An insecticide and anthelmintic
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Abamectin

Item No. 19201

Technical Information
Formal Name
Avermectin B1a: (10E,14E,16E)-(1R,4S,5′S,6S,6′R,8R,12S,13S,20R,21R,24S)-6′-[(S)-sec-butyl]-21,24-dihydroxy-5′,11,13,22-tetramethyl-2-oxo-(3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene)-6-spiro-2′-(5′,6′-dihydro-2′H-pyran)-12-yl 2,6-dideoxy-4-O-(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-3-O-methyl-α-L-arabino-hexopyranoside

Avermectin B1b: (10E,14E,16E)-(1R,4S,5′S,6S,6′R,8R,12S,13S,20R,21R,24S)-21,22-dihydroxy-6′-isopropyl-5′,11,13,22-tetramethyl-2-oxo-(3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene)-6-spiro-2′-(5′,6′-dihydro-2′H-pyran)-12-yl 2,6-dideoxy-4-O-(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-3-O-methyl-α-L-arabino-hexopyranoside
CAS Number
71751-41-2
Synonyms
  • Avermectin B1
  • Avermectin B1a (~80%) and Avermectin B1b (~20%) Mixture
  • MK-936
  • Rustomectin
Molecular Formula
C48H72O14 (for Avermectin B1a)
Formula Weight
Purity
≥95%
A crystalline solid
Acetonitrile: Slightly Soluble: 0.1-1 mg/ml
SMILES
C/C([C@@H](O[C@@]1([H])C[C@H](OC)[C@@H](O[C@]2([H])O[C@@H](C)[C@H](O)[C@@H](OC)C2)[C@H](C)O1)[C@@H](C)/C=C/C=C(CO3)/[C@@]([C@@]3([H])[C@H](O)C(C)=C4)(O)[C@]4([H])C5=O)=C\C[C@]6([H])C[C@@](O5)([H])C[C@]7(C=C[C@H](C)[C@@H](C(C)C)O7)O6.C/C([C@@H](O[C@@]
InChi Code
InChI=1S/C48H72O14.C47H70O14/c1-11-25(2)43-28(5)17-18-47(62-43)23-34-20-33(61-47)16-15-27(4)42(26(3)13-12-14-32-24-55-45-40(49)29(6)19-35(46(51)58-34)48(32,45)52)59-39-22-37(54-10)44(31(8)57-39)60-38-21-36(53-9)41(50)30(7)56-38;1-24(2)41-27(5)16-17-4
InChi Key
IBSREHMXUMOFBB-JFUDTMANSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Abamectin is a mixture of the natural macrocyclic lactones avermectin B1a and avermectin B1b (Item No. 17453). It has both insecticidal and anthelmintic actions and is used in both agriculture and veterinary medicine.1,2,3,4 Abamectin can inhibit nicotinic acetylcholine receptors of worms.5 It can also inhibit chikungunya virus (EC50 = 1.5 µM) and yellow fever virus.6 Formulations containing abamectin have been used in the control of insects in agriculture.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bai, S.H., and Ogbourne, S. Eco-toxicological effects of the avermectin family with a focus on abamectin and ivermectin. Chemosphere 154, 204-214 (2016).

    2. Kaplan, R.M., Courtney, C.H., Kunkle, W.E., et alEfficacy of injectable abamectin against gastrointestinal tract nematodes and lungworms of cattle. Am. J. Vet. Res. 55(3), 353-357 (1994).

    3. Koehler, P.G., Atkinson, T.H., and Patterson, R.S. Toxicity of abamectin to cockroaches (Dictyoptera: Blattellidae, Blattidae). J. Econ. Entomol. 84(6), 1758-1762 (1991).

    4. Lumaret, J.P., Errouissi, F., Floate, K., et alA review on the toxicity and non-target effects of macrocyclic lactones in terrestrial and aquatic environments. Curr. Pharm. Biotechno. 13(6), 1004-1060 (2012).

    5. Abongwa, M., Buxton, S.K., Robertson, A.P., et alCuriouser and curiouser: The macrocyclic lactone, abamectin, is also a potent inhibitor of pyrantel/tribendimidine nicotinic acetylcholine receptors of gastro-intestinal worms. PLoS One 11(1), (2016).

    6. Varghese, F.S., Kaukinen, P., Gläsker, S., et alDiscovery of berberine, abamectin and ivermectin as antivirals against chikungunya and other alphaviruses. Antiviral Res. 126, 117-124 (2016).