1.0 2011-09-21 00:17:42 UTC 2019-11-26 03:21:05 UTC FDB022669 alpha-CEHC 2,5,7,8-tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman (alpha-CEHC) has been identified as a major water-soluble metabolite of vitamin E, which circulates in the blood and is excreted with the urine. (PMID 12420750) [HMDB] 2,5,7,8-Tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman 6-Hydroxy-2-(2-carboxylethyl)-2,5,7,8-tetramethylchroman 6-Hydroxy-2-carboxylethyl-2,5,7,8-tetramethylchroman 6-Hydroxy-2,5,7,8-tetramethyl-2-chromanpropionic acid alpha-CEHC C16H22O4 278.3435 278.151809192 3-(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl)propanoic acid α-cehc 4072-32-6 CC1=C(C)C2=C(CCC(C)(CCC(O)=O)O2)C(C)=C1O InChI=1S/C16H22O4/c1-9-10(2)15-12(11(3)14(9)19)5-7-16(4,20-15)8-6-13(17)18/h19H,5-8H2,1-4H3,(H,17,18) AXODOWFEFKOVSH-UHFFFAOYSA-N belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position. 1-benzopyrans Organic compounds Organoheterocyclic compounds Benzopyrans 1-benzopyrans Aromatic heteropolycyclic compounds Alkyl aryl ethers Benzenoids Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds 1-benzopyran Alkyl aryl ether Aromatic heteropolycyclic compound Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Ether Hydrocarbon derivative Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Oxacycle a small molecule Solid logp 2.90 ALOGPS logs -3.13 ALOGPS solubility 2.06e-01 g/l ALOGPS logp 3.88 ChemAxon pka_strongest_acidic 4.4 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac 3-(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl)propanoic acid ChemAxon average_mass 278.3435 ChemAxon mono_mass 278.151809192 ChemAxon smiles CC1=C(C)C2=C(CCC(C)(CCC(O)=O)O2)C(C)=C1O ChemAxon formula C16H22O4 ChemAxon inchi InChI=1S/C16H22O4/c1-9-10(2)15-12(11(3)14(9)19)5-7-16(4,20-15)8-6-13(17)18/h19H,5-8H2,1-4H3,(H,17,18) ChemAxon inchikey AXODOWFEFKOVSH-UHFFFAOYSA-N ChemAxon polar_surface_area 66.76 ChemAxon refractivity 77.38 ChemAxon polarizability 30.5 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 17642 Specdb::CMs 38105 Specdb::CMs 135251 Specdb::CMs 142985 Specdb::NmrOneD 272938 Specdb::NmrOneD 272939 Specdb::NmrOneD 272940 Specdb::NmrOneD 272941 Specdb::NmrOneD 272942 Specdb::NmrOneD 272943 Specdb::NmrOneD 272944 Specdb::NmrOneD 272945 Specdb::NmrOneD 272946 Specdb::NmrOneD 272947 Specdb::NmrOneD 272948 Specdb::NmrOneD 272949 Specdb::NmrOneD 272950 Specdb::NmrOneD 272951 Specdb::NmrOneD 272952 Specdb::NmrOneD 272953 Specdb::NmrOneD 272954 Specdb::NmrOneD 272955 Specdb::NmrOneD 272956 Specdb::NmrOneD 272957 Specdb::MsMs 23168 Specdb::MsMs 23169 Specdb::MsMs 23170 Specdb::MsMs 29966 Specdb::MsMs 29967 Specdb::MsMs 29968 Specdb::MsMs 439960 Specdb::MsMs 450245 Specdb::MsMs 2415559 Specdb::MsMs 2415560 Specdb::MsMs 2415561 Specdb::MsMs 2547572 Specdb::MsMs 2547573 Specdb::MsMs 2547574 HMDB01518 #<Reference:0x000055ce2ed49908> #<Reference:0x000055ce2ed49688> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Milk (Cow) Type 2 specific Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823