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Galangin

Name: Galangin
Brand: SIGMA

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

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)

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Vitamins

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

GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

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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Chemopreventive mechanisms of galangin against hepatocellular carcinoma: A review

Fang D, et al.

Biomedicine and Pharmacotherapy, 109(11), 2054-2061 (2019)

α-Glucosidase inhibition by flavonoids: an in vitro and in silico structure-activity relationship study.

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.

Journal of Proteome Research, 16(7), 2516-2526 (2017)

In Silico Target Identification of Galangin, as an Herbal Flavonoid against Cholangiocarcinoma.

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

Inhibition of ANO1 by luteolin and its cytotoxicity in human prostate cancer PC-3 cells.

Yohan Seo et al.

PloS one, 12(3), e0174935-e0174935 (2017-04-01)

Anoctamin 1 (ANO1), a calcium-activated chloride channel, is highly amplified in prostate cancer, the most common form of cancer and leading causes of cancer death in men, and downregulation of ANO1 expression or its functional activity is known to inhibit

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