Back to Compounds

CE(18:2(9Z,12Z)) (PC000173)

Record Information
Version1.0
Creation date2015-10-09 22:29:02 UTC
Update date2017-01-19 02:36:15 UTC
FoodComEx IDPC000173
FoodDB RecordFDB022141
Chemical Information
NameCE(18:2(9Z,12Z))
DescriptionCholesteryl 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) [HMDB]
CAS Number604-33-1
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(3b)-Cholest-5-en-3-ol, (9Z,12Z)-9,12-octadecadienoateGenerator
(3b)-Cholest-5-en-3-ol, (9Z,12Z)-9,12-octadecadienoic acidGenerator
(3b)-Cholest-5-en-3-ol, (Z,Z)-9,12-octadecadienoateGenerator
(3b)-Cholest-5-en-3-ol, (Z,Z)-9,12-octadecadienoic acidGenerator
(3beta)-Cholest-5-en-3-ol, (9Z,12Z)-9,12-octadecadienoateChEBI
(3beta)-Cholest-5-en-3-ol, (9Z,12Z)-9,12-octadecadienoic acidGenerator
(3beta)-Cholest-5-en-3-ol, (Z,Z)-9,12-octadecadienoateChEBI
(3beta)-Cholest-5-en-3-ol, (Z,Z)-9,12-octadecadienoic acidGenerator
(3β)-cholest-5-en-3-ol, (9Z,12Z)-9,12-octadecadienoateGenerator
(3β)-cholest-5-en-3-ol, (9Z,12Z)-9,12-octadecadienoic acidGenerator
(3β)-cholest-5-en-3-ol, (Z,Z)-9,12-octadecadienoateGenerator
(3β)-cholest-5-en-3-ol, (Z,Z)-9,12-octadecadienoic acidGenerator
(Z,Z)-(3b)-Cholest-5-en-3-ol 9,12-octadecadienoateGenerator
(Z,Z)-(3b)-Cholest-5-en-3-ol 9,12-octadecadienoic acidGenerator
(Z,Z)-(3beta)-Cholest-5-en-3-ol 9,12-octadecadienoateChEBI
(Z,Z)-(3beta)-Cholest-5-en-3-ol 9,12-octadecadienoic acidGenerator
(Z,Z)-(3β)-cholest-5-en-3-ol 9,12-octadecadienoateGenerator
(Z,Z)-(3β)-cholest-5-en-3-ol 9,12-octadecadienoic acidGenerator
1-linoleoyl-cholesterolhmdb
18:2 Cholesteryl esterChEBI
18:2(9Z,12Z) Cholesterol esterhmdb
CE(18:2)hmdb
CE(18:2/0:0)hmdb
CE(18:2n6/0:0)hmdb
CE(18:2w6/0:0)hmdb
Cholest-5-en-3b-yl (Z,Z)-octadeca-9,12-dienoateGenerator
Cholest-5-en-3b-yl (Z,Z)-octadeca-9,12-dienoic acidGenerator
cholest-5-en-3beta-yl (9Z,12Z-octadecadienoatehmdb
cholest-5-en-3beta-yl (9Z,12Z-octadecadienoate)hmdb
cholest-5-en-3beta-yl (9Z,12Z-octadecadienoic acidhmdb
Cholest-5-en-3beta-yl (Z,Z)-octadeca-9,12-dienoateChEBI
Cholest-5-en-3beta-yl (Z,Z)-octadeca-9,12-dienoic acidGenerator
Cholest-5-en-3β-yl (Z,Z)-octadeca-9,12-dienoateGenerator
Cholest-5-en-3β-yl (Z,Z)-octadeca-9,12-dienoic acidGenerator
cholesterol 1-(9Z,12Z-octadecadienoatehmdb
cholesterol 1-(9Z,12Z-octadecadienoate)hmdb
cholesterol 1-(9Z,12Z-octadecadienoic acidhmdb
cholesterol 1-(9Z,12Z-octadecadienoic acid)hmdb
cholesterol 1-linoleoatehmdb
cholesterol 1-linoleoic acidhmdb
Cholesterol Ester(18:2)hmdb
Cholesterol Ester(18:2/0:0)hmdb
Cholesterol Ester(18:2n6/0:0)hmdb
Cholesterol Ester(18:2w6/0:0)hmdb
Cholesteryl (9Z,12Z-octadecadienoate)ChEBI
Cholesteryl (9Z,12Z-octadecadienoic acid)Generator
cholesteryl 1-(9Z,12Z-octadecadienoatehmdb
cholesteryl 1-(9Z,12Z-octadecadienoate)hmdb
cholesteryl 1-(9Z,12Z-octadecadienoic acidhmdb
cholesteryl 1-(9Z,12Z-octadecadienoic acid)hmdb
cholesteryl 1-linoleoatehmdb
cholesteryl 1-linoleoic acidhmdb
CHOLESTERYL linoleATEChEBI
CHOLESTERYL linoleic acidGenerator
Chemical FormulaC45H76O2
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 octadeca-9,12-dienoate
InChI IdentifierInChI=1S/C45H76O2/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/h11-12,14-15,26,35-36,38-42H,7-10,13,16-25,27-34H2,1-6H3/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1
InChI KeyNAACPBBQTFFYQB-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=CCC=CCCCCC
Average Molecular Weight649.0837
Monoisotopic Molecular Weight648.584531676
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
  • Octadecanoid
  • 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 1 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 P592
Cayman Chemical 22597
MetaSci HMDB0000610
Sigma-Aldrich HMDB0000610