General Characteristics
2D structure
NatID 672
Common Name retrorsine
Molecular Formula C18H25NO6
Chemical Class Macrolides and analogues
Molecular Weight 351.168 g/mol
Other names 480-54-6

 

Representations
Smiles C/C=C1/C[C@@H](C)[C@](O)(CO)C(=O)OCC2=CCN3CC[C@@H](OC1=O)[C@@H]23
Inchi InChI=1S/C18H25NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3-/t11-,14-,15-,18-/m1/s1
Inchi Key BCJMNZRQJAVDLD-CQRYIUNCSA-N
3D Structure

 

Calculated Properties
clogP 0.17
TPSA 96.30
HBD 2
HBA 7
Rotatable Bonds 1
Aromatic Rings 0
Heavy Atoms 25
Aromatic Carbocycles 0
Aromatic Heterocycles 0
Number of NO 7

 

Experiments
EID Source Semisynthetic? Confidence level References
9033 Senecio leucostachys No Unknown Pestchanker, M. J., & Giordano, O. S. (1986). Pyrrolizidine Alkaloids from Five Senecio Species. Journal of Natural Products, 49(4), 722–723. https://doi.org/10.1021/np50046a041
9157 Senecio neaei var. incisus No Unknown Pestchanker, M. J., Tonn, C. E., Rossomando, P. C., Giordano, O. S., & Guerreiro, E. (1996). Chemical Differences Between the NewSenecio hualtaranensisand the Closely RelatedS. Fabrisii. Sesquiterpenes and Pyrrolizidine Alkaloids in Three Further Species. Natural Product Letters, 8(1), 33–38. https://doi.org/10.1080/10575639608043236
9371 Senecio uspallatensis No Very High Pestchanker, M. J., Ascheri, M. S., & Giordano, O. S. (1985). Uspallatine, a pyrrolizidine alkaloid from senecio uspallatensis. Phytochemistry, 24(7), 1622–1624. https://doi.org/10.1016/s0031-9422(00)81085-7
9414 Senecio subulatus No Very High Pestchanker, M., Ascheri, M., & Giordano, O. (1985). Pyrrolizidine Alkaloids fromSenecio subulatusandS. glandulosus. Planta Medica, 51(02), 165–167. https://doi.org/10.1055/s-2007-969439

 

Bioassay ID NPASS ID Target Activity type Activity