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M6949

Sigma-Aldrich

Madecassoside from Centella asiatica

≥95% (HPLC)

Synonyme(s) :

Madecassoside, Asiaticoside A, Redermic

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About This Item

Formule empirique (notation de Hill) :
C48H78O20
Numéro CAS:
34540-22-2
Poids moléculaire :
975.12
Numéro CE :
252-076-1
Code UNSPSC :
12352212
Nomenclature NACRES :
NA.25

Essai

≥95% (HPLC)

Forme

powder

Couleur

white to off-white

Solubilité

H2O: 1 mg/mL, clear, colorless

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

BNMGUJRJUUDLHW-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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.

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
0000315875
0000315874
0000352702
0000350837
0000322954

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Consulter la Bibliothèque de documents

Guang-Xing Bian et al.
Biological & pharmaceutical bulletin, 31(3), 458-463 (2008-03-04)
Madecassoside (MA), one of the principle terpenoids in Centella asiatica, has shown protect effect on isolated rat hearts and isolated cardiomyocytes against reperfusion injury in our previous studies. The aim of this study is to investigate if MA also protected
Marek Haftek et al.
Experimental dermatology, 17(11), 946-952 (2008-05-28)
Skin ageing is a complex process determined by the genetic endowment of individual and environmental factors, such as sun exposure. The effects of skin ageing are mostly encountered in the superficial dermis and in the epidermis. We have previously demonstrated
Mingzhe Gao et al.
Se pu = Chinese journal of chromatography, 26(3), 362-365 (2008-08-30)
A high performance liquid chromatographic (HPLC) method was successfully used to separate asiaticoside and madecassoside from the extract of Centella asiatica (L.) Urb. The raw material containing 20% asiaticoside and 45% madecassoside was dissolved in methanol and used for the
Gui-Gui Li et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 42(5), 475-480 (2007-08-21)
This study is to investigate if madecassoside can protect against myocardial reperfusion injury in rabbit heart in vivo. The ischemia reperfusion model was established. Left ventricular function and ECG were monitored at the ischemia and reperfusion period. The infarct areas
Xueqing Shen et al.
Bioscience, biotechnology, and biochemistry, 83(3), 561-568 (2018-11-20)
Madecassoside is a major pentacyclic triterpene saponin from Centella asiatica with multiple pharmaceutical activities. In this study, we focused on its Propionibacterium acnes related anti-inflammation and skin hydration activities, both of which play important roles in skin homeostasis and barrier
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