Cholesteryl linoleate (BioCAD00000008428)

blood feces

Metabolite Card

Formula: C45H76O2 (648.5845)
SMILES: CCCCC\C=C/C\C=C/CCCCCCCC(=O)O[C@H]1CC[C@]2(C)C3CC[C@]4(C)C(CCC4C3CC=C2C1)[C@H](C)CCCC(C)C

Synonyms [en]

cholesteryl linoleate; CE(18:2); cholest-5-en-3beta-yl (9Z,12Z-octadecadienoate); 18:2 Cholesteryl ester; (Z,Z)-(3beta)-Cholest-5-en-3-ol 9,12-octadecadienoate; CE(18:2(9Z,12Z))

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Cholesteryl linoleate. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000008428). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Cholesteryl linoleic acid is a cholesteryl ester. A cholesteryl ester is an ester of cholesterol. Fatty acid esters of cholesterol constitute about two-thirds of the cholesterol in the plasma. Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. The accumulation of cholesterol esters in the arterial intima (the innermost layer of an artery, in direct contact with the flowing blood) is a characteristic feature of atherosclerosis. Atherosclerosis is a disease affecting arterial blood vessels. It is a chronic inflammatory response in the walls of arteries, in large part to the deposition of lipoproteins (plasma proteins that carry cholesterol and triglycerides). Cholesteryl linoleate is contained in low density lipoprotein and atherosclerotic lesions. The oxidation products of cholesteryl linoleate may cause chronic inflammatory processes. (PMID 9684755, 11950694).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 604-33-1
  • PubChem: 131801653
  • PubChem: 138113422
  • PubChem: 22833537
  • PubChem: 46936301
  • PubChem: 5287939
  • PubChem: 54609098
  • PubChem: 6379755
  • PubChem: 6538325
  • PubChem: 92819
  • ChEBI: ChEBI:41509
  • ChEBI: ChEBI:46903
  • HMDB: HMDB0000610
  • HMDB: HMDB00610
  • LipidMaps: LMST01020008
  • KEGG: C15441
  • BioCyc: CPD-21815
  • NCBI MeSH: cholesteryl linoleate
  • DrugBank: DB02092
  • Metlin: METLIN_41703
  • Metlin: METLIN_5584
  • Coconut NaturalProduct: CNP0350990.1
  • Coconut NaturalProduct: CNP0350990.2
  • Coconut NaturalProduct: CNP0479226.1

Class / Ontology

Metabolic Network
ID EC Number Name
Rhea:RHEA:42797 (9Z,12Z)-octadecadienoyl-CoA + cholesterol => cholesteryl (9Z,12Z)-octadecadienoate + CoA
Rhea:RHEA:42798 cholesteryl (9Z,12Z)-octadecadienoate + CoA => (9Z,12Z)-octadecadienoyl-CoA + cholesterol
Rhea:RHEA:42799 (9Z,12Z)-octadecadienoyl-CoA + cholesterol <=> cholesteryl (9Z,12Z)-octadecadienoate + CoA
Rhea:RHEA:43357 cholesteryl (9Z,12Z)-octadecadienoate(in) => cholesteryl (9Z,12Z)-octadecadienoate(out)
Rhea:RHEA:43358 cholesteryl (9Z,12Z)-octadecadienoate(out) => cholesteryl (9Z,12Z)-octadecadienoate(in)
Rhea:RHEA:43359 cholesteryl (9Z,12Z)-octadecadienoate(in) <=> cholesteryl (9Z,12Z)-octadecadienoate(out)
Rhea:RHEA:53473 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + cholesterol => cholesteryl (9Z,12Z)-octadecadienoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
Rhea:RHEA:53474 cholesteryl (9Z,12Z)-octadecadienoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine => 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + cholesterol
Rhea:RHEA:53475 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + cholesterol <=> cholesteryl (9Z,12Z)-octadecadienoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
BioCyc:RXN-20223 2.3.1.26 CPD-18 + CHOLESTEROL --> CPD-21815 + CO-A
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Organism Source