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About This Item
Empirical Formula (Hill Notation):
C20H12O2
CAS Number:
Molecular Weight:
284.31
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥95% (HPLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze, protect from light
Quality Level
assay
≥95% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
yellow
solubility
DMSO: 5 mg/mL (Use only fresh DMSO.), ethanol: 5 mg/mL
shipped in
ambient
storage temp.
2-8°C
SMILES string
O=C1C2=C(C3c4c(cccc4)C2c5c3cccc5)C(=O)C=C1
InChI
1S/C20H12O2/c21-15-9-10-16(22)20-18-12-6-2-1-5-11(12)17(19(15)20)13-7-3-4-8-14(13)18/h1-10,17-18H
InChI key
GCHPUOHXXCNSQL-UHFFFAOYSA-N
General description
A cell-permeable quinone compound that acts as a potent and selective inhibitor of Calcineurin-NFAT (Nuclear Factor of Activated T cells) signaling. Binds to calcineurin with high affinity (Kd = 800 nM), disrupts its interaction with NFAT and completely blocks its dephosphorylation, nuclear import of NFAT (~40 µM in C1.7W2 T cells), and induction of cytokine mRNAs. Unlike CsA (Cat. No. 239835) and FK506, INCA-6 does not affect calcineurin activity or its downstream signaling.
A cell-permeable, potent, and selective inhibitor of Calcineurin-NFAT (Nuclear Factor of Activated T cells) signaling. Binds to calcineurin with high affinity (Kd = 800 nM), disrupts its interaction with NFAT, and completely blocks calcineurin-dependent NFAT dephosphorylation, nuclear import (~40 µM in C1.7W2 T cells), and induction of NFAT-targeted cytokine mRNAs. Unlike CsA (Cat. No. 239835) and FK506, INCA-6 does not affect calcineurin activity or its downstream signaling.
Biochem/physiol Actions
Cell permeable: yes
Kd = 800 nM for calcineurin-NFAT
Primary Target
Calcineurin-NFAT
Calcineurin-NFAT
Product does not compete with ATP.
Reversible: no
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Other Notes
Roehrl, M.H.A., et al. 2004. Biochemistry43, 16067.
Roehrl, M.H.A., et al. 2004. Proc. Natl. Acad. Sci. USA101, 7554.
Roehrl, M.H.A., et al. 2004. Proc. Natl. Acad. Sci. USA101, 7554.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Carcinogenic / Teratogenic (D)
Storage Class
11 - Combustible Solids
wgk
WGK 1
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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