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MedKoo Cat#: 593098 | Name: Emamectin benzoate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Emamectin benzoate is a macrocyclic insecticide used as an acaricide for vegetables, fruits and cereals

Chemical Structure

Emamectin benzoate
Emamectin benzoate
CAS#155569-91-8

Theoretical Analysis

MedKoo Cat#: 593098

Name: Emamectin benzoate

CAS#: 155569-91-8

Chemical Formula: C56H81NO15

Exact Mass: 1007.5606

Molecular Weight: 1008.26

Elemental Analysis: C, 66.71; H, 8.10; N, 1.39; O, 23.80

Price and Availability

Size Price Availability Quantity
25mg USD 250.00 2 Weeks
100mg USD 550.00 2 Weeks
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Related CAS #
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Synonym
Emamectin benzoate; MK-244; MK244; MK 244; MK 0244; MK0244; MK-0244;
IUPAC/Chemical Name
benzoic acid;(1'R,2R,3S,4'S,6S,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-2-[(2S)-butan-2-yl]-21',24'-dihydroxy-12'-[(2R,4S,5S,6S)-4-methoxy-5-[(2S,4S,5S,6S)-4-methoxy-6-methyl-5-(methylamino)oxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3,11',13',22'-tetramethylspiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-2'-one
InChi Key
GCKZANITAMOIAR-XWVCPFKXSA-N
InChi Code
InChI=1S/C49H75NO13.C7H6O2/c1-12-26(2)44-29(5)18-19-48(63-44)24-35-21-34(62-48)17-16-28(4)43(27(3)14-13-15-33-25-56-46-42(51)30(6)20-36(47(52)59-35)49(33,46)53)60-40-23-38(55-11)45(32(8)58-40)61-39-22-37(54-10)41(50-9)31(7)57-39;8-7(9)6-4-2-1-3-5-6/h13-16,18-20,26-27,29,31-32,34-46,50-51,53H,12,17,21-25H2,1-11H3;1-5H,(H,8,9)/b14-13+,28-16+,33-15+;/t26-,27-,29-,31-,32-,34+,35-,36-,37-,38-,39-,40-,41-,42+,43-,44+,45-,46+,48+,49+;/m0./s1
SMILES Code
CC[C@H](C)[C@@H]1[C@H](C=C[C@@]2(O1)C[C@@H]3C[C@H](O2)C/C=C(/[C@H]([C@H](/C=C/C=C/4\CO[C@H]5[C@@]4([C@@H](C=C([C@H]5O)C)C(=O)O3)O)C)O[C@H]6C[C@@H]([C@H]([C@@H](O6)C)O[C@H]7C[C@@H]([C@H]([C@@H](O7)C)NC)OC)OC)\C)C.C1=CC=C(C=C1)C(=O)O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,008.26 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Daoud D, McCarthy A, Dubetz C, Barker DE. The effects of emamectin benzoate or ivermectin spiked sediment on juvenile American lobsters (Homarus americanus). Ecotoxicol Environ Saf. 2018 Aug 7;163:636-645. doi: 10.1016/j.ecoenv.2018.06.075. [Epub ahead of print] PubMed PMID: 30096665. 2: Alister C, Araya M, Becerra K, Volosky C, Saavedra J, Kogan M. Industrial prune processing and its effect on pesticide residue concentrations. Food Chem. 2018 Dec 1;268:264-270. doi: 10.1016/j.foodchem.2018.06.090. Epub 2018 Jun 19. PubMed PMID: 30064756. 3: Ahmad M, Akhtar KP. Susceptibility of cotton whitefly Bemisia tabaci (Hemiptera: Aleyrodidae) to diverse pesticides in Pakistan. J Econ Entomol. 2018 Apr 18. doi: 10.1093/jee/toy112. [Epub ahead of print] PubMed PMID: 29912420. 4: Bilal M, Freed S, Ashraf MZ, Zaka SM, Khan MB. Activity of acetylcholinesterase and acid and alkaline phosphatases in different insecticide-treated Helicoverpa armigera (Hübner). Environ Sci Pollut Res Int. 2018 Aug;25(23):22903-22910. doi: 10.1007/s11356-018-2394-3. Epub 2018 Jun 1. PubMed PMID: 29858991. 5: Messmer AM, Leong JS, Rondeau EB, Mueller A, Despins CA, Minkley DR, Kent MP, Lien S, Boyce B, Morrison D, Fast MD, Norman JD, Danzmann RG, Koop BF. A 200K SNP chip reveals a novel Pacific salmon louse genotype linked to differential efficacy of emamectin benzoate. Mar Genomics. 2018 Apr 16. pii: S1874-7787(17)30254-4. doi: 10.1016/j.margen.2018.03.005. [Epub ahead of print] PubMed PMID: 29673959. 6: Wang X, Xiang X, Yu H, Liu S, Yin Y, Cui P, Wu Y, Yang J, Jiang C, Yang Q. Monitoring and biochemical characterization of beta-cypermethrin resistance in Spodoptera exigua (Lepidoptera: Noctuidae) in Sichuan Province, China. Pestic Biochem Physiol. 2018 Apr;146:71-79. doi: 10.1016/j.pestbp.2018.02.008. Epub 2018 Mar 2. PubMed PMID: 29626995. 7: Lin X, Mao Y, Zhang L. Binding properties of four antennae-expressed chemosensory proteins (CSPs) with insecticides indicates the adaption of Spodoptera litura to environment. Pestic Biochem Physiol. 2018 Apr;146:43-51. doi: 10.1016/j.pestbp.2018.02.011. Epub 2018 Feb 23. PubMed PMID: 29626991. 8: Shakir SK, Irfan S, Akhtar B, Rehman SU, Daud MK, Taimur N, Azizullah A. Pesticide-induced oxidative stress and antioxidant responses in tomato (Solanum lycopersicum) seedlings. Ecotoxicology. 2018 Mar 1. doi: 10.1007/s10646-018-1916-6. [Epub ahead of print] PubMed PMID: 29497917. 9: Bick EN, Forbes NJ, Haugen C, Jones G, Bernick S, Miller F. Seven-Year Evaluation of Insecticide Tools for Emerald Ash Borer in Fraxinus pennsylvanica (Lamiales: Oleaceae) Trees. J Econ Entomol. 2018 Apr 2;111(2):732-740. doi: 10.1093/jee/toy018. PubMed PMID: 29474690. 10: Davis MJ, Elkinton JS. Efficacy of Two Systemic Insecticides With Stem Gall Wasp, Zapatella davisae (Hymenoptera: Cynipidae) on Black Oak. J Econ Entomol. 2018 Apr 2;111(2):986-988. doi: 10.1093/jee/tox358. PubMed PMID: 29361003. 11: Abou-Zeid SM, AbuBakr HO, Mohamed MA, El-Bahrawy A. Ameliorative effect of pumpkin seed oil against emamectin induced toxicity in mice. Biomed Pharmacother. 2018 Feb;98:242-251. doi: 10.1016/j.biopha.2017.12.040. Epub 2017 Dec 27. PubMed PMID: 29268245. 12: Marín SL, Mancilla J, Hausdorf MA, Bouchard D, Tudor MS, Kane F. Sensitivity assessment of sea lice to chemotherapeutants: Current bioassays and best practices. J Fish Dis. 2018 Jun;41(6):995-1003. doi: 10.1111/jfd.12768. Epub 2017 Dec 18. PubMed PMID: 29251354. 13: Depalo L, Lanzoni A, Masetti A, Pasqualini E, Burgio G. Lethal and Sub-lethal Effects of Four Insecticides on the Aphidophagous Coccinellid Adalia bipunctata (Coleoptera: Coccinellidae). J Econ Entomol. 2017 Dec 5;110(6):2662-2671. doi: 10.1093/jee/tox243. PubMed PMID: 29220516. 14: Lin X, Jiang Y, Zhang L, Cai Y. Effects of insecticides chlorpyrifos, emamectin benzoate and fipronil on Spodoptera litura might be mediated by OBPs and CSPs. Bull Entomol Res. 2017 Dec 4:1-9. doi: 10.1017/S0007485317001195. [Epub ahead of print] PubMed PMID: 29198202. 15: Zhang Z, Zhao X, Qin X. Potential genotoxic and cytotoxicity of emamectin benzoate in human normal liver cells. Oncotarget. 2017 Jul 4;8(47):82185-82195. doi: 10.18632/oncotarget.18988. eCollection 2017 Oct 10. PubMed PMID: 29137255; PubMed Central PMCID: PMC5669881. 16: Abdu-Allah GAM, Pittendrigh BR. Lethal and sub-lethal effects of select macrocyclic lactones insecticides on forager worker honey bees under laboratory experimental conditions. Ecotoxicology. 2018 Jan;27(1):81-88. doi: 10.1007/s10646-017-1872-6. Epub 2017 Nov 13. PubMed PMID: 29134493. 17: Pouzou JG, Cullen AC, Yost MG, Kissel JC, Fenske RA. Comparative Probabilistic Assessment of Occupational Pesticide Exposures Based on Regulatory Assessments. Risk Anal. 2018 Jun;38(6):1223-1238. doi: 10.1111/risa.12936. Epub 2017 Nov 6. PubMed PMID: 29105804; PubMed Central PMCID: PMC5936674. 18: McBriarty GJ, Kidd KA, Burridge LE. Short-Term Effects of the Anti-sea Lice Therapeutant Emamectin Benzoate on Clam Worms (Nereis virens). Arch Environ Contam Toxicol. 2018 May;74(4):539-545. doi: 10.1007/s00244-017-0461-2. Epub 2017 Oct 20. PubMed PMID: 29052740. 19: Wang Y, Wang A, Wang C, Cui B, Sun C, Zhao X, Zeng Z, Shen Y, Gao F, Liu G, Cui H. Synthesis and characterization of emamectin-benzoate slow-release microspheres with different surfactants. Sci Rep. 2017 Oct 6;7(1):12761. doi: 10.1038/s41598-017-12724-6. PubMed PMID: 28986529; PubMed Central PMCID: PMC5630577. 20: Yang Y, Wang C, Xu H, Lu Z. Sublethal effects of four insecticides on folding and spinning behavior in the rice leaffolder, Cnaphalocrocis medinalis (Guenée) (Lepidoptera: Pyralidae). Pest Manag Sci. 2018 Mar;74(3):658-664. doi: 10.1002/ps.4753. Epub 2017 Dec 1. PubMed PMID: 28984412.