1.0 2016-09-30 22:34:21 UTC 2020-05-11 20:44:01 UTC BMDB0000653 BMDB00653 Cholesterol sulfate CHOLEST-5-en-3-yl hydrogen sulfATE Cholest-5-en-3beta-ol sulfate Cholesterol 3-sulfate Cholesterol 3-sulphate Cholesterol hydrogen sulfate Cholesterol hydrogen sulphate Cholesterol sulphate Cholesteryl sulfate Cholesteryl sulphate CHOLEST-5-en-3-yl hydrogen sulfuric acid CHOLEST-5-en-3-yl hydrogen sulphate CHOLEST-5-en-3-yl hydrogen sulphuric acid Cholest-5-en-3b-ol sulfate Cholest-5-en-3b-ol sulfuric acid Cholest-5-en-3b-ol sulphate Cholest-5-en-3b-ol sulphuric acid Cholest-5-en-3beta-ol sulfuric acid Cholest-5-en-3beta-ol sulphate Cholest-5-en-3beta-ol sulphuric acid Cholest-5-en-3β-ol sulfate Cholest-5-en-3β-ol sulfuric acid Cholest-5-en-3β-ol sulphate Cholest-5-en-3β-ol sulphuric acid Cholesterol 3-sulfuric acid Cholesterol 3-sulphuric acid Cholesterol hydrogen sulfuric acid Cholesterol hydrogen sulphuric acid Cholesterol sulfuric acid Cholesterol sulphuric acid Cholesteryl sulfuric acid Cholesteryl sulphuric acid 5-Cholesten-3b-yl sulfate 5-Cholesten-3b-yl sulphate Cholesteryl sulfate, sodium salt, (3beta)-isomer Cholesteryl sulfate, ammonium salt, (3beta)-isomer Cholesteryl sulfate, sodium salt, 26-(14)C-labeled Cholesteryl sulfate, 3H-labeled, (3beta)-isomer Cholesteryl sulfate, potassium salt, (3beta)-isomer C27H46O4S 466.717 466.31168065 [(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid [(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid 1256-86-6 [H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@H](CC[C@]12C)OS(O)(=O)=O InChI=1S/C27H46O4S/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(31-32(28,29)30)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25H,6-8,10-17H2,1-5H3,(H,28,29,30)/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1 BHYOQNUELFTYRT-DPAQBDIFSA-N belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Cholestane steroids Cholesterols and derivatives Alkyl sulfates Delta-5-steroids Hydrocarbon derivatives Organic oxides Organooxygen compounds Sulfated steroids Sulfuric acid monoesters Aliphatic homopolycyclic compound Alkyl sulfate Cholesterol Delta-5-steroid Hydrocarbon derivative Organic oxide Organic oxygen compound Organic sulfuric acid or derivatives Organooxygen compound Sulfate-ester Sulfated steroid skeleton Sulfuric acid ester Sulfuric acid monoester Aliphatic homopolycyclic compounds Sulfates steroid sulfate Solid logp 3.27 ALOGPS logs -6.80 ALOGPS logp 7.17 ChemAxon pka_strongest_acidic -1.4 ChemAxon iupac [(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid ChemAxon average_mass 466.717 ChemAxon mono_mass 466.31168065 ChemAxon smiles [H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@H](CC[C@]12C)OS(O)(=O)=O ChemAxon formula C27H46O4S ChemAxon inchi InChI=1S/C27H46O4S/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(31-32(28,29)30)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25H,6-8,10-17H2,1-5H3,(H,28,29,30)/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1 ChemAxon inchikey BHYOQNUELFTYRT-DPAQBDIFSA-N ChemAxon polar_surface_area 63.6 ChemAxon refractivity 130.61 ChemAxon polarizability 56.55 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 3 ChemAxon donor_count 1 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::CMs 11059 Specdb::CMs 161850 Specdb::NmrTwoD 1402 Specdb::MsMs 891 Specdb::MsMs 892 Specdb::MsMs 893 Specdb::MsMs 253797 Specdb::MsMs 253798 Specdb::MsMs 253799 Specdb::MsMs 273738 Specdb::MsMs 273739 Specdb::MsMs 273740 Specdb::MsMs 2436241 Specdb::MsMs 2436242 Specdb::MsMs 2436243 Specdb::MsMs 2526414 Specdb::MsMs 2526415 Specdb::MsMs 2526416 Specdb::NmrOneD 1457 Adrenal Gland 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 Epidermis 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 Platelet 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 DB01990 FDB022164 C18043 58586 41321 65076 C00055763 2705326 Cholesterol sulfate 5625 Drayer, N. M.; Lieberman, S. Isolation of cholesterol sulfate from human blood and gallstones. Biochemical and Biophysical Research Communications (1965), 18(1), 126-30.