Deguelin

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Cat.No. 1770 - Deguelin | C23H22O6 | CAS No. 522-17-8
Description: Anticancer and antiviral agent; chemopreventive and pro-apoptotic
Chemical Name: (7aS,13aS)-13,13a-Dihydro-9,10-dimethoxy-3,3-dimethyl-3H-bis[1]benzopyrano[3,4-b:6',5'-e]pyran-7(7aH)-one
Purity: ≥97% (HPLC)
Datasheet
Citations (1)
Literature
Pathways

Biological Activity

Anticancer and antiviral agent; chemopreventive and pro-apoptotic. Inhibits phorbol ester-induced ornithine decarboxylase and NADH:ubiquinone oxidoreductase activities (IC50 values are 11 and 6.9 nM respectively). Inhibits PI 3-kinase and reduces pAkt levels in pre-malignant and malignant human bronchial epithelial cells. Active in vivo.

Technical Data

M. Wt 394.42
Formula C23H22O6
Storage Store at -20°C
Purity ≥97% (HPLC)
CAS Number 522-17-8
PubChem ID 107935
InChI Key ORDAZKGHSNRHTD-UXHICEINSA-N
Smiles O=C(C(C=CC5=C4C=CC(C)(C)O5)=C4O3)[C@@]([C@@]3([H])CO2)([H])C1=C2C=C(OC)C(OC)=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 39.44 100
ethanol 19.72 50

Preparing Stock Solutions

The following data is based on the product molecular weight 394.42. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.54 mL 12.68 mL 25.35 mL
5 mM 0.51 mL 2.54 mL 5.07 mL
10 mM 0.25 mL 1.27 mL 2.54 mL
50 mM 0.05 mL 0.25 mL 0.51 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Chun et al (2003) Effects of deguelin on the phosphatidylinositol 3-kinase/Akt pathway and apoptosis in premalignant human bronchial epithelial cells. J.Natl.Cancer Inst. 95 291 PMID: 12591985

Fang and Casida (1998) Anticancer action of cube insecticide: correlation for rotenoid constituents between inhibition of NADH:ubiquinone oxidoreductase and induced ornithine decarboxylase activities. Proc.Natl.Acad.Sci.U.S.A. 95 3380 PMID: 9520374

Takatsuki et al (1969) Antiviral and antitumor antibiotics. XX. Effects of rotenone, deguelin, and related compounds on animal and plant viruses. Appl.Microbiol. 18 660 PMID: 4312925

Udeani et al (1997) Cancer chemopreventive activity mediated by deguelin, a naturally occurring rotenoid. Cancer Res. 57 3424 PMID: 9270008


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Keywords: Deguelin, supplier, Anticancer, antiviral, agent, chemopreventive, proapoptotic, Apoptosis, Inducer, Apoptosis, Inducers, Antivirals, Apoptosis, Inducers, Tocris Bioscience

1 Citation for Deguelin

Citations are publications that use Tocris products. Selected citations for Deguelin include:

Hafeez et al (2016) BAD, a Proapoptotic Protein, Escapes ERK/RSK Phosphorylation in Deguelin and siRNA-Treated HeLa Cells. J Neurosci 11 e0145780 PMID: 26745145


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Pathways for Deguelin

Apoptosis

Apoptosis Signaling Pathway

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