An inducer of Hsp expression
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Geranylgeranylacetone

Item No. 20218

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6,10,14,18-tetramethyl-5,9,13,17-nonadecatetraen-2-one
CAS Number
6809-52-5
Synonyms
  • Teprenone
Molecular Formula
C23H38O
Formula Weight
330.6
Purity
≥98% (mixture of isomers)
Formulation
A 25 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.33 mg/ml
SMILES
CC(CC/C=C(C)/CC/C=C(CC/C=C(C)/CC/C=C(C)/C)\C)=O
InChi Code
InChI=1S/C23H38O/c1-19(2)11-7-12-20(3)13-8-14-21(4)15-9-16-22(5)17-10-18-23(6)24/h11,13,15,17H,7-10,12,14,16,18H2,1-6H3/b20-13+,21-15+,22-17+
InChi Key
HUCXKZBETONXFO-NJFMWZAGSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $36

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    10 mg

    $61

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    25 mg

    $128

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    50 mg

    $186

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    Product Description

    Geranylgeranylacetone is an inducer of heat shock protein (Hsp) expression that has been shown to increase Hsp70 (also known as Hsp72 and HspA1A), Hsp22 (HspB8), Hsp27 (HspB1), Hsp90 (HspC), and Hsp105 (HspH1) levels in various cells and tissues.1,2,3 It is orally bioavailable and has diverse effects in vivo, including hepatoprotective, neuroprotective, and antiulcerative effects.4,5 The effects of geranylgeranylacetone on Hsp expression are more pronounced under stress conditions.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fudaba, Y., Tashiro, H., Ohdan, H., et al. Efficacy of HSP72 induction in rat liver by orally administered geranylgeranylacetone. Transpl. Int. 13(Suppl 1), S278-S281 (2000).

    2. Katsuno, M., Sang, C., Adachi, H., et al. Pharmacological induction of heat-shock proteins alleviates polyglutamine-mediated motor neuron disease. Proc. Natl. Acad. Sci. USA 102(46), 16801-16806 (2005).

    3. Marunouchi, T., Inomata, S., Sanbe, A., et al. Protective effect of geranylgeranylacetone via enhanced induction of HSPB1 and HSPB8 in mitochondria of the failing heart following myocardial infarction in rats. Eur. J. Pharmacol. 730, 140-147 (2014).

    4. He, W., Zhuang, Y., Wang, L., et al. Geranylgeranylacetone attenuates hepatic fibrosis by increasing the expression of heat shock protein 70. Mol. Med. Rep. 12(4), 4895-4900 (2015).

    5. Kawasaki, Y., Fujiki, M., Uchida, S., et al. A single oral dose of geranylgeranylacetone upregulates vascular endothelial growth factor and protects against kainic acid-induced neuronal cell death: Involvement of the phosphatidylinositol-3 kinase/Akt pathway. Pathobiology 84(4), 184-191 (2017).