1.0 2016-09-30 22:38:28 UTC 2020-05-11 20:01:20 UTC BMDB0000908 BMDB00908 5alpha-Cholestanol (3beta,5alpha)-Cholestan-3-ol Cholestanol Dihydrocholesterol Zymostanol (3b,5a)-Cholestan-3-ol (3Β,5α)-cholestan-3-ol 5a-Cholestanol 5Α-cholestanol 5 alpha Cholestan 3 beta ol 5 beta Cholestan 3 beta ol 5 beta-Cholestan-3 beta-ol beta Cholestanol beta-Ol, 5 beta-cholestan-3 5 alpha Cholestan 3 alpha ol 5 alpha-Cholestan-3 beta-ol Cholestan 3 ol Cholestanol, (3alpha, 5beta)-isomer Coprosterol beta-Cholestanol 5 beta-Cholestan-3 alpha-ol Coprostanol 5 alpha-Cholestan-3 alpha-ol Cholestan-3-ol beta-Cholestan-3 beta-ol, 5 3b-Hydroxy-5a-cholestane 3b-Hydroxycholestane 5a-Cholestan-3b-ol 5a-Dihydrocholesterol Cholestan-3b-ol Dihydrocholesterin Epicholestanol 5alpha-Cholestanol C27H48O 388.6694 388.370516158 (1S,2S,5S,7S,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol (1S,2S,5S,7S,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol 80-97-7 [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C InChI=1S/C27H48O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-25,28H,6-17H2,1-5H3/t19-,20+,21+,22+,23-,24+,25+,26+,27-/m1/s1 QYIXCDOBOSTCEI-QCYZZNICSA-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 3-beta-hydroxysteroids Cyclic alcohols and derivatives Hydrocarbon derivatives Secondary alcohols 3-beta-hydroxysteroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Cholesterol Cholesterol-skeleton Cyclic alcohol Hydrocarbon derivative Hydroxysteroid Organic oxygen compound Organooxygen compound Secondary alcohol Aliphatic homopolycyclic compounds 3beta-hydroxy steroid Cholesterol and derivatives cholestanoid Solid melting_point 140.0 - 142.0 °C logp 7.02 ALOGPS logs -7.41 ALOGPS logp 7.52 ChemAxon pka_strongest_acidic 18.3 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac (1S,2S,5S,7S,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol ChemAxon average_mass 388.6694 ChemAxon mono_mass 388.370516158 ChemAxon smiles [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C ChemAxon formula C27H48O ChemAxon inchi InChI=1S/C27H48O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-25,28H,6-17H2,1-5H3/t19-,20+,21+,22+,23-,24+,25+,26+,27-/m1/s1 ChemAxon inchikey QYIXCDOBOSTCEI-QCYZZNICSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 119.77 ChemAxon polarizability 51.27 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 1 ChemAxon donor_count 1 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::NmrTwoD 1541 Specdb::MsMs 1295 Specdb::MsMs 1296 Specdb::MsMs 1297 Specdb::MsMs 4873 Specdb::MsMs 4874 Specdb::MsMs 293260 Specdb::MsMs 293261 Specdb::MsMs 293262 Specdb::MsMs 333697 Specdb::MsMs 333698 Specdb::MsMs 333699 Specdb::MsMs 2400546 Specdb::MsMs 2400547 Specdb::MsMs 2400548 Specdb::MsMs 2537753 Specdb::MsMs 2537754 Specdb::MsMs 2537755 Specdb::NmrOneD 1600 Specdb::CMs 2253 Specdb::CMs 12369 Specdb::CMs 27302 Specdb::CMs 27512 Specdb::CMs 31261 Specdb::CMs 32038 Specdb::CMs 37837 Specdb::CMs 137103 Specdb::CMs 144837 Specdb::CMs 1081363 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 Eye Lens 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 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 FDB012122 6413 6665 C00053136 86570 5864 Bruce, W. F.; Ralls, J. O. Dihydrocholesterol (b-cholestanol). Organic Syntheses (1937), 17 45-7.