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Merck

S5890

Sigma-Aldrich

Sanguinarine chloride hydrate

≥98% (HPLC)

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About This Item

Fórmula empírica (notación de Hill):
C20H14ClNO4 · xH2O
Número de CAS:
Peso molecular:
367.78 (anhydrous basis)
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (HPLC)

solubility

H2O: slightly soluble <0.3 mg/mL
methanol: 3.8 mg/mL

SMILES string

[Cl-].C[n+]1cc2c3OCOc3ccc2c4ccc5cc6OCOc6cc5c14

InChI

1S/C20H14NO4.ClH/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;/h2-8H,9-10H2,1H3;1H/q+1;/p-1

InChI key

GIZKAXHWLRYMLE-UHFFFAOYSA-M

Application

Sanguinarine chloride hydrate was tested for anti-schistosomal activities against Schistosoma mansoni.9 It was tested for anti-lipase activity against Candida rugosa lipase.10
Sanguinarine chloride hydrate yields clear, orange solution in methanol at 20 mg/ml.

Biochem/physiol Actions

A natural product with antimicrobial, anti-inflammatory, and anti-oxidant properties. Has antiproliferative, pro-apoptosis effects in some cancer cell lines.
Sanguinarine is a benzophenanthridine alkaloid isolated from plants belonging to the family Papaveracea. It exhibits anti-bacterial, anti-fungal, anti-inflammatory and anti-cancer properties. It induces cell cycle arrest and sensitizes cancer cells to apoptosis by activating TNF-related apoptosis inducing ligand.6,7 It inhibits STAT3, MMP-2, MMP-9, interacts with glutathione, induces generation of ROS, disrupts the microtubule assembly and causes DNA damage resulting the death of the cancer cells.6,7,8

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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