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5.00496

Sigma-Aldrich

C59

≥99% (HPLC), powder, Porcn inhibitor, Calbiochem®

Synonym(s):

Porcn Inhibitor II, C59, NAN, Wnt-C59, Wnt Pathway Inhibitor XVI, 2-(4-(2-Methylpyridin-4-yl)phenyl)-N-(4-(pyridin-3-yl)phenyl)acetamide

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About This Item

Empirical Formula (Hill Notation):
C25H21N3O
CAS Number:
1243243-89-1
Molecular Weight:
379.45
MDL number:
MFCD22201167
UNSPSC Code:
12352200
NACRES:
NA.77

Product Name

Porcn Inhibitor II, C59,

Assay

≥99% (HPLC)

Quality Level

100

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

DMSO: 100 mg/mL

storage temp.

2-8°C

SMILES string

N(c3ccc(cc3)c4cnccc4)C(=O)Cc1ccc(cc1)c2cc(ncc2)C

InChI

1S/C25H21N3O/c1-18-15-22(12-14-27-18)20-6-4-19(5-7-20)16-25(29)28-24-10-8-21(9-11-24)23-3-2-13-26-17-23/h2-15,17H,16H2,1H3,(H,28,29)

InChI key

KHZOJCQBHJUJFY-UHFFFAOYSA-N

General description

A cell-permeable pyridinylphenyl-acetamide that is much more potent than IWP-2 (Cat. No. 681671) in inhibiting MBOAT (membrane-bound O-acyltranferase) family member Porcn- (Porcupine) mediated Wnt palmitoylation (IC50 = 74 pM in STF reporter assays using Wnt3a-transfected HEK293 cells). Shown to be effective against Porcn of murine (mPorcn-A, B, C, D) and human (hPorcn-B), but not xenopus (xPorcn-A), species and potently inhibit the processing of both canonical (1, 2, 3a, 6, 7b, 8a, 9a, 9b, 10) and non-canonical (4, 5a, 11, 16) Wnt subtypes. C59 is demonstrated to be orally active and effectively suppress MMTV-WNT1 tumor expansion in mice (5 mg/kg & 10 mg/kg p.o.) in vivo.

Application

Porcn Inhibitor II, C59 has been used as a Wnt inhibitor in the differentiation protocol of hiPSCs to cardiomyocytes.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Porcupine (Porcn)-mediated Wnt palmitoylation
Reversible: yes

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Global Trade Item Number

SKUGTIN
5.00496.000104055977245615

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