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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
Structure of SENECIPHYLLINE

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

HIDE SMILES / InChI

Description

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

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
seneciphylline is a part of Chinese medicinal herb Tusanqi
Route of Administration: Oral
In Vitro Use Guide
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.