CAS 34540-22-2|Madecassoside

Introduction：Basic information about CAS 34540-22-2|Madecassoside, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Madecassoside BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Articles19
6. Synonyms

Common Name	Madecassoside
CAS Number	34540-22-2	Molecular Weight	975.121
Density	1.5±0.1 g/cm3	Boiling Point	1043.6±65.0 °C at 760 mmHg
Molecular Formula	C₄₈H₇₈O₂₀	Melting Point	/
MSDS	USA	Flash Point	295.8±27.8 °C

Names

Name	madecassoside
Synonym	More Synonyms

Madecassoside BiologicalActivity

Description	Madecassoside is a pentacyclic triterpene isolated from Centella asitica (L.), as an anti-inflammatory, anti-oxidative activities and anti-aging agent. [1]In vitro: Madecassoside exhibit significant anti-proliferative and anti-invasive effect in HGF-induced HepG2 and SMMC-77 cells. Madecassoside inhibit the HGF-induced activation of cMET-PKC-ERK1/2-COX-2-PGE2cascade. [1]In vivo: Administration of madecassoside, p.o. , exhibit a direct anti-PF effect in mice. Madecassoside increase the expression of hepatocyte growth factor (HGF) in colon tissues, and HGF receptor antagonists attenuated its anti-PF effect. madecassoside in mice are not mediated by its metabolites or itself after absorption into blood. Instead, madecassoside increases the activity of PPAR-γ, which subsequently increases HGF expression in colonic epithelial cells. [2] The reference for administration is 12 mg/kg. [3]
Related Catalog	Signaling Pathways >>Others >>OthersNatural Products >>Terpenoids and GlycosidesResearch Areas >>Others
References	[1]. Zexin Li et al. Madecassoside suppresses proliferation and invasiveness of HGF-induced human hepatocellular carcinoma cells via PKC-cMET-ERK1/2-COX-2-PGE2 pathway. Int Immunopharmacol. 2016 Apr;33:24-32. [2]. Xia Y et al. Madecassoside ameliorates bleomycin-induced pulmonary fibrosis in mice through promoting the generation of hepatocyte growth factor via PPAR-γ in colon. Br J Pharmacol. 2016 Apr;173(7):1219-35 [3]. Su Z et al. Protective effects of madecassoside against Doxorubicin induced nephrotoxicity in vivo and in vitro. Sci Rep. 2015 Dec 14

Description

Madecassoside is a pentacyclic triterpene isolated from Centella asitica (L.), as an anti-inflammatory, anti-oxidative activities and anti-aging agent. [1]In vitro: Madecassoside exhibit significant anti-proliferative and anti-invasive effect in HGF-induced HepG2 and SMMC-77 cells. Madecassoside inhibit the HGF-induced activation of cMET-PKC-ERK1/2-COX-2-PGE2cascade. [1]In vivo: Administration of madecassoside, p.o. , exhibit a direct anti-PF effect in mice. Madecassoside increase the expression of hepatocyte growth factor (HGF) in colon tissues, and HGF receptor antagonists attenuated its anti-PF effect. madecassoside in mice are not mediated by its metabolites or itself after absorption into blood. Instead, madecassoside increases the activity of PPAR-γ, which subsequently increases HGF expression in colonic epithelial cells. [2] The reference for administration is 12 mg/kg. [3]

Related Catalog

Signaling Pathways >>Others >>OthersNatural Products >>Terpenoids and GlycosidesResearch Areas >>Others

References

[1]. Zexin Li et al. Madecassoside suppresses proliferation and invasiveness of HGF-induced human hepatocellular carcinoma cells via PKC-cMET-ERK1/2-COX-2-PGE2 pathway. Int Immunopharmacol. 2016 Apr;33:24-32.

[2]. Xia Y et al. Madecassoside ameliorates bleomycin-induced pulmonary fibrosis in mice through promoting the generation of hepatocyte growth factor via PPAR-γ in colon. Br J Pharmacol. 2016 Apr;173(7):1219-35

[3]. Su Z et al. Protective effects of madecassoside against Doxorubicin induced nephrotoxicity in vivo and in vitro. Sci Rep. 2015 Dec 14

Chemical & Physical Properties

Density	1.5±0.1 g/cm3
Boiling Point	1043.6±65.0 °C at 760 mmHg
Molecular Formula	C₄₈H₇₈O₂₀
Molecular Weight	975.121
Flash Point	295.8±27.8 °C
Exact Mass	974.508667
PSA	335.44000
LogP	1.88
Vapour Pressure	0.0±0.6 mmHg at 25°C
Index of Refraction	1.637
InChIKey	BNMGUJRJUUDLHW-UGVQVZHUSA-N
SMILES	CC1CCC2(C(=O)OC3OC(COC4OC(CO)C(OC5OC(C)C(O)C(O)C5O)C(O)C4O)C(O)C(O)C3O)CCC3(C)C(=CCC4C5(C)CC(O)C(O)C(C)(CO)C5C(O)CC43C)C2C1C
Storage condition	2-8°C
Water Solubility	H2O: soluble1mg/mL, clear, colorless

Safety Information

Hazard Codes	Xn
Safety Phrases	24/25
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	YU9625000

Articles19

Contact dermatitis due to Centella asiatica.

Contact Dermatitis 62(1) , 54-5, (2010)

Factors affecting the content of pentacyclic triterpenes in Centella asiatica raw materials.

Pharm. Biol. 50(12) , 1508-12, (2012)

Pentacyclic triterpenes, mainly, asiatic acid, madecassic acid, asiaticoside, and madecassoside are the active constituents of Centella asitica (L.) Urban. (Apiaceae). These compounds possess various ...

In vitroinhibitory effects of asiaticoside and madecassoside on human cytochrome P450

Toxicol. In Vitro 25(4) , 890-6, (2011)

The inhibitory effects and types of inhibition of asiaticoside and madecassoside on human CYPs were studied in vitro using recombinant human CYPs. The median inhibitory concentrations (IC 50) of asiat...

Synonyms

Asiaticoside A

MADESOIDE

RederMic

6-Deoxy-α-L-mannopyranosyl-(1->4)-β-D-glucopyranosyl-(1->6)-1-O-[(2α,3β,6β,14β)-2,3,6,23-tetrahydroxy-28-oxours-12-en-28-yl]-β-D-glucopyranose

β-D-Glucopyranose, O-6-deoxy-α-L-mannopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->6)-1-O-[(2α,3β,6β,14β)-2,3,6,23-tetrahydroxy-28-oxours-12-en-28-yl]-

MADESOSIDE

Madecassoside

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