Compound

L-dopaquinone

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

Definition from ChEBI (CHEBI:57924), read 2026-09-23. CC BY 4.0.

CHEBI:57924ChEBI

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Structure

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

Class: Organic compound
Formula: C9H9NO4
Mass: 195.174 g/mol
Charge: 0
InChIKey: AHMIDUVKSGCHAU-LURJTMIESA-N
SMILES: [NH3+][C@@H](CC1=CC(=O)C(=O)C=C1)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

21 entities

21 entities reached.

0 reported hops21 assembled from the scaffold

Show the remaining 9

What the reference databases state

Statements

29 statements

29 statements · 2 reference databases · Subject: L-dopaquinone · Sources: Human-GEM, Rhea

Order

CHEBI:15765 is converted to L-dopaquinoneCompoundHuman-GEM MAR08542Inferred only
CHEBI:17895 is converted to L-dopaquinoneCompoundHuman-GEM MAR06874Inferred only
L-dopaquinone is converted to L-dopaCompoundRhea RHEA:34287Inferred only
L-dopa is converted to L-dopaquinoneCompoundRhea RHEA:34287Inferred only
L-tyrosine is converted to L-dopaquinoneCompoundRhea RHEA:18117Inferred only
L-dopaquinone is converted to L-tyrosineCompoundRhea RHEA:18117Inferred only
L-dopaquinone is metabolised by GSTA1ProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is metabolised by GSTA2ProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is metabolised by GSTA3ProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is metabolised by GSTA4ProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is metabolised by GSTA5ProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is metabolised by GSTK1ProteinHuman-GEM MAR02995Inferred only

Show the remaining 17

L-dopaquinone is metabolised by GSTK1ProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is metabolised by GSTM1ProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is metabolised by GSTM2ProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is metabolised by GSTM3ProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is metabolised by GSTM4ProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is metabolised by GSTM5ProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is metabolised by GSTO1ProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is metabolised by GSTO2ProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is metabolised by GSTP1ProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is metabolised by GSTT2BProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is metabolised by GSTZ1ProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is a substrate of HPGDSProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is a substrate of MGST1ProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is a substrate of MGST2ProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is a substrate of MGST3ProteinHuman-GEM MAR06883Inferred only
L-dopaquinone is a substrate of TYRProteinRhea RHEA:18117Inferred only
L-dopaquinone is a substrate of TYRProteinRhea RHEA:34287Inferred only

Reactions

11 reactions

CHEBI:16856+L-dopaquinoneMAM01139x
Catalysed by GSTK1
Reaction pageReversibleBalancedEC 2.5.1.18GO:0005777
Human-GEM MAR02995CC BY 4.0Reference data
dioxygen+CHEBI:17895water+L-dopaquinone
Catalysed by TYR
Reaction pageLeft to rightBalancedEC 1.14.18.1GO:0005829
Human-GEM MAR06874CC BY 4.0Reference data
MAM00638c+protonL-dopaquinone
Reaction pageReversibleBalancedGO:0005829
Human-GEM MAR06875CC BY 4.0Reference data
MAM00638c+L-dopaquinoneCHEBI:15765+MAM02355c
Reaction pageReversibleBalancedGO:0005829
Human-GEM MAR06876CC BY 4.0Reference data
MAM01134cL-cysteine+L-dopaquinone
Reaction pageReversibleBalancedGO:0005829
Human-GEM MAR06877CC BY 4.0Reference data
MAM01043c+CHEBI:15765MAM01134c+L-dopaquinone
Reaction pageReversibleBalancedGO:0005829
Human-GEM MAR06878CC BY 4.0Reference data
MAM01139cCHEBI:16856+L-dopaquinone
Catalysed by MGST1 or GSTO2 or GSTP1 or MGST2 or GSTZ1 or GSTT2B or GSTM1 or GSTM5 or GSTM3 or MGST3 or GSTO1 or HPGDS and 8 more alternatives
Reaction pageReversibleBalancedEC 2.5.1.18GO:0005829
Human-GEM MAR06883CC BY 4.0Reference data
2CHEBI:15765+dioxygen2water+2L-dopaquinone
Catalysed by TYR
Reaction pageLeft to rightBalancedEC 1.14.18.1GO:0005829
Human-GEM MAR08542CC BY 4.0Reference data
L-tyrosine+dioxygenL-dopaquinone+water
Catalysed by TYR
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:18117CC BY 4.0Reference data
2L-dopa+dioxygen2L-dopaquinone+2water
Catalysed by TYR
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:34287CC BY 4.0Reference data
CHEBI:195517+L-dopaquinoneCHEBI:195518+L-dopa
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:77095CC BY 4.0Reference data

Other names

2 names

Resolves to: L-dopaquinone

Also called: (2S)-2-ammonio-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoate
Systematic name: (2S)-2-azaniumyl-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoate