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Sigma-Aldrich

Galangin

autophagy inducing flavonoid

Synonym(s):

3,5,7-Trihydroxyflavone, Norizalpinin

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About This Item

Empirical Formula (Hill Notation):
C15H10O5
CAS Number:
Molecular Weight:
270.24
Beilstein:
272179
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.79

Quality Level

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

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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

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Articles

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.

Protocols

ASTM D6526: GC Analysis of Impurities in Toluene on SLB®-IL100, 60 m Column

US EPA Method 8260: GC Analysis of Volatiles on SPB®-624 after Purge & Trap using "K" Trap, Fast GC Analysis

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