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Madecassoside

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Madecassoside Basic information

Product Name:
Madecassoside
Synonyms:
  • Madecassoside, 98%, from Centella asiatica
  • MADECASSOIDE
  • MADECASSOSIDE
  • O-6-Deoxy-alpha-L-mannopyranosyl-(1.4)-O-beta-D-glucopyranosyl-(1.6)-beta-D-glucopyranosyl (2alpha,3beta,4alpha,6beta)-2,3,6,23-tetrahydroxyurs-12-en-28-oate
  • O-6-deoxy-alpha-L-mannopyranosyl-(1->4)-O-beta-D-glucopyranosyl-(1->6)-beta-D-glucopyranosyl (2alpha,3beta,4alpha,6beta)-2,3,6,23-tetrahydroxyurs-12-en-28-oate
  • MADECASSOSIDE(P)
  • MADECASSOSIDE hplc
  • Asiaticoside A
CAS:
34540-22-2
MF:
C48H78O20
MW:
975.12
EINECS:
252-076-1
Product Categories:
  • Inhibitors
  • The group of Asiaticoside
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • Saponins
  • standardized herbal extract
Mol File:
34540-22-2.mol
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Madecassoside Chemical Properties

Melting point:
220-223 °C
Boiling point:
1043.6±65.0 °C(Predicted)
Density 
1.47±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
H2O: soluble1mg/mL, clear, colorless
pka
12.50±0.70(Predicted)
form 
powder
color 
white to off-white
Stability:
Hygroscopic
InChIKey
BNMGUJRJUUDLHW-CIZDPPTDSA-N
LogP
-1.338 (est)
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
RTECS 
YU9555000
HS Code 
29389090
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Madecassoside Usage And Synthesis

Description

Madecassoside is a triterpenoid saponin found in the tropical Asian plant C. asiatica. It has a wide range of reported anti-inflammatory, wound healing, and antioxidant activities and has been shown to suppress LPS-induced TNF-α production via inhibition of ERK, p38, and NF-κB activity.

Chemical Properties

Madecassoside is soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide. The solubility of madecassoside in these solvents is approximately 5, 10, and 25 mg/ml, respectively.H2O : 33.33 mg/mL (34.18 mM)

Uses

Madecassoside is an antioxidant and anti-inflammatory agent. Used as a protective agent against cognitive impairment.

Definition

ChEBI: A triterpenoid saponin that is a trisaccharide derivative of madecassic acid. Isolated from Centella asiatica, it exhibits anti-inflammatory, antioxidant and antirheumatic activities.

Mechanism of action

Madecassoside can directly reduce the cytoskeletal protein actin expression of KFs and its mechanism of action is by inhibiting the activity of some (not all) of the several intracellular molecules that are responsible for abnormal keloid migration, including the significant, concentration‐dependent reduction of phosphorylated Akt, PI3K and p38 of KFs and the repression of actin‐depolymerization‐associated p‐cofilin/cofilin[1].

References

[1] Bandopadhyay s, et al. Therapeutic properties and pharmacological activities of asiaticoside and madecassoside: A review. J. Cell. Mol. Med, 2023; 27: 593–608.

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