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O9890

5Z-7-Oxozeaenol

Name: 5Z-7-Oxozeaenol
Brand: SIGMA

≥98% (HPLC), powder, TAK1 inhibitor

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₉H₂₂O₇

CAS Number:

253863-19-3

Molecular Weight:

362.37

UNSPSC Code:

12352200

PubChem Substance ID:

329818946

NACRES:

NA.77

MDL number:

MFCD12912700

Assay:

≥98% (HPLC)

Form:

powder

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Properties

Product Name

5Z-7-Oxozeaenol, ≥98% (HPLC)

Quality Segment

100

assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: >10 mg/mL

storage temp.

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

Description

Application

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

Biochem/physiol Actions

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.

Features and Benefits

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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