2,2',3,3',4,4'-hexahydroxy-1,1'-biphenyl-6,6'-dimethanol dimethyl ether Chemical Properties

Melting point:

165-168℃

storage temp. 

-20°C

solubility 

ethanol: 1mg/mL
warm water: 1mg/mL
DMSO: 5mg/mL

form 

Orange solid.

color 

Brown to khaki

Sensitive 

Light Sensitive

2,2',3,3',4,4'-hexahydroxy-1,1'-biphenyl-6,6'-dimethanol dimethyl ether Usage And Synthesis

Uses

HBDDE, a derivative of Ellagic acid, is an isoform-selective PKCα and PKCγ inhibitor with IC50s of 43 μM and 50 μM, respectively. HBDDE shows selective for PKCα/PKCγ over PKCδ, PKCβI and PKCβII isozymes. HBDDE induces neuronal apoptosis[1][2].

Definition

ChEBI: 5-(methoxymethyl)-4-[2,3,4-trihydroxy-6-(methoxymethyl)phenyl]benzene-1,2,3-triol is a tannin.

Biological Activity

Cell permeable: yes', 'Primary Target
PKCα', 'Product does not compete with ATP.', 'Reversible: no', 'Target IC50: 43 μM against PKCα

IC 50

PKCα: 43 μM (IC₅₀); PKCγ: 50 μM (IC₅₀)

References

[1] A Mathur, et al. 2,2',3,3',4,4'-Hexahydroxy-1,1'-biphenyl-6,6'-dimethanol dimethyl ether (HBDDE)-induced neuronal apoptosis independent of classical protein kinase C alpha or gamma inhibition. Biochem Pharmacol. 2000 Sep 15;60(6):809-15. DOI:10.1016/s0006-2952(00)00398-1
[2] Y Kashiwada, et al. New hexahydroxybiphenyl derivatives as inhibitors of protein kinase C. J Med Chem. 1994 Jan 7;37(1):195-200. DOI:10.1021/jm00027a025

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