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Sigma-Aldrich

Galangin

autophagy inducing flavonoid

Synonyme(s) :

3,5,7-Trihydroxyflavone, Norizalpinin

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About This Item

Formule empirique (notation de Hill):
C15H10O5
Numéro CAS:
548-83-4
Poids moléculaire :
270.24
Numéro Beilstein :
272179
Numéro CE :
208-960-4
Numéro MDL:
MFCD00006833
Code UNSPSC :
41116107
ID de substance PubChem :
57648294
Nomenclature NACRES :
NA.79

Niveau de qualité

100

Pureté

≥95% (HPLC)

Forme

powder

Couleur

yellow

Pf

214-215 °C (lit.)

Chaîne SMILES 

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

Clé InChI

VCCRNZQBSJXYJD-UHFFFAOYSA-N

Informations sur le gène

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

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Catégories apparentées

Description générale

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

Actions biochimiques/physiologiques

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Sigma-Aldrich

M6760

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Chrysin analytical standard

Supelco

95082

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Hesperetin analytical standard

Supelco

H4125

Hesperetin

3-Hydroxyflavone ≥98%

Sigma-Aldrich

H4280

3-Hydroxyflavone

Puerarin ≥98.0% (HPLC)

Sigma-Aldrich

82435

Puerarin

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.
Journal of Proteome Research, 16(7), 2516-2526 (2017)
Afficher tous les articles scientifiques apparentés

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.

Protocoles

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

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

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

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