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| | 4-[(1E,3S)-3,7-ジメチル-3-ビニル-1,6-オクタジエニル]フェノール 製品概要 |
| 化学名: | 4-[(1E,3S)-3,7-ジメチル-3-ビニル-1,6-オクタジエニル]フェノール | | 英語化学名: | Bakuchiol | | 别名: | P-(3,7-DIMETHYL-3-VINYLOCTA-TRANS-1,6-DIMETHYL) PHENOL;7-dimethyl-1,6-octadienyl)-4-(3-ethenyl-(s-(e))-pheno;BACTRIS GASIPAES FRUIT JUICE;(S)-Bakuchiol;4-[(1E,3S)-3,7-Dimethyl-3-vinyl-1,6-octadienyl]phenol;4-[(1E,3S)-3-Vinyl-3,7-dimethyl-1,6-octadienyl]phenol;4-[(S,E)-3-Ethenyl-3,7-dimethyl-1,6-octadienyl]phenol;Aids046581 | | CAS番号: | 10309-37-2 | | 分子式: | C18H24O | | 分子量: | 256.38 | | EINECS: | 685-515-4 | | カテゴリ情報: | chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract | | Mol File: | 10309-37-2.mol | ![4-[(1E,3S)-3,7-ジメチル-3-ビニル-1,6-オクタジエニル]フェノール](CAS/GIF/10309-37-2.gif) |
| | 4-[(1E,3S)-3,7-ジメチル-3-ビニル-1,6-オクタジエニル]フェノール 物理性質 |
| 沸点 | 391℃ | | 比重(密度) | 0.963 | | 蒸気圧 | 0Pa at 25℃ | | 屈折率 | 1.4500 (estimate) | | 闪点 | 177℃ | | 貯蔵温度 | Inert atmosphere,Store in freezer, under -20°C | | 溶解性 | Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 20 mg/ml) | | 酸解離定数(Pka) | 10.10±0.26(Predicted) | | 色 | Oil | | 光学活性 (optical activity) | [α]/D +24.0 to +30.0°, c = 0.1 in chloroform | | BRN | 3611720 | | 安定性： | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month. | | InChIKey | LFYJSSARVMHQJB-WYMLVPIESA-N | | LogP | 5.09 at 20℃ and pH6.31 | | 表面張力 | 43.92mN/m at 1g/L and 20℃ |
| WGK Germany | 3 | | RTECS 番号 | SL3785000 | | 毒性 | LD50 orl-mus: 2560 mg/kg MZHUDX 42,646,80 |
| | 4-[(1E,3S)-3,7-ジメチル-3-ビニル-1,6-オクタジエニル]フェノール Usage And Synthesis |
| 定義 | 本品は、次の化学式で表される有機化合物である。 | | 化粧品の成分用途 | エモリエント剤、殺菌剤、酸化防止剤 | | 説明 | Bakuchiol (10309-37-2) is a natural terpenoid antioxidant.It has the follow effects: 1.Inhibits oxidative stress-induced decrease in mitochondrial membrane potential and associated release of pro-apoptotic factors.2.Protects against acute lung injury.3.Displays neuroprotective and anti-inflammatory effects. | | 使用 | (S)-Bakuchiol is a meroterpen found in the medicinal resinous shrub Psoralea glandulosa. An analogue of Resveratrol (R150000) with antifungal and anti-tumor effects. Studies have shown that Bakuchiol
is a potent cytotoxic agent that exhibiting concentration dependent growth inhibition against leukemia cancer cells. | | 安全性プロファイル | Poison by intravenous andintraperitoneal routes. Moderately toxic by ingestion.When heated to decomposition it emits acrid smoke andfumes. | | Mode of action | The research found that BAK upregulates the expression of the antiapoptotic molecule Bcl2 and downregulates the expression of the proapoptotic molecules Bax and caspase-3 by activating the silent information regulator 1 (SIRT1) signaling pathway and thereby inhibits mitochondrial damage and ameliorates myocardial IRI. BAK promotes apoptosis in hepatic astrocytes through the caspase-3-dependent pathway and inhibits liver fibrosis. In addition, BAK exerts a protective effect against hepatotoxicity induced by tert-butyl hydroperoxide (tBH), tetrachloromethane (CCl4), and d-galactosamine (D-GalN). BAK (60?mg/kg) treatment significantly reduces edema and pathological changes in lung tissues by inhibiting intense inflammation and exerting protective effects in the lung under sepsis conditions[5-6]. | | 参考文献 | 1) Adhikari et al. (2007), Physico-chemical studies on the evaluation of the antioxidant activity of herbal extracts and active principles of some Indian medicinal plants; J. Clin. Biochem. Nutr., 40 174
2) Kim et al. (2013), Protective effects of the compounds isolated from the seed of Psoralea corylifolia on oxidative stress-induced retinal damage; Toxicol. Appl. Pharmacol., 269 109
3) Zhang et al. (2017), Bakuchiol protects against acute lung injury in septic mice; Inflammation, 40 351
4) Kim et al. (2016), Quantitative Analysis of Psoralea corylifolia Linne and its Neuroprotective and Anti-Neuroinflammatory Effects in HT22 Hippocampal Cells and BV-2 Microglia; Molecules, 21 E1076
[5] Zhenlong Xin . “Bakuchiol: A newly discovered warrior against organ damage.” Pharmacological research 141 (2019): Pages 208-213.
[6] Jianyu Feng. “Bakuchiol attenuates myocardial ischemia reperfusion injury by maintaining mitochondrial function: the role of silent information regulator 1.” Apoptosis 71 1 (2016): 532–545. |
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