Date published: 2025-10-15

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MM 47755 (CAS 117620-87-8)

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Application:
MM 47755 is an antibacterial and antifungal agent also known as Angucyclinone
CAS Number:
117620-87-8
Molecular Weight:
336.3
Molecular Formula:
C20H16O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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MM 47755, registered under CAS number 117620-87-8, is a complex polyketide isolated from the marine-derived bacterium Streptomyces sp. This chemical entity is part of a larger group of natural products known for their complex structures and diverse biological properties. The specific biochemical activity of MM 47755 involves the inhibition of isoprenoid biosynthesis, a crucial pathway in many organisms responsible for the synthesis of vital components such as cholesterol, hormones, and cell membrane constituents. MM 47755 targets the enzyme squalene synthase, pivotal in the conversion of farnesyl diphosphate to squalene, an early step in the synthesis of sterols. By inhibiting this enzyme, MM 47755 disrupts the sterol synthesis pathway, impacting cell membrane integrity and functionality. In research, MM 47755 has been employed as a probe to better understand the regulation and mechanics of the isoprenoid pathway. Studies involving this compound have provided insights into the fundamental aspects of cellular metabolism and the potential modulation of biosynthetic pathways. Additionally, the use of MM 47755 in experimental settings aids in elucidating the effects of sterol biosynthesis disruption on cellular health and viability, offering a valuable tool for biochemical and physiological investigations.


MM 47755 (CAS 117620-87-8) References

  1. Total synthesis of (-)-8-O-methyltetrangomycin (MM 47755).  |  Kesenheimer, C. and Groth, U. 2006. Org Lett. 8: 2507-10. PMID: 16737300
  2. Angucyclinone antibiotics: total syntheses of YM-181741, (+)-ochromycinone, (+)-rubiginone B2, (-)-tetrangomycin, and MM-47755.  |  Kaliappan, KP. and Ravikumar, V. 2007. J Org Chem. 72: 6116-26. PMID: 17625884
  3. MM 47755, a new benz[a]anthracene antibiotic from a streptomycete.  |  Gilpin, ML., et al. 1989. J Antibiot (Tokyo). 42: 627-8. PMID: 2722675
  4. 6-Deoxy-8-O-methylrabelomycin and 8-O-methylrabelomycin from a Streptomyces species.  |  Shigihara, Y., et al. 1988. J Antibiot (Tokyo). 41: 1260-4. PMID: 3141337
  5. Cell wall distraction and biofilm inhibition of marine Streptomyces derived angucycline in methicillin resistant Staphylococcus aureus.  |  Jabila Mary, TR., et al. 2021. Microb Pathog. 150: 104712. PMID: 33359358
  6. Total synthesis of angucyclinones, 6. Synthesis of naturally (MM 47755; X‐14881 E) and non‐naturally occurring aromatic angucyclinones.  |  Krohn, et al. 1995. Liebigs Annalen. 1995.8: 1529-1537.
  7. Remote stereochemical control in asymmetric Diels–Alder reactions: Synthesis of the angucycline antibiotics,(−)-tetrangomycin and MM 47755.  |  Landells, et al. 2003. Tetrahedron letters. 44.28: 5193-5196.
  8. Angumycinones A and B, two new angucyclic quinones from Streptomyces sp. KMC004 isolated from acidic mine drainage.  |  Park and Hyun Bong, et al. 2014. Tetrahedron Letters. 55.1: 63-66.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

MM 47755, 1 mg

sc-202708
1 mg
$294.00

MM 47755, 5 mg

sc-202708A
5 mg
$930.00