Madecassic acid

Names

[ Name ]:
Madecassic acid

[Synonym ]:
Urs-12-en-28-oic acid, 2,3,6,23-tetrahydroxy-, (2α,3β,5ξ,6β,9ξ,18ξ)-
Brahmanic acid
(2α,3β,5ξ,6β,9ξ,18ξ)-2,3,6,23-Tetrahydroxyurs-12-en-28-oic acid
6-Hydroxyasiatic acid
6BETA-HYDROXYASIATIC ACID
madecaic acid
(2α,3β,6β)-2,3,6,23-Tetrahydroxyurs-12-en-28-oic acid
madesica acid
MADESIC ACID
Urs-12-en-28-oic acid, 2,3,6,23-tetrahydroxy-, (2α,3β,6β)-
Madecassicacid
Brahmsaeure
(1S,2R,4aS,6aS,6bR,8R,8aR,9R,10R,11R,12aR,12bR,14bS)-8,10,11-Trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-4a(2H)-picenecarboxylic acid
Hydroxy asiaticoside
Brahmic acid

Biological Activity

[Description]:

Madecassic acid is isolated from Centella asiatica (Umbelliferae). Madecassic acid has anti-inflammatory properties caused by iNOS, COX-2, TNF-alpha, IL-1beta, and IL-6 inhibition via the downregulation of NF-κB activation in RAW 264.7 macrophage cells[1].

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> Interleukin Related

Signaling Pathways >> Immunology/Inflammation >> NO Synthase

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Immunology/Inflammation >> COX

[Target]

COX-2

TNF-α

IL-1β

IL-6

[References]

[1]. Won JH, et al. Anti-inflammatory effects of madecassic acid via the suppression of NF-kappaBpathway in LPS-induced RAW 264.7 macrophage cells. Planta Med. 2010 Feb;76(3):251-7.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
641.7±55.0 °C at 760 mmHg

[ Melting Point ]:
270ºC (dec.)

[ Molecular Formula ]:
C₃₀H₄₈O₆

[ Molecular Weight ]:
504.698

[ Flash Point ]:
355.9±28.0 °C

[ Exact Mass ]:
504.345093

[ PSA ]:
118.22000

[ LogP ]:
4.99

[ Vapour Pressure ]:
0.0±4.3 mmHg at 25°C

[ Index of Refraction ]:
1.591

[ Storage condition ]:
2-8°C

Safety Information

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
24/25

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.