A bacterial metabolite with anticancer activity
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Mensacarcin

Item No. 31438

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,2S,3S,4S,4aS,9aS,10S)-1,2,3,4-tetrahydro-1,3,4-trihydroxy-5,10-dimethoxy-2-methyl-3-[[(2R,3S)-3-methyl-2-oxiranyl]carbonyl]-4a,9a-epoxyanthracen-9(10)-one
CAS Number
808750-39-2
Molecular Formula
C21H24O9
Formula Weight
420.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleMethanol: soluble
SMILES
CO[C@@H]1[C@@]23[C@](C(C4=CC=CC(OC)=C41)=O)([C@@H]([C@@H]([C@](O)([C@@H]3O)C([C@H]5[C@@H](O5)C)=O)C)O)O2
InChi Code
InChI=1S/C21H24O9/c1-8-14(22)20-15(23)10-6-5-7-11(27-3)12(10)17(28-4)21(20,30-20)18(25)19(8,26)16(24)13-9(2)29-13/h5-9,13-14,17-18,22,25-26H,1-4H3/t8-,9-,13+,14+,17-,18-,19+,20+,21+/m0/s1
InChi Key
WWNXYRCJJRRWAQ-ALCXHWRFSA-N
Origin
Bacterium/Streptomyces bottropensis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $169

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    Product Description

    Mensacarcin is a bacterial metabolite that has been found in S. bottropensis and has anticancer activity.1,2 It is cytostatic in the NCI-60 panel of cancer cell lines (mean IC50 = 1.3 µM) and cytotoxic to HepG2, HM02, KATO III, and MCF-7 cells (IC50s = 0.4-50 µM).1 Mensacarcin induces apoptosis in SK-MEL-28 and SK-MEL-5 melanoma cells.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Maier, S., Pflüger, T., Loesgen, S., et al. Insights into the bioactivity of mensacarcin and epoxide formation by MsnO8. Chembiochem 15(5), 749-756 (2014).

    2. Plitzko, B., Kaweesa, E.N., and Loesgen, S. The natural product mensacarcin induces mitochondrial toxicity and apoptosis in melanoma cells. The Journal of Biological Chemisty 292(51), 21102-21116 (2017).