1.0 2016-09-30 22:35:13 UTC 2020-05-21 16:28:47 UTC BMDB0000707 BMDB00707 4-Hydroxyphenylpyruvic acid 4-Hydroxyphenylpyruvic acid, also known as 4-hydroxy a-oxobenzenepropanoate or (p-hydroxyphenyl)pyruvate, belongs to the class of organic compounds known as phenylpyruvic acid derivatives. Phenylpyruvic acid derivatives are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid. 4-Hydroxyphenylpyruvic acid exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. 4-Hydroxyphenylpyruvic acid exists in all living species, ranging from bacteria to humans. 4-Hydroxyphenylpyruvic acid is a potentially toxic compound. (4-Hydroxyphenyl)pyruvic acid (p-Hydroxyphenyl)pyruvic acid 3-(4-HYDROXY-phenyl)pyruvIC ACID 3-(4-Hydroxyphenyl)pyruvic acid 3-(p-Hydroxyphenyl)-2-oxopropanoic acid 4-Hydroxy alpha-oxobenzenepropanoic acid p-Hydroxyphenylpyruvic acid 4-Hydroxyphenylpyruvate (4-Hydroxyphenyl)pyruvate (p-Hydroxyphenyl)pyruvate 3-(4-HYDROXY-phenyl)pyruvate 3-(4-Hydroxyphenyl)pyruvate 3-(p-Hydroxyphenyl)-2-oxopropanoate 4-Hydroxy a-oxobenzenepropanoate 4-Hydroxy a-oxobenzenepropanoic acid 4-Hydroxy alpha-oxobenzenepropanoate 4-Hydroxy α-oxobenzenepropanoate 4-Hydroxy α-oxobenzenepropanoic acid p-Hydroxyphenylpyruvate (p-Hydroxyphenyl)-pyruvate (p-Hydroxyphenyl)-pyruvic acid 3-(4-Hydroxyphenyl)-2-oxo-propanoate 3-(4-Hydroxyphenyl)-2-oxo-propanoic acid 3-(4-Hydroxyphenyl)-2-oxopropionate 3-(4-Hydroxyphenyl)-2-oxopropionic acid 3-(p-Hydroxyphenyl)-2-oxopropionate 3-(p-Hydroxyphenyl)-2-oxopropionic acid 3-(p-Hydroxyphenyl)pyruvate 3-(p-Hydroxyphenyl)pyruvic acid 4-Hydroxy-a-oxobenzenepropanoate 4-Hydroxy-a-oxobenzenepropanoic acid 4-Hydroxy-alpha-oxobenzenepropanoate 4-Hydroxy-alpha-oxobenzenepropanoic acid 4HPPA HPPA Hydroxyphenylpyruvate Hydroxyphenylpyruvic acid p-Hydroxyphenylpyruvic Testacid 4-Hydroxyphenylpyruvic acid, ion 4-Hydroxyphenylpyruvic acid, sodium salt Para-hydroxyphenylpyruvic acid C9H8O4 180.1574 180.042258744 3-(4-hydroxyphenyl)-2-oxopropanoic acid 4-hydroxyphenylpyruvic acid 156-39-8 OC(=O)C(=O)CC1=CC=C(O)C=C1 InChI=1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13) KKADPXVIOXHVKN-UHFFFAOYSA-N belongs to the class of organic compounds known as phenylpyruvic acid derivatives. Phenylpyruvic acid derivatives are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid. Organic compounds Benzenoids Benzene and substituted derivatives Phenylpyruvic acid derivatives Phenylpyruvic acid derivatives 1-hydroxy-2-unsubstituted benzenoids Alpha-hydroxy ketones Alpha-keto acids and derivatives Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Phenylpropanoic acids 1-hydroxy-2-unsubstituted benzenoid 3-phenylpropanoic-acid Alpha-hydroxy ketone Alpha-keto acid Aromatic homomonocyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Keto acid Ketone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Phenol Phenylpyruvate Aromatic homomonocyclic compounds oxo carboxylic acid phenols Solid logp 1.12 ALOGPS logs -2.08 ALOGPS logp 1.6 ChemAxon pka_strongest_acidic 2.91 ChemAxon pka_strongest_basic -6 ChemAxon iupac 3-(4-hydroxyphenyl)-2-oxopropanoic acid ChemAxon average_mass 180.1574 ChemAxon mono_mass 180.042258744 ChemAxon smiles OC(=O)C(=O)CC1=CC=C(O)C=C1 ChemAxon formula C9H8O4 ChemAxon inchi InChI=1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13) ChemAxon inchikey KKADPXVIOXHVKN-UHFFFAOYSA-N ChemAxon polar_surface_area 74.6 ChemAxon refractivity 44.69 ChemAxon polarizability 16.75 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::NmrOneD 1492 Specdb::NmrOneD 4999 Specdb::NmrOneD 5000 Specdb::EiMs 845 Specdb::NmrTwoD 1032 Specdb::NmrTwoD 1438 Specdb::MsMs 990 Specdb::MsMs 991 Specdb::MsMs 992 Specdb::MsMs 4481 Specdb::MsMs 4482 Specdb::MsMs 4483 Specdb::MsMs 4484 Specdb::MsMs 4485 Specdb::MsMs 9803 Specdb::MsMs 9804 Specdb::MsMs 9805 Specdb::MsMs 16475 Specdb::MsMs 16476 Specdb::MsMs 16477 Specdb::MsMs 437781 Specdb::MsMs 437782 Specdb::MsMs 437783 Specdb::MsMs 437784 Specdb::MsMs 437785 Specdb::MsMs 451975 Specdb::MsMs 2252675 Specdb::MsMs 2253795 Specdb::MsMs 2254772 Specdb::MsMs 2255816 Specdb::MsMs 2256706 Specdb::MsIr 766 Specdb::MsIr 767 Specdb::MsIr 768 Specdb::CMs 618 Specdb::CMs 619 Specdb::CMs 1524 Specdb::CMs 1628 Specdb::CMs 1690 Specdb::CMs 1718 Specdb::CMs 2896 Specdb::CMs 30095 Specdb::CMs 30454 Specdb::CMs 30811 Specdb::CMs 31199 Specdb::CMs 31200 Specdb::CMs 31201 Specdb::CMs 31202 Specdb::CMs 31845 Specdb::CMs 31846 Specdb::CMs 37707 Specdb::CMs 156073 Specdb::CMs 1072545 Specdb::CMs 1072547 Specdb::CMs 1072549 Specdb::CMs 1072551 Specdb::CMs 1072552 Specdb::CMs 1072554 Specdb::CMs 1072556 Milk Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 Milk Raw milk, by UPLC-Q-TOF MS E Xi X, Kwok LY, Wang Y, Ma C, Mi Z, Zhang H: Ultra-performance liquid chromatography-quadrupole-time of flight mass spectrometry MS(E)-based untargeted milk metabolomics in dairy cows with subclinical or clinical mastitis. J Dairy Sci. 2017 Jun;100(6):4884-4896. doi: 10.3168/jds.2016-11939. Epub 2017 Mar 23. 28342601 Placenta 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 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 FDB030506 DB07718 C01179 979 954 C00007512 15999 P-HYDROXY-PHENYLPYRUVATE 37006 4-Hydroxyphenylpyruvic_acid 5675 Billek, Gerhard. p-Hydroxyphenylpyruvic acid. Organic Syntheses (1963), 43 49-54. Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 Xi X, Kwok LY, Wang Y, Ma C, Mi Z, Zhang H: Ultra-performance liquid chromatography-quadrupole-time of flight mass spectrometry MS(E)-based untargeted milk metabolomics in dairy cows with subclinical or clinical mastitis. J Dairy Sci. 2017 Jun;100(6):4884-4896. doi: 10.3168/jds.2016-11939. Epub 2017 Mar 23. 28342601 BMDBP00123 Macrophage migration inhibitory factor P80177 MIF Enzyme BMDBP00684 4-hydroxyphenylpyruvate dioxygenase Q5EA20 HPD Enzyme BMDBP00859 Tyrosine aminotransferase Q58CZ9 TAT Enzyme BMDBP02848 Interleukin 4 induced 1 F1N191 IL4I1 Enzyme