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Gum guaiac (guaiac resin)

Alias: Guaiacum Blue; Furoguaiacin Blue; QS5C7E9070; 2,5-Cyclohexadien-1-one, 4,4'-(3,4-dimethyl-2,5-furandiylidene)bis(2-methoxy-; ...; 9000-29-7
Cat No.:V65300 Purity: ≥98%
Gum guaiac is a biochemical compound that could be utilized as a biomaterial or organic/chemical reagent for biomedical research.
Gum guaiac (guaiac resin)
Gum guaiac (guaiac resin) Chemical Structure CAS No.: 9000-29-7
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10g
Other Sizes
Official Supplier of:
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Product Description
Gum guaiac is a biochemical compound that could be utilized as a biomaterial or organic/chemical reagent for biomedical research.
Gum guaiac (guaiac resin) (CAS 9000-29-7) is a natural resin obtained from the wood of Guaiacum officinale L. or Guaiacum sanctum L. trees of the Zygophyllaceae family. The resin consists of approximately 70% alpha- and beta-guaiaconic acids, 10% guaiaretic acid, and 15% guaiac beta-resin. It appears as brown or greenish-brown irregular lumps with a glassy fracture surface, a balsamic odor, and a slightly pungent taste. Gum guaiac serves as a natural source of α-guaiaconic acid [2,5-di-(4-hydroxy-3-methoxyphenyl)-3,4-dimethylfuran], a phenolic compound that functions as a chromogenic substrate for peroxidases. The resin is insoluble in water but freely soluble in alcohol, chloroform, ether, and alkaline solutions.
Biological Activity I Assay Protocols (From Reference)
Targets
Biochemical; tree resin
Gum guaiac's primary biological target is the peroxidase enzyme family, as the resin contains α-guaiaconic acid, which functions as a chromogenic substrate for peroxidases. In diagnostic applications, the resin is used as a reagent for identifying hemoglobin through its peroxidase activity. The phenolic compounds in the resin also exhibit antioxidant properties. As a natural product, gum guaiac may interact with various biological targets through its multiple phenolic constituents. The resin has been used traditionally as a preservative in edible fats and oils, as a natural flavoring and antioxidant in foods, and as a fragrance and fixative in perfumes.
ln Vitro
Gum guaiac, a tree resin, serves as a natural source of 2,5-di-(4-hydroxy-3-methoxyphenyl)-3,4-dimethylfuran, commonly known as α-guaiaconic acid. This phenolic compound functions as a chromogenic substrate for peroxidases. In the presence of oxidizing agents—whether organic or inorganic—α-guaiaconic acid undergoes oxidation, forming a blue-colored quinone. This property enables gum guaiac to trigger a reaction capable of detecting trace amounts of heme from hemoglobin when peroxide is present. Additionally, when prepared as a 67% w/v solution in 96% ethanol, gum guaiac is used in the Nobles test to assess the production of extracellular oxidases.
In vitro activity of gum guaiac is primarily demonstrated through its peroxidase substrate properties. α-Guaiaconic acid, the active component of the resin, serves as a chromogenic substrate for peroxidase enzymes, producing a colored product upon oxidation. This property is utilized in diagnostic assays for the detection of hemoglobin and other peroxidases. The resin's antioxidant activity has also been demonstrated in vitro, contributing to its use as a preservative in edible fats and oils. The phenolic compounds in the resin can scavenge free radicals and inhibit oxidative processes. In biochemical research, gum guaiac is used as a reagent for various colorimetric assays.
ln Vivo
In vivo activity of gum guaiac has been studied primarily in the context of its traditional uses and safety assessment. The resin has been used as a preservative in foods and as a natural flavoring agent. Its antioxidant properties observed in vitro may contribute to in vivo effects such as protection against oxidative stress. However, comprehensive in vivo pharmacological studies are limited. The resin's safety has been evaluated for food additive applications. As a crude natural product containing multiple phenolic compounds, its in vivo effects would be complex and dependent on the specific constituents and their bioavailability.
Enzyme Assay
In vitro enzyme assays using gum guaiac typically involve peroxidase activity measurements. The resin, or its purified α-guaiaconic acid component, is used as a chromogenic substrate in peroxidase assays. A typical protocol involves mixing the substrate with hydrogen peroxide and the peroxidase enzyme in an appropriate buffer system (e.g., phosphate buffer, pH 6.0–7.0). The reaction produces a colored product that can be monitored spectrophotometrically at a specific wavelength (e.g., 470 nm). The assay is used for detecting peroxidase activity in biological samples or for measuring the activity of peroxidase enzymes. Controls include reactions without enzyme or without substrate.
Cell Assay
Cell-based in vitro experiments with gum guaiac are not typically performed, as the resin is primarily used as a diagnostic reagent and food additive rather than as a cell-based therapeutic agent. When used in cell biology research, the resin's components might be tested for antioxidant or cytotoxic effects on cultured cell lines. Standard cell culture protocols would involve seeding cells in appropriate media at 37°C in a 5% CO₂ atmosphere, treating with the resin or its extracts at various concentrations, and assessing cell viability or oxidative stress markers using assays such as MTT, DCFH-DA, or other appropriate methods. The resin's complex composition and limited solubility in aqueous media should be considered.
Animal Protocol
In vivo animal studies for gum guaiac are limited, as the resin is primarily used as a food additive and diagnostic reagent rather than as a therapeutic agent. Toxicological studies have been conducted for safety assessment, with oral LD50 values reported in rats. For traditional use evaluations, animals might be administered the resin via oral gavage at various dose levels, with assessment of general toxicity, organ histopathology, and clinical chemistry parameters. All animal studies must be conducted in accordance with institutional guidelines. The resin's use as a preservative in edible fats and oils suggests that oral administration would be the relevant route for safety assessments.
ADME/Pharmacokinetics
Pharmacokinetic properties of gum guaiac are not well characterized due to its complex composition as a crude natural resin. The resin contains multiple phenolic compounds including alpha- and beta-guaiaconic acids, guaiaretic acid, and guaiac beta-resin. These compounds would have varying absorption, distribution, metabolism, and excretion profiles. The resin is insoluble in water, suggesting limited aqueous solubility for its components. The phenolic compounds would be expected to undergo metabolism via conjugation reactions such as glucuronidation and sulfation. However, detailed pharmacokinetic studies have not been reported for the crude resin. The resin has a melting point of 85–90°C.
Toxicity/Toxicokinetics
Toxicological data for gum guaiac include an oral LD50 value in rats. The resin has been evaluated for safety as a food additive and preservative in edible fats and oils at concentrations up to 0.1%. It is also used as a natural flavoring and antioxidant in foods. The resin may cause irritation upon contact with skin or mucous membranes. As a natural product containing multiple phenolic compounds, it may have potential for sensitization in susceptible individuals. Standard safety precautions should be followed when handling the resin, including the use of appropriate personal protective equipment. In case of accidental ingestion or exposure, medical attention should be sought.
References
[1]. Horseradish peroxidase: a modern view of a classic enzyme. Phytochemistry. 2004 Feb;65(3):249-59.
Additional Infomation
Horseradish peroxidase (HRP) is a significant heme-containing enzyme that has been the subject of scientific inquiry for over a century. In recent years, substantial advancements have been made in understanding its three-dimensional structure, catalytic intermediates, reaction mechanisms, and the functional roles of specific amino acid residues. Techniques such as site-directed mutagenesis and directed evolution are now commonly employed to investigate HRP structure and function, enabling the development of engineered variants with practical applications in natural product synthesis, fine chemical production, medical diagnostics, and bioremediation. The combination of HRP with indole-3-acetic acid or its derivatives is currently under investigation as a potential strategy for targeted cancer therapies. While the molecular basis of HRP’s physiological roles—including its involvement in indole-3-acetic acid metabolism, cross-linking of biological polymers, and lignification—is becoming increasingly clear, the specific contributions of individual HRP isoenzymes to these processes remain poorly defined. Future progress in this area is expected to benefit from the recent identification and characterization of the complete peroxidase gene family in Arabidopsis thaliana. [1]
Gum guaiac is a natural resin obtained from Guaiacum trees, used historically and currently for multiple applications. It serves as a natural source of α-guaiaconic acid, a chromogenic substrate for peroxidases used in diagnostic assays for hemoglobin detection. The resin is also used as a preservative in edible fats and oils (at 0.1%), a natural flavoring and antioxidant in foods, a fragrance and fixative in perfumes, and a varnish additive. The resin consists of approximately 70% guaiaconic acids, 10% guaiaretic acid, and 15% guaiac beta-resin. No clinical trials or regulatory approvals as a pharmaceutical drug have been documented. The resin is commercially available as a research-grade chemical with purity ≥98%, supplied for laboratory and industrial applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Exact Mass
338.115
CAS #
9000-29-7
PubChem CID
119026203
Appearance
Typically exists as solid at room temperature
Melting Point
85 °C (dec.)(lit.)
SMILES
CC\\1=C(/C(=C/2\\C=CC(=O)C(=C2)OC)/O/C1=C/3\\C=CC(=O)C(=C3)OC)C
Synonyms
Guaiacum Blue; Furoguaiacin Blue; QS5C7E9070; 2,5-Cyclohexadien-1-one, 4,4'-(3,4-dimethyl-2,5-furandiylidene)bis(2-methoxy-; ...; 9000-29-7
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

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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Calculator

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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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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

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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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