CHEBI:17230 - homocysteine

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ChEBI Name homocysteine
ChEBI ID CHEBI:17230
Definition A sulfur-containing amino acid consisting of a glycine core with a 2-mercaptoethyl side-chain.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:5751, CHEBI:14408
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Formula C4H9NO2S
Net Charge 0
Average Mass 135.18580
Monoisotopic Mass 135.035
InChI InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)
InChIKey FFFHZYDWPBMWHY-UHFFFAOYSA-N
SMILES NC(CCS)C(O)=O
Metabolite of Species Details
Homo sapiens (NCBI:9606) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): fundamental metabolite
Any metabolite produced by all living cells.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing homocysteine (CHEBI:17230) has role fundamental metabolite (CHEBI:78675)
homocysteine (CHEBI:17230) is a homocysteines (CHEBI:24610)
homocysteine (CHEBI:17230) is a non-proteinogenic α-amino acid (CHEBI:83925)
homocysteine (CHEBI:17230) is a sulfur-containing amino acid (CHEBI:26834)
homocysteine (CHEBI:17230) is conjugate acid of homocysteinate (CHEBI:66952)
homocysteine (CHEBI:17230) is tautomer of homocysteine zwitterion (CHEBI:58065)
Incoming homocysteic acid (CHEBI:90324) has functional parent homocysteine (CHEBI:17230)
homocysteine derivative (CHEBI:136505) has functional parent homocysteine (CHEBI:17230)
L-homocysteine (CHEBI:17588) is a homocysteine (CHEBI:17230)
homocysteinate (CHEBI:66952) is conjugate base of homocysteine (CHEBI:17230)
homocysteine zwitterion (CHEBI:58065) is tautomer of homocysteine (CHEBI:17230)
IUPAC Names
2-amino-4-sulfanylbutanoic acid
homocysteine
Synonyms Sources
2-Amino-4-mercaptobutyric acid KEGG COMPOUND
Hcy IUPAC
Homocysteine KEGG COMPOUND
Database Links Databases
C05330 KEGG COMPOUND
HMDB00742 HMDB
Homocysteine Wikipedia
View more database links
Citations Waiting for Citations Types Sources
11133260 PubMed citation Europe PMC
16596805 PubMed citation Europe PMC
18370634 PubMed citation Europe PMC
Last Modified
08 March 2017