rac 8-Prenylnaringenin
Names
[ CAS No. ]:
68682-02-0
[ Name ]:
rac 8-Prenylnaringenin
[Synonym ]:
5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
Biological Activity
[Description]:
(±)-8-Prenylnaringenin, a natural prenylated flavonoid, is a potent phytoestrogen. (±)-8-Prenylnaringenin is an orally active selective estrogen receptor modulator (SERM) (Estrogen Receptor/ERR) that inhibits ERα and ERβ with IC50s of 57 nM and 68 nM, respectively. (±)-8-Prenylnaringenin has anticancer effects, and can be used for osteoporosis research[1][2].
[Related Catalog]:
[Target]
ERα:57 nM (IC50)
ERβ:68 nM (IC50)
[In Vitro]
在兔骨髓细胞中,(±)-8-Prenylnaringenin 比 Osteoclasts 更能抑制破骨细胞的形成并诱导破骨细胞凋亡。(±)-8-Prenylnaringenin 应用于 MC3T3-E1 成骨细胞系,可促进分化和成熟,同时抑制 RAW264.7 破骨细胞系的分化。(±)-8-Prenylnaringenin 抑制核因子-κB配体受体激活剂 (RANKL) 的表达,并导致骨保护素的表达增加[1]。 在暴露于 (±)-8-Prenylnaringenin 后,在 PC-3 人前列腺癌细胞和 UO.31 人肾癌细胞中观察到显着的剂量依赖性增殖抑制。在人乳腺癌细胞系 MCF-10A 中,(±)-8-Prenylnaringenin 调节雌二醇转化为促癌代谢物的代谢途径,从而抑制恶性转化[1]。
[In Vivo]
(±)-8-Prenylnaringenin(50 mg/kg;口服强饲法;每天一次;持续 12 天)改善由 STZ 治疗引起的葡萄糖稳态受损和胰岛功能障碍。 (±)-8-Prenylnaringenin 增加胰腺和肝脏中 ERα 和肝脏中成纤维细胞生长因子 21 的蛋白表达水平[3]。 Animal Model: Male C57BL/6J mice (Seven-week-old) injected with Streptozotocin (STZ)[3] Dosage: 50 mg/kg Administration: Orally gavage; once daily; for 12 days Result: Ameliorated impaired glucose homeostasis and islet dysfunction induced by STZ treatment.
[References]
Chemical & Physical Properties
[ Molecular Formula ]:
C20H20O5
[ Molecular Weight ]:
340.37000
[ Exact Mass ]:
340.13100
[ PSA ]:
86.99000
[ LogP ]:
4.01860
[ Appearance of Characters ]:
Light yellow powder
[ Storage condition ]:
−20°C
Safety Information
[ Safety Phrases ]:
22-24/25
[ WGK Germany ]:
3