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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:
34540-22-2
Molecular Weight:
975.12
UNSPSC Code:
12352212
EC Number:
252-076-1
NACRES:
NA.25

Key Documents

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Product Name

Madecassoside from Centella asiatica, ≥95% (HPLC)

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 key

BNMGUJRJUUDLHW-UHFFFAOYSA-N

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

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

Quality Level

200

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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.

General description

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000503825
0000503825
0000497482
0000497482
0000477954

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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
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
Wen-Jing Han et al.
Biomedical chromatography : BMC, 26(1), 26-32 (2011-03-18)
A rapid, sensitive and specific high-performance liquid chromatography/electrospray ionization mass spectrometric (LC-ESI-MS) method was developed and validated for the quantification of madecassoside, a major active constituent of Centella asiatica (L.) Urb. herbs, in rat plasma. With paeoniflorin as an internal
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