An anthelmintic and insecticidal agent
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Avermectin B1a

Item No. 22000

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-O-demethyl-avermectin A1a
CAS Number
65195-55-3
Synonyms
  • Abamectin B1a
  • Antibiotic C 076B1a
  • L-676,863
Molecular Formula
C48H72O14
Formula Weight
873.1
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly solubleDMSO: Slightly solubleMethanol: Slightly soluble
λmax
246 nm
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@]([C@@H](C)CC)([H])O7)O6
InChi Code
InChI=1S/C48H72O14/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/h12-15,17-19,25-26,28,30-31,33-45,49-50,52H,11,16,20-24H2,1-10H3/b13-12+,27-15+,32-14+/t25-,26-,28-,30-,31-,33+,34-,35-,36-,37-,38-,39-,40+,41-,42-,43+,44-,45+,47+,48+/m0/s1
InChi Key
RRZXIRBKKLTSOM-XPNPUAGNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Avermectin B1a is a macrocyclic lactone disaccharide anthelmintic agent that binds to high and low affinity sites on the mammalian GABAA receptor.1,2,3 Binding to the high affinity site activates the receptor to increase chloride influx, while binding to the low affinity site blocks the channel.3 Avermectin B1a inhibits binding of the glycine receptor antagonist strychnine to membranes and the solubilized receptor from rat spinal cord (Kis = 1.3 and 3.6 µM, respectively).4 Formulations containing avermectin B1a (>80%) and avermectin B1b (~20%; Item No. 17453) are used in insecticides and veterinary anthelmintic formulas as abamectin (Item No. 19201).5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yamamuro, D., Uchida, R., Takahashi, Y., et al. Screening for microbial metabolites affecting phenotype of Caenorhabditis elegans. Biol. Pharm. Bull. 34(10), 1619-1623 (2011).

    2. Wang, C.C., and Pong, S.S. Actions of avermectin B1a on GABA nerves. Prog. Clin. Biol. Res. 97, 373-395 (1982).

    3. Huang, J., and Casida, J.E. Avermectin B1a binds to high- and low-affinity sites with dual effects on the g-aminobutyric acid-gated chloride channel of cultured cerebellar granule neurons. J. Pharm. Exp. Ther. 281(1), 261-266 (1997).

    4. Graham, D., Pfeiffer, F., and Betz, H. Avermectin B1a inhibits the binding of strychnine to the glycine receptor of rat spinal cord. Neurosci. Lett. 29(2), 173-176 (1982).

    5. Wescott, R.B., Farrell, C.J., Gallina, A.M., et al. Efficacy of avermectin B1a for treatment of experimentally induced nematode infections in cattle. Am. J. Vet. Res. 41(8), 1326-1328 (1980).

    6. Todd, K.S., Jr., Mansfield, M.E., and DiPietro, J.A. Anthelmintic efficacy of avermectin B1a and dihydroavermectin B1a against ovine gastrointestinal nematodes in 1977. Am. J. Vet. Res. 45(5), 976-977 (1984).