1.0 2016-09-30 22:47:48 UTC 2020-04-22 15:08:44 UTC BMDB0001569 BMDB01569 Epi-coprostanol (3-alpha,5-alpha)-Cholestan-3-ol 3alpha-Hydroxy-5alpha-cholestane 5alpha-Cholestan-3alpha-ol Epi-cholestanol Epicholestanol Epidehydrocholesterin Presteron Dihydrin (3-a,5-a)-Cholestan-3-ol (3-Α,5-α)-cholestan-3-ol 3a-Hydroxy-5a-cholestane 3Α-hydroxy-5α-cholestane 5a-Cholestan-3a-ol 5Α-cholestan-3α-ol 5b-Cholestan-3a-ol 5b-Cholestane-3a-ol 5b-Cholestanol 5beta-Cholestan-3alpha-ol 5beta-Cholestane-3alpha-ol 5beta-Cholestanol a-Coprostanol alpha-Coprostanol Epi-coprosterol Epicoprostanol Epicoprosterol C27H48O 388.6694 388.370516158 (1S,2S,5R,7S,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol (1S,2S,5R,7S,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol 516-95-0 [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C InChI=1S/C27H48O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-25,28H,6-17H2,1-5H3/t19-,20+,21-,22+,23-,24+,25+,26+,27-/m1/s1 QYIXCDOBOSTCEI-FBVYSKEZSA-N belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Cholestane steroids Cholesterols and derivatives 3-alpha-hydroxysteroids Cyclic alcohols and derivatives Hydrocarbon derivatives Secondary alcohols 3-alpha-hydroxysteroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Cholesterol Cholesterol-skeleton Cyclic alcohol Hydrocarbon derivative Hydroxysteroid Organic oxygen compound Organooxygen compound Secondary alcohol Aliphatic homopolycyclic compounds 3alpha-sterol 5alpha-cholestane Cholesterol and derivatives Solid melting_point 113 - 114 °C logp 7.02 ALOGPS logs -7.41 ALOGPS logp 7.52 ChemAxon pka_strongest_acidic 18.3 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac (1S,2S,5R,7S,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol ChemAxon average_mass 388.6694 ChemAxon mono_mass 388.370516158 ChemAxon smiles [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C ChemAxon formula C27H48O ChemAxon inchi InChI=1S/C27H48O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-25,28H,6-17H2,1-5H3/t19-,20+,21-,22+,23-,24+,25+,26+,27-/m1/s1 ChemAxon inchikey QYIXCDOBOSTCEI-FBVYSKEZSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 119.77 ChemAxon polarizability 51.12 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 4 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::NmrOneD 1735 Specdb::MsMs 46293 Specdb::MsMs 46294 Specdb::MsMs 46295 Specdb::MsMs 116856 Specdb::MsMs 116857 Specdb::MsMs 116858 Specdb::MsMs 2261365 Specdb::MsMs 2261366 Specdb::MsMs 2261367 Specdb::MsMs 3077262 Specdb::MsMs 3077263 Specdb::MsMs 3077264 Specdb::CMs 22282 Specdb::CMs 38131 Specdb::CMs 133017 Specdb::CMs 140751 Specdb::NmrTwoD 1676 C12978 FDB022694 59456 66066 31542 6329 Ruzicka, L.; Brungger, H.; Eichenberger, E.; Meyer, Jules. Polyterpenes and polyterpenoids. XCI. Preparation of coprosterol, epicoprosterol and epihydrocholesterol. Spatial position of the hydroxyl group in the sterols. Helvetica Chimica Acta (1934), 17 1407-16.