S5890

Sanguinarine chloride hydrate

≥98% (HPLC)

• Empirical Formula (Hill Notation): C₂₀H₁₄ClNO₄ · xH₂O
• CAS Number: 5578-73-4
• Molecular Weight: 367.78 (anhydrous basis)
• NACRES: NA.77
• PubChem Substance ID: 24278199
• UNSPSC Code: 12352200
• MDL number: MFCD00012126
• Assay: ≥98% (HPLC)

Properties

• Quality Segment: 100
• 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

Description

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.

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Codes: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• PPE (personal protective equipment): dust mask type N95 (US), Eyeshields, Gloves