An isoprenoid with anticancer activity
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Geranylgeranoic Acid

Item No. 9003474

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2E,6E,10E)-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenoic acid
CAS Number
35750-48-2
Synonyms
  • GGA
Molecular Formula
C20H32O2
Formula Weight
304.5
Purity
≥95%
Formulation
A 1 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
Methyl Acetate: 1 mg/ml
SMILES
C/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/C(O)=O
InChi Code
InChI=1S/C20H32O2/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20(21)22/h9,11,13,15H,6-8,10,12,14H2,1-5H3,(H,21,22)/b17-11+,18-13+,19-15+
InChi Key
SZNLKILVMCHHSD-OZFNKYQOSA-N
Origin
Plant/Schisandra chinensis
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    100 µg

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    Product Description

    Geranylgeranoic acid (GGA) is an isoprenoid that has been found in S. chinensis and has anticancer activity.1 It induces apoptosis in Huh7 and PLC/PRF/5 human hepatoma cells and MLE-10 transformed mouse hepatocytes, but not primary mouse hepatocytes, when used at concentrations ranging from 1 to 20 µM. GGA (10 µM) induces apoptosis in Huh7 cells via loss of the mitochondrial membrane potential and activation of interleukin-1β-converting enzyme (ICE) and cysteine protease precursor 32 (CPP32).2 It also inhibits lysine-specific demethylase 1 (LSD1; IC50 = 46.97 µM).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shidoji, Y., and Ogawa, H. Natural occurrence of cancer-preventive geranylgeranoic acid in medicinal herbs. J. Lipid Res. 45(6), 1092-1103 (2004).

    2. Shidoji, Y., Nakamura, N., Moriwaki, H., et al. Rapid loss in the mitochondrial membrane potential during geranylgeranoic acid-induced apoptosis. Biochem. Biophys. Res. Commun. 230(1), 58-63 (1997).

    3. Sakane, C., Okitsu, T., Wada, A., et al. Inhibition of lysine-specific demethylase 1 by the acyclic diterpenoid geranylgeranoic acid and its derivatives. Biochem. Biophys. Res. Commun. 444(1), 24-29 (2014).