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Merck

410960

Ischemin

A cell-permeable azobenzene compound that reversibly targets CBP-BRD acetyl-lysine binding pocket with moderate selectivity over BAZ1B, PCAF, BRD4-1 and BAZ2B.

Synonym(s):

Ischemin, (E)-5-(2-Amino-4-hydroxy-5-methyl-phenylazo)-2,4-dimethyl-benzenesulfonic acid, MS120, BRD4 Inhibitor II

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About This Item

Empirical Formula (Hill Notation):
C15H17N3O4S
CAS Number:
1357059-00-7
Molecular Weight:
335.38
UNSPSC Code:
12352200
NACRES:
NA.51
MDL number:
MFCD28044303

Key Documents

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InChI key

UUECJWRVDTUDCB-ISLYRVAYSA-N

SMILES string

CC1=C(/N=N/C2=C(N)C=C(O)C(C)=C2)C=C(C(C)=C1)S(=O)(O)=O

assay

≥99% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

orange-red

solubility

DMSO: 50 mg/mL, orange

shipped in

ambient

Quality Level

100

Related Categories

General description

A cell-permeable azobenzene compound that reversibly targets CREB-binding protein bromodomain (CBP-BRD) acetyl-lysine binding pocket (Kd = 19 µM) with moderate selectivity over BAZ1B, PCAF, BRD4-1 and BAZ2B (Kd = 37, 41, 70 and >100 µM, respectively) and disrupts CBP interaction with the binding partners. Blocks CBP-p53 interaction and alters the post-translational modification states on p53 and histones. Shown to inhibit the transcription functions of p53 on DNA damage (IC50 = 5 µM for p53-induced p21 activation in Luc-U2OS cells) and suppress cardiac myocyte apoptosis during ischemia conditions.

Packaging

Packaged under inert gas

Other Notes

Borah, J.C., et al. 2011, Chem. Biol.18, 531.

Legal Information

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

Disclaimer

Toxicity: Regulatory Review (Z)

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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