General Characteristics
2D structure
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