1.0 2011-09-21 00:12:02 UTC 2019-11-26 03:21:02 UTC FDB022317 CE(18:1(9Z)) 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) [HMDB] (3b)-Cholest-5-en-3-ol, (Z)-9-octadecenoate (3b)-Cholest-5-en-3-ol, (Z)-9-octadecenoic acid (3beta)-Cholest-5-en-3-ol, (Z)-9-octadecenoate (3beta)-Cholest-5-en-3-ol, (Z)-9-octadecenoic acid (3β)-cholest-5-en-3-ol, (Z)-9-octadecenoate (3β)-cholest-5-en-3-ol, (Z)-9-octadecenoic acid 1-oleoyl-cholesterol 18:1 Cholesteryl ester 18:1(9Z) Cholesterol ester 3beta-Hydroxy-5-cholestene 3-oleate 5-Cholesten-3b-ol 3-oleate CE(18:1) CE(18:1/0:0) CE(18:1n9/0:0) CE(18:1w9/0:0) Cholest-5-en-3-b-yl oleate Cholest-5-en-3-b-yl oleic acid Cholest-5-en-3-beta-yl oleate Cholest-5-en-3-beta-yl oleic acid Cholest-5-en-3-ol (3b)-(Z)-9-octadecenoate Cholest-5-en-3-ol (3b)-(Z)-9-octadecenoic acid Cholest-5-en-3-yl (9Z)-9-octadecenoate Cholest-5-en-3-yl (9Z)-9-octadecenoic acid Cholest-5-en-3-β-yl oleate Cholest-5-en-3-β-yl oleic acid cholest-5-en-3b-yl cholesterol 1-(9Z-octadecenoate cholesterol 1-(9Z-octadecenoate) cholesterol 1-(9Z-octadecenoic acid cholesterol 1-(9Z-octadecenoic acid) Cholesterol 3beta-oleate Cholesterol ester(18:1) Cholesterol ester(18:1/0:0) Cholesterol Ester(18:1n9/0:0) Cholesterol Ester(18:1w9/0:0) Cholesteroyl-oleate Cholesteryl (9Z-octadecenoate) Cholesteryl (9Z-octadecenoic acid) Cholesteryl [9,10-3H]oleate cholesteryl 1-oleoate cholesteryl 1-oleoic acid Cholesteryl cis-9-octadecenoate Cholesteryl cis-9-octadecenoic acid Cholesteryl oleate Cholesteryl oleate-9,10-3H Cholesteryl oleate-9,10-t2 CHOLESTERYL oleic acid Cholesteryl oleic ester Cholesteryl-beta-D-glucoside Cholesteryl-beta-delta-glucoside Oleic acid cholesteryl ester Oleoylcholesterol C45H78O2 651.0996 650.60018174 (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 (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 303-43-5 [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 InChI=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 RJECHNNFRHZQKU-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 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 Organic oxide Organic oxygen compound Organooxygen compound cholesterol ester Solid logp 10.68 ALOGPS logs -8.01 ALOGPS solubility 6.33e-06 g/l ALOGPS logp 14.56 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 octadec-9-enoate ChemAxon average_mass 651.0996 ChemAxon mono_mass 650.60018174 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=CCCCCCCCC ChemAxon formula C45H78O2 ChemAxon inchi InChI=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 ChemAxon inchikey RJECHNNFRHZQKU-XNTGVSEISA-N ChemAxon polar_surface_area 26.3 ChemAxon refractivity 204.53 ChemAxon polarizability 87.33 ChemAxon rotatable_bond_count 22 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon HMDB00918 46898 2OB #<Reference:0x000055ce33429f80> #<Reference:0x000055ce33429dc8> #<Reference:0x000055ce33429c10> #<Reference:0x000055ce33429a58> #<Reference:0x000055ce334298a0> #<Reference:0x000055ce334296e8> #<Reference:0x000055ce33429530> #<Reference:0x000055ce33429378> #<Reference:0x000055ce334291c0> #<Reference:0x000055ce33429008> #<Reference:0x000055ce33428e50> #<Reference:0x000055ce33428c98> #<Reference:0x000055ce33428ae0> #<Reference:0x000055ce33428928> #<Reference:0x000055ce33428770> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 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 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Milk (Cow) Type 2 specific 7.255 8.82 4.1 uM Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 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