CHEBI:17588 - L-homocysteine

ChEBI IDCHEBI:17588
ChEBI NameL-homocysteine
Stars
ASCII NameL-homocysteine
DefinitionA homocysteine that has L configuration.
Secondary ChEBI IDsCHEBI:6245, CHEBI:13122, CHEBI:21329, CHEBI:43117
Last Modified12 August 2024
DownloadsMolfile
FormulaC4H9NO2S
Net Charge0
Average Mass135.188
Monoisotopic Mass135.03540
SMILESN[C@@H](CCS)C(=O)O
InChIInChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1
InChIKeyFFFHZYDWPBMWHY-VKHMYHEASA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
fundamental metabolite  Any metabolite produced by all living cells.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
N6-(L-homocysteinyl)-L-lysyl-L-alanine (CHEBI:61874) has functional parent L-homocysteine (CHEBI:17588)
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-homolanthionine (CHEBI:62856) has functional parent L-homocysteine (CHEBI:17588)
L,L-homocystine (CHEBI:141698) 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  Source
L-HomocysteineKEGG COMPOUND
L-2-Amino-4-mercaptobutyric acidKEGG COMPOUND
L-homocysteineChEBI
L-2-amino-4-mercaptobutyric acidChEBI
HcyChEBI
Manual XrefsDatabases
C00155KEGG COMPOUND
C00155KEGG COMPOUND
HCSPDBeChem
DB04422DrugBank
HOMO-CYSMetaCyc
HMDB0000742HMDB
C00001365KNApSAcK
Registry NumbersSources
Reaxys:1721685Reaxys
CAS:6027-13-0KEGG COMPOUND
CAS:6027-13-0ChemIDplus
Citations