Bioviotica

Decarestrictine D

Product Code:
 
BVT-0283
Supplier:
 
Bioviotica
Regulatory Status:
 
RUO
Shipping:
 
20°C
Storage:
 
-20°C
1 / 1
Chemical Structure

Chemical Structure

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BVT-0283-M0011 mg£105.00
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Further Information

Alternate Names/Synonyms:
Tuckolide; (4S,5S,8S,10R,E)-4,5,8-Trihydroxy-10-methyl-3,4,5,8,9,10-hexahydro-2H-oxecin-2-one
Appearance:
White to off-white solid.
CAS:
127393-89-9
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS07
Hazards:
H302, H312, H319, H332
InChi:
InChI=1S/C10H16O5/c1-6-4-7(11)2-3-8(12)9(13)5-10(14)15-6/h2-3,6-9,11-13H,4-5H2,1H3/b3-2+/t6-,7-,8+,9+/m1/s1
InChiKey:
HWMMWMJBUOCCFZ-XYEXOTNWSA-N
Long Description:
Chemical. CAS: 127393-89-9. Formula: C10H16O5. MW: 216.2. Isolated from Penicillium sp. Hypolipidemic. Cholesterol biosynthesis inhibitor.
MDL:
MFCD00887071
Molecular Formula:
C10H16O5
Molecular Weight:
216.2
Package Type:
Plastic Vial
Precautions:
P261, P270, P280, P301, P312, P302, P352, P312
Product Description:
Hypolipidemic. Cholesterol biosynthesis inhibitor.
Purity:
>98% (HPLC)
Signal Word:
Warning
SMILES:
C[C@@H]1C[C@H](O)C=C[C@H](O)[C@@H](O)CC(=O)O1
Solubility Chemicals:
Soluble in DMSO, methanol or acetone.
Source / Host:
Isolated from Penicillium sp.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C.

References

Chemical investigation of the metabolites from the Canadian tuckahoe, Polyporustuberaster: W.A. Ayer, et al.; J. Nat. Prod. 55, 649 (1992) | 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) | 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) | A non-enzymatic reaction in the late biosynthesis of the decarestrictine family: M. Mayer & R. Thiericke; J. Antibiot. (Tokyo) 46, 1372 (1993) | Synthesis of Tuckolide, a New Cholesterol Biosynthesis Inhibitor: M.B. Andrus & T.L. Shih; J. Org. Chem. 61, 8780 (1996) | An efficient total synthesis of decarestrictine D: P. Gupta, et al.; Eur. J. Org. Chem. 2008, 1195 (2008) | 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)