An insecticidal antibiotic
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Milbemycin A3

Item No. 18360

Technical Information
Formal Name
(6R,25R)-5-O-demethyl-28-deoxy-6,28-epoxy-25-methyl-milbemycin B
CAS Number
51596-10-2
Synonyms
  • Antibiotic B 41A3
  • Milbemycin α1
Molecular Formula
C31H44O7
Formula Weight
Purity
≥85%
A solid
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
C[C@H]([C@@H](C)CC1)O[C@]21C[C@](OC([C@@]3([H])[C@@]4(O)[C@@]5([H])[C@H](O)C(C)=C3)=O)([H])C[C@](C/C=C(C)/C[C@@H](C)/C=C/C=C4\CO5)([H])O2
InChi Code
InChI=1S/C31H44O7/c1-18-7-6-8-23-17-35-28-27(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/h6-9,14,18,20,22,24-28,32,34H,10-13,15-17H2,1-5H3/b7-6+,19-9+,23-8+/t18-,20-,22+,24+,25-,26-,27+,28+,30-,31+/m0
InChi Key
ZLBGSRMUSVULIE-GSMJGMFJSA-N
Origin
Bacterium/Streptomyces hygroscopicus
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Milbemycin A3 is a member of a complex family of macrocyclic lactones that contain a characteristic spiroketal group produced from the fermentation of soil bacterium S. hygroscopicus subsp. aureolacrimosus.1 As a compound that potentiates glutamate and GABA-gated chloride-channel opening, milbemycin A3 is used as a nematocide and insecticide.1 The acaricidal and nematocidal activity of a mixture of milbemycin A3 and milbemycin A4 (Item No. 17155) against adult spider mites, spider mite eggs, and C. elegans are reported at IC50 values of 5.3, 41.1, and 9.5 µg/ml.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Duke, S.O., Cantrell, C.L., Meepagala, K.M., et alNatural toxins for use in pest management. Toxins (Basel) 2(8), 1943-1962 (2010).

    2. 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).