CHEBI:30830 - 4-hydroxybutyric acid

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ChEBI Name 4-hydroxybutyric acid
Definition A 4-hydroxy monocarboxylic acid that is butyric acid in which one of the hydrogens at position 4 is replaced by a hydroxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:386065, CHEBI:1860, CHEBI:20402
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Formula C4H8O3
Net Charge 0
Average Mass 104.10452
Monoisotopic Mass 104.04734
InChI InChI=1S/C4H8O3/c5-3-1-2-4(6)7/h5H,1-3H2,(H,6,7)
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): GHB receptor agonist
A drug that binds to and activates gamma-hydroxybutyric acid receptors.
A poison that interferes with the functions of the nervous system.
Application(s): general anaesthetic
Substance that produces loss of consciousness.
GHB receptor agonist
A drug that binds to and activates gamma-hydroxybutyric acid receptors.
A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 base of 4-hydroxybutyrate (CHEBI:16724)
Incoming 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 acid of 4-hydroxybutyric acid (CHEBI:30830)
4-hydroxybutanoic acid
Synonyms Sources
3-carboxypropoxy acid ChEBI
4-hydroxy-butyric acid LIPID MAPS
4-Hydroxyalkanoic acid KEGG COMPOUND
4-Hydroxybutanoate KEGG COMPOUND
4-Hydroxybutanoic acid KEGG COMPOUND
4-Hydroxybutyric acid KEGG COMPOUND
4-Hydroxycarboxylic acid KEGG COMPOUND
Gamma Hydroxybutyric Acid DrugBank
gamma-Hydroxybutyric acid DrugBank
γ-hydroxybutyric acid ChEBI
GHB DrugBank
oxy-n-butyric acid ChEBI
Xyrem DrugBank
Manual Xrefs Databases
DB01440 DrugBank
Oxybate Wikipedia
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Registry Numbers Types Sources
1720582 Beilstein Registry Number Beilstein
1720582 Reaxys Registry Number Reaxys
591-81-1 CAS Registry Number KEGG COMPOUND
591-81-1 CAS Registry Number ChemIDplus
591-81-1 CAS Registry Number DrugBank
591-81-1 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
15927467 PubMed citation ChEMBL
3361576 PubMed citation ChEMBL
Last Modified
29 July 2016
General Comment
2010-12-30 4-hydroxybutyric acid finds application as a central nervous system depressant that reduces excessive daytime sleepiness and cataplexy in patients with narcolepsy.