Cat. No.: HY-41404

Piperonylic acid

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

Customer Review

Based on 1 Customer Validation

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.

Purity: 99.94%
CAS No.: 94-53-1
Formula: C₈H₆O₄
Molecular Weight:166.13

Storage:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month

Piperonylic acid Chemical Structure

CAS No.: 94-53-1

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Top Publications Citing

Use of MCE Products

Antibody-Drug Conjugates

One-stop solution for XDC (ADC/PDC/RDC/ApDC/FDC/ISAC/VDC/SMDC)

Biological Activity
- Description
- IC₅₀ & Target
- In Vitro
- In Vivo
Chemical Information
Solvent & Solubility
- In Vitro
- In Vivo
Purity & Documentation
References
Help & FAQs
Classifications
Bioz

Biological Activity

Description

IC₅₀ & Target

IL-6

IL-10

EGFR

MCP-1

IGF-1

All Cytochrome P450 Isoforms :

All Interleukin Related Isoforms :

All EGFR Isoforms :

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.

Chemical Information

CAS No. 94-53-1

Appearance Solid

Molecular Weight 166.13

Formula C₈H₆O₄

Color White to light brown

SMILES

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

Synonyms

2H-1,3-benzodioxole-5-carboxylic acid

Structure Classification

Ketones, Aldehydes, Acids

Initial Source

Plants

Piperaceae

Piper nigrum Linn.

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)

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.

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

6.0194 mL

30.0969 mL

60.1938 mL

5 mM

1.2039 mL

6.0194 mL

12.0388 mL

10 mM

0.6019 mL

3.0097 mL

6.0194 mL

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

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

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Volume Volume

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Molecular Weight Molecular Weight

Dilution Calculator

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

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In Vivo:

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

Stock Solution Working Solution

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.

Protocol 3

Add each solvent one by one: 10% DMSO    90% Corn Oil
Solubility: ≥ 2.5 mg/mL (15.05 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg

Animal Weight (Per Animal) Animal Weight (Per Animal)
g

Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL

Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.

%
+

+
%
Tween-80 + +

%
Saline +

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).

Working solution concentration: 0.22 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) .

Tel: 609-228-6898
E-mail: [email protected]
Technical Support: [email protected]

Method for preparing in vivo working solution for animal experiments:
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Saline .

Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution

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

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (276 KB)

SDS (396 KB)

English - EN (396 KB)

Français - FR (396 KB)

Deutsch - DE (396 KB)

Norwegian - NO (396 KB)

Español - ES (396 KB)

Swedish - SV (396 KB)

Italian - IT (396 KB)

Korean - KR (396 KB)

Portuguese - PT (396 KB)

COA (2659 KB)

Elemental Analysis Report (2659 KB)

HNMR (2659 KB)

CNMR (2659 KB)

RP-HPLC (2659 KB)

NP-HPLC (2659 KB)

MS (2659 KB)

LCMS (2659 KB)

IR (2659 KB)

GC (2659 KB)

OR (2659 KB)

SDS-PAGE (2659 KB)

SEC-HPLC (2659 KB)

Other Report (2659 KB)

Handling Instructions (2659 KB)

References

[1]. Schalk M, et al, Werck-Reichhart D. Piperonylic acid, a selective, mechanism-based inactivator of the trans-cinnamate 4-hydroxylase: A new tool to control the flux of metabolites in the phenylpropanoid pathway. Plant Physiol. 1998;118(1):209‐218. [Content Brief]

[2]. Lee D, et al. Piperonylic acid stimulates keratinocyte growth and survival by activating epidermal growth factor receptor (EGFR). Sci Rep. 2018 Jan 9;8(1):162. [Content Brief]

[3]. Zarai, Zied, et al. "Antioxidant and antimicrobial activities of various solvent extracts, piperine and piperic acid from Piper nigrum." Lwt-Food science and technology 50.2 (2013): 634-641.

[4]. Moreira KG, et al. Accelerative action of topical piperonylic acid on mice full thickness wound by modulating inflammation and collagen deposition. PLoS One. 2021 Oct 26;16(10):e0259134. [Content Brief]

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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

Piperonylic acid Related Classifications

HY-41404 Related Classifications

Metabolic Enzyme/Protease Immunology/Inflammation Protein Tyrosine Kinase/RTK JAK/STAT Signaling

Cytochrome P450 Interleukin Related EGFR IGF-1R

Disease Areas

Cancer Infection Inflammation or Immune System Disease Digestive System Disease Musculoskeletal and Skin Disease

Hepatitis Virus Infection Autoimmune Disease Arthritis Pancreatic Cancer Digestive System Cancer Bacterial Infection Digestive System Inflammation

Hepatitis C Virus Infection Rheumatoid Arthritis

Natural Products

Disease Research Fields Plants Ketones, Aldehydes, Acids

Piperaceae Other Diseases

Piper nigrum Linn.

Reference Standards

Natural Product Standards

Ketones, Aldehydes, Acids

Infection Cancer Others

Cancer Targeted Therapy Cancer Immunotherapy Cancer Metabolism and Metastasis

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Keywords

Piperonylic acid
94-53-1
2H-1,3-benzodioxole-5-carboxylic acid
Cytochrome P450
Interleukin Related
EGFR
IGF-1R
natural
mimic
plant
P450s
quasi-irreversible
inactivator
formation
tobacco
mosaic
virus
wound model
HaCaT cells
Inhibitor
inhibitor
inhibit

Your Recently Viewed Products

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	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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Piperonylic acid

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All Cytochrome P450 Isoforms

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All EGFR Isoforms

Biological Activity

Chemical Information

Solvent & Solubility

Purity & Documentation

References

Help & FAQs

Complete Stock Solution Preparation Table

Piperonylic acid Related Classifications

HY-41404 Related Classifications