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Merck
CN

SML3424

DIM-C-pPhOH

≥98% (HPLC)

Synonym(s):

1,1-Bis(3′-indolyl)-1-(p-hydroxyphenyl)methane, 4-(Di-1H-indol-3-ylmethyl)phenol; (4-Hydroxyphenyl)bis(1H-indol-3-yl)methane, 7,7-Bis(3-indolyl)-p-cresol, C-DIM 8, CDIM8

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About This Item

Empirical Formula (Hill Notation):
C23H18N2O
CAS Number:
151358-47-3
Molecular Weight:
338.40
MDL number:
MFCD03723253
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

off-white to pink

solubility

DMSO: 2 mg/mL

storage temp.

−20°C

SMILES string

OC1=CC=C(C(C2=CNC3=C2C=CC=C3)C4=CNC5=C4C=CC=C5)C=C1

InChI

1S/C23H18N2O/c26-16-11-9-15(10-12-16)23(19-13-24-21-7-3-1-5-17(19)21)20-14-25-22-8-4-2-6-18(20)22/h1-14,23-26H

InChI key

QCPDFNWJBQMXLI-UHFFFAOYSA-N

Biochem/physiol Actions

DIM-C-pPhOH is a NR4A1 (Nur77) antagonist that exhibit potent anticancer activity in pancreatic, colon, breast, kidney, and rhabdomyosarcoma cells. DIM-C-pPhOH decreases expression of PAX3-FOXO1A and β1-integrin proteins in Rh30 rhabdomyosarcoma and MDA-MB-231breast cancer cells. DIM-C-pPhOH inhibits migration of Rh30 and MDA-MB-231 cancer cells.
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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000187802
0000187803
0000183864
0000183864
0000187803

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Alexandra Lacey et al.
Cancer research, 77(3), 732-741 (2016-11-20)
Alveolar rhabdomyosarcoma (ARMS) is a devastating pediatric disease driven by expression of the oncogenic fusion gene PAX3-FOXO1A. In this study, we report overexpression of the nuclear receptor NR4A1 in rhabdomyosarcomas that is sufficient to drive high expression of PAX3-FOXO1A there.
Kumaravel Mohankumar et al.
Endocrinology, 161(4) (2020-02-27)
Endometriosis is an inflammatory disease that primarily affects women during their reproductive years, and since current hormonal therapies are of concern, new hormone-independent treatment regimens are needed. The orphan nuclear receptor 4A1 (NR4A1, Nur77) is expressed in patient-derived (stromal) endometriotic

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