| Identification | Back Directory | [Name]
SANGUINARINE | [CAS]
2447-54-3 | [Synonyms]
C06162
Sangrovit
SANGUINARIN
SANGUINARINE
PSEUDOCHELERYTHRINE
SANGUINARINE, 40+% BY UV
SANGUINARINE, 98+% BY HPLC
dimethylenedioxybenzphenanthridine
Sanguinarine/Macleaya cordata extract
SANGUINARINE CHLORIDE ISOLATED FROM MACL EAY
13-Methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium
3)-benzodioxolo(5,6-c)-1,3-dioxolo(4,5-i)phenanthridinium,13-methyl-( | [EINECS(EC#)]
219-503-3 | [Molecular Formula]
C20H14NO4+ | [MDL Number]
MFCD00064925 | [MOL File]
2447-54-3.mol | [Molecular Weight]
332.33 |
| Chemical Properties | Back Directory | [Melting point ]
205-215°C | [Boiling point ]
483.53°C (rough estimate) | [density ]
1.3463 (rough estimate) | [refractive index ]
1.5180 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), DMSO (Slightly) | [form ]
Solid | [color ]
White | [LogP]
-0.653 (est) |
| Questions And Answer | Back Directory | [Description]
Sanguinarine, a DNA intercalator extracted from the bloodroot plant of the poppy family, was used by Native Americans for warts and as a blood purifier. In modern use, although banned by the FDA for its association with epidemic dropsy and other toxic effects, it has shown potential as a treatment for cancer, with modes of action including inhibition of metastasis and angiogenesis, and promotion of apoptosis. It also has anti-inflammatory, anti-oxidant, and anti-microbial properties, and several applications in veterinary medicine.
| [Sources]
https://en.wikipedia.org/wiki/Sanguinarine
https://pubchem.ncbi.nlm.nih.gov/compound/sanguinarine#section=Human-Metabolite-Information
https://www.essense-of-life.com/healthtopics/A-513/Sanguinarine-Health-Topic.html
https://www.caymanchem.com/product/16951
https://www.sciencedirect.com/topics/nursing-and-health-professions/sanguinarine
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| Hazard Information | Back Directory | [Chemical Properties]
It is soluble in methanol and ethanol solutions, but insoluble in petroleum ether and chloroform. It is derived from the whole herb with roots of the Papaveraceae plant. | [Uses]
Sanguinarium induces HO-1 expression thus inhibiting MMP-9 and COX-2 expression in TPA-induced breast cancer cells. | [Definition]
Sanguinarine is a benzophenanthridine alkaloid derived from the root of Sanguinaria canadendid. Limited available evidence indicates that it may be used to prevent and treat UV-induced
skin damage. Specifically, topical application of sanguinarine on the skin of SKH-1 hairless mice before or after UVB irradiation resulted in significantly lower UVB-mediated skin edema, skin hyperplasia and
infiltration of leukocytes, and markers of oxidative stress (e.g., H2O2). | [storage]
Store at 2-8°C,protect from light | [References]
Dana., Mag. Pharm., 23, 125 (1829)
Bruchhausen, Bersch., Ber., 63, 2520 (1930)
Spath, Kuffner., ibid, 64, 370, 1123, 2034 (1931)
Synthesis:
Dyke, Moon, Sainsbury., Tetrahedron Lett., 3933 (1968) |
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