An inducer of autophagy
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THPN

Item No. 45944

Technical Information
Formal Name
1-(3,4,5-trihydroxyphenyl)-1-nonanone
CAS Number
100079-26-3
Molecular Formula
C15H22O4
Formula Weight
Purity
≥95%
A solid
DMSO: Soluble: ≥10 mg/mlEthanol: Soluble: ≥10 mg/ml
SMILES
CCCCCCCCC(C1=CC(O)=C(O)C(O)=C1)=O
InChi Code
InChI=1S/C15H22O4/c1-2-3-4-5-6-7-8-12(16)11-9-13(17)15(19)14(18)10-11/h9-10,17-19H,2-8H2,1H3
InChi Key
NVFRHTFJDGAFQS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    THPN is an inducer of autophagy and a derivative of gallic acid (Item No. 11846).1 It binds to the ligand-binding domain (LBD) of Nur77 (Kd = 0.27 µM), which increases NIP3L-facilitated translocation of Nur77 to the mitochondria and induces autophagy in A375 melanoma cells. THPN reduces viability of L1210 and CEM leukemia cells (IC50s = 22 and 50 µM, respectively).2 It also reduces cytoplasmic and mitochondrial glutathione levels and increases NF-κB levels in L1210 cells. THPN (20 mg/kg) inhibits the formation of tumors in the lungs and liver in a B16/F10 murine melanoma model.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wang, W.J., Wang, Y., Chen, H.Z., et al. Orphan nuclear receptor TR3 acts in autophagic cell death via mitochondrial signaling pathway. Nat. Chem. Biol. 10(2), 133-140 (2014).

    2. Locatelli, C., Rosso, R., Santos-Silva, M.C., et al. Ester derivatives of gallic acid with potential toxicity toward L1210 leukemia cells. Bioorg. Med. Chem. 16(7), 3791-3799 (2008).