A polyketide with antibacterial and anticancer activities
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Rubiginone D2

Item No. 31463

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,3S,4R)-3,4-dihydro-2,4-dihydroxy-8-methoxy-3-methyl-benz[a]anthracene-1,7,12(2H)-trione
CAS Number
274913-71-2
Molecular Formula
C20H16O6
Formula Weight
352.3
Purity
≥95%
Formulation (Request formulation change)
A solid
SMILES
O=C1C2=C(C(C3=C(OC)C=CC=C31)=O)C=CC([C@@H]([C@@H]([C@@H]4O)C)O)=C2C4=O
InChi Code
InChI=1S/C20H16O6/c1-8-16(21)10-6-7-11-14(15(10)20(25)17(8)22)19(24)9-4-3-5-12(26-2)13(9)18(11)23/h3-8,16-17,21-22H,1-2H3/t8-,16+,17-/m0/s1
InChi Key
DWIWLEGGRHIXAH-KDLNQGCSSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $236

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    2.5 mg

    $876

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    Cayman Chemical
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    Product Description

    Rubiginone D2 is a polyketide that has been found in Streptomyces that has antibacterial and anticancer activities.1 It is active against S. aureus and E. coli, but not B. subtilis, in agar diffusion assays when used at a concentration of 64 µg/disc. Rubiginone D2 inhibits growth of HM02, KATO III, HepG2, and MCF-7 cancer cells (GI50s = 0.1, 0.7, <0.1, and 7.5 µmol/L).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Puder, C., and Zeeck, A. New biologically active rubiginones from Streptomyces sp. J. Antibiot. (Tokyo) 53(4), 329-336 (2000).