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M6949

Sigma-Aldrich

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
EC Number:
252-076-1
UNSPSC Code:
12352212
NACRES:
NA.25
Pricing and availability is not currently available.

Quality Level

200

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.[1]

Application

Madecassoside has been used to study its cytotoxic effects on mouse macrophage cell lines (J774A.1).[2] It has also been used as a potential inhibitor of serine racemase (SR) for in vitro and ex vivo studies.[3]

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.[1] It is a well-known collagen inducer that exerts anti-aging [4] and anti-rheumatoid arthritis effects.[5] Madecassoside also elicits neuroprotective activities.[6]
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

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Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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