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SANGUINARINE
SANGUINARINE
- CAS No.2447-54-3
- Chemical Name:SANGUINARINE
- CBNumber:CB3395590
- Molecular Formula:C20H14NO4
- Formula Weight:332.33
- MOL File:2447-54-3.mol
SANGUINARINE Property
- 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)
- EWG's Food Scores 1
- FDA UNII AV9VK043SS
Safety
- Symbol(GHS)
- Signal word
- Hazard statements
- Precautionary statements
SANGUINARINE Chemical Properties,Usage,Production
- 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.
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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 - Description A naphthoisoquinoline alkaloid, this base occurs in the roots of Chelidonium majus L., Glaucium fimbrilligerum and Sanguinaria canadensis L. The alkaloid was stated by Schmidt, Konig and Tietz to crystallize from EtOH or AcOEt as colourless needles, m.p. 213°C but this low melting point was found to be due to the presence of chelerythrine as an impurity. Once this is removed as the pseudocyanide, the base crystallizes from Et20 and has the above melting point or 242-3°C on slow heating. Obtained from EtOH it forms the alcoholate, m.p. 195-7°C. The hydrochloride forms long, slender, bloodred needles. On distillation with Zn dust, the alkaloid furnishes a-naphthaphenanthridine and the structure given above has been further confirmed by synthesis.
- 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).
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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)
SANGUINARINE Preparation Products And Raw materials
Raw materials
Preparation Products
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Related articles
2447-54-3, SANGUINARINERelated Search:
- JATRORRHIZINE HCL(RG) Coptisine chloride CUCURBITACIN IIA Berberine Ferulic Acid Celastrus angulatus Spatholobi Caulis Capillary Wormwood Herb Extract Sanguinarine citrate chelerythrine chloride-sanguinarine chloride mixt. SANGUINARINE HCl hplc,SANGUINARINE(SH),SANGUINARINE CHLORIDE,SANGUINARINE HCL SANGUINARINE CHLORIDE(RG) Ethoxysanguinarine DIHYDROSANGUINARINE(P) SANGUINARINE NITRATE,SANGUINARINE NITRATE(RG) SANGUINARINE CHLORIDE HYDRATE SANGUINARINE SULFATE SANGUINARINE HCL DIHYDRATE
- Alkaloids
- natural product
- Inhibitors
- standardized herbal extract
- reference standards from Chinese medicinal herbs (TCM).
- phytochemical
- pharmaceutical intermediate
- chemical reagent
- 中药标准品,对照品
- 抑制剂
- 天然产物
- 提取物
- 含量产品
- 分析试剂标准品
- 化工原料
- 其他原料
- 标准品,对照品
- 分析试剂
- 标准品 -中药标准品
- 分析试剂-标准品
- 生物碱
- 标准品-中药标准品
- 分析对照品
- 医药原料
- 对照品,标准品
- 标准品
- 植物提取物
- 小分子抑制剂,天然产物
- 对照品
- 小分子抑制剂
- 中药对照品
- C20H14NO4
- 博落回提取物总碱
- 13-甲基-[1,3]二氧杂环戊烯并[4',5':4,5]苯并[1,2-C][1,3]二氧杂环戊烯并[4,5-I]菲-13-鎓
- SANGUINARIN|||PSEUDOCHELERYTHRINE|||血根碱
- 标准品对照品】SANGUINARINE
- 血根碱(对照品)
- 血根碱(不带盐酸)
- 游离血根碱
- 博落回提取物(血根碱)
- SANGUINARINE 血根碱 标准品
- 血根碱(假白屈菜季铵碱)
- 血根碱40%
- 假白屈菜季铵碱
- 血根碱.博落回提取物
- SANGUINARINE 血根碱
- 血根鹼
- 血根碱(标准品)
- 血根碱
- 2447-54-3
- [1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium, 13-methyl-
- Sanguinarin|||Pseudochelerythrine
- Free sanguinarine
- 13-Methyl-[1,3]dioxolo[4',5':4,5]benzo[1,2-c][1,3]dioxolo[4,5-i]phenanthridin-13-ium
- Sanguinarium DISCONTINUED. Please see S112500.
- SANGUINARINE CHLORIDE ISOLATED FROM MACL EAY
- dimethylenedioxybenzphenanthridine
- 3)-benzodioxolo(5,6-c)-1,3-dioxolo(4,5-i)phenanthridinium,13-methyl-(