CAS 1968-05-4

3,3′-Diindolylmethane

Description:

3,3′-Diindolylmethane (DIM) is an organic compound derived from indole, specifically formed through the dimerization of indole-3-carbinol, which is found in cruciferous vegetables like broccoli and Brussels sprouts. It is characterized by its two indole rings connected by a methylene bridge. DIM is known for its potential health benefits, particularly in the context of cancer prevention and hormonal balance, as it may influence estrogen metabolism and exhibit anti-inflammatory properties. The compound is typically a yellow to orange crystalline solid and is soluble in organic solvents but has limited solubility in water. Its molecular formula is C18H16N2, and it has a relatively low molecular weight. DIM has garnered interest in nutritional and pharmaceutical research due to its bioactive properties, and studies have explored its role in modulating various biological pathways, including apoptosis and cell cycle regulation. However, further research is needed to fully understand its mechanisms and therapeutic potential.

Formula: C₁₇H₁₄N₂

InChI: 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: InChIKey=VFTRKSBEFQDZKX-UHFFFAOYSA-N

SMILES: C(C=1C=2C(NC1)=CC=CC2)C=3C=4C(NC3)=CC=CC4

Synonyms:

• 1H-Indole, 3,3′-methylenebis-
• 3,3'-Methylenebisindole
• 3,3'-methanediylbis(1H-indole)
• 3,3'Diindolemethane
• 3,3-Methylenediindole
• 3,3′-Bisindolylmethane
• 3,3′-Methanediyldi(1H-indole)
• 3,3′-Methylenebis[1H-indole]
• 3-[(1H-Indol-3-yl)methyl]-1H-indole
• Arundine
• Bis(1H-indol-3-yl)methane
• Bis(3-indolyl)methane
• Cervicon-DIM
• DIM
• DIM (AhR agonist)
• DIM (diindolylmethane)
• Di(1H-indol-3-yl)methane
• Diindolylmethane
• Diindoylmethane
• Hb 236
• Indole, 3,3′-methylenedi-
• Infemin
• 3,3-Diindolylmethane

3,3'-Methylenediindole

CAS: 1968-05-4

Formula: C₁₇H₁₄N₂

Purity: >98.0%(N)

Color and Shape: White to Light yellow to Light red powder to crystal

Molecular weight: 246.31

Ref: 3B-M1399

3,3'-Bisindolylmethane

CAS: 1968-05-4

Formula: C₁₇H₁₄N₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 246.3065

Ref: IN-DA003BAM

3,3'-Diindolylmethane

CAS: 1968-05-4

3,3'-Diindolylmethane (DIM), a small molecule compound, is a proposed Y preventive agent.

Formula: C₁₇H₁₄N₂

Purity: 99.09%

Color and Shape: Solid

Molecular weight: 246.31

Ref: TM-T2991

3,3''-Diindolylmethane

CAS: 1968-05-4

Formula: C₁₇H₁₄N₂

Purity: ≥ 98.0% (anhydrous basis)

Color and Shape: White to off-white crystalline powder

Molecular weight: 246.31

Ref: 7W-GK6642

3,3'-Diindolylmethane

CAS: 1968-05-4

3,3'-Diindolylmethane

Purity: ≥98%

Molecular weight: 246.31g/mol

Ref: 54-BUP14951

3,3-MethylenedIIndole

CAS: 1968-05-4

3,3-MethylenedIIndole

Purity: 98%

Molecular weight: 246.31g/mol

Ref: 54-OR1010762

3,3'-Diindolylmethane

CAS: 1968-05-4

Formula: C₁₇H₁₄N₂

Color and Shape: Neat

Molecular weight: 246.31

Ref: 04-C12635850

3,3'-Diindolylmethane

Controlled Product

CAS: 1968-05-4

Applications 3,3'-Diindolylmethane is an activator of Chk2 that causes G2/M cell cycle arrest in various cancer cell lines. 3,3'-Diindolylmethane is an antiproliferative and inducer of apoptosis; promotes proteasomal degradation of Cdc25C and Cdk1. Inhibits phosphorylation of EGFR and downstream activation of ERK.
References Kandala, et al.: Mol.Pharmacol., 78, 297 (2010), Kandala, et al.: J. Pharmacol. Exp. Ther., 341 24 (2012),

Formula: C₁₇H₁₄N₂

Color and Shape: Neat

Molecular weight: 246.31

Ref: TR-D455190

Bis (3-indolyl)methane

CAS: 1968-05-4

Formula: C₁₇H₁₄N₂

Purity: 98%

Color and Shape: Solid, White to pale reddish yellow powder

Molecular weight: 246.313

Ref: 10-F024220

3,3'-Diindolymethane (synthetic)

CAS: 1968-05-4

3,3'-Diindolylmethane, also known as DIM, is natural compound derived from indole. In a recent study, DIM was evaluated as a potential agent for preventing biofilm formation by Streptococcus mutans, which is a major cause of dental caries. The researchers found that DIM significantly inhibited biofilm formation (by 92%) and reduced the production of extracellular polymeric substances (EPS), which are important for biofilm stability particularly under acidic conditions. The study suggests that 3,3'-diindolylmethane has anti-biofilm and anti-virulence properties against S. mutans, and it is a potential candidate for reducing biofilm formation and preventing dental caries.
It has been also reported that 3,3'-diindolymethane can act as a chemopreventive agent. DIM has estrogenic effects without interacting with the binding domain of the estrogen receptors. This study found that DIM could suppress cell growth and disrupt cell cycle progression of young adult mouse colonocytes (YAMCs) in vitro. Moreover, DIM altered gene expression associated with apoptosis and cell proliferation, and it induced transcriptional activity of the estrogen receptor (ER), which was inhibited by an ER antagonist.

Formula: C₁₇H₁₄N₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 246.31 g/mol

Ref: 3D-FD14886

3,3'-Diindolymethane (natural)

CAS: 1968-05-4

3,3'-Diindolylmethane, also known as DIM, is natural compound derived from indole. In a recent study, DIM was evaluated as a potential agent for preventing biofilm formation by Streptococcus mutans, which is a major cause of dental caries. The researchers found that DIM significantly inhibited biofilm formation (by 92%) and reduced the production of extracellular polymeric substances (EPS), which are important for biofilm stability particularly under acidic conditions. The study suggests that 3,3'-diindolylmethane has anti-biofilm and anti-virulence properties against S. mutans, and it is a potential candidate for reducing biofilm formation and preventing dental caries. It has been also reported that 3,3'-diindolymethane can act as a chemopreventive agent. DIM has estrogenic effects without interacting with the binding domain of the estrogen receptors. This study found that DIM could suppress cell growth and disrupt cell cycle progression of young adult mouse colonocytes (YAMCs) in vitro. Moreover, DIM altered gene expression associated with apoptosis and cell proliferation, and it induced transcriptional activity of the estrogen receptor (ER), which was inhibited by an ER antagonist.

Formula: C₁₇H₁₄N₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 246.31 g/mol

Ref: 3D-FD14887