1.0 2011-09-21 00:10:28 UTC 2015-10-09 22:33:03 UTC FDB022221 Mesaconic acid Mesaconic acid is one of several isomeric carboxylic acids obtained from citric acid. Is used as a fire retardant, recent studies revealed this acid is a competitive inhibitor of fumarate reduction. [HMDB] (2E)-2-Methyl-2-butenedioate (2E)-2-Methyl-2-butenedioic acid (e)-2-Methyl-2-butenedioate (e)-2-Methyl-2-butenedioic acid (E)-Citraconate (E)-Citraconic acid 2-Methylfumarate 2-Methylfumaric acid Citronate Citronic acid Mesaconate Methylfumarate Methylfumaric acid trans-1-Propene-1,2-dicarboxylate trans-1-Propene-1,2-dicarboxylic acid trans-2-Methyl-2-butenedioate trans-2-Methyl-2-butenedioic acid C5H6O4 130.0987 130.02660868 (2E)-2-methylbut-2-enedioic acid mesaconic acid 498-24-8 C\C(=C/C(O)=O)C(O)=O InChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2+ HNEGQIOMVPPMNR-NSCUHMNNSA-N belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. Methyl-branched fatty acids Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Aliphatic acyclic compounds Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Unsaturated fatty acids Aliphatic acyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Dicarboxylic acid or derivatives Hydrocarbon derivative Methyl-branched fatty acid Organic oxide Organic oxygen compound Organooxygen compound Unsaturated fatty acid Dicarboxylic acids dicarboxylic acid Solid logp 0.21 ALOGPS logs -0.91 ALOGPS solubility 1.59e+01 g/l ALOGPS logp 0.35 ChemAxon pka_strongest_acidic 3.72 ChemAxon iupac (2E)-2-methylbut-2-enedioic acid ChemAxon average_mass 130.0987 ChemAxon mono_mass 130.02660868 ChemAxon smiles C\C(=C/C(O)=O)C(O)=O ChemAxon formula C5H6O4 ChemAxon inchi InChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2+ ChemAxon inchikey HNEGQIOMVPPMNR-NSCUHMNNSA-N ChemAxon polar_surface_area 74.6 ChemAxon refractivity 28.96 ChemAxon polarizability 11.24 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 1519 Specdb::NmrOneD 166582 Specdb::MsMs 1068 Specdb::MsMs 1069 Specdb::MsMs 1070 Specdb::MsMs 4619 Specdb::MsMs 314836 Specdb::MsMs 314837 Specdb::MsMs 314838 Specdb::MsMs 360655 Specdb::MsMs 360656 Specdb::MsMs 360657 Specdb::MsMs 439033 Specdb::MsMs 2809391 Specdb::MsMs 2809392 Specdb::MsMs 2809393 Specdb::MsMs 2898990 Specdb::MsMs 2898991 Specdb::MsMs 2898992 Specdb::CMs 639 Specdb::CMs 640 Specdb::CMs 1093 Specdb::CMs 21986 Specdb::CMs 30217 Specdb::CMs 30894 Specdb::CMs 31219 Specdb::CMs 37741 Specdb::CMs 135033 Specdb::CMs 142767 Specdb::CMs 1074634 Specdb::CMs 1074635 Specdb::CMs 1074637 Specdb::CMs 1074638 Specdb::CMs 1074640 Specdb::NmrTwoD 1465 HMDB00749 16600 MEZ #<Reference:0x000055ce32b64f80>