Basic Info

Common NameIpconazole(F06295)
2D Structure
FRCD IDF06295
CAS Number125225-28-7
PubChem CID86211
FormulaC18H24ClN3O
IUPAC Name

2-[(4-chlorophenyl)methyl]-5-propan-2-yl-1-(1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol

InChI Key

QTYCMDBMOLSEAM-UHFFFAOYSA-N

InChI

InChI=1S/C18H24ClN3O/c1-13(2)17-8-5-15(9-14-3-6-16(19)7-4-14)18(17,23)10-22-12-20-11-21-22/h3-4,6-7,11-13,15,17,23H,5,8-10H2,1-2H3

Canonical SMILES

CC(C)C1CCC(C1(CN2C=NC=N2)O)CC3=CC=C(C=C3)Cl

Isomeric SMILES

CC(C)C1CCC(C1(CN2C=NC=N2)O)CC3=CC=C(C=C3)Cl

Synonyms
        
            Cyclopentanol, 2-[(4-chlorophenyl)methyl]-5-(1-methylethyl)-1-(1H-1,2,4-triazol-1-ylmethyl)-
        
            Ipconazole
        
            125225-28-7
        
            CHEBI:81770
        
            QTYCMDBMOLSEAM-UHFFFAOYSA-N
        
            2-[(4-chlorophenyl)methyl]-5-propan-2-yl-1-(1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol
        
            2-((4-chlorophenyl)methyl)-5-(1-methylethyl)-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol
        
            Ipconazole [ISO]
        
            2-[(4-chlorophenyl)methyl]-5-(1-methylethyl)-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol
        
            Cyclopentanol, 2-((4-chlorophenyl)methyl)-5-(1-methylethyl)-1-(1H-1,2,4-triazol-1-ylmethyl)-
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClassPrenol lipids
SubclassMonoterpenoids
Intermediate Tree NodesNot available
Direct ParentIridoids and derivatives
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsAromatic monoterpenoid - 11-noriridane monoterpenoid - Monocyclic monoterpenoid - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Cyclopentanol - Benzenoid - 1,2,4-triazole - Tertiary alcohol - Azole - Cyclic alcohol - Heteroaromatic compound - Azacycle - Organoheterocyclic compound - Hydrocarbon derivative - Organopnictogen compound - Alcohol - Organic oxygen compound - Organic nitrogen compound - Organohalogen compound - Organochloride - Organonitrogen compound - Organooxygen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open.

Properties

Property NameProperty Value
Molecular Weight333.86
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Complexity387
Monoisotopic Mass333.161
Exact Mass333.161
XLogP4.1
Formal Charge0
Heavy Atom Count23
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count3
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.5528
Human Intestinal AbsorptionHIA+0.9968
Caco-2 PermeabilityCaco2+0.5089
P-glycoprotein SubstrateSubstrate0.6505
P-glycoprotein InhibitorNon-inhibitor0.6207
Inhibitor0.5861
Renal Organic Cation TransporterNon-inhibitor0.5121
Distribution
Subcellular localizationMitochondria0.7339
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7389
CYP450 2D6 SubstrateNon-substrate0.7862
CYP450 3A4 SubstrateSubstrate0.6929
CYP450 1A2 InhibitorNon-inhibitor0.7930
CYP450 2C9 InhibitorNon-inhibitor0.7132
CYP450 2D6 InhibitorNon-inhibitor0.7884
CYP450 2C19 InhibitorNon-inhibitor0.5584
CYP450 3A4 InhibitorInhibitor0.6724
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7278
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.6715
Non-inhibitor0.6474
AMES ToxicityNon AMES toxic0.6719
CarcinogensNon-carcinogens0.8251
Fish ToxicityHigh FHMT0.9936
Tetrahymena Pyriformis ToxicityHigh TPT0.9594
Honey Bee ToxicityLow HBT0.8467
BiodegradationNot ready biodegradable1.0000
Acute Oral ToxicityIII0.7236
Carcinogenicity (Three-class)Non-required0.5423

Model Value Unit
Absorption
Aqueous solubility-2.9448LogS
Caco-2 Permeability0.9316LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.2730LD50, mol/kg
Fish Toxicity1.3914pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5724pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Blackberries0153010European Union0.01*01/09/2008
FRUITS, FRESH or FROZEN; TREE NUTS0100000European Union0.01*01/09/2008
Citrus fruits0110000European Union0.01*01/09/2008
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.01*01/09/2008
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.01*01/09/2008
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.01*01/09/2008
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.01*01/09/2008
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.01*01/09/2008
Others (2)0110990European Union0.01*01/09/2008
Tree nuts0120000European Union0.01*01/09/2008
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.01*01/09/2008
Brazil nuts0120020European Union0.01*01/09/2008
Cashew nuts0120030European Union0.01*01/09/2008
Chestnuts0120040European Union0.01*01/09/2008
Coconuts (Areca nuts/betel nuts,)0120050European Union0.01*01/09/2008
Hazelnuts/cobnuts (Acorns, Filberts,)0120060European Union0.01*01/09/2008
Macadamias0120070European Union0.01*01/09/2008
Pecans (Hickory nuts,)0120080European Union0.01*01/09/2008
Pistachios0120100European Union0.01*01/09/2008
Walnuts0120110European Union0.01*01/09/2008