Literature summary for 1.13.11.27 extracted from

Dayan, F.E.; Singh, N.; McCurdy, C.R.; Godfrey, C.A.; Larsen, L.; Weavers, R.T.; Van Klink, J.W.; Perry, N.B.
Beta-triketone inhibitors of plant p-hydroxyphenylpyruvate dioxygenase: modeling and comparative molecular field analysis of their interactions (2009), J. Agric. Food Chem., 57, 5194-5200.

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Cloned(Commentary)

Cloned (Comment)	Organism
overexpressed in Escherichia coli	Arabidopsis thaliana

Inhibitors

Inhibitors	Comment	Organism	Structure
3,3,5,5-tetramethyl-2,4,6-trioxocyclohexyl 3-methylbutanoate	-	Arabidopsis thaliana
3-(2-cyclohexylethyl)-5,5,7,7-tetramethylbenzo[d]isoxazole-4,6(5H,7H)-dione	-	Arabidopsis thaliana
3-cyclohexyl-1-(2,4,6-trihydroxy-3-(3-methylbut-2-enyl)phenyl)propan-1-one	-	Arabidopsis thaliana
4-(3-cyclohexylpropanoyl)-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione	-	Arabidopsis thaliana
4-(3-cyclohexylpropanoyl)-5-hydroxy-2,2,6-trimethyl-6-(3-methylbut-2-enyl)cyclohex-4-ene-1,3-dione	-	Arabidopsis thaliana
4-(3-cyclohexylpropanoyl)-5-methoxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione	-	Arabidopsis thaliana
4-(cyclohexanecarbonyl)-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione	-	Arabidopsis thaliana
4-acetyl-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione	-	Arabidopsis thaliana
4-decanoyl-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione	-	Arabidopsis thaliana
4-dodecanoyl-5-hydroxy-2,2,6,6-tetrakis(3-methylbut-2-enyl)cyclohex-4-ene-1,3-dione	-	Arabidopsis thaliana
4-dodecanoyl-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione	-	Arabidopsis thaliana
4-hexanoyl-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione	-	Arabidopsis thaliana
5-hydroxy-2,2,6,6-tetramethyl-4-(2-methylbutanoyl)cyclohex-4-ene-1,3-dione	-	Arabidopsis thaliana
5-hydroxy-2,2,6,6-tetramethyl-4-(2-phenylacetyl)cyclohex-4-ene-1,3-dione	-	Arabidopsis thaliana
5-hydroxy-2,2,6,6-tetramethyl-4-(3-methylbutanoyl)cyclohex-4-ene-1,3-dione	-	Arabidopsis thaliana
5-hydroxy-2,2,6,6-tetramethyl-4-(3-phenylpropanoyl)cyclohex-4-ene-1,3-dione	-	Arabidopsis thaliana
5-hydroxy-2,2,6,6-tetramethyl-4-palmitoylcyclohex-4-ene-1,3-dione	-	Arabidopsis thaliana
5-hydroxy-4-isobutyryl-2,2,6,6-tetrakis(3-methylbut-2-enyl)cyclohex-4-ene-1,3-dione	-	Arabidopsis thaliana
5-hydroxy-4-isobutyryl-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione	-	Arabidopsis thaliana

Organism

Organism	UniProt	Comment	Textmining
Arabidopsis thaliana	P93836	-	-

Purification (Commentary)

Purification (Comment)	Organism
immobilized metal affinity chromatography	Arabidopsis thaliana

Synonyms

Synonyms	Comment	Organism
HPPD	-	Arabidopsis thaliana
p-hydroxyphenylpyruvate dioxygenase	-	Arabidopsis thaliana

IC50 Value

IC50 Value	IC50 Value Maximum	Comment	Organism	Inhibitor	Structure
additional information	-	IC50 value above 50 microM	Arabidopsis thaliana	4-acetyl-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione
additional information	-	IC50 value above 50 microM	Arabidopsis thaliana	4-(cyclohexanecarbonyl)-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione
additional information	-	IC50 value above 50 microM	Arabidopsis thaliana	3,3,5,5-tetramethyl-2,4,6-trioxocyclohexyl 3-methylbutanoate
additional information	-	IC50 value above 50 microM	Arabidopsis thaliana	3-(2-cyclohexylethyl)-5,5,7,7-tetramethylbenzo[d]isoxazole-4,6(5H,7H)-dione
additional information	-	IC50 value above 50 microM	Arabidopsis thaliana	5-hydroxy-4-isobutyryl-2,2,6,6-tetrakis(3-methylbut-2-enyl)cyclohex-4-ene-1,3-dione
additional information	-	IC50 value above 50 microM	Arabidopsis thaliana	3-cyclohexyl-1-(2,4,6-trihydroxy-3-(3-methylbut-2-enyl)phenyl)propan-1-one
additional information	-	IC50 value above 50 microM	Arabidopsis thaliana	4-dodecanoyl-5-hydroxy-2,2,6,6-tetrakis(3-methylbut-2-enyl)cyclohex-4-ene-1,3-dione
0.000019	-	-	Arabidopsis thaliana	4-decanoyl-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione
0.00017	-	-	Arabidopsis thaliana	4-(3-cyclohexylpropanoyl)-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione
0.00025	-	-	Arabidopsis thaliana	4-dodecanoyl-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione
0.00031	-	-	Arabidopsis thaliana	5-hydroxy-2,2,6,6-tetramethyl-4-palmitoylcyclohex-4-ene-1,3-dione
0.00041	-	-	Arabidopsis thaliana	4-(3-cyclohexylpropanoyl)-5-methoxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione
0.00075	-	grandiflorone, most active naturally occurring beta-triketone	Arabidopsis thaliana	5-hydroxy-2,2,6,6-tetramethyl-4-(3-phenylpropanoyl)cyclohex-4-ene-1,3-dione
0.00096	-	-	Arabidopsis thaliana	4-hexanoyl-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione
0.00227	-	-	Arabidopsis thaliana	4-(3-cyclohexylpropanoyl)-5-hydroxy-2,2,6-trimethyl-6-(3-methylbut-2-enyl)cyclohex-4-ene-1,3-dione
0.0118	-	-	Arabidopsis thaliana	5-hydroxy-2,2,6,6-tetramethyl-4-(3-methylbutanoyl)cyclohex-4-ene-1,3-dione
0.0143	-	-	Arabidopsis thaliana	5-hydroxy-2,2,6,6-tetramethyl-4-(2-methylbutanoyl)cyclohex-4-ene-1,3-dione
0.0189	-	-	Arabidopsis thaliana	5-hydroxy-2,2,6,6-tetramethyl-4-(2-phenylacetyl)cyclohex-4-ene-1,3-dione
0.0445	-	-	Arabidopsis thaliana	5-hydroxy-4-isobutyryl-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione

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Release 2023.1 (January 2023)