1.0 2016-09-30 22:38:39 UTC 2020-05-11 20:38:18 UTC BMDB0000921 BMDB00921 Cholestenone 4-Cholesten-3-one Cholest-4-en-3-one (17b)-17-Octylandrost-4-en-3-one 3-Oxocholest-4-ene D4-Cholesten-3-one D4-Cholestenone (+)-4-Cholesten-3-one (17beta)-17-Octylandrost-4-en-3-one (17Β)-17-octylandrost-4-en-3-one 4-Cholestenone Cholesterone delta4-Cholesten-3-one delta4-Cholestenone Δ4-cholesten-3-one Δ4-cholestenone C27H44O 384.6377 384.33921603 (1S,2R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one (1S,2R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one 601-57-0 [H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C InChI=1S/C27H44O/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/h17-19,22-25H,6-16H2,1-5H3/t19-,22+,23-,24+,25+,26+,27-/m1/s1 NYOXRYYXRWJDKP-GYKMGIIDSA-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 delta-4-steroids Cyclohexenones Delta-4-steroids Hydrocarbon derivatives Organic oxides 3-oxo-delta-4-steroid 3-oxosteroid Aliphatic homopolycyclic compound Carbonyl group Cholesterol-skeleton Cyclic ketone Cyclohexenone Delta-4-steroid Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Aliphatic homopolycyclic compounds 3-oxo Delta(4)-steroid Cholesterol and derivatives cholestanoid Solid melting_point 79 - 82 °C logp 6.57 ALOGPS logs -7.23 ALOGPS logp 7.68 ChemAxon pka_strongest_acidic 19.09 ChemAxon pka_strongest_basic -4.8 ChemAxon iupac (1S,2R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one ChemAxon average_mass 384.6377 ChemAxon mono_mass 384.33921603 ChemAxon smiles [H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C ChemAxon formula C27H44O ChemAxon inchi InChI=1S/C27H44O/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/h17-19,22-25H,6-16H2,1-5H3/t19-,22+,23-,24+,25+,26+,27-/m1/s1 ChemAxon inchikey NYOXRYYXRWJDKP-GYKMGIIDSA-N ChemAxon polar_surface_area 17.07 ChemAxon refractivity 119.57 ChemAxon polarizability 49.79 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::CMs 13481 Specdb::CMs 160922 Specdb::NmrTwoD 1545 Specdb::NmrOneD 1604 Specdb::MsMs 1309 Specdb::MsMs 1310 Specdb::MsMs 1311 Specdb::MsMs 295732 Specdb::MsMs 295733 Specdb::MsMs 295734 Specdb::MsMs 336811 Specdb::MsMs 336812 Specdb::MsMs 336813 Specdb::MsMs 2236291 Specdb::MsMs 2237115 Specdb::MsMs 2238351 Specdb::MsMs 2239213 Specdb::MsMs 2242462 Specdb::MsMs 2243379 Specdb::MsMs 2324395 Specdb::MsMs 2324396 Specdb::MsMs 2324397 Specdb::MsMs 2611184 Specdb::MsMs 2611185 Specdb::MsMs 2611186 Gallbladder Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 FDB022319 82602 C00599 C00036093 91477 16175 CPD-323 3898 Mori, Susumu. Steroids. IX. A new synthesis of cholestenone and the addition of hypochlorous acid to cholesterol. Nippon Kagaku Kaishi (1921-47) (1952), Pure Chem. Sect. 73 547-9.