{{chembox | Name = Madecassic acid | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = | ImageFile = Madecassic acid.svg | ImageSize = 250px | ImageName = | ImageFile1 = | ImageSize1 = 250px | ImageName1 = | IUPACName = (1''S'',2''R'',4a''S'',6a''R'',6a''S'',6b''R'',8''R'',8a''R'',9''R'',10''R'',11''R'',12a''R'',14b''S'')-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 | SystematicName= | OtherNames= Brahmic acid |Section1={{Chembox Identifiers | CASNo_Ref = {{cascite|correct|??}} | CASNo=18449-41-7 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 73058 | ChEMBL = 481854 | ChemSpiderID = 66126 | DrugBank = DB14037 | EINECS = 606-031-1 | DTXSID = DTXSID70939838 | PubChem= 73412 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = M7O1N24J82 | SMILES=C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(C[C@H]([C@@H]5[C@@]4(C[C@H]([C@@H]([C@@]5(C)CO)O)O)C)O)C)[C@@H]2[C@H]1C)C)C(=O)O | StdInChI_Ref = {{stdinchicite|changed|chemspider}} | StdInChI = InChI=1S/C30H48O6/c1-16-9-10-30(25(35)36)12-11-28(5)18(22(30)17(16)2)7-8-21-26(3)13-20(33)24(34)27(4,15-31)23(26)19(32)14-29(21,28)6/h7,16-17,19-24,31-34H,8-15H2,1-6H3,(H,35,36)/t16-,17+,19-,20-,21-,22+,23-,24+,26-,27+,28-,29-,30+/m1/s1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = PRAUVHZJPXOEIF-AOLYGAPISA-N }} |Section2={{Chembox Properties | C=30| H=48|O=6 | Appearance= | Density= | MeltingPt= | BoilingPt= | Solubility= }} |Section3={{Chembox Hazards | MainHazards= | FlashPt= | AutoignitionPt = }} }} '''Madecassic acid''' is a pentacyclic triterpenoid compound that occurs naturally in several plant species.<ref>{{cite book |last1=Bajaj |first1=Y. P. S. |title=Medicinal and Aromatic Plants X |date=6 December 2012 |publisher=Springer Science & Business Media |isbn=978-3-642-58833-4 |page=82 |url=https://books.google.com/books?id=PpPzCAAAQBAJ&dq=Madecassic+Acid&pg=PA83 |access-date=21 July 2025 |language=en}}</ref><ref>{{cite web |title=Madecassic acid |url=https://www.sigmaaldrich.com/RU/en/product/sial/phl80229?srsltid=AfmBOorR7cdaVHSKYN8UUk6nQ0iUBtzhk2qeu19ULLx8gOeyAsLiqT-d |publisher=Sigma Aldrich |access-date=21 July 2025}}</ref> 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.<ref>{{cite book |last1=Swamy |first1=Mallappa Kumara |last2=Patra |first2=Jayanta Kumar |last3=Rudramurthy |first3=Gudepalya Renukaiah |title=Medicinal Plants: Chemistry, Pharmacology, and Therapeutic Applications |date=10 May 2019 |publisher=CRC Press |isbn=978-0-429-53560-4 |url=https://books.google.com/books?id=8X-YDwAAQBAJ&dq=Madecassic+Acid&pg=PR64 |access-date=21 July 2025 |language=en}}</ref>
==Natural occurrence== The acid is found in ''Centella asiatica'' (Gotu Kola).<ref>{{cite book |last1=Khare |first1=C. P. |title=Indian Herbal Remedies: Rational Western Therapy, Ayurvedic and Other Traditional Usage, Botany |date=27 June 2011 |publisher=Springer Science & Business Media |isbn=978-3-642-18659-2 |page=139 |url=https://books.google.com/books?id=njLtCAAAQBAJ&dq=Madecassic+Acid&pg=PA139 |access-date=21 July 2025 |language=en}}</ref> 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.<ref>{{cite book |last1=Banik |first1=Bimal Krishna |last2=Sahoo |first2=Biswa Mohan |last3=Tiwari |first3=Abhishek |title=Terpenoids: Chemistry, Biochemistry, Medicinal Effects, Ethno-pharmacology |date=23 December 2022 |publisher=CRC Press |isbn=978-1-000-82349-3 |page=318 |url=https://books.google.com/books?id=mEuhEAAAQBAJ&dq=Madecassic+Acid&pg=PA318 |access-date=21 July 2025 |language=en}}</ref> It is often studied alongside other bioactive compounds from ''Centella asiatica''.<ref>{{cite book |last1=Kasote |first1=Deepak |last2=Ahmad |first2=Aijaz |last3=Viljoen |first3=Alvaro |title=Evidence-Based Validation of Herbal Medicine |chapter=Proangiogenic Potential of Medicinal Plants in Wound Healing |date=2015 |pages=149–164 |doi=10.1016/B978-0-12-800874-4.00006-4 |isbn=978-0-12-800874-4 }}</ref><ref>{{cite book |last1=Kepekçi |first1=Remziye Aysun |last2=Yener i̇Lçe |first2=Burcu |last3=Demir Kanmazalp |first3=Sibel |title=Bioactive Natural Products |chapter=Plant-derived biomaterials for wound healing |series=Studies in Natural Products Chemistry |date=2021 |volume=70 |pages=227–264 |doi=10.1016/B978-0-12-819489-8.00001-6 |isbn=978-0-12-819489-8 }}</ref><ref>{{cite book |last1=Nabi |first1=Bushra |last2=Rehman |first2=Saleha |last3=Baboota |first3=Sanjula |last4=Ali |first4=Javed |title=Discovery and Development of Therapeutics from Natural Products Against Neglected Tropical Diseases |chapter=Natural antileprotic agents: A boon for the management of leprosy |date=2019 |pages=351–372 |doi=10.1016/B978-0-12-815723-7.00009-2 |isbn=978-0-12-815723-7 }}</ref><ref>{{cite book |last1=Awathale |first1=Sanjay N. |last2=Dhoble |first2=Leena R. |last3=Itankar |first3=Prakash R. |last4=Raut |first4=Nishikant A. |last5=Kokare |first5=Dadasaheb M. |title=Bioactive Natural Products |chapter=Neuroactive herbal agents for cognitive dysfunction |series=Studies in Natural Products Chemistry |date=2021 |volume=70 |pages=195–226 |doi=10.1016/B978-0-12-819489-8.00002-8 |isbn=978-0-12-819489-8 }}</ref>
==Uses== Madecassic acid is used in both traditional and modern medicine, particularly in dermatology and wound care.<ref>{{cite book |last1=Tang |first1=Weici |last2=Eisenbrand |first2=Gerhard |title=Chinese Drugs of Plant Origin: Chemistry, Pharmacology, and Use in Traditional and Modern Medicine |date=29 June 2013 |publisher=Springer Science & Business Media |isbn=978-3-642-73739-8 |page=275 |url=https://books.google.com/books?id=xmHwCAAAQBAJ&dq=Madecassic+Acid&pg=PA275 |access-date=21 July 2025 |language=en}}</ref> 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.
==See also== *Madecassoside
==References== {{Reflist}}
{{Terpenoids}}
Category:Triterpenes Category:Tetrols Category:Pentacyclic compounds Category:Carboxylic acids