Kendomycin

More Information
Product Details
Synonyms	(-)-TAN 2162
Product Type	Chemical
Properties
Formula	C₂₉H₄₂O₆
MW	486.6
CAS	183202-73-5
Source/Host Chemicals	Isolated from Streptomyces violaceoruber.
Purity Chemicals	≥97% (HPLC)
Appearance	Yellow powder.
Solubility	Slightly soluble in methanol or DMSO.
Identity	Determined by ¹H-NMR.
Declaration	Manufactured by BioViotica.
InChi Key	HKLDUJXJTQJSEJ-OLXNOMCWSA-N
Smiles	[H][C@]12CC[C@H](C)\C=C(C)\C[C@@H](C)C[C@H](C)[C@]3(O)OC4=C(C)C(=O)C(O)=C(C4=C3)[C@]([H])(O1)[C@H](C)[C@@H](O)[C@H]2C
Shipping and Handling
Shipping	BLUE ICE
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Keep under inert gas. Protect from light and oxygen.
Use/Stability	Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Description

Antibiotic.
Potent endothelin receptor antagonist.
Anti-osteoporotic.
Antibacterial.
Anticancer agent. Cytotoxic against several carcinoma cell lines (GI₅₀<100nM).
20S proteasome inhibitor. Induces apoptosis by inhibition of chymotrypsin-like proteasome activity.

Product References

Structure and biosynthesis of kendomycin, a carboxylic ansa-compound from Streptomyces: H.B. Bode & A. Zeeck; J. Chem. Soc. Perkin Trans 1, 323 and 2665 (2000)
Evidence for the mode of action of the highly cytotoxic Streptomyces polyketide kendomycin: Y.A. Elnakady, et al.; ChemBioChem. 8, 1261 (2007)
Formal Synthesis of (−)-Kendomycin Featuring a Prins-Cyclization To Construct the Macrocycle: K.B. Bahnck & S.D. Rychnovsky; JACS 130, 13177 (2008)
Interactions of the natural product kendomycin and the 20S proteasome: P. Beck, et al.; J. Mol. Biol. 426, 3108 (2014)

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