Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C18H23NO5 |
| Molecular Weight | 333.3789 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C\C=C1\CC(=C)[C@@](C)(O)C(=O)OCC2=CCN3CC[C@@H](OC1=O)[C@@H]23
InChI
InChIKey=FCEVNJIUIMLVML-QPSVUOIXSA-N
InChI=1S/C18H23NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,14-15,22H,2,6-10H2,1,3H3/b12-4-/t14-,15-,18-/m1/s1
Seneciphylline, a pyrrolizidine alkaloid, the one of the main component of Chinese medicine herb Tusanqi, which is a reason of the hepatic sinusoidal obstruction syndrome (HSOS). In addition, experiments on rats have shown that seneciphylline had adverse effects on the development and organic morphodifferentiation of embryos, thus the pregnant people exposed to Hebra may get potential risk on the fetus.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| An in vitro comparison of the cytotoxic potential of selected dehydropyrrolizidine alkaloids and some N-oxides. | 2015-04 |
|
| Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase. | 1991-01-01 |
|
| Covalent binding of two pyrrolizidine alkaloids, senecionine and seneciphylline, to hepatic macromolecules and their distribution, excretion, and transfer into milk of lactating mice. | 1982-05-01 |
|
| Seneciphylline. | 1976 |
Sample Use Guides
In Vivo Use Guide
Curator's Comment: Hepatic sinusoidal obstruction syndrome (HSOS) induced by a Chinese medicinal herb Tusanqi
seneciphylline is a part of Chinese medicinal herb Tusanqi
Route of Administration:
Oral
It was evaluated the embryotoxicity of alkaloids in Senecionis Scandentis Hebra on in vitro cultured mouse embryos. Post-implantation (8.5 d) mouse embryos were isolated from their mothers, and cultured in the medium of immediately centrifuged serum (ICS) with different concentrations of seneciphylline (target concentrations were 100, 50, 25 and 12.5 μg x mL(-1)) for 48 h. Treatment with seneciphylline had adverse effects on the development and organic morphodifferentiation of embryos.
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SUBSTANCE RECORD
