1. Metabolic Enzyme/Protease TGF-beta/Smad Epigenetics Apoptosis NF-κB Immunology/Inflammation
  2. Endogenous Metabolite PKC Glycosidase TNF Receptor Reactive Oxygen Species (ROS)
  3. Variegatic acid

Variegatic acid is a secondary metabolite derived from basidiomycete fungi. Variegatic acid is a PKCβ1 inhibitor with an IC₅₀ of 36.2 μM. Variegatic acid inhibits antigen- or calcium ionophore-induced β-hexosaminidase release (IC₅₀ values of 10.4 μM and 22.2 μM, respectively) and TNF-α secretion (IC₅₀ values of 16.8 μM and 20.1 μM, respectively). Variegatic acid suppresses the enzymatic activity of calcium-activated PKCβ1 and reduces Fe(III) to Fe(II) in a pH-dependent manner, enabling the generation of hydroxyl radicals (·OH) through reaction with H₂O₂, which facilitates the degradation of lignocellulose. Variegatic acid is useful for studying biological degradation and allergic responses.

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Variegatic acid

Variegatic acid Chemical Structure

CAS No. : 20988-30-1

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Description

Variegatic acid is a secondary metabolite derived from basidiomycete fungi. Variegatic acid is a PKCβ1 inhibitor with an IC₅₀ of 36.2 μM. Variegatic acid inhibits antigen- or calcium ionophore-induced β-hexosaminidase release (IC₅₀ values of 10.4 μM and 22.2 μM, respectively) and TNF-α secretion (IC₅₀ values of 16.8 μM and 20.1 μM, respectively). Variegatic acid suppresses the enzymatic activity of calcium-activated PKCβ1 and reduces Fe(III) to Fe(II) in a pH-dependent manner, enabling the generation of hydroxyl radicals (·OH) through reaction with H₂O₂, which facilitates the degradation of lignocellulose. Variegatic acid is useful for studying biological degradation and allergic responses.

IC50 & Target[2]

PKC-βI

36.2 μM (IC50)

Cellular Effect
Cell Line Type Value Description References
RBL-2H3 IC50
10.4 μM
Compound: Variegatic acid
Inhibition of PKCbeta in rat RBL2H3 cells assessed as inhibition of mouse anti-DNP IgE-stimulated beta-hexosaminidase release preincubated for 15 mins followed by mouse anti-DNP IgE stimulation and measured after 3 hrs by 4-nitropheny1-2-acetamide-2-deoxy
Inhibition of PKCbeta in rat RBL2H3 cells assessed as inhibition of mouse anti-DNP IgE-stimulated beta-hexosaminidase release preincubated for 15 mins followed by mouse anti-DNP IgE stimulation and measured after 3 hrs by 4-nitropheny1-2-acetamide-2-deoxy
[PMID: 31879206]
RBL-2H3 IC50
16.8 μM
Compound: Variegatic acid
Inhibition of PKCbeta in rat RBL2H3 cells assessed as inhibition of anti-DNP IgE-stimulated TNFalpha release preincubated for 15 mins followed by mouse anti-DNP IgE stimulation and measured after 3 hrs by ELISA
Inhibition of PKCbeta in rat RBL2H3 cells assessed as inhibition of anti-DNP IgE-stimulated TNFalpha release preincubated for 15 mins followed by mouse anti-DNP IgE stimulation and measured after 3 hrs by ELISA
[PMID: 31879206]
RBL-2H3 IC50
20.1 μM
Compound: Variegatic acid
Inhibition of PKCbeta in rat RBL2H3 cells assessed as inhibition of ionomycin-stimulated TNFalpha release preincubated for 15 mins followed by ionomycin stimulation and measured after 3 hrs by ELISA
Inhibition of PKCbeta in rat RBL2H3 cells assessed as inhibition of ionomycin-stimulated TNFalpha release preincubated for 15 mins followed by ionomycin stimulation and measured after 3 hrs by ELISA
[PMID: 31879206]
RBL-2H3 IC50
22.2 μM
Compound: Variegatic acid
Inhibition of PKCbeta in rat RBL2H3 cells assessed as inhibition of ionomycin-stimulated beta-hexosaminidase release preincubated for 15 mins followed by ionomycin stimulation and measured after 3 hrs by 4-nitropheny1-2-acetamide-2-deoxy-beta-glucopyranos
Inhibition of PKCbeta in rat RBL2H3 cells assessed as inhibition of ionomycin-stimulated beta-hexosaminidase release preincubated for 15 mins followed by ionomycin stimulation and measured after 3 hrs by 4-nitropheny1-2-acetamide-2-deoxy-beta-glucopyranos
[PMID: 31879206]
Sf9 IC50
36.2 μM
Compound: Variegatic acid
Inhibition of recombinant full-length N-temrinal GST-tagged human PKC beta1 expressed in baculovirus infected Sf9 cells using TMB as substrate incubated for 4.5 hrs by colorimetric analysis
Inhibition of recombinant full-length N-temrinal GST-tagged human PKC beta1 expressed in baculovirus infected Sf9 cells using TMB as substrate incubated for 4.5 hrs by colorimetric analysis
[PMID: 31879206]
In Vitro

Variegatic acid (2-90 μM; 0-800 min) exhibits dual biological activities: under acidic conditions, it chelates Fe(III) and reduces it to Fe(II), which subsequently generates reactive oxygen species (ROS), such as hydroxyl radicals (·OH) and superoxide anions, via a Fenton-like reaction; in the absence of metal ions or under high pH conditions, it acts as a radical scavenger, protecting fungi from ROS-induced damage[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

372.29

Formula

C18H12O9

CAS No.
SMILES

C(\C(O)=O)(=C/1\C(O)=C(C(=O)O1)C2=CC(O)=C(O)C=C2)/C3=CC(O)=C(O)C=C3

Structure Classification
Initial Source

Tylopilus ballouii

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation
References
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Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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Variegatic acid
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HY-149151
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