-11-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)
InChI KeyMOTOSAGBNXXRRE-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aryl thioethers. These are organosulfur compounds containing a thioether group that is substituted by an aryl group.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassThioethers
Sub ClassAryl thioethers
Direct ParentAryl thioethers
Alternative Parents
Substituents
  • Aryl thioether
  • Thiophenol ether
  • Alkylarylthioether
  • Benzenoid
  • Monocyclic benzene moiety
  • Sulfenyl compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological location
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP2.28ALOGPS
logP1.77ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)4.11ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity45.05 m³·mol⁻¹ChemAxon
Polarizability16.54 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+130.69230932474
DeepCCS[M-H]-127.4430932474
DeepCCS[M-2H]-164.4530932474
DeepCCS[M+Na]+139.83430932474
AllCCS[M+H]+133.432859911
AllCCS[M+H-H2O]+129.232859911
AllCCS[M+NH4]+137.432859911
AllCCS[M+Na]+138.632859911
AllCCS[M-H]-133.132859911
AllCCS[M+Na-2H]-134.432859911
AllCCS[M+HCOO]-135.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(Phenylthio)acetic acidOC(=O)CSC1=CC=CC=C12666.9Standard polar33892256
(Phenylthio)acetic acidOC(=O)CSC1=CC=CC=C11473.0Standard non polar33892256
(Phenylthio)acetic acidOC(=O)CSC1=CC=CC=C11536.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (Phenylthio)acetic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-00xr-7900000000-28aee56fb300bb5ec7cd2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (Phenylthio)acetic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (Phenylthio)acetic acid GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (Phenylthio)acetic acid GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Phenylthio)acetic acid 10V, Positive-QTOFsplash10-0gi0-1900000000-4b41ac8593957e8eada42021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Phenylthio)acetic acid 20V, Positive-QTOFsplash10-00di-4900000000-0d10774e2445321703c32021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Phenylthio)acetic acid 40V, Positive-QTOFsplash10-00b9-9300000000-e9cd4273d599880264792021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Phenylthio)acetic acid 10V, Negative-QTOFsplash10-0006-9600000000-db42580315b482098fbc2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Phenylthio)acetic acid 20V, Negative-QTOFsplash10-0006-9000000000-43246ec66853b3a68f8f2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Phenylthio)acetic acid 40V, Negative-QTOFsplash10-0006-9100000000-9320dd64201d6c747a132021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID53706
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound59541
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]