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Decarestrictine D

BVT-0283-M001 1 mg $90.00
BVT-0283-M005 5 mg $295.00
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Additional Information

Product Data
Synonyms Tuckolide; (4S,5S,8S,10R,E)-4,5,8-Trihydroxy-10-methyl-3,4,5,8,9,10-hexahydro-2H-oxecin-2-one
Properties
Formula C10H16O5
MW 216.2
CAS 127393-89-9
Source/Host Chemicals Isolated from Penicillium sp.
Purity ≥98% (HPLC)
Appearance White to off-white solid.
Solubility Soluble in DMSO, methanol or acetone.
Identity Determined by 1H-NMR.
Origin Manufactured by BioViotica.
InChi Key HWMMWMJBUOCCFZ-XYEXOTNWSA-N
Product Type Chemical
Shipping and Handling
Shipping AMBIENT
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. After reconstitution protect from light at -20°C.
Documents
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Product Description

  • Hypolipidemic.
  • Cholesterol biosynthesis inhibitor.

Product References

  1. Chemical investigation of the metabolites from the Canadian tuckahoe, Polyporustuberaster: W.A. Ayer, et al.; J. Nat. Prod. 55, 649 (1992)
  2. Secondary metabolites by chemical screening. 8. Decarestrictines, a new family of inhibitors of cholesterol biosynthesis from Penicillium. I. Strain description, fermentation, isolation and properties: S. Grabley, et al.; J. Antibiot. (Tokyo) 45, 56 (1992)
  3. Secondary metabolites by chemical screening. 9. Decarestrictines, a new family of inhibitors of cholesterol biosynthesis from Penicillium. II. Structure elucidation of the decarestrictines A to D: A. Göhrt, et al.; J. Antibiot. (Tokyo) 45, 66 (1992)
  4. A non-enzymatic reaction in the late biosynthesis of the decarestrictine family: M. Mayer & R. Thiericke; J. Antibiot. (Tokyo) 46, 1372 (1993)
  5. Synthesis of Tuckolide, a New Cholesterol Biosynthesis Inhibitor: M.B. Andrus & T.L. Shih; J. Org. Chem. 61, 8780 (1996)
  6. An efficient total synthesis of decarestrictine D: P. Gupta, et al.; Eur. J. Org. Chem. 2008, 1195 (2008)
  7. Asymmetric synthesis of allylsilanes by the borylation of lithiated carbamates: formal total synthesis of (-)-decarestrictine D: M. Binanzer, et al.; Angew. Chem. Int. Ed. 49, 4264 (2010)
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