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Milbemycin A4 (CAS 51596-11-3)

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Alternate Names:
Milbemectin A4
Application:
Milbemycin A4 is an antibiotic with acaricidal activity
CAS Number:
51596-11-3
Purity:
>95%
Molecular Weight:
542.70
Molecular Formula:
C32H46O7
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Milbemycin A4 is an antibiotic compound found in Streptomyces with acaricidal activity. The milbemycins are part of a family of macrocyclic lactones that are characterized by the spiroketal ring system that are produced by Streptomyces hydroscopious subsp. aureolacrimosus and are suggested to stimulate chloride-gated ion channels. Milbemycin A3 (sc-202226) and A4 have been used to synthesize milbemycins alpha9, alpha10, alpha11, alpha12, alpha14, alpha15, alpha20, alpha21, alpha22, alpha23, alpha26, alpha7, delta(2,3), delta(4,26)-milbemycins A3, and A4.


Milbemycin A4 (CAS 51596-11-3) References

  1. Synthesis of milbemycins alpha9, alpha10, alpha11, alpha12, alpha14, alpha15, alpha20, alpha21, alpha22, alpha23, alpha26, alpha27, delta(2,3),delta(4,26)-milbemycins A3, A4 from milbemycins A3, A4, and their acaricidal activities.  |  Tsukiyama, T., et al. 2002. J Antibiot (Tokyo). 55: 993-1003. PMID: 12546420
  2. Microbial conversion of milbemycins: 30-oxidation of milbemycin A4 and related compounds by Amycolata autotrophica and Amycolatopsis mediterranei.  |  Nakagawa, K., et al. 1990. J Antibiot (Tokyo). 43: 1321-8. PMID: 2258330
  3. X-ray structure analysis of a solid solution of milbemycins A3 and A4.  |  Bizdena, E., et al. 2013. Nat Prod Res. 27: 1936-9. PMID: 23631374
  4. Genetic engineering of Streptomyces bingchenggensis to produce milbemycins A3/A4 as main components and eliminate the biosynthesis of nanchangmycin.  |  Zhang, J., et al. 2013. Appl Microbiol Biotechnol. 97: 10091-101. PMID: 24077727
  5. Macrolide compounds, ivermectin and milbemycin D, stimulate chloride channels sensitive to GABAergic drugs in cultured chick spinal neurons.  |  Yamazaki, J., et al. 1989. Comp Biochem Physiol C Comp Pharmacol Toxicol. 93: 97-104. PMID: 2471607
  6. Milbemycin A4 oxime as a probe of azole transport in Candida glabrata.  |  Walker, B., et al. 2014. FEMS Yeast Res. 14: 755-61. PMID: 24838041
  7. Activation of cryptic milbemycin A4 production in Streptomyces sp. BB47 by the introduction of a functional bldA gene.  |  Matsui, N., et al. 2021. J Gen Appl Microbiol. 67: 240-247. PMID: 34511540
  8. Recent advances in the research of milbemycin biosynthesis and regulation as well as strategies for strain improvement.  |  Yan, YS. and Xia, HY. 2021. Arch Microbiol. 203: 5849-5857. PMID: 34550409
  9. Milbemycins, a new family of macrolide antibiotics: producing organism and its mutants.  |  Okazaki, T., et al. 1983. J Antibiot (Tokyo). 36: 438-41. PMID: 6853372
  10. Milbemycins, a new family of macrolide antibiotics. Fermentation, isolation and physico-chemical properties of milbemycins D, E, F, G, and H.  |  Takiguchi, Y., et al. 1983. J Antibiot (Tokyo). 36: 502-8. PMID: 6874568
  11. Milbemycins, a new family of macrolide antibiotics. Fermentation, isolation, physico-chemical properties and bioconversion of milbemycins J and K.  |  Ono, M., et al. 1983. J Antibiot (Tokyo). 36: 509-15. PMID: 6874569
  12. Milbemycins, a new family of macrolide antibiotics: fermentation, isolation and physico-chemical properties.  |  Takiguchi, Y., et al. 1980. J Antibiot (Tokyo). 33: 1120-7. PMID: 7451362
  13. Microbial conversion of milbemycins: oxidation of milbemycin A4 and related compounds at the C-25 ethyl group by Circinella umbellata and Absidia cylindrospora.  |  Nakagawa, K., et al. 1995. J Antibiot (Tokyo). 48: 831-7. PMID: 7592029

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Milbemycin A4, 1 mg

sc-202227
1 mg
$428.00

Milbemycin A4, 5 mg

sc-202227A
5 mg
$1428.00