63590-19-2

63590-19-2 structure

Name: Balanol
Chemical Name: (4Z)-4-[(2-carboxy-6-hydroxyphenyl)-hydroxymethylidene]-3-hydroxy-1-[(3R,4R)-3-[(4-hydroxybenzoyl)amino]-2,3,4,5-tetrahydro-1H-azepin-4-yl]-5-oxocyclohex-2-ene-1-carboxylic acid
CAS Number: 63590-19-2
Molecular Formula: C₂₈H₂₆N₂O₁₀
Molecular Weight: 550.51300
Catalog: Signaling Pathways Epigenetics PKC
Create Date: 2016-01-12 14:27:17
Modify Date: 2025-09-09 14:18:41
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].

Name	(4Z)-4-[(2-carboxy-6-hydroxyphenyl)-hydroxymethylidene]-3-hydroxy-1-[(3R,4R)-3-[(4-hydroxybenzoyl)amino]-2,3,4,5-tetrahydro-1H-azepin-4-yl]-5-oxocyclohex-2-ene-1-carboxylic acid
Synonyms	Benzoic acid,4-(2-(((hexahydro-4-((4-hydroxybenzoyl)oxy)-1H-azepin-3-yl)amino)carbonyl)-6-hydroxybenzoyl)-3,5-dihydroxy Ophiocordin

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.