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C5865

Sigma-Aldrich

CD437

≥98% (HPLC), solid

Sinónimos:

6-[3-(1-Adamantyl)-4-hydroxyphenyl]-2-naphthalene carboxylic acid, AHPN

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About This Item

Fórmula empírica (notación de Hill):
C27H26O3
Número de CAS:
125316-60-1
Peso molecular:
398.49
MDL number:
MFCD03106506
UNSPSC Code:
12352200
PubChem Substance ID:
24724445
NACRES:
NA.77

assay

≥98% (HPLC)

form

solid

impurities

~0.5 mol/mol water

color

yellow

mp

271.6-276 °C

solubility

DMSO: >10 mg/mL
H2O: insoluble

storage temp.

−20°C

SMILES string

OC(=O)c1ccc2cc(ccc2c1)-c3ccc(O)c(c3)C45CC6CC(CC(C6)C4)C5

InChI

1S/C27H26O3/c28-25-6-5-22(20-1-2-21-11-23(26(29)30)4-3-19(21)10-20)12-24(25)27-13-16-7-17(14-27)9-18(8-16)15-27/h1-6,10-12,16-18,28H,7-9,13-15H2,(H,29,30)

InChI key

LDGIHZJOIQSHPB-UHFFFAOYSA-N

Gene Information

human ... RARA(5914) , RARB(5915) , RARG(5916)

Biochem/physiol Actions

CD437 is a retinoic acid receptor (RAR)γ-selective agonist, γ-selective retinoid; potent inducer of apoptosis.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Fang Tan et al.
Frontiers in microbiology, 10, 2301-2301 (2019-10-28)
Enterococcus faecalis (E. faecalis), a biofilm-forming pathogen, causes nosocomial infections. In recent years, drug resistance by enterococci has become increasingly severe due to widespread antibiotic abuse. Therefore, novel antibacterial agents are urgently needed. In this study, the synthetic retinoid compound
Almudena Bosch et al.
Breast cancer research : BCR, 14(4), R121-R121 (2012-08-28)
Retinoic acid signaling plays key roles in embryonic development and in maintaining the differentiated status of adult tissues. Recently, the nuclear retinoic acid receptor (RAR) isotypes α, β and γ were found to play specific functions in the expansion and
Liyue Zhang et al.
Journal of molecular signaling, 5, 12-12 (2010-08-14)
A variety of pathways target CDKI p21WAF1/CIP1 expression at transcriptional, post-transcriptional as well as translational levels. We previously found that cell growth suppressing retinoid CD437 enhanced expression of p21WAF1/CIP1 and DNA damage inducible GADD45 proteins in part by elevating their
Takaharu Asano et al.
Frontiers in cardiovascular medicine, 9, 842641-842641 (2022-04-12)
Conventional drug screening methods search for a limited number of small molecules that directly interact with the target protein. This process can be slow, cumbersome and has driven the need for developing new drug screening approaches to counter rapidly emerging
Mark D Long et al.
Oncogene, 38(3), 421-444 (2018-08-19)
Expression levels of retinoic acid receptor gamma (NR1B3/RARG, encodes RARγ) are commonly reduced in prostate cancer (PCa). Therefore, we sought to establish the cellular and gene regulatory consequences of reduced RARγ expression, and determine RARγ regulatory mechanisms. RARG shRNA approaches
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Artículos

Retinoic Acid and Gene Expression

All-trans retinoic acid (RA, ATRA) is a pleiotropic activation factor that regulates genes associated with normal vertebrate cellular processes such as cell differentiation, cell proliferation, apoptosis, and embryonic development.

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