1.0 2011-09-21 00:09:05 UTC 2019-11-26 03:21:01 UTC FDB022141 CE(18:2(9Z,12Z)) 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) [HMDB] (3b)-Cholest-5-en-3-ol, (9Z,12Z)-9,12-octadecadienoate (3b)-Cholest-5-en-3-ol, (9Z,12Z)-9,12-octadecadienoic acid (3b)-Cholest-5-en-3-ol, (Z,Z)-9,12-octadecadienoate (3b)-Cholest-5-en-3-ol, (Z,Z)-9,12-octadecadienoic acid (3beta)-Cholest-5-en-3-ol, (9Z,12Z)-9,12-octadecadienoate (3beta)-Cholest-5-en-3-ol, (9Z,12Z)-9,12-octadecadienoic acid (3beta)-Cholest-5-en-3-ol, (Z,Z)-9,12-octadecadienoate (3beta)-Cholest-5-en-3-ol, (Z,Z)-9,12-octadecadienoic acid (3β)-cholest-5-en-3-ol, (9Z,12Z)-9,12-octadecadienoate (3β)-cholest-5-en-3-ol, (9Z,12Z)-9,12-octadecadienoic acid (3β)-cholest-5-en-3-ol, (Z,Z)-9,12-octadecadienoate (3β)-cholest-5-en-3-ol, (Z,Z)-9,12-octadecadienoic acid (Z,Z)-(3b)-Cholest-5-en-3-ol 9,12-octadecadienoate (Z,Z)-(3b)-Cholest-5-en-3-ol 9,12-octadecadienoic acid (Z,Z)-(3beta)-Cholest-5-en-3-ol 9,12-octadecadienoate (Z,Z)-(3beta)-Cholest-5-en-3-ol 9,12-octadecadienoic acid (Z,Z)-(3β)-cholest-5-en-3-ol 9,12-octadecadienoate (Z,Z)-(3β)-cholest-5-en-3-ol 9,12-octadecadienoic acid 1-linoleoyl-cholesterol 18:2 Cholesteryl ester 18:2(9Z,12Z) Cholesterol ester CE(18:2) CE(18:2/0:0) CE(18:2n6/0:0) CE(18:2w6/0:0) Cholest-5-en-3b-yl (Z,Z)-octadeca-9,12-dienoate Cholest-5-en-3b-yl (Z,Z)-octadeca-9,12-dienoic acid cholest-5-en-3beta-yl (9Z,12Z-octadecadienoate cholest-5-en-3beta-yl (9Z,12Z-octadecadienoate) cholest-5-en-3beta-yl (9Z,12Z-octadecadienoic acid Cholest-5-en-3beta-yl (Z,Z)-octadeca-9,12-dienoate Cholest-5-en-3beta-yl (Z,Z)-octadeca-9,12-dienoic acid Cholest-5-en-3β-yl (Z,Z)-octadeca-9,12-dienoate Cholest-5-en-3β-yl (Z,Z)-octadeca-9,12-dienoic acid cholesterol 1-(9Z,12Z-octadecadienoate cholesterol 1-(9Z,12Z-octadecadienoate) cholesterol 1-(9Z,12Z-octadecadienoic acid cholesterol 1-(9Z,12Z-octadecadienoic acid) cholesterol 1-linoleoate cholesterol 1-linoleoic acid Cholesterol Ester(18:2) Cholesterol Ester(18:2/0:0) Cholesterol Ester(18:2n6/0:0) Cholesterol Ester(18:2w6/0:0) Cholesteryl (9Z,12Z-octadecadienoate) Cholesteryl (9Z,12Z-octadecadienoic acid) cholesteryl 1-(9Z,12Z-octadecadienoate cholesteryl 1-(9Z,12Z-octadecadienoate) cholesteryl 1-(9Z,12Z-octadecadienoic acid cholesteryl 1-(9Z,12Z-octadecadienoic acid) cholesteryl 1-linoleoate cholesteryl 1-linoleoic acid CHOLESTERYL linoleATE CHOLESTERYL linoleic acid C45H76O2 649.0837 648.584531676 (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 (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 604-33-1 [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 InChI=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 NAACPBBQTFFYQB-XNTGVSEISA-N belongs to the class of organic compounds known as cholesteryl esters. Cholesteryl esters are compounds containing an esterified cholestane moiety. Cholesteryl esters Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Steroid esters Aliphatic homopolycyclic compounds Carbonyl compounds Carboxylic acid esters Cholesterols and derivatives Delta-5-steroids Hydrocarbon derivatives Lineolic acids and derivatives Monocarboxylic acids and derivatives Organic oxides Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cholestane-skeleton Cholesterol Cholesteryl ester Delta-5-steroid Hydrocarbon derivative Monocarboxylic acid or derivatives Octadecanoid Organic oxide Organic oxygen compound Organooxygen compound cholesterol ester Solid logp 10.50 ALOGPS logs -8.05 ALOGPS solubility 5.79e-06 g/l ALOGPS logp 14.2 ChemAxon pka_strongest_basic -7 ChemAxon iupac (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 ChemAxon average_mass 649.0837 ChemAxon mono_mass 648.584531676 ChemAxon 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 ChemAxon formula C45H76O2 ChemAxon inchi InChI=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 ChemAxon inchikey NAACPBBQTFFYQB-XNTGVSEISA-N ChemAxon polar_surface_area 26.3 ChemAxon refractivity 205.64 ChemAxon polarizability 86.31 ChemAxon rotatable_bond_count 21 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon HMDB00610 CLL #<Reference:0x000055ce32a97f80> #<Reference:0x000055ce32a97dc8> #<Reference:0x000055ce32a97be8> #<Reference:0x000055ce32a97990> #<Reference:0x000055ce32a977d8> Almond Type 1 specific Prunus dulcis 3755 14.5 14.5 14.5 mg/100 g Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Broccoli Type 1 specific Brassica oleracea var. italica 36774 0.017 0.017 0.017 mg/100 g Buffalo Type 1 specific Bubalus bubalis 89462 Canola Type 2 specific 138011 17.8 17.8 17.8 mg/100 g Canola oil Type 2 17.8 17.8 17.8 mg/100 g Carrot Type 1 specific Daucus carota ssp. sativus 79200 0.163 0.163 0.163 mg/100 g Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Cheddar Cheese Type 2 Cheddar Cheese 0.939 0.939 0.939 mg/100 g Cheese Type 2 specific 0.894 0.894 0.894 mg/100 g Chicken Type 1 specific Gallus gallus 9031 0.599 0.599 0.599 mg/100 g Coconut oil Type 2 1.68 1.68 1.68 mg/100 g Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Corn oil Type 2 51.9 51.9 51.9 mg/100 g Cottage cheese Type 2 0.058 0.058 0.058 mg/100 g Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Eggs Unknown generic 1.46 1.46 1.46 mg/100 g Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Haddock Type 1 specific Melanogrammus aeglefinus 8056 0.014 0.014 0.014 mg/100 g Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Milk (Cow) Type 2 specific 71.75 110.0 20.0 uM Mountain hare Type 1 specific Lepus timidus 62621 Mozzarella cheese Type 2 0.591 0.591 0.591 mg/100 g Mule deer Type 1 specific Odocoileus 9871 Nectarine Type 1 specific Prunus persica var. nucipersica 323851 0.0 0.0 0.0 mg/100 g Norway haddock Type 1 specific Sebastes viviparus 394708 0.014 0.014 0.014 mg/100 g Olive Type 1 specific Olea europaea 4146 0.557 0.557 0.557 mg/100 g Olive oil Type 2 8.4 8.4 8.4 mg/100 g Ostrich Type 1 specific Struthio camelus 8801 Parmesan cheese Type 2 0.999 0.999 0.999 mg/100 g Pheasant Type 1 specific Phasianus colchicus 9054 Pollock Type 1 specific Pollachius 8059 0.005 0.005 0.005 mg/100 g Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rice Type 1 specific Oryza sativa 4530 1.0 1.0 1.0 mg/100 g Rock ptarmigan Type 1 specific Lagopus muta 64668 Rye bread Type 2 specific 1.46 1.46 1.46 mg/100 g Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Swiss cheese Type 2 0.894 0.894 0.894 mg/100 g Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 White bread Type 1 1.67 1.67 1.67 mg/100 g Wild boar Type 1 specific Sus scrofa 9823 Wild carrot Type 1 specific Daucus carota 4039 0.163 0.163 0.163 mg/100 g Liver carboxylesterase 1 P23141 CES1 Lysosomal acid lipase/cholesteryl ester hydrolase P38571 LIPA Neutral cholesterol ester hydrolase 1 Q6PIU2 NCEH1 Phosphatidylcholine-sterol acyltransferase P04180 LCAT Scavenger receptor class B member 1 Q8WTV0 SCARB1 Sterol O-acyltransferase 1 P35610 SOAT1 Sterol O-acyltransferase 2 O75908 SOAT2