A synthetic retinoid
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Isomer(s)
44117EC 19
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EC 23

Item No. 9002073

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)ethynyl]-benzoic acid
CAS Number
104561-41-3
Synonyms
  • AGN 190205
  • BASF 46928
Molecular Formula
C23H24O2
Formula Weight
332.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 5 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 1 mg/ml
λmax
302 nm
SMILES
CC1(C)C2=C(C=CC(C#CC3=CC=C(C(O)=O)C=C3)=C2)C(C)(C)CC1
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $86

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    10 mg

    $129

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    25 mg

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    Product Description

    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.1,2,3 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 µM.1,2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Christie, V.B., Maltman, D.J., Henderson, A.P., et al. Retinoid supplementation of differentiating human neural progenitors and embryonic stem cells leads to enhanced neurogenesis in vitro. J. Neurosci. Methods 193(2), 239-245 (2010).

    2. Clemens, G., Flower, K.R., Henderson, A.P., et al. The action of all-trans-retinoic acid (ATRA) and synthetic retinoid analogues (EC19 and EC23) on human pluripotent stem cells differentiation investigated using single cell infrared microspectroscopy. Mol. BioSyst. 9(4), 677-692 (2013).

    3. Maltmann, D.J., Christie, V.B., Collings, J.C., et al. Proteomic profiling of the stem cell response to retinoic acid and synthetic retinoid analogues: Identification of major retinoid-inducible proteins. Mol. BioSyst. 5(5), 458-471 (2009).