| Size | Price | Stock | Qty |
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| 250mg |
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| 500mg |
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| Other Sizes |
| Targets |
Benzyl isothiocyanate targets various cellular pathways involved in cancer cell proliferation, migration, and invasion. It inhibits MMP-2 activity, which is involved in extracellular matrix degradation and cancer cell invasion. The compound induces apoptosis in human pancreatic cancer cells. It has bactericidal activity against various bacteria. Benzyl isothiocyanate's mechanism of action involves the modulation of signaling pathways related to cell survival, proliferation, and metastasis. Its chemopreventive effects are attributed to its ability to induce phase II detoxification enzymes.
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| ln Vitro |
In vitro, benzyl isothiocyanate effectively inhibits the migration, invasion, and MMP-2 activity of mouse melanoma cells. It inhibits the growth of human pancreatic cancer cells by inducing apoptosis. The compound has bactericidal activity. In cell-based assays, benzyl isothiocyanate treatment results in reduced cell migration and invasion, decreased MMP-2 activity, and induction of apoptosis. The compound's effects on cell viability are assessed using MTT or cell counting assays. These studies confirm the compound's anticancer and antibacterial activities.
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| ln Vivo |
In vivo, benzyl isothiocyanate has been studied for its chemopreventive and anticancer properties. As a naturally-occurring constituent of cruciferous vegetables, it is consumed in the diet. The compound's metabolism in humans has been investigated. Animal studies have demonstrated its potential to inhibit tumor growth and metastasis. Benzyl isothiocyanate is used as a research tool for studying cancer chemoprevention and the role of isothiocyanates in health. Comprehensive in vivo efficacy studies are ongoing.
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| Enzyme Assay |
In vitro enzyme assays for benzyl isothiocyanate involve measuring its inhibition of MMP-2 activity. The enzyme is incubated with varying concentrations of benzyl isothiocyanate in the presence of a fluorogenic substrate. The cleavage of the substrate is measured fluorometrically, and the IC₅₀ is calculated. The compound's ability to induce apoptosis is assessed by measuring caspase-3/7 activity. Bactericidal activity is assessed using standard antimicrobial susceptibility tests, determining the minimum inhibitory concentration (MIC) against various bacterial strains.
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| Cell Assay |
In vitro cell-based assays for benzyl isothiocyanate evaluate its effects on cancer cell migration, invasion, and apoptosis. Cancer cells (e.g., melanoma, pancreatic cancer cells) are cultured and treated with serial dilutions of benzyl isothiocyanate. Cell migration and invasion are assessed using scratch wound or Boyden chamber assays. MMP-2 activity is measured using gelatin zymography or ELISA. Apoptosis is quantified by measuring caspase-3/7 activity or by Annexin V staining. Cell viability is assessed using MTT or CellTiter-Glo assays.
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| Animal Protocol |
In vivo animal experiments for benzyl isothiocyanate have been conducted in mouse models of cancer. Tumor-bearing mice are treated with benzyl isothiocyanate via oral administration or intraperitoneal injection. Tumor growth is monitored by caliper measurements, and metastasis is assessed by examining distant organs. The compound's effects on tumor growth, metastasis, and survival are evaluated. Pharmacokinetic studies are conducted to determine the compound's half-life, clearance, and tissue distribution. Comprehensive in vivo studies are ongoing.
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| ADME/Pharmacokinetics |
Benzyl isothiocyanate is absorbed after oral administration and is metabolized via the mercapturic acid pathway. It is excreted in urine as mercapturic acid conjugates. The compound has a molecular weight of 149.21 g/mol and is a clear yellow liquid with a boiling point of 242-243°C. It is soluble in DMSO (~110 mg/mL). The compound's metabolism in humans has been investigated. Comprehensive pharmacokinetic data are available from nutritional and toxicological studies.
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| Toxicity/Toxicokinetics |
The toxicity of benzyl isothiocyanate is relatively low at dietary concentrations. However, as a reactive isothiocyanate, it can cause irritation upon contact with skin, eyes, and respiratory tract. The compound should be handled with appropriate safety precautions in the laboratory. For research use only, not for human therapeutic use without proper authorization. Comprehensive toxicological studies are available from food safety assessments.
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| References |
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| Additional Infomation |
Benzyl isothiocyanate is an isothiocyanate belonging to the benzene family. It possesses antibacterial activity. Benzyl isothiocyanate has been reported to be found in Thulinella chrysantha, Lepidium apetalum, and other organisms with relevant data. See also: Root (part) of Lepidium meyenii.
Benzyl isothiocyanate is a natural isothiocyanate found in cruciferous vegetables with bactericidal activity. It inhibits the migration, invasion, and MMP-2 activity of mouse melanoma cells. The compound inhibits the growth of human pancreatic cancer cells by inducing apoptosis. It has antibacterial properties and its metabolism in humans has been investigated. Benzyl isothiocyanate is a research tool for studying cancer chemoprevention and has not progressed to clinical trials. |
| Molecular Formula |
C8H7NS
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|---|---|
| Molecular Weight |
149.2129
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| Exact Mass |
149.029
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| CAS # |
622-78-6
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| Related CAS # |
Benzyl isothiocyanate-d7;1246818-63-2
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| PubChem CID |
2346
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| Appearance |
Colorless to light yellow liquid
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| Density |
1.0±0.1 g/cm3
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| Boiling Point |
243.8±9.0 °C at 760 mmHg
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| Melting Point |
41 °C
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| Flash Point |
100.4±26.5 °C
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| Vapour Pressure |
0.0±0.5 mmHg at 25°C
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| Index of Refraction |
1.560
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| LogP |
3.02
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
2
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| Rotatable Bond Count |
2
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| Heavy Atom Count |
10
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| Complexity |
132
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| Defined Atom Stereocenter Count |
0
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| SMILES |
S=C=NC([H])([H])C1C([H])=C([H])C([H])=C([H])C=1[H]
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| InChi Key |
MDKCFLQDBWCQCV-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C8H7NS/c10-7-9-6-8-4-2-1-3-5-8/h1-5H,6H2
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| Chemical Name |
isothiocyanatomethylbenzene
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| HS Tariff Code |
2934.99.9001
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| 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)
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| Solubility (In Vitro) |
DMSO : ~110 mg/mL (~737.22 mM)
H2O : < 0.1 mg/mL |
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| Solubility (In Vivo) |
Solubility in Formulation 1: 2.75 mg/mL (18.43 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 27.5 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: 2.75 mg/mL (18.43 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 27.5 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. View More
Solubility in Formulation 3: ≥ 2.75 mg/mL (18.43 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 6.7020 mL | 33.5098 mL | 67.0196 mL | |
| 5 mM | 1.3404 mL | 6.7020 mL | 13.4039 mL | |
| 10 mM | 0.6702 mL | 3.3510 mL | 6.7020 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.
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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