Compound

(R)-malate

An optically active form of malate having (R)-configuration.

Definition from ChEBI (CHEBI:15588), read 2026-09-23. CC BY 4.0.

CHEBI:15588ChEBI

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Structure

2D depiction · 3D model shown

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

Class: Organic compound, anion
Formula: C4H4O5
Mass: 132.071 g/mol
Charge: -2
InChIKey: BJEPYKJPYRNKOW-UWTATZPHSA-L
SMILES: O=C([O-])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

3 entities

3 entities reached.

0 reported hops3 assembled from the scaffold

What the reference databases state

Chemical structure

(R)-malate is the enantiomer of (S)-malateCompoundChEBI CHEBI:15588Inferred only

Statements

3 statements

3 statements · 1 reference database · Subject: (R)-malate · Sources: Rhea

Order

(R)-malate is a substrate of D2HGDHProteinRhea RHEA:67460Inferred only
(R)-malate is a substrate of SDHAProteinRhea RHEA:79827Inferred only
(R)-malate is a substrate of SDHBProteinRhea RHEA:79827Inferred only

Reactions

9 reactions

(R)-malate+NAD(1-)pyruvate+carbon dioxide+NADH(2-)
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:18365CC BY 4.0Reference data
(R)-malatemaleate+water
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:23692CC BY 4.0Reference data
(R)-malate+2hydron(R)-malate+2hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:28715CC BY 4.0Reference data
(R)-malate+succinyl-CoACHEBI:77427+succinate(2-)
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:40655CC BY 4.0Reference data
(R)-2-hydroxyglutarate+oxaloacetate(R)-malate+2-oxoglutarate(2-)
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:51612CC BY 4.0Reference data
(R)-malate+Aoxaloacetate+AH2
Catalysed by D2HGDH
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:67460CC BY 4.0Reference data
(R)-malate+a quinoneenol-oxaloacetate+a quinol
Catalysed by SDHB or SDHA
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:79827CC BY 4.0Reference data
CHEBI:138809+NAD(1-)+water(R)-malate+NADH(2-)+2hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:81419CC BY 4.0Reference data
CHEBI:138809+NADP(3-)+water(R)-malate+NADPH(4-)+2hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:81423CC BY 4.0Reference data

Other names

2 names

Resolves to: (R)-malate

Also called: D-malate
Systematic name: (2R)-2-hydroxybutanedioate