An insecticidal antibiotic
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Milbemectin

Item No. 22003

Technical Information
Formal Name
Milbemycin A3: (6R,25R)-5-O-demethyl-28-deoxy-6,28-epoxy-25-methyl-milbemycin B

Milbemycin A4: (6R,25R)-5-O-demethyl-28-deoxy-6,28-epoxy-25-ethyl-milbemycin B
CAS Number
1799297-76-9
Synonyms
  • Milbemycin A3 (~30%) and Milbemycin A4 (~70%) Mixture
Molecular Formula
C31H44O7 (A3) and C32H46O7 (A4)
Purity
≥95% (mixture)
Formulation
A solid
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
λmax
245 nm
SMILES
C/C(C[C@@H](C)/C=C/C=C(CO1)/[C@@]([C@@]1([H])[C@H](O)C(C)=C2)(O)[C@]2([H])C3=O)=C\C[C@]4([H])C[C@@](O3)([H])C[C@@]5(O[C@]([H])(C)[C@@H](C)CC5)O4.C/C(C[C@@H](C)/C=C/C=C(CO6)/[C@@]([C@@]6([H])[C@H](O)C(C)=C7)(O)[C@]7([H])C8=O)=C\C[C@]9([H])C[C@@](O8)([H])C[C@@]%10(O[C@]([H])(CC)[C@@H](C)CC%10)O9
InChi Code
InChI=1S/C32H46O7.C31H44O7/c1-6-27-21(4)12-13-31(39-27)17-25-16-24(38-31)11-10-20(3)14-19(2)8-7-9-23-18-36-29-28(33)22(5)15-26(30(34)37-25)32(23,29)35;1-18-7-6-8-23-17-35-28-27(32)21(4)14-26(31(23,28)34)29(33)36-25-15-24(10-9-19(2)13-18)38-30(16-25)12-11-20(3)22(5)37-30/h7-10,15,19,21,24-29,33,35H,6,11-14,16-18H2,1-5H3;6-9,14,18,20,22,24-28,32,34H,10-13,15-17H2,1-5H3/b8-7+,20-10+,23-9+;7-6+,19-9+,23-8+/t19-,21-,24+,25-,26-,27+,28+,29+,31+,32+;18-,20-,22+,24+,25-,26-,27+,28+,30-,31+/m00/s1
InChi Key
YSKQMQHQUJEAQB-YPPYQCCRSA-N
Origin
Bacterium/Streptomyces hygroscopicus, Semi-synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Milbemectin is a mixture of milbemycin A3 (30%; Item No. 18360) and milbemycin A4 (70%; Item No. 17155) that has acaricidal and nematocidal activity against adult spider mites, spider mite eggs, and C. elegans with IC50 values of 5.3, 41.1, and 9.5 µg/ml, respectively.1 It acts as an allosteric agonist of the Drosophila RDL GABA receptor.2 It is also effective against the pinewood nematode, B. xylophilus with an LC20 of 0.0781 mg/liter.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yang, L.Y., Wang, J.D., Zhang, J., et alNew nemadectin congeners with acaricidal and nematocidal activity from Streptomyces microflavus neau3 Y-3. Bioorg. Med. Chem. Lett. 23(20), 5710-5713 (2013).

    2. Nakao, T., Banba, S., and Hirase, K. Comparison between the modes of action of novel meta-diamide and macrocyclic lactone insecticides on the RDL GABA receptor. Pestic. Biochem. Physiol. 120, 101-108 (2015).

    3. Bi, Z., Gong, Y., Huang, X., et alEfficacy of four nematicides against the reproduction and development of pinewood nematode, Bursaphelenchus xylophilus. J. Nematol. 47(2), 126-132 (2015).