SML3257

Demethyleneberberine

≥98% (HPLC)

• Synonym(s): 5,​6-​Dihydro-​2,​3-​dihydroxy-​9,​10-​dimethoxy-dibenzo[a,​g]​quinolizinium, 7,8,13,13a-Tetradehydro-2,3-dihydroxy-9,10-dimethoxy-berbinium, Demethylene-berberine
• Empirical Formula (Hill Notation): C₁₉H₁₈NO₄
• CAS Number: 25459-91-0
• Molecular Weight: 324.35
• UNSPSC Code: 12352210
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥98% (HPLC)
• form: powder
• color: , White to very dark grey
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: -10 to -25°C
• InChI: 1S/C19H17NO4/c1-23-18-4-3-11-7-15-13-9-17(22)16(21)8-12(13)5-6-20(15)10-14(11)19(18)24-2/h3-4,7-10,22H,5-6H2,1-2H3/p+1
• InChI key: HVTCKKMWZDDWOY-UHFFFAOYSA-O

Description

Biochem/physiol Actions

Demethyleneberberine, a berberine metabolite, is a mitochondria-targeted antioxidant isolated from Cortex Phellodendri chinensis that exhibits multiple pharmacological activities including anti-microbial, anti-inflammatory, anti-diarrhea and anti-cancer. Demethyleneberberine alleviates ethanol-dependent oxidative stress by suppression of cytochrome CYP2E1 (P450 2E1), hypoxia inducible factor α (HIF-1α) and inducible nitric oxide synthase (iNOS). It appears that demethyleneberberine attenuates non-alcoholic fatty liver disease (NAFLD) through activation of AMPK.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable