1.0 2011-09-21 01:50:31 UTC 2015-07-21 06:59:38 UTC FDB029128 13'-Hydroxy-gamma-tocotrienol 13'-hydroxy-r-tocotrienol is a precursor in dehydrogenation to form 13'-carboxy-r-tocotrienol by an unidentified microsomal enzyme(s) probably via an aldehyde intermediate gamma-tocotrienol targets cancer cells by inhibiting Id1, a key cancer-promoting protein. Gamma-tocotrienol was shown to trigger cell apoptosis and well as anti-proliferation of cancer cells. This mechanism was also observed in separate prostate cancer and melanoma cell line studies [HMDB] 13OHgamaTE 13OHgammaTE C28H42O3 426.6313 426.31339521 (2S)-2-[(3E,7E,11E)-13-hydroxy-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-6-ol (2S)-2-[(3E,7E,11E)-13-hydroxy-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,7,8-trimethyl-3,4-dihydro-1-benzopyran-6-ol C\C(CO)=C/CC\C(C)=C\CC\C(C)=C\CC[C@@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2 InChI=1S/C28H42O3/c1-20(12-8-13-22(3)19-29)10-7-11-21(2)14-9-16-28(6)17-15-25-18-26(30)23(4)24(5)27(25)31-28/h10,13-14,18,29-30H,7-9,11-12,15-17,19H2,1-6H3/b20-10+,21-14+,22-13+/t28-/m0/s1 BUWYMGRHXZROTQ-XYSSNJNPSA-N belongs to the class of organic compounds known as tocotrienols. These are vitamin E derivatives containing an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain attached to the carbon C6 atom of a benzopyran ring system. The differ from tocopherols that contain a saturated trimethyltridecyl chain. Tocotrienols Organic compounds Lipids and lipid-like molecules Prenol lipids Quinone and hydroquinone lipids Aromatic heteropolycyclic compounds 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Diterpenoids Hydrocarbon derivatives Long-chain fatty alcohols Oxacyclic compounds Primary alcohols 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid Alcohol Alkyl aryl ether Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromane Diterpenoid Ether Fatty acyl Fatty alcohol Hydrocarbon derivative Long chain fatty alcohol Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Primary alcohol Tocotrienol Solid logp 6.85 ALOGPS logs -5.88 ALOGPS solubility 5.66e-04 g/l ALOGPS logp 7.5 ChemAxon pka_strongest_acidic 10.47 ChemAxon pka_strongest_basic -2.1 ChemAxon iupac (2S)-2-[(3E,7E,11E)-13-hydroxy-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-2,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-6-ol ChemAxon average_mass 426.6313 ChemAxon mono_mass 426.31339521 ChemAxon smiles C\C(CO)=C/CC\C(C)=C\CC\C(C)=C\CC[C@@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2 ChemAxon formula C28H42O3 ChemAxon inchi InChI=1S/C28H42O3/c1-20(12-8-13-22(3)19-29)10-7-11-21(2)14-9-16-28(6)17-15-25-18-26(30)23(4)24(5)27(25)31-28/h10,13-14,18,29-30H,7-9,11-12,15-17,19H2,1-6H3/b20-10+,21-14+,22-13+/t28-/m0/s1 ChemAxon inchikey BUWYMGRHXZROTQ-XYSSNJNPSA-N ChemAxon polar_surface_area 49.69 ChemAxon refractivity 134.66 ChemAxon polarizability 53.53 ChemAxon rotatable_bond_count 10 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 21386 Specdb::CMs 39961 Specdb::CMs 145894 Specdb::MsMs 313570 Specdb::MsMs 313571 Specdb::MsMs 313572 Specdb::MsMs 359083 Specdb::MsMs 359084 Specdb::MsMs 359085 Specdb::MsMs 2834184 Specdb::MsMs 2834185 Specdb::MsMs 2834186 Specdb::MsMs 2871659 Specdb::MsMs 2871660 Specdb::MsMs 2871661 HMDB12562