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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
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 Feb
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 Apr
Biosynthesis of nucleotides, flavins, and deazaflavins in Methanobacterium thermoautotrophicum.
1991 May 25
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 Aug
Study on the kinetics of keto-enol tautomerism of p-hydroxyphenylpyruvic acid using capillary electrophoresis.
2007 Dec 21
Exploration of intraclonal adaptation mechanisms of Pseudomonas brassicacearum facing cadmium toxicity.
2007 Nov
Metabolic transcription analysis of engineered Escherichia coli strains that overproduce L-phenylalanine.
2007 Sep 19
The influence of ortho- and para-diphenoloxidase substrates on pigment formation in black yeast-like fungi.
2008
Detection of Plasmodium falciparum derived macrophage migration inhibitory factor homologue in the sera of malaria patients.
2008 Apr
Two roads diverged: the structure of hydroxymandelate synthase from Amycolatopsis orientalis in complex with 4-hydroxymandelate.
2008 Feb 19
Molecular cloning and characterization of Plasmodium falciparum transketolase.
2008 Jul
Experience of nitisinone for the pharmacological treatment of hereditary tyrosinaemia type 1.
2008 May
Identification of a novel 4-hydroxyphenylpyruvate dioxygenase from the soil metagenome.
2008 May 30
Isolation of herbicide-resistant 4-hydroxyphenylpyruvate dioxygenase from cultured Coptis japonica cells.
2008 Nov
Characterization of the atromentin biosynthesis genes and enzymes in the homobasidiomycete Tapinella panuoides.
2008 Nov
Alkaptonuria diagnosed in a 4-month-old baby girl: a case report.
2008 Nov 13
Investigating the initial steps in the biosynthesis of cyanobacterial sunscreen scytonemin.
2008 Nov 19
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
Characterization of keto-enol tautomerism of p-hydroxyphenylpyruvic acid using CE with amperometric detection and spectrometric analysis.
2009 Dec
A novel mutation causing mild, atypical fumarylacetoacetase deficiency (Tyrosinemia type I): a case report.
2009 Dec 15
PhhR binds to target sequences at different distances with respect to RNA polymerase in order to activate transcription.
2009 Dec 4
Characterization of a deep-sea sediment metagenomic clone that produces water-soluble melanin in Escherichia coli.
2009 Jan-Feb
NovQ is a prenyltransferase capable of catalyzing the addition of a dimethylallyl group to both phenylpropanoids and flavonoids.
2009 Jul
A comparative genomics approach to understanding the biosynthesis of the sunscreen scytonemin in cyanobacteria.
2009 Jul 24
Aspergillusol A, an alpha-glucosidase inhibitor from the marine-derived fungus Aspergillus aculeatus.
2009 Nov
Role of Bacillus subtilis BacB in the synthesis of bacilysin.
2009 Nov 13
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 Oct 29
Prenyl transfer to aromatic substrates in the biosynthesis of aminocoumarins, meroterpenoids and phenazines: the ABBA prenyltransferase family.
2009 Oct-Nov
Methyl jasmonate dramatically enhances the accumulation of phenolic acids in Salvia miltiorrhiza hairy root cultures.
2009 Sep
Characterization and expression profiling of 4-hydroxyphenylpyruvate dioxygenase gene (Smhppd) from Salvia miltiorrhiza hairy root cultures.
2009 Sep
Identification and Partial Characterization of an L-Tyrosine Aminotransferase (TAT) from Arabidopsis thaliana.
2010
[Studies on the clinical manifestation and SLC25A13 gene mutation of Chinese patients with neonatal intrahepatic cholestasis caused by citrin deficiency].
2010 Apr
Production of 4-hydroxyphenyllactic acid by Lactobacillus sp. SK007 fermentation.
2010 Apr
Structure and mechanism of the magnesium-independent aromatic prenyltransferase CloQ from the clorobiocin biosynthetic pathway.
2010 Dec 10
Metabolic engineering of cofactor F420 production in Mycobacterium smegmatis.
2010 Dec 29
Comparative transcriptomics and proteomics of p-hydroxybenzoate producing Pseudomonas putida S12: novel responses and implications for strain improvement.
2010 Jun
Identification and characterization of the PhhR regulon in Pseudomonas putida.
2010 Jun
Finding new enzymes from bacterial physiology: a successful approach illustrated by the detection of novel oxidases in Marinomonas mediterranea.
2010 Mar 5
The rate-limiting catalytic steps of hydroxymandelate synthase from Amycolatopsis orientalis.
2010 Mar 9
A new group of aromatic prenyltransferases in fungi, catalyzing a 2,7-dihydroxynaphthalene 3-dimethylallyl-transferase reaction.
2010 May 28
Tyrosine aminotransferase: biochemical and structural properties and molecular dynamics simulations.
2010 Nov
The arthrobacter arilaitensis Re117 genome sequence reveals its genetic adaptation to the surface of cheese.
2010 Nov 24
The structure of Haemophilus influenzae prephenate dehydrogenase suggests unique features of bifunctional TyrA enzymes.
2010 Oct 1
Prephenate decarboxylases: a new prephenate-utilizing enzyme family that performs nonaromatizing decarboxylation en route to diverse secondary metabolites.
2010 Oct 26
Hereditary tyrosinemia type 1 metabolites impair DNA excision repair pathways.
2010 Oct 8
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 Sep
Tyrosine-derived 4-hydroxyphenylpyruvate reacts with ketone test fields of 3 commercially available urine dipsticks.
2010 Sep
The genome of a pathogenic rhodococcus: cooptive virulence underpinned by key gene acquisitions.
2010 Sep 30
Interaction of macrophage migration inhibitory factor with ceruloplasmin: role of labile copper ions.
2015 Oct
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:01:45 GMT 2023
Edited
by admin
on Fri Dec 15 18:01:45 GMT 2023
Record UNII
0YP1694WNQ
Record Status Validated (UNII)
Record Version
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Name Type Language
3-(4-HYDROXYPHENYL)PYRUVIC ACID
Common Name English
NSC-100738
Code 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 Fri Dec 15 18:01:45 GMT 2023 , Edited by admin on Fri Dec 15 18:01:45 GMT 2023
PRIMARY
ECHA (EC/EINECS)
205-852-9
Created by admin on Fri Dec 15 18:01:45 GMT 2023 , Edited by admin on Fri Dec 15 18:01:45 GMT 2023
PRIMARY
CHEBI
36242
Created by admin on Fri Dec 15 18:01:45 GMT 2023 , Edited by admin on Fri Dec 15 18:01:45 GMT 2023
PRIMARY
CHEBI
15999
Created by admin on Fri Dec 15 18:01:45 GMT 2023 , Edited by admin on Fri Dec 15 18:01:45 GMT 2023
PRIMARY
NSC
100738
Created by admin on Fri Dec 15 18:01:45 GMT 2023 , Edited by admin on Fri Dec 15 18:01:45 GMT 2023
PRIMARY
WIKIPEDIA
4-Hydroxyphenylpyruvic acid
Created by admin on Fri Dec 15 18:01:45 GMT 2023 , Edited by admin on Fri Dec 15 18:01:45 GMT 2023
PRIMARY
DRUG BANK
DB07718
Created by admin on Fri Dec 15 18:01:45 GMT 2023 , Edited by admin on Fri Dec 15 18:01:45 GMT 2023
PRIMARY
CAS
156-39-8
Created by admin on Fri Dec 15 18:01:45 GMT 2023 , Edited by admin on Fri Dec 15 18:01:45 GMT 2023
PRIMARY
PUBCHEM
979
Created by admin on Fri Dec 15 18:01:45 GMT 2023 , Edited by admin on Fri Dec 15 18:01:45 GMT 2023
PRIMARY
NSC
666757
Created by admin on Fri Dec 15 18:01:45 GMT 2023 , Edited by admin on Fri Dec 15 18:01:45 GMT 2023
PRIMARY
FDA UNII
0YP1694WNQ
Created by admin on Fri Dec 15 18:01:45 GMT 2023 , Edited by admin on Fri Dec 15 18:01:45 GMT 2023
PRIMARY