Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-13 11:53:01 UTC
Update Date2021-09-14 15:45:49 UTC
HMDB IDHMDB0042011
Secondary Accession Numbers
  • HMDB42011
Metabolite Identification
Common NameS-Phenylmercapturic acid
DescriptionS-Phenylmercapturic acid, also known as S-phenylmercaptate, belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. S-Phenylmercapturic acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make S-phenylmercapturic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on S-Phenylmercapturic acid.
Structure
Data?1563863722
Synonyms
ValueSource
S-PhenylmercaptateGenerator
S-Phenylmercaptic acidGenerator
S-Phenyl-N-acetylcysteineMeSH, HMDB
S-Phenyl-N-acetylcysteine, (DL)-isomerMeSH, HMDB
Phenylmercapturic acidMeSH, HMDB
2-acetamido-3-Phenylthiopropanoic acidMeSH, HMDB
2-[(1-Hydroxyethylidene)amino]-3-(phenylsulfanyl)propanoateGenerator, HMDB
2-[(1-Hydroxyethylidene)amino]-3-(phenylsulphanyl)propanoateGenerator, HMDB
2-[(1-Hydroxyethylidene)amino]-3-(phenylsulphanyl)propanoic acidGenerator, HMDB
S-Phenylmercapturic acidMeSH
Chemical FormulaC11H13NO3S
Average Molecular Weight239.291
Monoisotopic Molecular Weight239.061613977
IUPAC Name2-[(1-hydroxyethylidene)amino]-3-(phenylsulfanyl)propanoic acid
Traditional Name2-[(1-hydroxyethylidene)amino]-3-(phenylsulfanyl)propanoic acid
CAS Registry Number4775-80-8
SMILES
CC(O)=NC(CSC1=CC=CC=C1)C(O)=O
InChI Identifier
InChI=1S/C11H13NO3S/c1-8(13)12-10(11(14)15)7-16-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)
InChI KeyCICOZWHZVMOPJS-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-alpha amino acids
Alternative Parents
Substituents
  • N-acyl-alpha-amino acid
  • Cysteine or derivatives
  • Aryl thioether
  • Thiophenol ether
  • Alkylarylthioether
  • Monocyclic benzene moiety
  • Benzenoid
  • Acetamide
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Thioether
  • Sulfenyl compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
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
Water Solubility0.3 g/LALOGPS
logP1.51ALOGPS
logP1.87ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)3.85ChemAxon
pKa (Strongest Basic)1.03ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area69.89 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity62.77 m³·mol⁻¹ChemAxon
Polarizability24.43 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+154.83631661259
DarkChem[M-H]-149.68631661259
DeepCCS[M+H]+145.14730932474
DeepCCS[M-H]-142.05630932474
DeepCCS[M-2H]-178.68930932474
DeepCCS[M+Na]+154.22730932474
AllCCS[M+H]+151.732859911
AllCCS[M+H-H2O]+148.132859911
AllCCS[M+NH4]+154.932859911
AllCCS[M+Na]+155.932859911
AllCCS[M-H]-152.132859911
AllCCS[M+Na-2H]-152.532859911
AllCCS[M+HCOO]-153.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
S-Phenylmercapturic acidCC(O)=NC(CSC1=CC=CC=C1)C(O)=O3323.5Standard polar33892256
S-Phenylmercapturic acidCC(O)=NC(CSC1=CC=CC=C1)C(O)=O2113.1Standard non polar33892256
S-Phenylmercapturic acidCC(O)=NC(CSC1=CC=CC=C1)C(O)=O2055.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
S-Phenylmercapturic acid,1TMS,isomer #1CC(=NC(CSC1=CC=CC=C1)C(=O)O)O[Si](C)(C)C2095.9Semi standard non polar33892256
S-Phenylmercapturic acid,1TMS,isomer #2CC(O)=NC(CSC1=CC=CC=C1)C(=O)O[Si](C)(C)C2110.1Semi standard non polar33892256
S-Phenylmercapturic acid,2TMS,isomer #1CC(=NC(CSC1=CC=CC=C1)C(=O)O[Si](C)(C)C)O[Si](C)(C)C2128.5Semi standard non polar33892256
S-Phenylmercapturic acid,1TBDMS,isomer #1CC(=NC(CSC1=CC=CC=C1)C(=O)O)O[Si](C)(C)C(C)(C)C2343.5Semi standard non polar33892256
S-Phenylmercapturic acid,1TBDMS,isomer #2CC(O)=NC(CSC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C2317.5Semi standard non polar33892256
S-Phenylmercapturic acid,2TBDMS,isomer #1CC(=NC(CSC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2547.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - S-Phenylmercapturic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9810000000-ed7dc9c7543668c356822017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - S-Phenylmercapturic acid GC-MS (2 TMS) - 70eV, Positivesplash10-02p3-9333000000-97be0730bd885288c58c2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - S-Phenylmercapturic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - S-Phenylmercapturic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - S-Phenylmercapturic acid GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - S-Phenylmercapturic acid GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - S-Phenylmercapturic acid GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - S-Phenylmercapturic acid GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - S-Phenylmercapturic acid GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 10V, Positive-QTOFsplash10-006x-0980000000-b921bf6a20ea43c582da2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 20V, Positive-QTOFsplash10-0ikd-0910000000-6c9f36e99b97449968b62017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 40V, Positive-QTOFsplash10-02hi-9700000000-bfa9760500e81217cac22017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 10V, Negative-QTOFsplash10-052r-0790000000-fbc303613619be6d0b182017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 20V, Negative-QTOFsplash10-0a4i-0900000000-bb17ac9a6848d4ff050c2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 40V, Negative-QTOFsplash10-0a4i-8900000000-3677213c11e55480ecba2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 10V, Positive-QTOFsplash10-03dl-0950000000-73936d02c6fc457f888b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 20V, Positive-QTOFsplash10-03di-2900000000-2cf91ee3bc41503759f12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 40V, Positive-QTOFsplash10-06vi-5900000000-7ab6fd1ccd14bac03f952021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 10V, Negative-QTOFsplash10-0a4i-3900000000-c7e4ebb011fab224d5aa2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 20V, Negative-QTOFsplash10-0a4i-0900000000-9604afb1cae23bc5502c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Phenylmercapturic acid 40V, Negative-QTOFsplash10-0a4i-2900000000-fd1806c53455483908e92021-09-22Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB111689
KNApSAcK IDNot Available
Chemspider ID86220
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound95526
PDB IDNot Available
ChEBI ID157784
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 ReferencesNot Available