1.0 2011-09-21 01:50:14 UTC 2017-04-03 05:02:19 UTC FDB029110 11'-Carboxy-gamma-chromanol 11'-Carboxy-gamma-tocopherol is a dehydrogenation carboxylate product of 11'-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] 11'-Carboxy-gamma-tocopherol 2,7,8-Trimethyl-2-(11'-carboxy-4',8'-dimethylundecyl)-6-chromanol 2,7,8-Trimethyl-2-(11'-carboxy-4',8'-dimethylundecyl)-6-hydroxychroman RRR-11'-Carboxy-gamma-chromanol C25H40O4 404.5827 404.292659768 (4R,8S)-11-[(2R)-6-hydroxy-2,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-4,8-dimethylundecanoic acid (4R,8S)-11-[(2R)-6-hydroxy-2,7,8-trimethyl-3,4-dihydro-1-benzopyran-2-yl]-4,8-dimethylundecanoic acid 59-02-9 C[C@@H](CCC[C@@H](C)CCC(O)=O)CCC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2 InChI=1S/C25H40O4/c1-17(8-6-9-18(2)11-12-23(27)28)10-7-14-25(5)15-13-21-16-22(26)19(3)20(4)24(21)29-25/h16-18,26H,6-15H2,1-5H3,(H,27,28)/t17-,18+,25+/m0/s1 IITULCXNOMOXAH-YYULODDRSA-N belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Sesquiterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aromatic heteropolycyclic compounds 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Carbonyl compounds Carboxylic acids 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 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 Sesquiterpenoid Solid logp 6.22 ALOGPS logs -6.23 ALOGPS solubility 2.38e-04 g/l ALOGPS logp 7.5 ChemAxon pka_strongest_acidic 5.04 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac (4R,8S)-11-[(2R)-6-hydroxy-2,7,8-trimethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-4,8-dimethylundecanoic acid ChemAxon average_mass 404.5827 ChemAxon mono_mass 404.292659768 ChemAxon smiles C[C@@H](CCC[C@@H](C)CCC(O)=O)CCC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2 ChemAxon formula C25H40O4 ChemAxon inchi InChI=1S/C25H40O4/c1-17(8-6-9-18(2)11-12-23(27)28)10-7-14-25(5)15-13-21-16-22(26)19(3)20(4)24(21)29-25/h16-18,26H,6-15H2,1-5H3,(H,27,28)/t17-,18+,25+/m0/s1 ChemAxon inchikey IITULCXNOMOXAH-YYULODDRSA-N ChemAxon polar_surface_area 66.76 ChemAxon refractivity 118.25 ChemAxon polarizability 48.94 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 26529 Specdb::CMs 39943 Specdb::CMs 172075 Specdb::MsMs 324805 Specdb::MsMs 324806 Specdb::MsMs 324807 Specdb::MsMs 373312 Specdb::MsMs 373313 Specdb::MsMs 373314 Specdb::MsMs 2272212 Specdb::MsMs 2272213 Specdb::MsMs 2272214 Specdb::MsMs 3069765 Specdb::MsMs 3069766 Specdb::MsMs 3069767 HMDB12517