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Merck
모든 사진(1)

주요 문서

O9890

Sigma-Aldrich

5Z-7-Oxozeaenol

≥98% (HPLC), powder, TAK1 inhibitor

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C19H22O7
CAS Number:
Molecular Weight:
362.37
MDL number:
UNSPSC 코드:
12352200
PubChem Substance ID:
NACRES:
NA.77

제품명

5Z-7-Oxozeaenol, ≥98% (HPLC)

Quality Level

분석

≥98% (HPLC)

양식

powder

색상

white to off-white

solubility

DMSO: >10 mg/mL

저장 온도

2-8°C

SMILES string

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

애플리케이션

5Z-7-Oxozeaenol has been used:
  • as transforming growth factor β-activated kinase 1 (TAK1) inhibitor to treat human colon cancer cells
  • as TAK1-specific inhibitor to provide intraperitoneal injection to mice for aortic banding
  • as TAK1 inhibitor to treat cells for luciferase reporter assay
  • to test growth and differentiation factor 2 (GDF2)-mediated anoikis

생화학적/생리학적 작용

5Z-7-oxozeaenol is a potent ATP-competitive irreversible inhibitor of ERK2 (IC50 = 80 nM), TAK1 (MEKK7), MKK7, and MEK1, which all contain a common cysteine residue in the ATP-binding site. 5Z-7-oxozeaenol has no activity against other MAP kinases. 5Z-7-oxozeaenol is also anti-inflammatory.
The anti-inflammatory effects of 5Z-7-oxozeaenol may affect cardiac hypertrophy.

특징 및 장점

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the MAPKKKs and MAPKs pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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문서 라이브러리 방문

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)
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
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
Epigenetic regulation of GDF2 suppresses anoikis in ovarian and breast epithelia
Varadaraj A, et al.
Neoplasia, 17(11), 826-838 (2015)

문서

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

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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