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282200 Sigma-Aldrich

Galangin

autophagy inducing flavonoid

Synonym: 3,5,7-Trihydroxyflavone, Norizalpinin

  • CAS Number 548-83-4

  • Empirical Formula (Hill Notation) C15H10O5

  • Molecular Weight 270.24

  •  Beilstein/REAXYS Number 272179

  •  EC Number 208-960-4

  •  MDL number MFCD00006833

  •  PubChem Substance ID 57648294

  •  NACRES NA.79

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Properties

Related Categories Cell Biology, Flavonoids, Flavonols, and Flavanols, Nutrition Research, Phytochemicals by Chemical Classification
Quality Level   100
assay   ≥95% (HPLC)
form   powder
color   yellow
mp   214-215 °C (lit.)
SMILES string   Oc1cc(O)c2C(=O)C(O)=C(Oc2c1)c3ccccc3
InChI   1S/C15H10O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,16-17,19H
InChI key   VCCRNZQBSJXYJD-UHFFFAOYSA-N
Gene Information   human ... ADORA2A(135), ADORA3(140), CYP1A2(1544)
rat ... Adora1(29290), Adora2a(25369)

Description

General description

Galangin is a flavonoid isolated from members of the Zingiberaceae family, which are mainly used for herbal medicines.

Application

Galangin has been used:
• as a test drug to test its ameliorative effect in a rodent model of cisplatin-induced nephrotoxicity
• to test its effect on the differentiation of 3T3-L1 preadipocyte cells into adipocytes
• as an internal standard in nuclear magnetic resonance spectroscopy and mass spectroscopy

Packaging

25, 100 mg in glass bottle

Biochem/physiol Actions

Galangin exhibits antioxidant, anti-apoptotic, anti-inflammatory and anti-obesity properties. In addition, it also possesses anti-genotoxic activity against environmental and dietary carcinogens. Galangin inhibits cancer growth by hindering cancer cell proliferation, induction of apoptosis and autophagy and inhibition of metastasis. Galangin also has an ability to inhibit CYP1A1 (Cytochrome P450, family 1, member A1) activity.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 282200.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
LK9275500
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.1 During the oxi...
Biofiles Volume 2 Article 2
Keywords: Adhesion, Anti-inflammatory agents, Applications, Cancer, Cardiovascular, Catalysis, Diabetes, Diseases, Gene expression, Metabolism, Neurodegenerative Diseases, Peroxidations, Phosphorylations, Prebiotics, Probiotics, Reductions, Transcription, Transduction, Vitamins

UHPLC Analysis of Galangin on Titan™ C18

From our library of Articles, Sigma-Aldrich presents UHPLC Analysis of Galangin on Titan™ C18
Keywords: Chromatography, Mass spectrometry, Pharmaceutical

Peer-Reviewed Papers
15

References

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