General Characteristics
2D structure
NatID 238
Common Name 5-Epi-icetexone
Molecular Formula C20H22O5
Chemical Class Lactones > Gamma butyrolactones
Molecular Weight 342.147 g/mol
Other names 276890-94-9

 

Representations
Smiles CC(C)C1=C(O)C(=O)C2=C(C=C[C@H]3[C@]4(CCC[C@]3(C)C(=O)O4)C2)C1=O
Inchi InChI=1S/C20H22O5/c1-10(2)14-15(21)11-5-6-13-19(3)7-4-8-20(13,25-18(19)24)9-12(11)16(22)17(14)23/h5-6,10,13,23H,4,7-9H2,1-3H3/t13-,19+,20+/m1/s1
Inchi Key NFLLWTNAXDSKKC-CWVNLOTRSA-N
3D Structure

 

Calculated Properties
clogP 2.96
TPSA 80.67
HBD 1
HBA 5
Rotatable Bonds 1
Aromatic Rings 0
Heavy Atoms 25
Aromatic Carbocycles 0
Aromatic Heterocycles 0
Number of NO 5

 

Experiments
EID Source Semisynthetic? Confidence level References
9335 Salvia cuspidata subsp. gilliesii No Very High Nieto, M., Garcı́a, E. E., Giordano, O. S., & Tonn, C. E. (2000). Icetexane and abietane diterpenoids from Salvia gilliessi. Phytochemistry, 53(8), 911–915. https://doi.org/10.1016/s0031-9422(99)00480-x Sanchez, A. M., Jimenez-Ortiz, V., Sartor, T., Tonn, C. E., García, E. E., Nieto, M., Burgos, M. H., & Sosa, M. A. (2006). A novel icetexane diterpene, 5-epi-icetexone from Salvia gilliessi is active against Trypanosoma cruzi. Acta Tropica, 98(2), 118–124. https://doi.org/10.1016/j.actatropica.2005.12.007
10366 Salvia cuspidata No Low Troncoso, M. E., Germanó, M. J., Arrieta, V. J., García Bustos, M. F., Cifuente, D., Cargnelutti, D. E., & Lozano, E. S. (2023). Antiparasitic Activity of Two Natural Terpenes from Salvia cuspidata against Leishmania amazonensis. Journal of Natural Products, 86(4), 797–803. https://doi.org/10.1021/acs.jnatprod.2c00976

 

Bioassay ID NPASS ID Target Activity type Activity