ChemicalBook--->CAS DataBase List--->16705-03-6

16705-03-6

16705-03-6 Structure

16705-03-6 Structure
IdentificationBack Directory
[Name]

Demethyleneberberine Chloride
[CAS]

16705-03-6
[Synonyms]

Demethyleneberberine Chloride
[Molecular Formula]

C19H18ClNO4
[MOL File]

16705-03-6.mol
[Molecular Weight]

359.81
Chemical PropertiesBack Directory
[Melting point ]

220-222 °C(Solv: methanol (67-56-1))
[form ]

Solid
[color ]

Light yellow to yellow
[InChI]

InChI=1S/C19H17NO4.ClH/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;1H
[InChIKey]

CUUPIALXJLKAFN-UHFFFAOYSA-N
[SMILES]

OC1=C(C=C2CC[N+]3C=C4C(=C(OC)C=CC4=CC=3C2=C1)OC)O.[Cl-]
Hazard InformationBack Directory
[Uses]

Demethyleneberberine chloride is a natural mitochondria-targeted antioxidant. Demethyleneberberine chloride alleviates mice colitis and inhibits the inflammatory responses by inhibiting NF-κB pathway and regulating the balance of Th cells. Demethyleneberberine chloride could serve as a AMPK activator for researching non-alcoholic fatty liver disease (NAFLD)[1][2][3].
[References]

[1] Zhang P, et al. Demethyleneberberine, a natural mitochondria-targeted antioxidant, inhibits mitochondrial dysfunction, oxidative stress, and steatosis in alcoholic liver disease mouse model. J Pharmacol Exp Ther. 2015 Jan;352(1):139-47. DOI:10.1124/jpet.114.219832
[2] Chen YY, et al. Demethyleneberberine alleviates inflammatory bowel disease in mice through regulating NF-κB signaling and T-helper cell homeostasis. Inflamm Res. 2017 Feb;66(2):187-196. DOI:10.1007/s00011-016-1005-3
[3] Qiang X, et al. Demethyleneberberine attenuates non-alcoholic fatty liver disease with activation of AMPK and inhibition of oxidative stress. Biochem Biophys Res Commun. 2016 Apr 15;472(4):603-9. DOI:10.1016/j.bbrc.2016.03.019
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