BioViotica

Echinosporin

CHF 155.00
In stock
BVT-0006-M0011 mgCHF 155.00
BVT-0006-M0055 mgCHF 550.00
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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
  • Antibiotic.
  • Cell cycle inhibitor at the G(2)/M phase.
  • Antitumor compound.
  • Apoptosis inducer.
Product References
  1. A new antibiotic echinosporin (XK-213) - producing organism, isolation and characterization: T. Sato, et al.; J. Antibiot. 35, 266 (1982)
  2. Antitumor activity of echinosporin: M. Morimoto and R. Imai; J. Antibiot. 38, 490 (1985)
  3. Approaches to the total synthesis of the antitumor antibiotic echinosporin: M. A. Kinsella; J. Org. Chem. 55, 105 (1990)
  4. 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)
  5. Biosynthesis of the antibiotic echinosporin by a novel branch of the shikimate pathway: A. Dubeler; Eur. J. Org. Chem. 2002, 983 (2002)
  6. Echinosporins as new cell cycle inhibitors and apoptosis inducers from marine-derived Streptomyces albogriseolus: C.B. Cui, et al.; Fitoterapia 78, 238 (2007)
  7. 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)
  8. 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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