Structure via PubChem · Public domain (PubChem)
3,3'-diindolylmethane
Sign in to saveAlso known as DIM, bis-1H-indol-3-ylmethane, 3,3'-methylenebis-1H-indole
3,3′-Diindolylmethane (DIM) is a compound derived from the digestion of indole-3-carbinol, found in cruciferous vegetables, such as broccoli, Brussels sprouts, cabbage and kale. It and its parent compound indole-3-carbinol are under laboratory research to determine their possible biological properties, particularly in anti-cancer mechanisms. DIM is sold as a dietary supplement.
Chemical data
- Formula
- C17H14N2
- Molecular weight
- 246.31 g/mol
- IUPAC name
- 3-(1H-indol-3-ylmethyl)-1H-indole
- SMILES
- C1=CC=C2C(=C1)C(=CN2)CC3=CNC4=CC=CC=C43
- InChIKey
- VFTRKSBEFQDZKX-UHFFFAOYSA-N
- XLogP
- 4.3
- Polar surface area
- 31.6 Ų
- H-bond donors
- 2
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- prostate adenocarcinoma, cervical cancer, breast cancer
via ChEMBL · EBI
Research
637 papers- 3,3'-Diindolylmethane and indole-3-carbinol: potential therapeutic molecules for cancer chemoprevention and treatment via regulating cellular signaling pathways.Cancer cell international · 2023
- Exosome-sheathed porous silica nanoparticle-mediated co-delivery of 3,3'-diindolylmethane and doxorubicin attenuates cancer stem cell-driven EMT in triple negative breast cancer.Journal of nanobiotechnology · 2024
- 3,3'-Diindolylmethane and its derivatives: nature-inspired strategies tackling drug resistant tumors by regulation of signal transduction, transcription factors and microRNAs.Cancer drug resistance (Alhambra, Calif.) · 2020
- 3,3'-Diindolylmethane Ameliorates Metabolism Dysfunction-Associated Fatty Liver Disease via AhR/p38 MAPK Signaling.Nutrients · 2025
- 3, 3'-diindolylmethane enhances macrophage efferocytosis and subsequently relieves visceral pain via the AhR/Nrf2/Arg-1-mediated arginine metabolism pathway.Phytomedicine : international journal of phytotherapy and phytopharmacology · 2023
via PubMed
Wikidata facts
- Subclass of
- indole alkaloid
- Mass
- 246.116
Show 3 more facts
- canonical SMILES
- C1=CC=C2C(=C1)C(=CN2)CC3=CNC4=CC=CC=C43
- chemical formula
- C₁₇H₁₄N₂
- found in taxon
- Gastrodia elata
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Properties
- See also
- References
- External links
3,3′-Diindolylmethane (DIM) is a compound derived from the digestion of indole-3-carbinol, found in cruciferous vegetables, such as broccoli, Brussels sprouts, cabbage and kale. It and its parent compound indole-3-carbinol are under laboratory research to determine their possible biological properties, particularly in anti-cancer mechanisms. DIM is sold as a dietary supplement.
==Properties== In vitro, DIM has action as a histone deacetylase inhibitor, specifically against HDAC1, HDAC2, and HDAC3. DIM is a metabolite of indole-3-carbinol.
Excerpted from Wikipedia’s “3,3'-diindolylmethane” article, available under the CC BY-SA 4.0 licence.