(E)-3-(3H-咪唑-4-基)丙-2-烯酸
| 中文名称 | (E)-3-(3H-咪唑-4-基)丙-2-烯酸 |
|---|---|
| 中文同义词 | (E)-3-(3H-咪唑-4-基)丙-2-烯酸;顺 - 尿刊酸;顺式-尿刊酸;顺-咪唑丙烯酸;化合物 T10824;顺式-尿烷酸;顺式尿酸 |
| 英文名称 | (E)-3-(3H-imidazol-4-yl)prop-2-enoic acid |
| 英文同义词 | (E)-3-(3H-imidazol-4-yl)prop-2-enoic acid;cis-Urocanic acid;cis-3-(1H-imidazol-4-yl)-2-propenoic acid, cis-UCA;(2Z)-3-(1H-Imidazole-4-yl)acrylic acid;(Z)-3-(1H-Imidazol-4-yl)propenoic acid;(Z)-3-(1H-Imidazole-4-yl)acrylic acid;(Z)-Urocanic acid;(αZ)-1H-Imidazole-4-acrylic acid |
| CAS号 | 7699-35-6 |
| 分子式 | C6H6N2O2 |
| 分子量 | 138.12 |
| EINECS号 | |
| 相关类别 | Isolabel |
| Mol文件 | 7699-35-6.mol |
| 结构式 |  |
(E)-3-(3H-咪唑-4-基)丙-2-烯酸 性质
| 熔点 | 175-176 °C |
|---|---|
| 沸点 | 456.9±20.0 °C(Predicted) |
| 密度 | 1.430±0.06 g/cm3(Predicted) |
| 储存条件 | -20°C |
| 溶解度 | H2O：>10mg/mL |
| 形态 | 固体（蓬松的） |
| 酸度系数(pKa) | 2.82±0.28(Predicted) |
| 颜色 | 白色 |
| 水溶解性 | Soluble in water |
| 敏感性 | Light Sensitive |
| InChI | 1S/C6H6N2O2/c9-6(10)2-1-5-3-7-4-8-5/h1-4H,(H,7,8)(H,9,10)/b2-1- |
| InChIKey | LOIYMIARKYCTBW-UPHRSURJSA-N |
| SMILES | OC(=O)\C=C/c1c[nH]cn1 |
cis-Urocanic acid 是一种 5-HT2A 受体激动剂。cis-Urocanic acid 以较高亲和力与 5-HT 受体结合，Kd 为 4.6 nM。cis-Urocanic acid 是一种免疫调节剂，通过与 5-HT2A 受体结合而诱导免疫抑制。
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5-HT 2A Receptor
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Treatment with 100 μg/mL cis-Urocanic acid (cis-UCA) completely suppresses IL-6 and IL-8 secretion, decreases caspase-3 activity, and improves cell viability against UV-B irradiation. No significant effects on IL-6 or IL-8 secretion, caspase-3 activity, or viability of the non-irradiated cells are observed with 100 μg/mL cis-Urocanic acid in both cell types. The 5000 μg/mL concentration is toxic.
Cell Viability Assay
| Cell Line: | Human corneal epithelial cells (HCE-2) and human conjunctival epithelial cells (HCECs) |
| Concentration: | 10, 100, 1,000, and 5,000 μg/mL |
| Incubation Time: | 24, 48, or 72 hours |
| Result: | Treatment with 100 μg/mL completely suppressed IL-6 and IL-8 secretion, decreased caspase-3 activity, and improved cell viability against UV-B irradiation. No significant effects on IL-6 or IL-8 secretion, caspase-3 activity, or viability of the non-irradiated cells were observed with 100 μg/mL in both cell types. |
安全信息
| 安全说明 | 22-24/25 |
|---|---|
| WGK Germany | 3 |
| 存储类别 | 11 - 可燃固体 |
| 更新日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
|---|---|---|---|---|---|
| 2026/09/15 | HY-113008A | (E)-3-(3H-咪唑-4-基)丙-2-烯酸 cis-Urocanic acid | 7699-35-6 | 1 mg | 2133元 |
| 2026/09/15 | HY-113008AS | (E)-3-(3H-咪唑-4-基)丙-2-烯酸 cis-Urocanic acid-13C3 | 100 μg | 2400元 |