Compound

cholesteryl (8Z,11Z,14Z)-eicosatrienoate

A cholesterol ester obtained by the formal condensation of cholesterol with all-cis-icosa-8,11,14-trienoic acid.

Definition from ChEBI (CHEBI:84346), read 2026-09-23. CC BY 4.0.

CHEBI:84346ChEBI

Open in the graph

Structure

2D depiction

Class: Organic compound
Formula: C47H78O2
Mass: 675.139 g/mol
Charge: 0
InChIKey: MLPRJPSMAFZPLA-BBFGHUFCSA-N
SMILES: [H][C@@]12CC=C3C[C@@H](OC(=O)CCCCCC/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

3 entities

3 entities reached.

0 reported hops3 assembled from the scaffold

What the reference databases state

Statements

5 statements

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

Order

cholesteryl (8Z,11Z,14Z)-eicosatrienoate is a substrate of CELProteinHuman-GEM MAR03588Inferred only
cholesteryl (8Z,11Z,14Z)-eicosatrienoate is a substrate of CELProteinHuman-GEM MAR03734Inferred only
cholesteryl (8Z,11Z,14Z)-eicosatrienoate is a substrate of LCATProteinRhea RHEA:53464Inferred only
cholesteryl (8Z,11Z,14Z)-eicosatrienoate is a substrate of LIPAProteinHuman-GEM MAR03588Inferred only
cholesteryl (8Z,11Z,14Z)-eicosatrienoate is a substrate of LIPAProteinHuman-GEM MAR03734Inferred only

Reactions

8 reactions

a cholesterol ester0.0001MAM01452l+0.0001MAM01453l+0.0001MAM01454l+0.0001MAM01455l+0.0001MAM01456l+0.0001MAM01457l+0.0001MAM01458l+0.0001MAM01459l+0.0001MAM01460l+0.0001MAM01461l+0.0001MAM01462l+0.0001MAM01463l+0.0001MAM01464l+0.0001MAM01465l+0.0041MAM01466l+0.0001MAM01467l+0.0071(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-cholesterol+0.0001MAM01469l+0.0001MAM01470l+0.0001MAM01471l+0.0001MAM01472l+0.0001MAM01473l+0.0001MAM01474l+0.0001MAM01475l+0.0001MAM01476l+0.0406MAM01477l+0.0001MAM01478l+0.0001MAM01479l+0.0001MAM01480l+0.0001MAM01481l+0.0001MAM01482l+0.0001MAM01483l+0.0001MAM01484l+0.0001MAM01485l+0.0001MAM01486l+0.0001MAM01487l+0.0518MAM01488l+0.0001MAM01489l+0.005cholesteryl (8Z,11Z,14Z)-eicosatrienoate+0.0001MAM01491l+0.0001MAM01492l+0.0001MAM01493l+0.0001MAM01494l+0.0001MAM01495l+0.0001MAM01496l+0.0001MAM01497l+0.0001MAM01498l+0.5254cholesteryl (9Z,12Z)-octadecadienoate+0.0061MAM01500l+0.0081MAM01501l+0.0001MAM01502l+0.1958cholesteryl (9Z-octadecenoate)+0.138cholesteryl hexadecanoate+0.0001MAM01505l+0.0001MAM01506l+0.0132cholesteryl octadecanoate+0.0001MAM01508l+0.0001MAM01509l+0.0001MAM01510l
Reaction pageLeft to rightBalance undeterminableGO:0005764
Human-GEM MAR03537CC BY 4.0Reference data
cholesteryl (8Z,11Z,14Z)-eicosatrienoate+waterCHEBI:1307929+(8Z,11Z,14Z)-eicosatrienoate+proton
Catalysed by LIPA or CEL
Reaction pageLeft to rightBalancedEC 3.1.1.13GO:0005764
Human-GEM MAR03588CC BY 4.0Reference data
a cholesterol ester0.0001MAM01452r+0.0001MAM01453r+0.0001MAM01454r+0.0001MAM01455r+0.0001MAM01456r+0.0001MAM01457r+0.0001MAM01458r+0.0001MAM01459r+0.0001MAM01460r+0.0001MAM01461r+0.0001MAM01462r+0.0001MAM01463r+0.0001MAM01464r+0.0001MAM01465r+0.0041MAM01466r+0.0001MAM01467r+0.0071(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-cholesterol+0.0001MAM01469r+0.0001MAM01470r+0.0001MAM01471r+0.0001MAM01472r+0.0001MAM01473r+0.0001MAM01474r+0.0001MAM01475r+0.0001MAM01476r+0.0406MAM01477r+0.0001MAM01478r+0.0001MAM01479r+0.0001MAM01480r+0.0001MAM01481r+0.0001MAM01482r+0.0001MAM01483r+0.0001MAM01484r+0.0001MAM01485r+0.0001MAM01486r+0.0001MAM01487r+0.0518MAM01488r+0.0001MAM01489r+0.005cholesteryl (8Z,11Z,14Z)-eicosatrienoate+0.0001MAM01491r+0.0001MAM01492r+0.0001MAM01493r+0.0001MAM01494r+0.0001MAM01495r+0.0001MAM01496r+0.0001MAM01497r+0.0001MAM01498r+0.5254cholesteryl (9Z,12Z)-octadecadienoate+0.0061MAM01500r+0.0081MAM01501r+0.0001MAM01502r+0.1958cholesteryl (9Z-octadecenoate)+0.138cholesteryl hexadecanoate+0.0001MAM01505r+0.0001MAM01506r+0.0132cholesteryl octadecanoate+0.0001MAM01508r+0.0001MAM01509r+0.0001MAM01510r
Reaction pageReversibleBalance undeterminableGO:0005783
Human-GEM MAR03622CC BY 4.0Reference data
CHEBI:1307929+(8Z,11Z,14Z)-eicosatrienoyl-CoAcholesteryl (8Z,11Z,14Z)-eicosatrienoate+CHEBI:1146900
Catalysed by SOAT1 or SOAT2
Reaction pageLeft to rightBalancedEC 2.3.1.26GO:0005783
Human-GEM MAR03675CC BY 4.0Reference data
cholesteryl (8Z,11Z,14Z)-eicosatrienoate+waterCHEBI:1307929+(8Z,11Z,14Z)-eicosatrienoate+proton
Catalysed by LIPA or CEL
Reaction pageLeft to rightBalancedEC 3.1.1.13GO:0005783
Human-GEM MAR03734CC BY 4.0Reference data
a cholesterol ester0.0004MAM01452l+0.0004MAM01453l+0.0004MAM01454l+0.0004MAM01455l+0.0004MAM01456l+0.0004MAM01457l+0.0004MAM01458l+0.0004MAM01459l+0.0004MAM01460l+0.0004MAM01461l+0.0004MAM01462l+0.0004MAM01463l+0.0004MAM01464l+0.0004MAM01465l+0.0278MAM01466l+0.0038MAM01467l+0.0116(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-cholesterol+0.0004MAM01469l+0.0004MAM01470l+0.0004MAM01471l+0.0004MAM01472l+0.0025MAM01473l+0.0004MAM01474l+0.0059MAM01475l+0.0014MAM01476l+0.0004MAM01477l+0.0004MAM01478l+0.0004MAM01479l+0.0115MAM01480l+0.0004MAM01481l+0.0004MAM01482l+0.0004MAM01483l+0.0004MAM01484l+0.0004MAM01485l+0.0004MAM01486l+0.0004MAM01487l+0.1083MAM01488l+0.025MAM01489l+0.0215cholesteryl (8Z,11Z,14Z)-eicosatrienoate+0.0004MAM01491l+0.0004MAM01492l+0.0029MAM01493l+0.0004MAM01494l+0.0004MAM01495l+0.0004MAM01496l+0.0004MAM01497l+0.0004MAM01498l+0.1915cholesteryl (9Z,12Z)-octadecadienoate+0.0084MAM01500l+0.0133MAM01501l+0.0004MAM01502l+0.1545cholesteryl (9Z-octadecenoate)+0.222cholesteryl hexadecanoate+0.0219MAM01505l+0.0004MAM01506l+0.1498cholesteryl octadecanoate+0.0004MAM01508l+0.0004MAM01509l+0.0004MAM01510l
Reaction pageReversibleBalance undeterminableGO:0005764
Human-GEM MAR10037CC BY 4.0Reference data
a cholesterol ester0.0004MAM01452r+0.0004MAM01453r+0.0004MAM01454r+0.0004MAM01455r+0.0004MAM01456r+0.0004MAM01457r+0.0004MAM01458r+0.0004MAM01459r+0.0004MAM01460r+0.0004MAM01461r+0.0004MAM01462r+0.0004MAM01463r+0.0004MAM01464r+0.0004MAM01465r+0.0278MAM01466r+0.0038MAM01467r+0.0116(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-cholesterol+0.0004MAM01469r+0.0004MAM01470r+0.0004MAM01471r+0.0004MAM01472r+0.0025MAM01473r+0.0004MAM01474r+0.0059MAM01475r+0.0014MAM01476r+0.0004MAM01477r+0.0004MAM01478r+0.0004MAM01479r+0.0115MAM01480r+0.0004MAM01481r+0.0004MAM01482r+0.0004MAM01483r+0.0004MAM01484r+0.0004MAM01485r+0.0004MAM01486r+0.0004MAM01487r+0.1083MAM01488r+0.025MAM01489r+0.0215cholesteryl (8Z,11Z,14Z)-eicosatrienoate+0.0004MAM01491r+0.0004MAM01492r+0.0029MAM01493r+0.0004MAM01494r+0.0004MAM01495r+0.0004MAM01496r+0.0004MAM01497r+0.0004MAM01498r+0.1915cholesteryl (9Z,12Z)-octadecadienoate+0.0084MAM01500r+0.0133MAM01501r+0.0004MAM01502r+0.1545cholesteryl (9Z-octadecenoate)+0.222cholesteryl hexadecanoate+0.0219MAM01505r+0.0004MAM01506r+0.1498cholesteryl octadecanoate+0.0004MAM01508r+0.0004MAM01509r+0.0004MAM01510r
Reaction pageReversibleBalance undeterminableGO:0005783
Human-GEM MAR10038CC BY 4.0Reference data
1-hexadecanoyl-2-(8Z,11Z,14Z-eicosatrienoyl)-sn-glycero-3-phosphocholine+cholesterolcholesteryl (8Z,11Z,14Z)-eicosatrienoate+1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by LCAT
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:53464CC BY 4.0Reference data

Other names

9 names

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

Also called: 20:3 Cholesterol ester20:3 Cholesteryl esterCE 20:3CE(20:3(8Z,11Z,14Z))CE(20:3)cholest-5-en-3beta-yl (8Z,11Z,14Z-eicosatrienoate)cholesteryl (8Z,11Z,14Z)-icosa-8,11,14-trienoate
Systematic name: (3beta)-cholest-5-en-3-yl (8Z,11Z,14Z)-icosa-8,11,14-trienoate(3β)-cholest-5-en-3-yl (8Z,11Z,14Z)-icosa-8,11,14-trienoate