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
Identification
| Name | madecassoside |
| CAS Number | 34540-22-2 |
| EINECS | 252-076-1 |
| FDA UNII | CQ2F5O6YIY |
| Molecular Formula | C48 H78 O20 |
| Molecular Weight | 975.13366000 |
| MDL Number | MFCD00017380 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 1043.55 °C. @ 760.00 mm Hg (est) |
| Flash Point | 564.00 °F. TCC ( 295.80 °C. ) (est) |
| logP (o/w) | -1.338 (est) |
| Soluble in | water, 18.13 mg/L @ 25 °C (est) |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | antioxidants |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | cosmetic agents |
| Recommendation for madecassoside usage levels up to | not for fragrance use. |
| Recommendation for madecassoside flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
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
madecasoside
PubMed:
Metabolomic analysis of methyl jasmonate-induced triterpenoid production in the medicinal herb Centella asiatica (L.) urban.
PubMed:
Madecassoside, a triterpenoid saponin isolated from Centella asiatica herbs, protects endothelial cells against oxidative stress.
PubMed:
Triterpene composition and bioactivities of Centella asiatica.
PubMed:
[Preparation of asiaticoside and madecassoside from the extract of Centella asiatica (L.) Urb using preparative high performance liquid chromatography].
PubMed:
Molecular signalings in keloid disease and current therapeutic approaches from natural based compounds.
PubMed:
Morphological, chemical and molecular characterization of Centella asiatica germplasms for commercial cultivation in the Indo-Gangetic plains.
PubMed:
Protective effect of madecassoside against cognitive impairment induced by D-galactose in mice.
PubMed:
Optimization of madecassoside liposomes using response surface methodology and evaluation of its stability.
PubMed:
Separation mechanism of oleanane and ursane pentacyclic triterpenoid isomers by coordination chromatography.
PubMed:
Medicinal plants and their natural components as future drugs for the treatment of burn wounds: an integrative review.
PubMed:
Neuroprotective effects of madecassoside against focal cerebral ischemia reperfusion injury in rats.
PubMed:
An HPLC-MS/MS method for the quantitative determination of platycodin D in rat plasma and its application to the pharmacokinetics of Platycodi Radix extract.
PubMed:
Madecassoside prevents Aβ(25-35)-induced inflammatory responses and autophagy in neuronal cells through the class III PI3K/Beclin-1/Bcl-2 pathway.
PubMed:
Madecassoside ameliorates bleomycin-induced pulmonary fibrosis in mice by downregulating collagen deposition.
PubMed:
Madecassoside inhibits melanin synthesis by blocking ultraviolet-induced inflammation.
PubMed:
Centella asiatica in cosmetology.
PubMed:
In vivo disposition and metabolism of madecassoside, a major bioactive constituent in Centella asiatica (L.) Urb.
PubMed:
Neuroprotective effects of madecassoside in early stage of Parkinson's disease induced by MPTP in rats.
PubMed:
[Near-infrared spectroscopy technology for online monitoring of the column separation and purification process of active components of Centella asiatica L. Urban].
PubMed:
Metabolomic analysis of methyl jasmonate-induced triterpenoid production in the medicinal herb Centella asiatica (L.) urban.
PubMed:
[Simultaneous determination of madecassoside,asiaticoside and their aglycones in Centella asiatica (L.) urban extracts by RP-HPLC].
PubMed:
Identification of Major Active Ingredients Responsible for Burn Wound Healing of Centella asiatica Herbs.
PubMed:
Production of polyclonal antibody against madecassoside and development of immunoassay methods for analysis of triterpene glycosides in Centella asiatica.
PubMed:
Factors affecting the content of pentacyclic triterpenes in Centella asiatica raw materials.
PubMed:
Titrated extract of Centella asiatica provides a UVB protective effect by altering microRNA expression profiles in human dermal fibroblasts.
PubMed:
Madecassoside, a triterpenoid saponin isolated from Centella asiatica herbs, protects endothelial cells against oxidative stress.
PubMed:
Madecassoside suppresses migration of fibroblasts from keloids: involvement of p38 kinase and PI3K signaling pathways.
PubMed:
Discrimination of three Pegaga (Centella) varieties and determination of growth-lighting effects on metabolites content based on the chemometry of 1H nuclear magnetic resonance spectroscopy.
PubMed:
[Studies on fingerprints of Centella asiatica by HPLC].
PubMed:
Development and validation of high-performance liquid chromatography/electrospray ionization mass spectrometry for assay of madecassoside in rat plasma and its application to pharmacokinetic study.
PubMed:
Triterpene composition and bioactivities of Centella asiatica.
PubMed:
Preparation of a specific monoclonal antibody to asiaticoside for the development of an enzyme-linked immunosorbent assay.
PubMed:
Madecassoside suppresses LPS-induced TNF-alpha production in cardiomyocytes through inhibition of ERK, p38, and NF-kappaB activity.
PubMed:
Upregulation of phytosterol and triterpene biosynthesis in Centella asiatica hairy roots overexpressed ginseng farnesyl diphosphate synthase.
PubMed:
Two new triterpene glycosides from Centella asiatica.
PubMed:
Contact dermatitis due to Centella asiatica.
PubMed:
Pentacyclic triterpenoids from the medicinal herb, Centella asiatica (L.) Urban.
PubMed:
Anti-inflammatory effects of madecassic acid via the suppression of NF-kappaB pathway in LPS-induced RAW 264.7 macrophage cells.
PubMed:
An improved HPLC-UV method for the simultaneous quantification of triterpenic glycosides and aglycones in leaves of Centella asiatica (L.) Urb (APIACEAE).
PubMed:
[Preparation of asiaticoside and madecassoside from the extract of Centella asiatica (L.) Urb using preparative high performance liquid chromatography].
PubMed:
Anti-rheumatoid arthritic effect of madecassoside on type II collagen-induced arthritis in mice.
PubMed:
Triterpenoid saponin content and the expression level of some related genes in calli of Centella asiatica.
PubMed:
Clinical, biometric and structural evaluation of the long-term effects of a topical treatment with ascorbic acid and madecassoside in photoaged human skin.
PubMed:
Madecassoside isolated from Centella asiatica herbs facilitates burn wound healing in mice.
PubMed:
Enrichment and purification of madecassoside and asiaticoside from Centella asiatica extracts with macroporous resins.
PubMed:
Madecassoside reduces ischemia-reperfusion injury on regional ischemia induced heart infarction in rat.
PubMed:
[Protective effect of madecassoside against reperfusion injury after regional ischemia in rabbit heart in vivo].
PubMed:
Simultaneous quantitation of three major triterpenoid glycosides in Centella asiatica extracts by high performance liquid chromatography with evaporative light scattering detection.
PubMed:
Enhanced production of asiaticoside from hairy root cultures of Centella asiatica (L.) Urban elicited by methyl jasmonate.
PubMed:
Identification of triterpenoid compounds of Centella asiatica by thin-layer chromatography and mass spectrometry.
PubMed:
Cloning of a cDNA probably encoding oxidosqualene cyclase associated with asiaticoside biosynthesis from Centella asiatica (L.) Urban.
PubMed:
Hepatotoxicity associated with the ingestion of Centella asiatica.
PubMed:
[Effect of madecassoside on depression behavior of mice and activities of MAO in different brain regions of rats].
PubMed:
An improved HPLC method for quantitative determination of six triterpenes in Centella asiatica extracts and commercial products.
PubMed:
Medicinal foodstuffs. XXVII. Saponin constituents of gotu kola (2): structures of new ursane- and oleanane-type triterpene oligoglycosides, centellasaponins B, C, and D, from Centella asiatica cultivated in Sri Lanka.
PubMed:
In vitro keratinocyte antiproliferant effect of Centella asiatica extract and triterpenoid saponins.
PubMed:
Quantitative determination of triterpenes in extracts and phytopreparations of Centella asiatica (L.) urban.