A TRPV3 antagonist
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N-Oleoyl Valine

Item No. 20065

Technical Information
Formal Name
N-[(9Z)-1-oxo-9-octadecen-1-yl]-L-valine
CAS Number
60374-41-6
Molecular Formula
C23H43NO3
Formula Weight
Purity
≥98%
A 25 mg/ml solution in methyl acetate
DMF: 10 mg/mlDMSO: 12 mg/mlEthanol: 12 mg/mlEthanol:PBS (pH 7.2) (1:4): 0.2 mg/ml
λmax
203 nm
SMILES
CCCCCCCC/C=C\CCCCCCCC(N[C@@H](C(C)C)C(O)=O)=O
InChi Code
InChI=1S/C23H43NO3/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21(25)24-22(20(2)3)23(26)27/h11-12,20,22H,4-10,13-19H2,1-3H3,(H,24,25)(H,26,27)/b12-11-/t22-/m0/s1
InChi Key
LRQPUGFHAACUMH-GJCOWUBNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    N-Oleoyl valine is an endogenous N-acyl amine that acts as an antagonist at the transient receptor potential vanilloid type 3 (TRPV3) receptor, which is involved in thermoregulation.1,2 N-Oleoyl valine is increased in mice following cold exposure for up to at least 16 days.3 Acute lung injury in mice increases the concentration of N-Oleoyl valine in lung tissue.4 N-acyl amines also promote mitochondrial uncoupling.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Raboune, S., Stuart, J.M., Leishman, E., et alNovel endogenous N-acyl amides activate TRPV1-4 receptors, BV-2 microglia, and are regulated in brain in an acute model of inflammation. Front. Cell. Neurosci. 8(195), 1-11 (2014).

    2. Broad, L.M., Mogg, A.J., Eberle, E., et alTRPV3 in drug development. Pharmaceuticals 9(3), E55 (2016).

    3. Long, J.Z., Svensson, K.J., Bateman, L.A., et alThe secreted enzyme PM20D1 regulates lipidated amino acid uncouplers of mitochondria. Cell 166(2), 1-12 (2016).

    4. Balakrishna, S., Song, W., Achanta, S., et alTRPV4 inhibition counteracts edema and inflammation and improves pulmonary function and oxygen saturation in chemically induced acute lung injury. Am. J. Physiol. Lung Cell. Mol. Physiol. 307(2), L158-L172 (2014).