1.0 2016-09-30 22:37:50 UTC 2020-04-22 15:05:42 UTC BMDB0000871 BMDB00871 5alpha-Cholestanone 5a-Cholestanone 5Α-cholestanone (5a,17b)-17-Octylandrostan-3-one (5alpha)-Cholestan-3-one (5alpha)-Cholestanone 5a(H)-Cholestan-3-one 5a-Cholestan-3-one 5alpha-Cholestane-3-one 5alpha-Coprostanone Coprostanone, (5alpha)-isomer Coprostanone, (5beta)-isomer Coprostanone 5-alpha-Cholestan-3-one C27H46O 386.6535 386.354866094 (1S,2S,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-one (1S,2S,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-one 566-88-1 [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C InChI=1S/C27H46O/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/h18-20,22-25H,6-17H2,1-5H3/t19-,20+,22+,23-,24+,25+,26+,27-/m1/s1 PESKGJQREUXSRR-UXIWKSIVSA-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-oxo-5-alpha-steroids Cyclic ketones Hydrocarbon derivatives Organic oxides 3-oxo-5-alpha-steroid 3-oxosteroid Aliphatic homopolycyclic compound Carbonyl group Cholesterol-skeleton Cyclic ketone Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Aliphatic homopolycyclic compounds 3-oxo steroid Cholesterol and derivatives Solid melting_point 128 - 130 °C logp 6.65 ALOGPS logs -7.43 ALOGPS logp 7.73 ChemAxon pka_strongest_basic -7.4 ChemAxon iupac (1S,2S,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-one ChemAxon average_mass 386.6535 ChemAxon mono_mass 386.354866094 ChemAxon smiles [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C ChemAxon formula C27H46O ChemAxon inchi InChI=1S/C27H46O/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/h18-20,22-25H,6-17H2,1-5H3/t19-,20+,22+,23-,24+,25+,26+,27-/m1/s1 ChemAxon inchikey PESKGJQREUXSRR-UXIWKSIVSA-N ChemAxon polar_surface_area 17.07 ChemAxon refractivity 118.74 ChemAxon polarizability 50.39 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 1 ChemAxon donor_count 0 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::NmrTwoD 1518 Specdb::CMs 14531 Specdb::CMs 31930 Specdb::CMs 31931 Specdb::CMs 99624 Specdb::CMs 99625 Specdb::CMs 147505 Specdb::NmrOneD 1576 Specdb::MsMs 1226 Specdb::MsMs 1227 Specdb::MsMs 1228 Specdb::MsMs 298084 Specdb::MsMs 298085 Specdb::MsMs 298086 Specdb::MsMs 339778 Specdb::MsMs 339779 Specdb::MsMs 339780 Specdb::MsMs 2312246 Specdb::MsMs 2312247 Specdb::MsMs 2312248 Specdb::MsMs 2650835 Specdb::MsMs 2650836 Specdb::MsMs 2650837 C03238 FDB022292 83174 92128 17762 5832 Cargill, D. I. The separation of cholesterol from related stanols and stanones by thin-layer chromatography. Analyst (1962), 87 865-9.