1.0 2018-08-29 17:08:33 UTC 2020-06-04 19:58:08 UTC BMDB0062600 BMDB62600 18:1 Cholesteryl ester Ce(18:1(9Z)), also known as ce(18:1) or oleoylcholesterol, belongs to the class of organic compounds known as cholesteryl esters. Cholesteryl esters are compounds containing an esterified cholestane moiety. Thus, ce(18:1(9Z)) is considered to be a sterol lipid molecule. Ce(18:1(9Z)) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (3beta)-Cholest-5-en-3-ol, (Z)-9-octadecenoate 18:1 Cholesteryl ester CE(18:1) Cholest-5-en-3-beta-yl oleate Cholest-5-en-3-yl (9Z)-9-octadecenoate Cholesteryl (9Z-octadecenoate) Cholesteryl cis-9-octadecenoate Oleoylcholesterol (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-octadecenoic acid (3Β)-cholest-5-en-3-ol, (Z)-9-octadecenoate (3Β)-cholest-5-en-3-ol, (Z)-9-octadecenoic acid Cholest-5-en-3-b-yl oleate Cholest-5-en-3-b-yl oleic acid Cholest-5-en-3-beta-yl oleic acid Cholest-5-en-3-β-yl oleate Cholest-5-en-3-β-yl oleic acid Cholest-5-en-3-yl (9Z)-9-octadecenoic acid Cholesteryl (9Z-octadecenoic acid) Cholesteryl cis-9-octadecenoic acid 1-Oleoyl-cholesterol 18:1(9Z) Cholesterol ester 3beta-Hydroxy-5-cholestene 3-oleate 5-Cholesten-3b-ol 3-oleate CE(18:1/0:0) CE(18:1n9/0:0) CE(18:1W9/0:0) Cholest-5-en-3-ol (3b)-(Z)-9-octadecenoate Cholest-5-en-3-ol (3b)-(Z)-9-octadecenoic 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 1-oleoate Cholesteryl 1-oleoic acid Cholesteryl oleate Cholesteryl oleate-9,10-3H Cholesteryl oleate-9,10-t2 Cholesteryl oleic ester Cholesteryl [9,10-3H]oleate Cholesteryl-beta-D-glucoside Cholesteryl-beta-delta-glucoside Oleic acid cholesteryl ester Cholesteryl oleate, (e)-isomer Cholesterol oleate CE(18:1(9Z)) Cholesteryl oleic acid 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 (9Z)-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 (9Z)-octadec-9-enoate 303-43-5 [H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)O[C@@]1([H])CC[C@@]2(C)C(C1)=CC[C@@]1([H])[C@]3([H])CC[C@]([H])([C@]([H])(C)CCCC(C)C)[C@@]3(C)CC[C@]21[H] 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/b15-14-/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1 RJECHNNFRHZQKU-RMUVNZEASA-N belongs to the class of organic compounds known as cholesteryl esters. Cholesteryl esters are compounds containing an esterified cholestane moiety. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Steroid esters Cholesteryl esters 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 Aliphatic homopolycyclic compounds Steryl esters cholesteryl octadec-9-enoate logp 10.68 ALOGPS logs -8.01 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 (9Z)-octadec-9-enoate ChemAxon average_mass 651.0996 ChemAxon mono_mass 650.60018174 ChemAxon smiles [H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)O[C@@]1([H])CC[C@@]2(C)C(C1)=CC[C@@]1([H])[C@]3([H])CC[C@]([H])([C@]([H])(C)CCCC(C)C)[C@@]3(C)CC[C@]21[H] 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/b15-14-/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1 ChemAxon inchikey RJECHNNFRHZQKU-RMUVNZEASA-N ChemAxon polar_surface_area 26.3 ChemAxon refractivity 204.53 ChemAxon polarizability 86.81 ChemAxon rotatable_bond_count 22 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 4 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 26121 Specdb::MsMs 1303 Specdb::MsMs 1304 Specdb::MsMs 1305 Specdb::MsMs 323878 Specdb::MsMs 323879 Specdb::MsMs 323880 Specdb::MsMs 372151 Specdb::MsMs 372152 Specdb::MsMs 372153 Milk 7.6 +/- 0.1 uM Commercial 1% milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 8.5 +/- 0.2 uM Commercial 2% milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 8.82 +/- 0.03 uM Commercial 3.25% milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 4.1 +/- 0.1 uM Commercial skim milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 C14641 5283632 46898 A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation)