Parthenolide is a sesquiterpene lactone of the germacranolide class which occurs naturally in the plant feverfew (Tanacetum parthenium), after which it is named, and in the closely related tansy (Tanacetum vulgare).[1] It is found in highest concentration in the flowers and fruit. Parthenolide's molecular structure depiction is often incorrect regarding the stereochemistry of the epoxide, although X-ray single crystal structures are available.[2][3]
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IUPAC name
(1aR,4E,7aS,10aS,10bR)-2,3,6,7,7a,8,10a,10b-octahydro-1a,5-dimethyl-8-methylene-oxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one
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ECHA InfoCard | 100.220.558 |
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CompTox Dashboard (EPA)
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Properties | |
C15H20O3 | |
Molar mass | 248.322 g·mol−1 |
Melting point | 113 to 115 °C (235 to 239 °F; 386 to 388 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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Infobox references
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Lack of solubility in water and bioavailability limits the potential of parthenolide as a drug.
Parthenolide has a variety of reported in vitro biological activities, including: