1.0 2011-09-21 00:06:46 UTC 2015-07-21 06:56:56 UTC FDB022000 3b,17a,21-Trihydroxypregnenone 3b,17a,21-Trihydroxypregnenone is an intermediate in the human fetus at midpregnancy converting it to cortisol (PMID 4231965). It has been found as an intermediate in alternative pathways in human adrenal steroidogenesis that take place under in vitro conditions of normal adrenal slices from patients with hypernephroid kidney carcinomas that bypass cholesterol, pregnenolone, progesterone and proceed to 21-hydroxypregnenolone (PMID 6247575) [HMDB] 17,21-Dihydroxypregnenolone 17a,21-Dihydroxypregnenolone 3b,17a,21-Trihydroxypregn-5-en-20-one 3b,17a,21-Trihydroxypregnenone C21H32O4 348.4764 348.230059512 (1S,2S,10S,11S,14S,15S)-5,14-dihydroxy-14-(2-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-3-one (1S,2S,10S,11S,14S,15S)-5,14-dihydroxy-14-(2-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-3-one 1167-48-2 [H][C@@]12CC[C@](O)(CCO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(O)=CC(=O)[C@]12C InChI=1S/C21H32O4/c1-19-7-5-17-15(16(19)6-8-21(19,25)9-10-22)4-3-13-11-14(23)12-18(24)20(13,17)2/h12-13,15-17,22-23,25H,3-11H2,1-2H3/t13?,15-,16-,17-,19-,20-,21-/m0/s1 RJKJQHWLCLYSHD-DGFNXGTDSA-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-hydroxysteroids Cyclic alcohols and derivatives Cyclohexenones Enols Gluco/mineralocorticoids, progestogins and derivatives Hydrocarbon derivatives Organic oxides Oxosteroids Primary alcohols Tertiary alcohols Vinylogous acids 1-oxosteroid 17-hydroxysteroid 21-hydroxysteroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Cyclic alcohol Cyclohexenone Enol Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Pregnane-skeleton Primary alcohol Progestogin-skeleton Tertiary alcohol Vinylogous acid Solid logp 2.33 ALOGPS logs -3.81 ALOGPS solubility 5.46e-02 g/l ALOGPS logp 2.39 ChemAxon pka_strongest_acidic 8.84 ChemAxon pka_strongest_basic -2.4 ChemAxon iupac (1S,2S,10S,11S,14S,15S)-5,14-dihydroxy-14-(2-hydroxyethyl)-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@@]12CC[C@](O)(CCO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(O)=CC(=O)[C@]12C ChemAxon formula C21H32O4 ChemAxon inchi InChI=1S/C21H32O4/c1-19-7-5-17-15(16(19)6-8-21(19,25)9-10-22)4-3-13-11-14(23)12-18(24)20(13,17)2/h12-13,15-17,22-23,25H,3-11H2,1-2H3/t13?,15-,16-,17-,19-,20-,21-/m0/s1 ChemAxon inchikey RJKJQHWLCLYSHD-DGFNXGTDSA-N ChemAxon polar_surface_area 77.76 ChemAxon refractivity 97.84 ChemAxon polarizability 40.01 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 16035 Specdb::CMs 37483 Specdb::MsMs 301528 Specdb::MsMs 301529 Specdb::MsMs 301530 Specdb::MsMs 344062 Specdb::MsMs 344063 Specdb::MsMs 344064 HMDB00382 #<Reference:0x00007f0913ae6780> #<Reference:0x00007f0913ae64b0>