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Galangin

Catalog No. T3668   CAS 548-83-4
Synonyms: Norizalpinin, 3,5,7-Trihydroxyflavone

Galangin (Norizalpinin) is an agonist/antagonist of the arylhydrocarbon receptor, and also shows inhibition of CYP1A1 activity.

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Galangin Chemical Structure
Galangin, CAS 548-83-4
Pack Size Availability Price/USD Quantity
5 mg In stock $ 30.00
10 mg In stock $ 47.00
25 mg In stock $ 77.00
50 mg In stock $ 123.00
100 mg In stock $ 217.00
500 mg In stock $ 543.00
1 mL * 10 mM (in DMSO) In stock $ 52.00
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Purity: 98.53%
Purity: 98.24%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Galangin (Norizalpinin) is an agonist/antagonist of the arylhydrocarbon receptor, and also shows inhibition of CYP1A1 activity.
In vitro Through thin-layer chromatography, it has been demonstrated that Galangin impedes the catabolic decomposition of DMBA in a dose-dependent fashion and obstructs the generation of DMBA-DNA adducts, thereby averting DMBA-related suppression of cell proliferation. Additionally, Galangin robustly curtails CYP1A1 enzyme activity in a dose-responsive manner within both intact cells and DMBA-exposed cell-derived microsomes, as ascertained through ethoxyresorufin-O-deethylase activity assays. The inhibition of CYP1A1 by Galangin occurs through a noncompetitive mechanism, as evidenced by double-reciprocal plot analysis. Moreover, Galangin elevates CYP1A1 mRNA levels, suggesting potential aryl hydrocarbon receptor agonism, yet it counteracts the DMBA or TCDD-triggered upregulation of CYP1A1 mRNA and promoter-driven transcription[1]. Furthermore, Galangin administration hampers cell proliferation while propelling autophagy at 130 μM and apoptosis at 370 μM. Specifically, in HepG2 cells, Galangin induces autophagosome accumulation, enhances microtubule-associated protein light chain 3 levels, and augments the proportion of vacuolated cells, alongside a surge in p53 expression. The Galangin-induced autophagic response is mitigated by p53 inhibition in HepG2 cells, while p53 overexpression in Hep3B cells normalizes the elevated vacuole presence[2].
Cell Research Cells (5.0×103) are seeded and treated with different concentrations of galangin for different periods of time in 96-well plates. The number of viable cells in each well is determined by adding 10 μL of 5 mg/mL MTT solution. Following the 4 hour incubation at 37°C, the cells are dissolved in a 100 μL solution containing 20% SDS and 50% dimethy formamide. The optical densities are quantified at a test wavelength of 570 nm with a reference wavelength of 630 nm using a Varioskan Flash Reader spectrophotometer.
Source
Synonyms Norizalpinin, 3,5,7-Trihydroxyflavone
Molecular Weight 270.24
Formula C15H10O5
CAS No. 548-83-4

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

Chloroform, Dichloromethane, Ethyl Acetate, Acetone: Soluble

DMSO: 27 mg/mL(100 mM)

TargetMolReferences and Literature

1. Ciolino HP, et al. The flavonoid galangin is an inhibitor of CYP1A1 activity and an agonist/antagonist of the aryl hydrocarbon receptor. Br J Cancer. 1999 Mar;79(9-10):1340-6. 2. Wen M, et al. Galangin induces autophagy through upregulation of p53 in HepG2 cells. Pharmacology. 2012;89(5-6):247-55. 3. Gargouri W, Osés S M. Evaluation of bioactive compounds and biological activities of Tunisian propolis. LWT. 2019 Aug 111:328-336 4. Osés S M, Marcos P, Azofra P, et al. Phenolic Profile, Antioxidant Capacities and Enzymatic Inhibitory Activities of Propolis from Different Geographical Areas: Needs for Analytical Harmonization[J]. Antioxidants. 2020, 9(1): 75.

TargetMolCitations

1. Lim J, Ferruzzi M G, Hamaker B R. Dietary starch is weight reducing when distally digested in the small intestine. Carbohydrate Polymers. 2021: 118599. 2. Lim J, Ferruzzi M G, Hamaker B R. Structural requirements of flavonoids for the selective inhibition of α-amylase versus α-glucosidase. Food Chemistry. 2022, 370: 130981. 3. Osés S M, Marcos P, Azofra P, et al. Phenolic Profile, Antioxidant Capacities and Enzymatic Inhibitory Activities of Propolis from Different Geographical Areas: Needs for Analytical Harmonization. Antioxidants. 2020, 9(1): 75 4. Gargouri W, Osés S M, Evaluation of bioactive compounds and biological activities of Tunisian propolis. LWT. 2019 Aug 111:328-336 5. Gargouri W, Elleuche M, Fernández-Muiño M A, et al.Microencapsulated propolis powder: A promising ingredient of chewing gum.Powder Technology.2024: 119777.

Related compound libraries

This product is contained In the following compound libraries:
Inhibitor Library Kinase Inhibitor Library Osteogenesis Compound Library Anti-Lung Cancer Compound Library Apoptosis Compound Library Human Endogenous Metabolite Compound Library Plus MAPK Inhibitor Library Selected Plant-Sourced Compound Library Anti-Breast Cancer Compound Library Anti-Colorectal Cancer Traditional Chinese Medicine Compound Library

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Keywords

Galangin 548-83-4 Autophagy MAPK Metabolism NF-Κb NF-κB ERK P450 inhibit Cytochrome P450 Inhibitor CYPs Norizalpinin 3,5,7-Trihydroxyflavone inhibitor

 

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