Page last updated: 2024-08-05 15:38:04

EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor

An EC 1.13.11.* (oxidoreductase acting on single donors and incorporating 2 atoms of oxygen) inhibitor that interferes with the activity of 4-hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27).

ChEBI ID: 38317

Members (6)

MemberDefinitionClass
(-)-usnic acidThe (-)-enantiomer of usnic acid.(-)-usnic acid
alpha(-(cyclopropylcarbonyl)-2-(methyvlsulfonyl)-beta-oxo-4-(trifluromethyl)benzenepropanenitrile)A beta-diketone and nitrile resulting from the the degradation of the isoxazole ring of isoxaflutole. The active herbicide of the proherbicide isoxaflutole.2-cyano-3-cyclopropyl-1-(2-mesyl-4-trifluoromethylphenyl)propan-1,3-dione
isoxaflutoleA member of the class of isoxazoles that is 1,2-oxazole substituted by a 2-(methanesulfonyl)-4-(trifluoromethyl)benzoyl group and a cyclopropyl group at positions 4 and 5, respectively. It is a 4-hydroxyphenylpyruvate dioxygenase inhibitor which is used as a herbicide for weed control in maize and sugarcane.isoxaflutole
mesotrioneAn aromatic ketone that is cyclohexa-1,3-dione in which one of the hydrogens at position 2 is substituted by a 4-(methanesulfonyl)-2-nitrobenzoyl group.mesotrione
nitisinoneA cyclohexanone that is cyclohexane-1,3-dione substituted at position 2 by a 2-nitro-4-(trifluoromethyl)benzoyl group. It is used in the treatment of hereditary tyrosinemia type 1.nitisinone
tembotrioneAn aromatic ketone that is 2-benzoylcyclohexane-1,3-dione in which the phenyl group is substituted at positions 2, 3, and 4 by chlorine, (2,2,2-trifluoroethoxy)methyl, and methylsulfonyl groups, respectively. It is a post-emergence herbicide used (particularly in conjunction with the herbicide safener cyprosulfamide) for the control of a wide range of broad-leaved and grassy weeds in corn and other crops.tembotrione

Research

Studies (418)

TimeframeStudies, Drugs with This Role(%)All Drugs %
pre-19901 (0.24)18.7374
1990's26 (6.22)18.2507
2000's102 (24.40)29.6817
2010's197 (47.13)24.3611
2020's92 (22.01)2.80

Study Types

Publication TypeStudies, Drugs with this Role (%)All Drugs (%)
Trials14 (3.04%)5.53%
Reviews43 (9.35%)6.00%
Case Studies40 (8.70%)4.05%
Observational3 (0.65%)0.25%
Other360 (78.26%)84.16%

Protein Targets (68)

Potency Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)Drugs
15-lipoxygenase, partialHomo sapiens (human)Potency12.589311
acetylcholinesteraseHomo sapiens (human)Potency30.044135
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency12.589311
AR proteinHomo sapiens (human)Potency33.729756
Ataxin-2Homo sapiens (human)Potency69.777111
ATPase family AAA domain-containing protein 5Homo sapiens (human)Potency69.777111
Cellular tumor antigen p53Homo sapiens (human)Potency69.777111
Chain A, Breast cancer type 1 susceptibility proteinHomo sapiens (human)Potency50.118711
Chain A, TYROSYL-DNA PHOSPHODIESTERASEHomo sapiens (human)Potency28.183811
cytochrome P450 2C9 precursorHomo sapiens (human)Potency0.006311
cytochrome P450 2C9, partialHomo sapiens (human)Potency18.149811
cytochrome P450 3A4 isoform 1Homo sapiens (human)Potency31.622822
cytochrome P450, family 19, subfamily A, polypeptide 1, isoform CRA_aHomo sapiens (human)Potency73.368012
estrogen nuclear receptor alphaHomo sapiens (human)Potency18.254658
estrogen receptor 2 (ER beta)Homo sapiens (human)Potency62.188911
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency31.168311
EWS/FLI fusion proteinHomo sapiens (human)Potency29.943933
GVesicular stomatitis virusPotency18.149811
GABA theta subunitRattus norvegicus (Norway rat)Potency31.622811
Gamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)Potency31.622811
Gamma-aminobutyric acid receptor subunit alpha-2Rattus norvegicus (Norway rat)Potency31.622811
Gamma-aminobutyric acid receptor subunit alpha-3Rattus norvegicus (Norway rat)Potency31.622811
Gamma-aminobutyric acid receptor subunit alpha-4Rattus norvegicus (Norway rat)Potency31.622811
Gamma-aminobutyric acid receptor subunit alpha-5Rattus norvegicus (Norway rat)Potency31.622811
Gamma-aminobutyric acid receptor subunit alpha-6Rattus norvegicus (Norway rat)Potency31.622811
Gamma-aminobutyric acid receptor subunit beta-1Rattus norvegicus (Norway rat)Potency31.622811
Gamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)Potency31.622811
Gamma-aminobutyric acid receptor subunit beta-3Rattus norvegicus (Norway rat)Potency31.622811
Gamma-aminobutyric acid receptor subunit deltaRattus norvegicus (Norway rat)Potency31.622811
Gamma-aminobutyric acid receptor subunit epsilonRattus norvegicus (Norway rat)Potency31.622811
Gamma-aminobutyric acid receptor subunit gamma-1Rattus norvegicus (Norway rat)Potency31.622811
Gamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)Potency31.622811
Gamma-aminobutyric acid receptor subunit gamma-3Rattus norvegicus (Norway rat)Potency31.622811
Gamma-aminobutyric acid receptor subunit piRattus norvegicus (Norway rat)Potency31.622811
GLI family zinc finger 3Homo sapiens (human)Potency2.475811
GLS proteinHomo sapiens (human)Potency70.794611
glucocorticoid receptor [Homo sapiens]Homo sapiens (human)Potency13.125122
Glutamate receptor 2Rattus norvegicus (Norway rat)Potency11.058911
Histamine H2 receptorCavia porcellus (domestic guinea pig)Potency0.006313
Histone H2A.xCricetulus griseus (Chinese hamster)Potency43.568312
HLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)Potency18.149811
Inositol hexakisphosphate kinase 1Homo sapiens (human)Potency18.149812
Interferon betaHomo sapiens (human)Potency18.149811
lethal factor (plasmid)Bacillus anthracis str. A2012Potency31.622811
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency52.686123
nuclear factor of kappa light polypeptide gene enhancer in B-cells 1 (p105), isoform CRA_aHomo sapiens (human)Potency24.986311
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency59.167412
peroxisome proliferator-activated receptor deltaHomo sapiens (human)Potency0.352922
pregnane X nuclear receptorHomo sapiens (human)Potency46.128023
progesterone receptorHomo sapiens (human)Potency37.078222
RAR-related orphan receptor gammaMus musculus (house mouse)Potency1.392211
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency69.777111
retinoid X nuclear receptor alphaHomo sapiens (human)Potency15.890533
SMAD family member 2Homo sapiens (human)Potency55.937311
SMAD family member 3Homo sapiens (human)Potency55.937311
Spike glycoproteinSevere acute respiratory syndrome-related coronavirusPotency39.810711
TDP1 proteinHomo sapiens (human)Potency30.637911
thyroid hormone receptor beta isoform 2Rattus norvegicus (Norway rat)Potency69.777111
thyrotropin-releasing hormone receptorHomo sapiens (human)Potency4.864911
v-jun sarcoma virus 17 oncogene homolog (avian)Homo sapiens (human)Potency35.294111
vitamin D (1,25- dihydroxyvitamin D3) receptorHomo sapiens (human)Potency12.856222
Voltage-dependent calcium channel gamma-2 subunitMus musculus (house mouse)Potency11.058911

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)Drugs
4-hydroxyphenylpyruvate dioxygenaseSus scrofa (pig)IC500.040011
4-hydroxyphenylpyruvate dioxygenaseArabidopsis thaliana (thale cress)Ki0.013022
4-hydroxyphenylpyruvate dioxygenaseHomo sapiens (human)Ki0.037011
4-hydroxyphenylpyruvate dioxygenase Rattus norvegicus (Norway rat)IC500.040011
Tyrosyl-DNA phosphodiesterase 1Homo sapiens (human)IC50100.000011

Activation Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)Drugs
4-hydroxyphenylpyruvate dioxygenaseDaucus carota (carrot)Kd0.006011