Compound

(2E,9Z)-hexadecadienoyl-CoA

A polyunsaturated fatty acyl-CoA(4−) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,9Z)-hexadecadienoyl-CoA; major species at pH 7.3.

Definition from ChEBI (CHEBI:77549), read 2026-09-23. CC BY 4.0.

CHEBI:77549ChEBI

Open in the graph

Structure

2D depiction

Class: Organic compound, anion
Formula: C37H58N7O17P3S
Mass: 997.892 g/mol
Charge: -4
InChIKey: BEQWCBBSKHMRCA-HENMZMGOSA-J
SMILES: CCCCCC/C=CCCCCC/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

13 statements

13 statements · 2 reference databases · Subject: (2E,9Z)-hexadecadienoyl-CoA · Sources: Human-GEM, Rhea

Order

(2E,9Z)-hexadecadienoyl-CoA is converted to (9Z)-hexadecenoyl-CoACompoundRhea RHEA:40859Inferred only
(9Z)-hexadecenoyl-CoA is converted to (2E,9Z)-hexadecadienoyl-CoACompoundRhea RHEA:40859Inferred only
(9Z)-hexadecenoyl-CoA is converted to (2E,9Z)-hexadecadienoyl-CoACompoundHuman-GEM MAR03250Inferred only
(9Z)-hexadecenoyl-CoA is converted to (2E,9Z)-hexadecadienoyl-CoACompoundHuman-GEM MAR03276Inferred only
(2E,9Z)-hexadecadienoyl-CoA is converted to (9Z)-hexadecenoyl-CoACompoundHuman-GEM MAR03276Inferred only
(2E,9Z)-hexadecadienoyl-CoA is a substrate of ACOX1ProteinHuman-GEM MAR03276Inferred only
(2E,9Z)-hexadecadienoyl-CoA is a substrate of ACOX3ProteinHuman-GEM MAR03276Inferred only
(2E,9Z)-hexadecadienoyl-CoA is a substrate of ECI1ProteinHuman-GEM MAR03365Inferred only
(2E,9Z)-hexadecadienoyl-CoA is a substrate of ECI2ProteinHuman-GEM MAR03365Inferred only
(2E,9Z)-hexadecadienoyl-CoA is a substrate of EHHADHProteinHuman-GEM MAR03365Inferred only
(2E,9Z)-hexadecadienoyl-CoA is a substrate of HADHAProteinHuman-GEM MAR03252Inferred only
(2E,9Z)-hexadecadienoyl-CoA is a substrate of HADHAProteinHuman-GEM MAR03365Inferred only

Show the remaining 1

(2E,9Z)-hexadecadienoyl-CoA is a substrate of HADHAProteinRhea RHEA:82923Inferred only

Reactions

7 reactions

FAD+(9Z)-hexadecenoyl-CoAFADH2+(2E,9Z)-hexadecadienoyl-CoA
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 MAR03250CC BY 4.0Reference data
water+(2E,9Z)-hexadecadienoyl-CoAMAM00177m
Catalysed by HADHA
Reaction pageLeft to rightBalancedEC 4.2.1.17mitochondrial matrix
Human-GEM MAR03252CC BY 4.0Reference data
FAD+(9Z)-hexadecenoyl-CoAFADH2+(2E,9Z)-hexadecadienoyl-CoA
Catalysed by ACOX3 or ACOX1
Reaction pageReversibleBalancedEC 1.3.8.7, 1.3.8.8, 1.3.8.9, 1.3.3.6peroxisome
Human-GEM MAR03276CC BY 4.0Reference data
water+(2E,9Z)-hexadecadienoyl-CoAMAM00177x
Catalysed by ECI2 & HADHA & ECI1 & EHHADH
Reaction pageLeft to rightBalancedEC 4.2.1.17peroxisome
Human-GEM MAR03365CC BY 4.0Reference data
(9Z)-hexadecenoyl-CoA+FAD(3-)+hydron(2E,9Z)-hexadecadienoyl-CoA+FADH2(2-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:40859CC BY 4.0Reference data
(9Z)-hexadecenoyl-CoA+oxidized [electron-transfer flavoprotein]+hydron(2E,9Z)-hexadecadienoyl-CoA+reduced [electron-transfer flavoprotein]
Catalysed by ACADL or ACADVL or ACAD9
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:47304CC BY 4.0Reference data
(2E,9Z)-hexadecadienoyl-CoA+waterCHEBI:232641
Catalysed by HADHA
Reaction pageLeft to rightBalanced
Rhea RHEA:82923CC BY 4.0Reference data

Other names

3 names

Resolves to: (2E,9Z)-hexadecadienoyl-CoA

Also called: (2E,9Z)-hexadecadienoyl-coenzyme A(4-)(2E,9Z)-hexadecadienoyl-coenzyme A(4−)
Systematic name: 3'-phosphonatoadenosine 5'-{3-[(3R)-4-({3-[(2-{[(2E,9Z)-hexadeca-2,9-dienoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl] diphosphate}