General Characteristics
2D structure
NatID 594
Common Name [(2S,3S)-3-[[(2'S,4aS,8R,8aS)-2',4,4,7,8a-pentamethylspiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]methyl]oxiran-2-yl]methanol
Molecular Formula C22H36O3
Chemical Class Prenol lipids > Diterpenoids
Molecular Weight 348.266 g/mol
Other names

 

Representations
Smiles CC1=CC[C@H]2C(C)(C)CCC[C@]2(C)[C@@]12CC[C@@](C)(C[C@@H]1O[C@H]1CO)O2
Inchi InChI=1S/C22H36O3/c1-15-7-8-18-19(2,3)9-6-10-21(18,5)22(15)12-11-20(4,25-22)13-16-17(14-23)24-16/h7,16-18,23H,6,8-14H2,1-5H3/t16-,17-,18-,20-,21-,22+/m0/s1
Inchi Key MDYZXVPXJVXOMY-XHQZWYKSSA-N
3D Structure

 

Calculated Properties
clogP 4.63
TPSA 41.99
HBD 1
HBA 3
Rotatable Bonds 3
Aromatic Rings 0
Heavy Atoms 25
Aromatic Carbocycles 0
Aromatic Heterocycles 0
Number of NO 3

 

Experiments
EID Source Semisynthetic? Confidence level References
9445 Grindelia pulchella No Very High Reta, G. F., Chiaramello, A. I., García, C., León, L. G., Martín, V. S., Padrón, J. M., Tonn, C. E., & Donadel, O. J. (2013). Derivatives of grindelic acid: From a non-active natural diterpene to synthetic antitumor derivatives. European Journal of Medicinal Chemistry, 67, 28–38. https://doi.org/10.1016/j.ejmech.2013.06.013

 

Bioassay ID NPASS ID Target Activity type Activity