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Merck
CN

M6949

Madecassoside from Centella asiatica

≥95% (HPLC)

Synonym(s):

Madecassoside, Asiaticoside A, Redermic

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About This Item

Empirical Formula (Hill Notation):
C48H78O20
CAS Number:
Molecular Weight:
975.12
UNSPSC Code:
12352212
EC Number:
252-076-1
NACRES:
NA.25
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Quality Segment

assay

≥95% (HPLC)

form

powder

color

white to off-white

solubility

H2O: 1 mg/mL, clear, colorless

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

O1C(C(C(C(C1C)O)O)O)OC2C(OC(C(C2O)O)OCC3OC(C(C(C3O)O)O)OC(=O)C54C(C(C(CC5)C)C)C6=CCC7C8(C(C(CC7(C6(CC4)C)C)O)C(C(C(C8)O)O)(CO)C)C)CO

InChI

1S/C48H78O20/c1-19-10-11-48(13-12-46(6)22(28(48)20(19)2)8-9-27-44(4)14-24(52)39(61)45(5,18-50)38(44)23(51)15-47(27,46)7)43(62)68-42-35(59)32(56)30(54)26(66-42)17-63-40-36(60)33(57)37(25(16-49)65-40)67-41-34(58)31(55)29(53)21(3)64-41/h8,19-21,23-42,49-61H,9-18H2,1-7H3

InChI key

BNMGUJRJUUDLHW-UHFFFAOYSA-N

General description

Madecassoside is one of the major pentacyclic triterpenoid saponin compounds extracted from Centella asiatica.

Application

Madecassoside has been used to study its cytotoxic effects on mouse macrophage cell lines (J774A.1). It has also been used as a potential inhibitor of serine racemase (SR) for in vitro and ex vivo studies.

Biochem/physiol Actions

Madecassoside has a wide range of reported biological activities including, anti-inflammatory, wound healing, and antioxidant activities. It has been reported to suppress LPS-induced TNF-alpha production via inhibition of ERK, p38, and NF-kappaB activity.
Madecassoside has skin hydration properties. It is a well-known collagen inducer that exerts anti-aging and anti-rheumatoid arthritis effects. Madecassoside also elicits neuroprotective activities.
Madecassoside is a triterpenoid compound found in Centella asiatica (Gotu kola), a medicinal herb used in traditional Chinese medicine (TCM), Ayurvedic medicine, and traditional African medicine. Madecassoside has a wide range of reported biological activities including, anti-inflammatory, wound healing, and anti-oxidant activities. It has been reported to suppress LPS-induced TNF-alpha production via inhibition of ERK, p38, and NF-kappaB activity.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Mei Liu et al.
Planta medica, 74(8), 809-815 (2008-05-20)
The current study was designed to investigate the effect of madecassoside, the major triterpene in CENTELLA ASIATICA, on burn wound healing and its possible mechanism of action. An oral administration of madecassoside (6, 12, 24 mg/kg) facilitated wound closure in
Guangtao Jia et al.
Journal of chromatography. A, 1193(1-2), 136-141 (2008-05-07)
In present study, the performance and separation characteristics of five macroporous resins for the enrichment and purification of asiaticoside and madecassoside from Centella asiatica extracts have been evaluated. The adsorption and desorption properties of total triterpene saponins (80% purity) on
Difei Bian et al.
Journal of biochemical and molecular toxicology, 26(10), 399-406 (2012-07-26)
This study aimed to investigate the effect of madecassoside against oxidative stress-induced injury of endothelial cells. Hydrogen peroxide (H(2)O(2), 500 µmol/L) was employed as an inducer of oxidative stress in human umbilical vein endothelial cells (HUVECs). Cell apoptosis was detected



Global Trade Item Number

SKUGTIN
M6949-50MG04061834061465
M6949-10MG04061834061458