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M6949

Sigma-Aldrich

Madecassoside from Centella asiatica

≥95% (HPLC)

Synonyma:

Madecassoside, Asiaticoside A, Redermic

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen


About This Item

Empirický vzorec (Hillův zápis):
C48H78O20
Číslo CAS:
Molekulová hmotnost:
975.12
EC Number:
UNSPSC Code:
12352212
NACRES:
NA.25

Quality Level

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

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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 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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Zákazníci si také prohlíželi

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
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
Mei Liu et al.
International immunopharmacology, 8(11), 1561-1566 (2008-07-26)
Madecassoside is the highest amount of triterpene constituent in Centella asiatica herbs, a frequently prescribed crude drug in southeastern Asian and China for wound healing and scar management. The present study aimed to investigate the therapeutic potential and underlying mechanisms
F Bonté et al.
Annales pharmaceutiques francaises, 53(1), 38-42 (1995-01-01)
Type I and III collagens are the major components of skin dermis. Skin aging is related mainly to a decrease in type I collagen levels. Collagen I also plays an important role in wound healing. An enzyme-linked immunosorbent assay (ELISA)
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

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