1.0 2016-09-30 22:30:33 UTC 2020-05-05 18:39:45 UTC BMDB0000426 BMDB00426 Citramalic acid (+-)-2-Hydroxy-2-methylsuccinic acid 2-Hydroxy-2-methylbutanedioic acid 2-Hydroxy-2-methylsuccinic acid 2-Methylmalic acid alpha-Hydroxypyrotartaric acid Citramalic acids (+-)-2-Hydroxy-2-methylsuccinate 2-Hydroxy-2-methylbutanedioate 2-Hydroxy-2-methylsuccinate 2-Methylmalate a-Hydroxypyrotartarate a-Hydroxypyrotartaric acid alpha-Hydroxypyrotartarate Α-hydroxypyrotartarate Α-hydroxypyrotartaric acid Citramalate (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-Methyl-(b)-malate 2-Methyl-(b)-malic acid DL-Citramalate DL-Citramalic acid Citramalate, (+-)-isomer Citramalate, (R)-isomer Citramalate, (S)-isomer alpha-Methylmalate (R)-2-Hydroxy-2-methylbutanedioate Citramalic acid C5H8O5 148.114 148.037173366 2-hydroxy-2-methylbutanedioic acid citramalate, (+-)- 2306-22-1 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. Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Hydroxy fatty acids 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 Aliphatic acyclic compounds 2-hydroxydicarboxylic acid 3-hydroxy carboxylic acid Solid melting_point 107 - 111 °C logp -0.91 ALOGPS logs 0.30 ALOGPS 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 number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsIr 505 Specdb::MsIr 506 Specdb::MsIr 507 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 Specdb::NmrTwoD 1309 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 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 FDB002815 C00815 1051 15584 1081 C00001181 5415 Barker, H. A. Chemical synthesis and resolution of (±)-citramalic acid. Biochemical Preparations (1962), 9 25-9.