Galangin

Modify Date: 2024-01-02 11:28:10

Galangin Structure
Galangin structure
 Common Name Galangin
CAS Number 548-83-4 Molecular Weight 270.237
Density 1.6±0.1 g/cm3 Boiling Point 518.6±50.0 °C at 760 mmHg
Molecular Formula C15H10O5 Melting Point 214-215 °C(lit.)
MSDS Chinese USA Flash Point 202.0±23.6 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of Galangin


Galangin is an agonist/antagonist of the arylhydrocarbon receptor, and also shows inhibition of CYP1A1 activity.

 Names

Name galangin
Synonym More Synonyms

 Galangin Biological Activity

Description Galangin is an agonist/antagonist of the arylhydrocarbon receptor, and also shows inhibition of CYP1A1 activity.
Related Catalog
In Vitro Galangin inhibits the catabolic breakdown of DMBA, as measured by thin-layer chromatography, in a dose-dependent manner. Galangin also inhibits the formation of DMBA-DNA adducts, and prevents DMBA-induced inhibition of cell growth. Galangin causes a potent, dose-dependent inhibition of CYP1A1 activity, as measured by ethoxyresorufin-O-deethylase activity, in intact cells and in microsomes isolated from DMBA-treated cells. Analysis of the inhibition kinetics by double-reciprocal plot demonstrates that galangin inhibits CYP1A1 activity in a noncompetitive manner. Galangin causes an increase in the level of CYP1A1 mRNA, indicating that it may be an agonist of the aryl hydrocarbon receptor, but it inhibits the induction of CYP1A1 mRNA by DMBA or by 2,3,5,7-tetrachlorodibenzo-p-dioxin (TCDD). Galangin also inhibits the DMBA- or TCDD-induced transcription of a reporter vector containing the CYP1A1 promoter[1]. Galangin treatment inhibits cell proliferation and induced autophagy (130 μM) and apoptosis (370 μM). In particular, galangin treatment in HepG2 cells causes (1) an accumulation of autophagosomes, (2) elevated levels of microtubule-associated protein light chain 3, and (3) an increased percentage of cells with vacuoles. p53 expression is also increased. The galangin-induced autophagy is attenuated by the inhibition of p53 in HepG2 cells, and overexpression of p53 in Hep3B cells restored the galangin-induced higher percentage of cells with vacuoles to normal level[2].
Cell Assay Cells (5.0×103) are seeded and treated with different concentrations of galangin for different periods of time in 96-well plates. The number of viable cells in each well is determined by adding 10 µL of 5 mg/mL MTT solution. Following the 4 hour incubation at 37°C, the cells are dissolved in a 100 µL solution containing 20% SDS and 50% dimethy formamide. The optical densities are quantified at a test wavelength of 570 nm with a reference wavelength of 630 nm using a Varioskan Flash Reader spectrophotometer.
References

[1]. Ciolino HP, et al. The flavonoid galangin is an inhibitor of CYP1A1 activity and an agonist/antagonist of the aryl hydrocarbon receptor. Br J Cancer. 1999 Mar;79(9-10):1340-6.

[2]. Wen M, et al. Galangin induces autophagy through upregulation of p53 in HepG2 cells. Pharmacology. 2012;89(5-6):247-55.

 Chemical & Physical Properties

Density 1.6±0.1 g/cm3
Boiling Point 518.6±50.0 °C at 760 mmHg
Melting Point 214-215 °C(lit.)
Molecular Formula C15H10O5
Molecular Weight 270.237
Flash Point 202.0±23.6 °C
Exact Mass 270.052826
PSA 90.90000
LogP 2.83
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.748

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LK9275500
CHEMICAL NAME :
Flavone, 3,5,7-trihydroxy-
CAS REGISTRY NUMBER :
548-83-4
BEILSTEIN REFERENCE NO. :
0272179
LAST UPDATED :
199803
DATA ITEMS CITED :
8
MOLECULAR FORMULA :
C15-H10-O5
MOLECULAR WEIGHT :
270.25
WISWESSER LINE NOTATION :
T66 BO EVJ CR& DQ GQ IQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>1500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
Micronucleus test
TYPE OF TEST :
Micronucleus test

MUTATION DATA

TYPE OF TEST :
Mutation in mammalian somatic cells
TEST SYSTEM :
Rodent - hamster Ovary
DOSE/DURATION :
20 mg/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 113,45,1983

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi:Irritant;
Risk Phrases R36/37/38
Safety Phrases S26-S37/39
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS LK9275500
HS Code 2914400090

 Synthetic Route

 Customs

HS Code 2914400090
Summary 2914400090 other ketone-alcohols and ketone-aldehydes。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

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 Synonyms

EINECS 208-960-4
3,5,7-trihydroxyflavone
Galangin
teptochrysin
Galengin
3,5,7-trihydroxy-2-phenyl-chromen-4-one
3,5,7-trihydroxy-flavon
3,5,7-Trihydroxy-2-phenyl-4H-chromen-4-one
3,5,7-Trihydroxy-Flavone
galangine
5,7-dihydroxyflavonol
4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-phenyl-
NORIZALPININ
3,5,7-trihydroxyfalvone
MFCD00006833
3,5,7-Trihydroxy-2-phenyl-4H-1-benzopyran-4-one
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Chemsrc provides Galangin(CAS#:548-83-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Galangin are included as well.>> amp version: Galangin

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