74601

3,3′-Diindolylmethane

analytical standard

• Synonym(s): 3,3′-Bisindolylmethane, DIM
• Empirical Formula (Hill Notation): C₁₇H₁₄N₂
• CAS Number: 1968-05-4
• Molecular Weight: 246.31
• MDL number: MFCD00195766
• UNSPSC Code: 41116107
• NACRES: NA.24

Properties

• grade: analytical standard
• Quality Level: 100
• Assay: ≥97.5% (HPLC)
• shelf life: limited shelf life, expiry date on the label
• application(s): food and beverages
• format: neat
• storage temp.: 2-8°C
• SMILES string: C(c1c[nH]c2ccccc12)c3c[nH]c4ccccc34
• InChI: 1S/C17H14N2/c1-3-7-16-14(5-1)12(10-18-16)9-13-11-19-17-8-4-2-6-15(13)17/h1-8,10-11,18-19H,9H2
• InChI key: VFTRKSBEFQDZKX-UHFFFAOYSA-N

Description

General description

3,3′-Diindolylmethane, a dimer of indole-3-carbinol, is a component of cruciferous vegetables. It is known to exhibit anticancer effects.

Application

3,3′-Diindolylmethane may be used as a model substrate to analyze the role of 3,3′-diindolylmethane in inducing apoptosis in human cancer cells.

Biochem/physiol Actions

Acid-catalyzed reaction product of a phytochemical naturally found in Brassicaceae, indole-3-carbinol. It functions as an antitumor agent. This derivative can both directly stimulate apoptosis at relatively high concentrations and sensitize TRAIL-induced apoptosis in human cancer cells. DIM induces a G₁ cell cycle arrest in human breast cancer MCF-7 cells by a mechanism that includes increased expression of p21. DIM is a strong mitochondrial H⁺-ATPase inhibitor. The function of DIM and its derivatives as a new plant growth promoter has been studied in an eco-friendly system.

Recommended products

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Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335,H413
• Precautionary Statements: P273 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable