This product is provided in its free-amine form without a counter ion, e.g., an anion bound to it.
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
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About This Item
Empirical Formula (Hill Notation):
C19H18NO4
CAS Number:
Molecular Weight:
324.35
UNSPSC Code:
12352210
NACRES:
NA.77
Pricing and availability is not currently available.
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Quality Level
Assay
≥98% (HPLC)
form
powder
color
, White to very dark grey
solubility
DMSO: 2 mg/mL, clear
storage temp.
-10 to -25°C
SMILES string
[n+]21c(cc4c(c2)c(c(cc4)OC)OC)c3c(cc(c(c3)O)O)CC1
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
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.
Mitochondrially targeted antioxidant
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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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
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
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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Hi, I would like to ask if your product Demethyleneberberine (CAS: 25459-91-0) has anionic binding? If so, what anion is it? Is it chloride? Many thanks!
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