1.0 2011-09-21 01:50:28 UTC 2015-07-21 06:59:38 UTC FDB029124 13'-Carboxy-gamma-tocotrienol 13'-carboxy-r-tocotrienol is a dehydrogenation carboxylate product of 13'-hydroxy-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] 13AgamaTE 13AgammaTE C28H40O4 440.6148 440.292659768 (2E,6E,10E)-13-[(2R)-6-hydroxy-2,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-2,6,10-trimethyltrideca-2,6,10-trienoic acid (2E,6E,10E)-13-[(2R)-6-hydroxy-2,7,8-trimethyl-3,4-dihydro-1-benzopyran-2-yl]-2,6,10-trimethyltrideca-2,6,10-trienoic acid C\C(CC\C=C(/C)C(O)=O)=C/CC\C(C)=C\CC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2 InChI=1S/C28H40O4/c1-19(12-8-14-21(3)27(30)31)10-7-11-20(2)13-9-16-28(6)17-15-24-18-25(29)22(4)23(5)26(24)32-28/h10,13-14,18,29H,7-9,11-12,15-17H2,1-6H3,(H,30,31)/b19-10+,20-13+,21-14+/t28-/m1/s1 UJMZKOBSLDXUHY-YQHRJHOASA-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 Carbonyl compounds Carboxylic acids Diterpenoids Heterocyclic fatty acids Hydrocarbon derivatives Hydroxy fatty acids Long-chain fatty acids Methyl-branched fatty acids Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Unsaturated fatty acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid Alkyl aryl ether Aromatic heteropolycyclic compound Benzenoid Benzopyran Branched fatty acid Carbonyl group Carboxylic acid Carboxylic acid derivative Chromane Diterpenoid Ether Fatty acid Fatty acyl Heterocyclic fatty acid Hydrocarbon derivative Hydroxy fatty acid Long-chain fatty acid Methyl-branched fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Tocotrienol Unsaturated fatty acid Solid logp 6.46 ALOGPS logs -6.02 ALOGPS solubility 4.22e-04 g/l ALOGPS logp 7.97 ChemAxon pka_strongest_acidic 5.07 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac (2E,6E,10E)-13-[(2R)-6-hydroxy-2,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-2,6,10-trimethyltrideca-2,6,10-trienoic acid ChemAxon average_mass 440.6148 ChemAxon mono_mass 440.292659768 ChemAxon smiles C\C(CC\C=C(/C)C(O)=O)=C/CC\C(C)=C\CC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2 ChemAxon formula C28H40O4 ChemAxon inchi InChI=1S/C28H40O4/c1-19(12-8-14-21(3)27(30)31)10-7-11-20(2)13-9-16-28(6)17-15-24-18-25(29)22(4)23(5)26(24)32-28/h10,13-14,18,29H,7-9,11-12,15-17H2,1-6H3,(H,30,31)/b19-10+,20-13+,21-14+/t28-/m1/s1 ChemAxon inchikey UJMZKOBSLDXUHY-YQHRJHOASA-N ChemAxon polar_surface_area 66.76 ChemAxon refractivity 134.6 ChemAxon polarizability 53.59 ChemAxon rotatable_bond_count 10 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 18191 Specdb::CMs 39957 Specdb::CMs 160768 Specdb::MsMs 306322 Specdb::MsMs 306323 Specdb::MsMs 306324 Specdb::MsMs 349924 Specdb::MsMs 349925 Specdb::MsMs 349926 Specdb::MsMs 2775650 Specdb::MsMs 2775651 Specdb::MsMs 2775652 Specdb::MsMs 2905737 Specdb::MsMs 2905738 Specdb::MsMs 2905739 HMDB12558