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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- No. CAS: 20988-30-1
- Fòrmula: C18H12O9
- Peso molecular:372.29
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Almacenamiento:
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Actividad biológica
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Chemical Information
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Actividad biológica
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PKC-βI 36.2 μM (IC50) |
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| RBL-2H3 | IC50 |
10.4 μM
Compound: Variegatic acid
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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
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[PMID: 31879206] |
| RBL-2H3 | IC50 |
16.8 μM
Compound: Variegatic acid
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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
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[PMID: 31879206] |
| RBL-2H3 | IC50 |
20.1 μM
Compound: Variegatic acid
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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
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[PMID: 31879206] |
| RBL-2H3 | IC50 |
22.2 μM
Compound: Variegatic acid
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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
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[PMID: 31879206] |
| Sf9 | IC50 |
36.2 μM
Compound: Variegatic acid
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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
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[PMID: 31879206] |
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.
Chemical Information
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No. CAS 20988-30-1
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Peso molecular 372.29
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Fòrmula C18H12O9
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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
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Structure Classification
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Initial Source
Tylopilus ballouii
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Envío
Room temperature in continental US; may vary elsewhere.
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Almacenamiento
Please store the product under the recommended conditions in the Certificate of Analysis.
Pureza y Documentación
Referencias
[1]. Sugaya K, et al. Variegatic acid from the edible mushroom Tylopilus ballouii inhibits TNF-α production and PKCβ1 activity in leukemia cells. Bioorg Med Chem Lett. 2020;30(4):126886. [Content Brief]
[2]. Zhu Y, et al. Fungal variegatic acid and extracellular polysaccharides promote the site-specific generation of reactive oxygen species. J Ind Microbiol Biotechnol. 2017;44(3):329-338. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Variegatic acid Related Classifications
HY-149151 Related Classifications
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