Deguelin

For research use only. Not for therapeutic Use.

  • CAT Number: I003902
  • CAS Number: 522-17-8
  • Molecular Formula: C23H22O6
  • Molecular Weight: 394.06
  • Purity: ≥95%
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Deguelin (Cat No.:I003902) is a natural compound derived from plants such as Mundulea sericea and Deguelia utilis. It exhibits various pharmacological actions, including anticancer, anti-inflammatory, and insecticidal properties. Deguelin has been shown to inhibit the activity of multiple oncogenic pathways involved in cancer progression, such as PI3K/Akt, NF-κB, and Wnt signaling pathways. This makes it a promising candidate for cancer therapy, as it can induce cell cycle arrest, and apoptosis, and inhibit tumor growth and metastasis. Furthermore, deguelin has demonstrated anti-inflammatory effects by suppressing the production of inflammatory mediators. Additionally, it has insecticidal activity, making it potentially useful in pest control. Further research is needed to explore its full therapeutic potential and safety profile.


Catalog Number I003902
CAS Number 522-17-8
Synonyms

(7aS,13aS)-9,10-dimethoxy-3,3-dimethyl-13,13a-dihydro-3H-pyrano[2,3-c:6,5-f/’]dichromen-7(7aH)-one

Molecular Formula C23H22O6
Purity ≥95%
Target Apoptosis Inducers
Solubility DMSO > 10 mg/ml
Storage Store at 4°C
IUPAC Name (1S,14S)-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-3(12),4(9),5,10,15,17,19-heptaen-13-one
InChI InChI=1S/C23H22O6/c1-23(2)8-7-12-15(29-23)6-5-13-21(24)20-14-9-17(25-3)18(26-4)10-16(14)27-11-19(20)28-22(12)13/h5-10,19-20H,11H2,1-4H3/t19-,20+/m1/s1
InChIKey ORDAZKGHSNRHTD-UXHICEINSA-N
SMILES CC1(C=CC2=C(O1)C=CC3=C2O[C@@H]4COC5=CC(=C(C=C5[C@@H]4C3=O)OC)OC)C
Reference

</br>1:Deguelin inhibits epithelial-to-mesenchymal transition and metastasis of human non-small cell lung cancer cells by regulating NIMA-related kinase 2. Zhao D, Han W, Liu X, Cui D, Chen Y.Thorac Cancer. 2017 May 16. doi: 10.1111/1759-7714.12444. [Epub ahead of print] PMID: 28509438 </br>2:Deguelin induced differentiation of mutated NPM1 acute myeloid leukemia in vivo and in vitro. Zhang X, Zhao Z, Yi S, Wen L, He J, Hu J, Ruan J, Fang J, Chen Y.Anticancer Drugs. 2017 May 3. doi: 10.1097/CAD.0000000000000494. [Epub ahead of print] PMID: 28471807 </br>3:Deguelin inhibits non-small cell lung cancer via down-regulating Hexokinases II-mediated glycolysis. Li W, Gao F, Ma X, Wang R, Dong X, Wang W.Oncotarget. 2017 May 16;8(20):32586-32599. doi: 10.18632/oncotarget.15937. PMID: 28427230 Free Article</br>4:Inhibition of Autophagy by Deguelin Sensitizes Pancreatic Cancer Cells to Doxorubicin. Xu XD, Zhao Y, Zhang M, He RZ, Shi XH, Guo XJ, Shi CJ, Peng F, Wang M, Shen M, Wang X, Li X, Qin RY.Int J Mol Sci. 2017 Feb 10;18(2). pii: E370. doi: 10.3390/ijms18020370. PMID: 28208617 Free PMC Article</br>5:Deguelin Potentiates Apoptotic Activity of an EGFR Tyrosine Kinase Inhibitor (AG1478) in PIK3CA-Mutated Head and Neck Squamous Cell Carcinoma. Baba Y, Maeda T, Suzuki A, Takada S, Fujii M, Kato Y.Int J Mol Sci. 2017 Jan 26;18(2). pii: E262. doi: 10.3390/ijms18020262. PMID: 28134774 Free PMC Article</br>6:Stereocontrolled semi-syntheses of deguelin and tephrosin. Russell DA, Freudenreich JJ, Ciardiello JJ, Sore HF, Spring DR.Org Biomol Chem. 2017 Feb 21;15(7):1593-1596. doi: 10.1039/c6ob02659a. Epub 2017 Jan 30. PMID: 28134391 </br>7:Synthesis and biological evaluation of C-ring truncated deguelin derivatives as heat shock protein 90 (HSP90) inhibitors. Kim HS, Hong M, Ann J, Yoon S, Nguyen CT, Lee SC, Lee HY, Suh YG, Seo JH, Choi H, Kim JY, Kim KW, Kim J, Kim YM, Park SJ, Park HJ, Lee J.Bioorg Med Chem. 2016 Nov 15;24(22):6082-6093. doi: 10.1016/j.bmc.2016.09.067. Epub 2016 Sep 30. PMID: 27745993 </br>8:Deguelin and Its Role in Chronic Diseases. Boyd J, Han A.Adv Exp Med Biol. 2016;929:363-375. PMID: 27771933 </br>9:Deguelin inhibits proliferation and migration of human pancreatic cancer cells <i>in vitro</i> targeting hedgehog pathway. Zheng W, Lu S, Cai H, Kang M, Qin W, Li C, Wu Y.Oncol Lett. 2016 Oct;12(4):2761-2765. Epub 2016 Aug 2. PMID: 27698853 Free PMC Article</br>10:Deguelin Induces the Apoptosis of Lung Squamous Cell Carcinoma Cells through Regulating the Expression of Galectin-1. Yan B, Zhao D, Yao Y, Bao Z, Lu G, Zhou J.Int J Biol Sci. 2016 May 25;12(7):850-60. doi: 10.7150/ijbs.14773. eCollection 2016. PMID: 27313498 Free PMC Article

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