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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-13 11:53:01 UTC
Update Date2019-07-23 06:35:22 UTC
HMDB IDHMDB0042011
Secondary Accession Numbers
  • HMDB42011
Metabolite Identification
Common NameS-Phenylmercapturic acid
DescriptionS-Phenylmercapturic acid, also known as S-phenyl-N-acetylcysteine or 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 is a moderately basic compound (based on its pKa).
Structure
Data?1563863722
Synonyms
ValueSource
S-PhenylmercaptateGenerator
S-Phenylmercaptic acidGenerator
S-Phenyl-N-acetylcysteineHMDB
S-Phenyl-N-acetylcysteine, (DL)-isomerHMDB
Phenylmercapturic acidHMDB
2-Acetamido-3-phenylthiopropanoic acidHMDB
2-[(1-Hydroxyethylidene)amino]-3-(phenylsulfanyl)propanoateGenerator
2-[(1-Hydroxyethylidene)amino]-3-(phenylsulphanyl)propanoateGenerator
2-[(1-Hydroxyethylidene)amino]-3-(phenylsulphanyl)propanoic acidGenerator
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
Disposition

Source:

Role

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted 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
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9810000000-ed7dc9c7543668c35682Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-02p3-9333000000-97be0730bd885288c58cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-006x-0980000000-b921bf6a20ea43c582daSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ikd-0910000000-6c9f36e99b97449968b6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-02hi-9700000000-bfa9760500e81217cac2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052r-0790000000-fbc303613619be6d0b18Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0900000000-bb17ac9a6848d4ff050cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-8900000000-3677213c11e55480ecbaSpectrum
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 IDNot Available
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 IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available