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Asukamycin

Asukamycin structure

Asukamycin 

structure
  • CAS No:

    61116-33-4

  • Formula:

    C31H34N2O7

  • Chemical Name:

    Asukamycin

  • Synonyms:

    2,4,6-Heptatrienamide,7-cyclohexyl-N-[(1S,5S,6R)-5-hydroxy-5-[(1E,3E,5E)-7-[(2-hydroxy-5-oxo-1-cyclopenten-1-yl)amino]-7-oxo-1,3,5-heptatrien-1-yl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-,(2E,4E,6E)-;2,4,6-Heptatrienamide,7-cyclohexyl-N-[5-hydroxy-5-[7-[(2-hydroxy-5-oxo-1-cyclopenten-1-yl)amino]-7-oxo-1,3,5-heptatrienyl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-,[1S-[1α,3(2E,4E,6E),5β,5(1E,3E,5E),6α]]-;2,4,6-Heptatrienamide,7-cyclohexyl-N-[(1S,5S,6R)-5-hydroxy-5-[(1E,3E,5E)-7-[(2-hydroxy-5-oxo-1-cyclopenten-1-yl)amino]-7-oxo-1,3,5-heptatrienyl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-,(2E,4E,6E)-;7-Oxabicyclo[4.1.0]heptane,2,4,6-heptatrienamide deriv.;(2E,4E,6E)-7-Cyclohexyl-N-[(1S,5S,6R)-5-hydroxy-5-[(1E,3E,5E)-7-[(2-hydroxy-5-oxo-1-cyclopenten-1-yl)amino]-7-oxo-1,3,5-heptatrien-1-yl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-2,4,6-heptatrienamide;Asukamycin;AM 1042

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

ChEBI: A polyketide that is a member of the manumycin family of antibiotics and exhibits strong antibacterial, antifungal, and antineoplastic activities. Isolated from from the actinomycete bacterium Streptomyces nodosus subsp. asukaensis

Asukamycin Basic Attributes

546.62

546.61

Characteristics

145

3.5

1.32±0.1 g/cm3(Predicted)

Asukamycin Use and Manufacturing

Asukamycin is an unusual trienoic acid amide metabolite produced by Streptomyces nodosus, reported by Omura and colleagues at the Kitasato Institute, Japan, in 1976. Asukamycin belongs to the manumycin class that comprises two trienoic acid amides pivoted on a central cyclohexenone ring to give the molecule an unprecedented angular geometry. Asukamycin is active against Gram positive bacteria, tumor cell lines and protozoans, notably coccidia. Asukamycin’s cell toxicity is accompanied by activation of Caspases 3 and 8.

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