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Galangin

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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
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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)
form 
Solid
pka
6.32±0.40(Predicted)
color 
Light Yellow to Yellow
Merck 
14,4339
BRN 
272179
InChIKey
VCCRNZQBSJXYJD-UHFFFAOYSA-N
LogP
3.322 (est)
CAS DataBase Reference
548-83-4(CAS DataBase Reference)
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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

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Galangin Usage And Synthesis

Description

Galangin 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 Properties

Yellow powder

Uses

CYP1A1 inhibitor, vasodilator

Uses

Galangin 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.

Definition

ChEBI: A 7-hydroxyflavonol with additional hydroxy groups at positions 3 and 5 respectively.

General Description

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

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.

Anticancer Research

Galangin 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).

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