1.0 2011-09-21 00:24:43 UTC 2018-05-28 18:35:14 UTC FDB023103 20alpha-Dihydroprogesterone A biologically active 20-alpha-reduced metabolite of progesterone. It is converted from progesterone to 20-alpha-hydroxypregn-4-en-3-one by the 20-alpha-hydroxysteroid dehydrogenase in the corpus luteum and the placenta. -- Pubchem; Progesterone is a C-21 steroid hormone involved in the female menstrual cycle, pregnancy (supports gestation) and embryogenesis of humans and other species. Progesterone belongs to a class of hormones called progestagens, and is the major naturally occurring human progestagen. -- Wikipedia; During implantation and gestation, progesterone appears to decrease the maternal immune response to allow for the acceptance of the pregnancy. Progesterone decreases contractility of the uterine smooth muscle. The fetus metabolizes placental progesterone in the production of adrenal mineralo- and glucosteroids. A drop in progesterone levels is possibly one step that facilitates the onset of labor. In addition progesterone inhibits lactation during pregnancy. The fall in progesterone levels following delivery is one of the triggers for milk production. -- Wikipedia [HMDB] (20S)-20-Hydroxypregn-4-en-3-one 20-a-Dihydroprogesterone 20-alpha-Dihydroprogesterone 20-alpha-Hydroxydihydroprogesterone 20-alpha-Hydroxyprogesterone 20-alpha-Progerol 20(S)-Hydroxyprogesterone 20a-Dihydroprogesterone 20a-Hydroxydihydroprogesterone 20a-Hydroxypreg-4-en-3-one 20a-Hydroxypregnen-2-one 20a-Hydroxyprogesterone 20a-Progerol 20alpha-Dihydroprogesterone 20alpha-Dihydroprognenolone 20alpha-Hydroxy-4-pregnen-3-one 20alpha-Hydroxydihydroprogesterone 20alpha-Hydroxypreg-4-en-3-one 20alpha-Hydroxypregn-4-en-3-one 20alpha-Hydroxypregnen-2-one 20alpha-hydroxyprogesterone 20alpha-Progerol 20b-Dihydroprogesterone 20b-Hydroxy-4-pregnen-3-one 20b-Hydroxypregn-4-en-3-one 20beta-Dihydroprogesterone 20beta-Hydroxy-4-pregnen-3-one 20beta-Hydroxypregn-4-en-3-one 20β-dihydroprogesterone 20β-hydroxy-4-pregnen-3-one 20β-hydroxypregn-4-en-3-one Dihydrogesterone dihydroxyprogesterone Progesterol-20-alpha Progesterol-20a 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. Gluco/mineralocorticoids, progestogins and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Pregnane steroids Aliphatic homopolycyclic compounds 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 20-hydroxypregn-4-en-3-one C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives Solid logp 3.52 ALOGPS logs -4.49 ALOGPS solubility 1.02e-02 g/l 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 Specdb::MsMs 314386 Specdb::MsMs 314387 Specdb::MsMs 314388 Specdb::MsMs 360121 Specdb::MsMs 360122 Specdb::MsMs 360123 Specdb::CMs 21768 Specdb::CMs 38516 HMDB03069 #<Reference:0x000055ce31d7bd88> #<Reference:0x000055ce31d7bbd0> #<Reference:0x000055ce31d7ba18> #<Reference:0x000055ce31d7b860> #<Reference:0x000055ce31d7b6a8> #<Reference:0x000055ce31d7b4f0> #<Reference:0x000055ce31d7b338> #<Reference:0x000055ce31d7b180> #<Reference:0x000055ce31d7afc8> #<Reference:0x000055ce31d7ae10> #<Reference:0x000055ce31d7ac58> #<Reference:0x000055ce31d7aaa0> #<Reference:0x000055ce31d7a8e8> #<Reference:0x000055ce31d7a730> #<Reference:0x000055ce31d7a578> #<Reference:0x000055ce31d7a3c0> #<Reference:0x000055ce31d7a208> #<Reference:0x000055ce31d7a050> #<Reference:0x000055ce31d79e98> #<Reference:0x000055ce31d79ce0> #<Reference:0x000055ce31d79b28> #<Reference:0x000055ce31d79970> #<Reference:0x000055ce31d797b8> #<Reference:0x000055ce31d79600> #<Reference:0x000055ce31d79448> #<Reference:0x000055ce31d79290> #<Reference:0x000055ce31d790d8> 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