Compound

(2E)-octadecenoyl-CoA

A 2,3-trans-enoyl CoA(4−) arising from deprotonation of the phosphate and diphosphate groups of trans-2-octadecenoyl-CoA; major species at pH 7.3.

Definition from ChEBI (CHEBI:71412), read 2026-09-23. CC BY 4.0.

CHEBI:71412ChEBI

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Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound, anion
Formula: C39H64N7O17P3S
Mass: 1027.962 g/mol
Charge: -4
InChIKey: NBCCUIHOHUKBMK-ZDDAFBBHSA-J
SMILES: CCCCCCCCCCCCCCC/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

12 entities

12 entities reached.

0 reported hops12 assembled from the scaffold

What the reference databases state

Statements

27 statements

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

Order

(2E)-octadecenoyl-CoA is converted to (9Z,12Z)-octadecadienoyl-CoACompoundHuman-GEM MAR00151Inferred only
octadecanoyl-CoA is converted to (2E)-octadecenoyl-CoACompoundHuman-GEM MAR00148Inferred only
octadecanoyl-CoA is converted to (2E)-octadecenoyl-CoACompoundHuman-GEM MAR02525Inferred only
octadecanoyl-CoA is converted to (2E)-octadecenoyl-CoACompoundHuman-GEM MAR03074Inferred only
octadecanoyl-CoA is converted to (2E)-octadecenoyl-CoACompoundHuman-GEM MAR03115Inferred only
(2E)-octadecenoyl-CoA is converted to octadecanoyl-CoACompoundHuman-GEM MAR02194Inferred only
(2E)-octadecenoyl-CoA is converted to octadecanoyl-CoACompoundHuman-GEM MAR02525Inferred only
octadecanoyl-CoA is converted to (2E)-octadecenoyl-CoACompoundRhea RHEA:38971Inferred only
(2E)-octadecenoyl-CoA is converted to octadecanoyl-CoACompoundRhea RHEA:35351Inferred only
(2E)-octadecenoyl-CoA is converted to octadecanoyl-CoACompoundRhea RHEA:40843Inferred only
octadecanoyl-CoA is converted to (2E)-octadecenoyl-CoACompoundRhea RHEA:40843Inferred only
(2E)-octadecenoyl-CoA is a substrate of ANAPC11ProteinHuman-GEM MAR02525Inferred only

Show the remaining 15

(2E)-octadecenoyl-CoA is a substrate of CPT1AProteinHuman-GEM MAR00452Inferred only
(2E)-octadecenoyl-CoA is a substrate of CPT1BProteinHuman-GEM MAR00452Inferred only
(2E)-octadecenoyl-CoA is a substrate of CPT1CProteinHuman-GEM MAR00452Inferred only
(2E)-octadecenoyl-CoA is a substrate of CPT2ProteinHuman-GEM MAR00455Inferred only
(2E)-octadecenoyl-CoA is a substrate of ECI1ProteinHuman-GEM MAR03075Inferred only
(2E)-octadecenoyl-CoA is a substrate of ECI2ProteinHuman-GEM MAR03075Inferred only
(2E)-octadecenoyl-CoA is a substrate of EHHADHProteinHuman-GEM MAR03075Inferred only
(2E)-octadecenoyl-CoA is a substrate of FADS2ProteinHuman-GEM MAR00151Inferred only
(2E)-octadecenoyl-CoA is a substrate of HADHAProteinHuman-GEM MAR03075Inferred only
(2E)-octadecenoyl-CoA is a substrate of HADHAProteinHuman-GEM MAR03116Inferred only
(2E)-octadecenoyl-CoA is a substrate of HADHAProteinRhea RHEA:78603Inferred only
(2E)-octadecenoyl-CoA is a substrate of HIRIP3ProteinHuman-GEM MAR02523Inferred only
(2E)-octadecenoyl-CoA is a substrate of TECRProteinHuman-GEM MAR02194Inferred only
(2E)-octadecenoyl-CoA is a substrate of TECRProteinRhea RHEA:35351Inferred only
(2E)-octadecenoyl-CoA is a substrate of TECRLProteinHuman-GEM MAR02194Inferred only

Reactions

20 reactions

proton+NADH(2-)+dioxygen+octadecanoyl-CoA(2E)-octadecenoyl-CoA+2water+NAD(+)
Catalysed by SCD
Reaction pageLeft to rightBalancedEC 1.14.19.1cytosol
Human-GEM MAR00148CC BY 4.0Reference data
(2E)-octadecenoyl-CoA+proton+NADH(2-)+dioxygen(9Z,12Z)-octadecadienoyl-CoA+2water+NAD(+)
Catalysed by FADS2
Reaction pageLeft to rightBalancedEC 1.14.19.3cytosol
Human-GEM MAR00151CC BY 4.0Reference data
(2E)-octadecenoyl-CoA+(S)-carnitineMAM00126c+CHEBI:1146900
Catalysed by CPT1A or CPT1C or CPT1B
Reaction pageReversibleBalancedEC 2.3.1.21cytosol
Human-GEM MAR00452CC BY 4.0Reference data
MAM00126m+CHEBI:1146900(2E)-octadecenoyl-CoA+(S)-carnitine
Catalysed by CPT2
Reaction pageReversibleBalancedEC 2.6.1.1mitochondrial matrix
Human-GEM MAR00455CC BY 4.0Reference data
ATP+CHEBI:1146900+elaidic acid(2E)-octadecenoyl-CoA+AMP+diphosphate(3-)
Catalysed by ACSL1
Reaction pageLeft to rightBalancedEC 6.2.1.3cytosol
Human-GEM MAR00737CC BY 4.0Reference data
MAM00793c(2E)-octadecenoyl-CoA+water
Catalysed by HACD3 or HIGD2A or HACD1 or HACD4 or HACD2
Reaction pageLeft to rightBalancedEC 4.2.1.134cytosol
Human-GEM MAR02193CC BY 4.0Reference data
(2E)-octadecenoyl-CoA+proton+NADPH(4-)NADP(3-)+octadecanoyl-CoA
Catalysed by TECR or TECRL
Reaction pageLeft to rightBalancedEC 1.3.1.93cytosol
Human-GEM MAR02194CC BY 4.0Reference data
MAM00793n(2E)-octadecenoyl-CoA+water
Catalysed by HIRIP3
Reaction pageReversibleBalancedEC 2.7.4.9nucleus
Human-GEM MAR02523CC BY 4.0Reference data
(2E)-octadecenoyl-CoA+proton+NADPH(4-)NADP(3-)+octadecanoyl-CoA
Catalysed by ANAPC11
Reaction pageReversibleBalancedEC 2.7.4.6nucleus
Human-GEM MAR02525CC BY 4.0Reference data
FAD+octadecanoyl-CoA(2E)-octadecenoyl-CoA+FADH2
Catalysed by ACOX3 or ACOX1
Reaction pageLeft to rightBalancedEC 1.3.3.6peroxisome
Human-GEM MAR03074CC BY 4.0Reference data
(2E)-octadecenoyl-CoA+waterMAM00793x
Catalysed by ECI2 & HADHA & ECI1 & EHHADH
Reaction pageLeft to rightBalancedEC 4.2.1.17peroxisome
Human-GEM MAR03075CC BY 4.0Reference data
FAD+octadecanoyl-CoA(2E)-octadecenoyl-CoA+FADH2
Catalysed by ACADVL or ACADL or ACADM or ACAD9
Reaction pageLeft to rightBalancedEC 1.3.8.7, 1.3.8.8, 1.3.8.9, 1.3.99.-mitochondrial matrix
Human-GEM MAR03115CC BY 4.0Reference data

Show the remaining 8

Other names

9 names

Resolves to: (2E)-octadecenoyl-CoA

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