1.0 2010-04-08 22:04:52 UTC 2025-11-18 22:29:02 UTC FDB001205 Galactaric acid Present in ripe fruits of peach and pear. Formed in grapes and grape must by the action of Botrytis cinerea on galacturonic acid Galactaric acid is the dicarboxylic sugar acid resulting from oxidation glactose with dilute nitric acid. It is a substrate of galactarate O-hydroxycinnamoyltransferase [EC 2.3.1.130]. (KEGG); It forms a crystalline powder which melts at 213 °C. It is insoluble in alcohol, and nearly insoluble in cold water. Due to the symmetry in the molecule, it is optically inactive even though it has chiral carbon atoms (i.e., it is a meso compound). When heated with pyridine to 140 °C, it is converted into allommic acid. When digested with fuming hydrochloric acid for some time it is converted into a 2,5-furandicarboxylic acid (FDCA) while on heating with barium sulfide it is transformed into athiophene carboxylic acid. The ammonium salt yields on dry distillation carbon dioxide, ammonia, pyrrol and other substances. The acid when fused with caustic alkalis yields oxalic acid. Galactaric acid is found in many foods, some of which are alcoholic beverages, fruits, pomes, and peach. (2R,3S,4R,5S)-2,3,4,5-tetrahydroxyhexanedioate (2R,3S,4R,5S)-2,3,4,5-tetrahydroxyhexanedioic acid 1,2,3,4-Tetrahydroxy-1,4-butanedicarboxylic acid Acido galactarico Acido mucico D-Galactaric acid Galactarate Galactarsaeure Galactosaccharate Galactosaccharic acid Galaktarsaeure Hexaric acid Meso-galactaric acid MTPA Mucate Mucic acid Mucinsaeure Saccharolactate Saccharolactic acid Schleimsaeure Schleimsaure Tetrahydroxyadipic acid Tetrahydroxyhexanedioic acid C6H10O8 210.1388 210.037567296 2,3,4,5-tetrahydroxyhexanedioic acid mucic acid 526-99-8 OC(C(O)C(O)C(O)=O)C(O)C(O)=O InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14) DSLZVSRJTYRBFB-UHFFFAOYSA-N belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid. Glucuronic acid derivatives Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aliphatic acyclic compounds Alpha hydroxy acids and derivatives Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Hydroxy fatty acids Medium-chain fatty acids Medium-chain hydroxy acids and derivatives Monosaccharides Organic oxides Polyols Secondary alcohols Alcohol Aliphatic acyclic compound Alpha-hydroxy acid Beta-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Dicarboxylic acid or derivatives Fatty acid Fatty acyl Glucuronic acid or derivatives Hydrocarbon derivative Hydroxy acid Hydroxy fatty acid Medium-chain fatty acid Medium-chain hydroxy acid Monosaccharide Organic oxide Polyol Secondary alcohol Solid logp -1.77 ALOGPS logs -0.52 ALOGPS solubility 6.31e+01 g/l ALOGPS melting_point Mp 230° dec. logp -3.1 ChemAxon pka_strongest_acidic 2.83 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac 2,3,4,5-tetrahydroxyhexanedioic acid ChemAxon average_mass 210.1388 ChemAxon mono_mass 210.037567296 ChemAxon smiles OC(C(O)C(O)C(O)=O)C(O)C(O)=O ChemAxon formula C6H10O8 ChemAxon inchi InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14) ChemAxon inchikey DSLZVSRJTYRBFB-UHFFFAOYSA-N ChemAxon polar_surface_area 155.52 ChemAxon refractivity 38.14 ChemAxon polarizability 17.03 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 8 ChemAxon donor_count 6 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13280 Specdb::CMs 31941 Specdb::CMs 41609 Specdb::CMs 100479 Specdb::MsMs 6908 Specdb::MsMs 6909 Specdb::MsMs 6910 Specdb::MsMs 13580 Specdb::MsMs 13581 Specdb::MsMs 13582 Specdb::MsMs 440082 Specdb::NmrOneD 328962 Specdb::NmrOneD 328963 Specdb::NmrOneD 328964 Specdb::NmrOneD 328965 Specdb::NmrOneD 328966 Specdb::NmrOneD 328967 Specdb::NmrOneD 328968 Specdb::NmrOneD 328969 Specdb::NmrOneD 328970 Specdb::NmrOneD 328971 Specdb::NmrOneD 328972 Specdb::NmrOneD 328973 Specdb::NmrOneD 328974 Specdb::NmrOneD 328975 Specdb::NmrOneD 328976 Specdb::NmrOneD 328977 Specdb::NmrOneD 328978 Specdb::NmrOneD 328979 Specdb::NmrOneD 328980 Specdb::NmrOneD 328981 HMDB00639 30852 GAE Alcoholic beverages Unknown generic 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 Cow milk, pasteurized, vitamin A + D added, 0% fat Type 2 specific Cow milk, pasteurized, vitamin A + D added, 1% fat Type 2 specific Cow milk, pasteurized, vitamin A + D added, 2% fat Type 2 specific Cow milk, pasteurized, vitamin D added, 3.25% fat Type 2 specific 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 Fruits Unknown generic 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 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Peach Type 1 specific Prunus persica 3760 Pheasant Type 1 specific Phasianus colchicus 9054 Pomes Unknown generic 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 UDP-glucuronosyltransferase 1-1 P22309 UGT1A1 UDP-glucuronosyltransferase 1-4 P22310 UGT1A4 UDP-glucuronosyltransferase 1-6 P19224 UGT1A6 UDP-glucuronosyltransferase 1-9 O60656 UGT1A9 UDP-glucuronosyltransferase 2B4 P06133 UGT2B4 UDP-glucuronosyltransferase 2B7 P16662 UGT2B7