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19879-32-4

中文名稱 補(bǔ)骨脂甲素
英文名稱 BAVACHIN
CAS 19879-32-4
分子式 C20H20O4
分子量 324.37
MOL 文件 19879-32-4.mol
更新日期 2025/01/31 10:12:36
19879-32-4 結(jié)構(gòu)式 19879-32-4 結(jié)構(gòu)式

基本信息

中文別名
補(bǔ)骨脂二氫黃酮
補(bǔ)骨脂二氫黃酮(標(biāo)準(zhǔn)品)
補(bǔ)骨脂甲素(補(bǔ)骨脂二氫黃酮)
英文別名
BAVACHIN
(S)-2,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
(2S)-2,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
所屬類別
天然產(chǎn)物:黃酮類化合物

物理化學(xué)性質(zhì)

外觀性狀淡黃色結(jié)晶粉末,可溶于甲醇、乙醇、DMSO等有機(jī)溶劑,來源于補(bǔ)骨脂PsoraleacorylifoliaLinn.的果實(shí)。
沸點(diǎn)558.3±50.0 °C(Predicted)
密度1.244
儲存條件Inert atmosphere,Store in freezer, under -20°C
溶解度≤20mg/ml in ethanol;30mg/ml in DMSO;50mg/ml in dimethyl formamide
酸度系數(shù)(pKa)8.27±0.40(Predicted)
形態(tài)結(jié)晶固體
顏色白色
CAS 數(shù)據(jù)庫19879-32-4

安全數(shù)據(jù)

危險性符號(GHS)GHS hazard pictograms
GHS07
警示詞警告
危險性描述H302+H312+H332

應(yīng)用領(lǐng)域

用途1
一種植物雌性激素,能激活erα和erβ(EC50s分別為320和680nm),刺激成骨細(xì)胞增殖和分化,防止大鼠去卵巢后骨質(zhì)流失。
用途2
補(bǔ)骨脂甲素具有擴(kuò)張冠狀動脈、增強(qiáng)心肌收縮力、提高心臟功率的作用。

常見問題列表

生物活性
Bavachin 是從補(bǔ)骨脂種子中分離到的黃酮類物質(zhì),作為植物雌激素激活雌性激素受體 ERα 和 ERβ,EC50 值分別為 320 和 680 nM。
靶點(diǎn)

IC50: 320 nM (ERα), 680 nM (ERβ)

體外研究

Bavachin significantly inhibits melanin synthesis and TYR activity. Bavachin (10 μM) inhibits the expression of TYR and JNK proteins, and the expression of TYR, TRP-1, TRP-2, ERK1, ERK2 and JNK2 mRNA in A375 cells. ICI182780 and U0126 cAN significantly reverse the bavachin treatment on the protein expression levels and the mRNA expression of TYR, TRP-1, TRP-2, ERK1, ERK2 and JNK2. Bavachin accumulates lipid in a dose dependent manner in ORO staining experiments. Bavachin significantly increases the growth of preadipoctye at 10 μM compared with the control cells in MTT assay. Bavachin also increases BrdU incorporation into newly synthesized DNA during pre-adipocyte proliferation. BrdU incorporation is enhanced by insulin and further enhanced by co-treatment with insulin and bavachin at 2 and 10 μM. Bavachin activates adipogenic factors and increases PPARγ transcriptional activity in differentiated adipocytes. Bavachin enhances insulin-stimulated glucose uptake through GLUT4 translocation via Akt and AMPK pathway. BVN significantly increases both hMAO-A and hMAO-B activities. Bavachin shows ER ligand binding activity in competitive displacement of [ 3 H] E2 from recombinant ER. The estrogenic activity of bavachin is characterized in a transient transfection system using ERα or ERβ and estrogen-responsive luciferase plasmids in CV-1 cells with an EC 50 of 320 nM and 680 nM, respectively. Bavachin increases the mRNA levels of estrogen-responsive genes such as pS2 and PR, and decreases the protein level of ERα by proteasomal pathway.

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