1.0 2011-09-21 00:06:22 UTC 2015-07-21 06:56:54 UTC FDB021976 3b,15b,17a-Trihydroxy-pregnenone 3b,15b,17a-Trihydroxy-pregnenone is a major 15 beta-hydroxylated metabolite unique to the human perinatal period. (PMID 8750436) The chemical synthesis of 15&#946;-hydroxylated steroids is for use in the (a) development of new immunoassay techniques for application to newborn screening programs and fetal well-being; (b) development of new anti-androgenic drugs; and (c) study of androgen/estrogen interaction in late pregnancy. [HMDB] (3beta,15beta)3,15,17-trihydroxy-Pregn-5-en-20-one 3b,15b,17a-Trihydroxy-5-pregnen-20-one 3b,15b,17a-Trihydroxy-Pregnenone 3beta,15beta,17alpha-Trihydroxy-5-pregnen-20-one C21H32O4 348.4764 348.230059512 (1S,2S,10R,11S,12R,14R,15S)-14-ethyl-5,12,14-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-3-one (1S,2S,10R,11S,12R,14R,15S)-14-ethyl-5,12,14-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-3-one 80380-40-1 [H][C@@]12[C@H](O)C[C@](O)(CC)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(O)=CC(=O)[C@]12C InChI=1S/C21H32O4/c1-4-21(25)11-16(23)18-14-6-5-12-9-13(22)10-17(24)20(12,3)15(14)7-8-19(18,21)2/h10,12,14-16,18,22-23,25H,4-9,11H2,1-3H3/t12?,14-,15+,16-,18-,19+,20+,21-/m1/s1 YXMCPINQJVUPGV-HETPMVKVSA-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. Gluco/mineralocorticoids, progestogins and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Pregnane steroids Aliphatic homopolycyclic compounds 17-hydroxysteroids 3-hydroxysteroids Cyclic alcohols and derivatives Cyclohexenones Enols Hydrocarbon derivatives Organic oxides Oxosteroids Polyols Secondary alcohols Tertiary alcohols Vinylogous acids 1-oxosteroid 15-hydroxysteroid 17-hydroxysteroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Cyclic alcohol Cyclohexenone Enol Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Polyol Progestogin-skeleton Secondary alcohol Tertiary alcohol Vinylogous acid Solid logp 2.27 ALOGPS logs -3.37 ALOGPS solubility 1.48e-01 g/l ALOGPS logp 2.52 ChemAxon pka_strongest_acidic 8.75 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac (1S,2S,10R,11S,12R,14R,15S)-14-ethyl-5,12,14-trihydroxy-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@@]12[C@H](O)C[C@](O)(CC)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(O)=CC(=O)[C@]12C ChemAxon formula C21H32O4 ChemAxon inchi InChI=1S/C21H32O4/c1-4-21(25)11-16(23)18-14-6-5-12-9-13(22)10-17(24)20(12,3)15(14)7-8-19(18,21)2/h10,12,14-16,18,22-23,25H,4-9,11H2,1-3H3/t12?,14-,15+,16-,18-,19+,20+,21-/m1/s1 ChemAxon inchikey YXMCPINQJVUPGV-HETPMVKVSA-N ChemAxon polar_surface_area 77.76 ChemAxon refractivity 97.51 ChemAxon polarizability 39.74 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 16917 Specdb::CMs 37457 Specdb::CMs 136960 Specdb::CMs 144694 Specdb::CMs 1059321 Specdb::CMs 1059323 Specdb::CMs 1059325 Specdb::CMs 1059327 Specdb::CMs 1059329 Specdb::CMs 1059331 Specdb::CMs 1059333 Specdb::CMs 1059335 Specdb::CMs 1059337 Specdb::CMs 1059339 Specdb::CMs 1059341 Specdb::CMs 1059343 Specdb::CMs 1059345 Specdb::MsMs 303436 Specdb::MsMs 303437 Specdb::MsMs 303438 Specdb::MsMs 346378 Specdb::MsMs 346379 Specdb::MsMs 346380 Specdb::MsMs 2773691 Specdb::MsMs 2773692 Specdb::MsMs 2773693 Specdb::MsMs 2905548 Specdb::MsMs 2905549 Specdb::MsMs 2905550 HMDB00353 #<Reference:0x000055ce31c8c7b0> #<Reference:0x000055ce31c8c5f8> #<Reference:0x000055ce31c8c3c8> #<Reference:0x000055ce31c8c1c0> #<Reference:0x000055ce31c8c008> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823