PODOCARPIC ACID
PODOCARPIC ACID Basic information
- Product Name:
- PODOCARPIC ACID
- Synonyms:
-
- (1S,4aS,10aR)-1,2,3,4,4a,9,10,10a-octahydro-6-hydroxy-1,4a-dimethylphenanthrene-1-carboxylic acid
- 1,4-alpha-Dimethyl-6-hydroxy-1,2,3,4-alpha-9,10,10-alpha-octahydro-1-phenanthrenecarboxylicacid
- 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,9,10,10a-octahydro-6-hydroxy-1,4a-dimethyl-, (1S,4aS,10aR)-
- 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,9,10,10a-octahydro-6-hydroxy -1,4a-dimethyl-, (1S-(1alpha,4aalpha,10abeta))- (9CI)
- (1S)-1,2,3,4,4aβ,9,10,10aα-Octahydro-6-hydroxy-1,4a-dimethyl-1-phenanthrenecarboxylic acid
- (1S)-1,4aβ-Dimethyl-6-hydroxy-1,2,3,4,4a,9,10,10aα-octahydrophenanthrene-1β-carboxylic acid
- [1S,(+)]-1,2,3,4,4a,9,10,10aα-Octahydro-6-hydroxy-1,4aβ-dimethyl-1β-phenanthrenecarboxylic acid
- (1R)-1,4aα-Dimethyl-6-hydroxy-1,2,3,4,4a,9,10,10aβ-octahydrophenanthrene-1α-carboxylic acid
- CAS:
- 5947-49-9
- MF:
- C17H22O3
- MW:
- 274.35
- EINECS:
- 227-706-3
- Product Categories:
-
- Asymmetric Synthesis
- Chiral Building Blocks
- Complex Molecules
- Mol File:
- 5947-49-9.mol
PODOCARPIC ACID Chemical Properties
- Melting point:
- 193-196 °C (lit.)
- alpha
- 20546 +165° (c = 4 in abs ethanol)
- Boiling point:
- 449.6±45.0 °C(Predicted)
- Density
- 1.182±0.06 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- DMSO: ≥ 100 mg/mL (364.50 mM)
- pka
- 4.66±0.40(Predicted)
- form
- Solid
- color
- White to off-white
- optical activity
- [α]20/D +133°, c = 4 in ethanol
- Merck
- 13,7625
MSDS
- Language:English Provider:SigmaAldrich
PODOCARPIC ACID Usage And Synthesis
Uses
Podocarpic acid is a natural product, which has the best all-round positive effect and acts as a novel TRPA1 activator.
Definition
ChEBI: An abietane diterpenoid lacking the isopropyl substituent with an aromatic C-ring and a hydroxy group at the 12-position.
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. DOI:10.1055/s-0029-1240738
[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. DOI:10.1016/j.bmcl.2005.03.100
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PODOCARPIC ACID(5947-49-9)Related Product Information
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- 6-Phenylhexanoic acid
- 4,8-DIMETHYL-1-PHENYLNONANE
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