Compound

3-oxo-(13Z)-eicosenoyl-CoA

A 3-oxo-fatty acyl-CoA(4−) obtained by deprotonation of the phosphate and diphosphate OH groups of (13Z)-3-oxoicosenoyl-CoA; major species at pH 7.3.

Definition from ChEBI (CHEBI:76559), read 2026-09-23. CC BY 4.0.

CHEBI:76559ChEBI

Open in the graph

Structure

2D depiction

Class: Organic compound, anion
Formula: C41H66N7O18P3S
Mass: 1069.999 g/mol
Charge: -4
InChIKey: YOTWNHFOPMWWQA-VNNCJAHTSA-J
SMILES: CCCCCC/C=CCCCCCCCCCC(=O)CC(=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

6 entities

6 entities reached.

0 reported hops6 assembled from the scaffold

What the reference databases state

Statements

7 statements

7 statements · 2 reference databases · Subject: 3-oxo-(13Z)-eicosenoyl-CoA · Sources: Human-GEM, Rhea

Order

(11Z)-octadecenoyl-CoA is converted to 3-oxo-(13Z)-eicosenoyl-CoACompoundRhea RHEA:39679Inferred only
3-oxo-(13Z)-eicosenoyl-CoA is a substrate of ACAA1ProteinHuman-GEM MAR03359Inferred only
3-oxo-(13Z)-eicosenoyl-CoA is a substrate of ACAA2ProteinHuman-GEM MAR03243Inferred only
3-oxo-(13Z)-eicosenoyl-CoA is a substrate of HADHAProteinHuman-GEM MAR03243Inferred only
3-oxo-(13Z)-eicosenoyl-CoA is a substrate of HADHBProteinHuman-GEM MAR03243Inferred only
3-oxo-(13Z)-eicosenoyl-CoA is a substrate of HSD17B12ProteinHuman-GEM MAR02343Inferred only
3-oxo-(13Z)-eicosenoyl-CoA is a substrate of MYO5BProteinHuman-GEM MAR03359Inferred only

Reactions

8 reactions

MAM01586c+proton+malonyl-CoA3-oxo-(13Z)-eicosenoyl-CoA+carbon dioxide+CHEBI:1146900
Catalysed by ELOVL5 or ELOVL1 or ELOVL4 or ELOVL3 or ELOVL7 or ELOVL6 or ELOVL2
Reaction pageLeft to rightBalancedEC 2.3.1.199cytosol
Human-GEM MAR02342CC BY 4.0Reference data
3-oxo-(13Z)-eicosenoyl-CoA+proton+NADPH(4-)MAM00702c+NADP(3-)
Catalysed by HSD17B12
Reaction pageLeft to rightBalancedEC 1.1.1.330cytosol
Human-GEM MAR02343CC BY 4.0Reference data
MAM00702m+NAD(+)3-oxo-(13Z)-eicosenoyl-CoA+proton+NADH(2-)
Catalysed by HADHA & HADH & HSD17B10
Reaction pageLeft to rightBalancedEC 1.1.1.35, 1.1.1.211mitochondrial matrix
Human-GEM MAR03242CC BY 4.0Reference data
3-oxo-(13Z)-eicosenoyl-CoA+CHEBI:1146900CHEBI:15351+MAM01586m
Catalysed by HADHA & ACAA2 & HADHB
Reaction pageLeft to rightBalancedEC 2.3.1.16, 1.1.1.211mitochondrial matrix
Human-GEM MAR03243CC BY 4.0Reference data
MAM00702x+NAD(+)3-oxo-(13Z)-eicosenoyl-CoA+proton+NADH(2-)
Catalysed by ACAA1 & HSD17B4 & EHHADH
Reaction pageLeft to rightBalancedEC 1.1.1.35, 1.1.1.211peroxisome
Human-GEM MAR03358CC BY 4.0Reference data
3-oxo-(13Z)-eicosenoyl-CoA+CHEBI:1146900CHEBI:15351+MAM01586x
Catalysed by ACAA1 & MYO5B
Reaction pageLeft to rightBalancedEC 2.3.1.16peroxisome
Human-GEM MAR03359CC BY 4.0Reference data
(11Z)-octadecenoyl-CoA+malonyl-CoA+hydron3-oxo-(13Z)-eicosenoyl-CoA+carbon dioxide+coenzyme A(4-)
Catalysed by ELOVL5
Reaction pageLeft to rightBalanced
Rhea RHEA:39679CC BY 4.0Reference data
3-oxo-(13Z)-eicosenoyl-CoA+NADPH(4-)+hydronCHEBI:76561+NADP(3-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:39695CC BY 4.0Reference data

Other names

33 names

Resolves to: 3-oxo-(13Z)-eicosenoyl-CoA

Also called: (13Z)-3-ketoeicosenoyl-CoA(4-)(13Z)-3-ketoeicosenoyl-CoA(4−)(13Z)-3-ketoeicosenoyl-coenzyme A(4-)(13Z)-3-ketoeicosenoyl-coenzyme A(4−)(13Z)-3-ketoicosenoyl-CoA(4-)(13Z)-3-ketoicosenoyl-CoA(4−)(13Z)-3-ketoicosenoyl-coenzyme A(4-)(13Z)-3-ketoicosenoyl-coenzyme A(4−)(13Z)-3-oxoeicosenoyl-CoA(4-)(13Z)-3-oxoeicosenoyl-CoA(4−)(13Z)-3-oxoeicosenoyl-coenzyme A(4-)(13Z)-3-oxoeicosenoyl-coenzyme A(4−)(13Z)-3-oxoicosenoyl-coenzyme A(4-)(13Z)-3-oxoicosenoyl-coenzyme A(4−)3-keto-(13Z)-eicosenoyl-CoA(4-)3-keto-(13Z)-eicosenoyl-CoA(4−)3-keto-(13Z)-eicosenoyl-coenzyme A(4-)3-keto-(13Z)-eicosenoyl-coenzyme A(4−)3-keto-(13Z)-icosenoyl-CoA(4-)3-keto-(13Z)-icosenoyl-CoA(4−)3-keto-(13Z)-icosenoyl-coenzyme A(4-)3-keto-(13Z)-icosenoyl-coenzyme A(4−)3-oxo-(13Z)-eicosenoyl-CoA(4-)3-oxo-(13Z)-eicosenoyl-CoA(4−)3-oxo-(13Z)-eicosenoyl-coenzyme A(4-)3-oxo-(13Z)-eicosenoyl-coenzyme A(4−)3-oxo-(13Z)-icosenoyl-CoA(4-)3-oxo-(13Z)-icosenoyl-CoA(4−)3-oxo-(13Z)-icosenoyl-coenzyme A(4-)3-oxo-(13Z)-icosenoyl-coenzyme A(4−)3-oxo-C20:1(omega-7)-CoA(4-)3-oxo-C20:1(ω-7)-CoA(4−)
Systematic name: 3'-phosphonatoadenosine 5'-{3-[(3R)-3-hydroxy-4-({3-[(2-{[(13Z)-3-oxoicos-13-enoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] diphosphate}