1.0 2016-09-30 22:30:22 UTC 2020-05-11 20:20:49 UTC BMDB0000416 BMDB00416 17-Hydroxypregnenolone sulfate 17-Hydroxypregnenolone sulfuric acid 17-Hydroxypregnenolone sulphate 17-Hydroxypregnenolone sulphuric acid 17-Hydroxy-pregnenolone sulfate 17-Hydroxy-pregnenolone sulphate 17-Hydroxypregnenolone 3-sulfate 17-Hydroxypregnenolone 3-sulphate 17alpha-Hydroxypregnenolone sulfate 17alpha-Hydroxypregnenolone sulphate 17b-Hydroxypregnenolone 3-sulfate 17b-Hydroxypregnenolone 3-sulphate 17 alpha-Hydroxypregnenolone sulfate C21H32O6S 412.54 412.191959446 [(1S,2R,10R,11S,14R,15S)-14-acetyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid 17-hydroxypregnenolone sulfate 2477-77-2 [H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2CC(CC[C@]12C)OS(O)(=O)=O InChI=1S/C21H32O6S/c1-13(22)21(23)11-8-18-16-5-4-14-12-15(27-28(24,25)26)6-9-19(14,2)17(16)7-10-20(18,21)3/h4,15-18,23H,5-12H2,1-3H3,(H,24,25,26)/t15?,16-,17+,18+,19+,20+,21+/m1/s1 OMOKWYAQVYBHMG-QUPIPBJSSA-N belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Sulfated steroids Sulfated steroids 17-hydroxysteroids 20-oxosteroids Alkyl sulfates Alpha-hydroxy ketones Cyclic alcohols and derivatives Delta-5-steroids Hydrocarbon derivatives Organic oxides Pregnane steroids Sulfuric acid monoesters Tertiary alcohols 17-hydroxysteroid 20-oxosteroid Alcohol Aliphatic homopolycyclic compound Alkyl sulfate Alpha-hydroxy ketone Carbonyl group Cyclic alcohol Delta-5-steroid Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organic sulfuric acid or derivatives Organooxygen compound Oxosteroid Pregnane-skeleton Sulfate-ester Sulfated steroid skeleton Sulfuric acid ester Sulfuric acid monoester Tertiary alcohol Aliphatic homopolycyclic compounds Sulfates Solid logp 0.37 ALOGPS logs -4.31 ALOGPS logp 2.89 ChemAxon pka_strongest_acidic -1.4 ChemAxon pka_strongest_basic -3.8 ChemAxon iupac [(1S,2R,10R,11S,14R,15S)-14-acetyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid ChemAxon average_mass 412.54 ChemAxon mono_mass 412.191959446 ChemAxon smiles [H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2CC(CC[C@]12C)OS(O)(=O)=O ChemAxon formula C21H32O6S ChemAxon inchi InChI=1S/C21H32O6S/c1-13(22)21(23)11-8-18-16-5-4-14-12-15(27-28(24,25)26)6-9-19(14,2)17(16)7-10-20(18,21)3/h4,15-18,23H,5-12H2,1-3H3,(H,24,25,26)/t15?,16-,17+,18+,19+,20+,21+/m1/s1 ChemAxon inchikey OMOKWYAQVYBHMG-QUPIPBJSSA-N ChemAxon polar_surface_area 100.9 ChemAxon refractivity 105.15 ChemAxon polarizability 44.61 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge -1 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 108105 Specdb::MsMs 108106 Specdb::MsMs 108107 Specdb::MsMs 175245 Specdb::MsMs 175246 Specdb::MsMs 175247 Specdb::MsMs 2318144 Specdb::MsMs 2318145 Specdb::MsMs 2318146 Specdb::MsMs 2616744 Specdb::MsMs 2616745 Specdb::MsMs 2616746 Specdb::CMs 16262 Specdb::CMs 37516 Specdb::CMs 137221 Specdb::CMs 144955 Specdb::CMs 1061033 Specdb::CMs 1061034 Specdb::CMs 1061036 Specdb::CMs 1061038 Specdb::CMs 1061040 Adrenal Cortex Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Kidney Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Liver Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 FDB022032 134824 152971 5405 Gasparini, Francis J.; Hochberg, Richard B.; Lieberman, Seymour. Biosynthesis of steroid sulfates by the boar testes. Biochemistry (1976), 15(18), 3969-75.