General description
An antitumor, apoptosis-inducing compound of the ginger family that blocks EGF-induced cell transformation by inhibiting the activation of Activator Protein-1 (AP-1). Also increases the Ca2+-ATPase activity in cardiac sarcoplasmic reticulum (EC50 = 4 µM) and increases Ca2+ uptake.
Phytochemical compound isolated from the extract of rhizome of ginger. Along with other related compounds found in ginger extracts inhibits prostaglandin and leukotriene biosynthesis through the suppression of 5-lipoxygenase and prostaglandin synthetase. Also exhibits anti-tumor and apoptosis-inducing effects. Blocks EGF-induced cell transformation by inhibiting the activation of Activator protein-1 (AP-1). Shown to inhibit the EGF-induced, sequence-specific DNA-binding of AP-1. Does not effect EGF-induced phosphorylation of ERK or p38 kinases. Also increases the Ca2+-ATPase activity of the sarcoplasmic reticulum (EC50 = 4 µM).
Biochem/physiol Actions
Cell permeable: no
EC50 = 4 µM increasing the Ca2+-ATPase activity in cardiac sarcoplasmic reticulum
Primary Target
Activator Protein-1 (AP-1)
Product does not compete with ATP.
Reversible: no
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months -20°C.
Other Notes
Bode, A.M., et al. 2001. Cancer Res.61, 850.
Antipenko, A.Y., et al. 1999. J. Pharmacol. Exp. Ther.290, 227.
Park, K.K.,et al. 1998. Cancer Lett.129, 139.
Kobayashi, M., et al. 1987. Biochim. Biophys. Acta903, 96.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Harmful (C)
| Quality Segment | 100 |
| description | RTECS - HE0757000 |
| assay | ≥95% (HPLC) |
| form | oil |
| manufacturer/tradename | Calbiochem® |
| storage condition | OK to freeze,protect from light |
| color | pale yellow |
| solubility | DMSO: 5 mg/mL |
| shipped in | ambient |
| storage temp. | −20°C |
| SMILES string | O(C)c1c(cc(cc1)CCC(=O)CC(O)CCCCC)O |
| InChI | 1S/C17H26O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-17(21-2)16(20)11-13/h8,10-11,14,18,20H,3-7,9,12H2,1-2H3 |
| InChI key | LPRPIMHDDACJHT-UHFFFAOYSA-N |
