Sanguinarine, Catalog: B2946

Alternate Names 13-methyl-[1,3]dioxolo[4',5':4,5]benzo[1,2-c][1,3]dioxolo[4,5-i]phenanthridin-13-ium; 13-methyl-[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium; Pseudochelerythrine; Sangvinarin; Sanguinarin; Veadent; Sanguiritrin; Sanguinarium; Sangrovit; Benzophenanthridine alkaloid

Appearance Solid

CAS # 2447-54-3

Molecular Formula C₂₀H₁₄NO₄

Molecular Weight 332.33

Purity ≥ 98%

Solubility Soluble in DMSO

SMILES C[N+]1=C2C(=C3C=CC4=C(C3=C1)OCO4)C=CC5=CC6=C(C=C52)OCO6

InChi InChI=1S/C20H14NO4/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/q+1

InChi Key INVGWHRKADIJHF-UHFFFAOYSA-N

PubChem CID 5154

MDL Number MFCD00064925

Storage Conditions -20ºC

Shipping Conditions Gel Pack

USAGE For Research Use Only! Not For Use in Humans.

Handling Do not take it internally. Wear a glove and mask when handling the product. Protect from air and moisture.

Sanguinarine is a benzylisoquinoline alkaloid that inhibits PP2C and shows selectivity for PP2C over PP1, PP2A, and PP2B in vitro. It inhibits MKP-1 with an IC₅₀ of 10 μM and shows selectivity for MKP-1 over MKP-3. It is a potent suppressor of NF-κB activation and inhibits the TNF-dependent activation of NF-κB in a dose-dependent manner, with maximum effect occurring at 10 μM. It shows cytotoxicity toward human promyelocytic leukemia cell line HL60, with an IC₅₀ value of 0.37 μM.