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207145 Decarestrictine D (Tuckolide, (4S,5S,8S,10R,E)-4,5,8-Trihydroxy-10-methyl-3,4,5,8,9,10-hexahydro-2H-oxecin-2-one) CAS: 127393-89-9

Specifications
References
CAS Number
127393-89-9
Grade
Highly Purified
MDL Number
MFCD00887071
Molecular Formula
C10H16O5
Molecular Weight
216.2
EU Commodity Code
38220090
Shipping Temp
Blue Ice
Storage Temp
-20°C

Hypolipidemic and cholesterol biosynthesis inhibitor.

CAS Number
127393-89-9
Source
Penicillium sp.
Formula
C10H16O5
Solubility
DMSO, methanol or acetone
Molecular Weight
216.2
Method for Determining Identity
Proton NMR
Important Note
This product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological.
Toxicity and Hazards:  All products should be handled by qualified personnel only, trained in laboratory procedures.
Storage and Stability
May be stored at 4°C for short-term only. Long-term storage is recommended at -20°C. Stable for 12 months after receipt. Protect from light when in solution. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
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)
USBio References
No references available
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