An insecticide
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Emamectin B1a

Item No. 24060

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4''R)-5-O-demethyl-4''-deoxy-4''-(methylamino)-avermectin A1a
CAS Number
121124-29-6
Molecular Formula
C49H75NO13
Formula Weight
886.1
Purity
≥99%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
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](NC)[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/C49H75NO13/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/h13-16,18-20,26-27,29,31-32,34-46,50-51,53H,12,17,21-25H2,1-11H3/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
InChi Key
CXEGAUYXQAKHKJ-COFQVFHOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Emamectin B1a is a semisynthetic derivative of avermectin B1a (Item No. 22000).1 It binds to GABAA receptors (Ki = 17.6 nM in rat brain membranes), including those containing β1, β2, or β3 subunits (IC50s = 57, 210, and 49.8 nM for α1β1γ2, α1β2γ2, and α1β3γ2 subunits, respectively), and potentiates the GABA response.2 Emamectin B1a also binds to and inhibits glycine receptors (IC50 = 218 nM in rat spinal cord). Emamectin B1a induces mortality in 90% of S. exigua larvae in a diet incorporation assay at a dose of 1.067 ng/ml, which is approximately 1,500-fold more toxic than avermectin B1. It is effective against neonate S. eridania larvae in a foliage spray bioassay and when applied topically.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mrozik, H., Eskola, P., Linn, B.O., et al. Discovery of novel avermectins with unprecedented insecticidal activity. Experientia 45, 315-316 (1989).

    2. Dawson, G.R., Wafford, K.A., Smith, A., et al. Anticonvulsant and adverse effects of avermectin analogs in mice are mediated through the g-aminobutyric acidA receptor. J. Pharmacol. Exp. Ther. 295(3), 1051-1060 (2000).