Madecassoside
Madecassoside structure
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Common Name | Madecassoside | ||
|---|---|---|---|---|
| CAS Number | 34540-22-2 | Molecular Weight | 975.121 | |
| Density | 1.5±0.1 g/cm3 | Boiling Point | 1043.6±65.0 °C at 760 mmHg | |
| Molecular Formula | C48H78O20 | Melting Point | N/A | |
| MSDS | USA | Flash Point | 295.8±27.8 °C | |
Use of MadecassosideMadecassoside is a pentacyclic triterpene isolated from Centella asitica (L.), as an anti-inflammatory, anti-oxidative activities and anti-aging agent. [1]In vitro: Madecassoside exhibit significant anti-proliferative and anti-invasive effect in HGF-induced HepG2 and SMMC-77 cells. Madecassoside inhibit the HGF-induced activation of cMET-PKC-ERK1/2-COX-2-PGE2cascade. [1]In vivo: Administration of madecassoside, p.o. , exhibit a direct anti-PF effect in mice. Madecassoside increase the expression of hepatocyte growth factor (HGF) in colon tissues, and HGF receptor antagonists attenuated its anti-PF effect. madecassoside in mice are not mediated by its metabolites or itself after absorption into blood. Instead, madecassoside increases the activity of PPAR-γ, which subsequently increases HGF expression in colonic epithelial cells. [2] The reference for administration is 12 mg/kg. [3] |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | madecassoside |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | Madecassoside is a pentacyclic triterpene isolated from Centella asitica (L.), as an anti-inflammatory, anti-oxidative activities and anti-aging agent. [1]In vitro: Madecassoside exhibit significant anti-proliferative and anti-invasive effect in HGF-induced HepG2 and SMMC-77 cells. Madecassoside inhibit the HGF-induced activation of cMET-PKC-ERK1/2-COX-2-PGE2cascade. [1]In vivo: Administration of madecassoside, p.o. , exhibit a direct anti-PF effect in mice. Madecassoside increase the expression of hepatocyte growth factor (HGF) in colon tissues, and HGF receptor antagonists attenuated its anti-PF effect. madecassoside in mice are not mediated by its metabolites or itself after absorption into blood. Instead, madecassoside increases the activity of PPAR-γ, which subsequently increases HGF expression in colonic epithelial cells. [2] The reference for administration is 12 mg/kg. [3] |
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| Related Catalog | |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Boiling Point | 1043.6±65.0 °C at 760 mmHg |
| Molecular Formula | C48H78O20 |
| Molecular Weight | 975.121 |
| Flash Point | 295.8±27.8 °C |
| Exact Mass | 974.508667 |
| PSA | 335.44000 |
| LogP | 1.88 |
| Vapour Pressure | 0.0±0.6 mmHg at 25°C |
| Index of Refraction | 1.637 |
| InChIKey | BNMGUJRJUUDLHW-UGVQVZHUSA-N |
| SMILES | CC1CCC2(C(=O)OC3OC(COC4OC(CO)C(OC5OC(C)C(O)C(O)C5O)C(O)C4O)C(O)C(O)C3O)CCC3(C)C(=CCC4C5(C)CC(O)C(O)C(C)(CO)C5C(O)CC43C)C2C1C |
| Storage condition | 2-8°C |
| Water Solubility | H2O: soluble1mg/mL, clear, colorless |
This table lists relevant public references with title, journal and publication metadata for this compound.
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Contact dermatitis due to Centella asiatica.
Contact Dermatitis 62(1) , 54-5, (2010)
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Factors affecting the content of pentacyclic triterpenes in Centella asiatica raw materials.
Pharm. Biol. 50(12) , 1508-12, (2012) Pentacyclic triterpenes, mainly, asiatic acid, madecassic acid, asiaticoside, and madecassoside are the active constituents of Centella asitica (L.) Urban. (Apiaceae). These compounds possess various ... |
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In vitroinhibitory effects of asiaticoside and madecassoside on human cytochrome P450
Toxicol. In Vitro 25(4) , 890-6, (2011) The inhibitory effects and types of inhibition of asiaticoside and madecassoside on human CYPs were studied in vitro using recombinant human CYPs. The median inhibitory concentrations (IC 50) of asiat... |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
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Name: Activation of AMPK in human Huh-7 cells assessed as increase in AMPK phosphorylation ...
Source: ChEMBL
Target: 5'-AMP-activated protein kinase catalytic subunit alpha-1
External Id: CHEMBL4733994
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This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| Asiaticoside A |
| MADESOIDE |
| RederMic |
| 6-Deoxy-α-L-mannopyranosyl-(1->4)-β-D-glucopyranosyl-(1->6)-1-O-[(2α,3β,6β,14β)-2,3,6,23-tetrahydroxy-28-oxours-12-en-28-yl]-β-D-glucopyranose |
| MADESOSIDE |
| Madecassoside |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the boiling point of madecassoside? |
| A: Boiling point of madecassoside is 1043.6±65.0 °C at 760 mmHg. |
| Q: What is the LogP of madecassoside? |
| A: LogP of madecassoside is 1.88. |
| Q: What is the InChIKey of madecassoside? |
| A: InChIKey of madecassoside is BNMGUJRJUUDLHW-UGVQVZHUSA-N. |
| Q: What is the polar surface area (PSA) of madecassoside? |
| A: Polar surface area (PSA) of madecassoside is 335.44000. |
| Q: What is the molecular weight of madecassoside? |
| A: Molecular weight of madecassoside is 975.121. |
| Q: What are the storage conditions for madecassoside? |
| A: Storage conditions for madecassoside: 2-8°C. |
| Q: What is the safety information for madecassoside? |
| A: Safety information for madecassoside: 24/25. |
| Q: What is the CAS number of madecassoside? |
| A: CAS number of madecassoside is 34540-22-2. |
| Q: What English synonyms does madecassoside have? |
| A: English synonyms of madecassoside: Asiaticoside A, MADESOIDE, RederMic, 6-Deoxy-α-L-mannopyranosyl-(1->4)-β-D-glucopyranosyl-(1->6)-1-O-[(2α,3β,6β,14β)-2,3,6,23-tetrahydroxy-28-oxours-12-en-28-yl]-β-D-glucopyranose, MADESOSIDE, Madecassoside. |
| Q: What is the SMILES notation of madecassoside? |
| A: SMILES notation of madecassoside is CC1CCC2(C(=O)OC3OC(COC4OC(CO)C(OC5OC(C)C(O)C(O)C5O)C(O)C4O)C(O)C(O)C3O)CCC3(C)C(=CCC4C5(C)CC(O)C(O)C(C)(CO)C5C(O)CC43C)C2C1C. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| BioBioPha |
| naturewill |