General Characteristics
2D structure
NatID 346
Common Name 4R*, 5S*, 6S*, 7R*, 8S*, 9S*)-4α,5β-epoxy-8b-(2-methylbutanoyloxy)-9α-acetoxy-10-carbomethoxy-melampo-1(10),11(13)-dien-6α,12-olide
Molecular Formula C23H30O9
Chemical Class Prenol lipids > Terpene lactones
Molecular Weight 450.189 g/mol
Other names

 

Representations
Smiles C=C1C(=O)O[C@H]2[C@H]1[C@H](OC(=O)[C@@H](C)CC)[C@@H](OC(C)=O)C(C(=O)OC)=CCC[C@@]1(C)O[C@H]21
Inchi InChI=1S/C23H30O9/c1-7-11(2)20(25)30-17-15-12(3)21(26)31-18(15)19-23(5,32-19)10-8-9-14(22(27)28-6)16(17)29-13(4)24/h9,11,15-19H,3,7-8,10H2,1-2,4-6H3/t11-,15+,16-,17-,18-,19+,23+/m0/s1
Inchi Key GKJXWJCWUAEWDP-KCGLZOHMSA-N
3D Structure

 

Calculated Properties
clogP 2.02
TPSA 117.73
HBD 0
HBA 9
Rotatable Bonds 5
Aromatic Rings 0
Heavy Atoms 32
Aromatic Carbocycles 0
Aromatic Heterocycles 0
Number of NO 9

 

Experiments
EID Source Semisynthetic? Confidence level References
9958 Smallanthus connatus No High Bach, S. M., Schuff, C., Grau, A., & Catalán, C. A. N. (2007). Melampolides and other constituents from Smallanthus connatus. Biochemical Systematics and Ecology, 35(11), 785–789. https://doi.org/10.1016/j.bse.2007.03.015

 

Bioassay ID NPASS ID Target Activity type Activity