Diniconazole

Basic Info

Common NameDiniconazole(F06030)
2D Structure
FRCD IDF06030
CAS Number83657-24-3
PubChem CID6436605
FormulaC15H17Cl2N3O
IUPAC Name

(E)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ol

InChI Key

FBOUIAKEJMZPQG-AWNIVKPZSA-N

InChI

InChI=1S/C15H17Cl2N3O/c1-15(2,3)14(21)13(20-9-18-8-19-20)6-10-4-5-11(16)7-12(10)17/h4-9,14,21H,1-3H3/b13-6+

Canonical SMILES

CC(C)(C)C(C(=CC1=C(C=C(C=C1)Cl)Cl)N2C=NC=N2)O

Isomeric SMILES

CC(C)(C)C(/C(=C\C1=C(C=C(C=C1)Cl)Cl)/N2C=NC=N2)O

Synonyms
        
            Diniconazole
        
            Spotless
        
            Mixor
        
            Ortho spotless
        
            Sumi
        
            Nb (pesticide)
        
            83657-24-3
        
            Diniconazole [ISO]
        
            Sumi-8
        
            Nb 2
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassPhenylpropanoids and polyketides
ClassCinnamyl alcohols
SubclassNot available
Intermediate Tree NodesNot available
Direct ParentCinnamyl alcohols
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsCinnamyl alcohol - 1,3-dichlorobenzene - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - Azole - Heteroaromatic compound - 1,2,4-triazole - Secondary alcohol - Azacycle - Organoheterocyclic compound - Organonitrogen compound - Organooxygen compound - Alcohol - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organohalogen compound - Organochloride - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as cinnamyl alcohols. These are aromatic alcohols containing a 3-phenylprop-2-en-1-ol moiety.

Properties

Property NameProperty Value
Molecular Weight326.221
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Complexity384
Monoisotopic Mass325.075
Exact Mass325.075
XLogP4.2
Formal Charge0
Heavy Atom Count21
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.8457
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.5656
P-glycoprotein SubstrateNon-substrate0.6353
P-glycoprotein InhibitorNon-inhibitor0.6360
Non-inhibitor0.8059
Renal Organic Cation TransporterNon-inhibitor0.8453
Distribution
Subcellular localizationMitochondria0.8215
Metabolism
CYP450 2C9 SubstrateNon-substrate0.6781
CYP450 2D6 SubstrateNon-substrate0.8517
CYP450 3A4 SubstrateSubstrate0.5765
CYP450 1A2 InhibitorNon-inhibitor0.5667
CYP450 2C9 InhibitorNon-inhibitor0.5748
CYP450 2D6 InhibitorNon-inhibitor0.8731
CYP450 2C19 InhibitorInhibitor0.6680
CYP450 3A4 InhibitorInhibitor0.5137
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.8050
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8859
Non-inhibitor0.7932
AMES ToxicityNon AMES toxic0.7144
CarcinogensNon-carcinogens0.7625
Fish ToxicityHigh FHMT0.9889
Tetrahymena Pyriformis ToxicityHigh TPT0.8419
Honey Bee ToxicityLow HBT0.7631
BiodegradationNot ready biodegradable1.0000
Acute Oral ToxicityII0.7362
Carcinogenicity (Three-class)Non-required0.4270
Model Value Unit
Absorption
Aqueous solubility-3.9434LogS
Caco-2 Permeability1.5590LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.8068LD50, mol/kg
Fish Toxicity0.7216pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.9086pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Pine nut kernels (Pine nut kernels from other species than Pinus pinea, Pine nut kernels from other species than Pinus pinea, Pine nut kernels from other species than Pinus pinea, Pine nut kernels ...0120090European Union0.02*06/07/2014
Raspberries (red and yellow) (Arctic brambles/arctic raspberries/nectar berries, Black raspberries, Korean black raspberries, Korean raspberries, Nectar raspberries, Wineberries/Japanese wineberries,)0153030European Union0.01*06/07/2014
Blueberries (Aronia berries/chokeberries (black, purple and red), Aronia berries/chokeberries (black, purple and red), Aronia berries/chokeberries (black, purple and red), Bearberries, Bilberries/E...0154010European Union0.01*06/07/2014
Citrus fruits0110000European Union0.01*06/07/2014
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.01*06/07/2014
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.01*06/07/2014
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.01*06/07/2014
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.01*06/07/2014
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.01*06/07/2014
Others (2)0110990European Union0.01*06/07/2014
Tree nuts0120000European Union0.02*06/07/2014
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.02*06/07/2014
Brazil nuts0120020European Union0.02*06/07/2014
Cashew nuts0120030European Union0.02*06/07/2014
Chestnuts0120040European Union0.02*06/07/2014
Coconuts (Areca nuts/betel nuts,)0120050European Union0.02*06/07/2014
Hazelnuts/cobnuts (Acorns, Filberts,)0120060European Union0.02*06/07/2014
Macadamias0120070European Union0.02*06/07/2014
Pecans (Hickory nuts,)0120080European Union0.02*06/07/2014
Pistachios0120100European Union0.02*06/07/2014

References

TitleJournalDatePubmed ID
Toxicity of Plant Secondary Metabolites Modulating Detoxification Genes Expression for Natural Red Palm Weevil Pesticide Development.Molecules2017 Jan 2028117698