Características Generales
2D structure
NatID 644
Nombre Común Helenalin
Fórmula Molecular C15H18O4
Tipo Químico Prenol lipids > Terpene lactones
Peso Molecular 262.121 g/mol
Otros nombres helenanin Mexicanin1

 

Representaciones
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-XEPQRQSNSA-N
Estructura 3D

 

Propiedades calculadas
clogP 1.25
TPSA 63.60
HBD 1
HBA 4
Enlaces Rotables 0
Anillos aromáticos 0
Átomos pesados 19
Carbociclos Aromáticos 0
Heterociclos Aromáticos 0
Número de NO 4

 

Experimentos
EID Fuente Semisintético? Confidence level Referencias
9030 Gaillardia megapotamica var. radiata No Very High Jimenez-Ortiz, V., Brengio, S. D., Giordano, O., Tonn, C., Sánchez, M., Burgos, M. H., & Sosa, M. A. (2005). THE TRYPANOCIDAL EFFECT OF SESQUITERPENE LACTONES HELENALIN AND MEXICANIN ON CULTURED EPIMASTIGOTES. Journal of Parasitology, 91(1), 170–174. https://doi.org/10.1645/ge-3373
9111 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
9129 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 MARIA, A. O., WENDEL, G. H., GUARDIA, T., GUZMAN, J. A., PESTCHANKER, M. J., GUERREIRO, E., & GIORDANO, O. S. (1995). Gastric Cytoprotective Activity of 2-Cyclopenten-1-one and Related Compounds. Biological and Pharmaceutical Bulletin, 18(12), 1784–1786. https://doi.org/10.1248/bpb.18.1784
10036 Gaillardia tontalensis No Unknown Petenatti, E. M., Pestchanker, M. J., Del Vitto, L. A., & Guerreiro, E. (1996). Chemotaxonomy of the argentinian species of Gaillardia. Phytochemistry, 42(5), 1367–1368. https://doi.org/10.1016/0031-9422(96)00104-5

 

Bioassay IDNPASS IDTargetActivity typeActivity
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