Molecular structure of Decarestrictine D, CAS Number: 127393-89-9
Decarestrictine D (CAS 127393-89-9)
Alternate Names:
Tuckolide
Application:
Decarestrictine D is a cholesterol biosynthesis inhibitor
CAS Number:
127393-89-9
Molecular Weight:
216.23
Molecular Formula:
C10H16O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Decarestrictine D is a 10-membered lactone which potently inhibits cholesterol biosynthesis and shows hypolipidemic activity. Studies indicate that the absolute stereochemistry of Decarestrictine D is in the S-conformation at carbon 3 bearing the hydroxyl group. Alternate studies show that Decarestrictine D does not inhibit HMGCoA reductase (HMGCR) in order to impede cholesterol biosynthesis. Furthermore, under acidic conditions Decarestrictine D can be synthesized from the Decarestrictines A1 and A2 in addition to the creation of other side products.
Decarestrictine D (CAS 127393-89-9) References
- Synthesis and biological testings as inhibitors of HMGCoA reductase of the seco-acid of tuckolide and its C-7 epimer. | Colle, S., et al. 1999. Bioorg Med Chem. 7: 1049-57. PMID: 10428373
- Synthesis of Tuckolide, a New Cholesterol Biosynthesis Inhibitor. | Andrus, MB. and Shih, TL. 1996. J Org Chem. 61: 8780-8785. PMID: 11667854
- Chemical investigation of the metabolites from the Canadian tuckahoe, Polyporus tuberaster. | Ayer, WA., et al. 1992. J Nat Prod. 55: 649-53. PMID: 1517736
- Secondary metabolites by chemical screening. 8. Decarestrictines, a new family of inhibitors of cholesterol biosynthesis from Penicillium. I. Strain description, fermentation, isolation and properties. | Grabley, S., et al. 1992. J Antibiot (Tokyo). 45: 56-65. PMID: 1548190
- 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. | Göhrt, A., et al. 1992. J Antibiot (Tokyo). 45: 66-73. PMID: 1548191
- Stereoselective synthesis of decarestrictine D from a previously inaccessible (2Z,4E)-alkadienyl alcohol precursor. | Kobayashi, Y., et al. 2005. Org Lett. 7: 1533-6. PMID: 15816745
- Nickel-catalyzed coupling producing (2Z)-2,4-alkadien-1-ols, conversion to (E)-3-alkene-1,2,5-triol derivatives, and synthesis of decarestrictine D. | Kobayashi, Y., et al. 2007. J Org Chem. 72: 1707-16. PMID: 17253757
- Botryolides A-E, decarestrictine analogues from a fungicolous Botryotrichum sp. (NRRL 38180). | Sy, AA., et al. 2008. J Nat Prod. 71: 415-9. PMID: 18163662
- Mutation, Chemoprofiling, Dereplication, and Isolation of Natural Products from Penicillium oxalicum. | Abrol, V., et al. 2021. ACS Omega. 6: 16266-16272. PMID: 34235296
- A non-enzymatic reaction in the late biosynthesis of the decarestrictine family. | Mayer, M. and Thiericke, R. 1993. J Antibiot (Tokyo). 46: 1372-80. PMID: 8226316
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Decarestrictine D, 1 mg | sc-202571 | 1 mg | $180.00 | |||
Decarestrictine D, 5 mg | sc-202571A | 5 mg | $720.00 |