CHEBI:17588 - L-homocysteine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name L-homocysteine
ChEBI ID CHEBI:17588
ChEBI ASCII Name L-homocysteine
Definition Homocysteine with L configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:43117, CHEBI:6245, CHEBI:13122, CHEBI:21329
Supplier Information
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Formula C4H9NO2S
Net Charge 0
Average Mass 135.18500
Monoisotopic Mass 135.035
InChI InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1
InChIKey FFFHZYDWPBMWHY-VKHMYHEASA-N
SMILES N[C@@H](CCS)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:562) See: PubMed
Homo sapiens (NCBI:9606) See: DOI
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): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via L-alpha-amino acid )
fundamental metabolite
Any metabolite produced by all living cells.
(via homocysteine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-homocysteine (CHEBI:17588) has role mouse metabolite (CHEBI:75771)
L-homocysteine (CHEBI:17588) is a homocysteine (CHEBI:17230)
L-homocysteine (CHEBI:17588) is a serine family amino acid (CHEBI:26650)
L-homocysteine (CHEBI:17588) is conjugate acid of L-homocysteinate (CHEBI:63072)
L-homocysteine (CHEBI:17588) is tautomer of L-homocysteine zwitterion (CHEBI:58199)
Incoming S-(5-deoxy-β-D-ribos-5-yl)-L-homocysteine (CHEBI:90364) has functional parent L-homocysteine (CHEBI:17588)
L-homocysteine thiolactone (CHEBI:60315) has functional parent L-homocysteine (CHEBI:17588)
L-homocysteinate (CHEBI:63072) is conjugate base of L-homocysteine (CHEBI:17588)
L-homocysteine zwitterion (CHEBI:58199) is tautomer of L-homocysteine (CHEBI:17588)
IUPAC Name
(2S)-2-amino-4-sulfanylbutanoic acid
Synonyms Sources
Hcy ChEBI
L-2-amino-4-mercaptobutyric acid ChEBI
L-2-Amino-4-mercaptobutyric acid KEGG COMPOUND
L-homocysteine ChEBI
L-Homocysteine KEGG COMPOUND
Database Links Databases
C00001365 KNApSAcK
C00155 KEGG COMPOUND
DB04422 DrugBank
HCS PDBeChem
HMDB00742 HMDB
HOMO-CYS MetaCyc
View more database links
Registry Numbers Types Sources
1721685 Reaxys Registry Number Reaxys
6027-13-0 CAS Registry Number KEGG COMPOUND
6027-13-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11686577 PubMed citation Europe PMC
15131313 PubMed citation Europe PMC
15365276 PubMed citation Europe PMC
16702349 PubMed citation Europe PMC
19383686 PubMed citation Europe PMC
Last Modified
06 September 2017