I7256

Indole-3-carbinol

• Synonyme(s) : 3-Indolemethanol
• Formule empirique (notation de Hill) : C₉H₉NO
• Numéro CAS: 700-06-1
• Poids moléculaire : 147.17
• NACRES: NA.25
• PubChem Substance ID: 24896113
• UNSPSC Code: 12352005
• EC Number: 211-836-2
• MDL number: MFCD00005632

Propriétés

• Quality Segment: 100
• mp: 96-99 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: OCc1c[nH]c2ccccc12
• InChI: 1S/C9H9NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-5,10-11H,6H2
• InChI key: IVYPNXXAYMYVSP-UHFFFAOYSA-N

Description

General description

Indole-3-carbinol is a novel secondary plant metabolite produced in cruciferous vegetables, such as cabbage, cauliflower and brussels sprouts.

Application

Indole-3-carbinol has been used for encapsulation with poly-lactic-co-glycolic acid (PLGA), to study its in-vitro anti-cancerogenic effects on breast adenocarcinoma epithelial (MCF7), colon adenocarcinoma epithelial (Caco2), prostate carcinoma epithelial (PC3) cells. It has also been used as a cytochrome P4501A (CYP1A) inducer.

Biochem/physiol Actions

Indole-3-carbinol (I3C) activates aryl hydrocarbon receptor (AhR) and induces G1 cell cycle arrest and apoptosis. Thus, it acts as a potential anti-cancer agent. In addition, it induces estradiol metabolism by stimulating cytochrome P450 enzymes. Therefore, I3C is considered to be a potent chemotherapeutic for various types of cancer including, breast, prostate, colon cancer, and leukemia.

Inhibits cancinogenesis at the initiation stage. Has be shown to inhibit carcinogenesis in several animal species, but it enhances tumor incidence if administered at a post-initiation stage. Found in cruciferous vegetables.

Informations sur la sécurité

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319
• pcodes: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2
• Classe de stockage: 11 - Combustible Solids
• ppe: dust mask type N95 (US), Eyeshields, Gloves