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Podocarpic acid

Names

[ CAS No. ]:
5947-49-9

[ Name ]:
Podocarpic acid

[Synonym ]:
1 4A-DIMETHYL-6-HYDROXY-1 2 3,4A 9 10 10A-OCTAHYDRO-1-PHENANTHRENECARBOXYLIC ACID
MFCD00074825
PODOCARPIC ACID
Einecs 227-706-3
12-HYDROXYPODOCARPA-8,11,13-TRIEN-16-OIC ACID

Biological Activity

[Description]:

Podocarpic acid is a natural product, which has the best all-round positive effect and acts as a novel TRPA1 activator.

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> TRP Channel
Research Areas >> Neurological Disease
Natural Products >> Terpenoids and Glycosides

[In Vitro]

Podocarpic acid anhydride acts as a 1 nM agonist of LXRalpha and beta receptors. It shows over 8-10-fold better activator of LXR receptors compared to one of the natural ligands, 22-(R)-hydroxy cholesterol, in HEK-293 cells[2].

[In Vivo]

Podocarpic acid activates SKN-1 in C. elegans, similar to known Nrf2 activators such as α-lipoic acid (LA). Podocarpic acid- or LA-induced SKN-1 activation also requires TRPodocarpic acid-1: trPodocarpic acid-1 knockdown in glod-4;gst-4p::gfp animals reduces expression of gst-4 to wild-type levels. A and LA supplementation results in a robust Ca2+ flux, which is significantly reduces when the Ca2+-impermeable TRPodocarpic acid-1E1018A channel is present, suggesting that TRPodocarpic acid-1 activation is key for these drugs' function. Finally, Podocarpic acid and LA alleviate the Podocarpic acidthogenic phenotypes of glod-4 animals by reverting the high endogenous MGO and GO to almost wild-type-like levels[1].

[References]

[1]. Baraka HN. Microbial transformation of podocarpic acid and evaluation of transformation products for antioxidant activity. Planta Med. 2010 May;76(8):815-7.

[2]. Singh S, 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. 2005 Jun 2;15(11):2824-8.


[Related Small Molecules]

capsaicin | Capsazepine | EIPA | Diphenyleneiodonium chloride | HC-030031 | SKF-96365 | HC 067047 | AMG 9810 | GSK-1016790A | SAR7334 | PF-4840154 | RN-1734 | AMG-517 | SB-366791 | IcilinAG-3-5

Chemical & Physical Properties

[ Melting Point ]:
193-196 ℃(lit.)

[ Molecular Formula ]:
C17H22O3

[ Molecular Weight ]:
274.35500

[ Exact Mass ]:
274.15700

[ PSA ]:
57.53000

[ LogP ]:
3.48710

[ Storage condition ]:
-20°C

Safety Information

[ HS Code ]:
2916209090

Synthetic Route

Precursor & DownStream

Customs

[ HS Code ]: 2916209090

[ Summary ]:
2916209090 other cyclanic, cyclenic or cyclotherpenic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%


Related Compounds