1.0 2016-09-30 23:07:15 UTC 2020-05-11 20:53:56 UTC BMDB0004025 BMDB04025 Pregnanediol (3a,5b,20S)-Pregnane-3,20-diol 3a,20a-Dihydroxy-5b-pregnane 5b-Pregnane-3a,20a-diol 5beta-Pregnane-3alpha,20 alpha-diol Pregnandiol C21H36O2 320.5093 320.271530396 (1S,2S,10S,11S,14S,15R)-14-ethyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,5-diol 5b-pregnane-3a,20a-diol 80-92-2 [H][C@@]12CC[C@H](CC)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(O)(O)CC[C@]12C InChI=1S/C21H36O2/c1-4-14-6-8-17-16-7-5-15-13-21(22,23)12-11-20(15,3)18(16)9-10-19(14,17)2/h14-18,22-23H,4-13H2,1-3H3/t14-,15?,16-,17-,18-,19+,20-/m0/s1 JBSVQUOGNMYMSF-CIQUAOMQSA-N belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Pregnane steroids Gluco/mineralocorticoids, progestogins and derivatives 3-alpha-hydroxysteroids 3-beta-hydroxysteroids Carbonyl hydrates Cyclic alcohols and derivatives Hydrocarbon derivatives 3-alpha-hydroxysteroid 3-beta-hydroxysteroid 3-hydroxysteroid Aliphatic homopolycyclic compound Carbonyl hydrate Cyclic alcohol Hydrocarbon derivative Hydroxysteroid Organic oxygen compound Organooxygen compound Progestogin-skeleton Aliphatic homopolycyclic compounds Solid melting_point 243.5 °C logp 4.79 ALOGPS logs -5.79 ALOGPS logp 4.52 ChemAxon pka_strongest_acidic 12.03 ChemAxon pka_strongest_basic -4 ChemAxon iupac (1S,2S,10S,11S,14S,15R)-14-ethyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,5-diol ChemAxon average_mass 320.5093 ChemAxon mono_mass 320.271530396 ChemAxon smiles [H][C@@]12CC[C@H](CC)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(O)(O)CC[C@]12C ChemAxon formula C21H36O2 ChemAxon inchi InChI=1S/C21H36O2/c1-4-14-6-8-17-16-7-5-15-13-21(22,23)12-11-20(15,3)18(16)9-10-19(14,17)2/h14-18,22-23H,4-13H2,1-3H3/t14-,15?,16-,17-,18-,19+,20-/m0/s1 ChemAxon inchikey JBSVQUOGNMYMSF-CIQUAOMQSA-N ChemAxon polar_surface_area 40.46 ChemAxon refractivity 93.95 ChemAxon polarizability 39.58 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 2 ChemAxon donor_count 2 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 12232 Specdb::CMs 38684 Specdb::MsMs 292954 Specdb::MsMs 292955 Specdb::MsMs 292956 Specdb::MsMs 333295 Specdb::MsMs 333296 Specdb::MsMs 333297 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 Spleen 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 FDB023280 2297701 3032822 C05484 Pregnanediol 7001 toh, Shinji; Ichikawa, Harumi; Takagi, Hidetoshi; Yoshizawa, Itsuo. Clinical analysis on steroids. XLII. On the rearrangement reactions of pregnanediol disulfate to D13-steroid, and its 20-isomeric sulfate to D-homosteroids. Chemical & Pharmaceutical Bull