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SML0347

Sigma-Aldrich

MJC13

≥98% (HPLC)

Synonym(s):

N-(2,3-dichlorophenyl)-cyclohexanecarboxamide

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About This Item

Empirical Formula (Hill Notation):
C13H15Cl2NO
CAS Number:
200709-97-3
Molecular Weight:
272.17
MDL number:
MFCD00096099
UNSPSC Code:
51111800
PubChem Substance ID:
329825351
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: ≥10 mg/mL

storage temp.

2-8°C

SMILES string

Clc1cccc(NC(=O)C2CCCCC2)c1Cl

InChI

1S/C13H15Cl2NO/c14-10-7-4-8-11(12(10)15)16-13(17)9-5-2-1-3-6-9/h4,7-9H,1-3,5-6H2,(H,16,17)

InChI key

ZYPWKRVXNGLEMU-UHFFFAOYSA-N

Biochem/physiol Actions

MJC13 inhibits the positive regulation of androgen receptor (AR) signaling by the cochaperone protein FKBP52. The molecule inhibits hormone-induced dissociation of the FKBP52, nuclear translocation of AR and AR dependent gene expression. MJC13 inhibits proliferation of the androgen-dependent prostate cancer cell lines LNCaP and LAPC4.

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Ji Ho Suh et al.
PloS one, 10(9), e0137103-e0137103 (2015-09-04)
The androgen receptor (AR) surface-directed antagonist MJC13 inhibits AR function and proliferation of prostate cancer (PC) cells. These effects are related to arrest of an AR/chaperone complex in the cytoplasm. Here, we compared MJC13 and classic AR antagonists such as
Keisuke Maeda et al.
Molecular oncology (2021-06-01)
The growth of prostate cancer is dependent on the androgen receptor (AR), which serves as a ligand-specific transcription factor. Although two immunophilins, FKBP51 and FKBP52, are known to regulate AR activity, the precise mechanism remains unclear. We found that depletion
Su Liang et al.
American journal of modern chromatography, 1(1), 1-11 (2015-01-17)
MJC13 is a novel molecule that has potential use for the treatment of hormone refractory prostate cancer (HRPC). The purpose of this work was to develop a liquid chromatography-tandem mass spectrometry (LC-MS/MS) method for quantification of MJC13. Itraconazole was used
Ayesha A Shafi et al.
Steroids, 78(6), 548-554 (2013-02-06)
Androgen ablation therapy is the most common treatment for advanced prostate cancer (PCa), but most patients will develop castration-resistant prostate cancer (CRPC), which has no cure. CRPC is androgen-depletion resistant but androgen receptor (AR) dependent. AR is a nuclear receptor
Cheryl Storer Samaniego et al.
PloS one, 10(7), e0134015-e0134015 (2015-07-25)
FKBP52 and β-catenin have emerged in recent years as attractive targets for prostate cancer treatment. β-catenin interacts directly with the androgen receptor (AR) and has been characterized as a co-activator of AR-mediated transcription. FKBP52 is a positive regulator of AR
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