General Characteristics
| NatID | 320 |
| Common Name | Chemical transformation of Jaborosalactone 38: (20R,22R)-5,6:12α ,21-diepoxy-12,17-dihydroxy-1-oxo-3-thiophenyl-witha-24-en-26,22-olide |
| Molecular Formula | C34H42O7S |
| Chemical Class | Steroids and steroid derivatives > Steroid lactones |
| Molecular Weight | 594.265 g/mol |
| Other names | (20R,22R)-5,6:12α ,21-diepoxy-12,17-dihydroxy-1-oxo-3-thiophenyl-witha-24-en-26,22-olide |
Representations
| Smiles | CC1=C(C)C(=O)O[C@@H]([C@H]2CO[C@@]3(O)C[C@H]4[C@@H](C[C@H]5O[C@]56C[C@@H](Sc5ccccc5)CC(=O)[C@]46C)[C@@H]4CC[C@]2(O)[C@]43C)C1 |
| Inchi | InChI=1S/C34H42O7S/c1-18-12-26(40-29(36)19(18)2)25-17-39-34(38)16-24-22(23-10-11-32(25,37)31(23,34)4)14-28-33(41-28)15-21(13-27(35)30(24,33)3)42-20-8-6-5-7-9-20/h5-9,21-26,28,37-38H,10-17H2,1-4H3/t21-,22-,23-,24-,25+,26+,28+,30-,31-,32+,33+,34-/m0/s1 |
| Inchi Key | JJMCEBZTCKEUPM-MNSWFPRVSA-N |
| 3D Structure |
Calculated Properties
| clogP | 4.83 |
| TPSA | 105.59 |
| HBD | 2 |
| HBA | 8 |
| Rotatable Bonds | 3 |
| Aromatic Rings | 1 |
| Heavy Atoms | 42 |
| Aromatic Carbocycles | 1 |
| Aromatic Heterocycles | 0 |
| Number of NO | 7 |
Experiments
| EID | Source | Semisynthetic? | Confidence level | References |
|---|---|---|---|---|
| 9378 | Jaborosa rotacea | No | Unknown | García, M. E., Barboza, G. E., Oberti, J. C., Ríos-Luci, C., Padrón, J. M., Nicotra, V. E., Estévez-Braun, A., & Ravelo, A. G. (2012). Antiproliferative activity of withanolide derivatives from Jaborosa cabrerae and Jaborosa reflexa. Chemotaxonomic considerations. Phytochemistry, 76, 150–157. https://doi.org/10.1016/j.phytochem.2011.12.018 |
| Bioassay ID | NPASS ID | Target | Activity type | Activity |
|---|---|---|---|---|
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