Basic Info

Common NameIminoctadine(F05705)
2D Structure
FRCD IDF05705
CAS Number13516-27-3
PubChem CID3526
FormulaC18H41N7
IUPAC Name

2-[8-[8-(diaminomethylideneamino)octylamino]octyl]guanidine

InChI Key

RONFGUROBZGJKP-UHFFFAOYSA-N

InChI

InChI=1S/C18H41N7/c19-17(20)24-15-11-7-3-1-5-9-13-23-14-10-6-2-4-8-12-16-25-18(21)22/h23H,1-16H2,(H4,19,20,24)(H4,21,22,25)

Canonical SMILES

C(CCCCN=C(N)N)CCCNCCCCCCCCN=C(N)N

Isomeric SMILES

C(CCCCN=C(N)N)CCCNCCCCCCCCN=C(N)N

Synonyms
        
            Iminoctadine
        
            guazatine
        
            Murbenine
        
            Mitrol
        
            Panolil
        
            Guazatine [BSI:ISO]
        
            Guazatine acetate salt
        
            13516-27-3
        
            Guazatine [ISO]
        
            Caswell No. 471D
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganic nitrogen compounds
ClassOrganonitrogen compounds
SubclassGuanidines
Intermediate Tree NodesNot available
Direct ParentGuanidines
Alternative Parents
Molecular FrameworkAliphatic acyclic compounds
SubstituentsGuanidine - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Secondary amine - Secondary aliphatic amine - Organopnictogen compound - Hydrocarbon derivative - Amine - Aliphatic acyclic compound
DescriptionThis compound belongs to the class of organic compounds known as guanidines. These are compounds containing a guanidine moiety, with the general structure (R1R2N)(R3R4N)C=N-R5.

Properties

Property NameProperty Value
Molecular Weight355.575
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count3
Rotatable Bond Count18
Complexity302
Monoisotopic Mass355.342
Exact Mass355.342
XLogP1.7
Formal Charge0
Heavy Atom Count25
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.7387
Human Intestinal AbsorptionHIA+0.9587
Caco-2 PermeabilityCaco2+0.5138
P-glycoprotein SubstrateSubstrate0.5887
P-glycoprotein InhibitorNon-inhibitor0.9302
Inhibitor0.5000
Renal Organic Cation TransporterInhibitor0.6250
Distribution
Subcellular localizationLysosome0.7191
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8462
CYP450 2D6 SubstrateSubstrate0.5586
CYP450 3A4 SubstrateNon-substrate0.8308
CYP450 1A2 InhibitorNon-inhibitor0.6833
CYP450 2C9 InhibitorNon-inhibitor0.9249
CYP450 2D6 InhibitorNon-inhibitor0.9372
CYP450 2C19 InhibitorNon-inhibitor0.9123
CYP450 3A4 InhibitorNon-inhibitor0.9580
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.9763
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.6917
Non-inhibitor0.9024
AMES ToxicityNon AMES toxic0.7446
CarcinogensNon-carcinogens0.8876
Fish ToxicityLow FHMT0.7735
Tetrahymena Pyriformis ToxicityHigh TPT0.6011
Honey Bee ToxicityLow HBT0.6381
BiodegradationNot ready biodegradable0.6658
Acute Oral ToxicityII0.7356
Carcinogenicity (Three-class)Non-required0.6112

Model Value Unit
Absorption
Aqueous solubility-1.3553LogS
Caco-2 Permeability0.4084LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity3.0428LD50, mol/kg
Fish Toxicity2.4741pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.2811pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
HopJapan0.02ppm
Japanese Radish,Leaves(Including Radish)Japan0.1ppm
Other NutsJapan0.1ppm
WalnutJapan0.1ppm
AlmondJapan0.1ppm
PecanJapan0.1ppm
Ginkgo NutJapan0.1ppm
Other Oil SeedsJapan0.02ppm
RapeseedsJapan0.02ppm
Cotton SeedsJapan0.02ppm
Safflower SeedsJapan0.02ppm
Sesame SeedsJapan0.02ppm
Sunflower SeedsJapan0.02ppm
Other FruitsJapan0.5ppm
DateJapan0.5ppm
Passion FruitJapan0.3ppm
MangoJapan0.3ppm
GuavaJapan0.3ppm
PineappleJapan0.3ppm
AvocadoJapan0.3ppm