10Z-Hymenialdisine - CAS 82005-12-7
Category: Inhibitor
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Molecular Formula:
C11H10BrN5O2
Molecular Weight:
324.13
COA:
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Description:
10Z-Hymenialdisine is a 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). 10Z-Hymenialdisine inhibits NF-κB activation and suppresses inflammatory gene expression.
Brife Description:
kinase inhibitor
Purity:
≥97% by HPLC
Synonyms:
(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
MSDS:
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InChIKey:
ATBAETXFFCOZOY-UHFFFAOYSA-N
InChI:
InChI=1S/C11H10BrN5O2/c12-6-3-5-4(7-10(19)17-11(13)16-7)1-2-14-9(18)8(5)15-6/h3,15H,1-2H2,(H,14,18)(H3,13,16,17,19)
Canonical SMILES:
C1CNC(=O)C2=C(C1=C3C(=O)N=C(N3)N)C=C(N2)Br
1.Aldisine alkaloids from the Philippine sponge Stylissa massa are potent inhibitors of mitogen-activated protein kinase kinase-1 (MEK-1).
Tasdemir D;Mallon R;Greenstein M;Feldberg LR;Kim SC;Collins K;Wojciechowicz D;Mangalindan GC;Concepción GP;Harper MK;Ireland CM J Med Chem. 2002 Jan 17;45(2):529-32.
Raf/MEK-1/MAPK cascade inhibitor activity-directed fractionation of the sponge Stylissa massa afforded eight known alkaloids: aldisine (1), 2-bromoaldisine (2), 10Z-debromohymenialdisine (3), 10E-hymenialdisine (4), 10Z-hymenialdisine (5), hymenin (6), oroidin (7), and 4,5-dibromopyrrole-2-carbonamide (8). Both 4 and 5 showed significant enzyme inhibitory activity (IC(50) 3 and 6 nM, respectively). Secondary assays identified these compounds as potent MEK-1 inhibitors. Compounds 4 and 5 also inhibited the growth of human tumor LoVo cells.
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CAS 82005-12-7 10Z-Hymenialdisine

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