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
• UNSPSC Code: 41116107
• NACRES: NA.24
• MDL number: MFCD00195766

Properties

• grade: analytical standard
• Quality Segment: 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.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335,H413
• pcodes: 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: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable