1.0 2011-09-21 01:50:30 UTC 2015-07-21 06:59:38 UTC FDB029127 13'-Hydroxy-gamma-tocopherol 13'-hydroxy-r-tocopherol is a precursor of dehydrogenation to form 13'-Carboxy-gama-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] 13'-OH-tocopherol C28H48O3 432.6789 432.360345402 (2R)-2-[(4S,8R)-13-hydroxy-4,8,12-trimethyltridecyl]-2,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-6-ol (2R)-2-[(4S,8R)-13-hydroxy-4,8,12-trimethyltridecyl]-2,7,8-trimethyl-3,4-dihydro-1-benzopyran-6-ol CC(CO)CCC[C@H](C)CCC[C@H](C)CCC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2 InChI=1S/C28H48O3/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/h18,20-22,29-30H,7-17,19H2,1-6H3/t20-,21+,22?,28-/m1/s1 QNBPVJMQPAQXML-SLGTZZLGSA-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 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 Tocopherol Solid logp 8.05 ALOGPS logs -7.12 ALOGPS solubility 3.28e-05 g/l ALOGPS logp 8.64 ChemAxon pka_strongest_acidic 10.47 ChemAxon pka_strongest_basic -1.7 ChemAxon iupac (2R)-2-[(4S,8R)-13-hydroxy-4,8,12-trimethyltridecyl]-2,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-6-ol ChemAxon average_mass 432.6789 ChemAxon mono_mass 432.360345402 ChemAxon smiles CC(CO)CCC[C@H](C)CCC[C@H](C)CCC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2 ChemAxon formula C28H48O3 ChemAxon inchi InChI=1S/C28H48O3/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/h18,20-22,29-30H,7-17,19H2,1-6H3/t20-,21+,22?,28-/m1/s1 ChemAxon inchikey QNBPVJMQPAQXML-SLGTZZLGSA-N ChemAxon polar_surface_area 49.69 ChemAxon refractivity 132.18 ChemAxon polarizability 55.09 ChemAxon rotatable_bond_count 13 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 39960 Specdb::CMs 63718 Specdb::CMs 162954 Specdb::MsMs 1260370 Specdb::MsMs 1260371 Specdb::MsMs 1260372 Specdb::MsMs 1375495 Specdb::MsMs 1375496 Specdb::MsMs 1375497 Specdb::MsMs 2408018 Specdb::MsMs 2408019 Specdb::MsMs 2408020 Specdb::MsMs 2531493 Specdb::MsMs 2531494 Specdb::MsMs 2531495 HMDB12561