Madecassic acid

Modify Date: 2024-01-03 02:23:59

Madecassic acid Structure
Madecassic acid structure
Common Name Madecassic acid
CAS Number 18449-41-7 Molecular Weight 504.698
Density 1.2±0.1 g/cm3 Boiling Point 641.7±55.0 °C at 760 mmHg
Molecular Formula C30H48O6 Melting Point 270ºC (dec.)
MSDS N/A Flash Point 355.9±28.0 °C

 Use of Madecassic acid


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].

 Names

Name madecassic acid
Synonym More Synonyms

 Madecassic 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
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

~%

Madecassic acid Structure

Madecassic acid

CAS#:18449-41-7

Literature: Phytochemistry (Elsevier), , vol. 7, p. 1385 - 1393

 Precursor & DownStream

Precursor  1

DownStream  0

 Synonyms

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
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