1.0 2016-10-03 18:04:29 UTC 2020-05-11 20:25:03 UTC BMDB0010330 BMDB10330 Cholesterol glucuronide Cholest-5-en-3beta-yl beta-D-glucopyranosiduronic acid Cholest-5-en-3beta-yl beta-delta-glucopyranosiduronic acid Cholesterol glucopyranosiduronate Cholesterol glucosiduronate Cholesteryl beta-D-glucosiduronic acid Cholesteryl beta-D-glucuronide Cholesteryl beta-delta-glucosiduronic acid Cholesteryl-glucopyranosiduronic acid Cholesterylglucopyranosiduronic acid 3-O-beta-D-Glucopyranuronosyl cholesterol (2S,3S,4S,5R,6R)-6-{[(1S,2R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate Cholesterol glucuronide C33H54O7 562.7777 562.386954082 (2S,3S,4S,5R,6R)-6-{[(1S,2R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (2S,3S,4S,5R,6R)-6-{[(1S,2R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid 17435-78-8 [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4CC(CC[C@]4(C)[C@@]3([H])CC[C@]12C)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)[C@H](C)CCCC(C)C InChI=1S/C33H54O7/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(13-15-32(20,4)25(22)14-16-33(23,24)5)39-31-28(36)26(34)27(35)29(40-31)30(37)38/h9,18-19,21-29,31,34-36H,6-8,10-17H2,1-5H3,(H,37,38)/t19-,21?,22+,23-,24+,25+,26+,27+,28-,29+,31-,32+,33-/m1/s1 IJLBJBCDNYOWPJ-BBPBCBHPSA-N belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Steroidal glycosides Steroid glucuronide conjugates Acetals Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Cholesterols and derivatives Delta-5-steroids Diterpene glycosides Diterpenoids Hexoses Hydrocarbon derivatives Monocarboxylic acids and derivatives O-glucuronides O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Polyols Pyrans Secondary alcohols 1-o-glucuronide Acetal Alcohol Aliphatic heteropolycyclic compound Beta-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Cholestane-skeleton Cholesterol Delta-5-steroid Diterpene glycoside Diterpenoid Glucuronic acid or derivatives Glycosyl compound Hexose monosaccharide Hydrocarbon derivative Hydroxy acid Monocarboxylic acid or derivatives Monosaccharide O-glucuronide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Polyol Pyran Secondary alcohol Steroid-glucuronide-skeleton Terpene glycoside Aliphatic heteropolycyclic compounds Solid logp 5.46 ALOGPS logs -5.07 ALOGPS logp 5.66 ChemAxon pka_strongest_acidic 3.43 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac (2S,3S,4S,5R,6R)-6-{[(1S,2R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid ChemAxon average_mass 562.7777 ChemAxon mono_mass 562.386954082 ChemAxon smiles [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4CC(CC[C@]4(C)[C@@]3([H])CC[C@]12C)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)[C@H](C)CCCC(C)C ChemAxon formula C33H54O7 ChemAxon inchi InChI=1S/C33H54O7/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(13-15-32(20,4)25(22)14-16-33(23,24)5)39-31-28(36)26(34)27(35)29(40-31)30(37)38/h9,18-19,21-29,31,34-36H,6-8,10-17H2,1-5H3,(H,37,38)/t19-,21?,22+,23-,24+,25+,26+,27+,28-,29+,31-,32+,33-/m1/s1 ChemAxon inchikey IJLBJBCDNYOWPJ-BBPBCBHPSA-N ChemAxon polar_surface_area 116.45 ChemAxon refractivity 152.9 ChemAxon polarizability 66.26 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 5 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 109080 Specdb::MsMs 109081 Specdb::MsMs 109082 Specdb::MsMs 176454 Specdb::MsMs 176455 Specdb::MsMs 176456 Specdb::MsMs 2447079 Specdb::MsMs 2447080 Specdb::MsMs 2447081 Specdb::MsMs 2518599 Specdb::MsMs 2518600 Specdb::MsMs 2518601 Specdb::CMs 14809 Specdb::CMs 39453 Specdb::CMs 282029 Specdb::CMs 350339 Specdb::CMs 350340 Specdb::CMs 350341 Specdb::CMs 350342 Specdb::CMs 350343 Specdb::CMs 350344 Specdb::CMs 350345 Specdb::CMs 350346 Specdb::CMs 350347 Specdb::CMs 350348 Specdb::CMs 350349 Specdb::CMs 350350 Specdb::CMs 350351 Specdb::CMs 350352 Specdb::CMs 350353 Specdb::CMs 350354 Specdb::CMs 350355 Specdb::CMs 350356 Specdb::CMs 350357 Specdb::CMs 350358 Specdb::CMs 350359 Specdb::CMs 350360 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 C03033 59673882 53480449 FDB027482 176746