Compound

(S)-2-methyl-3-oxopropanoate

2-Methyl-3-oxopropanoate with S configuration at the chiral centre.

Definition from ChEBI (CHEBI:62413), read 2026-09-23. CC BY 4.0.

CHEBI:62413ChEBI

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Structure

2D depiction · 3D model shown

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

Class: Organic compound, anion
Formula: C4H5O3
Mass: 101.081 g/mol
Charge: -1
InChIKey: VOKUMXABRRXHAR-VKHMYHEASA-M
SMILES: C[C@@H](C=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

ALDH6A1ProteinUNIPROT:Q02252metabolized byInferred only6 paths6 endpoints

What the reference databases state

Chemical structure

(R)-2-methyl-3-oxopropanoate is the enantiomer of (S)-2-methyl-3-oxopropanoateCompoundChEBI CHEBI:141212Inferred only

Statements

4 statements

4 statements · 1 reference database · Subject: (S)-2-methyl-3-oxopropanoate · Sources: Rhea

Order

(S)-2-methyl-3-oxopropanoate is converted to propanoyl-CoACompoundRhea RHEA:31047Inferred only
(S)-2-methyl-3-oxopropanoate is converted to propanoyl-CoACompoundRhea RHEA:76627Inferred only
propanoyl-CoA is converted to (S)-2-methyl-3-oxopropanoateCompoundRhea RHEA:31047Inferred only
(S)-2-methyl-3-oxopropanoate is metabolised by ALDH6A1ProteinRhea RHEA:76627Inferred only

Reactions

5 reactions

(S)-2-methyl-3-oxopropanoate+NAD(1-)+waterCHEBI:17453+NADH(2-)+2hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:31043CC BY 4.0Reference data
(S)-2-methyl-3-oxopropanoate+NAD(1-)+coenzyme A(4-)propanoyl-CoA+carbon dioxide+NADH(2-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:31047CC BY 4.0Reference data
(S)-2-methyl-3-oxopropanoate+L-alanine(S)-3-amino-2-methylpropanoate+pyruvate
Reaction pageDirection not assertedBalanced
Rhea RHEA:31071CC BY 4.0Reference data
CHEBI:62638+NAD(1-)(S)-2-methyl-3-oxopropanoate+NADH(2-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:31275CC BY 4.0Reference data
(S)-2-methyl-3-oxopropanoate+NAD(1-)+coenzyme A(4-)+waterpropanoyl-CoA+hydrogencarbonate+NADH(2-)+hydron
Catalysed by ALDH6A1
Reaction pageLeft to rightBalanced
Rhea RHEA:76627CC BY 4.0Reference data

Other names

7 names

Resolves to: (S)-2-methyl-3-oxopropanoate

Also called: (S)-2-methyl-3-oxopropanoate (1-)(S)-2-methyl-3-oxopropanoate (1−)(S)-ch3-malonate-semialdehyde (1-)(S)-ch3-malonate-semialdehyde (1−)(S)-Me-malonate-semialdehyde(1-)(S)-Me-malonate-semialdehyde(1−)
Systematic name: (2S)-2-methyl-3-oxopropanoate