1.0 2016-09-30 22:38:00 UTC 2020-05-11 19:56:01 UTC BMDB0000881 BMDB00881 Xanthurenic acid Xanthurenic acid, also known as xanthurenic acid, belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. Xanthurenic acid exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. Xanthurenic acid exists in all living species, ranging from bacteria to humans. In cattle, xanthurenic acid is involved in the metabolic pathway called the tryptophan metabolism pathway. Xanthurenate 8-Hydroxykynurenic acid Gametocyte activating factor (gaf) 4,8-Dihydroxy-2-quinolinecarboxylate 4,8-Dihydroxy-2-quinolinecarboxylic acid 4,8-Dihydroxy-quinaldate 4,8-Dihydroxy-quinaldic acid 4,8-Dihydroxyquinaldate 4,8-Dihydroxyquinaldic acid 4,8-Dihydroxyquinaldinate 4,8-Dihydroxyquinaldinic acid 4,8-Dihydroxyquinoline-2-carboxylate 4,8-Dihydroxyquinoline-2-carboxylic acid 4-Oxoxanthurenic acid 8-Hydroxykynurenate Oxoxanthurenate Xanthurate Xanthuric acid C10H7NO4 205.1669 205.037507717 4,8-dihydroxyquinoline-2-carboxylic acid xanthurenic acid 59-00-7 OC(=O)C1=NC2=C(O)C=CC=C2C(O)=C1 InChI=1S/C10H7NO4/c12-7-3-1-2-5-8(13)4-6(10(14)15)11-9(5)7/h1-4,12H,(H,11,13)(H,14,15) FBZONXHGGPHHIY-UHFFFAOYSA-N belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. Organic compounds Organoheterocyclic compounds Quinolines and derivatives Quinoline carboxylic acids Quinoline carboxylic acids 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 8-hydroxyquinolines Azacyclic compounds Carboxylic acids Heteroaromatic compounds Hydrocarbon derivatives Hydroquinolines Hydroquinolones Hydroxyquinolines Monocarboxylic acids and derivatives Organic oxides Organonitrogen compounds Organooxygen compounds Organopnictogen compounds Pyridinecarboxylic acids Vinylogous amides 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 8-hydroxyquinoline Aromatic heteropolycyclic compound Azacycle Benzenoid Carboxylic acid Carboxylic acid derivative Dihydroquinoline Dihydroquinolone Heteroaromatic compound Hydrocarbon derivative Hydroxyquinoline Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Pyridine Pyridine carboxylic acid Pyridine carboxylic acid or derivatives Quinoline-2-carboxylic acid Vinylogous amide Aromatic heteropolycyclic compounds dihydroxyquinoline quinolinemonocarboxylic acid Solid melting_point 289 °C logp 2.01 ALOGPS logs -2.10 ALOGPS logp -0.17 ChemAxon pka_strongest_acidic 1.14 ChemAxon pka_strongest_basic 5.75 ChemAxon iupac 4,8-dihydroxyquinoline-2-carboxylic acid ChemAxon average_mass 205.1669 ChemAxon mono_mass 205.037507717 ChemAxon smiles OC(=O)C1=NC2=C(O)C=CC=C2C(O)=C1 ChemAxon formula C10H7NO4 ChemAxon inchi InChI=1S/C10H7NO4/c12-7-3-1-2-5-8(13)4-6(10(14)15)11-9(5)7/h1-4,12H,(H,11,13)(H,14,15) ChemAxon inchikey FBZONXHGGPHHIY-UHFFFAOYSA-N ChemAxon polar_surface_area 90.65 ChemAxon refractivity 50.83 ChemAxon polarizability 19.06 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 2 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Tryptophan Metabolism SMP0087237 Specdb::NmrTwoD 1523 Specdb::MsIr 937 Specdb::MsIr 938 Specdb::MsIr 939 Specdb::NmrOneD 1581 Specdb::NmrOneD 4704 Specdb::NmrOneD 145670 Specdb::NmrOneD 145671 Specdb::NmrOneD 145672 Specdb::NmrOneD 145673 Specdb::NmrOneD 145674 Specdb::NmrOneD 145675 Specdb::NmrOneD 145676 Specdb::NmrOneD 145677 Specdb::NmrOneD 145678 Specdb::NmrOneD 145679 Specdb::NmrOneD 145680 Specdb::NmrOneD 145681 Specdb::NmrOneD 145682 Specdb::NmrOneD 145683 Specdb::NmrOneD 145684 Specdb::NmrOneD 145685 Specdb::NmrOneD 145686 Specdb::NmrOneD 145687 Specdb::NmrOneD 145688 Specdb::NmrOneD 145689 Specdb::MsMs 1241 Specdb::MsMs 1242 Specdb::MsMs 1243 Specdb::MsMs 4755 Specdb::MsMs 4756 Specdb::MsMs 4757 Specdb::MsMs 4758 Specdb::MsMs 4759 Specdb::MsMs 4760 Specdb::MsMs 180228 Specdb::MsMs 180229 Specdb::MsMs 180230 Specdb::MsMs 182562 Specdb::MsMs 182563 Specdb::MsMs 182564 Specdb::MsMs 374372 Specdb::MsMs 437036 Specdb::MsMs 437037 Specdb::MsMs 437038 Specdb::MsMs 437039 Specdb::MsMs 437040 Specdb::MsMs 438598 Specdb::MsMs 438599 Specdb::MsMs 438600 Specdb::MsMs 438601 Specdb::CMs 661 Specdb::CMs 1899 Specdb::CMs 3465 Specdb::CMs 30097 Specdb::CMs 30714 Specdb::CMs 31253 Specdb::CMs 37822 Specdb::CMs 168339 Specdb::CMs 1080906 Specdb::CMs 1080908 Specdb::CMs 1080910 Specdb::CMs 1080912 Specdb::CMs 1080914 Specdb::CMs 1080916 Specdb::CMs 1080918 Specdb::CMs 1080920 Specdb::CMs 1080922 Specdb::CMs 1080923 Specdb::CMs 1080925 Specdb::CMs 1080927 Specdb::CMs 1080929 Epidermis 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 Liver 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 Liver 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 C02470 FDB022297 5497 5699 10072 XANTHURENATE Xanthurenic_acid 5841 Furst, Arthur; Olsen, Carl J. A convenient synthesis of xanthurenic acid. Journal of Organic Chemistry (1951), 16 412-14.