A derivative of anisomycin
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Deacetylanisomycin

Item No. 28067

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,3S,4S)-2-[(4-methoxyphenyl)methyl]-3,4-pyrrolidinediol
CAS Number
27958-06-1
Synonyms
  • (−)-Deacetylanisomycin
  • SA 3097D1
Molecular Formula
C12H17NO3
Formula Weight
223.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: soluble
SMILES
COC(C=C1)=CC=C1C[C@@H]2[C@H](O)[C@@H](O)CN2
InChi Code
InChI=1S/C12H17NO3/c1-16-9-4-2-8(3-5-9)6-10-12(15)11(14)7-13-10/h2-5,10-15H,6-7H2,1H3/t10-,11+,12+/m1/s1
InChi Key
UMWAPBCLJQSOJX-WOPDTQHZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $275

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    25 mg

    $825

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    Product Description

    Deacetylanisomycin is a derivative of the protein and DNA synthesis inhibitor anisomycin (Item No. 11308) with antimalarial and anticancer activity.1,2 It inhibits the growth of the P. falciparum strains K1 and T9-96 in vitro (IC50s = 40.29 and 33.57 μM, respectively).1 Deacetylanisomycin is cytotoxic to LU99 lung carcinoma and MCF-7 breast cancer cells (IC50s = 23 and 34 μM, respectively). It has been used as a negative control for assessment of protein synthesis inhibitor activity in molluscan neurons.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ekong, R.M., Kirby, G.C., Patel, G., et al. Comparison of the in vitro activities of quassinoids with activity against Plasmodium falciparum, anisomycin and some other inhibitors of eukaryotic protein synthesis. Biochem. Pharmacol. 40(2), 297-301 (1990).

    2. Hosoya, Y., Kameyama, T., Naganawa, H., et al. Anisomycin and new congeners active against human tumor cell lines. J. Antibiot. (Tokyo) 46(8), 1300-1302 (1993).

    3. Alkon, D.L., Bank, B., Naito, S., et al. Inhibition of protein synthesis prolongs Ca2+-mediated reduction of K+ currents in molluscan neurons. Proc. Natl. Acad. Sci. USA 84(19), 6948-6952 (1987).