Compound

(S)-2-hydroxyglutarate

A 2-hydroxyglutarate(2−) that has (2S)-configuration.

Definition from ChEBI (CHEBI:16782), read 2026-09-23. CC BY 4.0.

CHEBI:16782ChEBI

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Structure

2D depiction · 3D model shown

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

Class: Organic compound, anion
Formula: C5H6O5
Mass: 146.098 g/mol
Charge: -2
InChIKey: HWXBTNAVRSUOJR-VKHMYHEASA-L
SMILES: O=C([O-])CC[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

L2HGDHProteinUNIPROT:Q9H9P8substrate ofInferred only4 paths4 endpoints

What the reference databases state

Chemical structure

(R)-2-hydroxyglutarate is the enantiomer of (S)-2-hydroxyglutarateCompoundChEBI CHEBI:15801Inferred only

Statements

3 statements

3 statements · 1 reference database · Subject: (S)-2-hydroxyglutarate · Sources: Rhea

Order

(S)-2-hydroxyglutarate is converted to glutarateCompoundRhea RHEA:13821Inferred only
glutarate is converted to (S)-2-hydroxyglutarateCompoundRhea RHEA:13821Inferred only
(S)-2-hydroxyglutarate is a substrate of L2HGDHProteinRhea RHEA:21252Inferred only

Reactions

9 reactions

glutarate+2-oxoglutarate(2-)+dioxygen(S)-2-hydroxyglutarate+succinate(2-)+carbon dioxide
Reaction pageDirection not assertedBalanced
Rhea RHEA:13821CC BY 4.0Reference data
(S)-2-hydroxyglutarate+A2-oxoglutarate(2-)+AH2
Catalysed by L2HGDH
Reaction pageDirection not assertedBalanced
Rhea RHEA:21252CC BY 4.0Reference data
(S)-2-hydroxyglutarate+dioxygen2-oxoglutarate(2-)+hydrogen peroxide
Reaction pageDirection not assertedBalanced
Rhea RHEA:27662CC BY 4.0Reference data
(S)-2-hydroxyglutarate+FAD(3-)+hydronFADH2(2-)+2-oxoglutarate(2-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:30087CC BY 4.0Reference data
(S)-2-hydroxyglutarate+NAD(1-)2-oxoglutarate(2-)+NADH(2-)+hydron
Catalysed by MDH1
Reaction pageRight to leftBalanced
Rhea RHEA:57172CC BY 4.0Reference data
(S)-2-hydroxyglutarate+a quinonea quinol+2-oxoglutarate(2-)
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:58664CC BY 4.0Reference data
CHEBI:59971+2-oxoglutarate(2-)CHEBI:189049+(S)-2-hydroxyglutarate
Reaction pageDirection not assertedBalanced
Rhea RHEA:70211CC BY 4.0Reference data
(S)-2-hydroxyglutarate+3sodium(1+)(S)-2-hydroxyglutarate+3sodium(1+)
Reaction pageDirection not assertedBalanced
Rhea RHEA:71967CC BY 4.0Reference data
(S)-2-hydroxyglutarate+(S)-malate(S)-2-hydroxyglutarate+(S)-malate
Reaction pageDirection not assertedBalanced
Rhea RHEA:79543CC BY 4.0Reference data

Other names

1 name

Resolves to: (S)-2-hydroxyglutarate

Systematic name: (2S)-2-hydroxypentanedioate