Dihydrosanguinarine

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Catalog Number
ACM3606459
Product Name
Dihydrosanguinarine
Structure
Structure
CAS
3606-45-9
Category
Inhibitors
Description
Dihydrosanguinarine is a natural compound isolated from the leaves of Macleaya microcarpa; has antifungal and anticancer activity.IC50 value:Target:in vitro: Dihydrosanguinarine showed much less cytotoxicity than sanguinarine: at the highest concentration tested (20 microM) and 24h exposure, dihydrosanguinarine decreased viability only to 52% . Dihydrosanguinarine showed the highest antifungal activity against B. cinerea Pers, with 95.16% mycelial growth inhibition at 50 μg/ml . dihydrosanguinarine showed the most potent leishmanicidal activities (IC(50) value: 0.014 microg/ml, respectively) .in vivo: Repeated dosing of DHSG for 90 days at up to 500 ppm in the diet (i.e. approximately 58 mg/kg/day) showed no evidence of toxicity in contrast to results published in the literature .
Synonyms
13,14-Dihydrosanguinarine
Molecular Weight
333.3
Molecular Formula
C20H15NO4
Canonical SMILES
CN1C2=C(C=C(OCO3)C3=C4)C4=CC=C2C5=CC=C6C(OCO6)=C5C1
InChI
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
InChI Key
CIUHLXZTZWTVFL-UHFFFAOYSA-N
Melting Point
190-191 °C
Appearance
Solid
Storage
Powder-20°C, 3 years; 4°C, 2 years; In solvent-80°C, 6 months; -20°C, 1 month.
Complexity
530
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
0
Exact Mass
333.10010796
Heavy Atom Count
25
Hydrogen Bond Acceptor Count
5
Hydrogen Bond Donor Count
0
Monoisotopic Mass
333.10010796
Physical State
Powder
Rotatable Bond Count
0
Shipping
Can be shipped at room temperature, where not in use may vary.
Source
PlantsPapaveraceaeMacleaya cordata (Willd.) R. Br.
Topological Polar Surface Area
40.2 Ų
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