CHEBI:16865 - γ-aminobutyric acid

ChEBI IDCHEBI:16865
ChEBI Nameγ-aminobutyric acid
Stars
ASCII Namegamma-aminobutyric acid
DefinitionA γ-amino acid that is butanoic acid with the amino substituent located at C-4.
Secondary ChEBI IDsCHEBI:1786, CHEBI:20318, CHEBI:40483, CHEBI:193777
Last Modified15 January 2019
DownloadsMolfile
FormulaC4H9NO2
Net Charge0
Average Mass103.121
Monoisotopic Mass103.06333
SMILESNCCCC(=O)O
InChIInChI=1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7)
InChIKeyBTCSSZJGUNDROE-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
Roles Classification
Chemical Roles:
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).
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
neurotransmitter  An endogenous compound that is used to transmit information across the synapse between a neuron and another cell.
signalling molecule  A molecular messenger in which the molecule is specifically involved in transmitting information between cells. Such molecules are released from the cell sending the signal, cross over the gap between cells by diffusion, and interact with specific receptors in another cell, triggering a response in that cell by activating a series of enzyme controlled reactions which lead to changes inside the cell.
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
ChEBI Ontology
Outgoing Relation(s)
γ-aminobutyric acid (CHEBI:16865) has functional parent butyric acid (CHEBI:30772)
γ-aminobutyric acid (CHEBI:16865) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
γ-aminobutyric acid (CHEBI:16865) has role human metabolite (CHEBI:77746)
γ-aminobutyric acid (CHEBI:16865) has role neurotransmitter (CHEBI:25512)
γ-aminobutyric acid (CHEBI:16865) has role signalling molecule (CHEBI:62488)
γ-aminobutyric acid (CHEBI:16865) is a monocarboxylic acid (CHEBI:25384)
γ-aminobutyric acid (CHEBI:16865) is a γ-amino acid (CHEBI:33707)
γ-aminobutyric acid (CHEBI:16865) is conjugate acid of γ-aminobutyrate (CHEBI:30566)
γ-aminobutyric acid (CHEBI:16865) is tautomer of γ-aminobutyric acid zwitterion (CHEBI:59888)
Incoming Relation(s)
(1S,2S,5S)-2-(4-glutaridylbenzyl)-5-phenylcyclohexan-1-ol (CHEBI:43278) has functional parent γ-aminobutyric acid (CHEBI:16865)
N-acyl-γ-aminobutyric acid (CHEBI:134018) has functional parent γ-aminobutyric acid (CHEBI:16865)
4-(methylamino)butyric acid (CHEBI:37755) has functional parent γ-aminobutyric acid (CHEBI:16865)
4-aminobutanoyl-CoA (CHEBI:15496) has functional parent γ-aminobutyric acid (CHEBI:16865)
gabapentin (CHEBI:42797) has functional parent γ-aminobutyric acid (CHEBI:16865)
gabapentin enacarbil (CHEBI:68840) has functional parent γ-aminobutyric acid (CHEBI:16865)
homocarnosine (CHEBI:28050) has functional parent γ-aminobutyric acid (CHEBI:16865)
methyl 4-aminobutanoate (CHEBI:42955) has functional parent γ-aminobutyric acid (CHEBI:16865)
pregabalin (CHEBI:64356) has functional parent γ-aminobutyric acid (CHEBI:16865)
γ-aminobutyrate (CHEBI:30566) is conjugate base of γ-aminobutyric acid (CHEBI:16865)
γ-aminobutyric acid zwitterion (CHEBI:59888) is tautomer of γ-aminobutyric acid (CHEBI:16865)
IUPAC Name 
4-aminobutanoic acid
Synonyms  Source
4-Aminobutanoic acidKEGG COMPOUND
4-Aminobutyric acidKEGG COMPOUND
gamma-Aminobutyric acidKEGG COMPOUND
4-aminobutanoic acidChEBI
4-aminobutyric acidChEBI
γ-aminobutyric acidNIST Chemistry WebBook
Manual XrefsDatabases
C00334KEGG COMPOUND
ABUPDBeChem
LMFA01100039LIPID MAPS
D00058KEGG DRUG
HMDB0000112HMDB
DB02530DrugBank
4-AMINO-BUTYRATEMetaCyc
Gamma-Aminobutyric_acidWikipedia
C00001337KNApSAcK
1262DrugCentral
2298BPDB
Registry NumbersSources
Gmelin:49775Gmelin
Reaxys:906818Reaxys
CAS:56-12-2KEGG COMPOUND
CAS:56-12-2ChemIDplus
CAS:56-12-2NIST Chemistry WebBook
Citations