Basic Info

Common NameSpinetoram(F05775)
2D Structure
FRCD IDF05775
CAS Number
PubChem CID53297414
FormulaC42H69NO10
IUPAC Name

None

InChI Key

GOENIMGKWNZVDA-OAMCMWGQSA-N

InChI

InChI=1S/C42H69NO10/c1-10-27-13-12-14-35(53-37-18-17-34(43(6)7)24(4)49-37)23(3)38(45)33-21-31-29(32(33)22-36(44)51-27)16-15-26-19-28(20-30(26)31)52-42-41(47-9)40(48-11-2)39(46-8)25(5)50-42/h21,23-32,34-35,37,39-42H,10-20,22H2,1-9H3/t23-,24-,25+,26-,27+,28?,29-,30-,31-,32?,34+,35+,37+,39+,40-,41-,42+/m1/s1

Canonical SMILES

CCC1CCCC(C(C(=O)C2=CC3C(C2CC(=O)O1)CCC4C3CC(C4)OC5C(C(C(C(O5)C)OC)OCC)OC)C)OC6CCC(C(O6)C)N(C)C

Isomeric SMILES

CC[C@H]1CCC[C@@H]([C@H](C(=O)C2=C[C@@H]3[C@H](C2CC(=O)O1)CC[C@H]4[C@H]3CC(C4)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC)OCC)OC)C)O[C@H]6CC[C@@H]([C@H](O6)C)N(C)C

Synonyms
        
            Pesticide7_Spinetoram_C42H69NO10_1H-as-Indaceno[3,2-d]oxacyclododecin-7,15-dione, 2-[(6-deoxy-3-O-ethyl-2,4-di-O-methyl-alpha-L-mannopyranosyl)oxy]-13-[[(2R,5S,6R)-5-(dimethylamino)tetrahydro-6-methyl-2H-pyran-2-yl]oxy]-9-ethyl-2,3,3a,4,5,5a,5b,6,9,10,11,12,13,14,16a,16b-hexadecahydro-14-methyl-, (3aR,5aR,9S,13S,14R,16aS,16bR)-
        
            Spinetoram
        
            CHEBI:82041
        
            GOENIMGKWNZVDA-OAMCMWGQSA-N
        
            C18894
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds
SubclassCarbohydrates and carbohydrate conjugates
Intermediate Tree NodesAminosaccharides
Direct ParentAminoglycosides
Alternative Parents
Molecular FrameworkAliphatic heteropolycyclic compounds
SubstituentsAminoglycoside core - Macrolide - Glycosyl compound - O-glycosyl compound - Monosaccharide - Oxane - Amino acid or derivatives - Carboxylic acid ester - Ketone - Lactone - Tertiary amine - Tertiary aliphatic amine - Monocarboxylic acid or derivatives - Acetal - Ether - Dialkyl ether - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Organic oxide - Amine - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Organic nitrogen compound - Carbonyl group - Aliphatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as aminoglycosides. These are molecules or a portion of a molecule composed of amino-modified sugars.

Properties

Property NameProperty Value
Molecular Weight748.011
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count11
Rotatable Bond Count10
Complexity1260
Monoisotopic Mass747.492
Exact Mass747.492
XLogP5.9
Formal Charge0
Heavy Atom Count53
Defined Atom Stereocenter Count15
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB-0.5186
Human Intestinal AbsorptionHIA+0.9701
Caco-2 PermeabilityCaco2+0.5246
P-glycoprotein SubstrateSubstrate0.6873
P-glycoprotein InhibitorInhibitor0.9735
Inhibitor0.8330
Renal Organic Cation TransporterNon-inhibitor0.6349
Distribution
Subcellular localizationMitochondria0.6527
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8678
CYP450 2D6 SubstrateNon-substrate0.8377
CYP450 3A4 SubstrateSubstrate0.7856
CYP450 1A2 InhibitorNon-inhibitor0.7539
CYP450 2C9 InhibitorNon-inhibitor0.8874
CYP450 2D6 InhibitorNon-inhibitor0.8355
CYP450 2C19 InhibitorNon-inhibitor0.8641
CYP450 3A4 InhibitorNon-inhibitor0.5185
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7026
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8126
Non-inhibitor0.7438
AMES ToxicityNon AMES toxic0.6367
CarcinogensNon-carcinogens0.9221
Fish ToxicityHigh FHMT0.9638
Tetrahymena Pyriformis ToxicityHigh TPT0.9608
Honey Bee ToxicityHigh HBT0.6482
BiodegradationNot ready biodegradable0.9165
Acute Oral ToxicityIII0.6599
Carcinogenicity (Three-class)Non-required0.4906

Model Value Unit
Absorption
Aqueous solubility-3.3261LogS
Caco-2 Permeability0.8057LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.7021LD50, mol/kg
Fish Toxicity0.5662pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5266pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Liver1016030European Union0.01*20/10/2017
Mosses and lichens (Icelandic mosses, Other mosses and lichens,)0280990European Union0.05*20/10/2017
Kidney1016040European Union0.01*20/10/2017
Sugar canes (Agave leaves, Sweet sorghum canes,)0900020European Union0.05*20/10/2017
Purslanes (Agretti, Glassworts/samphires, Rock samphires, Sea asters, Sea lavenders, Winter purslanes/miner's lettuces, Karkallas/Hottentot figs/Iceplant leaves,)0252020European Union1.520/10/2017
Chards/beet leaves (Beetroot leaves, Swiss chards,)0252030European Union1.520/10/2017
Others (2)0252990European Union1.520/10/2017
(c) grape leaves and similar species (Climbing wattle/acacia shoots, Malabar nightshades,)0253000European Union0.05*20/10/2017
(d) watercresses (Morning glory/Chinese convolvolus/water convolvolus/kangkung, Water clovers, Water mimosas,)0254000European Union0.05*20/10/2017
(e) witloofs/Belgian endives (Dandelion leaves (forced),)0255000European Union0.05*20/10/2017
(f) herbs and edible flowers0256000European Union420/10/2017
Chervil0256010European Union420/10/2017
Chives (Chinese chives/oriental garlic/garlic chives, Ramson/wild garlic/bear's garlic,)0256020European Union420/10/2017
Celery leaves (Angelica (leaves and stems), Burnet, Caraway leaves, Coriander leaves, Culantro/false coriander leaves, Dill leaves, Fennel leaves, Fenugreek leaves, Herb of grace/rue, Lovage leaves...0256030European Union420/10/2017
Parsley (Root parsley leaves,)0256040European Union420/10/2017
Sage (Borage, Curry herb, Greek sage, Jamé's sage/Mexican sage, Other species and hybrids of genus Salvia, not elsewhere mentioned,)0256050European Union420/10/2017
Rosemary (Santolina/green lavander cotton, Green santolina,)0256060European Union420/10/2017
Thyme (Creeping thyme, Cretan oregano/Turkish oregano, Lemon savory, Lemon thyme/citrus thyme, Marjoram, Mastic thyme, Oregano, Summer savory, Syrian oregano/bible hyssop/za'atar, Winter savory,)0256070European Union420/10/2017
Laurel/bay leaves (Curry leaves, Kaffir lime leaves, Siamese cassia, Wild betel leaves, Pandan leaves,)0256090European Union420/10/2017
Tarragon (Aztec sweet herb, Epazote/Mexican tea/wormseed, Hyssop, Lemongrass, Mexican oregano, Nettle, Other species of the genus Urtica, not elsewhere mentioned, Russian tarragon, Stevia,)0256100European Union420/10/2017

References

TitleJournalDatePubmed ID
Effect of new and old pesticides on Orius armatus (Gross) - an Australian predator of western flower thrips, Frankliniella occidentalis (Pergande).Pest Manag Sci2014 Mar23616278
Laboratory-based toxicological assessments of new insecticides on mortality and fecundity of Neoseiulus fallacis (Acari: Phytoseiidae).J Econ Entomol2012 Jun22812123
Development of a rapid resistance monitoring bioassay for codling moth larvae.Pest Manag Sci2012 Jun22262512
A laboratory assessment of the toxic attributes of six 'reduced risk insecticides' on Galendromus occidentalis (Acari: Phytoseiidae).Chemosphere2011 Jun21458842