1.0 2016-09-30 22:49:42 UTC 2020-05-21 16:28:48 UTC BMDB0001993 BMDB01993 7a-Hydroxy-cholestene-3-one 7alpha-Hydroxy-4-cholesten-3-one Cholest-4-en-7alpha-ol-3-one 7a-Hydroxy-4-cholesten-3-one 7Α-hydroxy-4-cholesten-3-one Cholest-4-en-7a-ol-3-one Cholest-4-en-7α-ol-3-one 7-Hydroxy-4-cholesten-3-one Cholest-4-en-7 alpha-ol-3-one 7 alpha-Hydroxy-4-cholesten-3-one 7 alpha-3Ox-C 7-a-Hydroxy-4-cholesten-3-one 7-a-Hydroxycholest-4-en-3-one 7-alpha-Hydroxy-4-cholesten-3-one 7-alpha-Hydroxycholest-4-en-3-one 7-Hydroxycholest-4-en-3-one 7a-Hydroxy-4-cholesten-3-one-12alpha 7alpha-Hydroxycholest-4-en-3-one HCO C27H44O2 400.6371 400.334130652 (1S,2R,9R,10S,11S,14R,15R)-9-hydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one 7α-hydroxy-4-cholesten-3-one 3862-25-7 [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C InChI=1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h15,17-18,21-25,29H,6-14,16H2,1-5H3/t18-,21-,22+,23+,24-,25+,26+,27-/m1/s1 IOIZWEJGGCZDOL-RQDYSCIWSA-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 7-hydroxysteroids Cyclic alcohols and derivatives Cyclohexenones Delta-4-steroids Hydrocarbon derivatives Organic oxides Secondary alcohols 3-oxo-delta-4-steroid 3-oxosteroid 7-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Cholesterol-skeleton Cyclic alcohol Cyclic ketone Cyclohexenone Delta-4-steroid Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Secondary alcohol Aliphatic homopolycyclic compounds 3-oxo steroid 7alpha-hydroxy steroid C27 bile acids, alcohols, and derivatives Cholesterol and derivatives cholestanoid Solid logp 5.46 ALOGPS logs -6.37 ALOGPS logp 6.37 ChemAxon pka_strongest_acidic 17.14 ChemAxon pka_strongest_basic -0.64 ChemAxon iupac (1S,2R,9R,10S,11S,14R,15R)-9-hydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one ChemAxon average_mass 400.6371 ChemAxon mono_mass 400.334130652 ChemAxon smiles [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C ChemAxon formula C27H44O2 ChemAxon inchi InChI=1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h15,17-18,21-25,29H,6-14,16H2,1-5H3/t18-,21-,22+,23+,24-,25+,26+,27-/m1/s1 ChemAxon inchikey IOIZWEJGGCZDOL-RQDYSCIWSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 121.16 ChemAxon polarizability 50.6 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 2 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 Bile Acid Biosynthesis SMP0087236 Specdb::CMs 24532 Specdb::CMs 38214 Specdb::CMs 147059 Specdb::MsMs 94854 Specdb::MsMs 94855 Specdb::MsMs 94856 Specdb::MsMs 158982 Specdb::MsMs 158983 Specdb::MsMs 158984 Specdb::MsMs 2353066 Specdb::MsMs 2353067 Specdb::MsMs 2353068 Specdb::MsMs 2585578 Specdb::MsMs 2585579 Specdb::MsMs 2585580 Liver 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 C05455 110306 123743 FDB022786 45848 6419 17899 Alexander, David L.; Fisher, Jed F. A convenient synthesis of 7a-hydroxycholest-4-en-3-one by the hydroxypropyl-b-cyclodextrin-facilitated cholesterol oxidase oxidation of 3b,7a-cholest-5-ene-3,7-diol. Steroids (1995), 60(3), 290-4. BMDBP00024 Prostacyclin synthase Q29626 PTGIS Enzyme BMDBP01290 Dihydrodiol dehydrogenase 3 P52898 Enzyme