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8-Isopentenylnaringenin (CAS 68682-02-0)

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Alternate Names:
rac 8-Prenylnaringenin; (±)-8-Prenylnaringenin
Application:
8-Isopentenylnaringenin is a selective, non-steroidal estrogen receptor α (ERα) ligand
CAS Number:
68682-02-0
Molecular Weight:
340.37
Molecular Formula:
C20H20O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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8-Isopentenylnaringenin is a phytochemical mimicker and/or modulating endogenous estrogens via estrogen receptor binding. Chemopreventive agent against cancer induced by heterocyclic amines. 8-Isopentenylnaringenin is an inhibitor of Mdr-1 and MRP1.


8-Isopentenylnaringenin (CAS 68682-02-0) References

  1. Stereochemistry of cis- and trans-hinokiresinol and their estrogen-like activity.  |  Minami, E., et al. 2000. Chem Pharm Bull (Tokyo). 48: 389-92. PMID: 10726863
  2. Isolation of 10-hydroxycoronaridine from Tabernaemontana penduliflora and its estrogen-like activity.  |  Masuda, K., et al. 2000. Planta Med. 66: 169-71. PMID: 10763593
  3. Oestrogenic activity of the hop phyto-oestrogen, 8-prenylnaringenin.  |  Milligan, S., et al. 2002. Reproduction. 123: 235-42. PMID: 11866690
  4. Estrogenic activity of the phytoestrogens naringenin, 6-(1,1-dimethylallyl)naringenin and 8-prenylnaringenin.  |  Zierau, O., et al. 2002. Planta Med. 68: 449-51. PMID: 12058324
  5. Antiandrogenic activity of the phytoestrogens naringenin, 6-(1,1-dimethylallyl)naringenin and 8-prenylnaringenin.  |  Zierau, O., et al. 2003. Planta Med. 69: 856-8. PMID: 14598215
  6. Regulation of gene expression by 8-prenylnaringenin in uterus and liver of Wistar rats.  |  Diel, P., et al. 2004. Planta Med. 70: 39-44. PMID: 14765291
  7. Isolation of a new 15-membered macrocyclic glycolipid lactone, Cuscutic Resinoside a from the seeds of Cuscuta chinensis: a stimulator of breast cancer cell proliferation.  |  Umehara, K., et al. 2004. Planta Med. 70: 299-304. PMID: 15095143
  8. Naringenin-type flavonoids show different estrogenic effects in mammalian and teleost test systems.  |  Zierau, O., et al. 2005. Biochem Biophys Res Commun. 326: 909-16. PMID: 15607756
  9. Effects of 8-prenylnaringenin on the hypothalamo-pituitary-uterine axis in rats after 3-month treatment.  |  Christoffel, J., et al. 2006. J Endocrinol. 188: 397-405. PMID: 16522720
  10. Flavonoid-induced autophagy in hormone sensitive breast cancer cells.  |  Brunelli, E., et al. 2009. Fitoterapia. 80: 327-32. PMID: 19371773
  11. 8-Prenylnaringenin is an inhibitor of multidrug resistance-associated transporters, P-glycoprotein and MRP1.  |  Wesołowska, O., et al. 2010. Eur J Pharmacol. 644: 32-40. PMID: 20633549
  12. Evaluation of estrogenic potency of a standardized hops extract on mammary gland biology and on MNU-induced mammary tumor growth in rats.  |  Keiler, AM., et al. 2017. J Steroid Biochem Mol Biol. 174: 234-241. PMID: 28964928
  13. Inhibition of CDCP1 by 8-isopentenylnaringenin synergizes with EGFR inhibitors in lung cancer treatment.  |  Wong, SC., et al. 2023. Mol Oncol.. PMID: 37013960
  14. Prenylflavonoids: a new class of non-steroidal phytoestrogen (Part 1). Isolation of 8-isopentenylnaringenin and an initial study on its structure-activity relationship.  |  Kitaoka, M., et al. 1998. Planta Med. 64: 511-5. PMID: 9741295
  15. Prenylflavonoids: a new class of non-steroidal phytoestrogen (Part 2). Estrogenic effects of 8-isopentenylnaringenin on bone metabolism.  |  Miyamoto, M., et al. 1998. Planta Med. 64: 516-9. PMID: 9741296

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

8-Isopentenylnaringenin, 5 mg

sc-221146
5 mg
$326.00