General Characteristics
2D structure
NatID 460
Common Name (3R,5'S,7R,8R,8aS)-5'-(Furan-3-yl)-3-hydroxy-4,4,7-trimethylspiro[1,2,3,6,7,8a-hexahydronaphthalene-8,3'-oxolane]-2'-one
Molecular Formula C20H26O4
Chemical Class Prenol lipids > Terpene lactones
Molecular Weight 330.183 g/mol
Other names

 

Representations
Smiles C[C@@H]1CC=C2[C@H](CC[C@@H](O)C2(C)C)[C@@]12C[C@@H](c1ccoc1)OC2=O
Inchi InChI=1S/C20H26O4/c1-12-4-5-14-15(6-7-17(21)19(14,2)3)20(12)10-16(24-18(20)22)13-8-9-23-11-13/h5,8-9,11-12,15-17,21H,4,6-7,10H2,1-3H3/t12-,15+,16+,17-,20-/m1/s1
Inchi Key WVRDZXWBGHINPN-QLKOVTILSA-N
3D Structure

 

Calculated Properties
clogP 4.02
TPSA 59.67
HBD 1
HBA 4
Rotatable Bonds 1
Aromatic Rings 1
Heavy Atoms 24
Aromatic Carbocycles 0
Aromatic Heterocycles 1
Number of NO 4

 

Experiments
EID Source Semisynthetic? Confidence level References
9354 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