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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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关于此项目

经验公式(希尔记法):
C19H22O7
化学文摘社编号:
分子量:
362.37
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77
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产品名称

5Z-7-Oxozeaenol, ≥98% (HPLC)

质量水平

方案

≥98% (HPLC)

表单

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

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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
Epigenetic regulation of GDF2 suppresses anoikis in ovarian and breast epithelia
Varadaraj A, et al.
Neoplasia, 17(11), 826-838 (2015)
Dual-specificity phosphatase 14 protects the heart from aortic banding-induced cardiac hypertrophy and dysfunction through inactivation of TAK1-P38MAPK/-JNK1/2 signaling pathway
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Basic Research in Cardiology, 111(2), 19-19 (2016)

商品

The extracellular signal regulated kinase (ERK1 and ERK2) pathways are activated by mitogens and play an important role in controlling cell growth and differentiation.

丝裂原活化蛋白激酶(MAPK)家族由应激激活(SAPK)和丝裂原活化(MAPK)的蛋白激酶组成。了解它们介导细胞多种刺激反应的信号转导级联网络。

The mitogen-activated protein kinase (MAPK) family consists of stress-activated (SAPK) and MAPKs. Learn about their network of signal transduction cascades that mediate cellular responses to a diverse range of stimuli.

Discover Bioactive Small Molecules for Kinase Phosphatase Biology

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