General Characteristics
| 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 |
|---|---|---|---|---|
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