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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:
1968-05-4
Molecular Weight:
246.31
UNSPSC Code:
41116107
NACRES:
NA.24
MDL number:
MFCD00195766
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grade

analytical standard

Quality Level

100

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

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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.

pictograms

Exclamation mark
GHS07

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5276
BCCH2848
BCCF3271
BCCB5068
BCBT1561

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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

SKUGTIN
74601-100MG04061834106265

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