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Key Documents

SML3257

Sigma-Aldrich

Demethyleneberberine

≥98% (HPLC)

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C19H18NO4
Numero CAS:
Peso molecolare:
324.35
Codice UNSPSC:
12352210
NACRES:
NA.77

Livello qualitativo

Saggio

≥98% (HPLC)

Forma fisica

powder

Colore

, White to very dark grey

Solubilità

DMSO: 2 mg/mL, clear

Temperatura di conservazione

-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
HVTCKKMWZDDWOY-UHFFFAOYSA-O

Azioni biochim/fisiol

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

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Yi-Ting Zhang et al.
Acta pharmacologica Sinica, 40(1), 133-142 (2018-11-18)
Berberine, berberrubine, thalifendine, demethyleneberberine, jatrorrhizine, and columbamine are six natural protoberberine alkaloid (PA) compounds that display extensive pharmacological properties and share the same protoberberine molecular skeleton with only slight substitution differences. The oral delivery of most PAs is hindered by
Xiaoyan Qiang et al.
Biochemical and biophysical research communications, 472(4), 603-609 (2016-03-13)
Non-alcoholic fatty liver disease (NAFLD) has reached an epidemic level globally, which is recognized to form non-alcoholic steatohepatitis (NASH) by the "two-hit" model, including oxidative stress and inflammation. AMP-activated protein kinase (AMPK) has long been regarded as a key regulator
Pengcheng Zhang et al.
The Journal of pharmacology and experimental therapeutics, 352(1), 139-147 (2014-11-02)
Excessive alcohol consumption induces oxidative stress and lipid accumulation in the liver. Mitochondria have long been recognized as the key target for alcoholic liver disease (ALD). Recently, the artificial mitochondria-targeted antioxidant MitoQ has been used to treat ALD effectively in

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