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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2007-05-23 10:14:53 UTC
Update Date2020-02-26 21:26:24 UTC
HMDB IDHMDB0006462
Secondary Accession Numbers
  • HMDB06462
Metabolite Identification
Common NameHomocysteinesulfinic acid
DescriptionHomocysteinesulfinic acid, is involved in many metabolic pathways including trans-sulfuration in cysteine synthesis, re-methylation in methionine synthesis,. trans-methylation of DNA, proteins, and lipids, and biosynthesis of small hormonal and neuronal signaling molecules.
Structure
Data?1582752384
Synonyms
ValueSource
HomocysteinesulfinateGenerator
HomocysteinesulphinateGenerator
Homocysteinesulphinic acidGenerator
2-Amino-4-sulfino-butanoateHMDB
2-Amino-4-sulfino-butanoic acidHMDB
2-Amino-4-sulfino-butyric acidHMDB
2-Amino-4-sulfinobutyric acidHMDB
Homocysteinesulfinic acid, (L)-isomerHMDB
Homocysteine sulfinic acidHMDB
Homocysteinesulfinic acid, (D)-isomerHMDB
2-Amino-4-sulfinobutanoateGenerator
2-Amino-4-sulphinobutanoateGenerator
2-Amino-4-sulphinobutanoic acidGenerator
Homocysteinesulfinic acidMeSH
Chemical FormulaC4H9NO4S
Average Molecular Weight167.184
Monoisotopic Molecular Weight167.025228471
IUPAC Name2-amino-4-sulfinobutanoic acid
Traditional Namehomocysteine sulfinic acid
CAS Registry Number31523-80-5
SMILES
NC(CCS(O)=O)C(O)=O
InChI Identifier
InChI=1S/C4H9NO4S/c5-3(4(6)7)1-2-10(8)9/h3H,1-2,5H2,(H,6,7)(H,8,9)
InChI KeyPDNJLMZEGXHSCU-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids
Alternative Parents
Substituents
  • Alpha-amino acid
  • Thia fatty acid
  • Fatty acyl
  • Fatty acid
  • Sulfinic acid
  • Sulfinic acid derivative
  • Amino acid
  • Alkanesulfinic acid or derivatives
  • Alkanesulfinic acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary amine
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Amine
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility30 g/LALOGPS
logP-2.1ALOGPS
logP-3ChemAxon
logS-0.75ALOGPS
pKa (Strongest Acidic)-0.27ChemAxon
pKa (Strongest Basic)9.54ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area100.62 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity34.27 m³·mol⁻¹ChemAxon
Polarizability14.93 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0adl-9200000000-99981b86002cec40cf79Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-7900000000-a651bf41bfcc5c375edcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0g4i-0900000000-c0d87e3cb743cced26ecSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ab9-6900000000-aa578f102db2203bf15bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-9000000000-9c8e1af460e0f35b3a68Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-02t9-3900000000-997a6757b1bdb7a3b7c6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-9600000000-89ecc566fc499466b2b5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-9000000000-14fbbb67c21c714bebc1Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
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 IDFDB023922
KNApSAcK IDNot Available
Chemspider ID142032
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound161712
PDB IDNot Available
ChEBI ID137439
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis Referenceolles-Bergeret, Bernadette. Synthesis and properties of L- and DL-homocysteine sulfinic and L-homocysteic acids. Bulletin de la Societe de Chimie Biologique (1966), 48(11), 1265-78.
Material Safety Data Sheet (MSDS)Download (PDF)
General ReferencesNot Available