| Identification | Back Directory | [Name]
2,6,10,14-Hexadecatetraenoic acid, 3,7,11,15-tetramethyl-, (2E,6E,10E)- | [CAS]
35750-48-2 | [Synonyms]
2,6,10,14-Hexadecatetraenoic acid, 3,7,11,15-tetramethyl-, (2E,6E,10E)- | [Molecular Formula]
C20H32O2 | [MOL File]
35750-48-2.mol | [Molecular Weight]
304.47 |
| Chemical Properties | Back Directory | [Boiling point ]
441.1±34.0 °C(Predicted) | [density ]
0.931±0.06 g/cm3(Predicted) | [solubility ]
Methyl Acetate: 1 mg/ml | [pka]
5.13±0.33(Predicted) |
| Hazard Information | Back Directory | [Uses]
Geranylgeranoic acid (Compound 5) is inhibits lysine-specific demethylase 1 (LSD1) with an IC50 value of 46.97 μM. Geranylgeranoic acid induces apoptosis via loss of the mitochondrial membrane potential and activation of interleukin-1β-converting enzyme (ICE) and cysteine protease precursor 32 (CPP32) in Huh7 and PLC/PRF/5 human hepatoma cells and MLE-10 transformed mouse hepatocytes. Geranylgeranoic acid an isoprenoid with anticancer activity, which is found in S. chinensis[1][2][3]. | [Definition]
ChEBI: (2E,6E,10E)-geranylgeranic acid is a diterpenoid obtained by formal oxidation of the CH2OH group of (E,E,E)-geranylgeraniol to the corresponding carboxylic acid. It is a diterpenoid, a methyl-branched fatty acid, a trienoic fatty acid and an alpha,beta-unsaturated monocarboxylic acid. It is functionally related to an (E,E,E)-geranylgeraniol. It is a conjugate acid of a (2E,6E,10E)-geranylgeranate. | [References]
[1] Ungur N, et al. Synthetic studies on natural diterpenoid glyceryl esters[J]. Tetrahedron, 2000, 56(16): 2503-2512.
[2] Shidoji Y, et al. Rapid loss in the mitochondrial membrane potential during geranylgeranoic acid-induced apoptosis. Biochem Biophys Res Commun. 1997 Jan 3;230(1):58-63. DOI:10.1006/bbrc.1996.5883
[3] Sakane C, et al. Inhibition of lysine-specific demethylase 1 by the acyclic diterpenoid geranylgeranoic acid and its derivatives. Biochem Biophys Res Commun. 2014 Jan 31;444(1):24-9. DOI:10.1016/j.bbrc.2013.12.144 |
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