Características Generales
2D structure
NatID 1
Nombre Común Dehydroleucodine
Fórmula Molecular C15H16O3
Tipo Químico Lactones > Gamma butyrolactones
Peso Molecular 244.110 g/mol
Otros nombres dehydroleucodine 36150-07-9 Dehydroleucodin

 

Representaciones
Smiles C=C1C(=O)O[C@H]2[C@H]1CCC(C)=C1C(=O)C=C(C)[C@@H]12
Inchi InChI=1S/C15H16O3/c1-7-4-5-10-9(3)15(17)18-14(10)13-8(2)6-11(16)12(7)13/h6,10,13-14H,3-5H2,1-2H3/t10-,13-,14-/m0/s1
Inchi Key SKNVIAFTENCNGB-BPNCWPANSA-N
Estructura 3D

 

Propiedades calculadas
clogP 2.34
TPSA 43.37
HBD 0
HBA 3
Enlaces Rotables 0
Anillos aromáticos 0
Átomos pesados 18
Carbociclos Aromáticos 0
Heterociclos Aromáticos 0
Número de NO 3

 

Experimentos
EID Fuente Semisintético? Confidence level Referencias
9031 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
9110 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 Guardia, T., Guzman, J. A., Pestchanker, M. J., Guerreiro, E., & Giordano, O. S. (1994). Mucus Synthesis and Sulfhydryl Groups in Cytoprotection Mediated by Dehydroleucodine, a Sesquiterpene Lactone. Journal of Natural Products, 57(4), 507–509. https://doi.org/10.1021/np50106a010 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 Wendel, G. H., Maria, A. O. M., Domínguez, N. S., Mohamed, F., Scardapane, L., Guzmán, J. A., Giordano, O., & Pelzer, L. E. (2007). Intrarectal Dehydroleucodine Suppresses Trinitrobenzene Sulfonic Acid–Induced Colitis in Rats, A Model for Inflammatory Bowel Disease. Pharmaceutical Biology, 45(4), 316–323. https://doi.org/10.1080/13880200701212866
9347 Xanthium orientale No Unknown 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
9712 Gaillardia megapotamica var. scabiosoides No Unknown 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
9767 Ambrosia scabra No Unknown Sülsen, V. P., & Martino, V. S. (2018). Sesquiterpene Lactones. Springer Cham, https://doi.org/10.1007/978-3-319-78274-4

 

Bioassay IDNPASS IDTargetActivity typeActivity
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