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
 
Notes:
stimulates collagen secretion. Isol. from whole plants of Centella asiatica (Ji Xue Cao)
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CAS Number: 34540-22-2Picture of molecule
ECHA EINECS - REACH Pre-Reg: 252-076-1
FDA UNII: CQ2F5O6YIY
MDL: MFCD00017380
XlogP3-AA: -1.20 (est)
Molecular Weight: 975.13366000
Formula: C48 H78 O20
Category: cosmetic agents
 
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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)
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: antioxidants
skin conditioning
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Suppliers:
Carbosynth
For experimental / research use only.
Madecassoside
Changsha Organic Herb
Centella asiatica Extract
Santa Cruz Biotechnology
For experimental / research use only.
Madecassoside
Sigma-Aldrich: Sigma
For experimental / research use only.
Madecassoside from Centella asiatica ≥95% % (HPLC)
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
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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Safety References:
EPI System: View
Cancer Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 161823
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
Chemidplus: 0034540222
RTECS: YU9555000 for cas# 34540-22-2
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References:
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 161823
Pubchem (sid): 135117696
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
HMDB (The Human Metabolome Database): HMDB40122
FooDB: FDB019813
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 pennywort asiatic pennywort
Search Trop  Picture
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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
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Articles:
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.
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