Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C23H24O2 |
| Molecular Weight | 332.4355 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1(C)CCC(C)(C)C2=C1C=CC(=C2)C#CC3=CC=C(C=C3)C(O)=O
InChI
InChIKey=OQVLOWLEEHYBJH-UHFFFAOYSA-N
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)
| Molecular Formula | C23H24O2 |
| Molecular Weight | 332.4355 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
EC23, also known as AGN 190205, is photostable synthetic analog of All-trans retinoic acid (ATRA). EC23 is an agonist of retinoic acid receptors: alpha, beta and gamma, while having no appreciable activity for retinoid X receptors and weakly activates aryl hydrocarbon receptor. It was shown, that EC23 induced neural differentiation in human pluripotent embryonic stem cells.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Unique property of some synthetic retinoids: activation of the aryl hydrocarbon receptor pathway. | 2002 Feb |
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| Synthesis and evaluation of synthetic retinoid derivatives as inducers of stem cell differentiation. | 2008 Oct 7 |
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| Novel non-carboxylic acid retinoids: 1,2,4-oxadiazol-5-one derivatives. | 2009 Jan 15 |
|
| Proteomic profiling of the stem cell response to retinoic acid and synthetic retinoid analogues: identification of major retinoid-inducible proteins. | 2009 May |
Sample Use Guides
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:47:45 GMT 2023
by
admin
on
Fri Dec 15 15:47:45 GMT 2023
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| Record UNII |
VSDTYDJDJJ
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| Record Status |
Validated (UNII)
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104561-41-3
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10314719
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AGN-190205
Created by
admin on Fri Dec 15 15:47:45 GMT 2023 , Edited by admin on Fri Dec 15 15:47:45 GMT 2023
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PRIMARY | All-trans retinoic acid (ATRA, Item No. 11017) is frequently used in cell culture to induce stem cell differentiation or enhance the growth, differentiation, and maintenance of neural cell types. Unfortunately, ATRA is readily susceptible to isomerisation and degradation upon exposure to light or other factors such as temperature and oxidation, which presents confounding issues for cell culture. EC 23 is a photostable synthetic analog of ATRA that induces differentiation in human pluripotent embryonic stem cells when used within the range of 100 nM-10 uM. | ||
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DTXSID40438025
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VSDTYDJDJJ
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EC23
Created by
admin on Fri Dec 15 15:47:45 GMT 2023 , Edited by admin on Fri Dec 15 15:47:45 GMT 2023
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PRIMARY | EC23 is a retinoic acid receptor (RAR) agonist with pan-RAR activity (EC50: RAR.ALPHA. 41 nM, RAR.BETA. 0.5 nM, RAR.GAMMA. 0.4 nM), while having no appreciable activity for retinoid X receptors (RXR; EC50 > 10.MU.M for all; Gambone et al.). It is a photostable synthetic analog of all-trans retinoic acid (ATRA; Christie et al. 2008). EC23 also weakly activates aryl hydrocarbon receptor (Gambone et al.). |
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ACTIVE MOIETY |
