HuagongsheHuagongshe Chemistry Print Report · For research reference only
15-Oxoicosa-11,13-dienoic acid
15-OXOEDE · 15-OXO-11Z,13E-EICOSADIENOIC ACID · 15-KEDE · QZCMHXPXGACWLJ-QWAPPMFBSA-N · (11Z,13E)-15-oxoicosa-11,13-dienoic acid · 11,13-Eicosadienoic acid, 15-oxo-, (11Z,13E)-
Identifiers & Physical Properties
| CAS No. | 105835-44-7 |
|---|---|
| Molecular formula | C20H34O3 |
| Average molar mass | 322.5 g/mol |
| Monoisotopic mass | 322.25079494 g/mol |
| SMILES | CCCCCC(=O)C=CC=CCCCCCCCCCC(=O)O |
| InChIKey | QZCMHXPXGACWLJ-UHFFFAOYSA-N |
| PubChem CID | 53394271 |
| DTXSID | DTXSID10694010 |
Chemical & Physical Properties
| XLogP | 6.3 |
|---|---|
| Topological polar surface area | 54.4 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 3 |
| Rotatable bonds | 16 |
| Heavy atoms | 23 |
| Formal charge | 0 |
| Complexity | 356 |
| Boiling point | 477.8±18.0 °C(Predicted) |
| Density | 0.955±0.06 g/cm3(Predicted) |
| Storage conditions | Store at -20°C |
| Solubility | DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS pH 7.2: 1 mg/ml |
| pKa (acidity coefficient) | 4.78±0.10(Predicted) |
| GHS pictogram | GHS02 |
| Signal word | Danger |
Safety & Regulations
| Signal word | Danger |
|---|---|
| GHS pictogram | GHS02 |
Applications & Uses
Description
15-OxoEDE is produced by the oxidation of 15-HEDE. 15-OxoEDE inhibits 5-LO from RBL-1 cells with an IC50 of 55 μM, which is about 2-fold lower than 15(S)-HEDE. A related oxo-eicosanoid, 5-oxoETE, is biosynthesized from 5(S)-HETE by a specific dehydrogenase and has potent inflammatory activity.
Uses
15-OxoEDE is an ester product.