A degradation product of abamectin
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2-epi-Abamectin

Item No. 27993

Technical Information
Formal Name
(2S)-5-O-demethyl-avermectin A1a
CAS Number
106434-14-4
Synonyms
  • epi-Avermectin B1a
Molecular Formula
C48H72O14
Formula Weight
Purity
≥85%
A solid
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](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-TYECJXEWSA-N
Origin
Semi-synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    2-epi-Abamectin is a degradation product of abamectin (Item No. 19201).1 It is toxic to the two-spotted spider mite in a contact assay with an LC50 value of 4 ppm, which is approximately 100-fold less potent than abamectin.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Awasthi, A., Razzak, M., Al-Kassas, R., et alSeparation and identification of degradation products in abamectin formulation using LC, LTQ FT-MS, H/D exchange and NMR. Curr. Pharm. Anal. 8(4), 415-430 (2012).

    2. Pivnichny, J.V., Arison, B.H., Preiser, F.A., et alBase-catalyzed isomerization of avermectins. J. Agric. Food Chem. 36(4), 826-828 (1988).