An antitumor antibiotic
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Asukamycin

Item No. 20133

Technical Information
Formal Name
(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
CAS Number
61116-33-4
Synonyms
  • AM1042
  • Asukamycin A
Molecular Formula
C31H34N2O7
Formula Weight
Purity
≥95%
A solid
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
O=C1[C@@H]2[C@@H](O2)[C@@](/C=C/C=C/C=C/C(NC3=C(O)CCC3=O)=O)(O)C=C1NC(/C=C/C=C/C=C/C4CCCCC4)=O
InChi Code
InChI=1S/C31H34N2O7/c34-23-17-18-24(35)27(23)33-26(37)16-10-3-4-11-19-31(39)20-22(28(38)29-30(31)40-29)32-25(36)15-9-2-1-6-12-21-13-7-5-8-14-21/h1-4,6,9-12,15-16,19-21,29-30,34,39H,5,7-8,13-14,17-18H2,(H,32,36)(H,33,37)/b2-1+,4-3+,12-6+,15-9+,16-10+,19-11+/t29-,30-,31+/m1/s1
InChi Key
SSHVAUUEPNULMP-JHWDTTIQSA-N
Origin
Bacterium/Streptomyces
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Asukamycin is polyketide isolated from the S. nodosus subspecies asukaensis that demonstrates a broad range of antibiotic functions. It has been shown to inhibit growth of various tumor cell lines (IC50s = 1-5 µM) by activating caspases 8 and 3.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shipley, P.R., Donnelly, C.C.A., Le, C.H., et alAntitumor activity of asukamycin, a secondary metabolite from the actinomycete bacterium Streptomyces nodosus subspecies asukaensis. Int. J. Mol. Med. 24(5), 711-715 (2009).