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| Names | |
|---|---|
| IUPAC name 3-Oxoolean-18-en-28-oic acid | |
| Systematic IUPAC name (4aS,6aR,6bR,8aR,12aR,12bR,14aS)-2,2,6a,6b,9,9,12a-Heptamethyl-10-oxo-3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a-octadecahydropicene-4a(2H)-carboxylic acid | |
| Other names Ambronic acid; 3-Oxoolean-18-en-28-oic acid | |
| Identifiers | |
3D model (JSmol) | |
| ChEBI | |
| ChEMBL | |
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| UNII | |
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| Properties | |
| C30H46O3 | |
| Molar mass | 454.695 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Moronic acid (3-oxoolean-18-en-28-oic acid) is a naturaltriterpene.[1][2] Moronic acid can be extracted fromRhus javanica, a sumac plant traditionally believed to hold medicinal applications.[2] The molecule has also been extracted frommistletoe (Phoradendron reichenbachianum).[3]
Bevirimat, a derivative of the relatedtriterpenoidbetulinic acid, is under development as an anti-HIV drug; however, moronic acid has shown better antiviral profilesin vitro than bevirimat.[4] A particular moronic acidderivative showed potent anti-HIV activity withEC50 values of 0.0085 μM against NL4-3, 0.021 μM against PI-R (a multiple protease inhibitor resistant strain), and 0.13 μM against FHR-2 (an HIV strain resistant to (bevirimat). This derivative has become a new lead for clinical trials and is also active againstherpes simplex virus 1.[4]
