Compound

(R)-2-hydroxy-3-methylbutanoate

A hydroxy monocarboxylic acid anion resulting from the deprotonation of the carboxy group of (R)-2-hydroxy-3-methylbutyric acid. The major species at pH 7.3.

Definition from ChEBI (CHEBI:145660), read 2026-09-23. CC BY 4.0.

CHEBI:145660ChEBI

Open in the graph

Structure

2D depiction · 3D model shown

Loading the model…

A generated conformer of (R)-2-hydroxy-3-methylbutanoate — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C5H9O3
Mass: 117.124 g/mol
Charge: -1
InChIKey: NGEWQZIDQIYUNV-SCSAIBSYSA-M
SMILES: CC(C)[C@@H](O)C(=O)[O-]
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

1 entity

1 entities reached.

0 reported hops1 assembled from the scaffold

LDHDProteinUNIPROT:Q86WU2substrate ofInferred only5 paths5 endpoints

What the reference databases state

Statements

3 statements

3 statements · 1 reference database · Subject: (R)-2-hydroxy-3-methylbutanoate · Sources: Rhea

Order

(R)-2-hydroxy-3-methylbutanoate is converted to 3-methyl-2-oxobutanoateCompoundRhea RHEA:84927Inferred only
3-methyl-2-oxobutanoate is converted to (R)-2-hydroxy-3-methylbutanoateCompoundRhea RHEA:84927Inferred only
(R)-2-hydroxy-3-methylbutanoate is a substrate of LDHDProteinRhea RHEA:84927Inferred only

Reactions

5 reactions

(R)-2-hydroxy-3-methylbutanoate+NADP(3-)3-methyl-2-oxobutanoate+NADPH(4-)+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:62268CC BY 4.0Reference data
4(R)-2-hydroxy-3-methylbutanoate+4L-leucine+4S-adenosyl-L-methionine+8ATP(4-)CHEBI:145108+8AMP+4S-adenosyl-L-homocysteine+8diphosphate(3-)+8hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:62272CC BY 4.0Reference data
3(R)-2-hydroxy-3-methylbutanoate+3L-phenylalanine+3S-adenosyl-L-methionine+6ATP(4-)CHEBI:3000+6AMP+3S-adenosyl-L-homocysteine+6diphosphate(3-)+6hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:62276CC BY 4.0Reference data
(R)-2-hydroxy-3-methylbutanoate+FAD(3-)+hydron3-methyl-2-oxobutanoate+FADH2(2-)
Catalysed by LDHD
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:84927CC BY 4.0Reference data
(R)-2-hydroxy-3-methylbutanoate+NAD(1-)3-methyl-2-oxobutanoate+NADH(2-)+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:86067CC BY 4.0Reference data

Other names

3 names

Resolves to: (R)-2-hydroxy-3-methylbutanoate

Also called: D-2-hydroxyisovalerateD-Hiv
Systematic name: (2R)-2-hydroxy-3-methylbutanoate