A small molecule Smo receptor agonist
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Purmorphamine

Item No. 10009634

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9-cyclohexyl-N-[4-(morpholinyl)phenyl]-2-(1-naphthalenyloxy)-9H-purin-6-amine
CAS Number
483367-10-8
Molecular Formula
C31H32N6O2
Formula Weight
520.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS(pH7.2) (1:2): 0.25 mg/mlDMSO: 10 mg/ml
λmax
221, 316 nm
SMILES
O1CCN(CC1)c1ccc(cc1)Nc1nc(Oc2cccc3ccccc23)nc2c1ncn2C1CCCCC1
InChi Code
InChI=1S/C31H32N6O2/c1-2-9-25(10-3-1)37-21-32-28-29(33-23-13-15-24(16-14-23)36-17-19-38-20-18-36)34-31(35-30(28)37)39-27-12-6-8-22-7-4-5-11-26(22)27/h4-8,11-16,21,25H,1-3,9-10,17-20H2,(H,33,34,35)
InChi Key
FYBHCRQFSFYWPY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $39

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    5 mg

    $145

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    10 mg

    $270

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    25 mg

    $530

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    Product Description

    Purmorphamine is a 2,6,9-trisubstituted purine that promotes the differentiation of both human and mouse mesenchymal progenitor cells into osteoblasts.1,2 The EC50 value for differentiation of C3H10T1/2 cells based on alkaline phosphatase expression is 1 µM.1 Investigation into purmorphamine’s mechanism of action indicates that it directly binds to and activates the 7-transmembrane Smo receptor of the Hedgehog signaling pathway.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wu, X., Ding, Q., Gray, N.S., et al. A small molecule with osteogenesis-inducing activity in multipotent mesenchymal progenitor cells. J. Am. Chem. Soc. 124(49), 14520-14521 (2002).

    2. Beloti, M.M., Bellesini, L.S., and Rosa, A.L. Purmorphamine enhances osteogenic activity of human osteoblasts derived from bone marrow mesenchymal cells. Cell Biol. Int. 29(7), 537-541 (2005).

    3. Wu, X., Walker, J., Zhang, J., et al. Purmorphamine induces osteogenesis by activation of the hedgehog signaling pathway. Chem. Biol. 11(9), 1229-1238 (2004).

    4. Sinha, S., and Chen, J.K. Purmorphamine activates the hedgehog pathway by targeting smoothened. Nat. Chem. Biol. 2(1), 29-30 (2006).

    Product Citations

    Brand, S., Roy, S., Schröder, P., et al. Combined proteomic and in silico target identification reveal a role for 5-lipoxygenase in developmental signaling pathways. Cell Chem. Biol. 25(9), 1095-1106 (2018).

    Chen, H.M., DeLong, C.J., Bame, M., et al. Transcripts involved in calcium signaling and telencephalic neuronal fate are altered in induced pluripotent stem cells from bipolar disorder patients. Transl. Psychiatry. 4, e375 (2014).