An anthraquinone with antiparasitic and antibiotic activities
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6-Deoxy-8-O-methylrabelomycin

Item No. 40662

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3R,4-dihydro-3-hydroxy-8-methoxy-3-methyl-benz[a]anthracene-1,7,12(2H)-trione
CAS Number
117620-87-8
Synonyms
  • (−)-8-O-Methyltetrangomycin
  • MM 47755
Molecular Formula
C20H16O5
Formula Weight
336.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly soluble: 0.1-1 mg/mlMethanol: Slightly soluble: 0.1-1 mg/ml
SMILES
O=C1C2=C(C=CC3=C2C(C4=CC=CC(OC)=C4C3=O)=O)C[C@](O)(C)C1
InChi Code
InChI=1S/C20H16O5/c1-20(24)8-10-6-7-12-17(15(10)13(21)9-20)19(23)11-4-3-5-14(25-2)16(11)18(12)22/h3-7,24H,8-9H2,1-2H3/t20-/m1/s1
InChi Key
XZLGWJORNHETKI-HXUWFJFHSA-N
Origin
Bacterium/Streptomyces sp. Gö 40/14
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $319

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    Product Description

    6-Deoxy-8-O-methylrabelomycin is an anthraquinone that has been found in Pseudonocardia with antiparasitic and antibiotic activities.1,2 It is active against the parasite P. berghei (IC50 = 18.5 µM) and the bacterium B. subtilis (MIC = 25 µg/ml) but does not induce cellular toxicity in HepG2 cells (IC50 = >100 µM).1 6-Deoxy-8-O-methylrabelomycin is also active against methicillin-resistant S. aureus (MRSA; IC50 = 48 µg/ml) and reduces MRSA production of the virulence factor staphyloxanthin (IC50 = 6 µg/ml).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Carr, G., Derbyshire, E.R., Caldera, E., et al. Antibiotic and antimalarial quinones from fungus-growing ant-associated Pseudonocardia sp. J. Nat. Prod. 75(10), 1806-1809 (2012).

    2. Sakai, K., Koyama, N., Fukuda, T., et al. Search method for inhibitors of staphyloxanthin production by methicillin-resistant Staphylococcus aureus. Biol. Pharm. Bull. 35(1), 48-53 (2012).