| Stereochemistry | ACHIRAL |
| Molecular Formula | C20H15NO4 |
| Molecular Weight | 333.3374 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CN1CC2=C3OCOC3=CC=C2C4=C1C5=C(C=C4)C=C6OCOC6=C5
InChI
InChIKey=CIUHLXZTZWTVFL-UHFFFAOYSA-N
InChI=1S/C20H15NO4/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/h2-7H,8-10H2,1H3
| Molecular Formula | C20H15NO4 |
| Molecular Weight | 333.3374 |
| Charge | 0 |
| Count |
MOL RATIO
1 MOL RATIO (average) |
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
The quaternary benzo[c]phenanthridine alkaloid sanguinarine (SG) is the main component of Sangrovit, a natural livestock feed additive. Dihydrosanguinarine (DHSG) has been identified as an SG metabolite in rats. Therefore, the conversion of SG to DHSG is a likely elimination pathway of SG in mammals. Dihydrosanguinarine can also be isolated from Macleaya macrocarpa. DHSG has also been shown to have antiparasytic and anti fungal properties. It has been identified as a potential antiparasitic treatment for Ichthyopthirius multifiliis infection in Squaliobarbus curriculus.
Approval Year
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
PubMed
Sample Use Guides
male Wistar rats: at concentrations of 100 and 500 ppm Dihydrosanguinarine (DHSG) in feed for 90 days (average doses of 14 and 58 mg DHSG/kg body weight/day)
Route of Administration:
Oral
The antifungal activities of dihydrosanguinarine, isolated from the leaves of Macleaya microcarpa, was evaluated on 12 plant pathogenic fungi. Among the 11 tested plant pathogenic fungi in vitro, compound showed the highest antifungal activity against B. cinerea Pers, with 95.16% mycelial growth inhibition at 50 µg mL⁻¹.