74601
3,3′-Diindolylmethane
analytical standard
Synonym(s):
3,3′-Bisindolylmethane, DIM
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About This Item
Empirical Formula (Hill Notation):
C17H14N2
CAS Number:
Molecular Weight:
246.31
UNSPSC Code:
41116107
NACRES:
NA.24
MDL number:
grade
analytical standard
Quality Segment
assay
≥97.5% (HPLC)
shelf life
limited shelf life, expiry date on the label
application(s)
food and beverages
format
neat
storage temp.
2-8°C
SMILES string
C(c1c[nH]c2ccccc12)c3c[nH]c4ccccc34
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
VFTRKSBEFQDZKX-UHFFFAOYSA-N
General description
3,3′-Diindolylmethane, a dimer of indole-3-carbinol, is a component of cruciferous vegetables. It is known to exhibit anticancer effects.
Application
3,3′-Diindolylmethane may be used as a model substrate to analyze the role of 3,3′-diindolylmethane in inducing apoptosis in human cancer cells.
Biochem/physiol Actions
Acid-catalyzed reaction product of a phytochemical naturally found in Brassicaceae, indole-3-carbinol. It functions as an antitumor agent. This derivative can both directly stimulate apoptosis at relatively high concentrations and sensitize TRAIL-induced apoptosis in human cancer cells. DIM induces a G1 cell cycle arrest in human breast cancer MCF-7 cells by a mechanism that includes increased expression of p21. DIM is a strong mitochondrial H+-ATPase inhibitor. The function of DIM and its derivatives as a new plant growth promoter has been studied in an eco-friendly system.
Other Notes
Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
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signalword
Warning
hcodes
Hazard Classifications
Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Plant derived 3, 3′-diindolylmethane is a strong androgen antagonist in human prostate cancer cells.
Le HT, et al.
The Journal of Biological Chemistry (2003)
3, 3′-Diindolylmethane induces apoptosis in human cancer cells.
Ge X, et al.
Biochemical and Biophysical Research Communications, 228(1), 153-158 (1996)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 74601-100MG | 04061834106265 |