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Balanol

Names

[ CAS No. ]:
63590-19-2

[ Name ]:
Balanol

[Synonym ]:
Benzoic acid,4-(2-(((hexahydro-4-((4-hydroxybenzoyl)oxy)-1H-azepin-3-yl)amino)carbonyl)-6-hydroxybenzoyl)-3,5-dihydroxy
Ophiocordin

Biological Activity

[Description]:

Balanol (Ophiocordin; Azepinostatin) is a potent and ATP competitive PKC/PKA inhibitor against human PKC isozymes α, β-I, β-II, γ, δ, ε, η (IC50s=4-9 nM) and ζ (IC50=150 nM). Balanol also blocks the phosphorylation of cyclic AMP response element-binding protein (CREB) and myristoylated alanine-rich C kinase substrate (MARCKS). Balanol can be isolated from the fungus Verticillium balanoides[1][2].

[Related Catalog]:

Signaling Pathways >> Epigenetics >> PKC
Signaling Pathways >> Protein Tyrosine Kinase/RTK >> PKA
Research Areas >> Others
Signaling Pathways >> Stem Cell/Wnt >> PKA
Signaling Pathways >> TGF-beta/Smad >> PKC

[Target]

Human PKCα:4-9 nM ()

PKC-βI:4-9 nM ()

PKC-βII:4-9 nM ()

Human PKCγ:4-9 nM ()

Human PKCδ:4-9 nM ()

Human PKCε:4-9 nM ()

human PKCη:150 nM ()

PKA


[In Vitro]

Balanol (3 μM; 45 min) 抑制 PKA，表现为抑制异丙肾上腺素 (HY-B0468) 对新生大鼠肌细胞A431中荧光素酶活性的诱导作用[1]。 Balanol (10 μM; 45 min) 抑制 A431 细胞中 CREB 和 MARCKS 的磷酸化[1]。

[References]

[1]. Gustafsson AB, et al. Differential and selective inhibition of protein kinase A and protein kinase C in intact cells by balanol congeners. Mol Pharmacol. 1999 Aug;56(2):377-82.  

[2]. Kulanthaivel P, et al. Balanol: a novel and potent inhibitor of protein kinase C from the fungus Verticillium balanoides. Journal of the American Chemical Society, 1993, 115(14): 6452-6453.

Chemical & Physical Properties

[ Density]:
1.62g/cm3

[ Boiling Point ]:
935.9ºC at 760 mmHg

[ Molecular Formula ]:
C28H26N2O10

[ Molecular Weight ]:
550.51300

[ Flash Point ]:
519.8ºC

[ Exact Mass ]:
550.15900

[ PSA ]:
202.72000

[ LogP ]:
2.86530

[ Index of Refraction ]:
1.746

Related Compounds