Betulinic acid
Chemical compound / From Wikipedia, the free encyclopedia
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Betulinic acid is a naturally occurring pentacyclic triterpenoid which has antiretroviral, antimalarial, and anti-inflammatory properties, as well as a more recently discovered potential as an anticancer agent, by inhibition of topoisomerase.[1] It is found in the bark of several species of plants, principally the white birch (Betula pubescens)[2] from which it gets its name, but also the ber tree (Ziziphus mauritiana), selfheal (Prunella vulgaris), the tropical carnivorous plants Triphyophyllum peltatum and Ancistrocladus heyneanus, Diospyros leucomelas, a member of the persimmon family, Tetracera boiviniana, the jambul (Syzygium formosanum),[3] flowering quince (Pseudocydonia sinensis, former Chaenomeles sinensis KOEHNE),[4] rosemary,[5] and Pulsatilla chinensis.[6]
Names | |
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IUPAC name
3β-Hydroxylup-20(29)-en-28-oic acid | |
Systematic IUPAC name
(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-Hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-1-yl)icosahydro-3aH-cyclopenta[a]chrysene-3a-carboxylic acid | |
Other names
Betulic acid Mairin | |
Identifiers | |
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3D model (JSmol) |
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ChEBI | |
ChEMBL | |
ChemSpider |
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ECHA InfoCard | 100.006.773 |
EC Number |
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PubChem CID |
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UNII | |
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Properties | |
C30H48O3 | |
Molar mass | 456.711 g·mol−1 |
Melting point | 316 to 318 °C (601 to 604 °F; 589 to 591 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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