Compound

(2E)-hexadecenoyl-CoA

A hexadecenoyl-CoA(4−) obtained by deprotonation of the phosphate and diphosphate OH groups of (E)-hexadec-2-enoyl-CoA; major species at pH 7.3.

Definition from ChEBI (CHEBI:61526), read 2026-09-23. CC BY 4.0.

CHEBI:61526ChEBI

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Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound, anion
Formula: C37H60N7O17P3S
Mass: 999.908 g/mol
Charge: -4
InChIKey: JUPAQFRKPHPXLD-MSHHSVQMSA-J
SMILES: CCCCCCCCCCCCC/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

20 entities

20 entities reached.

0 reported hops20 assembled from the scaffold

Show the remaining 8

What the reference databases state

Statements

39 statements

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

Order

(9Z)-hexadecenoyl-CoA is converted to (2E)-hexadecenoyl-CoACompoundRhea RHEA:28771Inferred only
(2E)-hexadecenoyl-CoA is converted to (9Z)-hexadecenoyl-CoACompoundRhea RHEA:28771Inferred only
(E)-hexadec-2-enoate is converted to (2E)-hexadecenoyl-CoACompoundRhea RHEA:51856Inferred only
(2E)-hexadecenoyl-CoA is converted to (E)-hexadec-2-enoateCompoundRhea RHEA:51856Inferred only
(E)-hexadec-2-enoate is converted to (2E)-hexadecenoyl-CoACompoundRhea RHEA:36139Inferred only
(2E)-hexadecenoyl-CoA is converted to hexadecanoyl-CoACompoundRhea RHEA:46072Inferred only
hexadecanoyl-CoA is converted to (2E)-hexadecenoyl-CoACompoundRhea RHEA:30747Inferred only
(2E)-hexadecenoyl-CoA is converted to hexadecanoyl-CoACompoundRhea RHEA:30747Inferred only
hexadecanoyl-CoA is converted to (2E)-hexadecenoyl-CoACompoundRhea RHEA:40167Inferred only
hexadecanoyl-CoA is converted to (2E)-hexadecenoyl-CoACompoundRhea RHEA:46072Inferred only
(2E)-hexadecenoyl-CoA is converted to hexadecanoyl-CoACompoundRhea RHEA:36143Inferred only
palmitoyl-CoA is converted to (2E)-hexadecenoyl-CoACompoundHuman-GEM MAR02028Inferred only

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palmitoyl-CoA is converted to (2E)-hexadecenoyl-CoACompoundHuman-GEM MAR03078Inferred only
palmitoyl-CoA is converted to (2E)-hexadecenoyl-CoACompoundHuman-GEM MAR03121Inferred only
(2E)-hexadecenoyl-CoA is converted to palmitoyl-CoACompoundHuman-GEM MAR02028Inferred only
(2E)-hexadecenoyl-CoA is a substrate of ACADMProteinHuman-GEM MAR00764Inferred only
(2E)-hexadecenoyl-CoA is a substrate of ACADSProteinHuman-GEM MAR00764Inferred only
(2E)-hexadecenoyl-CoA is a substrate of CPT1AProteinHuman-GEM MAR00103Inferred only
(2E)-hexadecenoyl-CoA is a substrate of CPT1BProteinHuman-GEM MAR00103Inferred only
(2E)-hexadecenoyl-CoA is a substrate of CPT1CProteinHuman-GEM MAR00103Inferred only
(2E)-hexadecenoyl-CoA is a substrate of CPT2ProteinHuman-GEM MAR00104Inferred only
(2E)-hexadecenoyl-CoA is a substrate of ECI1ProteinHuman-GEM MAR03079Inferred only
(2E)-hexadecenoyl-CoA is a substrate of ECI2ProteinHuman-GEM MAR03079Inferred only
(2E)-hexadecenoyl-CoA is a substrate of EHHADHProteinHuman-GEM MAR03079Inferred only
(2E)-hexadecenoyl-CoA is a substrate of EHHADHProteinRhea RHEA:31163Inferred only
(2E)-hexadecenoyl-CoA is a substrate of GPAT3ProteinHuman-GEM MAR02308Inferred only
(2E)-hexadecenoyl-CoA is a substrate of GPAT4ProteinHuman-GEM MAR02308Inferred only
(2E)-hexadecenoyl-CoA is a substrate of HACD1ProteinRhea RHEA:39159Inferred only
(2E)-hexadecenoyl-CoA is a substrate of HACD2ProteinRhea RHEA:39159Inferred only
(2E)-hexadecenoyl-CoA is a substrate of HACD3ProteinRhea RHEA:39159Inferred only
(2E)-hexadecenoyl-CoA is a substrate of HACD4ProteinRhea RHEA:39159Inferred only
(2E)-hexadecenoyl-CoA is a substrate of HADHAProteinRhea RHEA:31163Inferred only
(2E)-hexadecenoyl-CoA is a substrate of HADHAProteinHuman-GEM MAR03079Inferred only
(2E)-hexadecenoyl-CoA is a substrate of HADHAProteinHuman-GEM MAR03122Inferred only
(2E)-hexadecenoyl-CoA is a substrate of HSD17B4ProteinRhea RHEA:39159Inferred only
(2E)-hexadecenoyl-CoA is a substrate of MECRProteinHuman-GEM MAR02028Inferred only
(2E)-hexadecenoyl-CoA is a substrate of SOAT1ProteinHuman-GEM MAR02306Inferred only
(2E)-hexadecenoyl-CoA is a substrate of SOAT2ProteinHuman-GEM MAR02306Inferred only
(2E)-hexadecenoyl-CoA is a substrate of TECRProteinRhea RHEA:36143Inferred only

Reactions

24 reactions

(2E)-hexadecenoyl-CoA+(S)-carnitineCHEBI:1146900+MAM02117c
Catalysed by CPT1A or CPT1C or CPT1B
Reaction pageReversibleBalancedEC 2.3.1.21cytosol
Human-GEM MAR00103CC BY 4.0Reference data
CHEBI:1146900+MAM02117m(2E)-hexadecenoyl-CoA+(S)-carnitine
Catalysed by CPT2
Reaction pageReversibleBalancedEC 2.3.1.21mitochondrial matrix
Human-GEM MAR00104CC BY 4.0Reference data
(2E)-hexadecenoyl-CoA+4CHEBI:1146900+3FAD+4water+4NAD(+)4CHEBI:15351+3FADH2+4proton+4NADH(2-)+octanoyl-CoA
Catalysed by ACADM or ACADS
Reaction pageLeft to rightBalancedEC 4.2.1.74mitochondrial matrix
Human-GEM MAR00764CC BY 4.0Reference data
(2E)-hexadecenoyl-CoA(2E)-hexadecenoyl-CoA
Reaction pageReversibleBalancedcytosol, peroxisome
Human-GEM MAR01438CC BY 4.0Reference data
NADP(3-)+palmitoyl-CoA(2E)-hexadecenoyl-CoA+proton+NADPH(4-)
Catalysed by MECR
Reaction pageReversibleBalancedEC 1.3.1.38mitochondrial matrix
Human-GEM MAR02028CC BY 4.0Reference data
(2E)-hexadecenoyl-CoA+CHEBI:1307929MAM01505r+CHEBI:1146900
Catalysed by SOAT1 or SOAT2
Reaction pageLeft to rightBalancedEC 2.3.1.26endoplasmic reticulum
Human-GEM MAR02306CC BY 4.0Reference data
(2E)-hexadecenoyl-CoA+CHEBI:15978MAM00497c+CHEBI:1146900
Catalysed by GPAT3 or GPAT4
Reaction pageLeft to rightBalancedEC 2.3.1.15cytosol
Human-GEM MAR02308CC BY 4.0Reference data
ATP+CHEBI:1146900+(9Z)-hexadecenoate(2E)-hexadecenoyl-CoA+AMP+diphosphate(3-)
Catalysed by ACSL4 or ACSL3 or ACSBG2 or SLC27A2 or ACSL1 or ACSL6 or ACSL5
Reaction pageLeft to rightBalancedEC 6.2.1.3endoplasmic reticulum
Human-GEM MAR02310CC BY 4.0Reference data
ATP+CHEBI:1146900+(9Z)-hexadecenoate(2E)-hexadecenoyl-CoA+AMP+diphosphate(3-)
Catalysed by ACSL4 or ACSL3 or ACSBG2 or SLC27A2 or ACSL1 or ACSL6 or ACSL5
Reaction pageLeft to rightBalancedEC 6.2.1.3cytosol
Human-GEM MAR02312CC BY 4.0Reference data
FAD+palmitoyl-CoA(2E)-hexadecenoyl-CoA+FADH2
Catalysed by ACOX3 or ACOX1
Reaction pageLeft to rightBalancedEC 1.3.3.6peroxisome
Human-GEM MAR03078CC BY 4.0Reference data
(2E)-hexadecenoyl-CoA+waterMAM00175x
Catalysed by ECI2 & HADHA & ECI1 & EHHADH
Reaction pageLeft to rightBalancedEC 4.2.1.17peroxisome
Human-GEM MAR03079CC BY 4.0Reference data
FAD+palmitoyl-CoA(2E)-hexadecenoyl-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 MAR03121CC BY 4.0Reference data

Show the remaining 12

Other names

13 names

Resolves to: (2E)-hexadecenoyl-CoA

Also called: (E)-C16:1 n-14-CoA(E)-hexadec-2-enoyl-CoA tetraanion(E)-hexadec-2-enoyl-coenzyme A tetraanion(E)-hexadec-2-enoyl-coenzyme A(4-)(E)-hexadec-2-enoyl-coenzyme A(4−)trans-2-hexadecenoyl-CoA(4-)trans-2-hexadecenoyl-CoA(4−)trans-2-hexadecenoyl-coenzyme A tetraaniontrans-2-hexadecenoyl-coenzyme A(4-)trans-2-hexadecenoyl-coenzyme A(4−)trans-C16:1 n-14-CoAtrans-hexadec-2-enoyl-CoA(4-)trans-hexadec-2-enoyl-CoA(4−)