1.0 2016-09-30 22:28:25 UTC 2020-04-22 15:02:54 UTC BMDB0000314 BMDB00314 3b-Allotetrahydrocortisol 3b,5a-Tetrahydrocortisol Allo-3-beta-tetrahydrocortisol Reichstein'S substance V C21H34O5 366.4917 366.240624198 2-hydroxy-1-[(1S,2S,5S,7S,10S,11S,14R,15S,17S)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]ethan-1-one reichstein substance V 651-43-4 [H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@@H](O)CC[C@]12C InChI=1S/C21H34O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12-16,18,22-24,26H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,18+,19-,20-,21-/m0/s1 AODPIQQILQLWGS-VSJLKEFSSA-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-beta-hydroxysteroids 17-hydroxysteroids 20-oxosteroids 3-beta-hydroxysteroids Alpha-hydroxy ketones Cyclic alcohols and derivatives Gluco/mineralocorticoids, progestogins and derivatives Hydrocarbon derivatives Organic oxides Polyols Primary alcohols Secondary alcohols Tertiary alcohols 11-beta-hydroxysteroid 11-hydroxysteroid 17-hydroxysteroid 20-oxosteroid 21-hydroxysteroid 3-beta-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 Polyol Pregnane-skeleton Primary alcohol Progestogin-skeleton Secondary alcohol Tertiary alcohol Aliphatic homopolycyclic compounds Solid melting_point 215 °C logp 1.38 ALOGPS logs -2.90 ALOGPS logp 1.11 ChemAxon pka_strongest_acidic 12.58 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac 2-hydroxy-1-[(1S,2S,5S,7S,10S,11S,14R,15S,17S)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]ethan-1-one ChemAxon average_mass 366.4917 ChemAxon mono_mass 366.240624198 ChemAxon smiles [H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@@H](O)CC[C@]12C ChemAxon formula C21H34O5 ChemAxon inchi InChI=1S/C21H34O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12-16,18,22-24,26H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,18+,19-,20-,21-/m0/s1 ChemAxon inchikey AODPIQQILQLWGS-VSJLKEFSSA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 97.6 ChemAxon polarizability 41.04 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 4 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 Specdb::MsMs 29501 Specdb::MsMs 29502 Specdb::MsMs 29503 Specdb::MsMs 36059 Specdb::MsMs 36060 Specdb::MsMs 36061 Specdb::MsMs 2370230 Specdb::MsMs 2370231 Specdb::MsMs 2370232 Specdb::MsMs 2568001 Specdb::MsMs 2568002 Specdb::MsMs 2568003 Specdb::CMs 13874 Specdb::CMs 37422 Specdb::CMs 134438 Specdb::CMs 142172 Specdb::CMs 1057859 Specdb::CMs 1057861 Specdb::CMs 1057863 Specdb::CMs 1057865 Specdb::CMs 1057867 Specdb::CMs 1057869 Specdb::CMs 1057871 Specdb::CMs 1057873 Specdb::CMs 1057875 Specdb::CMs 1057877 Specdb::CMs 1057879 Specdb::CMs 1057881 Specdb::CMs 1057883 Specdb::CMs 1057885 Specdb::CMs 1057887 Specdb::CMs 1057889 Specdb::CMs 1057891 Specdb::CMs 1057893 Specdb::CMs 1057895 Specdb::CMs 1057897 Specdb::CMs 1057899 13628056 FDB021941 12444612 5303 Fukushima, David K.; Daum, Sol. Synthesis of Reichstein's substance C and related compounds. Journal of Organic Chemistry (1961), 26 520-3.