Acetyl Podocarpic Acid Anhydride A potent, semi-synthetic liver X receptor agonist

Acetyl Podocarpic Acid Anhydride (CAS 344327-48-6)

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Synonym: acetyl-podocarpic dimer
Application: A potent, semi-synthetic liver X receptor agonist
CAS Number: 344327-48-6
Molecular Weight: 614.75
Molecular Formula: C38H46O7
* Refer to Certificate of Analysis for lot specific data (including water content).
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Acetyl podocarpic acid anhydride (APD) is a potent, semi-synthetic liver X receptor (LXR) agonist derived from extracts of the mayapple. APD forms a heterodimer with the retinoid X receptor (RXR), and together these compounds, acting through LXR, induce the expression of the ABCA1 reverse cholesterol transporter and inhibit the overall absorption of cholesterol (ED50 = 1 nM). In transient transactivation assays, acetyl podocarpic acid anhydride was found to be approximately 1,000 times more potent than 22(R)-hydroxy cholesterol. APD can be used as a positive control for the testing of LXR agonists.


References

1. Costet, P., et al., 2000. Sterol-dependent transactivation of the ABC1 promoter by the liver X receptor/retinoid X receptor. The Journal of biological chemistry. 275(36): 28240-5. PMID: 10858438
2. Repa, J J., et al., 2000. Regulation of absorption and ABC1-mediated efflux of cholesterol by RXR heterodimers. Science (New York, N.Y.). 289(5484): 1524-9. PMID: 10968783
3. Sparrow, Carl P., et al., 2002. A potent synthetic LXR agonist is more effective than cholesterol loading at inducing ABCA1 mRNA and stimulating cholesterol efflux. The Journal of biological chemistry. 277(12): 10021-7. PMID: 11790770
4. Singh, Sheo B., et al., 2005. Discovery and development of dimeric podocarpic acid leads as potent agonists of liver X receptor with HDL cholesterol raising activity in mice and hamsters. Bioorganic & medicinal chemistry letters. 15(11): 2824-8. PMID: 15911262

Physical State :
Solid
Storage :
Store at -20° C
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
9830426
SMILES :
CC(=O)OC1=CC2=C(CC[C@@H]3[C@@]2(CCC[C@]3(C)C(=O)OC(=O)[C@]4(CCC[C@]5([C@H]4CCC6=C5C=C(C=C6)OC(=O)C)C)C)C)C=C1

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