A bacterial metabolite with antibacterial and anticancer activities
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Urdamycin B

Item No. 29770

Technical Information
Formal Name
(3R)-9-[2,6-dideoxy-3-O-[(2S,5S,6S)-5-[(2,6-dideoxy-β-D-arabino-hexopyranosyl)oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-β-D-arabino-hexopyranosyl]-3,4-dihydro-3,8-dihydroxy-3-methyl-benz[a]anthracene-1,7,12(2H)-trione
CAS Number
104542-46-3
Molecular Formula
C37H44O13
Formula Weight
Purity
≥70%
A solid
Dichloromethane: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
O[C@@H]1C[C@H](O[C@H]2CC[C@H](O[C@H]3[C@H](O)[C@@H](C)O[C@](C4=C(O)C(C(C(C=CC(C[C@](O)(C)C5)=C6C5=O)=C6C7=O)=O)=C7C=C4)([H])C3)O[C@H]2C)O[C@H](C)[C@H]1O
InChi Code
InChI=1S/C37H44O13/c1-15-24(49-28-11-22(38)32(40)16(2)48-28)9-10-27(47-15)50-26-12-25(46-17(3)33(26)41)19-7-8-21-31(34(19)42)36(44)20-6-5-18-13-37(4,45)14-23(39)29(18)30(20)35(21)43/h5-8,15-17,22,24-28,32-33,38,40-42,45H,9-14H2,1-4H3/t15-,16+,17+,22+,24-,25+,26+,27-,28-,32+,33+,37+/m0/s1
InChi Key
RVYIFZVNJLDNAV-VSYBRGMMSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Urdamycin B is a glycoside bacterial metabolite that has been found in S. fradiae and has antibacterial and anticancer activities.1 It is active against Gram-positive and Gram-negative bacteria and inhibits proliferation of L1210 leukemia cells (IC50 = 2.4 µg/ml).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Drautz, H., Zähner, H., Rohr, J., et alMetabolic products of microorganisms. 234. Urdamycins, new angucycline antibiotics from Streptomyces fradiae. I. Isolation, characterization and biological properties. J. Antibiot. (Tokyo) 39(12), 1657-1669 (1986).