For research use only. Not for therapeutic Use.
Damaged DNA in humans is detected by sensor proteins that transmit a signal through checkpoint kinases (Chks) Chk1 and Chk2. Debromohymenialdisine (DBH) is a marine sponge alkaloid that inhibits Chk1 and Chk2 (IC<sub>50</sub> = 3 and 3.5 µM, respectively), blocking G<sub>2</sub> arrest. Because it does not significantly affect the activity of ataxia-<wbr></wbr>telangiectasia mutated (ATM) or ATM-<wbr></wbr>Tad2-<wbr></wbr>related protein, DBH is a useful tool for studying the roles of Chk1 and Chk2 in DNA repair and cell cycle regulation. DBH also inhibits MAP kinase kinase 1 (IC<sub>50</sub> = 881 nM), glycogen synthase kinase 3β (IC<sub>50</sub> = 1.39 μM), cyclin-<wbr></wbr>dependent kinase 5/p25 (IC<sub>50</sub> = 9.12 μM), protein tyrosine kinase 6 (IC<sub>50</sub> = 0.6 μM), and other kinases largely unrelated to DNA damage/repair and cell cycling.
Catalog Number | R010083 |
CAS Number | 75593-17-8 |
Synonyms | (4Z)-4-(2-Amino-1,5-dihydro-5-oxo-4H-imidazol-4-ylidene)-4,5,6,7-tetrahydro?-pyrrolo[2,3-c]azepin-8(1H)-one; (Z)-2-Debromohymenialdisine; (Z)-Debromohymenialdisine; SKF 108753; |
Molecular Formula | C11H11N5O2 |
Purity | ≥95% |
Target | Raf |
Storage | -20°C |
IUPAC Name | (4Z)-4-(2-amino-4-oxo-1H-imidazol-5-ylidene)-1,5,6,7-tetrahydropyrrolo[2,3-c]azepin-8-one |
InChI | InChI=1S/C11H11N5O2/c12-11-15-8(10(18)16-11)6-2-4-14-9(17)7-5(6)1-3-13-7/h1,3,13H,2,4H2,(H,14,17)(H3,12,15,16,18)/b8-6- |
InChIKey | JYRJOQGKGMHTOO-VURMDHGXSA-N |
SMILES | C1CNC(=O)C2=C(C1=C3C(=O)N=C(N3)N)C=CN2 |