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Merck
CN

O9890

Sigma-Aldrich

5Z-7-Oxozeaenol

≥98% (HPLC), powder, TAK1 inhibitor

别名:

C 292, F 152, FR148083, L 783279, LL-Z1640-2

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About This Item

经验公式(希尔记法):
C19H22O7
分子量:
362.37
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

product name

5Z-7-Oxozeaenol, ≥98% (HPLC)

质量水平

检测方案

≥98% (HPLC)

形式

powder

颜色

white to off-white

溶解性

DMSO: >10 mg/mL

储存温度

2-8°C

SMILES字符串

COc1cc(O)c2C(=O)O[C@@H](C)CC=CC(=O)[C@@H](O)[C@@H](O)C\C=C\c2c1

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

InChI key

NEQZWEXWOFPKOT-BYRRXHGESA-N

应用

5Z-7-Oxozeaenol用于:
  • 用作转化生长因子β激活激酶1(TAK1) 抑制剂,作用于人类结肠癌细胞
  • 用作TAK1特异性抑制剂对小鼠腹腔注射,能造成主动脉缩窄
  • 用作TAK1抑制剂处理细胞,用于荧光酶素报告基因检测
  • 测试生长分化因子(GDF2)介导的失巢凋亡

生化/生理作用

5Z-7-oxozeaenol 是ERK2(IC50 = 80 nM)、TAK1(MEKK7)、MKK7 和 MEK1 的有效 ATP竞争性不可逆抑制剂,它们在 ATP 结合位点都含有共同的半胱氨酸残基。5Z-7-oxozeaenol 对其他 MAP 激酶没有活性。5Z-7-oxozeaenol 也具有抗炎作用。
5Z-7-oxozeaenol的抗炎作用可能会影响心脏肥大。

特点和优势

该化合物在受体分类和信号转导手册的 MAPKKKsMAPKs 页面上有重点介绍。如需浏览其他手册页面,请点击此处
该化合物是激酶磷酸酶生物学研究的特色产品。点击此处 ,查看更多激酶磷酸酶生物学精选产品。了解更多有关用于其他研究领域的生物活性小分子的信息,请访问 sigma.com/discover-bsm

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


分析证书(COA)

输入产品批号来搜索 分析证书(COA) 。批号可以在产品标签上"批“ (Lot或Batch)字后找到。

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Li Bo et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 84, 917-924 (2016-10-21)
Resistance to taxol represents a major obstacle for long-term remission in ovarian cancer. Transforming Growth Factor-β-Activated Kinase 1 (TAK1) is a critical component in immune response pathway. However, the role of TAK1 in the development of chemoresistance in ovarian cancer
Cytosolic Internalization of Anti-DNA Antibodies by Human Monocytes Induces Production of Pro-Inflammatory Cytokines Independently of the Tripartite Motif-Containing 21 (TRIM21)-Mediated Pathway
Park H, et al.
Frontiers in Immunology, 9 (2018)
Te-Chia Wu et al.
Cancer research, 78(18), 5243-5258 (2018-07-18)
Inflammation affects tumor immune surveillance and resistance to therapy. Here, we show that production of IL1β in primary breast cancer tumors is linked with advanced disease and originates from tumor-infiltrating CD11c+ myeloid cells. IL1β production is triggered by cancer cell
Disruption of thioredoxin metabolism enhances the toxicity of transforming growth factor beta-activated kinase 1 (TAK1) inhibition in KRAS-mutated colon cancer cells
Hrabe JE, et al.
Redox Biology, 5, 319-327 (2015)
Gang Wang et al.
Journal of cellular and molecular medicine, 25(14), 6584-6601 (2021-06-03)
Gastric cancer (GC) is the most frequent digestive system malignant tumour and the second most common cause of cancer death globally. Cancer stem cell (CSC) is a small percentage of cancer cells in solid tumours that have differentiation, self-renewal and

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