Details
Stereochemistry | ACHIRAL |
Molecular Formula | C16H12O5 |
Molecular Weight | 284.2635 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=C(OC2=CC(O)=CC(O)=C2C1=O)C3=CC=CC=C3
InChI
InChIKey=LYISDADPVOHJBJ-UHFFFAOYSA-N
InChI=1S/C16H12O5/c1-20-16-14(19)13-11(18)7-10(17)8-12(13)21-15(16)9-5-3-2-4-6-9/h2-8,17-18H,1H3
Molecular Formula | C16H12O5 |
Molecular Weight | 284.2635 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
3-O-methylgalangin is a naturally-occurring flavonoid. It is isolated and purified from the rhizomes of Alpinia officinarum and flowers of Helichrysum kraussii and H. odoratissimum. 3-O-methylgalangin exhibited significant anti-platelet aggregation activity in vitro. It has antioxidant activity. The higher antioxidant activity 3-O-methylgalangin can be attributed to the presence of C-2-C-3 unsaturation allowing the resonance stabilization of the formed radical. Flavonoids are known for their antimicrobial properties and 3-O-methylgalangin possess antibacterial activity against Gram-positive and Gram-negative bacteria also. 3-O-methylgalangin is an inhibitor of pancreatic lipase and it was reported that it lowered serum triglyceride level on corn oil-induced hyperlipidemic mice.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: Q6P8U6 Gene ID: 69060.0 Gene Symbol: Pnlip Target Organism: Mus musculus (Mouse) Sources: https://www.ncbi.nlm.nih.gov/pubmed/12808299 |
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Target ID: WP408 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Determination of the effect of 8-O-(2-methyl-2-butenoyl)-5,7-dihydroxy-3-methoxyflavone from Gnaphalium robustum on growth of Escherichia coli K-12 by optical density and electrical conductance measurements. | 1994 Dec |
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Heliotropium huascoense resin exudate: chemical constituents and defensive properties. | 2001 Sep |
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3-Methylethergalangin isolated from Alpinia officinarum inhibits pancreatic lipase. | 2003 Jun |
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New dihydrochalcones and anti-platelet aggregation constituents from the leaves of Muntingia calabura. | 2007 Jun |
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Chemical analysis of the resinous exudate isolated from Heliotropium taltalense and evaluation of the antioxidant activity of the phenolics components and the resin in homogeneous and heterogeneous systems. | 2009 Jun 2 |
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Structure-Activity and Lipophilicity Relationships of Selected Antibacterial Natural Flavones and Flavanones of Chilean Flora. | 2017 Apr 10 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12808299
Mice: 10 and 20 mg/kg for 3 days
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28394271
To determine the effect of 3-O-methylgalangin on the growth curve of E. coli and B. subtilis, it was added to exponentially-growing cultures. 3-O-methylgalangin decreased the culture turbidity and cell viability of the Gram-positive bacteria Bacillus subtilis with the concentration 0.01 ug/ul. 3-O-methylgalangin showed a MICs that ranged from 0.25 to 1 ug/ml for tested Gram-negative bacteria (Enterobacter cloacae, Escherichia coli, Klebsiella pneumoniae, and Proteus mirabilis) and Gram-positive bacteria (Bacillus cereus, B. subtilis, B. coagulans, and Staphylococcus aureus).
Substance Class |
Chemical
Created
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admin
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Edited
Fri Dec 15 18:50:58 GMT 2023
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Fri Dec 15 18:50:58 GMT 2023
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Record UNII |
02887TX99X
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Record Status |
Validated (UNII)
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Record Version |
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