DeMethyleneberberine Chemical Properties

storage temp. 

4°C, protect from light

solubility 

DMSO : 33.33 mg/mL (102.76 mM; Need ultrasonic)

form 

powder

color 

Yellow

InChI

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

InChIKey

HVTCKKMWZDDWOY-UHFFFAOYSA-O

SMILES

OC1=C(C=C2CC[N+]3=CC4=C(C(OC)=CC=C4C=C3C2=C1)OC)O

DeMethyleneberberine Usage And Synthesis

Chemical Properties

Yellow crystals, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Phellodendron chinense.

Uses

Demethyleneberberine is a naturally occurring alkaloid in plants that displays anti-adipogenic effects and is also shown to alleviate IBS.

Biological Activity

Demethyleneberberine, a berberine metabolite, is a mitochondria-targeted antioxidant isolated from Cortex Phellodendri chinensis th at 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 th at demethyleneberberine attenuates non-alcoholic fatty liver disease (NAFLD) through activation of AMPK.

target

P450 (e.g. CYP17) | HIF | NOS

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