An atypical retinoid
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Product Categories

Product Type

Biochemicals

Research Area

Cancer
Cell Death
Apoptosis
DNA Damage and Repair

Adarotene

Item No. 29807

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2E)-3-(4′-hydroxy-3′-tricyclo[3.3.1.13,7]dec-1-yl[1,1′-biphenyl]-4-yl)-2-propenoic acid
CAS Number
496868-77-0
Synonyms
  • ST1926
Molecular Formula
C25H26O3
Formula Weight
374.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:2): 0.33 mg/mlEthanol: 1 mg/ml
λmax
238, 334 nm
SMILES
OC(/C=C/C1=CC=C(C2=CC(C3(C[C@H](C4)C5)C[C@H]5C[C@H]4C3)=C(O)C=C2)C=C1)=O
InChi Code
InChI=1S/C25H26O3/c26-23-7-6-21(20-4-1-16(2-5-20)3-8-24(27)28)12-22(23)25-13-17-9-18(14-25)11-19(10-17)15-25/h1-8,12,17-19,26H,9-11,13-15H2,(H,27,28)/b8-3+/t17-,18+,19-,25?
InChi Key
QAWBIEIZDDIEMW-RXJOCBMKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $75

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    10 mg

    $134

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    25 mg

    $315

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    50 mg

    $589

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    Cayman Chemical
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    Product Description

    Adarotene is an atypical retinoid.1 It does not induce RARα or RAR-mediated transcription in a luciferase assay. It inhibits proliferation of a variety of cancer cells, including mutant p53-containing DU145 prostate, A431 cervical, and Me665/2/21 melanoma cancer cells (IC50s = 0.1, 0.25, and 0.25 µM, respectively) and wild-type p53-containing LNCaP prostate, H460 non-small cell lung, and HCT116 colon cancer cells (IC50s = 0.12, 0.19, and 0.32 µM, respectively). Adarotene induces DNA damage in wild-type p53-containing IGROV-1 cells and apoptosis in IGROV-1 and DU145 cells. It reduces tumor burden and increases survival in a mouse model of chronic myeloid leukemia (CML) when administered at a dose of 15 mg/kg per day.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cincinelli, R., Dallavalle, S., Merlini, L., et al. A novel atypical retinoid endowed with proapoptotic and antitumor activity. J. Med. Chem. 46(6), 909-912 (2003).

    2. Nasr, R.R., Hmadi, R.A., El-Eit, R.M., et al. ST1926, an orally active synthetic retinoid, induces apoptosis in chronic myeloid leukemia cells and prolongs survival in a murine model. Int. J. Cancer 137(3), 698-709 (2015).