Chemical Property of Indole-3-carbinol
Chemical Property:
- Appearance/Colour:Off-white powder
- Melting Point:96-99 °C(lit.)
- Refractive Index:1.5670 (estimate)
- Boiling Point:360.6 °C at 760 mmHg
- PKA:15.10±0.10(Predicted)
- Flash Point:171.9 °C
- PSA:36.02000
- Density:1.272 g/cm3
- LogP:1.66020
- Storage Temp.:2-8°C
- Solubility.:soluble in Methanol
- XLogP3:1.1
- Hydrogen Bond Donor Count:2
- Hydrogen Bond Acceptor Count:1
- Rotatable Bond Count:1
- Exact Mass:147.068413911
- Heavy Atom Count:11
- Complexity:138
- Purity/Quality:
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99%HPLC *data from raw suppliers
Indole-3-carbinol *data from reagent suppliers
Safty Information:
- Pictogram(s):
Xi
- Hazard Codes:Xi
- Statements:
36/38
- Safety Statements:
26-36
- MSDS Files:
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SDS file from LookChem
Useful:
- Canonical SMILES:C1=CC=C2C(=C1)C(=CN2)CO
- Recent ClinicalTrials:Trial of Indole-3-Carbinol and Silibinin
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Sources
Indole-3-carbinol (I3C) is a bioactive phytochemical found abundantly in cruciferous vegetables such as broccoli, cabbage, green peas, cauliflower, and Brussels sprouts.[1]
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Categories and Type
I3C is classified as a bioactive phytochemical and belongs to the group of indole compounds.
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Uses
Indole-3-carbinol (I3C) has been studied for its potential in preventing and treating various chronic diseases, including inflammation, obesity, diabetes, cardiovascular disease, cancer, hypertension, neurodegenerative diseases, and osteoporosis. I3C and its metabolite 3,3′-diindolylmethane (DIM) have shown promise as cancer chemopreventive agents in preclinical models and clinical trials.[2]
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Mechanism of Action
I3C and its metabolites alter multiple signaling pathways controlling cellular events such as oxidation, inflammation, proliferation, differentiation, apoptosis, angiogenesis, and immunity. DIM, a metabolite of I3C, is particularly involved in modulating aryl hydrocarbon receptor (AHR) signaling.[3]
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Production Methods
I3C is naturally occurring and is produced when raw cruciferous vegetables are consumed or processed. It can also be obtained through extraction and purification processes for use in dietary supplements or pharmaceuticals.
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References
[1] Indole-3-Carbinol: Occurrence, Health-Beneficial Properties, and Cellular/Molecular Mechanisms
DOI 10.1146/annurev-food-060721-025531
[2] Biomedical application of Indole-3-carbinol: A mini-review
DOI 10.1016/j.phytol.2020.09.024
[3] Indoles Derived From Glucobrassicin: Cancer Chemoprevention by Indole-3-Carbinol and 3,3'-Diindolylmethane
DOI 10.3389/fnut.2021.734334