Compound

(S)-2-amino-6-oxohexanoate

An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of L-allysine; major species at pH 7.3.

Definition from ChEBI (CHEBI:58321), read 2026-09-23. CC BY 4.0.

CHEBI:58321ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of (S)-2-amino-6-oxohexanoate — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound
Formula: C6H11NO3
Mass: 145.158 g/mol
Charge: 0
InChIKey: GFXYTQPNNXGICT-YFKPBYRVSA-N
SMILES: [H]C(=O)CCC[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

ALDH7A1ProteinUNIPROT:P49419metabolized byInferred only13 paths13 endpoints
L-lysineCompoundCHEBI:32551converted toInferred only12 paths3 endpoints
PHYKPLProteinUNIPROT:Q8IUZ5substrate ofInferred only6 paths6 endpoints

What the reference databases state

Statements

20 statements

20 statements · 1 reference database · Subject: (S)-2-amino-6-oxohexanoate · Sources: Rhea

Order

L-2-aminoadipate is converted to (S)-2-amino-6-oxohexanoateCompoundRhea RHEA:46936Inferred only
L-2-aminoadipate is converted to (S)-2-amino-6-oxohexanoateCompoundRhea RHEA:12304Inferred only
(S)-2-amino-6-oxohexanoate is converted to L-2-aminoadipateCompoundRhea RHEA:12308Inferred only
(S)-2-amino-6-oxohexanoate is converted to L-2-aminoadipateCompoundRhea RHEA:12304Inferred only
(S)-2-amino-6-oxohexanoate is converted to L-2-aminoadipateCompoundRhea RHEA:46936Inferred only
L-lysine is converted to (S)-2-amino-6-oxohexanoateCompoundRhea RHEA:64796Inferred only
(S)-2-amino-6-oxohexanoate is converted to L-lysineCompoundRhea RHEA:21200Inferred only
(S)-2-amino-6-oxohexanoate is converted to L-lysineCompoundRhea RHEA:22548Inferred only
(S)-2-amino-6-oxohexanoate is converted to L-lysineCompoundRhea RHEA:25117Inferred only
(S)-2-amino-6-oxohexanoate is converted to L-lysineCompoundRhea RHEA:64796Inferred only
L-lysine is converted to (S)-2-amino-6-oxohexanoateCompoundRhea RHEA:21200Inferred only
L-lysine is converted to (S)-2-amino-6-oxohexanoateCompoundRhea RHEA:22548Inferred only

Show the remaining 8

L-lysine is converted to (S)-2-amino-6-oxohexanoateCompoundRhea RHEA:25117Inferred only
L-saccharopine is converted to (S)-2-amino-6-oxohexanoateCompoundRhea RHEA:24520Inferred only
(S)-2-amino-6-oxohexanoate is converted to L-saccharopineCompoundRhea RHEA:10020Inferred only
L-saccharopine is converted to (S)-2-amino-6-oxohexanoateCompoundRhea RHEA:10020Inferred only
L-saccharopine is converted to (S)-2-amino-6-oxohexanoateCompoundRhea RHEA:28210Inferred only
(S)-2-amino-6-oxohexanoate is converted to L-saccharopineCompoundRhea RHEA:28210Inferred only
(S)-2-amino-6-oxohexanoate is metabolised by ALDH7A1ProteinRhea RHEA:12308Inferred only
(S)-2-amino-6-oxohexanoate is a substrate of PHYKPLProteinRhea RHEA:34091Inferred only

Reactions

17 reactions

L-saccharopine+NADP(3-)+water(S)-2-amino-6-oxohexanoate+L-glutamate(1-)+NADPH(4-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:10020CC BY 4.0Reference data
(S)-2-amino-6-oxohexanoate+NADP(3-)+waterL-2-aminoadipate+NADPH(4-)+2hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:12304CC BY 4.0Reference data
(S)-2-amino-6-oxohexanoate+NAD(1-)+waterL-2-aminoadipate+NADH(2-)+2hydron
Catalysed by ALDH7A1
Reaction pageLeft to rightBalanced
Rhea RHEA:12308CC BY 4.0Reference data
L-lysine+pyruvate(S)-2-amino-6-oxohexanoate+L-alanine
Reaction pageDirection not assertedBalanced
Rhea RHEA:19393CC BY 4.0Reference data
L-lysine+2-oxoglutarate(2-)(S)-2-amino-6-oxohexanoate+L-glutamate(1-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:21200CC BY 4.0Reference data
L-lysine+dioxygen+water(S)-2-amino-6-oxohexanoate+hydrogen peroxide+ammonium
Reaction pageDirection not assertedBalanced
Rhea RHEA:22548CC BY 4.0Reference data
L-saccharopine+NAD(1-)+water(S)-2-amino-6-oxohexanoate+L-glutamate(1-)+NADH(2-)+hydron
Catalysed by AASS
Reaction pageLeft to rightBalanced
Rhea RHEA:24520CC BY 4.0Reference data
L-lysine+NAD(1-)+water(S)-2-amino-6-oxohexanoate+ammonium+NADH(2-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:25117CC BY 4.0Reference data
(S)-2-amino-6-oxohexanoateCHEBI:58769+water+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:25121CC BY 4.0Reference data
CHEBI:149468+L-lysineCHEBI:149469+(S)-2-amino-6-oxohexanoate
Reaction pageDirection not assertedBalanced
Rhea RHEA:26329CC BY 4.0Reference data
L-saccharopine+dioxygen+water(S)-2-amino-6-oxohexanoate+L-glutamate(1-)+hydrogen peroxide
Reaction pageDirection not assertedBalanced
Rhea RHEA:28210CC BY 4.0Reference data
CHEBI:57882+water(S)-2-amino-6-oxohexanoate+ammonium+hydrogenphosphate
Catalysed by PHYKPL
Reaction pageDirection not assertedBalanced
Rhea RHEA:34091CC BY 4.0Reference data

Show the remaining 5

Other names

2 names

Resolves to: (S)-2-amino-6-oxohexanoate

Also called: (2S)-2-ammonio-6-oxohexanoate
Systematic name: (2S)-2-azaniumyl-6-oxohexanoate