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ChemicalBook--->CAS DataBase List--->2447-54-3

2447-54-3

2447-54-3 Structure

2447-54-3 Structure
IdentificationBack 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 PropertiesBack 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)
Safety DataBack Directory
[Risk Statements ]

25
[Safety Statements ]

13-45
[RIDADR ]

1544
[Toxicity]

LD50 oral in rat: 1660mg/kg
Questions And AnswerBack 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
Hazard InformationBack Directory
[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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