1.0 2010-04-08 22:04:56 UTC 2025-11-18 22:30:50 UTC FDB001372 2-Hydroxy-2-methylbutanedioic acid Citramalic acid is an analog of malic acid. The structure is citramalic acid is similar to the structure of malic acid except it has an extra CH3 group on it. It can inhibit the production of malic acid. 2-Hydroxy-2-methylbutanedioic acid is found in sour cherry. (+-)-2-Hydroxy-2-methylsuccinate (+-)-2-Hydroxy-2-methylsuccinic acid (b)-2-Methylmalate (b)-2-Methylmalic acid (b)-Citramalate (b)-Citramalic acid (R,S)-(b)-Citramalate (R,S)-(b)-Citramalic acid (R,S)-b-Methylmalate (R,S)-b-Methylmalic acid (R,S)-beta-Methylmalate (R,S)-beta-Methylmalic acid 2-Deoxy-3-C-methyltetrarate 2-Deoxy-3-C-methyltetraric acid 2-hydroxy-2-methyl-(b)-Butanedioate 2-hydroxy-2-methyl-(b)-Butanedioic acid 2-Hydroxy-2-methyl-butanedioate 2-Hydroxy-2-methyl-butanedioic acid 2-Hydroxy-2-methylbutanedioate 2-Hydroxy-2-methylsuccinate 2-Hydroxy-2-methylsuccinic acid 2-Methyl-(b)-malate 2-Methyl-(b)-malic acid 2-Methylmalate 2-Methylmalic acid a-Hydroxypyrotartarate a-Hydroxypyrotartaric acid alpha-Hydroxypyrotartarate alpha-Hydroxypyrotartaric acid Citramalate Citramalic acid Citramalic acids DL-Citramalate DL-Citramalic acid α-hydroxypyrotartarate α-hydroxypyrotartaric acid C5H8O5 148.114 148.037173366 2-hydroxy-2-methylbutanedioic acid citramalate, (+-)- 597-44-4 CC(O)(CC(O)=O)C(O)=O InChI=1S/C5H8O5/c1-5(10,4(8)9)2-3(6)7/h10H,2H2,1H3,(H,6,7)(H,8,9) XFTRTWQBIOMVPK-UHFFFAOYSA-N belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. Hydroxy fatty acids Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Aliphatic acyclic compounds Alpha hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Methyl-branched fatty acids Organic oxides Short-chain hydroxy acids and derivatives Tertiary alcohols Alcohol Aliphatic acyclic compound Alpha-hydroxy acid Branched fatty acid Carbonyl group Carboxylic acid Carboxylic acid derivative Dicarboxylic acid or derivatives Hydrocarbon derivative Hydroxy acid Hydroxy fatty acid Methyl-branched fatty acid Organic oxide Organic oxygen compound Organooxygen compound Short-chain hydroxy acid Tertiary alcohol 2-hydroxydicarboxylic acid 3-hydroxy carboxylic acid Solid logp -0.91 ALOGPS logs 0.30 ALOGPS solubility 2.97e+02 g/l ALOGPS melting_point 107 - 111 oC logp -0.68 ChemAxon pka_strongest_acidic 3.35 ChemAxon pka_strongest_basic -4 ChemAxon iupac 2-hydroxy-2-methylbutanedioic acid ChemAxon average_mass 148.114 ChemAxon mono_mass 148.037173366 ChemAxon smiles CC(O)(CC(O)=O)C(O)=O ChemAxon formula C5H8O5 ChemAxon inchi InChI=1S/C5H8O5/c1-5(10,4(8)9)2-3(6)7/h10H,2H2,1H3,(H,6,7)(H,8,9) ChemAxon inchikey XFTRTWQBIOMVPK-UHFFFAOYSA-N ChemAxon polar_surface_area 94.83 ChemAxon refractivity 29.59 ChemAxon polarizability 12.69 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1309 Specdb::MsIr 505 Specdb::MsIr 506 Specdb::MsIr 507 Specdb::NmrOneD 1365 Specdb::NmrOneD 20342 Specdb::NmrOneD 20343 Specdb::NmrOneD 20344 Specdb::NmrOneD 20345 Specdb::NmrOneD 20346 Specdb::NmrOneD 20347 Specdb::NmrOneD 20348 Specdb::NmrOneD 20349 Specdb::NmrOneD 20350 Specdb::NmrOneD 20351 Specdb::NmrOneD 20352 Specdb::NmrOneD 20353 Specdb::NmrOneD 20354 Specdb::NmrOneD 20355 Specdb::NmrOneD 20356 Specdb::NmrOneD 20357 Specdb::NmrOneD 20358 Specdb::NmrOneD 20359 Specdb::NmrOneD 20360 Specdb::NmrOneD 20361 Specdb::CMs 3328 Specdb::CMs 37525 Specdb::CMs 153510 Specdb::CMs 1062252 Specdb::CMs 1062254 Specdb::CMs 1062256 Specdb::CMs 1062257 Specdb::CMs 1062259 Specdb::CMs 1062261 Specdb::CMs 1062262 Specdb::CMs 1062264 Specdb::CMs 1062266 Specdb::CMs 1062268 Specdb::CMs 1062270 Specdb::CMs 1062272 Specdb::CMs 1062274 Specdb::MsMs 629 Specdb::MsMs 630 Specdb::MsMs 631 Specdb::MsMs 179928 Specdb::MsMs 179929 Specdb::MsMs 179930 Specdb::MsMs 182262 Specdb::MsMs 182263 Specdb::MsMs 182264 Specdb::MsMs 438623 Specdb::MsMs 438644 Specdb::MsMs 440122 Specdb::MsMs 2231592 Specdb::MsMs 2252800 Specdb::MsMs 2253699 Specdb::MsMs 2254880 Specdb::MsMs 2255676 Specdb::MsMs 2256836 Specdb::MsMs 2257772 Specdb::MsMs 2258776 Specdb::MsMs 2259788 Specdb::MsMs 2339682 Specdb::MsMs 2339683 Specdb::MsMs 2339684 Specdb::MsMs 2626286 HMDB00426 15584 Sour cherry Type 1 specific Prunus cerasus 140311