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Gallic aldehyde (3,4,5-trihydroxybenzaldehyde)

Cat No.:V52963 Purity: ≥98%
Gallic aldehyde is an HSV-1 inhibitor extracted from Geum japonicum and has potent anti-viral effect.
Gallic aldehyde (3,4,5-trihydroxybenzaldehyde)
Gallic aldehyde (3,4,5-trihydroxybenzaldehyde) Chemical Structure CAS No.: 13677-79-7
Product category: HSV
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1g
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Product Description
Gallic aldehyde is an HSV-1 inhibitor extracted from Geum japonicum and has potent anti-viral effect.
Gallic aldehyde (CAS# 13677-79-7), also known as 3,4,5-trihydroxybenzaldehyde, is a phenolic aldehyde isolated from the whole plants of Geum japonicum. With a molecular formula of C7H6O4 and a molecular weight of 154.12, this compound shows potent antiviral activity against HSV-1. It is a simple phenolic compound and is readily soluble in polar organic solvents like DMSO and methanol.
Biological Activity I Assay Protocols (From Reference)
Targets
Gallic aldehyde targets the herpes simplex virus type 1 (HSV-1). As a potent antiviral agent, it inhibits HSV-1 replication. Its mechanism of action may involve inhibition of viral entry, replication, or assembly, but the exact molecular target is not fully detailed in the provided sources. It is an HSV-1 inhibitor isolated from Geum japonicum.
ln Vitro
In vitro, Gallic aldehyde shows potent antiviral activity against HSV-1. Its activity is typically assessed in antiviral assays measuring the inhibition of viral replication in infected cells. The compound's effectiveness against HSV-1 is confirmed by its ability to reduce viral titers or cytopathic effects.
ln Vivo
In vivo studies for Gallic aldehyde are not extensively detailed in the provided literature. As a potent antiviral compound, it has potential for in vivo applications in the treatment of HSV-1 infections. Studies in appropriate animal models would be needed to evaluate its in vivo efficacy, pharmacokinetics, and safety profile.
Enzyme Assay
For non-cellular enzyme/receptor binding studies, Gallic aldehyde's antiviral activity can be evaluated in assays targeting HSV-1 enzymes, such as viral DNA polymerase or thymidine kinase. However, specific biochemical targets are not detailed in the provided sources. Its activity is typically confirmed in cell-based antiviral assays.
Cell Assay
For in vitro cellular experiments, cells susceptible to HSV-1 infection (e.g., Vero cells) are cultured and infected with the virus. The cells are treated with Gallic aldehyde at various concentrations, and viral replication is assessed by measuring viral titers, plaque formation, or viral DNA levels. Cytotoxicity is assessed in parallel using standard cell viability assays.
Animal Protocol
In vivo animal studies for Gallic aldehyde are not extensively documented. However, its potential for in vivo applications in the treatment of HSV-1 infections is suggested by its potent in vitro activity. Studies in animal models of HSV-1 infection, such as mouse models of herpes, would be needed to evaluate its in vivo efficacy. The compound could be administered topically or systemically.
ADME/Pharmacokinetics
Pharmacokinetic properties of Gallic aldehyde are not extensively detailed in the provided sources. It has a molecular weight of 154.12 and is readily soluble in polar organic solvents like DMSO and methanol, but has limited solubility in water. It should be stored at 2-8°C. Comprehensive pharmacokinetic studies are needed to fully characterize its ADME properties.
Toxicity/Toxicokinetics
The toxicity profile of Gallic aldehyde is not explicitly detailed in the provided sources. As a naturally occurring compound, it may have a favorable safety profile, but standard laboratory safety precautions should be followed when handling it. It is intended for research use only and is not for human therapeutic applications.
References

[1]. A New Hydrolyzable Tannin from Geum japonicum and Its Antiviral Activity. Heterocycles, 1994, 38(1):167-175.

Additional Infomation
According to reports, 3,4,5-trihydroxybenzaldehyde is found in lentils, Japanese water hyacinth, and other organisms for which data is available.
Gallic aldehyde is a phenolic aldehyde with a molecular formula of C7H6O4 and a molecular weight of 154.12. It is isolated from Geum japonicum and shows potent antiviral activity against HSV-1. This research compound is for laboratory use only and has not been approved for clinical applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C7H6O4
Molecular Weight
154.12
Exact Mass
154.026
CAS #
13677-79-7
PubChem CID
83651
Appearance
White to light brown solid powder
Density
1.6±0.1 g/cm3
Boiling Point
355.3±37.0 °C at 760 mmHg
Melting Point
211-213°C
Flash Point
182.9±23.0 °C
Vapour Pressure
0.0±0.8 mmHg at 25°C
Index of Refraction
1.734
LogP
0.9
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
1
Heavy Atom Count
11
Complexity
135
Defined Atom Stereocenter Count
0
InChi Key
RGZHEOWNTDJLAQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H6O4/c8-3-4-1-5(9)7(11)6(10)2-4/h1-3,9-11H
Chemical Name
3,4,5-trihydroxybenzaldehyde
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : 125 mg/mL (811.06 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (13.50 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (13.50 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
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

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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