3-(1H-indol-3-ylmethyl)-1H-indole

• ChemBase ID: 60140
• Molecular Formular: C17H14N2
• Molecular Mass: 246.30646
• Monoisotopic Mass: 246.11569846
• SMILES: c1c(c2c([nH]1)cccc2)Cc1c2ccccc2[nH]c1
• Canonical SMILES: c1ccc2c(c1)c(c[nH]2)Cc1c[nH]c2c1cccc2
• 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
• InChIKey: VFTRKSBEFQDZKX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(1H-indol-3-ylmethyl)-1H-indole; 3-[(1H-indol-3-yl)methyl]-1H-indole
• IUPAC Traditional name: 3,3'-diindolylmethane
• Synonyms: 3-(1H-Indol-3-ylmethyl)-1H-indole; 3,3'-Methylenebis-1H-indole; DIM; 3,3'-Diindolylmethane; 3,3'-Methylenebis-1H-indole; 3,3'-Bisindolylmethane; 3,3'-Diindolylmethane; Arundine; Bis(1H-indol-3-yl)methane 3,3'-Methylenediindole; Bis(3-indolyl)methane; HB 236; 3,3'-Methylenebis-1H-indole; Di(1H-indol-3-yl)Methane

Database IDs

• CAS Number: 1968-05-4
• MDL Number: MFCD00195766
• PubChem SID: 162025881
• PubChem CID: 3071
• CHEBI ID: 50182
• CHEMBL: 446452
• Chemspider ID: 2963
• Wikipedia Title: 3,3'-Diindolylmethane

CALCULATED PROPERTIES

• Acid pKa: 16.51657
• H Acceptors: 0
• H Donor: 2
• LogD (pH = 5.5): 4.2625637
• LogD (pH = 7.4): 4.2625637
• Log P: 4.2625637
• Molar Refractivity: 77.9682 cm^3
• Polarizability: 32.33523 Å^3
• Polar Surface Area: 31.58 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 97%

DETAILS

Toronto Research Chemicals - D455190

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 phosphoryl

REFERENCES

• Kandala, et al.: Mol.Pharmacol., 78, 297 (2010)
• Kandala, et al.: J. Pharmacol. Exp. Ther., 341 24 (2010)