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CE(18:1(9Z)) (PC000191)

Record Information
Version1.0
Creation date2015-10-09 22:29:08 UTC
Update date2017-01-19 02:36:16 UTC
FoodComEx IDPC000191
FoodDB RecordFDB022317
Chemical Information
NameCE(18:1(9Z))
DescriptionCholesteryl 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) [HMDB]
CAS Number303-43-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(3b)-Cholest-5-en-3-ol, (Z)-9-octadecenoateGenerator
(3b)-Cholest-5-en-3-ol, (Z)-9-octadecenoic acidGenerator
(3beta)-Cholest-5-en-3-ol, (Z)-9-octadecenoateChEBI
(3beta)-Cholest-5-en-3-ol, (Z)-9-octadecenoic acidGenerator
(3β)-cholest-5-en-3-ol, (Z)-9-octadecenoateGenerator
(3β)-cholest-5-en-3-ol, (Z)-9-octadecenoic acidGenerator
1-oleoyl-cholesterolhmdb
18:1 Cholesteryl esterChEBI
18:1(9Z) Cholesterol esterhmdb
3beta-Hydroxy-5-cholestene 3-oleatehmdb
5-Cholesten-3b-ol 3-oleatehmdb
CE(18:1)ChEBI
CE(18:1/0:0)HMDB
CE(18:1n9/0:0)hmdb
CE(18:1w9/0:0)hmdb
Cholest-5-en-3-b-yl oleateGenerator
Cholest-5-en-3-b-yl oleic acidGenerator
Cholest-5-en-3-beta-yl oleatehmdb
Cholest-5-en-3-beta-yl oleic acidGenerator
Cholest-5-en-3-ol (3b)-(Z)-9-octadecenoatehmdb
Cholest-5-en-3-ol (3b)-(Z)-9-octadecenoic acidhmdb
Cholest-5-en-3-yl (9Z)-9-octadecenoateChEBI
Cholest-5-en-3-yl (9Z)-9-octadecenoic acidGenerator
Cholest-5-en-3-β-yl oleateGenerator
Cholest-5-en-3-β-yl oleic acidGenerator
cholest-5-en-3b-ylhmdb
cholesterol 1-(9Z-octadecenoatehmdb
cholesterol 1-(9Z-octadecenoate)hmdb
cholesterol 1-(9Z-octadecenoic acidhmdb
cholesterol 1-(9Z-octadecenoic acid)hmdb
Cholesterol 3beta-oleatehmdb
Cholesterol ester(18:1)HMDB
Cholesterol ester(18:1/0:0)HMDB
Cholesterol Ester(18:1n9/0:0)hmdb
Cholesterol Ester(18:1w9/0:0)hmdb
Cholesteroyl-oleatehmdb
Cholesteryl (9Z-octadecenoate)ChEBI
Cholesteryl (9Z-octadecenoic acid)Generator
Cholesteryl [9,10-3H]oleatehmdb
cholesteryl 1-oleoatehmdb
cholesteryl 1-oleoic acidhmdb
Cholesteryl cis-9-octadecenoatehmdb
Cholesteryl cis-9-octadecenoic acidhmdb
Cholesteryl oleatehmdb
Cholesteryl oleate-9,10-3Hhmdb
Cholesteryl oleate-9,10-t2hmdb
CHOLESTERYL oleic acidGenerator
Cholesteryl oleic esterhmdb
Cholesteryl-beta-D-glucosidehmdb
Cholesteryl-beta-delta-glucosidehmdb
Oleic acid cholesteryl esterhmdb
Oleoylcholesterolhmdb
Chemical FormulaC45H78O2
IUPAC name(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl octadec-9-enoate
InChI IdentifierInChI=1S/C45H78O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h14-15,26,35-36,38-42H,7-13,16-25,27-34H2,1-6H3/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1
InChI KeyRJECHNNFRHZQKU-XNTGVSEISA-N
Isomeric SMILES[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC(=O)CCCCCCCC=CCCCCCCCC
Average Molecular Weight651.0996
Monoisotopic Molecular Weight650.60018174
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cholesteryl esters. Cholesteryl esters are compounds containing an esterified cholestane moiety.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassSteroid esters
Direct ParentCholesteryl esters
Alternative Parents
Substituents
  • Cholesteryl ester
  • Cholesterol
  • Cholestane-skeleton
  • Delta-5-steroid
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 8 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci P574
Alfa Aesar HMDB0000918
MetaSci HMDB0000918
Toronto Research Chemicals C432553