D9568

3,3′-Diindolylmethane

≥98% (HPLC)

• Synonym(s): 3,3′-Bisindolylmethane, DIM
• Empirical Formula (Hill Notation): C₁₇H₁₄N₂
• CAS Number: 1968-05-4
• Molecular Weight: 246.31
• NACRES: NA.25
• PubChem Substance ID: 329798906
• UNSPSC Code: 12352200
• MDL number: MFCD00195766
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• 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

Application

• 3,3′-Diindolylmethane inhibits Th17 cell differentiation via impairing IRF-7-mediated plasmacytoid dendritic cell activation in imiquimod-induced psoriasis mice.: The research indicates that 3,3′-Diindolylmethane can effectively inhibit Th17 cell differentiation, offering a potential therapeutic approach for treating psoriasis by targeting plasmacytoid dendritic cell pathways (Rasool et al., 2024).


• Protective effect of diindolylmethane-enriched dietary cabbage against doxorubicin-induced cardiotoxicity in mice.: This study highlights the cardioprotective effects of a diindolylmethane-enriched diet in mice, offering a dietary approach to mitigate the cardiotoxic effects of doxorubicin, a common chemotherapeutic agent (Natesh et al., 2024).


• Nanoformulated 3′-diindolylmethane modulates apoptosis, migration, and angiogenesis in breast cancer cells.: The investigation into nanoformulated 3′-diindolylmethane shows it significantly influences apoptosis, migration, and angiogenesis, suggesting its utility in targeted cancer therapies (Harakeh et al., 2024).


• Design, synthesis, and biological evaluation of 3,3′-diindolylmethane N-linked glycoconjugate as a leishmanial topoisomerase IB inhibitor with reduced cytotoxicity.: Research presents a synthesized glycoconjugate of 3,3′-Diindolylmethane as an effective inhibitor of leishmanial topoisomerase IB, demonstrating reduced cytotoxicity and potential as a therapeutic agent (Kour et al., 2023).

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.

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
• ppe: dust mask type N95 (US), Eyeshields, Gloves