1.0 2016-09-30 23:02:38 UTC 2020-05-11 20:56:05 UTC BMDB0003069 BMDB03069 20a-Dihydroprogesterone 20beta-Dihydroprogesterone 20beta-Hydroxy-4-pregnen-3-one 20beta-Hydroxypregn-4-en-3-one 20b-Dihydroprogesterone 20Β-dihydroprogesterone 20b-Hydroxy-4-pregnen-3-one 20Β-hydroxy-4-pregnen-3-one 20b-Hydroxypregn-4-en-3-one 20Β-hydroxypregn-4-en-3-one Dihydrogesterone Dihydroxyprogesterone Dihydroprogesterone Algestone C21H32O2 316.4776 316.240230268 (1S,2R,10S,11S,14S,15S)-14-[(1R)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one 20β-dihydroprogesterone 145-14-2 [H][C@@]12CC[C@H]([C@@H](C)O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12-13,16-19,22H,4-11H2,1-3H3/t13-,16+,17-,18+,19+,20+,21-/m1/s1 RWBRUCCWZPSBFC-SJOKZOANSA-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-oxo delta-4-steroids Cyclohexenones Delta-4-steroids Hydrocarbon derivatives Hydroxysteroids Organic oxides Secondary alcohols 20-hydroxysteroid 3-oxo-delta-4-steroid 3-oxosteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Cyclic ketone Cyclohexenone Delta-4-steroid Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Progestogin-skeleton Secondary alcohol Aliphatic homopolycyclic compounds 20-hydroxypregn-4-en-3-one C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives Solid melting_point 126 - 131 °C logp 3.52 ALOGPS logs -4.49 ALOGPS logp 3.94 ChemAxon pka_strongest_acidic 19 ChemAxon pka_strongest_basic -1 ChemAxon iupac (1S,2R,10S,11S,14S,15S)-14-[(1R)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one ChemAxon average_mass 316.4776 ChemAxon mono_mass 316.240230268 ChemAxon smiles [H][C@@]12CC[C@H]([C@@H](C)O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C ChemAxon formula C21H32O2 ChemAxon inchi InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12-13,16-19,22H,4-11H2,1-3H3/t13-,16+,17-,18+,19+,20+,21-/m1/s1 ChemAxon inchikey RWBRUCCWZPSBFC-SJOKZOANSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 93.73 ChemAxon polarizability 37.82 ChemAxon rotatable_bond_count 1 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 Specdb::CMs 21768 Specdb::CMs 38516 Specdb::MsMs 314386 Specdb::MsMs 314387 Specdb::MsMs 314388 Specdb::MsMs 360121 Specdb::MsMs 360122 Specdb::MsMs 360123 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 Testis 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 83725 92747 36729 C04042 43018 2125 Sanai Y; Suzuki T; Yanaihara T; Nakayama T 20 alpha-Dihydropregnenolone-sulfate and 20 alpha-dihydroprogesterone biosynthesis and metabolism in feto-placental unit. Nippon Sanka Fujinka Gakkai zasshi (1984), 36(2), 195-201.