(5Z)-7-OXOZEAENOL
| 中文名称 | (5Z)-7-OXOZEAENOL |
|---|---|
| 中文同义词 | 化合物5Z-7-OXOZEAENOL;(5Z)-7-氧杂烯醇;5Z-7-OXOZE&ÆLIG;NOL;FR148083|||L783279|||LL-Z 1640-2 |
| 英文名称 | LL Z1640-2 |
| 英文同义词 | f 152 A1;(2E,5S,6S,8Z,11S)-5,6,15-trihydroxy-17-methoxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),2,8,15,17-pentaene-7,13-dione;C 292;FR148083;L 783279;TAK1 inhibitor 5ZO);1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 3,4,9,10-tetrahydro-8,9,16-trihydroxy-14-methoxy-3-methyl-, (3S,5Z,8S,9S,11E)-;5Z-7-Oxozeaenol >=98% (HPLC) |
| CAS号 | 253863-19-3 |
| 分子式 | C19H22O7 |
| 分子量 | 362.37 |
| EINECS号 | |
| 相关类别 | 微生物代谢物;对照品;制剂-抑制剂 |
| Mol文件 | 253863-19-3.mol |
| 结构式 |  |
(5Z)-7-OXOZEAENOL 性质
| 熔点 | 171-173 °C(Solv: dichloromethane (75-09-2); hexane (110-54-3)) |
|---|---|
| 沸点 | 666.8±55.0 °C(Predicted) |
| 密度 | 1.270±0.06 g/cm3(Predicted) |
| 储存条件 | 2-8°C |
| 溶解度 | 二甲基亚砜：>10mg/mL |
| 形态 | 粉末 |
| 酸度系数(pKa) | 7.32±0.70(Predicted) |
| 颜色 | 白色至类白色 |
| InChI | 1S/C19H22O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h3-4,6-7,9-11,15,18,21-23H,5,8H2,1-2H3/b6-4+,7-3-/t11-,15-,18+/m0/s1 |
| InChIKey | NEQZWEXWOFPKOT-BYRRXHGESA-N |
| SMILES | COc1cc(O)c2C(=O)O[C@@H](C)CC=CC(=O)[C@@H](O)[C@@H](O)C\C=C\c2c1 |
|
TAK1 8.1 nM (IC 50 ) |
VEGFR-2 52 nM (IC 50 ) |
VEGFR-3 110 nM (IC 50 ) |
FLT3 170 nM (IC 50 ) |
PDGFR-β 340 nM (IC 50 ) |
B-RAF VE 6300 nM (IC 50 ) |
SRC 6600 nM (IC 50 ) |
MEK1 411 nM (IC 50 ) |
5Z-7-Oxozeaenol is a potent irreversible and selective inhibitor of transforming growth factor (TGF)-β-activated kinase 1 (TAK1, IC 50 , 8.1 nM), less active on MEK1 (IC 50 , 411 nM). 5Z-7-Oxozeaenol prevents inflammation by inhibiting the catalytic activity of TAK1 MAPK kinase kinase. 5Z-7-Oxozeaenol is also an inhibitor of VEGF-R2, with an IC 50 of 52 nM. 5Z-7-Oxozeaenol has inhibitory activity against VEGF-R3, FLT3, PDGFR-β, B-RAF VE and SRC, with IC 50 s of 110, 170, 340, 6300 and 6600 nM, respectively. 5Z-7-Oxozeaenol inhibits JNK/p38 paythway, but it is not a direct inhibitor and is signal specific. 5Z-7-Oxozeaenol suppresses the PMA-induced AP-1 activity almost to the basal level in the KT cells, but has no effects on IL-1-induced NF-kB activity in the KK cells.