Echinosporin

More Information
Product Details
Synonyms	NSC357683; XK 213; (1S,4aS,5S,7aS)-5-Hydroxy-8-oxo-1,4a,5,7a-tetrahydro-1,5-(epoxymethano)cyclopenta[c] pyran-3-carboxamide
Product Type	Chemical
Properties
Formula	C₁₀H₉NO₅
MW	223.2
CAS	79127-35-8
RTECS	JW5313000
Source/Host Chemicals	Isolated from Streptomyces sp.
Purity Chemicals	≥98% (HPLC)
Appearance	White to off-white solid.
Solubility	Soluble in water, methanol or dimethylformamide.
Identity	Determined by ¹H-NMR.
Declaration	Manufactured by BioViotica.
InChi Key	OXSZHYWOGQJUST-PDXIVQBHSA-N
Smiles	[H][C@@]12C=C[C@@]3(O)C(=O)O[C@]1([H])OC(=C[C@@]23[H])C(N)=O
Shipping and Handling
Shipping	BLUE ICE
Short Term Storage	+4°C
Long Term Storage	-20°C
Use/Stability	Stable for at least 1 year after receipt when stored at -20°C. Stock solutions are stable for at least 3 months when stored at -20°C. After reconstitution protect from light at -20°C.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Description

Product References

A new antibiotic echinosporin (XK-213) - producing organism, isolation and characterization: T. Sato, et al.; J. Antibiot. 35, 266 (1982)
Antitumor activity of echinosporin: M. Morimoto and R. Imai; J. Antibiot. 38, 490 (1985)
Approaches to the total synthesis of the antitumor antibiotic echinosporin: M. A. Kinsella; J. Org. Chem. 55, 105 (1990)
Applications of an asymmetric [2 + 2]-photocycloaddition. Total synthesis of (-)-echinosporin. Construction of an advanced 11-deoxyprostaglandin intermediate: A. B. Smith; J. Am. Chem. Soc. 114, 2567 (1992)
Biosynthesis of the antibiotic echinosporin by a novel branch of the shikimate pathway: A. Dubeler; Eur. J. Org. Chem. 2002, 983 (2002)
Echinosporins as new cell cycle inhibitors and apoptosis inducers from marine-derived Streptomyces albogriseolus: C.B. Cui, et al.; Fitoterapia 78, 238 (2007)
A new stereocontrolled synthetic route to (-)-echinosporin from D-glucose via padwa allenylsulfone [3 + 2]-anionic cycloadditive elimination: J.T. Flasz, et al.; Org. Lett. 14, 3024 (2012)
Interaction of marine streptomyces compounds with selected cancer drug target proteins by in silico molecular docking studies: A.R. Lankapalli & K. Kannabiran; Interdiscipl. Sci. Comput. Life Sci. 5, 37 (2013)

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