Compound

L-saccharopine

The conjugate base of L-saccharopine arising from deprotonation of all three carboxy groups and protonation of the primary and secondary amino groups; major species at pH 7.3.

Definition from ChEBI (CHEBI:57951), read 2026-09-23. CC BY 4.0.

CHEBI:57951ChEBI

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Structure

2D depiction · 3D model shown

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

Class: Organic compound, anion
Formula: C11H19N2O6
Mass: 275.281 g/mol
Charge: -1
InChIKey: ZDGJAHTZVHVLOT-YUMQZZPRSA-M
SMILES: [NH3+][C@@H](CCCC[NH2+][C@@H](CCC(=O)[O-])C(=O)[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

AASSProteinUNIPROT:Q9UDR5substrate ofInferred only12 paths4 endpoints

What the reference databases state

Statements

7 statements

7 statements · 2 reference databases · Subject: L-saccharopine · Sources: Human-GEM, Rhea

Order

CHEBI:18019 is converted to L-saccharopineCompoundHuman-GEM MAR04288Inferred only
L-saccharopine is converted to L-lysineCompoundRhea RHEA:19373Inferred only
L-lysine is converted to L-saccharopineCompoundRhea RHEA:19373Inferred only
L-saccharopine is a substrate of AASSProteinRhea RHEA:19373Inferred only
L-saccharopine is a substrate of AASSProteinHuman-GEM MAR04668Inferred only
L-saccharopine is a substrate of AASSProteinHuman-GEM MAR04667Inferred only
L-saccharopine is a substrate of SCCPDHProteinHuman-GEM MAR04667Inferred only

Reactions

11 reactions

2-oxoglutarate(2-)+proton+CHEBI:18019+NADPH(4-)water+NADP(3-)+L-saccharopine
Catalysed by AASS
Reaction pageLeft to rightBalancedEC 1.5.1.8GO:0005759
Human-GEM MAR04288CC BY 4.0Reference data
water+NAD(+)+L-saccharopineMAM00631m+L-glutamate(1-)+proton+NADH(2-)
Catalysed by AASS or SCCPDH
Reaction pageLeft to rightBalancedEC 1.5.1.9GO:0005759
Human-GEM MAR04667CC BY 4.0Reference data
water+NADP(3-)+L-saccharopineMAM00631m+L-glutamate(1-)+proton+NADPH(4-)
Catalysed by AASS
Reaction pageLeft to rightBalancedEC 1.5.1.10GO:0005759
Human-GEM MAR04668CC BY 4.0Reference data
L-saccharopine
Reaction pageReversibleBalance undeterminableGO:0005615
Human-GEM MAR10320CC BY 4.0Reference data
L-saccharopineL-saccharopine
Reaction pageReversibleBalancedGO:0005829, GO:0005759
Human-GEM MAR10397CC BY 4.0Reference data
L-saccharopineL-saccharopine
Reaction pageReversibleBalancedGO:0005829, GO:0005615
Human-GEM MAR10398CC BY 4.0Reference data
L-saccharopine+NADP(3-)+water(S)-2-amino-6-oxohexanoate+L-glutamate(1-)+NADPH(4-)+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:10020CC BY 4.0Reference data
L-saccharopine+NAD(1-)+waterL-lysine+2-oxoglutarate(2-)+NADH(2-)+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:12440CC BY 4.0Reference data
L-saccharopine+NADP(3-)+waterL-lysine+2-oxoglutarate(2-)+NADPH(4-)+hydron
Catalysed by AASS
Reaction pageRight to leftBalance undeterminable
Rhea RHEA:19373CC 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 rightBalance undeterminable
Rhea RHEA:24520CC BY 4.0Reference data
L-saccharopine+dioxygen+water(S)-2-amino-6-oxohexanoate+L-glutamate(1-)+hydrogen peroxide
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:28210CC BY 4.0Reference data

Other names

3 names

Resolves to: L-saccharopine

Also called: L-saccharopinateL-saccharopinate anion
Systematic name: (2S)-2-{[(5S)-5-azaniumyl-5-carboxylatopentyl]azaniumyl}pentanedioate