A microbial metabolite with light-dependent antibiotic and anticancer activities
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Deacetylravidomycin

Item No. 27991

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[3,6-dideoxy-3-(dimethylamino)-β-D-galactopyranosyl]-8-ethenyl-1-hydroxy-10,12-dimethoxy-6H-benzo[d]naphtho[1,2-b]pyran-6-one
CAS Number
88580-27-2
Molecular Formula
C29H31NO8
Formula Weight
521.6
Purity
≥95%
Formulation (Request formulation change)
A solid
SMILES
CN(C)[C@@H]1[C@@H](O)[C@H](C2=CC=C(O)C3=C(OC)C=C(C4=C(OC)C=C(C=C)C=C4C(O5)=O)C5=C32)O[C@H](C)[C@@H]1O
InChi Code
InChI=1S/C29H31NO8/c1-7-14-10-17-21(19(11-14)35-5)16-12-20(36-6)23-18(31)9-8-15(22(23)27(16)38-29(17)34)28-26(33)24(30(3)4)25(32)13(2)37-28/h7-13,24-26,28,31-33H,1H2,2-6H3/t13-,24+,25+,26-,28+/m1/s1
InChi Key
ZHXCTIMNNKVMJM-DAKRPKFTSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $281

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    Product Description

    Deacetylravidomycin is a microbial metabolite that has been found in Streptomyces and has light-dependent antibiotic and anticancer activities.1,2,3 It is active against Gram-positive bacteria, including B. subtilis, S. aureus, S. epidermidis, and E. faecalis (MICs = 0.78-1.56 and <0.006-0.049 μg/ml in the absence and presence of fluorescent light, respectively).2 Deacetylravidomycin also reduces colony formation by human colon cancer cells in a clonogenic assay in a light-dependent manner.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Arai, M., Tomoda, H., Tabata, N., et al. Deacetylravidomycin M, a new inhibitor of IL-4 signal transduction, produced by Streptomyces sp. WK-6326. II. Structure elucidation. J. Antibiot. (Tokyo) 54(7), 562-566 (2001).

    2. Narita, T., Matsumoto, M., Mogi, K., et al. Deacetylravidomycin N-oxide, a new antibiotic. Taxonomy and fermentation of the producing organism and isolation, structure and biological properties of the antibiotic. J. Antibiot. (Tokyo) 42(3), 347-356 (1989).

    3. Greenstein, M., Monji, T., Yeung, R., et al. Light-dependent activity of the antitumor antibiotics ravidomycin and desacetylravidomycin. Antimicrob. Agents Chemother. 29(5), 861-866 (1986).