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3,3′-Diindolylmethane

3,3′-Diindolylmethane

Product ID D3232
Cas No. 1968-05-4
Purity ≥98%
Product Unit SizeCostQuantityStock
1 g $50.40 In stock
5 g $136.50 In stock
10 g $236.30 In stock
Bulk Quote

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  • Product Info
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  • References
  • Description
  • Product Info
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Description

3,3’-Diindolylmethane (DIM) is found in cruciferous vegetables; it exhibits anti-inflammatory, immunosuppressive, antioxidative, anti-diabetic, anti-fibrotic, anti-metastatic, anticancer chemotherapeutic, and chemopreventive activities. DIM acts as an agonist at the aryl hydrocarbon receptor. DIM increases levels of Foxp3 and function of Treg cells and decreases expression of toll-like receptor 4 (TLR4) and Th17 cells, preventing hepatic steatosis and inflammation in vivo. DIM also prevents the development of experimental autoimmune encephalitis (EAE) by suppressing T cell activity. In vivo, this compound decreases glucose levels, insulin levels, and Hb1Ac by increasing activity of glucokinase and glucose-6-phosphate dehydrogenase and decreasing activity of glucose-6-phosphatase and fructose-1,6-bisphosphatase. DIM also prevents the development of liver fibrosis in vivo. In cellular and animal models of nasopharyngeal carcinoma, DIM inhibits cellular invasion and metastasis and tumor growth; it also decreases activity of HDAC2.

Product Info

Cas No.

1968-05-4

Purity

≥98%

Formula

C17H14N2

Formula Wt.

246.31

IUPAC Name

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

Synonym

3,3'-Diindolymethane, 3,3'-Methylenebis-1H-indole, DIM

Melting Point

163-165°C

Solubility

Soluble in DMSO (200 mg/mL). Insoluble in water.

Appearance

Off white powder

Shipping and Storage

Store Temp

Ambient

Ship Temp

Ambient

Downloads

MSDS

D3232 MSDS PDF

Info Sheet

D3232 Info Sheet PDF

References

Liu Y, She W, Wang F, et al. 3, 3'-diindolylmethane alleviates steatosis and the progression of NASH partly through shifting the imbalance of Treg/Th17 cells to Treg dominance. Int Immunopharmacol. 2014 Oct 1. [Epub ahead of print]. PMID: 25281898.

Rouse M, Rao R, Nagarkatti M, et al. 3,3'-diindolylmethane ameliorates experimental autoimmune encephalomyelitis by promoting cell cycle arrest and apoptosis in activated T cells through microRNA signaling pathways. J Pharmacol Exp Ther. 2014 Aug;350(2):341-52. PMID: 24898268.

Wu T, Chen C, Li F, et al. 3,3'-Diindolylmethane inhibits the invasion and metastasis of nasopharyngeal carcinoma cells in vitro and in vivo by regulation of epithelial mesenchymal transition. Exp Ther Med. 2014 Jun;7(6):1635-1638. PMID: 24926357.

Poornima J, Mirunalini S. Regulation of carbohydrate metabolism by indole-3-carbinol and its metabolite 3,3'-diindolylmethane in high-fat diet-induced C57BL/6J mice. Mol Cell Biochem. 2014 Jan;385(1-2):7-15. PMID: 24072613.

Zhang Z, Gao Z, Hu W, et al. 3,3'-Diindolylmethane ameliorates experimental hepatic fibrosis via inhibiting miR-21 expression. Br J Pharmacol. 2013 Oct;170(3):649-60. PMID: 23902531.

Chen C, Chen SM, Xu B, et al. In vivo and in vitro study on the role of 3,3'-diindolylmethane in treatment and prevention of nasopharyngeal carcinoma. Carcinogenesis. 2013 Aug;34(8):1815-21. PMID: 23568953.

Beaver LM, Yu TW, Sokolowski EI, et al. 3,3'-Diindolylmethane, but not indole-3-carbinol, inhibits histone deacetylase activity in prostate cancer cells. Toxicol Appl Pharmacol. 2012 Sep 15;263(3):345-51. PMID: 22800507.

Cho HJ, Seon MR, LLee YM, et al. 3,3’-Diindolylmethane suppresses the inflammatory response to lipopolysacharide in murine macrophages. J Nutr. 2008 Jan;138(1):17-23. PMID: 18156398.

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