General Characteristics
2D structure
NatID 2
Common Name Mexicanin I
Molecular Formula C15H18O4
Chemical Class Prenol lipids > Terpene lactones
Molecular Weight 262.121 g/mol
Other names mexicanin I Helenalin

 

Representations
Smiles C=C1C(=O)O[C@H]2C[C@@H](C)[C@@H]3C=CC(=O)[C@@]3(C)[C@H](O)[C@H]12
Inchi InChI=1S/C15H18O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7,9-10,12-13,17H,2,6H2,1,3H3/t7-,9+,10+,12-,13-,15+/m1/s1
Inchi Key ZVLOPMNVFLSSAA-UEIZXJDVSA-N
3D Structure

 

Calculated Properties
clogP 1.25
TPSA 63.60
HBD 1
HBA 4
Rotatable Bonds 0
Aromatic Rings 0
Heavy Atoms 19
Aromatic Carbocycles 0
Aromatic Heterocycles 0
Number of NO 4

 

Experiments
Source Semisynthetic? Confidence level References
Artemisia douglasiana No Very High Giordano, O. S., Pestchanker, M. J., Guerreiro, E., Saad, J. R., Enriz, R. D., Rodriguez, A. M., Jauregui, E. A., Guzman, J., Maria, A. O. M., & Wendel, G. H. (1992). Structure-activity relationship in the gastric cytoprotective effect of several sesquiterpene lactones. Journal of Medicinal Chemistry, 35(13), 2452–2458. https://doi.org/10.1021/jm00091a013
Gaillardia megapotamica var. scabiosoides No Very High Giordano, O. S., Guerreiro, E., Pestchanker, M. J., Guzman, J., Pastor, D., & Guardia, T. (1990). The Gastric Cytoprotective Effect of Several Sesquiterpene Lactones. Journal of Natural Products, 53(4), 803–809. https://doi.org/10.1021/np50070a004
Ambrosia scabra No Unknown Sülsen, V. P., & Martino, V. S. (Eds.). (2018). Sesquiterpene Lactones. https://doi.org/10.1007/978-3-319-78274-4