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Merck
CN

282200

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
UNSPSC Code:
41116107
NACRES:
NA.79
PubChem Substance ID:
57648294
EC Number:
208-960-4
Beilstein/REAXYS Number:
272179
MDL number:
MFCD00006833

Key Documents

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Product Name

Galangin, autophagy inducing flavonoid

InChI key

VCCRNZQBSJXYJD-UHFFFAOYSA-N

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

SMILES string

Oc1cc(O)c2C(=O)C(O)=C(Oc2c1)c3ccccc3

assay

≥95% (HPLC)

form

powder

color

yellow

mp

214-215 °C (lit.)

Quality Level

100

Gene Information

human ... ADORA2A(135), ADORA3(140), CYP1A2(1544)
rat ... Adora1(29290), Adora2a(25369)

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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.

General description

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW1797
MKCR0752
MKCP6668
MKCL2067
MKCG0147

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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)
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
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)
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
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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.

膳食抗氧化剂

抗氧化剂可保护生物系统免受含氧自由基和氧化还原过渡金属离子（如铁、铜和镉）引起的氧化损伤。

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