1.0 2011-09-21 00:26:45 UTC 2017-03-11 23:00:21 UTC FDB023238 3a,7a-Dihydroxy-5b-cholestanate 20 alpha-dihydroxyprogesterone is a biologically weaker progestin. Progestin facilitates estrogen induction of the preovulatory luteinizing hormone (LH) surge. It is known that 20 alpha-dihydroxyprogesterone is increased at midcycle but its importance in regulating LH has not been studied. Howevever periovulatory levels of 20 alpha-dihydroxyprogesterone do not play a role in modulating the estrogen-induced bioactive LH surge. (PMID:2245841) [HMDB] 17,20a-Dihydroxy-4-pregnen-3-one 17,20a-dihydroxy-Pregn-4-en-3-one 17a-Hydroxy-20a-dihydroprogesterone 17a,20a-Dihydroxy-4-pregnen-3-one 17a,20a-Dihydroxypregn-4-ene-3-one 17a,20a-Dihydroxyprogesterone 20a-Dihydroxyprogesterone Pregn-4-ene-17a,20a-diol-3-one C21H32O3 332.477 332.23514489 (1S,2R,10R,11S,14S,15S)-14-hydroxy-14-(2-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one 20a-dihydroxyprogesterone 652-69-7 [H][C@@]12CC[C@](O)(CCO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C InChI=1S/C21H32O3/c1-19-8-5-15(23)13-14(19)3-4-16-17(19)6-9-20(2)18(16)7-10-21(20,24)11-12-22/h13,16-18,22,24H,3-12H2,1-2H3/t16-,17+,18+,19+,20+,21+/m1/s1 ABBVGECYEGYVPY-CEGNMAFCSA-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. 21-hydroxysteroids Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Hydroxysteroids Aliphatic homopolycyclic compounds 17-hydroxysteroids 3-oxo delta-4-steroids Cyclic alcohols and derivatives Cyclohexenones Delta-4-steroids Gluco/mineralocorticoids, progestogins and derivatives Hydrocarbon derivatives Organic oxides Primary alcohols Tertiary alcohols 17-hydroxysteroid 21-hydroxysteroid 3-oxo-delta-4-steroid 3-oxosteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Cyclic alcohol Cyclic ketone Cyclohexenone Delta-4-steroid Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Pregnane-skeleton Primary alcohol Progestogin-skeleton Tertiary alcohol Solid logp 2.79 ALOGPS logs -3.96 ALOGPS solubility 3.63e-02 g/l ALOGPS logp 2.66 ChemAxon pka_strongest_acidic 14.28 ChemAxon pka_strongest_basic -2.4 ChemAxon iupac (1S,2R,10R,11S,14S,15S)-14-hydroxy-14-(2-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one ChemAxon average_mass 332.477 ChemAxon mono_mass 332.23514489 ChemAxon smiles [H][C@@]12CC[C@](O)(CCO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C ChemAxon formula C21H32O3 ChemAxon inchi InChI=1S/C21H32O3/c1-19-8-5-15(23)13-14(19)3-4-16-17(19)6-9-20(2)18(16)7-10-21(20,24)11-12-22/h13,16-18,22,24H,3-12H2,1-2H3/t16-,17+,18+,19+,20+,21+/m1/s1 ChemAxon inchikey ABBVGECYEGYVPY-CEGNMAFCSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 95.48 ChemAxon polarizability 39.13 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 12170 Specdb::CMs 38663 Specdb::MsMs 292774 Specdb::MsMs 292775 Specdb::MsMs 292776 Specdb::MsMs 333067 Specdb::MsMs 333068 Specdb::MsMs 333069 HMDB03851 16577 #<Reference:0x000055ce329be488> Bile acyl-CoA synthetase Q9Y2P5 SLC27A5