1.0 2011-09-21 00:26:31 UTC 2025-11-19 02:43:31 UTC FDB023222 5a-Pregnane-3,20-dione A biologically active 5-alpha-reduced metabolite of plasma progesterone. It is the immediate precursor of 5-alpha-pregnan-3-alpha-ol-20-one (allopregnanolone), a neuroactive steroid that binds with GABA(A) receptor. [HMDB] 3,20-Allopregnanedione 3,20-Dioxo-5a-pregnane 3,20-Dioxo-5alpha-pregnane 3,20-dioxo-5α-pregnane 5-a-Dihydroprogesterone 5-alpha-Dihydroprogesterone 5-alpha-Pregnane-3,20-dione 5-α-dihydroprogesterone 5a-Dihydroprogesterone 5a-Pregnan-3,20-dione 5a-Pregnane-3,20-dione 5alpha-Dihydroprogesterone 5alpha-pregnan-3,20-dione 5alpha-Pregnane-3,20-dione 5b-Pregnane-3,20-dione 5beta-Pregnane-3,20-dione 5α-dihydroprogesterone 5α-pregnane-3,20-dione Allopregnan-3,20-dione Pregnane-3,20-dione C21H32O2 316.4776 316.240230268 (1S,2S,7S,10R,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one 5a-pregnane-3,20-dione 566-65-4 [H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])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/h14,16-19H,4-12H2,1-3H3/t14-,16-,17+,18-,19-,20-,21+/m0/s1 XMRPGKVKISIQBV-BJMCWZGWSA-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 20-oxosteroids 3-oxo-5-alpha-steroids Cyclic ketones Hydrocarbon derivatives Organic oxides 20-oxosteroid 3-oxo-5-alpha-steroid 3-oxosteroid Aliphatic homopolycyclic compound Carbonyl group Cyclic ketone Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Progestogin-skeleton 20-oxo steroid 3-oxo steroid C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives C21-steroid hormone Solid logp 4.06 ALOGPS logs -5.39 ALOGPS solubility 1.29e-03 g/l ALOGPS logp 4.19 ChemAxon pka_strongest_acidic 19.34 ChemAxon pka_strongest_basic -7.1 ChemAxon iupac (1S,2S,7S,10R,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one ChemAxon average_mass 316.4776 ChemAxon mono_mass 316.240230268 ChemAxon smiles [H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])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/h14,16-19H,4-12H2,1-3H3/t14-,16-,17+,18-,19-,20-,21+/m0/s1 ChemAxon inchikey XMRPGKVKISIQBV-BJMCWZGWSA-N ChemAxon polar_surface_area 34.14 ChemAxon refractivity 91.88 ChemAxon polarizability 37.86 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Steroidogenesis SMP00130 map00140 Specdb::CMs 2202 Specdb::CMs 2205 Specdb::CMs 17000 Specdb::CMs 31482 Specdb::CMs 31483 Specdb::CMs 32029 Specdb::CMs 32030 Specdb::CMs 145920 Specdb::MsMs 303634 Specdb::MsMs 303635 Specdb::MsMs 303636 Specdb::MsMs 346618 Specdb::MsMs 346619 Specdb::MsMs 346620 Specdb::MsMs 2463897 Specdb::MsMs 2463898 Specdb::MsMs 2463899 Specdb::MsMs 2501918 Specdb::MsMs 2501919 Specdb::MsMs 2501920 HMDB03759 28952 #<Reference:0x000055ce2d848360> #<Reference:0x000055ce2d84fc78> #<Reference:0x000055ce2d84f228> #<Reference:0x000055ce2d84e468> #<Reference:0x000055ce2d84d950> #<Reference:0x000055ce2d84d5b8> #<Reference:0x000055ce2d8679e0> #<Reference:0x000055ce2d8673a0> 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 3-oxo-5-beta-steroid 4-dehydrogenase P51857 AKR1D1