1.0 2011-09-21 01:50:27 UTC 2015-07-21 06:59:38 UTC FDB029123 13'-Carboxy-gamma-tocopherol 13'-Carboxy-gama-tocopherol is a dehydrogenation carboxylate product of 13'-hydroxy-r-tocopherol by an unidentified microsomal enzyme(s) probably via an aldehyde intermediate r-Tocopherol provides different antioxidant activities in food and in-vitro studies and showed higher activity in trapping lipophilic electrophiles and reactive nitrogen and oxygen species. From the metabolism end product, only that of r-tocopherol (2,7,8-trimethyl-2-(b-carboxyethyl)-6-hydroxychroman), but not that of a-tocopherol, was identified to provide natriuretic activity. Only the r-tocopherol plasma level served as biomarker for cancer and cardiovascular risk. [HMDB] 2,7,8-Trimethyl-2-(13'-carboxy-4',8',12'-trimethyltridecyl)-6-chromanol 2,7,8-Trimethyl-2-(13'-carboxy-4',8',12'-trimethyltridecyl)-6-hydroxychroman C28H46O4 446.6624 446.33960996 (6R,10S)-13-[(2R)-6-hydroxy-2,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-2,6,10-trimethyltridecanoic acid (6R,10S)-13-[(2R)-6-hydroxy-2,7,8-trimethyl-3,4-dihydro-1-benzopyran-2-yl]-2,6,10-trimethyltridecanoic acid C[C@H](CCC[C@H](C)CCC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2)CCCC(C)C(O)=O InChI=1S/C28H46O4/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/h18-21,29H,7-17H2,1-6H3,(H,30,31)/t19-,20+,21?,28-/m1/s1 WPZHQZIUOXUCOK-PXUFRVCMSA-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. Tocopherols 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 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 Tocopherol Solid logp 7.21 ALOGPS logs -6.87 ALOGPS solubility 6.06e-05 g/l ALOGPS logp 8.93 ChemAxon pka_strongest_acidic 5 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac (6R,10S)-13-[(2R)-6-hydroxy-2,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-2,6,10-trimethyltridecanoic acid ChemAxon average_mass 446.6624 ChemAxon mono_mass 446.33960996 ChemAxon smiles C[C@H](CCC[C@H](C)CCC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2)CCCC(C)C(O)=O ChemAxon formula C28H46O4 ChemAxon inchi InChI=1S/C28H46O4/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/h18-21,29H,7-17H2,1-6H3,(H,30,31)/t19-,20+,21?,28-/m1/s1 ChemAxon inchikey WPZHQZIUOXUCOK-PXUFRVCMSA-N ChemAxon polar_surface_area 66.76 ChemAxon refractivity 132.02 ChemAxon polarizability 54.97 ChemAxon rotatable_bond_count 13 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 10256 Specdb::CMs 39956 Specdb::CMs 165095 Specdb::MsMs 288631 Specdb::MsMs 288632 Specdb::MsMs 288633 Specdb::MsMs 327814 Specdb::MsMs 327815 Specdb::MsMs 327816 Specdb::MsMs 2683878 Specdb::MsMs 2683879 Specdb::MsMs 2683880 Specdb::MsMs 3021981 Specdb::MsMs 3021982 Specdb::MsMs 3021983 HMDB12557