Compound

(2E)-eicosenoyl-CoA

An acyl-CoA(4−) arising from deprotonation of the phosphate and diphosphate functions of trans-2-icosenoyl-CoA.

Definition from ChEBI (CHEBI:74691), read 2026-09-23. CC BY 4.0.

CHEBI:74691ChEBI

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Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound, anion
Formula: C41H68N7O17P3S
Mass: 1056.016 g/mol
Charge: -4
InChIKey: ROOFWBIMBMJYGA-DSAUMYHJSA-J
SMILES: CCCCCCCCCCCCCCCCC/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

5 entities

5 entities reached.

0 reported hops5 assembled from the scaffold

What the reference databases state

Statements

18 statements

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

Order

eicosanoyl-CoA is converted to (2E)-eicosenoyl-CoACompoundRhea RHEA:40847Inferred only
eicosanoyl-CoA is converted to (2E)-eicosenoyl-CoACompoundRhea RHEA:46076Inferred only
eicosanoyl-CoA is converted to (2E)-eicosenoyl-CoACompoundRhea RHEA:78587Inferred only
(2E)-eicosenoyl-CoA is converted to eicosanoyl-CoACompoundHuman-GEM MAR02204Inferred only
(2E)-eicosenoyl-CoA is converted to eicosanoyl-CoACompoundRhea RHEA:39179Inferred only
(2E)-eicosenoyl-CoA is converted to eicosanoyl-CoACompoundRhea RHEA:40847Inferred only
(2E)-eicosenoyl-CoA is converted to eicosanoyl-CoACompoundRhea RHEA:46076Inferred only
eicosanoyl-CoA is converted to (2E)-eicosenoyl-CoACompoundHuman-GEM MAR03070Inferred only
eicosanoyl-CoA is converted to (2E)-eicosenoyl-CoACompoundHuman-GEM MAR03111Inferred only
eicosanoyl-CoA is converted to (2E)-eicosenoyl-CoACompoundRhea RHEA:39179Inferred only
(2E)-eicosenoyl-CoA is a substrate of ECI1ProteinHuman-GEM MAR03071Inferred only
(2E)-eicosenoyl-CoA is a substrate of ECI2ProteinHuman-GEM MAR03071Inferred only

Show the remaining 6

(2E)-eicosenoyl-CoA is a substrate of EHHADHProteinHuman-GEM MAR03071Inferred only
(2E)-eicosenoyl-CoA is a substrate of HADHAProteinHuman-GEM MAR03071Inferred only
(2E)-eicosenoyl-CoA is a substrate of HADHAProteinRhea RHEA:78591Inferred only
(2E)-eicosenoyl-CoA is a substrate of HADHAProteinHuman-GEM MAR03112Inferred only
(2E)-eicosenoyl-CoA is a substrate of TECRProteinHuman-GEM MAR02204Inferred only
(2E)-eicosenoyl-CoA is a substrate of TECRLProteinHuman-GEM MAR02204Inferred only

Reactions

13 reactions

MAM00777c(2E)-eicosenoyl-CoA+water
Catalysed by HACD3 or HIGD2A or HACD1 or HACD4 or HACD2
Reaction pageLeft to rightBalancedEC 4.2.1.134cytosol
Human-GEM MAR02203CC BY 4.0Reference data
(2E)-eicosenoyl-CoA+proton+NADPH(4-)eicosanoyl-CoA+NADP(3-)
Catalysed by TECR or TECRL
Reaction pageLeft to rightBalancedEC 1.3.1.93cytosol
Human-GEM MAR02204CC BY 4.0Reference data
eicosanoyl-CoA+FAD(2E)-eicosenoyl-CoA+FADH2
Catalysed by ACOX3 or ACOX1
Reaction pageLeft to rightBalancedEC 1.3.3.6peroxisome
Human-GEM MAR03070CC BY 4.0Reference data
(2E)-eicosenoyl-CoA+waterMAM00777x
Catalysed by ECI2 & HADHA & ECI1 & EHHADH
Reaction pageLeft to rightBalancedEC 4.2.1.17peroxisome
Human-GEM MAR03071CC BY 4.0Reference data
eicosanoyl-CoA+FAD(2E)-eicosenoyl-CoA+FADH2
Catalysed by ACADVL or ACADL or ACAD9 or ACAD11
Reaction pageLeft to rightBalancedEC 1.3.8.7, 1.3.8.8, 1.3.8.9, 1.3.99.-mitochondrial matrix
Human-GEM MAR03111CC BY 4.0Reference data
(2E)-eicosenoyl-CoA+waterMAM00777m
Catalysed by HADHA
Reaction pageLeft to rightBalancedEC 4.2.1.17mitochondrial matrix
Human-GEM MAR03112CC BY 4.0Reference data
CHEBI:76373(2E)-eicosenoyl-CoA+water
Catalysed by HACD1 or HACD2
Reaction pageLeft to rightBalanced
Rhea RHEA:39175CC BY 4.0Reference data
(2E)-eicosenoyl-CoA+NADPH(4-)+hydroneicosanoyl-CoA+NADP(3-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:39179CC BY 4.0Reference data
eicosanoyl-CoA+FAD(3-)+hydron(2E)-eicosenoyl-CoA+FADH2(2-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:40847CC BY 4.0Reference data
(2E)-eicosenoyl-CoA+NADH(2-)+hydroneicosanoyl-CoA+NAD(1-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:46076CC BY 4.0Reference data
eicosanoyl-CoA+oxidized [electron-transfer flavoprotein]+hydron(2E)-eicosenoyl-CoA+reduced [electron-transfer flavoprotein]
Catalysed by ACADL or ACADVL or ACAD11 or ACAD9
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:47236CC BY 4.0Reference data
eicosanoyl-CoA+dioxygen(2E)-eicosenoyl-CoA+hydrogen peroxide
Catalysed by ACOX1
Reaction pageLeft to rightBalanced
Rhea RHEA:78587CC BY 4.0Reference data

Show the remaining 1

Other names

15 names

Resolves to: (2E)-eicosenoyl-CoA

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