1.0 2016-09-30 23:21:37 UTC 2020-05-11 20:41:28 UTC BMDB0006335 BMDB06335 Beta-tocopherol (2R)-2,5,8-Trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol (2R)-3,4-Dihydro-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol (2R,4'r,8'r)-beta-Tocopherol (R,R,R)-beta-Tocopherol 5,8-Dimethyltocol RRR-beta-Tocopherol (2R,4'r,8'r)-b-Tocopherol (2R,4'r,8'r)-Β-tocopherol (R,R,R)-b-Tocopherol (R,R,R)-Β-tocopherol RRR-b-Tocopherol RRR-Β-tocopherol b-Tocopherol Β-tocopherol beta Tocopherol 3,4-Dihydro-2,5,8-trimethyl-2-(4,8,12- trimethyltridecyl)-2H-1-benzopyran-6-ol b-Tocopherol skeleton Β-tocopherol skeleton Cumotocopherol DL-beta-Tocopherol DL-Β-tocopherol Neotocopherol p-Xylotocopherol beta-Tocopherol 2,5,8-Trimethyl-2-(4,8,12-trimethyltridecyl)-6-chromanol C28H48O2 416.6795 416.36543078 (2R)-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol β-tocopherol 16698-35-4 CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(O)=CC(C)=C2O1 InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-24(6)26(29)19-23(5)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1 WGVKWNUPNGFDFJ-DQCZWYHMSA-N belongs to the class of organic compounds known as tocopherols. These are vitamin E derivatives containing a saturated trimethyltridecyl chain attached to the carbon C6 atom of a benzopyran ring system. The differ from tocotrienols that contain an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain. Organic compounds Lipids and lipid-like molecules Prenol lipids Quinone and hydroquinone lipids Tocopherols 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Diterpenoids Hydrocarbon derivatives Oxacyclic compounds 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid Alkyl aryl ether Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromane Diterpenoid Ether Hydrocarbon derivative Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Tocopherol Aromatic heteropolycyclic compounds Vitamin E tocopherol Solid melting_point < 25 °C logp 8.81 ALOGPS logs -7.76 ALOGPS logp 9.99 ChemAxon pka_strongest_acidic 10.47 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac (2R)-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol ChemAxon average_mass 416.6795 ChemAxon mono_mass 416.36543078 ChemAxon smiles CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(O)=CC(C)=C2O1 ChemAxon formula C28H48O2 ChemAxon inchi InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-24(6)26(29)19-23(5)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1 ChemAxon inchikey WGVKWNUPNGFDFJ-DQCZWYHMSA-N ChemAxon polar_surface_area 29.46 ChemAxon refractivity 130.33 ChemAxon polarizability 53.32 ChemAxon rotatable_bond_count 12 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 2 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 2215 Specdb::CMs 19300 Specdb::CMs 31539 Specdb::CMs 39003 Specdb::CMs 155747 Specdb::MsMs 6470 Specdb::MsMs 308884 Specdb::MsMs 308885 Specdb::MsMs 308886 Specdb::MsMs 353179 Specdb::MsMs 353180 Specdb::MsMs 353181 Specdb::MsMs 1471320 Specdb::MsMs 2700880 Specdb::MsMs 2700881 Specdb::MsMs 2700882 Specdb::MsMs 3005325 Specdb::MsMs 3005326 Specdb::MsMs 3005327 Placenta 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 FDB012381 5256784 6857447 C14152 47771 C00007364 BETA-TOCOPHEROL 2296531 Beta-Tocopherol John, Walter. Cumotocopherol, a new factor of the vitamin-E group. Z. physiol. Chem. (1937), 250 11-24. CAN 32:8751 AN 1938:8751