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General description
A cell-permeable phytoestrogen that inhibits topoisomerase I-catalyzed DNA religation in HL-60 cells. Offers protection against Aβ25-35-induced cell death in neonatal cortical neurons. Its protective effects are comparable to that of estradiol. Blocks the Aβ-induced activation of caspase-2, -3, -8, and -9, and reduces NMDA-induced neuronal apoptosis. Reported to be a potent inhibitor of monoamine oxidases. Acts as an inhibitor of COX-1 activity (IC50 = 180 µM), and of transcriptional activation of COX-2 (IC50<15 µM).
A cell-permeable, phytoestrogen that offers protection against Aβ25-35-induced cell death in neonatal cortical neurons. Its protective effects are comparable to that of estradiol. Reduces the activation of caspases 2, 3, 8, and 9 by Aβ. Inhibits topoisomerase I-catalyzed DNA religation in HL-60 cells. Also shown to protect against NMDA-induced neuronal toxicity in vitro in cultured rat cortical neurons. Acts as an inhibitor of cyclooxygenases (COX-1, IC50 = 180 µM) and COX-2 (IC50 = ~15 µM).
Biochem/physiol Actions
Cell permeable: yes
Primary Target
Topoisomerase I-catalyzed DNA religation in HL-60 cells
Product does not compete with ATP.
Reversible: no
Target IC50: 180 µM against COX-1 activity
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Other Notes
Wang, C.N., et al. 2001. J. Biol. Chem.276, 5287.
Sloley, B.D., et al. 2000. J. Pharm. Pharmacol.52, 451.
Wang, H., et al. 2000. Phytomedicine7, 15.
Liang, Y.C., et al. 1999. Carcinogenesis20, 1945.
Roth, A., et al. 1999. J. Neurosci. Res.57, 399.
Boege, F., et al. 1996. J. Biol. Chem.271, 2262.
Constantinou, A., et al. 1995. J. Nat. Prod.58, 217.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Carcinogenic / Teratogenic (D)
| Quality Level | 100 |
| description | Merck USA index - 14, 5274 |
| assay | ≥97% (HPLC) |
| form | solid |
| manufacturer/tradename | Calbiochem® |
| storage condition | OK to freeze,protect from light |
| color | yellow |
| solubility | ethanol: 20 mg/mL,DMSO: 25 mg/mL |
| shipped in | ambient |
| storage temp. | −20°C |
| SMILES string | [o]1c2c([c](c(c1c3ccc(cc3)O)O)=O)c(cc(c2)O)O |
| InChI | 1S/C15H10O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,16-18,20H |
| InChI key | IYRMWMYZSQPJKC-UHFFFAOYSA-N |
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¥ 2019.57
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¥ 3109.49
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¥ 4173.75
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