1.0 2016-09-30 22:51:15 UTC 2020-05-21 16:28:49 UTC BMDB0002103 BMDB02103 27-Hydroxycholesterol (25R)-26-Hydroxycholesterol 5-Cholestene-3beta,27-diol Cholest-5-ene-3beta,27-diol 5-Cholestene-3b,27-diol 5-Cholestene-3β,27-diol Cholest-5-ene-3b,27-diol Cholest-5-ene-3β,27-diol (25R)-Cholest-5-ene-3b,26-diol (25R)-Cholest-5-ene-3beta,26-diol (3-beta)-Cholest-5-ene-3,26-diol (3b,25R)-Cholest-5-ene-3,26-diol (3beta,25R)-Cholest-5-ene-3,26,diol 26-Hydroxycholesterol(25R) Cholest-(25R)-5-en-3beta,26-diol Cholest-5-ene-3-b,27-diol Cholest-5-ene-3-beta,26-diol Cholest-5-ene-3-beta,27-diol Cholest-5-ene-3beta,26-diol Cholest-5-ene-3 beta,27-diol 5-Cholestene-3 beta,27-diol (25R)-Cholest-5-ene-3β,26-diol (3Β,25R)-cholest-5-ene-3,26-diol (3beta,25R)-Cholest-5-ene-3,26-diol Cholest-5-ene-3β,26-diol (3Β)-cholest-5-ene-3,26-diol (3beta)-Cholest-5-ene-3,26-diol 26-Hydroxycholesterol (3 beta,25R)-Cholest-5-ene-3,26-diol 26-Hydroxycholesterol, (25R) (25R)-Cholest-5-ene-3 beta,26-diol C27H46O2 402.6529 402.349780716 (1S,2R,5S,10S,11S,14R,15R)-14-[(2R,6R)-7-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol (1S,2R,5S,10S,11S,14R,15R)-14-[(2R,6R)-7-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol 20380-11-4 [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC[C@@H](C)CO InChI=1S/C27H46O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h8,18-19,21-25,28-29H,5-7,9-17H2,1-4H3/t18-,19-,21+,22+,23-,24+,25+,26+,27-/m1/s1 FYHRJWMENCALJY-YSQMORBQSA-N belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Bile acids, alcohols and derivatives Dihydroxy bile acids, alcohols and derivatives 3-beta-hydroxy delta-5-steroids 3-beta-hydroxysteroids Cyclic alcohols and derivatives Delta-5-steroids Fatty alcohols Hydrocarbon derivatives Primary alcohols Secondary alcohols 26-hydroxysteroid 3-beta-hydroxy-delta-5-steroid 3-beta-hydroxysteroid 3-hydroxy-delta-5-steroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Cyclic alcohol Delta-5-steroid Dihydroxy bile acid, alcohol, or derivatives Fatty acyl Fatty alcohol Hydrocarbon derivative Hydroxysteroid Organic oxygen compound Organooxygen compound Primary alcohol Secondary alcohol Aliphatic homopolycyclic compounds 26-hydroxycholesterol Cholesterol and derivatives Solid logp 6.21 ALOGPS logs -6.28 ALOGPS logp 5.75 ChemAxon pka_strongest_acidic 17.42 ChemAxon pka_strongest_basic -1.2 ChemAxon iupac (1S,2R,5S,10S,11S,14R,15R)-14-[(2R,6R)-7-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol ChemAxon average_mass 402.6529 ChemAxon mono_mass 402.349780716 ChemAxon smiles [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC[C@@H](C)CO ChemAxon formula C27H46O2 ChemAxon inchi InChI=1S/C27H46O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h8,18-19,21-25,28-29H,5-7,9-17H2,1-4H3/t18-,19-,21+,22+,23-,24+,25+,26+,27-/m1/s1 ChemAxon inchikey FYHRJWMENCALJY-YSQMORBQSA-N ChemAxon polar_surface_area 40.46 ChemAxon refractivity 122.47 ChemAxon polarizability 51.56 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 2 ChemAxon donor_count 2 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 Bile Acid Biosynthesis SMP0087236 Specdb::CMs 21833 Specdb::CMs 38270 Specdb::CMs 145917 Specdb::MsMs 67650 Specdb::MsMs 67651 Specdb::MsMs 67652 Specdb::MsMs 125520 Specdb::MsMs 125521 Specdb::MsMs 125522 Specdb::MsMs 2763100 Specdb::MsMs 2763101 Specdb::MsMs 2763102 Specdb::MsMs 2941897 Specdb::MsMs 2941898 Specdb::MsMs 2941899 Brain 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 Fibroblasts 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 Neuron 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 FDB022846 110495 123976 C06340 76591 48021 27-Hydroxycholesterol 6487 Hausheer, Frederick H.; Haridas, Kochat. Process for preparing 27-hydroxycholesterol and related derivatives. PCT Int. Appl. (1997), 38 pp. BMDBP00024 Prostacyclin synthase Q29626 PTGIS Enzyme BMDBP00053 Cholesterol side-chain cleavage enzyme, mitochondrial P00189 CYP11A1 Enzyme