Vernolepin

Vernolepin
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Names
	IUPAC name (3aR,4S,5aR,9aR,9bR)-4-Hydroxy-3,9-bis(methylene)-5a-vinyloctahydro-2H-furo[2,3-f]isochromene-2,8(3H)-dione
	Systematic IUPAC name (3aR,4S,5aR,9aR,9bR)-4-Hydroxy-3,9-bis(methylene)-5a-vinyloctahydro-2H-furo[2,3-f]isochromene-2,8(3H)-dione
	Other names Vernolepin
Identifiers
CAS Number	18542-37-5
ChemSpider	390780
Jmol 3D model	Interactive image
KEGG	C09582
PubChem	442322
	InChI InChI=1S/C15H16O5/c1-4-15-5-9(16)10-7(2)14(18)20-12(10)11(15)8(3)13(17)19-6-15/h4,9-12,16H,1-3,5-6H2/t9-,10+,11+,12-,15+/m0/s1 Key: IFYQXAXVZGMFNW-MVIRXUPPSA-N ; InChI=1/C15H16O5/c1-4-15-5-9(16)10-7(2)14(18)20-12(10)11(15)8(3)13(17)19-6-15/h4,9-12,16H,1-3,5-6H2/t9-,10+,11+,12-,15+/m0/s1 Key: IFYQXAXVZGMFNW-MVIRXUPPBC ;
	SMILES C=C[C@]12C[C@@H]([C@@H]3[C@@H]([C@H]1C(=C)C(=O)OC2)OC(=O)C3=C)O ;
Properties
Chemical formula	C15H16O5
Molar mass	276.29 g·mol−1
Melting point	179 to 180 °C (354 to 356 °F; 452 to 453 K)
Vapor pressure	{{{value}}}
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Vernolepin is a sesquiterpene lactone isolated from the dried fruit of Vernonia amygdalina. It shows platelet anti-aggregating properties^[2] and is also an irreversible DNA polymerase inhibitor,^[3] hence may have antitumor properties.

References