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Merck

74601

3,3′-Diindolylmethane

analytical standard

Synonim(y):

3,3′-Bisindolylmethane, DIM

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C17H14N2
Numer CAS:
Masa cząsteczkowa:
246.31
UNSPSC Code:
41116107
NACRES:
NA.24
MDL number:
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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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Warning

Hazard Classifications

Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Klasa składowania

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Odwiedź Bibliotekę dokumentów



3, 3′-Diindolylmethane induces apoptosis in human cancer cells.
Ge X, et al.
Biochemical and Biophysical Research Communications, 228(1), 153-158 (1996)
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)



Numer pozycji handlu globalnego

SKUNUMER GTIN
74601-100MG04061834106265