Cholesteryl oleate (BioCAD00000008429)

blood feces adipose tissue adrenal cortex adrenal gland epidermis fibroblasts intestine liver neuron platelet spleen testis

Metabolite Card

Formula: C45H78O2 (650.6001)
SMILES: CCCCCCCC\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 oleate; Cholesteryl cis-9-octadecenoate; Oleoylcholesterol; Cholest-5-en-3-beta-yl oleate; CE(18:1); Oleic acid cholesteryl ester

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Cholesteryl oleate. 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: BioCAD00000008429). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Cholesteryl oleate 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 esters, formed by the esterification of cholesterol with long-chain fatty acids, on one hand, are the means by which cholesterol is transported through the blood by lipoproteins, on the other, the way cholesterol itself can be accumulated in the cells. (PMID: 15939411).

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 303-43-5
  • PubChem: 50938266
  • PubChem: 5283632
  • ChEBI: ChEBI:46898
  • HMDB: HMDB0000918
  • HMDB: HMDB00918
  • LipidMaps: LMST01020003
  • KEGG: C14641
  • BioCyc: CPD-15951
  • NCBI MeSH: cholesteryl oleate
  • RefMet: RM0133238
  • Coconut NaturalProduct: CNP0359224.1

Class / Ontology

Metabolic Network
ID EC Number Name
Rhea:RHEA:33876 cholesteryl (9Z-octadecenoate) + H2O => cholesterol + (9Z)-octadecenoate + H+
Rhea:RHEA:33877 cholesterol + (9Z)-octadecenoate + H+ => cholesteryl (9Z-octadecenoate) + H2O
Rhea:RHEA:33878 cholesteryl (9Z-octadecenoate) + H2O <=> cholesterol + (9Z)-octadecenoate + H+
Rhea:RHEA:41437 cholesterol + (9Z)-octadecenoyl-CoA => cholesteryl (9Z-octadecenoate) + CoA
Rhea:RHEA:41438 cholesteryl (9Z-octadecenoate) + CoA => cholesterol + (9Z)-octadecenoyl-CoA
Rhea:RHEA:41439 cholesterol + (9Z)-octadecenoyl-CoA <=> cholesteryl (9Z-octadecenoate) + CoA
Rhea:RHEA:43349 cholesteryl (9Z-octadecenoate)(in) => cholesteryl (9Z-octadecenoate)(out)
Rhea:RHEA:43350 cholesteryl (9Z-octadecenoate)(out) => cholesteryl (9Z-octadecenoate)(in)
Rhea:RHEA:43351 cholesteryl (9Z-octadecenoate)(in) <=> cholesteryl (9Z-octadecenoate)(out)
Rhea:RHEA:53457 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + cholesterol => cholesteryl (9Z-octadecenoate) + 1-hexadecanoyl-sn-glycero-3-phosphocholine
Rhea:RHEA:53458 cholesteryl (9Z-octadecenoate) + 1-hexadecanoyl-sn-glycero-3-phosphocholine => 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + cholesterol
Rhea:RHEA:53459 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + cholesterol <=> cholesteryl (9Z-octadecenoate) + 1-hexadecanoyl-sn-glycero-3-phosphocholine
BioCyc:RXN-20221 2.3.1.26 OLEOYL-COA + CHOLESTEROL --> CPD-15951 + CO-A
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Organism Source

Taxonomy Source

  1. Homo sapiens [ncbi taxid: 9606]
  2. Mus musculus [ncbi taxid: 10090]

Pathway Synthetic

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