Galangin

Galangin Basic information
Product Name:Galangin
Synonyms:4H-1-Benzopyran-4-one,3,5,7-trihydroxy-2-phenyl;Galengin;3,5,7-Trihydroxy-2-phenyl-4h-benzopyran-4-one;Galangin Standard;Galangin, 98%, from Alpinia officinarum;3,5,7-Trihydroxy-2-phenyl-4H-chroMen-4-one;Galangin, froM Alpinia officinaruM;Galangin, >=98%
CAS:548-83-4
MF:C15H10O5
MW:270.24
EINECS:208-960-4
Product Categories:Antineoplastic;Flavanols;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
Mol File:548-83-4.mol
Galangin Structure
Galangin Chemical Properties
Melting point 214-215 °C(lit.)
Boiling point 333.35°C (rough estimate)
density 1.2319 (rough estimate)
refractive index 1.6000 (estimate)
storage temp. room temp
solubility Acetone (Slightly), Ethyl Acetate (Slightly)
pka6.32±0.40(Predicted)
form Solid
color Light Yellow to Yellow
Merck 14,4339
BRN 272179
InChIKeyVCCRNZQBSJXYJD-UHFFFAOYSA-N
LogP3.322 (est)
CAS DataBase Reference548-83-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
WGK Germany 3
RTECS LK9275500
10
HS Code 29329990
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
Galangin Usage And Synthesis
DescriptionGalangin is a flavonoid naturally found in herbs used in traditional medicine. Like many flavonoids, it has potent antioxidant properties. It also has anti-inflammatory actions related to suppression of signaling through NF-κB in mice. Galangin acts as an antagonist of the aryl hydrocarbon receptor, inducing apoptosis in cancer cells. It also inhibits cytochrome P450 isoform 1A1 with an IC50 value of less than 1 μM.
Chemical PropertiesYellow powder
UsesCYP1A1 inhibitor, vasodilator
UsesGalangin is a flavanoid found in Alpinia officinarum, galangal rhizome (Alpinia galanga) and in propolis. Galangin has been show to inhibit proliferation of estrogen receptor-positive MCF-7 human brea st cancer cells as well as delay of mammary tumorigenesis.
UsesGalangin is a flavanoid found in Alpinia officinarum, galangal rhizome (Alpinia galanga) and in propolis. Galangin has been show to inhibit proliferation of estrogen receptor-positive MCF-7 human breast cancer cells as well as delay of mammary tumorigenesis.
DefinitionChEBI: A 7-hydroxyflavonol with additional hydroxy groups at positions 3 and 5 respectively.
General DescriptionGalangin is a flavonoid isolated from members of the Zingiberaceae family, which are mainly used for herbal medicines.
Biochem/physiol ActionsGalangin 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.
Anticancer ResearchGalangin is a flavonol that is derived from Alpinia officinarum, a plant from the gingerfamily, grown in Southeast Asia. The extract from the rhizome suppresses cellproliferation of hepatocellular carcinoma cells (Su et al. 2013). ER stress is inducedby galangin as is evident by rise in concentration of cytosolic Ca2+ and other UPRtarget genes like CHOP, GRP 78 and GRP 94. The ER is a major storage site forintracellular calcium. Normal functioning of ER chaperones is disrupted by calciumexhaustion in ER which produces ER stress and hence activation of UPR (Hotamisligil2010; Mekahli et al. 2011). CHOP and 4-polybutyric acid siRNA, well-known ERstress inhibitor, substantially blocked stress induced by galangin in the HCC cell line.To sum up, ER stress is upregulated by galangin, inhibiting cancer cell proliferation,and galangin can prove to be an effective anticancer agent (Su et al. 2013).
Robinin 3,4'-DIMETHOXY-3',5,7-TRIHYDROXYFLAVONE MORIN Rhamnetin 3,7,3',4'-TETRAMETHYLGOSSYPETIN AVICULARIN Isoflavone Myricitrin Myricetin PHENYL VALERATE Chrysin FLAVONE Galangin 7-HYDROXYFLAVONE DATISCETIN QUERCITRIN ISOFLAVONES Phenylacetic acid

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