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Antiviral API
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Clovamide
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| Category | Influenza Virus |
| CAS | 53755-02-5 |
| Description | Clovamide, a natural phenolic compound with anti-inflammatory and neuroprotective effects, is a potent antioxidant and an excellent ROS and oxygen radical scavenger. It is an antimicrobial agent that is active against the human pathogen influenza A subtype H5N1, Trypanosoma evansi and Heliobacter pylori. |
Product Information
| Synonyms | trans-Clovamide; N-[3',4'-Dihydroxy-(E)-cinnamoyl]-3-hydroxy-L-tyrosine; N-[(2E)-3-(3,4-Dihydroxyphenyl)-1-oxo-2-propen-1-yl]-3-hydroxy-L-tyrosine; N-trans-Caffeoy-L-dopa; (S,E)-3-(3,4-dihydroxyphenyl)-2-(3-(3,4-dihydroxyphenyl)acrylamido)propanoic acid; N-(E)-Caffeoyl-L-dihydroxyphenylalanine; N-trans-Caffeoyl-3,4-dihydroxy-L-phenylalanine |
| IUPAC Name | (2S)-3-(3,4-dihydroxyphenyl)-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]propanoic acid |
| Molecular Weight | 359.33 |
| Molecular Formula | C18H17NO7 |
| Canonical SMILES | C1=CC(=C(C=C1CC(C(=O)O)NC(=O)C=CC2=CC(=C(C=C2)O)O)O)O |
| InChI | InChI=1S/C18H17NO7/c20-13-4-1-10(8-15(13)22)3-6-17(24)19-12(18(25)26)7-11-2-5-14(21)16(23)9-11/h1-6,8-9,12,20-23H,7H2,(H,19,24)(H,25,26)/b6-3+/t12-/m0/s1 |
| InChIKey | GPZFXSWMDFBRGS-UXONFWTHSA-N |
| Boiling Point | 777.0±60.0°C at 760 mmHg |
| Melting Point | 108-112°C |
| Purity | ≥98% |
| Density | 1.5±0.1 g/cm3 |
| Solubility | Soluble in Methanol (Slightly), Water (Slightly) |
| Appearance | Pale Yellow Solid |
| Application | It was identified in the antioxidant polyphenolic fraction of cocoa (Theobroma cacao L.). |
| Storage | Store at -20°C under inert atmosphere |
| Complexity | 524 |
| Exact Mass | 359.10050188 |
| In Vitro | Clovamide is able to protect neurons from injury in three in vitro models of neuronal death: oxidative stress, excitotoxicity and OGD/reoxygenation. In SH-SY5Y human neuroblastoma cells, Clovamide (10-100 µM) significantly protects cell death, with an EC50 value of 3.6 µM. Clovamide also significantly enhances PPARγ expression. Clovamide inhibits growth of three pathogens of cacao in the genus Phytophthora, is a substrate for cacao polyphenol oxidase, and is a contributor to enzymatic browning. Clovamide inhibiteds proteinase and pectinase in vitro. |
| PSA | 150.81000 |
| Target | Reactive Oxygen Species; Bacterial; Influenza Virus; Apoptosis |
| XLogP3-AA | 1.8 |
