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Key Documents

SML1976

Sigma-Aldrich

DIM-C-pPhCO2Me

≥98% (HPLC)

Synonym(s):

4-(di-1H-Indol-3-ylmethyl)-benzoic acid methyl ester, Benzoic acid, 4-(di-1H-indol-3-ylmethyl)-, methyl ester

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About This Item

Empirical Formula (Hill Notation):
C25H20N2O2
CAS Number:
Molecular Weight:
380.44
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

pink to light red

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(OC)C1=CC=C(C(C2=CNC3=C2C=CC=C3)C4=CNC5=CC=CC=C54)C=C1

InChI

1S/C25H20N2O2/c1-29-25(28)17-12-10-16(11-13-17)24(20-14-26-22-8-4-2-6-18(20)22)21-15-27-23-9-5-3-7-19(21)23/h2-15,24,26-27H,1H3

InChI key

BBAOKSZCULLDIW-UHFFFAOYSA-N

Biochem/physiol Actions

DIM-C-pPhCO2Me is a NR4A1 (Nur77) antagonist that exhibit potent anticancer activity in pancreatic, colon, breast, kidney, and rhabdomyosarcoma cells. DIM-C-pPhCO2Me decreases expression of PAX3-FOXO1A and β1-integrin proteins in Rh30 rhabdomyosarcoma and MDA-MB-231 breast cancer cells. DIM-C-pPhCO2Me inhibits migration of Rh30 and MDA-MB-231 cancer cells.
DIM-C-pPhCO2Me is also known as 1,1-bis(3′-indolyl)-1-(p-carboxymethylphenyl)methane. In pancreatic and colon cancer cells, DIM-C-pPhCO2Me plays an inhibitory role on cell migration. DIM-C-pPhCO2Me prevents the action of mechanistic target of rapamycin (mTOR) and reduces the multiplication and survival of cancer cells. It stimulates reactive oxygen species (ROS) in various cancer cell lines.
NR4A1 (Nur77) antagonist that exhibit potent anticancer activity

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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