1.0 2016-09-30 23:25:35 UTC 2020-04-22 15:18:27 UTC BMDB0006755 BMDB06755 3a,21-Dihydroxy-5b-pregnane-11,20-dione 3a,21-Dihydroxy-5b-pregnane-11,20-dione, also known as 3a,21-dihydroxy-5b-pregnane-11,20-dione, 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. Thus, 3a,21-dihydroxy-5b-pregnane-11,20-dione is considered to be a steroid lipid molecule. 3a,21-Dihydroxy-5b-pregnane-11,20-dione is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 3a,21-Dihydroxy-5b-pregnane-11,20-dione participates in a number of enzymatic reactions, within cattle. In particular, 3a,21-Dihydroxy-5b-pregnane-11,20-dione can be biosynthesized from tetrahydrocorticosterone through its interaction with the enzyme corticosteroid 11-beta-dehydrogenase isozyme 1. In addition, 3a,21-Dihydroxy-5b-pregnane-11,20-dione can be converted into 21-hydroxy-5b-pregnane-3,11,20-trione; which is catalyzed by the enzyme aldo-keto reductase family 1 member C4. In cattle, 3a,21-dihydroxy-5b-pregnane-11,20-dione is involved in the metabolic pathway called the steroidogenesis pathway. 3alpha,21-Dihydroxy-5beta-pregnane-11,20-dione 5beta-Pregnane-3alpha,21-diol-11,20-dione C21H32O4 348.4764 348.230059512 (1S,2S,5R,7R,10S,11S,15S)-5-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-17-one (1S,2S,5R,7R,10S,11S,15S)-5-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-17-one 566-03-0 [H][C@@]12CCC(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C InChI=1S/C21H32O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h12-16,19,22-23H,3-11H2,1-2H3/t12-,13-,14+,15+,16?,19-,20+,21+/m1/s1 XWYBFXIUISNTQG-XPYNSANSSA-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. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Hydroxysteroids 21-hydroxysteroids 11-oxosteroids 20-oxosteroids 3-alpha-hydroxysteroids Alpha-hydroxy ketones Cyclic alcohols and derivatives Gluco/mineralocorticoids, progestogins and derivatives Hydrocarbon derivatives Organic oxides Primary alcohols Secondary alcohols 11-oxosteroid 20-oxosteroid 21-hydroxysteroid 3-alpha-hydroxysteroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Alpha-hydroxy ketone Carbonyl group Cyclic alcohol Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Pregnane-skeleton Primary alcohol Progestogin-skeleton Secondary alcohol Aliphatic homopolycyclic compounds C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives Solid logp 2.56 ALOGPS logs -3.74 ALOGPS logp 2.25 ChemAxon pka_strongest_acidic 13.86 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac (1S,2S,5R,7R,10S,11S,15S)-5-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-17-one ChemAxon average_mass 348.4764 ChemAxon mono_mass 348.230059512 ChemAxon smiles [H][C@@]12CCC(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C ChemAxon formula C21H32O4 ChemAxon inchi InChI=1S/C21H32O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h12-16,19,22-23H,3-11H2,1-2H3/t12-,13-,14+,15+,16?,19-,20+,21+/m1/s1 ChemAxon inchikey XWYBFXIUISNTQG-XPYNSANSSA-N ChemAxon polar_surface_area 74.6 ChemAxon refractivity 95.28 ChemAxon polarizability 39.15 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 2 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 Steroidogenesis SMP0087238 Specdb::MsMs 323722 Specdb::MsMs 323723 Specdb::MsMs 323724 Specdb::MsMs 371947 Specdb::MsMs 371948 Specdb::MsMs 371949 Specdb::MsMs 2315792 Specdb::MsMs 2315793 Specdb::MsMs 2315794 Specdb::MsMs 2622773 Specdb::MsMs 2622774 Specdb::MsMs 2622775 Specdb::CMs 26054 Specdb::CMs 39070 Specdb::CMs 159878 C05478 24850110 44263347 FDB024059