Acetyl Podocarpic Acid Anhydride
Item № 10007686
CAS № 344327-48-6
Purity ≥98%
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1 mg $18.00 $0.00
5 mg $81.00 $0.00
10 mg $144.00 $0.00
50 mg $630.00 $0.00

Pricing updated 2015-11-27. Prices are subject to change without notice.

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  • APD

The liver X receptors (LXRα and LXRβ) are nuclear hormone receptors whose native ligands are oxysterols.1 Acetyl podocarpic acid anhydride (APD) is potent, semi-synthetic LXR agonist derived from extracts of the mayapple. APD acting through LXR in concert with the retinoid X receptor (RXR), its heterodimerization partner, induces the expression of the ABCA1 reverse cholesterol transporter.2 This acts to increase the efflux of cholesterol from enterocytes and thus inhibits the overall absorption of cholesterol (ED50 value of 1 nM).3 In transient transactivation assays, APD was found to be approximately 1,000 times more potent and have 8-10-fold greater maximal stimulation of LXR than 22(R)-hydroxy cholesterol.3,4 APD can be used as a positive control for the testing of LXR agonists, which have potential as therapeutic agents for the treatment of atherosclerosis.

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Technical Information
Formal Name 6-(acetyloxy)-1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-1-phenanthrenecarboxylic acid, anhydride
CAS Number 344327-48-6
  • APD
Molecular Formula C38H46O7
Formula Weight 614.8
Purity ≥98%
Formulation A crystalline solid
λmax 208, 268 nm
SMILES CC(=O)Oc1ccc2CC[C@H]3[C@](C)(CCC[C@]3(C)c2c1)[C@@H](=O)O[C@H](=O)[C@@]1(C)CCC[C@]2(C)c3cc(ccc3CC[C@@H]12)OC(=O)C
InChI Code 1S/C38H46O7/c1-23(39)43-27-13-9-25-11-15-31-35(3,29(25)21-27)17-7-19-37(31,5)33(41)45-34(42)38(6)20-8-18-36(4)30-22-28(44-24(2)40)14-10-26(30)12-16-32(36)38/h9-10,13-14,21-22,31-32H,7-8,11-12,15-20H2,1-6H3/t31-,32-,35-,36-,37+,38+/m1/s1

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
Stability 2 years
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References & Background Reading
Product Description References

1. Repa, J.J., Turley, S.D., Lobaccaro, J.A., et al. Regulation of absorption and ABC1-mediated efflux of cholesterol by RXR heterodimers. Science 289 1524-1529 (2000).

2. Costet, P., Luo, Y., Wang, N., et al. Sterol-dependent transactivation of the ABC1 promoter by the liver X receptor/retinoid X receptor. J Biol Chem 275 28240-28245 (2000).

3. Sparrow, C.P., Baffic, J., Lam, M., et al. A potent synthetic LXR agonist is more effective than cholesterol loading at inducing ABCA1 mRNA and stimulating cholesterol efflux. J Biol Chem 277(12) 10021-10027 (2002).

4. Singh, S.B., Ondeyka, J.G., Liu, W., et al. Discovery and development of dimeric podocarpic acid leads as potent agonists of liver X receptor with HDL cholesterol raising activity in mice and hamsters. Bioorg Med Chem Lett 15 2824-2828 (2005).

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