NaturAr
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General Characteristics
NatID
275
Common Name
Uspallatine
Molecular Formula
C18H25NO6
Chemical Class
Molecular Weight
351.168 g/mol
Other names
Representations
Smiles
CC=C1C[C@H](C)[C@@](C)(O)C(=O)OCC2=CCN3C[C@H](O)[C@@H](OC1=O)[C@@H]23
Inchi
InChI=1S/C18H25NO6/c1-4-11-7-10(2)18(3,23)17(22)24-9-12-5-6-19-8-13(20)15(14(12)19)25-16(11)21/h4-5,10,13-15,20,23H,6-9H2,1-3H3/t10-,13-,14+,15+,18+/m0/s1
Inchi Key
NPYPUYCITBTPSF-GBCNLWKTSA-N
3D Structure
Download
Calculated Properties
clogP
0.16
TPSA
96.30
HBD
2
HBA
7
Rotatable Bonds
0
Aromatic Rings
0
Heavy Atoms
25
Aromatic Carbocycles
0
Aromatic Heterocycles
0
Number of NO
7
Experiments
EID
Source
Semisynthetic?
Confidence level
References
9369
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
Bioassays
Bioassay ID
NPASS ID
Target
Activity type
Activity