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  3. Piperonylic acid

Piperonylic acid  (Synonyms: 2H-1,3-benzodioxole-5-carboxylic acid)

Cat. No.: HY-41404 Purity: 99.86%
COA Handling Instructions

Piperonylic acid is a natural molecule bearing a methylenedioxy function that closely mimics the structure of trans-cinnamic acid. Piperonylic Acid is a selective, mechanism-based inactivator of the trans-cinnamate 4-Hydroxylase. Piperonylic acid has anticancer, antioxidant and antibacterial activities.

For research use only. We do not sell to patients.

Piperonylic acid Chemical Structure

Piperonylic acid Chemical Structure

CAS No. : 94-53-1

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Based on 1 publication(s) in Google Scholar

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  • Biological Activity

  • Purity & Documentation

  • References

  • Customer Review

Description

Piperonylic acid is a natural molecule bearing a methylenedioxy function that closely mimics the structure of trans-cinnamic acid. Piperonylic Acid is a selective, mechanism-based inactivator of the trans-cinnamate 4-Hydroxylase. Piperonylic acid has anticancer, antioxidant and antibacterial activities[1][2][3][4].

IC50 & Target

IL-6

 

IL-10

 

EGFR

 

MCP-1

 

IGF-1

 

In Vitro

Piperonylic acid (10 mg/mL, 24 h) has inhibitory effects on both gram-negative and gram-positive bacteria, of which S. epidermidis is the most sensitive with the MIC value is 78.12 mg/ml[3].
Piperonylic acid (50/100 μM, 24 h) ultimately promotes the growth and survival of HaCaT cells and restores cell viability after UV-induced cell damage by activating the EGFR signaling pathway[2].
Piperonylic acid (20-300 μg/mL, 60 min) has antioxidant activity and inhibits the oxidation of β-Carotene (HY-N0411) [3].

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

Western Blot Analysis [2]

Cell Line: HaCaT cells
Concentration: 100 μM
Incubation Time: 10 min
Result: Promoted EGFR tyrosine phosphorylation.
Piperonylic acid-induced EGFR activation resulted in activation of ERK and AKT.
Increased gene expression involved in cell growth and survival, such as c-Myc, c-Fos, and EGR-1.
In Vivo

Piperonylic acid (20 μL of 10 μM per day, applied topically to wounds) accelerates wound healing in mice by modulating inflammation and collagen deposition[4].

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

Animal Model: 4 weeks male C57BL6/J mice[4]
Dosage: 20 μL of 10 μM per day unitil the wound heals completely
Administration: applied topically to wounds
Result: Positively modulated EGFR expression in epidermal cells.
Promoted the increase of IL-10, IL-6, MCP-1 and IGF-1 expression.
Molecular Weight

166.13

Formula

C8H6O4

CAS No.
Appearance

Solid

Color

White to off-white

SMILES

O=C(C1=CC=C(OCO2)C2=C1)O

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Powder -20°C 3 years
4°C 2 years
In solvent -80°C 6 months
-20°C 1 month
Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (601.94 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 6.0194 mL 30.0969 mL 60.1938 mL
5 mM 1.2039 mL 6.0194 mL 12.0388 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

  • Molarity Calculator

  • Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass
=
Concentration
×
Volume
×
Molecular Weight *

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Concentration (start)

C1

×
Volume (start)

V1

=
Concentration (final)

C2

×
Volume (final)

V2

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

    Solubility: ≥ 2.5 mg/mL (15.05 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

    Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
  • Protocol 2

    Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)

    Solubility: 2.5 mg/mL (15.05 mM); Suspended solution; Need ultrasonic

    This protocol yields a suspended solution of 2.5 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

    Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

g

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
%
DMSO +
+
%
Tween-80 +
%
Saline
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Calculation results:
Working solution concentration: mg/mL
Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).
The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
 If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation

Purity: 99.86%

References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 6.0194 mL 30.0969 mL 60.1938 mL 150.4846 mL
5 mM 1.2039 mL 6.0194 mL 12.0388 mL 30.0969 mL
10 mM 0.6019 mL 3.0097 mL 6.0194 mL 15.0485 mL
15 mM 0.4013 mL 2.0065 mL 4.0129 mL 10.0323 mL
20 mM 0.3010 mL 1.5048 mL 3.0097 mL 7.5242 mL
25 mM 0.2408 mL 1.2039 mL 2.4078 mL 6.0194 mL
30 mM 0.2006 mL 1.0032 mL 2.0065 mL 5.0162 mL
40 mM 0.1505 mL 0.7524 mL 1.5048 mL 3.7621 mL
50 mM 0.1204 mL 0.6019 mL 1.2039 mL 3.0097 mL
60 mM 0.1003 mL 0.5016 mL 1.0032 mL 2.5081 mL
80 mM 0.0752 mL 0.3762 mL 0.7524 mL 1.8811 mL
100 mM 0.0602 mL 0.3010 mL 0.6019 mL 1.5048 mL
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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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Piperonylic acid
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