ACIFLUORFEN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H7ClF3NO5
Molecular Weight	361.657
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)C1=C(C=CC(OC2=C(Cl)C=C(C=C2)C(F)(F)F)=C1)[N+]([O-])=O

InChI

InChIKey=NUFNQYOELLVIPL-UHFFFAOYSA-N

InChI=1S/C14H7ClF3NO5/c15-10-5-7(14(16,17)18)1-4-12(10)24-8-2-3-11(19(22)23)9(6-8)13(20)21/h1-6H,(H,20,21)

HIDE SMILES / InChI

Molecular Formula	C14H7ClF3NO5
Molecular Weight	361.657
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Protoporphyrinogen IX oxidase 2 Target ID: Protoporphyrinogen IX oxidase Sources: https://www.ncbi.nlm.nih.gov/pubmed/17046834	Inhibitor 8504

PubMed

Title	Date	PubMed
Rapid dark repression of 5-aminolevulinic acid synthesis in green barley leaves.	2010-05	20375109
Deficiencies in jasmonate-mediated plant defense reveal quantitative variation in Botrytis cinerea pathogenesis.	2010-04-15	20419157
Structural insight into unique properties of protoporphyrinogen oxidase from Bacillus subtilis.	2010-04	19944166
Enantioselective degradation in sediment and aquatic toxicity to Daphnia magna of the herbicide lactofen enantiomers.	2010-02-24	20088506
[Determination of biphenyl ether herbicides in water using HPLC with cloud-point extraction].	2010-01	20369492
Site-directed mutagenesis and computational study of the Y366 active site in Bacillus subtilis protoporphyrinogen oxidase.	2009-09	19266155
A capillary electrophoresis assay for recombinant Bacillus subtilis protoporphyrinogen oxidase.	2008-12-15	18834852
Molecular interactions of pesticides at the soil-water interface.	2008-08-01	18754469
Application of saturation transfer double difference NMR to elucidate the mechanistic interactions of pesticides with humic acid.	2008-02-15	18351076
GCN2-dependent phosphorylation of eukaryotic translation initiation factor-2alpha in Arabidopsis.	2008	18603615
Trafficking of siderophore transporters in Saccharomyces cerevisiae and intracellular fate of ferrioxamine B conjugates.	2007-11	17714436
Impairment of the photosynthetic apparatus by oxidative stress induced by photosensitization reaction of protoporphyrin IX.	2007-06	17459329
The analysis of the ChlI 1 and ChlI 2 genes using acifluorfen-resistant mutant of Arabidopsis thaliana.	2007-03	17123104
Crystal structure of protoporphyrinogen oxidase from Myxococcus xanthus and its complex with the inhibitor acifluorfen.	2006-12-15	17046834
The occurrence of hormesis in plants and algae.	2006-10-17	18648603
Is prochloraz a potent synergist across aquatic species? A study on bacteria, daphnia, algae and higher plants.	2006-06-30	16672166
Ecotoxicological effects of combined UVB and organic contaminants in coastal waters: A review.	2006-04-11	16602830
Improved empirical models describing hormesis.	2005-12	16445100
A continuous fluorimetric assay for protoporphyrinogen oxidase by monitoring porphyrin accumulation.	2005-09-01	16039600
Homoglutathione confers tolerance to acifluorfen in transgenic tobacco plants expressing soybean homoglutathione synthetase.	2005-08	15937325
[Collection of Arabidopsis thaliana mutants with altered sensitivity to oxidative stress inductors].	2005-06-02	15926316
An Arabidopsis mutant that is resistant to the protoporphyrinogen oxidase inhibitor acifluorfen shows regulatory changes in tetrapyrrole biosynthesis.	2005-06	15815918
Bcl-2 family members localize to tobacco chloroplasts and inhibit programmed cell death induced by chloroplast-targeted herbicides.	2004-12	15475374
NMR structural model of the interaction of herbicides with the photosynthetic reaction center from Rhodobacter sphaeroides.	2004-09-06	15368575
Identification of Botrytis cinerea susceptibility loci in Arabidopsis thaliana.	2004-05	15086796
Soil photolysis of herbicides in a moisture- and temperature-controlled environment.	2003-07-16	12848506
Experimental hepatic uroporphyria induced by the diphenyl-ether herbicide fomesafen in male DBA/2 mice.	2003-05-15	12758057
Impact of Herbicides on Heterodera glycines Susceptible and Resistant Soybean Cultivars.	2003-03	19265980
Off-line solid-phase microextraction and capillary electrophoresis mass spectrometry to determine acidic pesticides in fruits.	2003-02-01	12585470
Isoflavone, glyphosate, and aminomethylphosphonic acid levels in seeds of glyphosate-treated, glyphosate-resistant soybean.	2003-01-01	12502430
Cloning and expression of a Porphyromonas gingivalis gene for protoporphyrinogen oxidase by complementation of a hemG mutant of Escherichia coli.	2002-10	12354210
Photochemistry and photoinduced toxicity of acifluorfen, a diphenyl-ether herbicide.	2002-02-12	11837431
Synthesis of haptens and protein conjugates for the development of immunoassays for the insect growth regulator fenoxycarb.	2002-01-02	11754538
Esa1, an Arabidopsis mutant with enhanced susceptibility to a range of necrotrophic fungal pathogens, shows a distorted induction of defense responses by reactive oxygen generating compounds.	2002-01	11862946
Photochemical degradation of acifluorfen in aqueous solution.	2001-10	11600024
Photochemical transformation of acifluorfen under laboratory and natural conditions.	2001-04	11455817
Regulation of CYP 2 A 5 induction by porphyrinogenic agents in mouse primary hepatocytes.	1997-01	9007836
Inhibition of mammalian protoporphyrinogen oxidase by acifluorfen.	1994-12	7697001

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:14:38 GMT 2025` Edited by `admin` on `Mon Mar 31 19:14:38 GMT 2025`
Record UNII	OI60IB203A
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ACIFLUORFEN

Common Name

English

ACIFLUORFEN [ISO]

Preferred Name

English

BENZOIC ACID, 5-(2-CHLORO-4-(TRIFLUOROMETHYL)PHENOXY)-2-NITRO-

Common Name

English

5-(2-CHLORO-4-(TRIFLUOROMETHYL)PHENOXY)-2-NITROBENZOIC ACID

Systematic Name

English

ACIFLUORFEN [MI]

Common Name

English

ACIFLUORFEN (FREE ACID)

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

114401