SML2404
EC23
≥98% (HPLC)
别名:
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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关于此项目
经验公式（希尔记法）:
C23H24O2
化学文摘社编号:
分子量:
332.44
UNSPSC Code:
12352200
MDL number:
NACRES:
NA.21
产品名称
EC23, ≥98% (HPLC)
SMILES string
OC(=O)c1ccc(cc1)C#Cc2cc3c(cc2)C(CCC3(C)C)(C)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)
InChI key
OQVLOWLEEHYBJH-UHFFFAOYSA-N
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
Biochem/physiol Actions
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.
Photostable all-trans retinoic acid (ATRA) mimetic that targets RAR with greater affinity and induces stem cells differentiation with better efficiency than ATRA.
signalword
Warning
hcodes
Hazard Classifications
Repr. 2
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
新产品
此项目有
Daniel J Maltman et al.
Molecular bioSystems, 5(5), 458-471 (2009-04-22)
The natural retinoid, all-trans retinoic acid (ATRA), is widely used to direct the in vitro differentiation of stem cells. However, substantial degradation and isomerisation of ATRA in response to UV-vis light has serious implications with regard to experimental reproducibility and
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
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
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
Synthesis and evaluation of synthetic retinoid derivatives as inducers of stem cell differentiation.
Victoria B Christie et al.
Organic & biomolecular chemistry, 6(19), 3497-3507 (2008-12-17)
All-trans-retinoic acid (ATRA) and its associated analogues are important mediators of cell differentiation and function during the development of the nervous system. It is well known that ATRA can induce the differentiation of neural tissues from human pluripotent stem cells.
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