1.0 2016-09-30 22:46:14 UTC 2020-04-22 15:08:17 UTC BMDB0001455 BMDB01455 Alloepipregnanolone (3beta,5alpha)-3-Hydroxypregnan-20-one 3beta-Hydroxy-5alpha-pregnane-20-one 5alpha-Pregnan-3beta-ol-20-one Allopregnan-3beta-ol-20-one Epiallopregnanolone 3beta-Hydroxy-5alpha-pregnan-20-one (3b,5a)-3-Hydroxypregnan-20-one (3Β,5α)-3-hydroxypregnan-20-one 3b-Hydroxy-5a-pregnane-20-one 3Β-hydroxy-5α-pregnane-20-one 5a-Pregnan-3b-ol-20-one 5Α-pregnan-3β-ol-20-one Allopregnan-3b-ol-20-one Allopregnan-3β-ol-20-one 3b-Hydroxy-5a-pregnan-20-one 3Β-hydroxy-5α-pregnan-20-one 3 Hydroxypregnan 20 one 3 alpha Hydroxy 5 alpha pregnan 20 one 3 alpha Hydroxy 5 beta pregnan 20 one 3 alpha, 5 beta Tetrahydroprogesterone 3 alpha, 5 beta-Tetrahydroprogesterone 3 alpha-Hydroxy-5 alpha-pregnan-20-one 3 alpha-Hydroxy-5 beta-pregnan-20-one 3-Hydroxypregnan-20-one 3beta Hydroxy 5alpha pregnan 20 one Allopregnan 3 beta ol 20 one Allopregnan-3 beta-ol-20-one Eltanolone Epipregnanolone Pregnan 3alpha ol 20 one Pregnan-3alpha-ol-20-one Pregnanolone Pregnanolone, (3alpha)-isomer Pregnanolone, (3alpha, 5beta, 17-alpha)-isomer Pregnanolone, (3alpha,5alpha)-isomer Pregnanolone, (3alpha,5beta)-isomer Pregnanolone, (3beta)-isomer Pregnanolone, (3beta, 5alpha)-isomer Pregnanolone, (3beta, 5alpha, 17alpha)-isomer Pregnanolone, (3beta, 5alpha, 8alpha, 17beta)-isomer Pregnanolone, (3beta, 5beta)-isomer Pregnanolone, (3beta, 5beta, 17alpha)-isomer Pregnanolone, (3beta, 5beta,14beta)-isomer Pregnanolone, (5alpha)-isomer Sepranolone alpha-Hydroxy-5 alpha-pregnan-20-one, 3 alpha-Hydroxy-5 beta-pregnan-20-one, 3 alpha-Pregnan-20-one, 3 alpha-hydroxy-5 beta-Ol-20-one, allopregnan-3 beta-Pregnan-20-one, 3 alpha-hydroxy-5 3-deoxo-3b-Hydroxy-5a-dihydroprogesterone 3b-Allopregnanolone 3b-Hydroxy-5a,17b-pregnan-20-one 3b-Hydroxy-5a-tetrahydroprogesterone 5a-Dihydropregnenolone 5a-Pregnane-3b-ol-20-one Allopregnanolone Isopregnanolone C21H34O2 318.4935 318.255880332 1-[(1S,2S,5S,7S,10R,11S,14S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]ethan-1-one isopregnanolone 516-55-2 [H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@@H](O)CC[C@]12C InChI=1S/C21H34O2/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/h14-19,23H,4-12H2,1-3H3/t14-,15-,16-,17+,18-,19-,20-,21+/m0/s1 AURFZBICLPNKBZ-FZCSVUEKSA-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 20-oxosteroids 3-beta-hydroxysteroids Cyclic alcohols and derivatives Hydrocarbon derivatives Ketones Organic oxides Secondary alcohols 20-oxosteroid 3-beta-hydroxysteroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Cyclic alcohol Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Progestogin-skeleton Secondary alcohol Aliphatic homopolycyclic compounds 3-hydroxy-5alpha-pregnan-20-one C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives Solid melting_point 194.5 °C logp 4.28 ALOGPS logs -5.37 ALOGPS logp 3.99 ChemAxon pka_strongest_acidic 18.3 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac 1-[(1S,2S,5S,7S,10R,11S,14S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]ethan-1-one ChemAxon average_mass 318.4935 ChemAxon mono_mass 318.255880332 ChemAxon smiles [H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@@H](O)CC[C@]12C ChemAxon formula C21H34O2 ChemAxon inchi InChI=1S/C21H34O2/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/h14-19,23H,4-12H2,1-3H3/t14-,15-,16-,17+,18-,19-,20-,21+/m0/s1 ChemAxon inchikey AURFZBICLPNKBZ-FZCSVUEKSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 92.91 ChemAxon polarizability 38.72 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 17442 Specdb::CMs 38081 Specdb::CMs 173683 Specdb::MsMs 261060 Specdb::MsMs 261061 Specdb::MsMs 261062 Specdb::MsMs 280995 Specdb::MsMs 280996 Specdb::MsMs 280997 Specdb::MsMs 2738473 Specdb::MsMs 2738474 Specdb::MsMs 2738475 Specdb::MsMs 2971254 Specdb::MsMs 2971255 Specdb::MsMs 2971256 C15484 FDB022634 DB12972 83761 92787 11909 Kametani, Tetsuji; Suzuki, Koji; Nemoto, Hideo. Efficient synthesis of a pregnane-type steroid. Total synthesis of (+)-5a-dihydropregnenolone [(+)-3b-hydroxy-5a-pregnan-20-one]. Journal of the Chemical Society, Perkin Transactions 1. 1980, p.2805-2807