General Characteristics
2D structure
NatID 66
Common Name (1S*,4R*,8S*,10R*)-1,4-Epoxy-8,10-diacetoxy-1-formyloxy-13-hydroxygermacra-5E,7(11)-dien-6,12-elide
Molecular Formula C18H22O9
Chemical Class Prenol lipids > Terpene lactones
Molecular Weight 382.126 g/mol
Other names

 

Representations
Smiles CC(=O)O[C@H]1C[C@@](C)(O)[C@]2(OC=O)CC[C@](C)(C=C3OC(=O)C(CO)=C31)O2
Inchi InChI=1S/C18H22O9/c1-10(21)25-13-7-17(3,23)18(24-9-20)5-4-16(2,27-18)6-12-14(13)11(8-19)15(22)26-12/h6,9,13,19,23H,4-5,7-8H2,1-3H3/t13-,16+,17+,18-/m0/s1
Inchi Key DHSGPJSOXBUHNM-LIRZEXBASA-N
3D Structure

 

Calculated Properties
clogP 0.24
TPSA 128.59
HBD 2
HBA 9
Rotatable Bonds 4
Is eRo5 No
Aromatic Rings 0
Heavy Atoms 27
Aromatic Carbocycles 0
Aromatic Heterocycles 0
Number of NO 9
Is bRo5 No

 

Experiments
EID Source Semisynthetic? Confidence level References
9619 Vernonanthura nudiflora No Unknown Bardón, A., Kamiya, N. I., De Ponce De Léon, C. A., Catalán, C. A. N., Díaz, J. G., & Herz, W. (1992). Glaucolides and related sesquiterpene lactones from Vernonia nudiflora and Chrysolaena propinqua. Phytochemistry, 31(2), 609–613. https://doi.org/10.1016/0031-9422(92)90045-r

 

Bioassay ID NPASS ID Target Activity type Activity