1.0 2016-09-30 22:29:41 UTC 2020-04-22 15:03:17 UTC BMDB0000382 BMDB00382 3b,17a,21-Trihydroxypregnenone 17,21-Dihydroxypregnenolone 17a,21-Dihydroxypregnenolone 3b,17a,21-Trihydroxypregn-5-en-20-one C21H32O4 348.4764 348.230059512 (1S,2S,10S,11S,14S,15S)-5,14-dihydroxy-14-(2-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-3-one (1S,2S,10S,11S,14S,15S)-5,14-dihydroxy-14-(2-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-3-one [H][C@@]12CC[C@](O)(CCO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(O)=CC(=O)[C@]12C InChI=1S/C21H32O4/c1-19-7-5-17-15(16(19)6-8-21(19,25)9-10-22)4-3-13-11-14(23)12-18(24)20(13,17)2/h12-13,15-17,22-23,25H,3-11H2,1-2H3/t13?,15-,16-,17-,19-,20-,21-/m0/s1 RJKJQHWLCLYSHD-DGFNXGTDSA-N belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Hydroxysteroids 21-hydroxysteroids 17-hydroxysteroids 3-hydroxysteroids Cyclic alcohols and derivatives Cyclohexenones Enols Gluco/mineralocorticoids, progestogins and derivatives Hydrocarbon derivatives Organic oxides Oxosteroids Primary alcohols Tertiary alcohols Vinylogous acids 1-oxosteroid 17-hydroxysteroid 21-hydroxysteroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Cyclic alcohol Cyclohexenone Enol Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Pregnane-skeleton Primary alcohol Progestogin-skeleton Tertiary alcohol Vinylogous acid Aliphatic homopolycyclic compounds Solid logp 2.33 ALOGPS logs -3.81 ALOGPS logp 2.39 ChemAxon pka_strongest_acidic 8.84 ChemAxon pka_strongest_basic -2.4 ChemAxon iupac (1S,2S,10S,11S,14S,15S)-5,14-dihydroxy-14-(2-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-3-one ChemAxon average_mass 348.4764 ChemAxon mono_mass 348.230059512 ChemAxon smiles [H][C@@]12CC[C@](O)(CCO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(O)=CC(=O)[C@]12C ChemAxon formula C21H32O4 ChemAxon inchi InChI=1S/C21H32O4/c1-19-7-5-17-15(16(19)6-8-21(19,25)9-10-22)4-3-13-11-14(23)12-18(24)20(13,17)2/h12-13,15-17,22-23,25H,3-11H2,1-2H3/t13?,15-,16-,17-,19-,20-,21-/m0/s1 ChemAxon inchikey RJKJQHWLCLYSHD-DGFNXGTDSA-N ChemAxon polar_surface_area 77.76 ChemAxon refractivity 97.84 ChemAxon polarizability 40.01 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 3 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 16035 Specdb::CMs 37483 Specdb::MsMs 301528 Specdb::MsMs 301529 Specdb::MsMs 301530 Specdb::MsMs 344062 Specdb::MsMs 344063 Specdb::MsMs 344064 FDB022000 Heer, J.; Miescher, K. Steroids. CIV. The synthesis of the dihydroxyacetone side chain in the steroid series. Helvetica Chimica Acta (1951), 34 359-72.