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Antiviral API
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Amentoflavone
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| Category | Respiratory syncytial Virus (RSV) |
| CAS | 1617-53-4 |
| Description | Amentoflavone, a natural flavonoid isolated from the the seed of Ginkgo biloba L, exhibits anti-inflammatory activity, and inhibits NF-κB/DNA binding activity potently along with inhibition of degradation of IκBα and NF-κB translocation into nucleus in TNFα-activated A549 cells. Amentoflavone has the inhibition of LPS-induced NO formation, due to its inhibition of NF-kappaB by blocking degradation, which may be the mechanistic basis of the anti-inflammatory effects of amentoflavone. |
Product Information
| Synonyms | 4H-1-Benzopyran-4-one, 8-[5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-; 3''',8-Biflavone, 4',4''',5,5'',7,7''-hexahydroxy-; 8-[5-(5,7-Dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; Ginkgetin, didemethyl-; Amenthoflavone; I3',II8-Biapigenin; NSC 295677; Tridemethylsciadopitysin |
| IUPAC Name | 8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one |
| Molecular Weight | 538.46 |
| Molecular Formula | C30H18O10 |
| Canonical SMILES | C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)O)O |
| InChI | InChI=1S/C30H18O10/c31-15-4-1-13(2-5-15)24-12-23(38)29-21(36)10-20(35)27(30(29)40-24)17-7-14(3-6-18(17)33)25-11-22(37)28-19(34)8-16(32)9-26(28)39-25/h1-12,31-36H |
| InChIKey | YUSWMAULDXZHPY-UHFFFAOYSA-N |
| Boiling Point | 910.5±65.0°C at 760 mmHg |
| Melting Point | 245-250°C (dec.) |
| Flash Point | 308.5±27.8 °C |
| Purity | >98% |
| Density | 1.656±0.06 g/cm3 |
| Solubility | Soluble in DMSO (Slightly), Methanol (Slightly, Heated), Pyridine (Slightly) |
| Appearance | Pale Yellow to Yellow Solid |
| Application | Cytochrome P-450 CYP2C9 Inhibitors |
| Shelf Life | 2 years |
| Storage | Store in a cool and dry place and at 2-8°C for short term (days to weeks) or -20°C for long term (months to years) |
| Complexity | 1050 |
| Exact Mass | 538.090027 |
| Index Of Refraction | 1.793 |
| In Vitro | Amentoflavone (1-60 µM) inhibits the production of nitric oxide in a concentration-dependent manner in RAW 264.7 cells Amentoflavone (50-200 µM) inhibits the viability of U-87 MG cells with IC50 value of 100 µM at 48 h Amentoflavone (0, 50, 100 µM; 48 h) induces Apoptosis and cell cycle arrest at sub-G1 phase Amentoflavone (0, 50, 100 µM; 48 h) inhibits NF-ĸB activation and decreases the expression of MCL1 and C-FLIP protein in 87 MG cells Amentoflavone (0-32 µg/ml) shows antibacterial activity with MICs of 8, 4, 32, 8, 16, 8 µg/ml for E. faecium ATCC 19434, Saureus ATCC 25923, S. mutans ATCC 3065, E. coli O-157 ATCC 25922, E. coli ATCC 43895, P. aeruginosa ATCC 27853, respectively. |
| In Vivo | Amentoflavone (1-60 µM) inhibits the production of nitric oxide in a concentration-dependent manner in RAW 264.7 cells. |
| PSA | 181.80000 |
| Target | Reactive Oxygen Species; Apoptosis; Bacterial; Fungal; RSV; GABA Receptor |
| Vapor Pressure | 0.0±0.3 mmHg at 25°C |
| XLogP3-AA | 5 |
Description of First Aid Measures
Eye contact
Remove any contact lenses, locate eye-wash station, and flush eyes immediately with large amounts of water. Separate eyelids with fingers to ensure adequate flushing. Promptly call a physician.
Skin contactRinse skin thoroughly with large amounts of water. Remove contaminated clothing and shoes and call a physician.
InhalationImmediately relocate self or casualty to fresh air. If breathing is difficult, give cardiopulmonary resuscitation (CPR). Avoid mouth-to-mouth resuscitation.
IngestionWash out mouth with water; Do NOT induce vomiting; call a physician.