General Characteristics
2D structure
NatID 700
Common Name xanthatin
Molecular Formula C15H18O3
Chemical Class Prenol lipids > Terpene lactones
Molecular Weight 246.126 g/mol
Other names

 

Representations
Smiles C=C1C(=O)O[C@H]2C[C@H](C)C(/C=C/C(C)=O)=CC[C@H]12
Inchi InChI=1S/C15H18O3/c1-9-8-14-13(11(3)15(17)18-14)7-6-12(9)5-4-10(2)16/h4-6,9,13-14H,3,7-8H2,1-2H3/b5-4+/t9-,13+,14-/m0/s1
Inchi Key RBRPTFMVULVGIC-ZTIIIDENSA-N
3D Structure

 

Calculated Properties
clogP 2.59
TPSA 43.37
HBD 0
HBA 3
Rotatable Bonds 2
Aromatic Rings 0
Heavy Atoms 18
Aromatic Carbocycles 0
Aromatic Heterocycles 0
Number of NO 3

 

Experiments
EID Source Semisynthetic? Confidence level References
9063 Xanthium orientale No Very High Favier, L. S., María, A. O. M., Wendel, G. H., Borkowski, E. J., Giordano, O. S., Pelzer, L., & Tonn, C. E. (2005). Anti-ulcerogenic activity of xanthanolide sesquiterpenes from Xanthium cavanillesii in rats. Journal of Ethnopharmacology, 100(3), 260–267. https://doi.org/10.1016/j.jep.2005.02.042 Penissi, A. B., Vera, M. E., Mariani, M. L., Rudolph, M. I., Ceñal, J. P., de Rosas, J. C., Fogal, T. H., Tonn, C. E., Favier, L. S., Giordano, O. S., & Piezzi, R. S. (2009). Novel anti-ulcer α,β-unsaturated lactones inhibit compound 48/80-induced mast cell degranulation. European Journal of Pharmacology, 612(1–3), 122–130. https://doi.org/10.1016/j.ejphar.2009.03.052