General Characteristics
2D structure
NatID 301
Common Name Trechonolide A
Molecular Formula C28H36O7
Chemical Class Steroids and steroid derivatives > Steroid lactones
Molecular Weight 484.246 g/mol
Other names 110201-57-5

 

Representations
Smiles CC1=C(C)[C@H]([C@H]2O[C@@]3(O)C[C@H]4[C@@H](C[C@H]5O[C@]56CC=CC(=O)[C@]46C)[C@@H]4CC[C@@](O)([C@@H]2C)[C@]43C)OC1=O
Inchi InChI=1S/C28H36O7/c1-13-14(2)23(30)33-21(13)22-15(3)26(31)10-8-17-16-11-20-27(34-20)9-6-7-19(29)24(27,4)18(16)12-28(32,35-22)25(17,26)5/h6-7,15-18,20-22,31-32H,8-12H2,1-5H3/t15-,16+,17+,18+,20-,21-,22+,24+,25+,26-,27-,28+/m1/s1
Inchi Key MFPJMEIBOYFMKC-GQYGZUCJSA-N
3D Structure

 

Calculated Properties
clogP 2.83
TPSA 105.59
HBD 2
HBA 7
Rotatable Bonds 1
Aromatic Rings 0
Heavy Atoms 35
Aromatic Carbocycles 0
Aromatic Heterocycles 0
Number of NO 7

 

Experiments
EID Source Semisynthetic? Confidence level References
9648 Jaborosa rotacea No Very High Nicotra, V. E., Ramacciotti, N. S., Gil, R. R., Oberti, J. C., Feresin, G. E., Guerrero, C. A., Baggio, R. F., Garland, M. T., & Burton, G. (2006). Phytotoxic Withanolides from Jaborosa rotacea. Journal of Natural Products, 69(5), 783–789. https://doi.org/10.1021/np0600090
9922 Jaborosa laciniata No High Lavie, D., Bessalle, R., Pestchanker, M. J., Gottlieb, H. E., Frolow, F., & Giordano, O. S. (1987). Trechonolide A, a new withanolide type from Trechonaetes laciniata. Phytochemistry, 26(6), 1791–1795. https://doi.org/10.1016/s0031-9422(00)82290-6
10357 Jaborosa reflexa No Low Cirigliano, A. M., Veleiro, A. S., Bonetto, G. M., Oberti, J. C., & Burton, G. (1996). Spiranoid Withanolides from Jaborosa runcinata and Jaborosa araucana. Journal of Natural Products, 59(8), 717–721. https://doi.org/10.1021/np960210i

 

Bioassay ID NPASS ID Target Activity type Activity