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C9369

Sigma-Aldrich

CCT007093

≥98% (HPLC), powder, yellow

Synonym(s):

(2E,5E)-2,5-Bis(2-thienylmethylene)-cyclopentanone

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About This Item

Empirical Formula (Hill Notation):
C15H12OS2
CAS Number:
176957-55-4
Molecular Weight:
272.39
MDL number:
MFCD00121546
UNSPSC Code:
12352200
PubChem Substance ID:
329775204
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder, yellow

solubility

DMSO: >3 mg/mL

storage temp.

2-8°C

SMILES string

O=C1\C(CC\C1=C/c2cccs2)=C\c3cccs3

InChI

1S/C15H12OS2/c16-15-11(9-13-3-1-7-17-13)5-6-12(15)10-14-4-2-8-18-14/h1-4,7-10H,5-6H2/b11-9+,12-10+

InChI key

KPFZCKDPBMGECB-WGDLNXRISA-N

Application

CCT007093 has been used as a wild-type p53-induced phosphatase (Wip1) inhibitor to study its effect on skin keratinocytes, under ultra-violet (UV) stress conditions. It has also been used as a Wip1 inhibitor in time course inhibition assay to evaluate the effect of Wip1 inhibition on expression of AKT serine/threonine kinase 1(Akt1) and glycogen synthase kinase-3β (GSK-3β)and the phosphorylation of GSK-3β at serine 9 (Ser9) and Akt at Ser473.

Biochem/physiol Actions

CCT007093 inhibits the growth of cancer cell lines (MCF-7, KPL-1, and MCF-3B) that overexpress protein phosphatase, Mg2+/Mn2+ dependent 1D (PPM1D). It induces cancer cell death via the activation of p38 kinase activity.
CCT007093 is an effective protein phosphatase, Mg2+/Mn2+ dependent, 1D (PPM1D) inhibitor that selectively reduces viability of human tumour cell lines.

Features and Benefits

This compound is featured on the Phosphoprotein Phosphatases (Serine/Threonine) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Sheng Yin et al.
Oncotarget, 7(20), 29359-29370 (2016-04-29)
Inactivation of p53 greatly contributes to serous ovarian cancer, while the role of the wild-type p53 induced phosphatase 1 (Wip1) is quite unclear. In this study, by silencing or overexpression of Wip1, we found that Wip1 suppressed ovarian cancer cell
Joshua A Bauer et al.
Breast cancer research : BCR, 12(3), R41-R41 (2010-06-26)
Paclitaxel is a widely used drug in the treatment of patients with locally advanced and metastatic breast cancer. However, only a small portion of patients have a complete response to paclitaxel-based chemotherapy, and many patients are resistant. Strategies that increase
S Rayter et al.
Oncogene, 27(8), 1036-1044 (2007-08-19)
The PPM1D gene is aberrantly amplified in a range of common cancers and encodes a protein phosphatase that is a potential therapeutic target. However, the issue of whether inhibition of PPM1D in human tumour cells that overexpress this protein compromises
J-Y Song et al.
Cell death & disease, 4, e744-e744 (2013-08-03)
Wild-type p53-induced phosphatase 1 (Wip1) is a p53-inducible serine/threonine phosphatase that switches off DNA damage checkpoint responses by the dephosphorylation of certain proteins (i.e. p38 mitogen-activated protein kinase, p53, checkpoint kinase 1, checkpoint kinase 2, and uracil DNA glycosylase) involved

Articles

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