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Details

Stereochemistry ACHIRAL
Molecular Formula C9H8O4
Molecular Weight 180.1574
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3-(4-HYDROXYPHENYL)PYRUVIC ACID

SMILES

OC(=O)C(=O)CC1=CC=C(O)C=C1

InChI

InChIKey=KKADPXVIOXHVKN-UHFFFAOYSA-N
InChI=1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13)

HIDE SMILES / InChI

Molecular Formula C9H8O4
Molecular Weight 180.1574
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Interaction of macrophage migration inhibitory factor with ceruloplasmin: role of labile copper ions.
2015-10
Metabolic engineering of cofactor F420 production in Mycobacterium smegmatis.
2010-12-29
Structure and mechanism of the magnesium-independent aromatic prenyltransferase CloQ from the clorobiocin biosynthetic pathway.
2010-12-10
The arthrobacter arilaitensis Re117 genome sequence reveals its genetic adaptation to the surface of cheese.
2010-11-24
Tyrosine aminotransferase: biochemical and structural properties and molecular dynamics simulations.
2010-11
Prephenate decarboxylases: a new prephenate-utilizing enzyme family that performs nonaromatizing decarboxylation en route to diverse secondary metabolites.
2010-10-26
Hereditary tyrosinemia type 1 metabolites impair DNA excision repair pathways.
2010-10-08
The structure of Haemophilus influenzae prephenate dehydrogenase suggests unique features of bifunctional TyrA enzymes.
2010-10-01
The genome of a pathogenic rhodococcus: cooptive virulence underpinned by key gene acquisitions.
2010-09-30
RNAi-mediated suppression of isoprene emission in poplar transiently impacts phenolic metabolism under high temperature and high light intensities: a transcriptomic and metabolomic analysis.
2010-09
Tyrosine-derived 4-hydroxyphenylpyruvate reacts with ketone test fields of 3 commercially available urine dipsticks.
2010-09
Comparative transcriptomics and proteomics of p-hydroxybenzoate producing Pseudomonas putida S12: novel responses and implications for strain improvement.
2010-06
Identification and characterization of the PhhR regulon in Pseudomonas putida.
2010-06
A new group of aromatic prenyltransferases in fungi, catalyzing a 2,7-dihydroxynaphthalene 3-dimethylallyl-transferase reaction.
2010-05-28
[Studies on the clinical manifestation and SLC25A13 gene mutation of Chinese patients with neonatal intrahepatic cholestasis caused by citrin deficiency].
2010-04
Production of 4-hydroxyphenyllactic acid by Lactobacillus sp. SK007 fermentation.
2010-04
The rate-limiting catalytic steps of hydroxymandelate synthase from Amycolatopsis orientalis.
2010-03-09
Finding new enzymes from bacterial physiology: a successful approach illustrated by the detection of novel oxidases in Marinomonas mediterranea.
2010-03-05
Identification and Partial Characterization of an L-Tyrosine Aminotransferase (TAT) from Arabidopsis thaliana.
2010
A novel mutation causing mild, atypical fumarylacetoacetase deficiency (Tyrosinemia type I): a case report.
2009-12-15
PhhR binds to target sequences at different distances with respect to RNA polymerase in order to activate transcription.
2009-12-04
Characterization of keto-enol tautomerism of p-hydroxyphenylpyruvic acid using CE with amperometric detection and spectrometric analysis.
2009-12
Role of Bacillus subtilis BacB in the synthesis of bacilysin.
2009-11-13
Aspergillusol A, an alpha-glucosidase inhibitor from the marine-derived fungus Aspergillus aculeatus.
2009-11
13C-metabolic flux ratio and novel carbon path analyses confirmed that Trichoderma reesei uses primarily the respirative pathway also on the preferred carbon source glucose.
2009-10-29
Methyl jasmonate dramatically enhances the accumulation of phenolic acids in Salvia miltiorrhiza hairy root cultures.
2009-09
Characterization and expression profiling of 4-hydroxyphenylpyruvate dioxygenase gene (Smhppd) from Salvia miltiorrhiza hairy root cultures.
2009-09
A comparative genomics approach to understanding the biosynthesis of the sunscreen scytonemin in cyanobacteria.
2009-07-24
NovQ is a prenyltransferase capable of catalyzing the addition of a dimethylallyl group to both phenylpropanoids and flavonoids.
2009-07
Prenyl transfer to aromatic substrates in the biosynthesis of aminocoumarins, meroterpenoids and phenazines: the ABBA prenyltransferase family.
2009-03-09
Clinical, biochemical, and genetic analysis of a Korean neonate with hereditary tyrosinemia type 1.
2009
Influence of growth regulators and sucrose concentrations on growth and rosmarinic acid production in calli and suspension cultures of Coleus blumei.
2009
Investigating the initial steps in the biosynthesis of cyanobacterial sunscreen scytonemin.
2008-11-19
Alkaptonuria diagnosed in a 4-month-old baby girl: a case report.
2008-11-13
Isolation of herbicide-resistant 4-hydroxyphenylpyruvate dioxygenase from cultured Coptis japonica cells.
2008-11
Characterization of the atromentin biosynthesis genes and enzymes in the homobasidiomycete Tapinella panuoides.
2008-11
Molecular cloning and characterization of Plasmodium falciparum transketolase.
2008-07
Identification of a novel 4-hydroxyphenylpyruvate dioxygenase from the soil metagenome.
2008-05-30
Experience of nitisinone for the pharmacological treatment of hereditary tyrosinaemia type 1.
2008-05
Detection of Plasmodium falciparum derived macrophage migration inhibitory factor homologue in the sera of malaria patients.
2008-04
Two roads diverged: the structure of hydroxymandelate synthase from Amycolatopsis orientalis in complex with 4-hydroxymandelate.
2008-02-19
Characterization of a deep-sea sediment metagenomic clone that produces water-soluble melanin in Escherichia coli.
2008-02-14
The influence of ortho- and para-diphenoloxidase substrates on pigment formation in black yeast-like fungi.
2008
Study on the kinetics of keto-enol tautomerism of p-hydroxyphenylpyruvic acid using capillary electrophoresis.
2007-12-21
Exploration of intraclonal adaptation mechanisms of Pseudomonas brassicacearum facing cadmium toxicity.
2007-11
Metabolic transcription analysis of engineered Escherichia coli strains that overproduce L-phenylalanine.
2007-09-19
The tyrosine degradation gene hppD is transcriptionally activated by HpdA and repressed by HpdR in Streptomyces coelicolor, while hpdA is negatively autoregulated and repressed by HpdR.
2007-08
Biosynthesis of nucleotides, flavins, and deazaflavins in Methanobacterium thermoautotrophicum.
1991-05-25
A murine model for type III tyrosinemia: lack of immunologically detectable 4-hydroxyphenylpyruvic acid dioxygenase enzyme protein in a novel mouse strain with hypertyrosinemia.
1991-04
Altered bile acid metabolism in liver disease: concurrent occurrence of C-1 and C-6 hydroxylated bile acid metabolites and their preferential excretion into urine.
1990-02
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:00:45 GMT 2025
Edited
by admin
on Mon Mar 31 19:00:45 GMT 2025
Record UNII
0YP1694WNQ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-100738
Preferred Name English
3-(4-HYDROXYPHENYL)PYRUVIC ACID
Common Name English
PYRUVIC ACID, (P-HYDROXYPHENYL)-
Common Name English
NSC-666757
Code English
TESTACID
Common Name English
HPPA
Common Name English
BENZENEPROPANOIC ACID, 4-HYDROXY-.ALPHA.-OXO-
Common Name English
4-HYDROXY-.ALPHA.-OXOBENZENEPROPANOIC ACID
Systematic Name English
3-(P-HYDROXYPHENYL)-2-OXOPROPIONIC ACID
Common Name English
3-(P-HYDROXYPHENYL)PYRUVIC ACID
Common Name English
3-(4-HYDROXYPHENYL)-2-OXOPROPIONIC ACID
Systematic Name English
4-HYDROXYPHENYLPYRUVATE
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID80166017
Created by admin on Mon Mar 31 19:00:45 GMT 2025 , Edited by admin on Mon Mar 31 19:00:45 GMT 2025
PRIMARY
ECHA (EC/EINECS)
205-852-9
Created by admin on Mon Mar 31 19:00:45 GMT 2025 , Edited by admin on Mon Mar 31 19:00:45 GMT 2025
PRIMARY
CHEBI
36242
Created by admin on Mon Mar 31 19:00:45 GMT 2025 , Edited by admin on Mon Mar 31 19:00:45 GMT 2025
PRIMARY
CHEBI
15999
Created by admin on Mon Mar 31 19:00:45 GMT 2025 , Edited by admin on Mon Mar 31 19:00:45 GMT 2025
PRIMARY
NSC
100738
Created by admin on Mon Mar 31 19:00:45 GMT 2025 , Edited by admin on Mon Mar 31 19:00:45 GMT 2025
PRIMARY
WIKIPEDIA
4-Hydroxyphenylpyruvic acid
Created by admin on Mon Mar 31 19:00:45 GMT 2025 , Edited by admin on Mon Mar 31 19:00:45 GMT 2025
PRIMARY
DRUG BANK
DB07718
Created by admin on Mon Mar 31 19:00:45 GMT 2025 , Edited by admin on Mon Mar 31 19:00:45 GMT 2025
PRIMARY
CAS
156-39-8
Created by admin on Mon Mar 31 19:00:45 GMT 2025 , Edited by admin on Mon Mar 31 19:00:45 GMT 2025
PRIMARY
PUBCHEM
979
Created by admin on Mon Mar 31 19:00:45 GMT 2025 , Edited by admin on Mon Mar 31 19:00:45 GMT 2025
PRIMARY
NSC
666757
Created by admin on Mon Mar 31 19:00:45 GMT 2025 , Edited by admin on Mon Mar 31 19:00:45 GMT 2025
PRIMARY
FDA UNII
0YP1694WNQ
Created by admin on Mon Mar 31 19:00:45 GMT 2025 , Edited by admin on Mon Mar 31 19:00:45 GMT 2025
PRIMARY