ChemicalBook--->CAS DataBase List--->34540-22-2

34540-22-2

34540-22-2 Structure

34540-22-2 Structure
IdentificationBack Directory
[Name]

Madecassoside
[CAS]

34540-22-2
[Synonyms]

RederMic
MADECASSOIDE
MADECASSOSIDE
Asiaticoside A
MADECASSOSIDE(P)
MADECASSOSIDE hplc
MADECASSOSIDE WITH HPLC
Madecassoside, froM Centella asiatica
Madecassoside, 98%, from Centella asiatica (L.) Urb.
glucopyranosyl-(1→6)-β-D-glucopyranosyl ester, (2α,3β,4α,6β)-
Urs-12-en-28-oicacid, 2,3,6,23-tetrahydroxy-, O-6-deoxy-α-L-mannopyranosyl-(1→4)-O-β-D-
2α,3β,6β,23-Tetrahydroxyurs-12-en-28-oic acid 6-O-[4-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]-β-D-glucopyranosyl ester
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
[EINECS(EC#)]

252-076-1
[Molecular Formula]

C48H78O20
[MDL Number]

MFCD00017380
[MOL File]

34540-22-2.mol
[Molecular Weight]

975.12
Chemical PropertiesBack Directory
[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
[form ]

powder
[pka]

12.50±0.70(Predicted)
[color ]

white to off-white
[Water Solubility ]

H2O: 1mg/mL, clear, colorless
[Stability:]

Hygroscopic
[Major Application]

metabolomics
vitamins, nutraceuticals, and natural products
[Cosmetics Ingredients Functions]

ANTIOXIDANT
SKIN CONDITIONING
[InChIKey]

BNMGUJRJUUDLHW-CIZDPPTDSA-N
[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
[LogP]

-1.338 (est)
Hazard InformationBack Directory
[Chemical Properties]

White powder
[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.
[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.
[Uses]

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

Madecassoside is a key bioactive compound found in Centella asiatica extract and is widely used in skincare products. Madecassoside promotes wound healing and reduces the apoptosis of keratinocytes following UVB radiation damage. It offers benefits such as soothing the skin after sun exposure and strengthening the skin's moisture barrier[2].
[Biological Functions]

Madecassoside, a triterpenoid saponin compound mainly isolated from the gotu kola herb (Centella asiatica), shows an extensive range of biological activities, including antiapoptotic, antioxidant, anti-inflammatory, moisturizing, neuroprotective, and wound healing effects. It has been highly used in the management of eczema, skin wounds, and other diseases[3].
[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.
Safety DataBack Directory
[Safety Statements ]

24/25
[WGK Germany ]

3
[RTECS ]

YU9555000
[HS Code ]

29389090
[Storage Class]

11 - Combustible Solids
Spectrum DetailBack Directory
[Spectrum Detail]

Madecassoside(34540-22-2)MS
Madecassoside(34540-22-2)1HNMR
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