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SML2404

Sigma-Aldrich

EC23

≥98% (HPLC)

Sinônimo(s):

4-((5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethynyl)benzoic acid, 4-[2-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)ethynyl]benzoic acid, AGN 190205, AGN-190205, AGN190205, BASF 46928, BASF-46928, BASF46928, EC 23, EC-23

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About This Item

Fórmula empírica (Notação de Hill):
C23H24O2
Número CAS:
104561-41-3
Peso molecular:
332.44
Número MDL:
MFCD18086921
Código UNSPSC:
12352200

Ensaio

≥98% (HPLC)

forma

powder

cor

white to beige

solubilidade

DMSO: 2 mg/mL, clear

temperatura de armazenamento

2-8°C

InChI

1S/C23H24O2/c1-22(2)13-14-23(3,4)20-15-17(9-12-19(20)22)6-5-16-7-10-18(11-8-16)21(24)25/h7-12,15H,13-14H2,1-4H3,(H,24,25)

chave InChI

OQVLOWLEEHYBJH-UHFFFAOYSA-N

Ações bioquímicas/fisiológicas

EC23 is a synthetic, photostable all-trans retinoic acid (ATRA) analog/mimetic that targets RAR with greater affinity than ATRA (RARα/β/γ EC50 by cell-free TR-FRET binding assay = 3.7/3.3/16.8 with EC23 vs. 16.0/17.6/14.7 nM with ATRA) and does not bind retinoid x receptors (RXRs). EC23 induces differentiation of human pluripotent embryonic stem cells (0.1-10 μM) with a similar or better efficiency than ATRA.

Pictogramas

Health hazard
GHS08

Palavra indicadora

Warning

Frases de perigo

H361d

Classificações de perigo

Repr. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Graeme Clemens et al.
Molecular bioSystems, 9(4), 677-692 (2013-02-01)
All trans-retinoic acid (ATRA) is widely used to direct the differentiation of cultured stem cells. When exposed to the pluripotent human embryonal carcinoma (EC) stem cell line, TERA2.cl.SP12, ATRA induces ectoderm differentiation and the formation of neuronal cell types. We
S Murakami et al.
The Journal of pharmacy and pharmacology, 42(10), 723-726 (1990-10-01)
Two chalcone derivatives, xanthoangelol (1) and 4-hydroxyderricin (II) isolated from Angelica keiskei Koidzumi, inhibited pig gastric H+, K(+)-ATPase with IC50 values of 1.8 and 3.3 microM, respectively. The inhibition by I or II was competitive with respect to ATP and
Kirsty E Clarke et al.
Neurochemistry international, 106, 74-84 (2016-12-25)
The inability of neurites to grow and restore neural connections is common to many neurological disorders, including trauma to the central nervous system and neurodegenerative diseases. Therefore, there is need for a robust and reproducible model of neurite outgrowth, to
Hesham Haffez et al.
Molecular neurobiology, 55(3), 1942-1950 (2017-03-01)
All-trans retinoic acid (ATRA) plays key roles in neurogenesis mediated by retinoic acid receptors (RARs). RARs are important targets for the therapeutic regulation of neurogenesis but effective drug development depends on modelling-based strategies to design high-specificity ligands in combination with
Haider M Hassan et al.
Cell reports, 19(8), 1685-1697 (2017-05-26)
Retinoic acid (RA) plays important roles in development, growth, and homeostasis through regulation of the nuclear receptors for RA (RARs). Herein, we identify Hypermethylated in Cancer 1 (Hic1) as an RA-inducible gene. HIC1 encodes a tumor suppressor, which is often
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