Parthenolide

Parthenolide
Names
	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
Identifiers
CAS Number	20554-84-1 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL540445 ;
ChemSpider	20126246 ;
ECHA InfoCard	100.220.558
PubChem CID	5420805;
RTECS number	LY4220000;
UNII	2RDB26I5ZB ;
CompTox Dashboard (EPA)	DTXSID2040579 ;
	InChI InChI=1S/C15H20O3/c1-9-5-4-8-15(3)13(18-15)12-11(7-6-9)10(2)14(16)17-12/h5,11-13H,2,4,6-8H2,1,3H3/b9-5+/t11-,12-,13-,15+/m0/s1 Key: KTEXNACQROZXEV-SLXBATTESA-N ; Key: KTEXNACQROZXEV-SLXBATTEBY; InChI=1/C15H20O3/c1-9-5-4-8-15(3)13(18-15)12-11(7-6-9)10(2)14(16)17-12/h5,11-13H,2,4,6-8H2,1,3H3/b9-5+/t11-,12-,13-,15+/m0/s1;
	SMILES C/C/1=C\CC[C@@]2([C@@H](O2)[C@@H]3[C@@H](CC1)C(=C)C(=O)O3)C;
Properties
Chemical formula	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). verify (what is ?) Infobox references

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). 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.

Lack of solubility in water and bioavailability limits the potential of parthenolide as a drug.