CHEBI:30830 - 4-hydroxybutyric acid

ChEBI IDCHEBI:30830
ChEBI Name4-hydroxybutyric acid
Stars
DefinitionA 4-hydroxy monocarboxylic acid that is butyric acid in which one of the hydrogens at position 4 is replaced by a hydroxy group.
Secondary ChEBI IDsCHEBI:1860, CHEBI:20402, CHEBI:386065
Last Modified20 August 2024
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC4H8O3
Net Charge0
Average Mass104.105
Monoisotopic Mass104.04734
SMILESO=C(O)CCCO
InChIInChI=1S/C4H8O3/c5-3-1-2-4(6)7/h5H,1-3H2,(H,6,7)
InChIKeySJZRECIVHVDYJC-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
GHB receptor agonist  A drug that binds to and activates γ-hydroxybutyric acid receptors.
neurotoxin  A poison that interferes with the functions of the nervous system.
Applications:
GHB receptor agonist  A drug that binds to and activates γ-hydroxybutyric acid receptors.
general anaesthetic  Substance that produces loss of consciousness.
sedative  A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
ChEBI Ontology
Outgoing Relation(s)
4-hydroxybutyric acid (CHEBI:30830) has functional parent butyric acid (CHEBI:30772)
4-hydroxybutyric acid (CHEBI:30830) has role general anaesthetic (CHEBI:38869)
4-hydroxybutyric acid (CHEBI:30830) has role GHB receptor agonist (CHEBI:53353)
4-hydroxybutyric acid (CHEBI:30830) has role neurotoxin (CHEBI:50910)
4-hydroxybutyric acid (CHEBI:30830) has role sedative (CHEBI:35717)
4-hydroxybutyric acid (CHEBI:30830) is a 4-hydroxy monocarboxylic acid (CHEBI:35970)
4-hydroxybutyric acid (CHEBI:30830) is a hydroxybutyric acid (CHEBI:24684)
4-hydroxybutyric acid (CHEBI:30830) is conjugate acid of 4-hydroxybutyrate (CHEBI:16724)
Incoming Relation(s)
4-hydroxybutyryl-CoA (CHEBI:28522) has functional parent 4-hydroxybutyric acid (CHEBI:30830)
mono(3-carboxypropyl) phthalate (CHEBI:132872) has functional parent 4-hydroxybutyric acid (CHEBI:30830)
4-hydroxybutyrate (CHEBI:16724) is conjugate base of 4-hydroxybutyric acid (CHEBI:30830)
IUPAC Name 
4-hydroxybutanoic acid
Synonyms  Source
4-Hydroxybutanoic acidKEGG COMPOUND
4-Hydroxybutyric acidKEGG COMPOUND
γ-hydroxybutyric acidChEBI
4-hydroxy-butyric acidLIPID MAPS
Gamma Hydroxybutyric AcidDrugBank
GHBDrugBank
Manual XrefsDatabases
C00989KEGG COMPOUND
LMFA01050006LIPID MAPS
DB01440DrugBank
OxybateWikipedia
C01991KEGG COMPOUND
Registry NumbersSources
Reaxys:1720582Reaxys
CAS:591-81-1KEGG COMPOUND
CAS:591-81-1ChemIDplus
CAS:591-81-1NIST Chemistry WebBook
CAS:591-81-1DrugBank
Citations