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.
In the Vinony graph
Vinony's link graph records 250 inbound references to 3,3'-diindolylmethane, and connects out to valproic acid, sodium phenylbutyrate and digestion.
It is catalogued under topics including Antineoplastic drugs, Chembox having GHS data and Chembox image size set.
Vinony links it to 8 Wikipedia language editions.
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.