General Characteristics
2D structure
NatID 321
Common Name Chemical transformation of Jaborosalactone 38: (20R, 22R)-5,6:12 α,21-diepoxy-17-hydroxy-12-methoxy-1-oxo-3-thiophenyl-witha-24-en-26,22-olide
Molecular Formula C30H42O8
Chemical Class Steroids and steroid derivatives > Steroid lactones
Molecular Weight 530.288 g/mol
Other names (20R, 22R)-5,6:12 α,21-diepoxy-17-hydroxy-12-methoxy-1-oxo-3-thiophenyl-witha-24-en-26,22-olide

 

Representations
Smiles CO[C@H]1CC(=O)[C@]2(C)[C@H]3C[C@]4(OC)OC[C@H]([C@H]5CC(C)=C(C)C(=O)O5)[C@]5(O)CC[C@H]([C@H]3C[C@H]3O[C@]32C1)[C@]45C
Inchi InChI=1S/C30H42O8/c1-15-9-22(37-25(32)16(15)2)21-14-36-30(35-6)13-20-18(19-7-8-28(21,33)27(19,30)4)11-24-29(38-24)12-17(34-5)10-23(31)26(20,29)3/h17-22,24,33H,7-14H2,1-6H3/t17-,18+,19+,20-,21+,22+,24+,26-,27-,28+,29+,30-/m0/s1
Inchi Key SACLNUXANFUCOQ-QLMVTRBVSA-N
3D Structure

 

Calculated Properties
clogP 3.34
TPSA 103.82
HBD 1
HBA 8
Rotatable Bonds 3
Aromatic Rings 0
Heavy Atoms 38
Aromatic Carbocycles 0
Aromatic Heterocycles 0
Number of NO 8

 

Experiments
EID Source Semisynthetic? Confidence level References
9377 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