ChemicalBook > CAS DataBase List > 9,10-DIHYDRO-9,10[1',2']-BENZENOANTHRACENE-1,4-DIONE

9,10-DIHYDRO-9,10[1',2']-BENZENOANTHRACENE-1,4-DIONE

Product Name
9,10-DIHYDRO-9,10[1',2']-BENZENOANTHRACENE-1,4-DIONE
CAS No.
3519-82-2
Chemical Name
9,10-DIHYDRO-9,10[1',2']-BENZENOANTHRACENE-1,4-DIONE
Synonyms
INCA-6;Nsc25996;INCA-6, 10 mM in DMSO;NFAT Activation Inhibitor III;INCA-6 (Triptycene-1,4-quinone);INCA-6 NFAT Activation Inhibitor III;INCA-6, calcineurin-NFAT interaction inhibitor;9,10-[1,2]benzenoanthracene-13,16(9H,10H)-dione;9,10-[1,2]Benzeno-9,10-dihydro-1,4-anthraquinone;9,10-Dihydro-9,10-[1,2]benzeno-1,4-anthraquinone
CBNumber
CB9839254
Molecular Formula
C20H12O2
Formula Weight
284.31
MOL File
3519-82-2.mol
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9,10-DIHYDRO-9,10[1',2']-BENZENOANTHRACENE-1,4-DIONE Property

storage temp. 
Store at RT
solubility 
Soluble in DMSO
form 
Yellow solid
color 
Light yellow to yellow
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
480403
Product name
NFAT Activation Inhibitor III - CAS 3519-82-2 - Calbiochem
Packaging
5mg
Price
$163
Updated
2025/07/31
Cayman Chemical
Product number
21812
Product name
NFAT Activation Inhibitor III
Purity
≥98%
Packaging
5mg
Price
$62
Updated
2024/03/01
Cayman Chemical
Product number
21812
Product name
NFAT Activation Inhibitor III
Purity
≥98%
Packaging
10mg
Price
$115
Updated
2024/03/01
Cayman Chemical
Product number
21812
Product name
NFAT Activation Inhibitor III
Purity
≥98%
Packaging
25mg
Price
$270
Updated
2024/03/01
Cayman Chemical
Product number
21812
Product name
NFAT Activation Inhibitor III
Purity
≥98%
Packaging
50mg
Price
$477
Updated
2024/03/01
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9,10-DIHYDRO-9,10[1',2']-BENZENOANTHRACENE-1,4-DIONE Chemical Properties,Usage,Production

Description

NFAT activation inhibitor III is a cell-permeant inhibitor of signaling through nuclear factor of activated T cells (NFAT). It binds the substrate recognition site of the phosphatase calcineurin (Kd = 0.8 μM), preventing it from binding and dephosphorylating NFAT. NFAT activation inhibitor III blocks the nuclear import of NFAT in T cells stimulated with ionomycin . It prevents the induced expression of cytokine mRNAs in T cells stimulated with phorbol ester and ionomycin.

Uses

INCA 6 inhibits nuclear factor of activated T cells (NFAT) dephosphorylation and nuclear import, which in turn, interferes with downstream targets of NFAT including induction of cytokine mRNAs.

Definition

ChEBI: LSM-2729 is an anthraquinone.

General Description

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.

Biological Activity

Inhibitor of interaction between calcineurin and its substrate nuclear factor of activated T cells (NFAT); blocks at the substrate recognition site but not at the catalytic site (K d = 0.8 mM). Inhibits NFAT dephosphorylation and nuclear import. Also prevents induction of cytokine mRNAs that are downstream targets of NFAT.

Biochem/physiol Actions

Cell permeable: yes

storage

Store at -20°C

9,10-DIHYDRO-9,10[1',2']-BENZENOANTHRACENE-1,4-DIONE Preparation Products And Raw materials

Raw materials

Preparation Products

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3519-82-2, 9,10-DIHYDRO-9,10[1',2']-BENZENOANTHRACENE-1,4-DIONERelated Search:

9,10-DIHYDRO-9,10[1',2']-BENZENOANTHRACENE-1,4-DIONE RARECHEM AQ BC 8A49 2,3-dimethyl-2,5-cyclohexadiene-1,4 dione 4,4-DIPHENYL-2-BUTANONE p-Toluquinone

  • 1,4,9,10-Tetrahydro-9,10-[1,2]benzenoanthracene-1,4-dione
  • 9,10-[1,2]Benzeno-1,4,9,10-tetrahydroanthracene-1,4-dione
  • 9,10-[1,2]Benzeno-9,10-dihydro-1,4-anthraquinone
  • 9,10-[1,2]Benzeno-9,10-dihydroanthracene-1,4-dione
  • 9,10-Dihydro-9,10-[1,2]benzeno-1,4-anthraquinone
  • Nsc25996
  • NFAT Activation Inhibitor III
  • INCA-6 NFAT Activation Inhibitor III
  • 9,10-[1,2]benzenoanthracene-13,16(9H,10H)-dione
  • INCA-6
  • 9,10-DIHYDRO-9,10[1',2']-BENZENOANTHRACENE-1,4-DIONE
  • 9,10[1',2']-Benzenoanthracene-1,4-dione, 9,10-dihydro-
  • factors,inhibit,INCA-6,NFAT,microvascular,INCA 6,transcription,endothelial,Inhibitor,retinopathy,oxygen-induced,INCA6,retinal,neovascularization
  • INCA-6, calcineurin-NFAT interaction inhibitor
  • INCA-6, 10 mM in DMSO
  • INCA-6 (Triptycene-1,4-quinone)
  • Pentacyclo[6.6.6.02,7.09,14.015,20]icosa-2(7),4,9,11,13,15,17,19-octaene-3,6-dione
  • 3519-82-2
  • C20H12O2
  • Protein Phosphatase