Compound

cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate

A cholesterol ester obtained by the formal condensation of the hydroxy group in cholesterol with the carboxy group of arachidonic acid.

Definition from ChEBI (CHEBI:82751), read 2026-09-23. CC BY 4.0.

CHEBI:82751ChEBI

Open in the graph

Structure

2D depiction

Class: Organic compound
Formula: C47H76O2
Mass: 673.123 g/mol
Charge: 0
InChIKey: IMXSFYNMSOULQS-BEDFLICRSA-N
SMILES: [H][C@@]12CC=C3C[C@@H](OC(=O)CCC/C=CC/C=CC/C=CC/C=CCCCCC)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@H](C)CCCC(C)C
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

Chemical structure

cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate has the functional parent arachidonic acidCompoundChEBI CHEBI:82751Inferred only

Statements

5 statements

5 statements · 2 reference databases · Subject: cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate · Sources: Human-GEM, Rhea

Order

cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate is a substrate of CELProteinHuman-GEM MAR09946Inferred only
cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate is a substrate of LCATProteinRhea RHEA:53448Inferred only
cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate is a substrate of LIPAProteinHuman-GEM MAR09946Inferred only
cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate is a substrate of SOAT1ProteinRhea RHEA:42816Inferred only
cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate is a substrate of SOAT2ProteinRhea RHEA:42816Inferred only

Reactions

6 reactions

water+cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate(5Z,8Z,11Z,14Z)-eicosatetraenoate+CHEBI:1307929+proton
Catalysed by LIPA or CEL
Reaction pageLeft to rightBalancedEC 3.1.1.13GO:0005764
Human-GEM MAR09946CC BY 4.0Reference data
cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate
Reaction pageReversibleBalance undeterminableGO:0005615
Human-GEM MAR10352CC BY 4.0Reference data
cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoatecholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate
Reaction pageReversibleBalancedGO:0005615, GO:0005829
Human-GEM MAR11231CC BY 4.0Reference data
cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoatecholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate
Reaction pageReversibleBalancedGO:0005829, GO:0005764
Human-GEM MAR11286CC BY 4.0Reference data
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA+cholesterolcholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate+coenzyme A(4-)
Catalysed by SOAT2 or SOAT1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:42816CC BY 4.0Reference data
1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+cholesterolcholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate+1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by LCAT
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:53448CC BY 4.0Reference data

Other names

13 names

Resolves to: cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate

Also called: (5Z,8Z,11Z,14Z-eicosatetraenoyl)-cholesterol20:4 Cholesterol ester20:4 Cholesteryl esterCE 20:4CE(20:4(5Z,8Z,11Z,14Z))CE(20:4)cholest-5-en-3beta-yl (5Z,8Z,11Z,14Z-eicosatetraenoate)cholest-5-en-3beta-yl (5Z,8Z,11Z,14Z-icosatetraenoate)cholest-5-en-3β-yl (5Z,8Z,11Z,14Z-eicosatetraenoate)cholest-5-en-3β-yl (5Z,8Z,11Z,14Z-icosatetraenoate)cholesterol arachidonate
Systematic name: (3beta)-cholest-5-en-3-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate(3β)-cholest-5-en-3-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate