B-赤霉醇

更新时间:2024-01-11 19:34:36

B-赤霉醇结构式
B-赤霉醇结构式
品牌特惠专场
常用名 B-赤霉醇 英文名 b-Zearalanol
CAS号 42422-68-4 分子量 322.396
密度 1.2±0.1 g/cm3 沸点 576.0±50.0 °C at 760 mmHg
分子式 C18H26O5 熔点 134-137ºC
MSDS 中文版 美版 闪点 207.9±23.6 °C
符号 GHS07 GHS08
GHS07, GHS08
信号词 Danger

 B-赤霉醇用途


Beta-Zearalanol 是由镰刀菌属 Fusarium 产生的一种霉菌毒素,可以在哺乳动物生殖细胞中引起细胞凋亡 (apoptosis) 和氧化应激反应。 Beta-Zearalanol 是玉米赤霉烯酮(ZEA)的衍生物,可以与葡萄糖醛酸 (glucuronic acid) 结合。

 B-赤霉醇名称

中文名 B-赤霉醇
英文名 (7S,11S)-7,15,17-trihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-13-one
中文别名 B-玉米赤霉醇
英文别名 更多

 B-赤霉醇生物活性

描述 Beta-Zearalanol 是由镰刀菌属 Fusarium 产生的一种霉菌毒素,可以在哺乳动物生殖细胞中引起细胞凋亡 (apoptosis) 和氧化应激反应。 Beta-Zearalanol 是玉米赤霉烯酮(ZEA)的衍生物,可以与葡萄糖醛酸 (glucuronic acid) 结合。
相关类别
体外研究 βeta-zearalenol(0-200μM; 24小时)以剂量依赖性方式抑制BGC增殖,IC50为25μM[1]。βeta-Zearalenol(0-100μM; 72小时)在HepG2细胞中表现出高毒性,IC50为15.2μM,β-ZOL ZEN或β-ZOL α-ZOL具有协同作用,IC50值分别为19.8uM,16.8uM[2]。βeta-Zearalenol(0-10μM; 72小时)对三种研究细胞因子IL-8,IL-1β和TNF-α的抑制作用均高于ZEA或α-Zearalenol[2]。细胞活力测定[2]细胞系:HepG2细胞浓度:0-100μM培养时间:72小时结果:显示用β-ZOL处理的细胞活力的剂量依赖性降低。细胞增殖测定[1]细胞系:BGC细胞浓度:0μM,5μM,10μM,15μM,25μM,50μM,100μM和200μM培养时间:24小时结果:以剂量依赖性方式抑制细胞增殖。RT-PCR[2]细胞系:HepG2细胞浓度:1μM,5μM,10μM培养时间:72小时结果:与α-玉米赤霉烯醇相比,具有更高的细胞毒性作用。
参考文献

[1]. Yang F, et al. Melatonin alleviates β-zearalenol and HT-2 toxin-induced apoptosis and oxidative stress in bovine ovarian granulosa cells. Environ Toxicol Pharmacol. 2019 May;68:52-60.

[2]. Marin DE, et al. Cytotoxic and inflammatory effects of individual and combined exposure of HepG2 cells to zearalenone and its metabolites. Naunyn Schmiedebergs Arch Pharmacol. 2019 Aug;392(8):937-947.

 B-赤霉醇物理化学性质

密度 1.2±0.1 g/cm3
沸点 576.0±50.0 °C at 760 mmHg
熔点 134-137ºC
分子式 C18H26O5
分子量 322.396
闪点 207.9±23.6 °C
精确质量 322.178009
PSA 86.99000
LogP 3.86
外观性状 固体
蒸汽压 0.0±1.7 mmHg at 25°C
折射率 1.536
储存条件 −20°C

 B-赤霉醇MSDS

 B-赤霉醇安全信息

符号 GHS07 GHS08
GHS07, GHS08
信号词 Danger
危害声明 H315-H319-H335-H360
警示性声明 P201-P261-P305 + P351 + P338-P308 + P313
个人防护装备 Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
危害码 (欧洲) T,Xn,F
风险声明 (欧洲) 60-36/37/38
安全声明 (欧洲) 53-36/37/39-45
危险品运输编码 UN 1648 3 / PGII
WGK德国 3

 B-赤霉醇合成线路

~%

B-赤霉醇结构式

B-赤霉醇

42422-68-4

文献:Hellwig, Veronika; Mayer-Bartschmid, Anke; Mueller, Hartwig; Greif, Gisela; Kleymann, Gerald; Zitzmann, Werner; Tichy, Hans-Volker; Stadler, Marc Journal of Natural Products, 2003 , vol. 66, # 6 p. 829 - 837

~49%

B-赤霉醇结构式

B-赤霉醇

42422-68-4

文献:El-Sharkawy, Saleh H.; Abul-Hajj, Yusuf J. Journal of Organic Chemistry, 1988 , vol. 53, # 3 p. 515 - 519

~%

B-赤霉醇结构式

B-赤霉醇

42422-68-4

文献:Gelo, Mirjana; Sunjic, Vitomir Tetrahedron, 1992 , vol. 48, # 31 p. 6511 - 6520

~%

B-赤霉醇结构式

B-赤霉醇

42422-68-4

文献:Gelo, Mirjana; Sunjic, Vitomir Tetrahedron, 1992 , vol. 48, # 31 p. 6511 - 6520

 B-赤霉醇文献18

更多文献
Determination of resorcylic acid lactones in biological samples by GC-MS. Discrimination between illegal use and contamination with fusarium toxins.

Anal. Bioanal. Chem 384(5) , 1221-7, (2006)

An EU project, FAIR5-CT-1997-3443, has been undertaken to distinguish illegal use of zeranol from consumption of food contaminated with Fusarium spp. toxin. One of the tasks was development of screeni...

Cytosol protein regulation in H295R steroidogenesis model induced by the zearalenone metabolites, α- and β-zearalenol.

Toxicon 59(1) , 17-24, (2012)

α- and β-zearalenol (α-ZOL and β-ZOL, respectively) are metabolites of the mycotoxin zearalenone (ZEN). All three individual mycotoxins have shown to be biological active i.e. being estrogenic and abl...

Determination of the cross-reactivities for alpha-zearalenol, beta-zearalenol, zearalanone, alpha-zearalanol, and beta-zearalanol on three commercial immunoaffinity columns targeting zearalenone.

J. AOAC Int. 90(4) , 1197-202, (2007)

Immunoaffinity extraction has become increasingly important as a sample preparation and cleanup method in mycotoxin analysis. In this study, the antibody specificities of 3 commercial immunoaffinity c...

 B-赤霉醇英文别名

|A-Zearanol
Taleranol
(6S,10S)-6-(6,10-Dihydroxyundecyl)-b-resorcyclic acid m-lactone
1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-, (3S,7S)-
|A-Zearalanol
Taleranolum
|A-Zeranol
(6S,10S)-6-(6,10-Dihydroxyundecyl)-β-resorcyclic acid μ-lactone
β-Zearalanol
β zearalanol
b-Zearalanol
(3S,7S)-3,4,5,6,7,8,9
(3S,7S)-3,4,5,6,7,8,9,10,11,12-Decahydro-7,14,16-trihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1-one
(3S,7S)-7,14,16-Trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecin-1-one
[3S-(3R*,7R*)]-3,4,5,6,7,8,9,10,11,12-Decahydro-7,14,16-trihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1-one