Cat. No.: HY-W001179

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2,5-Dihydroxybenzoic acid

(Synonyms: Gentisic acid)

2 Cited Publications

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Based on 2 publication(s) in Google Scholar

2,5-Dihydroxybenzoic acid is a derivative of benzoic and a powerful inhibitor of fibroblast growth factors.

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

Purity: 99.92%
CAS No.: 490-79-9
Formula: C₇H₆O₄
Molecular Weight:154.12

Storage:

Store at room temperature 3 years.

In solvent -80°C, 2 years , -20°C, 1 year

2,5-Dihydroxybenzoic acid Chemical Structure

CAS No.: 490-79-9

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Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Publications (2)
Solvent & Solubility
- In Vitro
- In Vivo
Purity & Documentation
References
Help & FAQs
Classifications
Bioz

Biological Activity

Description

2,5-Dihydroxybenzoic acid is a derivative of benzoic and a powerful inhibitor of fibroblast growth factors.

IC₅₀ & Target^[2]

Microbial Metabolite

Fibroblast growth factor

Human Endogenous Metabolite

All Endogenous Metabolite Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
CHO	IC₅₀	>100 μM Compound: c	Inhibition of human recombinant PTP1B expressed in CHO cells assessed as p-nitorphenol production after 2 mins by microplate reader Inhibition of human recombinant PTP1B expressed in CHO cells assessed as p-nitorphenol production after 2 mins by microplate reader	[PMID: 21745700]
HEK293	IC₅₀	>15 mM Compound: 13	Cytotoxicity against HEK293 cells harboring pendrin P123S mutant after 72 hrs by MTT assay Cytotoxicity against HEK293 cells harboring pendrin P123S mutant after 72 hrs by MTT assay	[PMID: 28341401]
J774	IC₅₀	>256 μM Compound: 8	Cytotoxicity against mouse J774 cells assessed as cell viability after 48 hrs by resazurin assay Cytotoxicity against mouse J774 cells assessed as cell viability after 48 hrs by resazurin assay	[PMID: 25884114]

In Vitro

2,5-Dihydroxybenzoic acid (Gentisic acid) is a derivative of benzoic and a minor product of the metabolic break down of aspirin^[1]. 2,5-Dihydroxybenzoic acid is also a component of many traditional liquors and herbal remedies, is singled out as a powerful inhibitor of fibroblast growth factors. 2,5-Dihydroxybenzoic acid is used as a lead to identify additional compounds with better inhibitory characteristics generating a new chemical class of fibroblast growth factor inhibitors that includes the agent responsible for alkaptonuria. Through low and high resolution approaches, using representative members of the fibroblast growth factor family and their cell receptors, it is shown that this class of inhibitors may employ two different mechanisms to interfere with the assembly of the signaling complexes that trigger fibroblast growth factor-driven mitogenesis^[2].

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

In Vivo

It is verified from in vivo disease models that this group of inhibitors (e.g., 2,5-Dihydroxybenzoic acid) may be of interest to treat cancer and angiogenesis-dependent diseases^[2].

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

Chemical Information

CAS No. 490-79-9
Appearance Solid
Molecular Weight 154.12
Formula C₇H₆O₄
Color White to off-white
SMILES

OC(C=C1)=C(C(O)=O)C=C1O
Synonyms

Gentisic acid
Structure Classification
- Phenols
- Polyphenols
- Ketones, Aldehydes, Acids
Initial Source
- Endogenous metabolite
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Store at room temperature 3 years

In solvent	-80°C	2 years
	-20°C	1 year

Publications (2)

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Journal Impact Factor

PLoS Biol

A high-throughput behavioral screening platform for measuring chemotaxis by C. elegans. [Abstract]

2024 Jun 27;22(6):e3002672. PMID: 38935621
bioRxiv

An efficient behavioral screening platform classifies natural products and other chemical cues according to their chemosensory valence in C. elegans. [Abstract]

2024 Apr 3:2023.06.02.542933. PMID: 37333363

Solvent & Solubility

In Vitro:

DMSO : ≥ 100 mg/mL (648.85 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H₂O : 7.14 mg/mL (46.33 mM; ultrasonic and warming and heat to 60°C)

* "≥" means soluble, but saturation unknown.

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

6.4885 mL

32.4423 mL

64.8845 mL

5 mM

1.2977 mL

6.4885 mL

12.9769 mL

10 mM

0.6488 mL

3.2442 mL

6.4885 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, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

Molarity Calculator

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

Mass Mass

Concentration Concentration

Volume Volume

Molecular Weight Molecular Weight

Dilution Calculator

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

Concentration _(start) Concentration _(start)

Volume _(start) Volume _(start)

Concentration _(final) Concentration _(final)

Volume _(final) Volume _(final)

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 (16.22 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.

Protocol 2

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

Solubility: ≥ 2.5 mg/mL (16.22 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 900 μL 20% SBE-β-CD in Saline, and mix evenly.

Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 2.5 mg/mL (16.22 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

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (278 KB)
SDS (392 KB)
- English - EN (392 KB)
- Français - FR (392 KB)
- Deutsch - DE (392 KB)
- Norwegian - NO (392 KB)
- Español - ES (392 KB)
- Swedish - SV (392 KB)
- Italian - IT (392 KB)
- Korean - KR (392 KB)
- Portuguese - PT (392 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]. Levy G, et al. Salicylate accumulation kinetics in man. N Engl J Med. 1972 Aug 31;287(9):430-2. [Content Brief]

[2]. IS Fernández, et al. Gentisic acid, a compound associated with plant defense and a metabolite of aspirin, heads a new class of in vivo fibroblast growth factor inhibitors. Journal of Biological Chemistry , 2010, 285(15):11714-29. [Content Brief]

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

Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
H₂O / DMSO	1 mM	6.4885 mL	32.4423 mL	64.8845 mL	162.2113 mL
	5 mM	1.2977 mL	6.4885 mL	12.9769 mL	32.4423 mL
	10 mM	0.6488 mL	3.2442 mL	6.4885 mL	16.2211 mL
	15 mM	0.4326 mL	2.1628 mL	4.3256 mL	10.8141 mL
	20 mM	0.3244 mL	1.6221 mL	3.2442 mL	8.1106 mL
	25 mM	0.2595 mL	1.2977 mL	2.5954 mL	6.4885 mL
	30 mM	0.2163 mL	1.0814 mL	2.1628 mL	5.4070 mL
	40 mM	0.1622 mL	0.8111 mL	1.6221 mL	4.0553 mL
DMSO	50 mM	0.1298 mL	0.6488 mL	1.2977 mL	3.2442 mL
	60 mM	0.1081 mL	0.5407 mL	1.0814 mL	2.7035 mL
	80 mM	0.0811 mL	0.4055 mL	0.8111 mL	2.0276 mL
	100 mM	0.0649 mL	0.3244 mL	0.6488 mL	1.6221 mL

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

Keywords

2,5-Dihydroxybenzoic acid

2 Cited Publications

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2,5-Dihydroxybenzoic acid

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Publications Citing Use of MedChemExpress (MCE) 2,5-Dihydroxybenzoic acid

All Endogenous Metabolite Isoforms

Biological Activity

Chemical Information

Publications (2)

Solvent & Solubility

Purity & Documentation

References

Help & FAQs

Complete Stock Solution Preparation Table

2,5-Dihydroxybenzoic acid Related Classifications

HY-W001179 Related Classifications