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C5865

Sigma-Aldrich

CD437

≥98% (HPLC), solid

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C27H26O3
Numéro CAS:
125316-60-1
Poids moléculaire :
398.49
Numéro MDL:
MFCD03106506
Code UNSPSC :
12352200
ID de substance PubChem :
24724445
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

solid

Impuretés

~0.5 mol/mol water

Couleur

yellow

Pf

271.6-276 °C

Solubilité

DMSO: >10 mg/mL
H2O: insoluble

Température de stockage

−20°C

Chaîne SMILES 

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)

Clé InChI

LDGIHZJOIQSHPB-UHFFFAOYSA-N

Informations sur le gène

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

Actions biochimiques/physiologiques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Hideyuki Shirasawa et al.
The American journal of sports medicine, 49(2), 332-339 (2021-01-12)
The infiltration of fat tissue into skeletal muscle, a condition referred to as muscle fatty infiltration or fatty degeneration, is regarded as an irreversible event that significantly compromises the motor function of skeletal muscle. To investigate the effect of retinoic
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
Leeanna El-Houjeiri et al.
Molecular cancer therapeutics, 16(10), 2047-2057 (2017-06-18)
Acute myeloid leukemia (AML) is one of the most frequent types of blood malignancies. It is a complex disorder of undifferentiated hematopoietic progenitor cells. The majority of patients generally respond to intensive therapy. Nevertheless, relapse is the major cause of
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
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Articles

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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