(5Z,8Z,11Z,14Z)-16-Hydroxy-5,8,11,14-eicosatetraenoic acid
16-HETE · (±)16-HETE · JEKNPVYFNMZRJG-UFINWASNSA-N · (±)16-HETE, CAS 128914-46-5 · 16-hydroxy-5(Z),8(Z),11(Z),14(Z)-ETA · 16-hydroxy-5(Z),8(Z),11(Z),14(Z)-eicosatetraenoic acid · 5,8,11,14-Eicosatetraenoic acid, 16-hydroxy-, (5Z,8Z,11Z,14Z)-
識別子と物理属性
| CAS No. | 128914-46-5 |
|---|---|
| 分子式 | C20H32O3 |
| 平均分子量 | 320.5 g/mol |
| 単同位体質量 | 320.23514488 g/mol |
| SMILES | CCCCC(O)/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O |
| InChIKey | JEKNPVYFNMZRJG-UFINWASNSA-N |
| PubChem CID | 6442739 |
| ChEBI | CHEBI:63994 |
| DTXSID | DTXSID501192263 |
化学・物理的性質
| XLogP | 4.8 |
|---|---|
| 極性表面積 | 57.5 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 14 |
| 重原子数 | 23 |
| 形式電荷 | 0 |
| 複雑度 | 392 |
| 脂質 | Fatty Acyls [FA] -> Eicosanoids [FA03] -> Hydroxy/hydroperoxyeicosatetraenoic acids [FA0306] |
| Collision Cross Section | 183.4 Ų [M-H]- [CCS Type: DTBuffer gas: N2Ionization: ESI-Calculation: Single FieldDataset: Oxylipins] |
| 沸点 | 477.276±45.00 °C(Press: 760.00 Torr)(predicted) |
| 密度 | 0.984±0.06 g/cm3(Temp: 25 °CPress: 760 Torr)(predicted) |
| 貯蔵条件 | Store at -20°C |
| 溶解度 | 0.1 M Na2CO3: 2 mg/mlDMF: MiscibleDMSO: MiscibleEthanol: MisciblePBS (pH 7.2): 0.8 mg/ml |
| pKa（酸解離定数） | 4.752±0.10(predicted) |
用途
説明
Electrolyte and fluid transport in the kidney are regulated in part by arachidonic acid and its metabolites. (±)16-HETE is the racemic version of a minor CYP450 metabolite of arachidonic acid released by the kidney upon angiotensin II stimulation. The biological activity of 16-HETE is stereospecific. 16(R)-HETE dose-dependently stimulates vasodilation of the rabbit kidney, however 16(S)-HETE does not affect perfusion pressure. At a concentration of 2 μM the (S)-enantiomer of 16-HETE inhibits proximal tubule ATPase activity by as much as 60%, whereas the (R)-isomer has negligible effects on ATPase activity.