1.0 2016-09-30 22:55:03 UTC 2020-04-22 15:10:55 UTC BMDB0002394 BMDB02394 Cholesta-4,6-dien-3-one 4,6-Cholestadien-3-one 4,6-Cholestadiene-3-one Cholest-4,6-dien-3-one Cholesta-4,6-diene-3-one C27H42O 382.6218 382.323565966 (1S,2R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-6,8-dien-5-one cholesta-4,6-dien-3-one 566-93-8 [H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C=CC2=CC(=O)CC[C@]12C InChI=1S/C27H42O/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/h9-10,17-19,22-25H,6-8,11-16H2,1-5H3/t19-,22+,23-,24+,25+,26+,27-/m1/s1 XIWMRKFKSRYSIJ-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-oxosteroids Cyclohexenones Hydrocarbon derivatives Organic oxides 3-oxosteroid Aliphatic homopolycyclic compound Carbonyl group Cholesterol-skeleton Cyclic ketone Cyclohexenone Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Aliphatic homopolycyclic compounds Cholesterol and derivatives Solid logp 6.31 ALOGPS logs -7.24 ALOGPS logp 7.32 ChemAxon pka_strongest_acidic 19.94 ChemAxon pka_strongest_basic -4.8 ChemAxon iupac (1S,2R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-6,8-dien-5-one ChemAxon average_mass 382.6218 ChemAxon mono_mass 382.323565966 ChemAxon smiles [H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C=CC2=CC(=O)CC[C@]12C ChemAxon formula C27H42O ChemAxon inchi InChI=1S/C27H42O/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/h9-10,17-19,22-25H,6-8,11-16H2,1-5H3/t19-,22+,23-,24+,25+,26+,27-/m1/s1 ChemAxon inchikey XIWMRKFKSRYSIJ-GYKMGIIDSA-N ChemAxon polar_surface_area 17.07 ChemAxon refractivity 120.68 ChemAxon polarizability 49.21 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 16458 Specdb::CMs 167344 Specdb::MsMs 302380 Specdb::MsMs 302381 Specdb::MsMs 302382 Specdb::MsMs 345097 Specdb::MsMs 345098 Specdb::MsMs 345099 Specdb::MsMs 2226506 Specdb::MsMs 2228850 Specdb::MsMs 2230576 Specdb::MsMs 2416597 Specdb::MsMs 2416598 Specdb::MsMs 2416599 Specdb::MsMs 2548735 Specdb::MsMs 2548736 Specdb::MsMs 2548737 FDB022993 2299095 205734 3034666 6663 Parish, Edward J.; Sun, Hang; Lu, Ding; Kizito, Stephen A.; Qiu, Zhihai. New chemical syntheses of cholest-4,6-dien-3-one. Lipids (2002), 37(12), 1197-1200.