Compound: 4-Hydroxyphenylpyruvic acid
SMILES: O=C(O)C(=O)Cc1ccc(O)cc1
InChIKey: KKADPXVIOXHVKN-UHFFFAOYSA-N
Synonyms: 4-Hydroxyphenylpyruvic acid, 156-39-8, 3-(4-Hydroxyphenyl)-2-oxopropanoic acid, p-Hydroxyphenylpyruvic acid, (P-HYDROXYPHENYL)PYRUVIC ACID, 3-(p-Hydroxyphenyl)pyruvic acid, (4-hydroxyphenyl)pyruvic acid, 3-(p-Hydroxyphenyl)-2-oxopropanoic acid, Benzenepropanoic acid, 4-hydroxy-alpha-oxo-, 4-Hydroxy alpha-oxobenzenepropanoic acid, 0YP1694WNQ, CHEBI:15999, DTXSID80166017, RefChem:99392, para-hydroxyphenylpyruvic acid, DTXCID9088508, 205-852-9, 3-hydroxy-2-oxo-3-phenylpropanoic acid, Testacid, 4-hydroxyphenylpyruvate, 3-(4-Hydroxyphenyl)pyruvic acid, Testacide, MFCD00002591, Pyruvic acid, (p-hydroxyphenyl)-, 3-(4-HYDROXY-PHENYL)PYRUVIC ACID, HPPA, Pyruvic acid, p-hydroxyphenyl-, NSC 100738, BRN 2691632, 3-(4-hydroxyphenyl)-2-oxo-propanoic acid, Benzenepropanoic acid, 4-hydroxy-.alpha.-oxo-, 4-Hydroxy-a-oxobenzenepropanoic acid, 4-?Hydroxyphenylpyruvic acid, 3-(p-Hydroxyphenyl)-2-oxopropionic acid, 3-(4-Hydroxyphenyl)-2-oxopropionic acid, NSC666757, NSC-100738, NSC-666757, 4-Hydroxy-alpha-oxobenzenepropanoic acid, hydroxyphenylpyruvate, Benzenepropanoic acid, 4-hydroxy-alpha-oxo- (9CI), (p-hydroxyphenyl)-pyruvic acid, 3-(p-Hydroxyphenyl)pyruvate, ENO, EINECS 205-852-9, UNII-0YP1694WNQ, p-hydroxyphenylpyruvic, 4HPPA, (p-Hydroxyphenyl)pyruvate, 4-ydroxyphenylpyruvic acid, WLN: QVV1R DQ, (p-hydroxyphenyl)-Pyruvate, 4-HPPA, bmse000262, 4- Hydroxyphenylpyruvic acid, SCHEMBL24157, 4-10-00-03630 (Beilstein Handbook Reference), CHEMBL607712, GTPL6629, 4-Hydroxy-a-oxobenzenepropanoate, 4-Hydroxyphenylpyruvic acid, 98%, STR05283, 4-Hydroxy-alpha-oxobenzenepropanoate, 4-Hydroxyphenylpyruvic acid (NIST), 3-(p-Hydroxyphenyl)-2-oxopropionate, BBL104224, GEO-01551, NSC100738, s2995, SBB068897, STL558218, 3-(4-Hydroxyphenyl)-2-oxopropionate, AKOS000136920, 3-(4-hydroxyphenyl)-2-oxo-propanoate, AC-7498, CS-W010756, DB07718, EBC-616079, FD10465, FH37633, HY-W010040, NSC 666757, 3-(4-Hydroxyphenyl)-2-oxopropanoicacid, Benzenepropanoic acid, ?-hydroxy-?-oxo-, p-Hydroxyphenyl-brenztraubensA currencyure, PD005526, Pyruvic acid, (p-hydroxyphenyl)- (8CI), SY050624, 3-(4-hydroxyphenyl)-2-oxo-propionic acid, 3-(4-hydroxy phenyl)-2-oxo propanoic acid, 3-(4-Hydroxyphenyl)-2-oxopropanoic acid #, NS00015136, ST45028741, Benzenepropanoic acid, 4-?hydroxy-?|A-?oxo-, C01179, EN300-1855716, 4-HYDROXY-.ALPHA.-OXOBENZENEPROPANOIC ACID, F013604, Q2823224, 87E988C4-F26C-4E03-9A40-1B0C0B36CA67, 4-Hydroxyphenylpyruvic acid, Grade II, 98-100%, crystalline, (p-Hydroxyphenyl)pyruvic Acid; 3-(4-Hydroxyphenyl)-2-oxopropanoic Acid;, 3-(4-Hydroxyphenyl)-2-oxopropionic Acid; 3-(4-Hydroxyphenyl)pyruvic Acid;, 3-(p-Hydroxyphenyl)-2-oxopropionic Acid; 3-(p-Hydroxyphenyl)pyruvic Acid;, 4-Hydroxy-a-oxobenzenepropanoic Acid; HPPA; NSC 100738; NSC 666757;
Theoretical properties:
molecular_formula: C9H8O4
molecular_weight: 180.16 g/mol
exact_mass: 180.04225873 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 3
heavy_atom_count: 13
topological_polar_surface_area: 74.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 219 - 220 °C
Descriptions:
pubchem: 4-hydroxyphenylpyruvic acid is a 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group. It has a role as a human metabolite. It is a member of phenols and a 2-oxo monocarboxylic acid. It is functionally related to a pyruvic acid. It is a conjugate acid of a 3-(4-hydroxyphenyl)pyruvate.
chebi: A 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group.
chembl: 4-HYDROXYPHENYLPYRUVIC ACID is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 4-Hydroxyphenylpyruvic acid (4-HPPA) is an intermediate in the metabolism of the amino acid phenylalanine.  The aromatic side chain of phenylalanine is hydroxylated by the enzyme phenylalanine hydroxylase to form tyrosine.  The conversion from tyrosine to 4-HPPA is in turn catalyzed by tyrosine aminotransferase.  Additionally, 4-HPPA can be converted to homogentisic acid which is one of the precursors to ochronotic pigment.
It is an intermediary compound in the biosynthesis of scytonemin.