1.0 2016-09-30 22:34:31 UTC 2020-05-11 20:47:45 UTC BMDB0000663 BMDB00663 Glucaric acid Glucaric acid, also known as glucarate or D-saccharic acid, 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. Glucaric acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Glucaric acid exists in all living organisms, ranging from bacteria to humans. D-(+)-Saccharic acid D-Glucosaccharic acid D-Saccharic acid L-Gularic acid Saccharic acid D-Glucaric acid Glucarate D-(+)-Saccharate D-Glucosaccharate D-Saccharate L-Gularate Saccharate D-Glucarate Acid, saccharic Anhydrous calcium glucarate Anhydrous calcium saccharate Calcium glucarate Calcium glucarate, anhydrous Calcium saccharate Calcium saccharate anhydrous Calcium saccharate tetrahydrate Calcium saccharate, anhydrous D Glucaric acid D Saccharic acid Glucarate, anhydrous calcium Glucarate, calcium Glucosaccharic acid L Gularic acid Levo gularic acid Levo-gularic acid Saccharate tetrahydrate, calcium Saccharate, anhydrous calcium Saccharate, calcium Tetrahydrate, calcium saccharate Tetrahydroxyadipic acid (2R,3S,4S,5S)-2,3,4,5-Tetrahydroxyhexanedioate (2R,3S,4S,5S)-2,3,4,5-Tetrahydroxyhexanedioic acid D-Tetrahydroxyadipate D-Tetrahydroxyadipic acid DL-Glucaric acid GKR C6H10O8 210.1388 210.037567296 (2R,3S,4S,5S)-2,3,4,5-tetrahydroxyhexanedioic acid saccharic acid 87-73-0 O[C@@H]([C@H](O)[C@@H](O)C(O)=O)[C@H](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)/t1-,2-,3-,4+/m0/s1 DSLZVSRJTYRBFB-LLEIAEIESA-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. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Glucuronic acid derivatives 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 Aliphatic acyclic compounds Dicarboxylic acids glucaric acid Solid water_solubility 912 mg/mL logp -1.77 ALOGPS logs -0.52 ALOGPS logp -3.1 ChemAxon pka_strongest_acidic 2.83 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac (2R,3S,4S,5S)-2,3,4,5-tetrahydroxyhexanedioic acid ChemAxon average_mass 210.1388 ChemAxon mono_mass 210.037567296 ChemAxon smiles O[C@@H]([C@H](O)[C@@H](O)C(O)=O)[C@H](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)/t1-,2-,3-,4+/m0/s1 ChemAxon inchikey DSLZVSRJTYRBFB-LLEIAEIESA-N ChemAxon polar_surface_area 155.52 ChemAxon refractivity 38.14 ChemAxon polarizability 16.8 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 8 ChemAxon donor_count 6 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::NmrTwoD 1030 Specdb::NmrTwoD 1407 Specdb::NmrOneD 1462 Specdb::NmrOneD 144770 Specdb::NmrOneD 144771 Specdb::NmrOneD 144772 Specdb::NmrOneD 144773 Specdb::NmrOneD 144774 Specdb::NmrOneD 144775 Specdb::NmrOneD 144776 Specdb::NmrOneD 144777 Specdb::NmrOneD 144778 Specdb::NmrOneD 144779 Specdb::NmrOneD 144780 Specdb::NmrOneD 144781 Specdb::NmrOneD 144782 Specdb::NmrOneD 144783 Specdb::NmrOneD 144784 Specdb::NmrOneD 144785 Specdb::NmrOneD 144786 Specdb::NmrOneD 144787 Specdb::NmrOneD 144788 Specdb::NmrOneD 144789 Specdb::MsIr 715 Specdb::MsIr 716 Specdb::MsIr 717 Specdb::CMs 592 Specdb::CMs 593 Specdb::CMs 594 Specdb::CMs 595 Specdb::CMs 1730 Specdb::CMs 6577 Specdb::CMs 30515 Specdb::CMs 31186 Specdb::CMs 31884 Specdb::CMs 37680 Specdb::CMs 136142 Specdb::CMs 143876 Specdb::CMs 146727 Specdb::CMs 146729 Specdb::CMs 146731 Specdb::CMs 279535 Specdb::CMs 1072024 Specdb::CMs 1072026 Specdb::CMs 1072028 Specdb::CMs 1072030 Specdb::CMs 1072031 Specdb::CMs 1072033 Specdb::CMs 1072035 Specdb::CMs 1072037 Specdb::CMs 1072039 Specdb::MsMs 906 Specdb::MsMs 907 Specdb::MsMs 908 Specdb::MsMs 4342 Specdb::MsMs 4343 Specdb::MsMs 4344 Specdb::MsMs 4345 Specdb::MsMs 4346 Specdb::MsMs 248451 Specdb::MsMs 248452 Specdb::MsMs 248453 Specdb::MsMs 268392 Specdb::MsMs 268393 Specdb::MsMs 268394 Specdb::MsMs 438446 Specdb::MsMs 438447 Specdb::MsMs 438448 Specdb::MsMs 438449 Specdb::MsMs 438450 Specdb::MsMs 440113 Specdb::MsMs 451950 Specdb::MsMs 2244193 Specdb::MsMs 2245885 Specdb::MsMs 2246381 Specdb::MsMs 2247922 Liver Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Milk By UPLC-Q-TOF Pan L, Yu J, Mi Z, Mo L, Jin H, Yao C, Ren D, Menghe B: A Metabolomics Approach Uncovers Differences between Traditional and Commercial Dairy Products in Buryatia (Russian Federation). Molecules. 2018 Mar 22;23(4). pii: molecules23040735. doi: 10.3390/molecules23040735. 29565828 Prostate Tissue Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 DB03603 FDB022169 C00818 30577 16002 33037 C00052287 D-GLUCARATE 35926 Saccharic_acid 5633 Bamba, K.; Kokoh, K. B.; Servat, K.; Leger, J.-M. Electrocatalytic oxidation of monosaccharides on platinum electrodes modified by thallium adatoms in carbonate buffered medium. Journal of Applied Electrochemistry (2006), 36(2), 233-238. Pan L, Yu J, Mi Z, Mo L, Jin H, Yao C, Ren D, Menghe B: A Metabolomics Approach Uncovers Differences between Traditional and Commercial Dairy Products in Buryatia (Russian Federation). Molecules. 2018 Mar 22;23(4). pii: molecules23040735. doi: 10.3390/molecules23040735. 29565828