Molecular structure of Auraptene, CAS Number: 495-02-3
Auraptene (CAS 495-02-3)
Alternate Names:
7-Geranyloxycoumarin
Application:
Auraptene is a cell proliferation and ACAT inhibitor and PPAR agonist
CAS Number:
495-02-3
Purity:
≥95%
Molecular Weight:
298.38
Molecular Formula:
C19H22O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Auraptene is a prenyloxycoumarin from citrus peels. The compound has been observed to have chemopreventive effects against colitis-related colon and breast cancers through inhibition of cholesterol esterification and modulation of estrogen receptors. In female BALB/c mice, auraptene was observed to increase macrophage and lymphocyte functions. In the established colorectal cancer cells, auraptene displayed apoptotic inhibition of cellular proliferation. Auraptene has also demonstrated antiinflammatory properties. Through disruption of the ERK1/2 pathway, it can mediate the translation of MMP-7. Additionally, auraptene also retains the ability to activate PPAR α and PPARγ to control adipocytekines. It has been suggested to be an acetyl-CoA acetyltranferase (ACAT) inhibitor.
Auraptene (CAS 495-02-3) References
- Immunomodulatory action of citrus auraptene on macrophage functions and cytokine production of lymphocytes in female BALB/c mice. | Tanaka, T., et al. 1999. Carcinogenesis. 20: 1471-6. PMID: 10426794
- Cell proliferation in cancer prevention; effects of preventive agents on estrogen-related endometrial carcinogenesis model and on an in vitro model in human colorectal cells. | Mori, H., et al. 2001. Mutat Res. 480-481: 201-7. PMID: 11506814
- Synthesis and anti-inflammatory activity of natural and semisynthetic geranyloxycoumarins. | Curini, M., et al. 2004. Bioorg Med Chem Lett. 14: 2241-3. PMID: 15081016
- Citrus auraptene targets translation of MMP-7 (matrilysin) via ERK1/2-dependent and mTOR-independent mechanism. | Kawabata, K., et al. 2006. FEBS Lett. 580: 5288-94. PMID: 16979634
- Citrus auraptene acts as an agonist for PPARs and enhances adiponectin production and MCP-1 reduction in 3T3-L1 adipocytes. | Kuroyanagi, K., et al. 2008. Biochem Biophys Res Commun. 366: 219-25. PMID: 18060855
- Auraptene is an inhibitor of cholesterol esterification and a modulator of estrogen receptors. | de Medina, P., et al. 2010. Mol Pharmacol. 78: 827-36. PMID: 20702762
- Auraptene: a natural biologically active compound with multiple targets. | Genovese, S. and Epifano, F. 2011. Curr Drug Targets. 12: 381-6. PMID: 20955144
- Auraptene and Its Role in Chronic Diseases. | Derosa, G., et al. 2016. Adv Exp Med Biol. 929: 399-407. PMID: 27771936
- Auraptene exerts protective effects on maternal separation stress-induced changes in behavior, hippocampus, heart and serum of mice. | Arabi, M., et al. 2021. Int Immunopharmacol. 93: 107436. PMID: 33556667
- Antitumor effects of Auraptene in 4T1 tumor-bearing Balb/c mice. | Shiran, MR., et al. 2021. Horm Mol Biol Clin Investig. 42: 245-252. PMID: 33675195
- A Review of Auraptene as an Anticancer Agent. | Tayarani-Najaran, Z., et al. 2021. Front Pharmacol. 12: 698352. PMID: 34239445
- Auraptene nanoparticles ameliorate testosterone-induced benign prostatic hyperplasia in rats: Emphasis on antioxidant, anti-inflammatory, proapoptotic and PPARs activation effects. | Almukadi, H., et al. 2021. Biomed Pharmacother. 143: 112199. PMID: 34649341
- Effect of Auraptene on angiogenesis in Xenograft model of breast cancer. | Shiran, MR., et al. 2021. Horm Mol Biol Clin Investig. 43: 7-14. PMID: 34851565
- Auraptene, a citrus peel-derived natural product, prevents myocardial infarction-induced heart failure by activating PPARα in rats. | Sunagawa, Y., et al. 2022. Phytomedicine. 107: 154457. PMID: 36223697
- Protective Effects of Auraptene against Free Radical-Induced Erythrocytes Damage. | Jamialahmadi, K., et al. 2022. J Pharmacopuncture. 25: 344-353. PMID: 36628343
Inhibitor of:
ACAT, and Cytokeratin 18.Activator of:
CYP2W1, PPAR alpha, and PPAR gamma.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Auraptene, 5 mg | sc-202477 | 5 mg | $46.00 | |||
Auraptene, 25 mg | sc-202477A | 25 mg | $61.00 |