10Z-Hymenialdisine

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Cat.No. 1532 - 10Z-Hymenialdisine | C11H10BrN5O2 | CAS No. 82005-12-7
Description: Broad spectrum protein kinase inhibitor
Alternative Names: SK&F 108752
Chemical Name: (4Z)-4-(2-Amino-1,5-dihydro-5-oxo-4H-imidazol-4-ylidene)-2-bromo-4,5,6,7-tetrahydropyrrolo[2,3-c]azepin-8(1H)-one
Purity: ≥97% (HPLC)
Datasheet
Citations
Reviews
Literature

Biological Activity

Pan kinase inhibitor (IC50 values are 6, 10, 22, 28, 35, 40, 70, 80, 100, 470, 500, 600, 700 and 700 nM for MEK1, GSK-3β, Cdk1/cyclin B, Cdk5/p25, CK1, Cdk2/cyclin A, Cdk2/cyclin E, ASK-γ, Cdk3/cyclin E, Erk1, PKCγ, Cdk4/cyclin D1, Cdk6/cyclin D2 and PKCα respectively.) Inhibits NF-κB activation and blocks IL-8 production in U937 cells (IC50 values are 1-2 and 0.34-0.48 μM respectively).

Technical Data

M. Wt 324.13
Formula C11H10BrN5O2
Storage Store at -20°C
Purity ≥97% (HPLC)
CAS Number 82005-12-7
PubChem ID 3035462
InChI Key ATBAETXFFCOZOY-DAXSKMNVSA-N
Smiles O=C(NCC1)C2=C(C=C(Br)N2)/C1=C3/C(N=C(N)N3)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 3.24 10

Preparing Stock Solutions

The following data is based on the product molecular weight 324.13. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.1 mM 30.85 mL 154.26 mL 308.52 mL
0.5 mM 6.17 mL 30.85 mL 61.7 mL
1 mM 3.09 mL 15.43 mL 30.85 mL
5 mM 0.62 mL 3.09 mL 6.17 mL

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References

References are publications that support the biological activity of the product.

Tasdemir et al (2002) Aldisine alkaloids from the Philippine sponge Stylissa massa are potent inhibitors of mitogen-activated protein kinase kinase-1 (MEK-1). J.Med.Chem. 45 529 PMID: 11784156

Meijer et al (2000) Inhibition of cyclin-dependent kinases, GSK-3β and CK1 by hymenialdisine, a marine sponge constituent. Chem.Biol. 7 51 PMID: 10662688

Breton and Chabot-Fletcher (1997) The natural product hymenialdisine inhibits interleukin-8 production in U937 cells by inhibition of nuclear factor-κB. J.Pharmacol.Exp.Ther. 282 459 PMID: 9223588

Jorda et al (2018) How selective are pharmacological inhibitors of cell-cycle-regulating cyclin-dependent kinases? J.Med.Chem. 61 9105 PMID: 30234987


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