Compound

(2E)-butenoyl-CoA

Tetraanion of crotonoyl-CoA arising from deprotonation of phosphate and diphosphate functions.

Definition from ChEBI (CHEBI:57332), read 2026-09-23. CC BY 4.0.

CHEBI:57332ChEBI

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Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound, anion
Formula: C25H36N7O17P3S
Mass: 831.584 g/mol
Charge: -4
InChIKey: KFWWCMJSYSSPSK-PAXLJYGASA-J
SMILES: C/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

7 entities

7 entities reached.

0 reported hops7 assembled from the scaffold

What the reference databases state

Statements

27 statements

27 statements · 2 reference databases · Subject: (2E)-butenoyl-CoA · Sources: Human-GEM, Rhea

Order

(2E)-glutaconyl-CoA is converted to (2E)-butenoyl-CoACompoundRhea RHEA:60572Inferred only
(2E)-butenoyl-CoA is converted to (2E)-glutaconyl-CoACompoundRhea RHEA:23972Inferred only
(2E)-butenoyl-CoA is converted to (2E)-glutaconyl-CoACompoundRhea RHEA:60572Inferred only
(2E)-glutaconyl-CoA is converted to (2E)-butenoyl-CoACompoundRhea RHEA:23972Inferred only
(2E)-butenoyl-CoA is converted to (3S)-3-hydroxybutanoyl-CoACompoundHuman-GEM MAR03164Inferred only
(2E)-butenoyl-CoA is converted to (3S)-3-hydroxybutanoyl-CoACompoundRhea RHEA:26558Inferred only
(2E)-butenoyl-CoA is converted to butanoyl-CoACompoundRhea RHEA:27906Inferred only
butanoyl-CoA is converted to (2E)-butenoyl-CoACompoundRhea RHEA:52572Inferred only
butanoyl-CoA is converted to (2E)-butenoyl-CoACompoundHuman-GEM MAR03163Inferred only
(2E)-butenoyl-CoA is converted to butanoyl-CoACompoundRhea RHEA:52572Inferred only
(2E)-butenoyl-CoA is converted to butanoyl-CoACompoundRhea RHEA:30731Inferred only
butanoyl-CoA is converted to (2E)-butenoyl-CoACompoundRhea RHEA:30731Inferred only

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butanoyl-CoA is converted to (2E)-butenoyl-CoACompoundRhea RHEA:41964Inferred only
(2E)-butenoyl-CoA is converted to butanoyl-CoACompoundRhea RHEA:41964Inferred only
butanoyl-CoA is converted to (2E)-butenoyl-CoACompoundRhea RHEA:27906Inferred only
glutaryl-CoA is converted to (2E)-butenoyl-CoACompoundHuman-GEM MAR04243Inferred only
glutaryl-CoA is converted to (2E)-butenoyl-CoACompoundRhea RHEA:30847Inferred only
(2E)-butenoyl-CoA is converted to glutaryl-CoACompoundRhea RHEA:30847Inferred only
(2E)-butenoyl-CoA is a substrate of CDYLProteinRhea RHEA:45584Inferred only
(2E)-butenoyl-CoA is a substrate of ECHDC2ProteinHuman-GEM MAR07709Inferred only
(2E)-butenoyl-CoA is a substrate of ECHS1ProteinRhea RHEA:26558Inferred only
(2E)-butenoyl-CoA is a substrate of ECHS1ProteinRhea RHEA:45584Inferred only
(2E)-butenoyl-CoA is a substrate of ECHS1ProteinHuman-GEM MAR03164Inferred only
(2E)-butenoyl-CoA is a substrate of EP300ProteinRhea RHEA:53908Inferred only
(2E)-butenoyl-CoA is a substrate of GCDHProteinRhea RHEA:13389Inferred only
(2E)-butenoyl-CoA is a substrate of KAT2AProteinRhea RHEA:53908Inferred only
(2E)-butenoyl-CoA is a substrate of KAT5ProteinRhea RHEA:53908Inferred only

Reactions

25 reactions

butanoyl-CoA+FAD(2E)-butenoyl-CoA+FADH2
Catalysed by ACADS or ACADSB
Reaction pageLeft to rightBalancedEC 1.3.8.7mitochondrial matrix
Human-GEM MAR03163CC BY 4.0Reference data
(2E)-butenoyl-CoA+water(3S)-3-hydroxybutanoyl-CoA
Catalysed by ECHS1
Reaction pageLeft to rightBalancedEC 4.2.1.17mitochondrial matrix
Human-GEM MAR03164CC BY 4.0Reference data
FAD+glutaryl-CoA+protoncarbon dioxide+(2E)-butenoyl-CoA+FADH2
Catalysed by GCDH
Reaction pageLeft to rightBalancedEC 1.3.8.6mitochondrial matrix
Human-GEM MAR04243CC BY 4.0Reference data
MAM00159m(2E)-butenoyl-CoA+water
Catalysed by ECHDC2
Reaction pageReversibleBalancedEC 4.2.1.55mitochondrial matrix
Human-GEM MAR07709CC BY 4.0Reference data
CHEBI:57366(2E)-butenoyl-CoA+ammonium
Reaction pageDirection not assertedBalanced
Rhea RHEA:10056CC BY 4.0Reference data
CHEBI:57396(2E)-butenoyl-CoA
Reaction pageDirection not assertedBalanced
Rhea RHEA:10572CC BY 4.0Reference data
glutaryl-CoA+oxidized [electron-transfer flavoprotein]+2hydron(2E)-butenoyl-CoA+reduced [electron-transfer flavoprotein]+carbon dioxide
Catalysed by GCDH
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:13389CC BY 4.0Reference data
CHEBI:57315(2E)-butenoyl-CoA+water
Reaction pageDirection not assertedBalanced
Rhea RHEA:17849CC BY 4.0Reference data
(2E)-glutaconyl-CoA+sodium(1+)+hydron(2E)-butenoyl-CoA+sodium(1+)+carbon dioxide
Reaction pageDirection not assertedBalanced
Rhea RHEA:23972CC BY 4.0Reference data
butanoyl-CoA+oxidized [electron-transfer flavoprotein]+hydron(2E)-butenoyl-CoA+reduced [electron-transfer flavoprotein]
Catalysed by ACADS or IVD or ACADSB
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:24004CC BY 4.0Reference data
butanoyl-CoA+A(2E)-butenoyl-CoA+AH2
Reaction pageDirection not assertedBalanced
Rhea RHEA:25164CC BY 4.0Reference data
CHEBI:58574(2E)-butenoyl-CoA+water
Reaction pageDirection not assertedBalanced
Rhea RHEA:26530CC BY 4.0Reference data

Show the remaining 13

Other names

4 names

Resolves to: (2E)-butenoyl-CoA

Also called: (E)-but-2-enoyl-CoA(4-)(E)-but-2-enoyl-CoA(4−)crotonoyl-CoA
Systematic name: 3'-phosphonatoadenosine 5'-{3-[(3R)-4-({3-[(2-{[(2E)-but-2-enoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl] diphosphate}