1.0 2016-09-30 22:31:34 UTC 2020-05-11 20:50:30 UTC BMDB0000494 BMDB00494 Stigmastanol Dihydrositosterol 24 alpha-Ethyl-5 beta-cholestan-3 alpha-ol beta-Sitostanol Sitostanol Stigmastanol, (3beta,5beta,24S)-isomer 24 alpha-Ethyl-5 alpha-cholestan-3 beta-ol (3b)-Stigmastan-3-ol (3beta)-Stigmastan-3-ol (3beta,5alpha)-Stigmastan-3-ol 24-alpha-Ethylcholestanol 24a-Ethylcholestanol 4a-Methyl-5a,14a-lumistan-3b-ol 4a-Methylcampestanol 5,6-dihydro-b-Sitosterol 5,6-dihydro-beta-Sitosterol 5a-Stigmastan-3b-ol 5alpha-Stigmastan-3beta-ol b-Sitostanol beta-dihydro-Sitosterol dihydro-b-Sitosterol dihydro-beta-Sitosterol Dihydrositosterin Fucostanol Spinastanol Stigmastan-3-ol Stigmastane-3-beta-ol Stigmastanol C29H52O 416.734 416.401816294 (1S,2S,5S,10R,11S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-ol stigmastane-3-β-ol 83-45-4 CC[C@H](CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C InChI=1S/C29H52O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h19-27,30H,7-18H2,1-6H3/t20-,21-,22?,23+,24+,25-,26+,27+,28+,29-/m1/s1 LGJMUZUPVCAVPU-KZXGMYDKSA-N belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Stigmastanes and derivatives Stigmastanes and derivatives 3-beta-hydroxysteroids C24-propyl sterols and derivatives Cyclic alcohols and derivatives Hydrocarbon derivatives Secondary alcohols Triterpenoids 3-beta-hydroxysteroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound C24-propyl-sterol-skeleton Cyclic alcohol Hydrocarbon derivative Hydroxysteroid Organic oxygen compound Organooxygen compound Secondary alcohol Stigmastane-skeleton Triterpenoid Aliphatic homopolycyclic compounds Solid melting_point 144 °C logp 7.23 ALOGPS logs -7.56 ALOGPS logp 8.25 ChemAxon pka_strongest_acidic 18.3 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac (1S,2S,5S,10R,11S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-ol ChemAxon average_mass 416.734 ChemAxon mono_mass 416.401816294 ChemAxon smiles CC[C@H](CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C ChemAxon formula C29H52O ChemAxon inchi InChI=1S/C29H52O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h19-27,30H,7-18H2,1-6H3/t20-,21-,22?,23+,24+,25-,26+,27+,28+,29-/m1/s1 ChemAxon inchikey LGJMUZUPVCAVPU-KZXGMYDKSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 128.92 ChemAxon polarizability 54.93 ChemAxon rotatable_bond_count 6 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::MsMs 297466 Specdb::MsMs 297467 Specdb::MsMs 297468 Specdb::MsMs 339019 Specdb::MsMs 339020 Specdb::MsMs 339021 Specdb::MsMs 2668273 Specdb::MsMs 2668274 Specdb::MsMs 2668275 Specdb::MsMs 3013241 Specdb::MsMs 3013242 Specdb::MsMs 3013243 Specdb::NmrOneD 323972 Specdb::NmrOneD 323973 Specdb::NmrOneD 323974 Specdb::NmrOneD 323975 Specdb::NmrOneD 323976 Specdb::NmrOneD 323977 Specdb::NmrOneD 323978 Specdb::NmrOneD 323979 Specdb::NmrOneD 323980 Specdb::NmrOneD 323981 Specdb::NmrOneD 323982 Specdb::NmrOneD 323983 Specdb::NmrOneD 323984 Specdb::NmrOneD 323985 Specdb::NmrOneD 323986 Specdb::NmrOneD 323987 Specdb::NmrOneD 323988 Specdb::NmrOneD 323989 Specdb::NmrOneD 323990 Specdb::NmrOneD 323991 Specdb::CMs 2296 Specdb::CMs 14264 Specdb::CMs 31154 Specdb::CMs 37568 Specdb::CMs 134985 Specdb::CMs 142719 Specdb::CMs 1063876 Skeletal Muscle 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 C11682 72340 C00025214 Stigmastanol 9479 Bengtsson, B. E. A comparison between sitostanol and stigmastanol. Z. physiol. Chem. (1935), 237 46-51.