Compound

(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA

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

Definition from ChEBI (CHEBI:57368), read 2026-09-23. CC BY 4.0.

CHEBI:57368ChEBI

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Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound, anion
Formula: C41H62N7O17P3S
Mass: 1049.968 g/mol
Charge: -4
InChIKey: JDEPVTUUCBFJIW-YQVDHACTSA-J
SMILES: CCCCC/C=CC/C=CC/C=CC/C=CCCCC(=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

27 entities

27 entities reached.

0 reported hops27 assembled from the scaffold

Show the remaining 15

What the reference databases state

Statements

65 statements

65 statements · 1 reference database · Subject: (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA · Sources: Rhea

Order

(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is converted to (2E,5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoACompoundRhea RHEA:84859Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is converted to (5Z,8Z,11Z,14Z)-eicosatetraenoateCompoundRhea RHEA:40151Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoate is converted to (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoACompoundRhea RHEA:19713Inferred only
(7Z,10Z,13Z,16Z)-3-oxodocosatetraenoyl-CoA is converted to (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoACompoundRhea RHEA:84391Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is converted to (7Z,10Z,13Z,16Z)-3-oxodocosatetraenoyl-CoACompoundRhea RHEA:36475Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is converted to S-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-4'-phosphopantetheineCompoundRhea RHEA:65568Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of ABHD5ProteinRhea RHEA:37443Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of ACOT13ProteinRhea RHEA:40151Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of ACOT4ProteinRhea RHEA:40151Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of ACOT8ProteinRhea RHEA:40151Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of ACOX1ProteinRhea RHEA:84859Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of AGPAT1ProteinRhea RHEA:37443Inferred only

Show the remaining 53

(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of AGPAT2ProteinRhea RHEA:35915Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of AGPAT3ProteinRhea RHEA:37443Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of AGPAT3ProteinRhea RHEA:45404Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of AGPAT3ProteinRhea RHEA:42216Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of AGPAT3ProteinRhea RHEA:42220Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of AGPAT3ProteinRhea RHEA:37015Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of AGPAT3ProteinRhea RHEA:37379Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of AGPAT3ProteinRhea RHEA:42588Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of AGPAT3ProteinRhea RHEA:37395Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of AGPAT3ProteinRhea RHEA:35915Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of AGPAT5ProteinRhea RHEA:37379Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of AGPAT5ProteinRhea RHEA:42216Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of AGPAT5ProteinRhea RHEA:37395Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of AGPAT5ProteinRhea RHEA:37443Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of ELOVL2ProteinRhea RHEA:36475Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of ELOVL5ProteinRhea RHEA:36475Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of ELOVL7ProteinRhea RHEA:36475Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of FITM2ProteinRhea RHEA:65568Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of GLYATL2ProteinRhea RHEA:51364Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of GPAT2ProteinRhea RHEA:37463Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of GPAT2ProteinRhea RHEA:37443Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LCLAT1ProteinRhea RHEA:35867Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LCLAT1ProteinRhea RHEA:38635Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LCLAT1ProteinRhea RHEA:38639Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT2ProteinRhea RHEA:37747Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT3ProteinRhea RHEA:37559Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT3ProteinRhea RHEA:37571Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT3ProteinRhea RHEA:37575Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT3ProteinRhea RHEA:37539Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT3ProteinRhea RHEA:37635Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT3ProteinRhea RHEA:37483Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT3ProteinRhea RHEA:37479Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT3ProteinRhea RHEA:37395Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT3ProteinRhea RHEA:37379Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT3ProteinRhea RHEA:36023Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT3ProteinRhea RHEA:64204Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT3ProteinRhea RHEA:35999Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT3ProteinRhea RHEA:37487Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT3ProteinRhea RHEA:37495Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT4ProteinRhea RHEA:37635Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT4ProteinRhea RHEA:37787Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT4ProteinRhea RHEA:37779Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of LPCAT4ProteinRhea RHEA:37575Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of MBOAT7ProteinRhea RHEA:35999Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of MBOAT7ProteinRhea RHEA:37015Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of MBOAT7ProteinRhea RHEA:36835Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of MOGAT1ProteinRhea RHEA:77547Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of MOGAT2ProteinRhea RHEA:77547Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of PNPLA3ProteinRhea RHEA:37443Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of SOAT1ProteinRhea RHEA:42816Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of SOAT2ProteinRhea RHEA:42816Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of THEM4ProteinRhea RHEA:40151Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA is a substrate of THEM5ProteinRhea RHEA:40151Inferred only

Reactions

46 reactions

(5Z,8Z,11Z,14Z)-eicosatetraenoate+ATP(4-)+coenzyme A(4-)(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA+AMP+diphosphate(3-)
Catalysed by SLC27A2 or ACSL4 or ACSL3 or ACSL1 or ACSBG2 or SLC27A3 or SLC27A4 or SLC27A1 or ACSL6 or ACSL5 or SLC27A6
Reaction pageLeft to rightBalanced
Rhea RHEA:19713CC BY 4.0Reference data
1-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)+(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-D-myo-inositol+coenzyme A(4-)
Catalysed by LCLAT1
Reaction pageLeft to rightBalanced
Rhea RHEA:35867CC BY 4.0Reference data
1-hexadecanoyl-sn-glycero-3-phosphate+(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate+coenzyme A(4-)
Catalysed by AGPAT2 or AGPAT3
Reaction pageLeft to rightBalanced
Rhea RHEA:35915CC BY 4.0Reference data
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA+1-hexadecanoyl-sn-glycero-3-phosphocholine1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPCAT3 or MBOAT7
Reaction pageLeft to rightBalanced
Rhea RHEA:35999CC BY 4.0Reference data
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine+(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine+coenzyme A(4-)
Catalysed by LPCAT3
Reaction pageLeft to rightBalanced
Rhea RHEA:36023CC BY 4.0Reference data
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA+malonyl-CoA+hydron(7Z,10Z,13Z,16Z)-3-oxodocosatetraenoyl-CoA+carbon dioxide+coenzyme A(4-)
Catalysed by ELOVL7 or ELOVL2 or ELOVL5
Reaction pageLeft to rightBalanced
Rhea RHEA:36475CC BY 4.0Reference data
1-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)+(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)+coenzyme A(4-)
Catalysed by MBOAT7
Reaction pageLeft to rightBalanced
Rhea RHEA:36835CC BY 4.0Reference data
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA+2Fe(II)-[cytochrome b5]+dioxygen+2hydron(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA+2Fe(III)-[cytochrome b5]+2water
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:36867CC BY 4.0Reference data
(8Z,11Z,14Z)-eicosatrienoyl-CoA+AH2+dioxygen(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA+A+2water
Reaction pageDirection not assertedBalanced
Rhea RHEA:36879CC BY 4.0Reference data
a 1-acyl-sn-glycero-3-phospho-(1D-myo-inositol)+(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoAa 1-acyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)+coenzyme A(4-)
Catalysed by MBOAT7 or AGPAT3
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:37015CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine+(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-L-serine+coenzyme A(4-)
Catalysed by LPCAT3 or AGPAT3 or AGPAT5
Reaction pageLeft to rightBalanced
Rhea RHEA:37379CC BY 4.0Reference data
1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA1-(9Z)-octadecenoyl-2-(5Z,8Z,11Z,14Z)-icosatetraenoyl-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPCAT3 or AGPAT3 or AGPAT5
Reaction pageLeft to rightBalanced
Rhea RHEA:37395CC BY 4.0Reference data

Show the remaining 34

Other names

15 names

Resolves to: (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA

Also called: (5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraenoyl-CoA(4-)(5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraenoyl-CoA(4−)arachidonoyl-coenzyme A(4-)arachidonoyl-coenzyme A(4−)arachidonyl-coenzyme A(4-)arachidonyl-coenzyme A(4−)C20:4-CoA(4-)C20:4-CoA(4−)cis-Delta(5,8,11,14)-eicosatetraenoyl-CoA(4-)cis-Delta(5,8,11,14)-eicosatetraenoyl-coenzyme A(4-)cis-Δ5,8,11,14-eicosatetraenoyl-CoA(4−)cis-Δ5,8,11,14-eicosatetraenoyl-coenzyme A(4−)
Systematic name: 3'-phosphonatoadenosine 5'-{3-[(3R)-3-hydroxy-4-({3-[(2-{[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] diphosphate}S-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]-coenzyme A(4-)S-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]-coenzyme A(4−)