(3,4,5-Trihydroxy-6-oxo-6h-benzo[7]annulene-1,8-diyl)bis[(2r,3r)-5,7-dihydroxy-3,4-dihydro-2h-chromene-2,3-diyl] bis(3,4,5-trihydroxybenzoate)
TFDG · Theaflavin 3,3'-digallate · Theaflavin 3,3'-di-O-gallate · theaflavin 3 · Theaflawin3. · 8-Gingerol Hplc · 8-GINGEROL, HPLC 98% · Theaflavin 3,3’Theaflavin 3.3-diaallate
![Molekülstruktur von (3,4,5-Trihydroxy-6-oxo-6h-benzo[7]annulene-1,8-diyl)bis[(2r,3r)-5,7-dihydroxy-3,4-dihydro-2h-chromene-2,3-diyl] bis(3,4,5-trihydroxybenzoate)](/img/chemical/467320.png)
Identifikatoren & physikalische Daten
| CAS No. | 30462-35-2 |
|---|---|
| Summenformel | C43H32O20 |
| Durchschnittliche Molmasse | 868,7 g/mol |
| Monoisotopische Masse | 868,14869342 g/mol |
| SMILES | O=C(O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c1cc(=O)c(O)c2c(O)c(O)cc([C@H]3Oc4cc(O)cc(O)c4C[C@H]3OC(=O)c3cc(O)c(O)c(O)c3)c2c1)c1cc(O)c(O)c(O)c1 |
| InChIKey | ZEASWHWETFMWCV-ISBUVJFSSA-N |
| PubChem CID | 467320 |
| ChEMBL | CHEMBL434864 |
| DTXSID | DTXSID20332815 |
Chemische & physikalische Eigenschaften
| XLogP | 3 |
|---|---|
| Polarare Oberfläche (TPSA) | 351 |
| H-Brücken-Donoren | 13 |
| H-Brücken-Akzeptoren | 20 |
| Frei drehbare Bindungen | 8 |
| Schwere Atome | 63 |
| Formalladung | 0 |
| Komplexität | 1.950 |
| Collision Cross Section | 268.4 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards] |
| Schmelzpunkt | 226~230℃ |
| Siedepunkt | 1352.6±65.0 °C(Predicted) |
| Dichte | 1.97±0.1 g/cm3(Predicted) |
| Lagerbedingungen | Store at -20°C, sealed storage, away from moisture and light |
| Löslichkeit | DMSO : 41.67 mg/mL (47.97 mMNeed ultrasonic) |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | 6.55±0.20(Predicted) |
| Farbe | Red-purple |
| InChIKey | ZEASWHWETFMWCV-ISBUVJFSSA-N |
| SMILES | O=C1C(C(O)=C(O)C=C2[C@@H]3[C@H](OC(C4=CC(O)=C(O)C(O)=C4)=O)CC(C(O)=CC(O)=C5)=C5O3)=C2C=C([C@H]6OC(C=C(O)C=C7O)=C7C[C@H]6OC(C8=CC(O)=C(O)C(O)=C8)=O)C=C1O |
| CAS Datenbank | 30462-35-2 |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 3 |
|---|---|
| Zollcode | 29329990 |
Anwendungen & Verwendung
Beschreibung
Theaflavin-3,3''-digallate (TFDG) is a major polyphenol found in black tea with diverse biological activities. It has antioxidant activity, inhibiting the formation of superoxide radicals, singlet oxygen, hydrogen peroxide, and hydroxyl radicals in vitro (IC50s = 26.7, 0.83, 0.39, and 25.07 μmol/L, respectively). It also reduces hydroxyl radical-induced damage to plasmid DNA. TFDG (12.5-50 μM) prevents LPS-induced release of TNF-α, IL-1β, and IL-6, expression of JNK and p38, and nuclear translocation of NF-κB in RAW 264.7 cells. In vivo, TFDG reduces serum levels of TNF-α, IL-1β, and IL-6 and decreases pulmonary edema, pulmonary congestion, and thickening of the alveolar wall in a mouse model of LPS-induced acute lung injury. It also inhibits osteoclast formation, polarization, and osteoclastic bone resorption in vitro and reduces titanium particle-induced bone erosion and the number of mature osteoclasts in mice in a dose-dependent manner.
Verwenden
Theaflavin 3,3''-Digallate has been found to be an inhibitor against human pancreatic α-Amylase.