Stereochemistry | ACHIRAL |
Molecular Formula | C20H14NO4 |
Molecular Weight | 332.3295 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 1 |
SHOW SMILES / InChI
SMILES
C[N+]1=CC2=C3OCOC3=CC=C2C4=C1C5=CC6=C(OCO6)C=C5C=C4
InChI
InChIKey=INVGWHRKADIJHF-UHFFFAOYSA-N
InChI=1S/C20H14NO4/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21/h2-8H,9-10H2,1H3/q+1
Sanguinarine is an extract of the bloodroot plant Sanguinaria canadensis, a member of the poppy family. It is an inhibitor of protein phosphatases PP1, PP2C and PP2B in vitro. Also inhibits mitogen-activated protein kinase phosphatase-1 (MKP-1) and other enzymes. Sanguinarine exerts a protective effect in cerebral ischemia, and this effect is associated with its anti-inflammatory and anti-apoptotic properties. It was clinically tested as an agent against gingivitis and tooth plaques.
Originator
Approval Year
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
OverviewOther
Other Inhibitor | Other Substrate | Other Inducer |
---|---|---|
Drug as perpetrator
Drug as victim
Tox targets
Sourcing
PubMed
Patents
Sample Use Guides
15 ml (0.03%) bid for two consecutive rinses of 15 seconds each
Route of Administration:
Dental
Sanguinarine showed cytotoxicity toward HL60 cells with an IC50 value of 0.37 uM. Fluorescence microscope observation allowed the visualization of apoptotic cells with condensed and fragmented nuclei in HL60 cells. They were observed in HL60 cells treated for 6h with 1 uM sanguinarine.