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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:
548-83-4
Molecular Weight:
270.24
Beilstein:
272179
EC Number:
208-960-4
MDL number:
MFCD00006833
UNSPSC Code:
41116107
PubChem Substance ID:
57648294
NACRES:
NA.79

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)

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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
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

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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Jung-Jin Lee et al.
Scientific reports, 7(1), 8207-8207 (2017-08-16)
In clinical pathology, stent interposition is used to treat vascular disease but can lead to restenosis. Drug-eluting stents (DES) are most commonly used to suppress restenosis but can also have side effects. Therefore, we investigated the anti-proliferative effect and its
The flavonoid galangin is an inhibitor of CYP1A1 activity and an agonist/antagonist of the aryl hydrocarbon receptor
Ciolino HP and Yeh GC
British Journal of Cancer, 79(9), 1340-1340 (1999)
Brinda Balasubramanian et al.
Molecules (Basel, Switzerland), 27(14) (2022-07-28)
Cholangiocarcinoma (CCA) is a heterogenous group of malignancies in the bile duct, which proliferates aggressively. CCA is highly prevalent in Northeastern Thailand wherein it is associated with liver fluke infection, or Opisthorchis viverrini (OV). Most patients are diagnosed in advanced
Carina Proença et al.
Journal of enzyme inhibition and medicinal chemistry, 32(1), 1216-1228 (2017-09-22)
α-Glucosidase inhibitors are described as the most effective in reducing post-prandial hyperglycaemia (PPHG) from all available anti-diabetic drugs used in the management of type 2 diabetes mellitus. As flavonoids are promising modulators of this enzyme's activity, a panel of 44
Acute consumption of flavan-3-ol-enriched dark chocolate affects human endogenous metabolism
Ostertag LM, et al.
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