Compound

L-glutamate 5-semialdehyde

Zwitterionic form of homocysteine arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3.

Definition from ChEBI (CHEBI:58066), read 2026-09-23. CC BY 4.0.

CHEBI:58066ChEBI

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Structure

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A generated conformer of L-glutamate 5-semialdehyde — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound
Formula: C5H9NO3
Mass: 131.131 g/mol
Charge: 0
InChIKey: KABXUUFDPUOJMW-BYPYZUCNSA-N
SMILES: [H]C(=O)CC[C@H]([NH3+])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

Statements

9 statements

9 statements · 1 reference database · Subject: L-glutamate 5-semialdehyde · Sources: Rhea

Order

(S)-1-pyrroline-5-carboxylate is converted to L-glutamate 5-semialdehydeCompoundRhea RHEA:28234Inferred only
L-glutamate 5-semialdehyde is converted to (S)-1-pyrroline-5-carboxylateCompoundRhea RHEA:28234Inferred only
L-glutamyl 5-phosphate is converted to L-glutamate 5-semialdehydeCompoundRhea RHEA:19541Inferred only
L-glutamate 5-semialdehyde is converted to L-glutamyl 5-phosphateCompoundRhea RHEA:19541Inferred only
L-glutamate 5-semialdehyde is converted to L-ornithineCompoundRhea RHEA:25160Inferred only
L-ornithine is converted to L-glutamate 5-semialdehydeCompoundRhea RHEA:25160Inferred only
L-glutamate 5-semialdehyde is metabolised by ALDH18A1ProteinRhea RHEA:19541Inferred only
L-glutamate 5-semialdehyde is metabolised by ALDH4A1ProteinRhea RHEA:30235Inferred only
L-glutamate 5-semialdehyde is a substrate of OATProteinRhea RHEA:25160Inferred only

Reactions

11 reactions

a 2-oxocarboxylate+L-ornithineL-glutamate 5-semialdehyde+an L-alpha-amino acid
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:13877CC BY 4.0Reference data
L-glutamate 5-semialdehyde+hydrogenphosphate+NADP(3-)L-glutamyl 5-phosphate+NADPH(4-)+hydron
Catalysed by ALDH18A1
Reaction pageDirection not assertedBalanced
Rhea RHEA:19541CC BY 4.0Reference data
L-ornithine+2-oxoglutarate(2-)L-glutamate 5-semialdehyde+L-glutamate(1-)
Catalysed by OAT
Reaction pageReversibleBalanced
Rhea RHEA:25160CC BY 4.0Reference data
L-glutamate 5-semialdehyde(S)-1-pyrroline-5-carboxylate+water+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:28234CC BY 4.0Reference data
L-glutamate 5-semialdehyde+NAD(1-)+waterL-glutamate(1-)+NADH(2-)+2hydron
Catalysed by ALDH4A1
Reaction pageDirection not assertedBalanced
Rhea RHEA:30235CC BY 4.0Reference data
CHEBI:29123+waterL-glutamate 5-semialdehyde+acetate
Reaction pageDirection not assertedBalanced
Rhea RHEA:30503CC BY 4.0Reference data
CHEBI:231271CHEBI:30087+L-glutamate 5-semialdehyde
Reaction pageDirection not assertedBalanced
Rhea RHEA:31527CC BY 4.0Reference data
L-arginine+2-oxoglutarate(2-)+dioxygenCHEBI:30087+L-glutamate 5-semialdehyde+succinate(2-)+carbon dioxide
Reaction pageDirection not assertedBalanced
Rhea RHEA:31535CC BY 4.0Reference data
L-glutamate(1-)+ATP(4-)+NADPH(4-)+hydronL-glutamate 5-semialdehyde+ADP(3-)+hydrogenphosphate+NADP(3-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:33207CC BY 4.0Reference data
L-glutamate 5-semialdehyde+acetyl-CoACHEBI:29123+coenzyme A(4-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:48232CC BY 4.0Reference data
L-glutamate 5-semialdehyde+NADP(3-)+waterL-glutamate(1-)+NADPH(4-)+2hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:68412CC BY 4.0Reference data

Other names

2 names

Resolves to: L-glutamate 5-semialdehyde

Also called: (2S)-2-ammonio-5-oxopentanoate
Systematic name: (2S)-2-azaniumyl-5-oxopentanoate