Demethyleneberberine chloride

Name: Demethyleneberberine chloride
Brand: MedChemExpress
SKU: HY-N0592A
Rating: 5.0 (3 reviews)

Cat. No.: HY-N0592A Purity: 98.90%: Data Sheet
COA

SDS
Handling Instructions
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Demethyleneberberine chloride is a blood-brain barrier-permeable antioxidant. Demethyleneberberine chloride exerts antioxidant effects by targeting mitochondria, activates the AMPK signaling pathway to regulate lipid metabolism, and inhibits inflammation-related pathways such as NF-κB and MAPK. Demethyleneberberine chloride can be used in the research of inflammatory and other diseases.

For research use only. We do not sell to patients.

Demethyleneberberine chloride Chemical Structure

CAS No. : 16705-03-6

Size	Stock	Quantity
5 mg	In-stock	Estimated Time of Arrival: December 31
10 mg	In-stock	Estimated Time of Arrival: December 31
50 mg	Get quote
100 mg	Get quote

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Customer Review

Based on 3 publication(s) in Google Scholar

Other Forms of Demethyleneberberine chloride:

Demethyleneberberine Get quote

3 Publications Citing Use of MCE Demethyleneberberine chloride

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NUAK1 NUAK2 AMPK AMPK α1β1γ1 AMPK α2β1γ1 AMPK α1β2γ1 AMPK α2β2γ1 BRSK1 BRSK2 HUNK AMPKα

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p38 MAPK Akt1 p38α p38β MAPK13 p38δ p38γ

Biological Activity
Purity & Documentation
References
Customer Review

Description

Cellular Effect

Cell Line	Type	Value	Description	References
PC-12	CC₅₀	> 150 μM Compound: 12	Cytotoxicity against rat PC12 cells assessed as reduction in cell viability incubated for 24 hrs by WST-8 assay Cytotoxicity against rat PC12 cells assessed as reduction in cell viability incubated for 24 hrs by WST-8 assay	[PMID: 33611188]

In Vitro

Demethyleneberine (50 μM; 2 h) chloride neutralizes 55% of H₂O₂-induced ROS in HepG2 cells^[1].
Demethyleneberberine (50 μM; 1 week) chloride reverses ethanol-induced mitochondrial membrane potential depolarization in ethanol-exposed HepG2 cells^[1].
Demethyleneberberine (0-50 μM; 0-24 h) chloride shows no toxicity to HepG2 cells at concentrations up to 50 μM, reduces cellular lipid accumulation by 25% at 10 μM, and activates the AMPK pathway in a dose- and time-dependent manner^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Demethyleneberberine (40 mg/kg; i.p.; 1 hour after each ethanol exposure; 3 exposures total) chloride protects liver mitochondria of ICR mice against oxidative stress damage and ameliorates their acute alcoholic liver injury^[1].
Demethyleneberberine (40 mg/kg per day; i.p.; daily; 5 weeks) chloride prevents chronic alcohol intake-induced liver injury and steatosis in ICR mice by inhibiting oxidative stress pathways and restoring fatty acid oxidation^[1].
Demethyleneberberine (20-40 mg/kg; i.p.; daily administration; for 4 consecutive weeks) chloride alleviates MCD-induced non-alcoholic fatty liver disease (NAFLD) in ICR mice and spontaneous NAFLD in db/db mice^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:	ICR mice (male, 8 weeks old, 24-26 g, acute alcoholic liver injury model)^[1]
Dosage:	40 mg/kg
Administration:	i.p.; 1 hour after each ethanol exposure; 3 exposures total
Result:	Attenuated ethanol-induced microsteatosis, swelling, and apoptosis in liver cells. Blunted elevated serum ALT levels. Blocked ethanol-induced 33% decline in mitochondrial GSH and GPx activity and 250% elevation in mitochondrial TBARS formation. Alleviated ethanol-mediated mitochondrial swelling. Significantly recovered ethanol-reduced mitochondrial AST activity by 50%. Ameliorated ethanol-induced mitochondrial ultrastructural damages and reduced lipid droplet accumulation.

Animal Model:	C57BLKS/J-Leprdb/Leprdb (db/db) mice (8-week-old male; spontaneous NAFLD model due to leptin deficiency)^[2]
Dosage:	20 mg/kg
Administration:	i.p.; daily; 4 weeks
Result:	Reduced liver/body index. Decreased hepatic TG and TC levels and improved liver function (reduced serum ALT). Decreased hepatic MDA. Reduced lipid droplet accumulation. Activated AMPK phosphorylation and increased phosphorylation of ACC. Reduced expression of lipogenic genes and inflammatory genes (IL-1β, TNFα). Increased expression of fatty acid β-oxidation genes (ACO, MCAD, CPT1A) and lipid transport genes (MTTP, ApoB).

Molecular Weight

359.80

Formula

C₁₉H₁₈ClNO₄

CAS No.

16705-03-6

Appearance

Solid

Color

Light yellow to yellow

SMILES

COC1=C(OC)C2=C[N+]3=C(C4=CC(O)=C(O)C=C4CC3)C=C2C=C1.[Cl-]

Structure Classification

Initial Source

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, sealed storage, away from moisture and light

*In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)

Solvent & Solubility

In Vitro:

DMSO : 1.92 mg/mL (5.34 mM; ultrasonic and warming and adjust pH to 2 with 1 M HCl and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	2.7793 mL	13.8966 mL	27.7932 mL
5 mM	0.5559 mL	2.7793 mL	5.5586 mL
10 mM	---	---	---

View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

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In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Calculation results:

Working solution concentration: mg/mL

Purity & Documentation

Purity: 98.90%

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Data Sheet (280 KB) SDS (252 KB)

COA (250 KB) HNMR (273 KB) LCMS (91 KB)

Handling Instructions (2659 KB)

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. [Content Brief]

[2]. 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. [Content Brief]

[3]. Li J, et al. Pharmacokinetics, Tissue Distribution and Excretion of Demethyleneberberine, a Metabolite of Berberine, in Rats and Mice. Molecules. 2023;28(23):7725. Published 2023 Nov 23. [Content Brief]

[4]. Saklani P, et al. Demethyleneberberine, a potential therapeutic agent in neurodegenerative disorders: a proposed mechanistic insight. Mol Biol Rep. 2022;49(10):10101-10113. [Content Brief]

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

DMSO	1 mM	2.7793 mL	13.8966 mL	27.7932 mL	69.4830 mL
DMSO	5 mM	0.5559 mL	2.7793 mL	5.5586 mL	13.8966 mL