CAS 25459-91-0|Demethyleneberberine

Introduction：Basic information about CAS 25459-91-0|Demethyleneberberine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Demethyleneberberine BiologicalActivity
3. Chemical & Physical Properties
4. Synonyms

Common Name	Demethyleneberberine
CAS Number	25459-91-0	Molecular Weight	323.34300
Density	/	Boiling Point	/
Molecular Formula	C₁₉H₁₈NO₄+	Melting Point	/
MSDS	/	Flash Point	/

Names

Name	9,10-dimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium-2,3-diol
Synonym	More Synonyms

Demethyleneberberine BiologicalActivity

Description	Demethyleneberberine is a natural mitochondria-targeted antioxidant. Demethyleneberberine alleviates mice colitis and inhibits the inflammatory responses by inhibiting NF-κB pathway and regulating the balance of Th cells. Demethyleneberberine could serve as a AMPK activator for treating non-alcoholic fatty liver disease (NAFLD)[1][2][3].
Related Catalog	Signaling Pathways >>Epigenetics >>AMPKResearch Areas >>Inflammation/ImmunologySignaling Pathways >>PI3K/Akt/mTOR >>AMPKResearch Areas >>Metabolic Disease
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. [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. [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.

Description

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

Related Catalog

Signaling Pathways >>Epigenetics >>AMPKResearch Areas >>Inflammation/ImmunologySignaling Pathways >>PI3K/Akt/mTOR >>AMPKResearch Areas >>Metabolic Disease

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.

[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.

[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.

Chemical & Physical Properties

Molecular Formula	C₁₉H₁₈NO₄+
Molecular Weight	323.34300
Exact Mass	323.11600
PSA	59.64000
LogP	1.64990
InChIKey	HVTCKKMWZDDWOY-UHFFFAOYSA-O
SMILES	COc1ccc2cc3[n+](cc2c1OC)CCc1cc(O)c(O)cc1-3

Synonyms

demethyleneberberine

2,3-Dihydroxy-9,10-dimethoxy-7,8,13,14-tetradehydro-berbinium

2,3-dihydroxy-9,10-dimethoxy-5,6-dihydroisoquino[3,2-a]isoquinolinium

7,8,13,13a-tetradehydro-9,10-dimethoxy-2,3-dihydroxy-berbinium

2,3-dihydroxy-9,10-dimethoxy-5,6-dihydro-isoquino[3,2-a]isoquinolinylium

Demethylen-berberin

Dibenzo[a,g]quinolizinium,5,6-dihydro-2,3-dihydroxy-9,10-dimethoxy

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