1.0 2016-09-30 22:47:06 UTC 2020-04-22 15:08:32 UTC BMDB0001518 BMDB01518 Alpha-CEHC Alpha-Cehc, also known as Α-cehc, 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. Alpha-Cehc is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Alpha-Cehc exists in all living organisms, ranging from bacteria to humans. a-CEHC Α-cehc 3-(6-Hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl)propanoate α-Carboxyethyl hydrochroman alpha-Carboxyethyl hydrochroman 2,5,7,8-Tetramethyl-2(2'-carboxyethyl)-6-hydroxychroman 2,5,7,8-Tetramethyl-2-(β-carboxyethyl)-6-hydroxychroman 2,5,7,8-Tetramethyl-2-(beta-carboxyethyl)-6-hydroxychroman 6-Hydroxy-2-(2-carboxylethyl)-2,5,7,8-tetramethylchroman 6-Hydroxy-2-carboxylethyl-2,5,7,8-tetramethylchroman 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(O)C(C)=C2CCC(C)(CCC(O)=O)OC2=C1C 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. Organic compounds Organoheterocyclic compounds Benzopyrans 1-benzopyrans 1-benzopyrans 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 Aromatic heteropolycyclic compounds a small molecule Solid logp 2.90 ALOGPS logs -3.13 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(O)C(C)=C2CCC(C)(CCC(O)=O)OC2=C1C 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 number_of_rings 2 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 17642 Specdb::CMs 38105 Specdb::CMs 135251 Specdb::CMs 142985 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 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 Milk Raw milk, by UPLC-Q-TOF MS E Xi X, Kwok LY, Wang Y, Ma C, Mi Z, Zhang H: Ultra-performance liquid chromatography-quadrupole-time of flight mass spectrometry MS(E)-based untargeted milk metabolomics in dairy cows with subclinical or clinical mastitis. J Dairy Sci. 2017 Jun;100(6):4884-4896. doi: 10.3168/jds.2016-11939. Epub 2017 Mar 23. 28342601 FDB022669 8119154 9943542 626842 Pope, Simon A. S.; Burtin, Guillaume E.; Clayton, Peter T.; Madge, David J.; Muller, David P. R. Synthesis and analysis of conjugates of the major vitamin E metabolite, a-CEHC. Free Radical Biology & Medicine (2002), 33(6), 807-817. Xi X, Kwok LY, Wang Y, Ma C, Mi Z, Zhang H: Ultra-performance liquid chromatography-quadrupole-time of flight mass spectrometry MS(E)-based untargeted milk metabolomics in dairy cows with subclinical or clinical mastitis. J Dairy Sci. 2017 Jun;100(6):4884-4896. doi: 10.3168/jds.2016-11939. Epub 2017 Mar 23. 28342601