Compound
cholesteryl (9Z-octadecenoate)
The (Z)-stereoisomer of cholesteryl octadec-9-enoate.
Definition from ChEBI (CHEBI:46898), read 2026-09-23. CC BY 4.0.
Structure
No three-dimensional record for this entry.
- Class
- Organic compound
- Formula
- C45H78O2
- Mass
- 651.117 g/mol
- Charge
- 0
- InChIKey
- RJECHNNFRHZQKU-RMUVNZEASA-N
- SMILES
- [H][C@@]12CC=C3C[C@@H](OC(=O)CCCCCCC/C=CCCCCCCCC)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
- ChEBIBy 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
- LIPEProteinUNIPROT:Q05469substrate ofInferred only28 paths28 endpoints
- LIPAProteinUNIPROT:P38571substrate ofInferred only27 paths9 endpoints
- CELProteinUNIPROT:P19835substrate ofInferred only24 paths8 endpoints
- CES1ProteinUNIPROT:P23141metabolized byInferred only20 paths20 endpoints
- NCEH1ProteinUNIPROT:Q6PIU2substrate ofInferred only6 paths6 endpoints
- CETPProteinUNIPROT:P11597transported byInferred only4 paths4 endpoints
What the reference databases state
Statements
10 statements
10 statements · 2 reference databases · Subject: cholesteryl (9Z-octadecenoate) · Sources: Human-GEM, Rhea
- cholesteryl (9Z-octadecenoate) is metabolised by CES1ProteinRhea RHEA:33875Inferred only
- cholesteryl (9Z-octadecenoate) is a substrate of CELProteinRhea RHEA:33875Inferred only
- cholesteryl (9Z-octadecenoate) is a substrate of CELProteinHuman-GEM MAR03552Inferred only
- cholesteryl (9Z-octadecenoate) is a substrate of CELProteinHuman-GEM MAR03700Inferred only
- cholesteryl (9Z-octadecenoate) is a substrate of LIPAProteinHuman-GEM MAR03552Inferred only
- cholesteryl (9Z-octadecenoate) is a substrate of LIPAProteinHuman-GEM MAR03700Inferred only
- cholesteryl (9Z-octadecenoate) is a substrate of LIPAProteinRhea RHEA:33875Inferred only
- cholesteryl (9Z-octadecenoate) is a substrate of LIPEProteinRhea RHEA:33875Inferred only
- cholesteryl (9Z-octadecenoate) is a substrate of NCEH1ProteinRhea RHEA:33875Inferred only
- cholesteryl (9Z-octadecenoate) is transported by CETPProteinRhea RHEA:43348Inferred only
Reactions
11 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 undeterminablelysosome
Human-GEM MAR03537CC BY 4.0Reference data
cholesteryl (9Z-octadecenoate)+waterCHEBI:1307929+proton+(9Z)-octadecenoate
Reaction pageLeft to rightBalancedEC 3.1.1.13lysosome
Human-GEM MAR03552CC 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 undeterminableendoplasmic reticulum
Human-GEM MAR03622CC BY 4.0Reference data
CHEBI:1307929+oleoyl-CoAcholesteryl (9Z-octadecenoate)+CHEBI:1146900
Reaction pageLeft to rightBalancedEC 2.3.1.26endoplasmic reticulum
Human-GEM MAR03641CC BY 4.0Reference data
cholesteryl (9Z-octadecenoate)+waterCHEBI:1307929+proton+(9Z)-octadecenoate
Reaction pageLeft to rightBalancedEC 3.1.1.13endoplasmic reticulum
Human-GEM MAR03700CC 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 undeterminablelysosome
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 undeterminableendoplasmic reticulum
Human-GEM MAR10038CC BY 4.0Reference data
cholesteryl (9Z-octadecenoate)+watercholesterol+(9Z)-octadecenoate+hydron
Catalysed by CEL or CES1 or LIPA or LIPE or NCEH1
Reaction pageLeft to rightBalanced
Rhea RHEA:33875CC BY 4.0Reference data
cholesterol+(9Z)-octadecenoyl-CoAcholesteryl (9Z-octadecenoate)+coenzyme A(4-)
Reaction pageLeft to rightBalanced
Rhea RHEA:41436CC BY 4.0Reference data
cholesteryl (9Z-octadecenoate)cholesteryl (9Z-octadecenoate)
Transported by CETP
Reaction pageDirection not assertedBalanced
Rhea RHEA:43348CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+cholesterolcholesteryl (9Z-octadecenoate)+1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by LCAT
Reaction pageLeft to rightBalanced
Rhea RHEA:53456CC BY 4.0Reference data
Other names
16 names
Resolves to: cholesteryl (9Z-octadecenoate)
- Also called
- (3beta)-cholest-5-en-3-ol, (Z)-9-octadecenoate(3β)-cholest-5-en-3-ol, (Z)-9-octadecenoate(9Z-octadecenoyl)-cholesterol18:1 Cholesterol ester18:1 Cholesteryl esterCE 18:1CE(18:1(9Z))CE(18:1)Cholest-5-en-3-beta-yl oleatecholest-5-en-3-yl (9Z)-9-octadecenoatecholest-5-en-3beta-yl (9Z-octadecenoate)Cholesteryl cis-9-octadecenoateCHOLESTERYL OLEATEoleoylcholesterol
- Systematic name
- (3beta)-cholest-5-en-3-yl (9Z)-octadec-9-enoate(3β)-cholest-5-en-3-yl (9Z)-octadec-9-enoate