Compound

4-hydroxybutanoate

The sodium salt of 4-hydroxybutyric acid. It is used for both induction and maintenance of anesthesia.

Definition from MeSH (D012978), National Library of Medicine, read 2026-09-23. NLM revises MeSH; this copy may not reflect its current record.

CHEBI:16724ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of 4-hydroxybutanoate — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C4H7O3
Mass: 103.097 g/mol
Charge: -1
InChIKey: SJZRECIVHVDYJC-UHFFFAOYSA-M
SMILES: O=C([O-])CCCO
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

2 entities

2 entities reached.

0 reported hops2 assembled from the scaffold

What the reference databases state

Chemical structure

4-hydroxybutanoate has the functional parent butanoateCompoundChEBI CHEBI:16724Inferred only

Statements

7 statements

7 statements · 2 reference databases · Subject: 4-hydroxybutanoate · Sources: Human-GEM, Rhea

Order

4-hydroxybutanoate is converted to succinate semialdehydeCompoundRhea RHEA:26381Inferred only
succinate semialdehyde is converted to 4-hydroxybutanoateCompoundRhea RHEA:26381Inferred only
4-hydroxybutanoate is converted to succinate semialdehydeCompoundRhea RHEA:23948Inferred only
succinate semialdehyde is converted to 4-hydroxybutanoateCompoundRhea RHEA:23948Inferred only
succinic semialdehyde is converted to 4-hydroxybutanoateCompoundHuman-GEM MAR11565Inferred only
4-hydroxybutanoate is a substrate of ADHFE1ProteinRhea RHEA:24734Inferred only
4-hydroxybutanoate is a substrate of AKR7A2ProteinRhea RHEA:26381Inferred only

Reactions

9 reactions

proton+NADH(2-)+succinic semialdehydeNAD(+)+4-hydroxybutanoate
Reaction pageLeft to rightBalancedEC 2.3.1.9mitochondrial matrix
Human-GEM MAR11565CC BY 4.0Reference data
4-hydroxybutanoate4-hydroxybutanoate
Reaction pageLeft to rightBalancedmitochondrial matrix, cytosol
Human-GEM MAR11566CC BY 4.0Reference data
4-hydroxybutanoate4-hydroxybutanoate
Reaction pageLeft to rightBalancedcytosol, extracellular space
Human-GEM MAR11567CC BY 4.0Reference data
4-hydroxybutanoate
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR11568CC BY 4.0Reference data
4-hydroxybutanoate+ATP(4-)+coenzyme A(4-)CHEBI:58574+AMP+diphosphate(3-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:23128CC BY 4.0Reference data
4-hydroxybutanoate+NAD(1-)succinate semialdehyde+NADH(2-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:23948CC BY 4.0Reference data
4-hydroxybutanoate+2-oxoglutarate(2-)(R)-2-hydroxyglutarate+succinate semialdehyde
Catalysed by ADHFE1
Reaction pageDirection not assertedBalanced
Rhea RHEA:24734CC BY 4.0Reference data
4-hydroxybutanoate+NADP(3-)succinate semialdehyde+NADPH(4-)+hydron
Catalysed by AKR7A2
Reaction pageDirection not assertedBalanced
Rhea RHEA:26381CC BY 4.0Reference data
4-hydroxybutanoate+ATP(4-)+coenzyme A(4-)CHEBI:58574+ADP(3-)+hydrogenphosphate
Reaction pageDirection not assertedBalanced
Rhea RHEA:58896CC BY 4.0Reference data

Other names

4 names

Resolves to: 4-hydroxybutanoate

Also called: 4-hydroxybutyrategamma-hydroxybutyrateGHBγ-hydroxybutyrate