General Characteristics
2D structure
NatID 167
Common Name Secochiliolide Acid
Molecular Formula C20H26O5
Chemical Class Prenol lipids > Terpene lactones
Molecular Weight 346.178 g/mol
Other names

 

Representations
Smiles CC(C)=C1CC[C@@H](C)[C@]2(C[C@@H](c3ccoc3)OC2=O)[C@H]1CCC(=O)O
Inchi InChI=1S/C20H26O5/c1-12(2)15-5-4-13(3)20(16(15)6-7-18(21)22)10-17(25-19(20)23)14-8-9-24-11-14/h8-9,11,13,16-17H,4-7,10H2,1-3H3,(H,21,22)/t13-,16+,17+,20-/m1/s1
Inchi Key HXQMNSQWUMHREA-LKCJXIOFSA-N
3D Structure

 

Calculated Properties
clogP 4.50
TPSA 76.74
HBD 1
HBA 4
Rotatable Bonds 4
Aromatic Rings 1
Heavy Atoms 25
Aromatic Carbocycles 0
Aromatic Heterocycles 1
Number of NO 5

 

Experiments
EID Source Semisynthetic? Confidence level References
9360 Nardophyllum bryoides No Very High Sánchez, M., Mazzuca, M., Veloso, M. J., Fernández, L. R., Siless, G., Puricelli, L., & Palermo, J. A. (2010). Cytotoxic terpenoids from Nardophyllum bryoides. Phytochemistry, 71(11–12), 1395–1399. https://doi.org/10.1016/j.phytochem.2010.04.019

 

Bioassay ID NPASS ID Target Activity type Activity