1.0 2016-09-30 22:32:11 UTC 2020-04-21 18:15:29 UTC BMDB0000526 BMDB00526 5a-Tetrahydrocortisol 5a-Tetrahydrocortisol 5Α-tetrahydrocortisol 3,11,17,21-Tetrahydroxypregnan-20-one 3a,11b,17,21-Tetrahydroxy-5a-pregnan-20-one 3a,11b,17a,21-Tetrahydroxy-5a-pregnan-20-one 3a,5a-Tetrahydrocortisol 3a-Allotetrahydrocortisol 3alpha, 5alpha-Tetrahydrocortisol 3alpha,5alpha-Tetrahydrocortisol 5a-Pregnane-3a,11b,17a,21-tetraol-20-one 5a-Pregnane-3a,11b,17a,21-tetrol-20-one a-THF Allo-3a-tetrahydrocortisol Allo-3alpha-tetrahydrocortisol Allo-tetrahydrocortisol Allopregnane-3a,11b,17a,21-tetrol-20-one Allopregnane-3a,11b,21-tetrol-20-one Allopregnane-3alpha,11beta,17alpha,21-tetrol-20-one Allotetrahydro-compound F Allotetrahydro-cortisol Allotetrahydrocompound F Allotetrahydrocortisol alpha-THF ATHF Kendall'S compound c Reichstein'S substance C Tetrahydro-allocortisol Tetrahydroallocortisol Wintersteiner'S compound D Allotetrahydrocortisol, (3beta,5alpha,11beta)-isomer 5AlphaTHF Allotetrahydrocortisol, (3alpha,5beta,11alpha)-isomer Allotetrahydrocortisol, (5alpha,11beta)-isomer Allotetrahydrocortisol, (3beta,5beta,11beta)-isomer (3alpha,5alpha,11beta)-3,11,17,21-Tetrahydroxypregnan-20-one (3Α,5α,11β)-3,11,17,21-tetrahydroxypregnan-20-one 3alpha,11beta,17,21-Tetrahydroxy-5alpha-pregnan-20-one 3alpha,11beta,17alpha,21-Tetrahydroxy-5alpha-pregnan-20-one 3Α,11β,17,21-tetrahydroxy-5α-pregnan-20-one 3Α,11β,17α,21-tetrahydroxy-5α-pregnan-20-one 3Α,5α-tetrahydrocortisol 5alpha-Pregnane-3alpha,11beta,17alpha,21-tetraol-20-one 5alpha-Pregnane-3alpha,11beta,17alpha,21-tetrol-20-one 5alpha-THF 5Α-pregnane-3α,11β,17α,21-tetraol-20-one 5Α-pregnane-3α,11β,17α,21-tetrol-20-one 5Α-THF Allopregnane-3α,11β,17α,21-tetrol-20-one Allo-3α-tetrahydrocortisol Α-THF 5alpha-Tetrahydrocortisol C21H34O5 366.4917 366.240624198 2-hydroxy-1-[(1S,2S,5R,7S,10S,11S,14R,15S,17S)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]ethan-1-one 2-hydroxy-1-[(1S,2S,5R,7S,10S,11S,14R,15S,17S)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]ethanone 302-91-0 [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-FDSHTENPSA-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-alpha-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-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 Polyol Pregnane-skeleton Primary alcohol Progestogin-skeleton Secondary alcohol Tertiary alcohol Aliphatic homopolycyclic compounds C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives Solid melting_point 244.5 °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,5R,7S,10S,11S,14R,15S,17S)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]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-FDSHTENPSA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 97.6 ChemAxon polarizability 41.32 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 100689 Specdb::MsMs 100690 Specdb::MsMs 100691 Specdb::MsMs 166110 Specdb::MsMs 166111 Specdb::MsMs 166112 Specdb::MsMs 2464437 Specdb::MsMs 2464438 Specdb::MsMs 2464439 Specdb::MsMs 2500958 Specdb::MsMs 2500959 Specdb::MsMs 2500960 Specdb::CMs 9572 Specdb::CMs 37596 Specdb::CMs 150733 Specdb::CMs 1064919 Specdb::CMs 1064921 Specdb::CMs 1064923 Specdb::CMs 1064925 Specdb::CMs 1064927 Specdb::CMs 1064929 Specdb::CMs 1064931 Specdb::CMs 1064933 Specdb::CMs 1064935 Specdb::CMs 1064937 Specdb::CMs 1064939 Specdb::CMs 1064941 Specdb::CMs 1064943 Specdb::CMs 1064945 Specdb::CMs 1064947 Specdb::CMs 1064949 Specdb::CMs 1064951 Specdb::CMs 1064953 Specdb::CMs 1064955 Specdb::CMs 1064956 Specdb::CMs 1064958 Specdb::CMs 1064960 FDB022094 83726 92748 89627 5511 Fukushima, David K.; Daum, Sol. Synthesis of Reichstein's substance C and related compounds. Journal of Organic Chemistry (1961), 26 520-3.