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> Main
CHEBI:30830 - 4-hydroxybutyric acid
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ChEBI Name
4-hydroxybutyric acid
ChEBI ID
CHEBI:30830
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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Read full article at Wikipedia
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)
InChIKey
SJZRECIVHVDYJC-UHFFFAOYSA-N
SMILES
OCCCC(O)=O
Roles Classification
Chemical Role
(s):
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
GHB receptor agonist
A drug that binds to and activates
gamma
-hydroxybutyric acid receptors.
neurotoxin
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.
sedative
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
)
IUPAC Name
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
C00989
KEGG COMPOUND
C01991
KEGG COMPOUND
DB01440
DrugBank
LMFA01050006
LIPID MAPS
Oxybate
Wikipedia
View more database links
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
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.