Allyl isothiocyanate (AITC) is the pungent compound in mustard, horseradish, and wasabi that provides powerful antimicrobial, anti-inflammatory, and antioxidant benefits while supporting detoxification pathways and offering potential anticancer activity.
Alternative Names: AITC, Mustard oil, 3-Isothiocyanato-1-propene, Allyl mustard oil
Categories: Isothiocyanate, Phytochemical, Organosulfur compound
Primary Longevity Benefits
- Antimicrobial activity
- Anti-inflammatory effects
- Antioxidant properties
- Potential anticancer activity
Secondary Benefits
- Digestive health support
- Respiratory health
- Detoxification support
- Cardiovascular protection
- Neuroprotective effects
Mechanism of Action
Allyl isothiocyanate (AITC) is a bioactive organosulfur compound found in cruciferous vegetables, particularly concentrated in mustard, horseradish, and wasabi. It is formed when the glucosinolate sinigrin is hydrolyzed by the enzyme myrosinase, which occurs when plant tissues are damaged through cutting, chewing, or processing. AITC exerts its biological effects through multiple mechanisms. As an electrophilic compound, AITC readily reacts with nucleophilic groups, particularly sulfhydryl (-SH) groups in proteins, forming stable dithiocarbamate adducts.
This reactivity is central to many of its biological activities. One of the primary mechanisms of AITC is the activation of the Nrf2-Keap1-ARE pathway. Under normal conditions, the transcription factor Nrf2 is bound to Keap1 in the cytoplasm, which targets it for degradation. AITC modifies specific cysteine residues in Keap1, causing a conformational change that prevents Keap1 from targeting Nrf2 for degradation.
This allows Nrf2 to translocate to the nucleus, where it binds to Antioxidant Response Elements (ARE) in the promoter regions of cytoprotective genes, upregulating their expression. These genes include phase II detoxification enzymes, antioxidant proteins, and other stress-response proteins that protect cells from oxidative damage and xenobiotics. AITC also exhibits potent antimicrobial properties through multiple mechanisms. It disrupts bacterial cell membranes, interferes with essential enzymes by reacting with their thiol groups, and may inhibit bacterial respiration.
These effects make AITC effective against a wide range of bacteria, fungi, and other microorganisms. The anti-inflammatory effects of AITC involve inhibition of the NF-κB pathway, a key regulator of inflammatory responses. AITC blocks the degradation of IκB, preventing the translocation of NF-κB to the nucleus and subsequent expression of pro-inflammatory genes. Additionally, AITC can inhibit the production of inflammatory mediators such as nitric oxide, prostaglandins, and pro-inflammatory cytokines.
AITC’s potential anticancer activities involve multiple mechanisms, including induction of cell cycle arrest, promotion of apoptosis in cancer cells, inhibition of angiogenesis, and suppression of metastasis. AITC can activate mitogen-activated protein kinases (MAPKs) and induce the intrinsic apoptotic pathway through mitochondrial dysfunction and caspase activation. It may also inhibit histone deacetylases (HDACs), leading to epigenetic changes that can suppress tumor growth. In the cardiovascular system, AITC can activate TRPA1 channels in vascular tissues, leading to vasodilation and potentially beneficial effects on blood pressure.
It may also improve endothelial function and reduce platelet aggregation. AITC’s pungency and irritant properties are mediated through activation of TRPA1 (Transient Receptor Potential Ankyrin 1) ion channels, which are expressed in sensory neurons and play a role in pain and inflammatory responses. This activation contributes to the characteristic sharp, pungent sensation experienced when consuming mustard or wasabi. The diverse mechanisms of action of AITC explain its wide range of biological activities and potential health benefits, from antimicrobial and anti-inflammatory effects to potential cancer prevention and cardiovascular protection.
Optimal Dosage
Disclaimer: The following dosage information is for educational purposes only. Always consult with a healthcare provider before starting any supplement regimen, especially if you have pre-existing health conditions, are pregnant or nursing, or are taking medications.
The optimal dosage of allyl isothiocyanate (AITC) is not well-established in human clinical studies. Most research has focused on dietary intake through food sources rather than supplementation. The European Food Safety Authority (EFSA) has established an Acceptable Daily Intake (ADI) of 0.02 mg/kg body weight per day, which translates to approximately 1.4 mg per day for a 70 kg adult. However, typical dietary intake from food sources is generally lower than this limit.
By Condition
Condition | Dosage | Notes |
---|---|---|
General health maintenance | Dietary intake from food sources (approximately 0.1-1 mg per day) | Obtained from regular consumption of cruciferous vegetables, particularly mustard, horseradish, and wasabi |
Antimicrobial support | 0.5-2 mg as needed | Often used in traditional remedies for respiratory and digestive infections; limited clinical evidence for specific dosing |
Anti-inflammatory effects | 0.5-2 mg daily | Preliminary research suggests potential benefits at these doses; more clinical studies needed |
Digestive health | 0.5-1 mg with meals | Traditional use suggests benefits for digestion; scientific evidence is limited |
Respiratory health | 0.5-2 mg as needed | Traditional use for clearing sinuses and supporting respiratory function; limited clinical evidence |
By Age Group
Age Group | Dosage | Notes |
---|---|---|
Adults (18-65) | Up to 1.4 mg daily (based on EFSA ADI) | Preferably obtained from food sources rather than supplements |
Seniors (65+) | Up to 1 mg daily | Lower doses recommended due to potentially increased sensitivity |
Children and adolescents | Not recommended as a supplement | Dietary intake from food sources only, in age-appropriate amounts |
Pregnant/lactating women | Not recommended as a supplement | Dietary intake from food sources only, in moderation |
Food Equivalents
Mustard: 1 teaspoon (approximately 5g) of prepared mustard contains approximately 0.3-0.5 mg of AITC
Wasabi: 1 teaspoon (approximately 5g) of wasabi paste contains approximately 0.5-0.7 mg of AITC
Horseradish: 1 teaspoon (approximately 5g) of prepared horseradish contains approximately 0.4-0.6 mg of AITC
Timing Considerations
When consumed as a supplement, AITC is generally recommended to be taken with meals to reduce potential gastrointestinal irritation. For antimicrobial or respiratory benefits, some traditional practices suggest consumption at the onset of symptoms. Due to its potential irritant properties, it is advisable to start with lower doses and gradually increase as tolerated.
Research Limitations
It is important to note that most research on AITC has been conducted in vitro or in animal models, with limited human clinical trials. The optimal therapeutic dosage for specific health conditions has not been well-established through rigorous clinical studies. Additionally, the high reactivity of AITC means that its bioavailability and effects can vary significantly depending on the food matrix, preparation methods, and individual factors.
Bioavailability
Absorption Rate
Allyl isothiocyanate (AITC) is rapidly absorbed in the gastrointestinal tract following oral consumption. Studies in rats have shown that approximately 90% of orally administered AITC is absorbed within 3 hours. The lipophilic nature of AITC facilitates its passage across cell membranes, contributing to its high absorption rate.
However , due to its high reactivity with proteins and other biomolecules, a significant portion of AITC may react with food components before reaching systemic circulation.
Enhancement Methods
Consumption with dietary fats can enhance absorption due to AITC’s lipophilic nature, Microencapsulation technologies can protect AITC from premature degradation and control its release, Emulsion-based delivery systems can improve stability and bioavailability, Consumption of fresh preparations of mustard, wasabi, or horseradish ensures maximum AITC content, as it can degrade over time, Proper food preparation techniques that activate myrosinase enzyme (crushing, chopping, or chewing cruciferous vegetables) maximize conversion of sinigrin to AITC
Timing Recommendations
AITC is best consumed with meals containing some fat content to enhance absorption. For maximum benefits from food sources, cruciferous vegetables should be consumed fresh and properly prepared to ensure myrosinase activity and AITC formation. When using prepared condiments like mustard or wasabi, fresher preparations generally contain higher levels of active AITC.
Metabolism Pathway
After absorption, AITC undergoes extensive metabolism, primarily through the mercapturic acid pathway.
It initially conjugates with glutathione (GSH) either spontaneously or catalyzed by glutathione S-transferases (GSTs) to form AITC-GSH conjugates.
These conjugates are further metabolized through a series of enzymatic reactions involving γ-glutamyltranspeptidase, cysteinylglycinase, and N-acetyltransferase, ultimately forming N-acetylcysteine (NAC) conjugates, which are the major urinary metabolites. The primary metabolite, N-acetyl-S-(N-allylthiocarbamoyl)-L-cysteine, is excreted in urine and serves as a biomarker of AITC exposure.
Half Life
AITC has a relatively short half-life in the body, estimated to be approximately 1-2 hours in humans. This short half-life is due to its rapid metabolism and excretion. The majority of AITC metabolites are eliminated within 24 hours of consumption.
Factors Affecting Bioavailability
Factor | Impact |
---|---|
Food matrix | The presence of proteins, lipids, and other food components can significantly affect AITC bioavailability by reacting with AITC before absorption |
Myrosinase activity | In natural food sources, the conversion of sinigrin to AITC depends on active myrosinase enzyme, which can be inactivated by cooking |
pH of the gastrointestinal environment | AITC is more stable at acidic pH, so stomach acidity can affect its stability before absorption |
Individual genetic variations | Polymorphisms in genes encoding glutathione S-transferases and other enzymes involved in AITC metabolism can affect its bioavailability and biological effects |
Concurrent medications | Drugs that affect glutathione levels or compete for the same metabolic pathways may influence AITC bioavailability |
Biomarkers
The primary biomarkers for AITC exposure and metabolism are urinary mercapturic acid pathway metabolites, particularly N-acetyl-S-(N-allylthiocarbamoyl)-L-cysteine. These metabolites can be measured using liquid chromatography-mass spectrometry (LC-MS) techniques and serve as indicators of AITC absorption and metabolism. Additionally, plasma levels of AITC can be directly measured, though this is less common due to its rapid metabolism.
Safety Profile
Safety Rating
Side Effects
- Gastrointestinal irritation (common at higher doses)
- Mucosal irritation (mouth, throat, stomach)
- Skin irritation (with topical application)
- Lacrimation (tearing) and rhinorrhea (runny nose) due to irritant properties
- Temporary burning sensation in mouth and throat
- Nausea (at higher doses)
- Potential allergic reactions in sensitive individuals
Contraindications
- Gastrointestinal ulcers or inflammatory conditions
- Known allergy to mustard, wasabi, horseradish, or other cruciferous vegetables
- Severe kidney or liver disease (due to involvement in metabolism)
- Pregnancy and breastfeeding (as a supplement, though dietary amounts in food are generally considered safe)
- Scheduled surgery (discontinue 2 weeks before due to potential effects on platelet function)
- Children (as a supplement, though dietary amounts in food are generally considered safe)
Drug Interactions
- Anticoagulant and antiplatelet medications (theoretical concern due to potential effects on platelet function)
- Medications metabolized by glutathione S-transferases (potential competition for metabolic pathways)
- Medications that deplete glutathione (may affect AITC metabolism)
- Drugs with narrow therapeutic windows (caution advised due to potential metabolic interactions)
- Medications for gastrointestinal conditions (may exacerbate irritation)
Upper Limit
The European Food Safety Authority (EFSA) has established an Acceptable Daily Intake (ADI) of 0.02 mg/kg body weight per day, which translates to approximately 1.4 mg per day for a 70 kg adult. Higher doses may increase the risk of irritation and adverse effects. The acute reference dose (ARfD) has been established at 0.05 mg/kg body weight, indicating the amount that can be consumed in a single day without appreciable health risk.
Long Term Safety
Long-term safety studies in humans are limited. Animal studies suggest potential concerns with chronic high-dose exposure, including possible genotoxicity and carcinogenicity at very high doses. However, epidemiological evidence suggests that regular consumption of cruciferous vegetables containing natural amounts of AITC is associated with health benefits rather than risks. The context of consumption (natural food matrix vs. isolated compound) appears to significantly influence long-term safety profile.
Special Populations
Pregnant Women: Not recommended as a supplement due to insufficient safety data. Dietary consumption of AITC-containing foods in normal amounts is generally considered safe.
Breastfeeding Women: Not recommended as a supplement due to insufficient safety data. Dietary consumption of AITC-containing foods in normal amounts is generally considered safe.
Children: Not recommended as a supplement. Dietary exposure through foods in age-appropriate amounts is considered safe.
Elderly: May be more sensitive to irritant effects; lower doses recommended if used.
Liver Disease: Use with caution due to involvement of liver enzymes in metabolism.
Kidney Disease: Use with caution as metabolites are primarily excreted through the kidneys.
Allergic Reactions
Allergic reactions to AITC are possible, particularly in individuals with known allergies to mustard, wasabi, horseradish, or other cruciferous vegetables. Symptoms may include skin rash, itching, swelling, severe dizziness, and difficulty breathing. Mustard allergy is recognized as one of the major food allergens in some countries, including the European Union, where it must be declared on food labels.
Toxicity Studies
Acute Toxicity: AITC has moderate acute toxicity. The oral LD50 in rats is approximately 339 mg/kg body weight, indicating that very high doses can be harmful. However, typical dietary exposure is orders of magnitude lower than these toxic levels.
Subchronic Toxicity: In 90-day feeding studies in rats, a No Observed Adverse Effect Level (NOAEL) of 12 mg/kg body weight/day has been established. Effects at higher doses included reduced body weight gain and changes in liver and kidney parameters.
Genotoxicity: Results from genotoxicity studies are mixed. Some in vitro studies suggest potential genotoxicity, while others show no significant effects. The genotoxic potential appears to be mitigated in vivo by detoxification mechanisms.
Carcinogenicity: High-dose animal studies have shown some evidence of carcinogenic potential, particularly in the urinary bladder of rats exposed to very high doses. However, epidemiological evidence in humans suggests that dietary consumption of cruciferous vegetables containing AITC is associated with reduced cancer risk, highlighting the importance of dose and context of exposure.
Developmental Toxicity: Studies in animals suggest potential developmental toxicity at high doses. A study in Xenopus laevis embryos showed that AITC can cause developmental abnormalities at concentrations much higher than typical dietary exposure.
Regulatory Assessments
The European Food Safety Authority (EFSA) has evaluated AITC for use as a food additive and established safety parameters including the ADI of 0.02 mg/kg body weight/day. The U.S. Food and Drug Administration (FDA) lists AITC as Generally Recognized as Safe (GRAS) for use as a flavoring agent in foods at low concentrations. The Joint FAO/WHO Expert Committee on Food Additives (JECFA) has also evaluated AITC and established similar safety guidelines.
Regulatory Status
Fda Status
In the United States, allyl isothiocyanate (AITC) is classified as Generally Recognized as Safe (GRAS) by the FDA for use as a food flavoring agent (21 CFR 172.515) at levels not exceeding good manufacturing practices. As a food additive, it is permitted for specific uses with established limitations. For dietary supplement use, AITC falls under the Dietary Supplement Health and Education Act (DSHEA) of 1994, which regulates it as a dietary ingredient. However, the FDA has not specifically evaluated or approved AITC as a standalone dietary supplement ingredient.
Pure AITC is also regulated as a food additive for use in packaging materials with antimicrobial properties. The FDA prohibits therapeutic or disease-prevention claims for AITC-containing supplements without approved drug status.
International Status
Eu: In the European Union, AITC is regulated under the Food Additives Regulation (EC) No 1333/2008 as a flavoring substance (FL No. 07.004). The European Food Safety Authority (EFSA) has established an Acceptable Daily Intake (ADI) of 0.02 mg/kg body weight per day. AITC is also subject to the EU’s Novel Food Regulation if used in ways that do not have a history of significant consumption before May 1997. For non-food uses, AITC is regulated under REACH (Registration, Evaluation, Authorization and Restriction of Chemicals) regulations.
Canada: Health Canada regulates AITC as both a food additive and a potential Natural Health Product (NHP) ingredient. As a food additive, it is permitted in certain standardized mustard preparations. For use in NHPs, manufacturers must obtain product licenses with specific safety and efficacy data. Health Canada has established similar safety limits to those of EFSA.
Japan: In Japan, AITC is regulated by the Ministry of Health, Labour and Welfare as a food additive and flavoring agent. It is also recognized as a component of traditional foods like wasabi. Japan has specific regulations for wasabi products, including standards for AITC content in authentic wasabi versus imitation products.
Australia: The Food Standards Australia New Zealand (FSANZ) regulates AITC as a food flavoring agent. For therapeutic use, the Therapeutic Goods Administration (TGA) would regulate AITC-containing products, though there are currently few approved therapeutic applications.
China: The National Medical Products Administration (NMPA) and the State Administration for Market Regulation regulate AITC in China, primarily as a food additive and flavoring agent.
Patent Status
Various patents exist related to AITC applications, including methods of stabilization, controlled release formulations, antimicrobial applications, and specific therapeutic uses. Notable patents include those for microencapsulation technologies to improve AITC stability, controlled-release packaging systems utilizing AITC’s antimicrobial properties, and methods for enhancing AITC’s bioavailability for therapeutic applications. Most basic patents on AITC itself have expired, as the compound has been known for over a century, but novel formulations and applications continue to be patented.
Labeling Requirements
Us: When used as a food additive, AITC must be declared on ingredient labels. In dietary supplements, it must be listed in the Supplement Facts panel with its common or usual name. Products containing mustard must declare it as an allergen under the Food Allergen Labeling and Consumer Protection Act (FALCPA). Any structure/function claims must be accompanied by the FDA disclaimer: ‘These statements have not been evaluated by the Food and Drug Administration. This product is not intended to diagnose, treat, cure, or prevent any disease.’
Eu: AITC must be declared in the ingredients list when used as a food additive. Products containing mustard must prominently declare it as an allergen, as mustard is one of the 14 major allergens requiring mandatory labeling in the EU. Health claims are strictly regulated and must be pre-approved by EFSA.
Canada: Similar to the US and EU, AITC must be declared on ingredient labels, and mustard must be highlighted as an allergen. NHPs containing AITC must comply with specific labeling requirements, including approved health claims, cautions, and contraindications.
Approved Claims
Structure Function: In the US, limited structure/function claims may be made for AITC-containing supplements, such as ‘supports digestive health’ or ‘helps maintain respiratory function,’ provided they are truthful, not misleading, and accompanied by the appropriate FDA disclaimer. However, specific structure/function claims for AITC have not been widely established or evaluated.
Health Claims: No specific health claims for AITC have been approved by major regulatory agencies. In the EU, no health claims related to AITC have been authorized by EFSA. Any claims must be supported by scientific evidence and comply with regional regulations.
Regulatory Challenges
The primary regulatory challenges for AITC relate to its dual nature as both a potentially beneficial bioactive compound and a potential irritant/toxicant at higher doses. Establishing appropriate safety limits while allowing effective doses presents a regulatory balancing act. The volatile nature of AITC creates challenges for standardization and quality control in supplements and food products. Additionally, the allergenic potential of mustard (a primary source of AITC) necessitates careful allergen labeling and management.
For therapeutic applications, the limited human clinical trial data presents challenges for obtaining regulatory approvals for specific health claims or medical uses. The natural presence of AITC in traditional foods creates complexity in regulating it as an isolated compound versus its presence in whole foods.
Synergistic Compounds
Compound | Synergy Mechanism | Evidence Rating |
---|---|---|
Other isothiocyanates (e.g., sulforaphane, phenethyl isothiocyanate) | Different isothiocyanates activate the Nrf2-Keap1-ARE pathway through slightly different mechanisms and with varying potencies. When combined, they can provide more comprehensive and sustained activation of this pathway, enhancing cellular defense mechanisms against oxidative stress and toxins. Additionally, different isothiocyanates may target complementary cancer pathways, potentially providing more comprehensive anticancer effects. | 3 |
Quercetin | Quercetin, a flavonoid found in many fruits and vegetables, complements AITC’s activities through different antioxidant mechanisms. While AITC primarily works by activating endogenous antioxidant systems through Nrf2, quercetin acts as a direct antioxidant by scavenging free radicals. Additionally, both compounds show anti-inflammatory properties through different but complementary pathways, potentially providing enhanced protection against inflammation-related conditions. | 2 |
Curcumin | Curcumin and AITC both exhibit anti-inflammatory and anticancer properties through different mechanisms. Curcumin inhibits NF-κB activation through different binding sites than AITC, potentially providing more comprehensive inhibition of inflammatory pathways. In cancer models, the combination has shown enhanced ability to induce apoptosis and inhibit proliferation compared to either compound alone. | 2 |
Resveratrol | Resveratrol activates sirtuin pathways and has antioxidant properties that complement AITC’s Nrf2 activation. The combination may provide enhanced protection against oxidative stress and inflammation through multiple cellular pathways. Some research suggests synergistic effects in cancer prevention models. | 2 |
Omega-3 fatty acids | Omega-3 fatty acids have anti-inflammatory properties through modulation of eicosanoid production, which complements AITC’s anti-inflammatory effects through NF-κB inhibition. The combination may provide more comprehensive anti-inflammatory benefits. Additionally, omega-3s may enhance the absorption and bioavailability of lipophilic compounds like AITC. | 2 |
Vitamin E | Vitamin E is a lipophilic antioxidant that directly scavenges free radicals, complementing AITC’s indirect antioxidant effects through Nrf2 activation. The combination provides both immediate and long-term antioxidant protection. Additionally, vitamin E may help stabilize AITC in certain formulations, potentially enhancing its shelf life and efficacy. | 2 |
Selenium | Selenium is an essential cofactor for several antioxidant enzymes, including some that are upregulated by AITC through Nrf2 activation. Adequate selenium status may enhance the effectiveness of AITC’s antioxidant effects by ensuring optimal function of these enzymes. Both compounds also show anticancer properties through complementary mechanisms. | 2 |
Probiotics | Certain probiotic strains may enhance the beneficial effects of AITC on gut health. AITC has antimicrobial properties that may help control pathogenic bacteria, while probiotics help establish beneficial gut flora. This combination may provide more comprehensive support for digestive health and immune function. Additionally, some probiotic strains may influence the metabolism and bioavailability of AITC. | 1 |
Zinc | Zinc plays important roles in immune function and antioxidant defense, potentially complementing AITC’s immunomodulatory and antioxidant properties. Zinc is also involved in DNA repair mechanisms, which may work synergistically with AITC’s effects on cellular protection against DNA damage. | 1 |
Capsaicin | Capsaicin and AITC activate different TRP channels (TRPV1 and TRPA1, respectively) but have complementary effects on pain perception, inflammation, and metabolism. The combination may provide enhanced thermogenic effects and broader antimicrobial properties. Traditional cuisines often combine these compounds (e.g., mustard and chili peppers) for enhanced flavor and potential health benefits. | 2 |
Indole-3-carbinol | Indole-3-carbinol, another compound found in cruciferous vegetables, complements AITC’s anticancer properties through different mechanisms. While AITC primarily affects cell cycle and apoptosis pathways, indole-3-carbinol influences estrogen metabolism and aryl hydrocarbon receptor signaling. The combination, as naturally found in whole cruciferous vegetables, may provide more comprehensive cancer prevention benefits than either compound alone. | 2 |
Antagonistic Compounds
Compound | Interaction Type | Evidence Rating |
---|---|---|
Glutathione-depleting agents | AITC is primarily metabolized through conjugation with glutathione. Compounds that deplete glutathione (e.g., acetaminophen at high doses, alcohol) may alter AITC metabolism, potentially increasing its toxicity or reducing its efficacy. This interaction could lead to increased irritant effects or altered biological activity of AITC. | 3 |
Antioxidant supplements at high doses | High doses of direct antioxidants (e.g., vitamin C, vitamin E) may theoretically interfere with the pro-oxidant effects of AITC that are necessary for Nrf2 activation. AITC works partly through hormetic mechanisms, creating mild oxidative stress that triggers protective responses. Excessive antioxidant supplementation might blunt this beneficial hormetic effect, potentially reducing AITC’s long-term health benefits. | 2 |
Proton pump inhibitors | By reducing stomach acid, proton pump inhibitors may alter the stability and absorption of AITC in the gastrointestinal tract. AITC is more stable in acidic environments, so reduced stomach acidity could potentially affect its bioavailability and efficacy. | 1 |
Anticoagulant medications | AITC may have mild antiplatelet effects. When combined with anticoagulant or antiplatelet medications (e.g., warfarin, aspirin, clopidogrel), there is a theoretical risk of enhanced bleeding effects. This interaction is primarily a concern with high-dose AITC supplementation rather than dietary consumption. | 2 |
Certain cytochrome P450 substrates | AITC may modulate the activity of certain cytochrome P450 enzymes involved in drug metabolism. This could potentially affect the metabolism and efficacy of medications that are substrates for these enzymes. The clinical significance of this interaction is not well-established but warrants caution, particularly with drugs that have narrow therapeutic windows. | 2 |
Heat (cooking at high temperatures) | High heat can cause degradation of AITC and reduce its biological activity. Cooking methods that involve high temperatures (e.g., boiling, frying) can significantly reduce the AITC content and activity in food sources. This is not an interaction with another compound but rather a physical factor that antagonizes AITC’s effects. | 4 |
Certain food preservatives | Some food preservatives, particularly sulfites, may react with AITC and reduce its stability and bioactivity. This interaction is primarily relevant in processed foods that contain both AITC (or mustard) and preservatives. | 2 |
Iron supplements | High doses of iron may potentially interact with AITC due to iron’s pro-oxidant properties and AITC’s reactivity with metal ions. This interaction could affect both the stability of AITC and its biological activities. Taking iron supplements separately from AITC-rich foods or supplements is advisable. | 1 |
Acid-reducing herbs and supplements | Similar to proton pump inhibitors, natural compounds that reduce stomach acid (e.g., deglycyrrhizinated licorice, slippery elm) may theoretically affect the stability and absorption of AITC in the gastrointestinal tract. | 1 |
Thiol-containing compounds | AITC readily reacts with thiol (-SH) groups in proteins and other molecules. Supplements or medications containing free thiol groups (e.g., N-acetylcysteine, alpha-lipoic acid) may react with AITC before it can exert its biological effects, potentially reducing its efficacy. This interaction is based on the known chemical reactivity of AITC but has limited clinical evidence. | 2 |
Cost Efficiency
Relative Cost
Medium to High
Cost Per Effective Dose
Approximately $0.30-$2.00 per day for supplement forms, depending on formulation and brand. Natural food sources (mustard, horseradish, wasabi) provide more cost-effective options, with effective doses costing approximately $0.10-$0.50 per serving.
Value Analysis
AITC offers moderate value considering its multiple potential health benefits and relatively limited human clinical evidence. The cost-effectiveness varies significantly depending on the source and form. Natural food sources like mustard seeds, horseradish, and prepared mustard condiments provide the highest value, delivering AITC along with other beneficial compounds at a relatively low cost. Commercial supplements vary widely in price and quality, with higher-priced products often containing standardized extracts or enhanced delivery systems that may improve stability and bioavailability.
These premium features may justify the higher cost for specific applications, but for general health benefits, food sources typically offer better value. When considering the potential antimicrobial, anti-inflammatory, and antioxidant benefits, even higher-cost supplements may represent reasonable value for specific health concerns where concentrated doses might be beneficial. However, the limited human clinical evidence for many proposed benefits means that the actual value proposition remains somewhat speculative for therapeutic applications.
Price Comparison
Natural Sources
- $0.50-$2.00 per ounce (multiple servings)
- $2.00-$5.00 per jar (approximately 20-30 servings)
- $3.00-$6.00 per jar (approximately 15-25 servings)
- $5.00-$15.00 per container (approximately 10-20 servings, with authentic wasabi commanding premium prices)
Supplements
- $15-$25 for 30-60 servings
- $25-$50 for 30-60 servings (with enhanced stability or delivery systems)
- $40-$80 for 30-60 servings (targeted for specific health applications)
Cost Saving Strategies
Use culinary sources of AITC (mustard, horseradish, wasabi) as part of regular diet instead of supplements, Grow mustard greens or horseradish at home for fresh, cost-effective sources, Make homemade mustard from whole seeds for maximum AITC content at minimal cost, Purchase supplements during sales or with subscription discounts, Compare cost per mg of active AITC rather than cost per capsule (some products contain higher concentrations), Consider the presence of stabilizers or enhanced delivery systems when evaluating cost (products with these features may provide better value despite higher price)
Economic Considerations
Direct Costs: The direct cost of AITC supplementation varies widely depending on the source and form, from very economical (culinary sources) to relatively expensive (premium supplements).
Indirect Savings: Potential cost savings from preventive health benefits are difficult to quantify due to limited clinical evidence. If the antimicrobial and anti-inflammatory properties translate to reduced incidence of certain conditions, there could be healthcare cost savings, but this remains speculative without more definitive human studies.
Market Trends
The market for AITC and AITC-containing products has been growing steadily, driven by increasing consumer interest in natural bioactive compounds and functional foods.
Several trends are notable: 1) Premium wasabi and mustard products with verified AITC content are gaining market share, appealing to health-conscious consumers; 2) Specialized supplements targeting specific health concerns (respiratory health, antimicrobial support) are emerging; 3) Food preservation applications utilizing AITC’s natural antimicrobial properties are expanding; 4) Research into novel delivery systems to improve AITC stability and bioavailability is advancing, potentially leading to more effective but higher-priced products in the future; 5) Growing awareness of mustard as an a
llergen is influencing product development and marketing strategies. The market is expected to continue growing as research expands into new potential benefits and as consumer awareness of natural bioactive compounds increases.
Stability Information
Shelf Life
Pure AITC has a relatively short shelf life due to its volatile and reactive nature. Under optimal storage conditions (refrigerated, in airtight, light-resistant containers), pure AITC typically maintains acceptable stability for 6-12 months. In commercial preparations, stabilizers and appropriate packaging can extend this to 1-2 years. In prepared foods like mustard and wasabi paste, the shelf life varies significantly depending on formulation, preservatives, and packaging, ranging from several months to over a year when unopened.
Once opened, these products typically maintain AITC activity for 1-3 months when refrigerated.
Storage Recommendations
Store in tightly sealed, opaque containers to prevent volatilization and light-induced degradation. Refrigeration (2-8°C) is strongly recommended for pure AITC and AITC-containing supplements. For commercial food products containing AITC (mustard, wasabi, horseradish preparations), follow manufacturer’s recommendations, but refrigeration after opening generally extends active compound stability. Avoid exposure to heat, direct sunlight, and air, all of which accelerate degradation.
For long-term storage of pure AITC, some researchers recommend storage under inert gas (nitrogen) to prevent oxidation.
Degradation Factors
Heat – temperatures above 40°C (104°F) significantly accelerate degradation, Exposure to air (oxygen) – causes oxidation and loss of activity, Light exposure – particularly UV light catalyzes degradation reactions, Moisture – can promote hydrolysis and degradation, Alkaline conditions – AITC is more stable in slightly acidic to neutral pH, Presence of nucleophilic compounds (particularly those with free thiol groups) – react readily with AITC, Metal ions – certain metal ions can catalyze degradation reactions
Stability In Different Forms
Pure Compound: Highly unstable; requires careful storage conditions
Oil Solutions: Moderate stability; protected somewhat from hydrolysis but still susceptible to oxidation
Microencapsulated: Significantly improved stability; protective matrix shields from environmental factors
In Food Matrix: Variable stability depending on other ingredients; acidic conditions (as in vinegar-based mustard) generally improve stability
Dried Powder: Poor stability unless specially formulated with stabilizers and appropriate packaging
Indicators Of Degradation
Diminished pungency and characteristic aroma, Color changes (yellowing or darkening), Formation of precipitates in liquid preparations, Reduced biological activity (antimicrobial, enzyme-inducing effects), Development of off-odors or rancid smell
Packaging Considerations
AITC is best packaged in materials that provide barriers against moisture, oxygen, and light. Amber glass containers are excellent for laboratory or supplement use. For commercial food products, laminated packaging with aluminum layers provides good protection. Plastic packaging should include oxygen and moisture barriers.
Single-use packaging or small containers are preferable to minimize repeated opening and exposure to air. For supplements, blister packs with aluminum backing can provide good stability. Some commercial preparations use nitrogen flushing during packaging to displace oxygen and extend shelf life.
Stability Testing Methods
Gas chromatography (GC) or high-performance liquid chromatography (HPLC) to measure AITC content over time, Sensory evaluation of pungency and aroma (though subjective), Antimicrobial activity assays as functional tests of potency, Nrf2 activation assays to measure biological activity, Accelerated stability testing under various temperature and humidity conditions, Headspace analysis to measure volatile compound release
Stabilization Strategies
Several approaches can enhance AITC stability in various formulations. Microencapsulation using cyclodextrins, liposomes, or other carrier systems can significantly improve stability by protecting AITC from environmental factors. Inclusion of antioxidants (e.g., vitamin E, rosemary extract) can help prevent oxidative degradation. Maintaining slightly acidic conditions (pH 4-6) generally improves stability compared to neutral or alkaline conditions.
For food applications, emulsion-based systems can provide protection while maintaining bioavailability. Some formulations use controlled release systems that generate AITC in situ from more stable precursors when needed, similar to the natural sinigrin-myrosinase system in plants.
Sourcing
Synthesis Methods
- Extraction from mustard seeds or other plant sources using organic solvents
- Steam distillation of mustard seed oil
- Chemical synthesis from allyl bromide or allyl chloride and potassium thiocyanate
- Enzymatic production through controlled hydrolysis of sinigrin by myrosinase
Natural Sources
- Mustard seeds (Brassica juncea, Brassica nigra, Sinapis alba) – highest concentration in black mustard (B. nigra)
- Wasabi (Wasabia japonica) – Japanese horseradish
- Horseradish (Armoracia rusticana)
- Radish (Raphanus sativus)
- Garden cress (Lepidium sativum)
- Other cruciferous vegetables (in smaller amounts)
Quality Considerations
High-quality AITC should have a purity of at least 95% for research or supplemental use. Due to its volatile and reactive nature, AITC can degrade during processing and storage, so freshness and proper storage conditions are critical. For natural sources, the content of AITC precursor (sinigrin) and active myrosinase enzyme significantly affect the yield and quality of AITC. Organic certification for plant sources helps ensure the absence of pesticide residues that could potentially interact with AITC. Third-party testing for purity, potency, and contaminants is essential for supplemental forms. For food sources, proper cultivation, harvesting, and processing methods significantly impact the AITC content and bioactivity.
Geographical Sources
- Canada – major producer of mustard seeds, particularly brown and yellow varieties
- India – significant producer of brown mustard (Brassica juncea)
- Japan – primary source of authentic wasabi
- European countries (particularly Hungary, Poland, and Germany) – horseradish production
- China – large-scale production of various mustard varieties and radish
- United States – commercial production of horseradish and mustard in certain regions
Processing Methods
- Traditional processing involves grinding mustard seeds or grating horseradish/wasabi to release myrosinase enzyme, which then converts sinigrin to AITC. This process is often done in slightly acidic conditions (e.g., with vinegar) to stabilize the AITC. In traditional Japanese wasabi preparation, the root is freshly grated just before consumption to maximize AITC content, as it begins to degrade within 15-30 minutes of exposure to air.
- Modern commercial processing often involves controlled enzymatic hydrolysis of sinigrin extracted from plant sources, followed by purification steps to isolate AITC. For food applications, microencapsulation technologies are sometimes used to stabilize AITC and control its release. Some commercial preparations use synthetic AITC produced through chemical synthesis rather than plant extraction.
- Extraction methods include steam distillation, solvent extraction (using ethanol, methanol, or other organic solvents), and supercritical fluid extraction using CO2. Each method has different yields and may result in slightly different purity profiles.
Sustainability Considerations
Mustard plants are relatively sustainable crops that require moderate water and can grow in various soil conditions. They are often used in crop rotation systems to improve soil health. Wasabi, however, has specific growing requirements and is more resource-intensive, leading to sustainability concerns with increased demand. Wild harvesting is not a significant source of AITC-containing plants, so habitat destruction is not a major concern. The processing of AITC can involve organic solvents, some of which may have environmental impacts if not properly managed. Look for suppliers that use more environmentally friendly extraction methods and proper waste management practices. The carbon footprint of AITC production varies significantly depending on the source plant, cultivation methods, and processing techniques.
Home Preparation
For culinary and potential health benefits, fresh preparation of AITC-rich foods is optimal. Grinding whole mustard seeds shortly before consumption maximizes AITC content. Similarly, freshly grating horseradish or wasabi root releases active myrosinase enzyme that converts sinigrin to AITC. Adding a small amount of water and allowing the grated material to sit for 5-10 minutes before consumption optimizes AITC formation. Avoid using very hot water or heating the preparation, as heat inactivates myrosinase and reduces AITC formation.
Historical Usage
Allyl isothiocyanate (AITC) has a rich history of use across various cultures, primarily through its natural sources such as mustard, horseradish, and wasabi. The use of mustard seeds, the primary source of AITC, dates back to ancient civilizations. Archaeological evidence suggests that mustard was cultivated as early as 3000 BCE in India, where it was valued both as a food and medicinal plant. Ancient Sanskrit texts mention mustard for its pungent properties and medicinal applications.
In ancient Egypt, mustard seeds were found in pharaohs’ tombs, indicating their cultural significance. The Greek physician Hippocrates (460-370 BCE) documented the use of mustard preparations for various ailments, including respiratory conditions, aches, and pains. He recommended mustard poultices (plasters) applied externally to relieve chest congestion and muscle pain, applications that leverage AITC’s counter-irritant and circulation-stimulating properties. The Romans further developed mustard’s culinary and medicinal applications.
Pliny the Elder’s ‘Natural History’ (77 CE) described numerous medicinal uses for mustard, including treatments for scorpion stings, toothaches, and seizures. The Romans were among the first to prepare mustard as a condiment by mixing ground seeds with unfermented grape juice (must), giving rise to the name ‘mustard’ (from Latin ‘mustum ardens’ meaning ‘burning must’). During the Middle Ages, mustard gained prominence in European monastic medicine. The 12th-century German abbess and herbalist Hildegard of Bingen recommended mustard for digestive issues and to ‘purify the senses.’ Monastery gardens commonly grew mustard, and monks developed various medicinal preparations.
By the 13th century, mustard had become an important trade commodity in Europe, with the town of Dijon, France, emerging as a center of mustard production by the 14th century. In traditional Chinese medicine, mustard seeds (Bai Jie Zi) have been used for centuries to treat lung congestion, coughs, and abdominal pain. Chinese medical texts describe mustard’s warming properties and its ability to disperse stagnation and clear phlegm. In Japanese culture, wasabi (Wasabia japonica) has been used since at least the 10th century.
Initially valued for its antimicrobial properties that helped prevent food poisoning from raw fish, wasabi became an essential component of traditional Japanese cuisine. The specific compound AITC was first isolated and identified in the 19th century as scientific understanding of plant chemistry advanced. In 1855, the German chemist August Wilhelm von Hofmann first described the chemical structure of AITC, though it had been extracted from mustard oil earlier. The development of mustard gas (sulfur mustard) as a chemical weapon during World War I was based on the chemical understanding of mustard compounds, though sulfur mustard is chemically distinct from AITC.
Throughout the 20th century, scientific research began to elucidate the mechanisms behind the traditional uses of AITC-containing plants. Studies confirmed antimicrobial, anti-inflammatory, and other biological activities, providing scientific validation for many historical applications. In modern times, AITC has found applications beyond traditional medicine and cuisine. It has been investigated as a natural food preservative, agricultural biopesticide, and potential therapeutic agent for various health conditions.
The long history of human consumption of AITC-containing foods provides valuable information about its safety profile and potential benefits, informing current research and applications.
Scientific Evidence
Evidence Rating
Key Studies
Meta Analyses
Zhang Y. Allyl isothiocyanate as a cancer chemopreventive phytochemical. Mol Nutr Food Res. 2010;54(1):127-135. doi:10.1002/mnfr.200900323, Wu X, Zhou QH, Xu K. Are isothiocyanates potential anti-cancer drugs? Acta Pharmacol Sin. 2009;30(5):501-512. doi:10.1038/aps.2009.50
Ongoing Trials
Investigation of AITC-rich foods in cancer prevention, Evaluation of AITC as an adjunct to conventional cancer therapies, Studies on AITC’s effects on metabolic health and insulin sensitivity, Research on AITC’s antimicrobial properties for food preservation applications
Research Gaps
Limited human clinical trials with AITC supplementation, Insufficient data on long-term safety and efficacy in humans, Limited understanding of optimal dosing for specific health conditions, Need for better characterization of bioavailability and metabolism in diverse populations, Limited research on potential interactions with medications and other supplements, Insufficient data on effects in special populations (elderly, pediatric, pregnant women)
Evidence Strength By Application
Antimicrobial Activity: Strong – multiple in vitro and food science studies
Anticancer Effects: Moderate – primarily in vitro and animal studies with limited human data
Anti Inflammatory Effects: Moderate – animal studies with some mechanistic understanding
Metabolic Health: Preliminary – promising animal studies but limited human data
Cardiovascular Protection: Preliminary – limited but positive animal studies
Neuroprotection: Preliminary – very limited studies
Contradictory Findings
While many studies suggest potential health benefits of AITC, particularly in cancer prevention, some toxicological studies indicate potential concerns at high doses, including possible genotoxicity and developmental toxicity.
These contradictory findings may be explained by hormetic effects (beneficial at low doses but harmful at high doses), differences between isolated AITC and its presence in whole foods, and variations in study methodologies.
Additionally ,
while epidemiological studies generally show benefits of consuming cruciferous vegetables rich in AITC precursors,
these benefits may be due to multiple bioactive compounds working synergistically rather than AITC alone.
Disclaimer: The information provided is for educational purposes only and is not intended as medical advice. Always consult with a healthcare professional before starting any supplement regimen, especially if you have pre-existing health conditions or are taking medications.