形式
powder
质量水平
mp
210-213 °C (lit.)
SMILES字符串
COc1ccc(cc1)C2=COc3cc(O)cc(O)c3C2=O
InChI
1S/C16H12O5/c1-20-11-4-2-9(3-5-11)12-8-21-14-7-10(17)6-13(18)15(14)16(12)19/h2-8,17-18H,1H3
InChI key
WUADCCWRTIWANL-UHFFFAOYSA-N
基因信息
human ... CYP19A1(1588)
mouse ... Aldh1a2(19378) , Maoa(17161)
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一般描述
鹰嘴豆芽素A（BCA）由间苯三酚在体外合成。Friedel-Crafts反应的一系列步骤得到中间产物1-（2,4,6-三羟基苯基）-2-（4甲氧基）苯基后乙酮，环化后得到BCA。摄入后被分解代谢为异黄酮染料木素。
应用
鹰嘴豆芽素 A 已被用于评估其对麦角胺（ERT）诱导的牛肠系膜脉管系统收缩力的影响。它可用于测试其在人类胶质母细胞瘤细胞系中的抗癌潜力。已在高效液相色谱-串联质谱法中采用参比标准品。
生化/生理作用
鹰嘴豆芽素 A 是在红三叶草 ( Trifolium pratense ) 中发现的一种异黄酮类植物雌激素，是ER-β雌激素受体的选择性激动剂，可能对乳腺癌有化学预防作用。与它对ER-α雌激素受体的低活性一致，它基本上没有子宫营养活性。鹰嘴豆芽素也是一种芳香烃受体（AhR）的配体。它可能通过作用于钾和/或钙离子通道，降低动脉阻力并增强微循环。诱导硫酸转移酶对外来生物的解毒作用被认为是其防癌作用的机制之一。
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
Interaction of isoflavones and endophyte-infected tall fescue seed extract on vasoactivity of bovine mesenteric vasculature
Jia Y, et al.
Frontiers in nutrition, 2(9), 32-32 (2015)
Combination of Biochanin A and Temozolomide Impairs Tumor Growth by Modulating Cell Metabolism in Glioblastoma Multiforme
Desai V, et al.
Anticancer research, 39(1), 57-66 (2019)
Estrogenic effect of the phytoestrogen biochanin A in zebrafish, Danio rerio, and brown trout, Salmo trutta
Holbech H, et al.
Aquatic Toxicology (Amsterdam, Netherlands), 144, 19-25 (2013)
Huabo Wei et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 36(18), 2530-2534 (2012-01-20)
To establish a highly sensitive screening method for phytoestrogen active constituents and to primarily screen the phytoestrogenic active constituents from the chickpea extractions by the method. Human ERalpha cDNA was cloned using MCF-7 total RNA as the template by RT-PCR
Hyo-Kyung Han et al.
Die Pharmazie, 66(9), 710-715 (2011-10-27)
The present study aimed to improve the in vivo effectiveness of biochanin A as a P-gp inhibitor by formulation in solid dispersion (SD). SDs were prepared with Solutol HS15 and hydroxypropylmethyl cellulose (HPMC2910) and their inhibition effect on P-gp mediated
商品
Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.
抗氧化剂可保护生物系统免受含氧自由基和氧化还原过渡金属离子（如铁、铜和镉）引起的氧化损伤。
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