Madecassic acid
Chemical compound
From Wikipedia, the free encyclopedia
Madecassic acid is a pentacyclic triterpenoid compound that occurs naturally in several plant species.[1][2] Madecassic acid is a member of the ursane-type triterpenoids and is structurally similar to Asiatic acid, differing by the presence of a hydroxyl group at the C-2 position.[3]
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| Names | |
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| IUPAC name
(1S,2R,4aS,6aR,6aS,6bR,8R,8aR,9R,10R,11R,12aR,14bS)-8,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid | |
| Other names
Brahmic acid | |
| Identifiers | |
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| DrugBank | |
| ECHA InfoCard | 100.113.087 |
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PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C30H48O6 | |
| Molar mass | 504.708 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Natural occurrence
The acid is found in Centella asiatica (Gotu Kola).[4] Other sources include Centella cordifolia and Hydrocotyle umbellata. The compound is closely related to Asiatic acid and is known for its various pharmacological properties, including anti-inflammatory, wound-healing, anti-oxidant, and neuroprotective effects.[5] It is often studied alongside other bioactive compounds from Centella asiatica.[6][7][8][9]
Uses
Madecassic acid is used in both traditional and modern medicine, particularly in dermatology and wound care.[10] As a triterpene, madecassic acid also exhibits notable antioxidant benefits, assisting in protecting skin from the pro-aging damage that environmental aggressors, like UV rays and pollution, can cause.