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| | Madecassic acid Basic information |
| Product Name: | Madecassic acid | | Synonyms: | (2alpha,3beta,4alpha,6beta)-2,3,6,23-tetrahydroxy-urs-12-en-28-oic acid;MADECASSIC ACID;Urs-12-en-28-oic acid, 2,3,6,23-tetrahydroxy-, (2.alpha.,3.beta.,4.alpha.,6.beta.)-;(1S,2R,4aS,6aS,6aS,6bR,8R,8aR,9R,10R,11R,12aR,14bR)-8,10,11-trihydroxy -9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,1 1,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid;Hydroxy asiaticoside;MADECASSIC ACID(P);6BETA-HYDROXYASIATIC ACID;2α,3β,6β,23-Tetrahydroxyurs-12-en-28-oic acid | | CAS: | 18449-41-7 | | MF: | C30H48O6 | | MW: | 504.71 | | EINECS: | | | Product Categories: | Inhibitors;Cofactor;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Miscellaneous Natural Products;The group of Asiaticoside | | Mol File: | 18449-41-7.mol |  |
| | Madecassic acid Chemical Properties |
| Melting point | 270°C (dec.) | | Boiling point | 641.7±55.0 °C(Predicted) | | density | 1.23±0.1 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | DMSO (Sparingly), Methanol (Slightly, Heated) | | pka | 4.63±0.70(Predicted) | | form | Solid | | color | White to Pale Red | | InChIKey | PRAUVHZJPXOEIF-MRQYELSVNA-N | | LogP | 4.321 (est) |
| Hazard Codes | Xi | | Safety Statements | 24/25 | | HS Code | 29389090 |
| | Madecassic acid Usage And Synthesis |
| Description | Madecassic acid is a triterpenoid that has been found in C. asiatica and has diverse biological activities. It inhibits LPS-induced production of nitric oxide (NO), prostaglandin E2 (PGE2; ), TNF-α, IL-1β, and IL-6 in RAW 264.7 macrophages when used at a concentration of 150 μg/ml. Madecassic acid (0.05 and 0.1% in the diet) decreases plasma levels of fibrinogenin and triglycerides, as well as heart and kidney levels of reactive oxygen species (ROS), in a mouse model of diabetes induced by streptozotocin (STZ; ). It decreases tumor growth in a CT26 murine colon cancer model in a dose-dependent manner. | | Chemical Properties | White powder | | Uses | Madecassic Acid is a terpenoid with an ursane skeleton isolated from Centella asiatica. Madecassic Acid displays anti-inflammatory properties as a result of iNOS, COX-2, TNF-alpha, IL-1beta, and IL-6
inhibition via the downregulation of NF-kappaB activation in RAW 264.7 macrophage cells. Madecassic Acid is found in cosmetic products due to its skin-protective activities. | | Uses | wound healing | | Uses | Madecassic Acid is a terpenoid with an ursane skeleton isolated from Centella asiatica. Madecassic Acid displays anti-inflammatory properties as a result of iNOS, COX-2, TNF-alpha, IL-1beta, and IL-6 inhibition via the downregulation of NF-kappaB activation in RAW 264.7 macrophage cells. Madecassic Acid is found in cosmetic products due to its skin-protective activities. | | Definition | ChEBI: A pentacyclic triterpenoid that is ursane substituted by a carboxy group at position 28 and hydroxy groups at positions 2, 3, 6 and 23 (the 2alpha,3beta,6beta stereoisomer). |
| | Madecassic acid Preparation Products And Raw materials |
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