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Acetyl Podocarpic Acid AnhydrideExclusive
Cayman Chemical Item Number 10007686
Description
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.
Synonyms APD
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
Molecular Formula C38H46O7
Formula Weight 614.8
Formulation A crystalline solid
Purity ≥98%
λmax 208, 268 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
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
InCHI Key OUJQRQRBNRGQTC-SPGSYPTKSA-N |