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石胆酸, 法尼类固醇 X 受体激动剂;GPBA 受体激动剂;孕烷 X 受体激动剂;维生素 D 受体激动剂

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货号 (SKU) 包装规格 是否现货 价格 数量
L408630-1ml
1ml 现货 Stock Image
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Compound libraries (12333)

基本描述

英文别名 Cholan-24-oic acid, 3-hydroxy-, (3α,5β)-
规格或纯度 Moligand™, 10mM in DMSO
英文名称 Lithocholic acid
生化机理 石胆酸是一种有毒的次级胆汁酸,会导致肝内胆汁淤积,具有促肿瘤活性,其毒性作用在激活维生素 D 受体、PXR 和 FXR 后可得到保护。
储存温度 -80℃储存
运输条件 超低温冰袋运输
作用类型 激动剂
作用机制 法尼类固醇 X 受体激动剂;GPBA 受体激动剂;孕烷 X 受体激动剂;维生素 D 受体激动剂
产品介绍

胆汁酸之一。不是由胆甾醇在肝中直接生物合成的,而是由鹅脱氧胆酸在肠内通过细菌代谢产生的物质。在肠内生成的这种物质大部分与粪便一起排出,极少一部分被吸收,在肝中发生结合反应,以牛磺石胆酸(taurolithocholic acid)或甘氨石胆酸(glyclithocholic acid)形态出现于胆汁中。比其它胆汁酸毒性强,大量饲实验动物能引起肝胆道系统的种种障害。

Information

Lithocholic acid Lithocholic acid is a toxic secondary bile acid, causes intrahepatic cholestasis, has tumor-promoting activity, its toxic effect can be protected after it activates the vitamin D receptor , PXR and FXR .
In vitro

Lithocholic acid (LCA) is a hydrophobic secondary bile acid that is primarily formed in the intestine by the bacterial 7α-dehydroxylation of chenodeoxycholic acid. LCA causes intrahepatic cholestasis (cessation or impairment of bile flow). LCA activates PXR (pregnane X receptor), and the LCA-induced severe liver damage can be protected by the activation of PXR. LCA is a ligand for farnesoid X receptor (FXR) with EC50 of 3.8 μM. LCA directly binds VDR (vitamin D receptor) with Ki of 29μM, activates VDR (vitamin D receptor) 30 μM, with much more sensitivity than the other nuclear receptors (eg. PXR, FXR), and its toxic effect is thus protected. LCA has tumor-promoting activity, inhibits mammalian DNA Polymerase β with IC50 of 15 μM.

In vivo

Administration of LCA and its conjugates to rodents causes intrahepatic cholestasis,a pathogenic state characterized by decreased bile flow and the accumulation of bile constituents in the liver and blood. In DMH (dimethyldydrazine)-induced murine carcinogenesis model, LCA suppresses apoptosis almost completely in premalignant colon. LCA activates VDR, induces expression in vivo of CYP3A, a cytochrome P450 enzyme that detoxifies LCA in the liver and intestine.
Cell Data

cell lines:

Concentrations:~30 μM

Incubation Time:Incubation Time:

Powder Purity:≥100%

关联靶点(人)

VDR Tclin 维生素 D3 受体(Vitamin D3 receptor) (1 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
NR1H4 Tclin 胆汁酸受体(Bile acid receptor) (1 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
NR1I2 Tchem 核受体亚家族 1 第 I 组成员 2(Nuclear receptor subfamily 1 group I member 2) (1 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
GPBAR1 Tchem G蛋白偶联胆汁酸受体1(G-protein coupled bile acid receptor 1) (1 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)

名称和识别符

EC号 207-099-1
分子类型 小分子
Isomeric SMILES C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O)C)C
分子量 376.57
Beilstein号 3217757
Reaxy-Rn 2818923
Reaxys-RN link address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2818923&ln=

化学和物理性质

溶解性 Solubility (25°C) In vitro      
比旋光度 35.5°
熔点 183-188°C

安全和危险性(GHS)

象形图 GHS07
信号词 Warning
危险声明

H315: 引起皮肤刺激

H319: 引起严重眼睛刺激

H335: 可能引起呼吸道刺激

预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P305+P351+P338: 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P302+P352: 如皮肤沾染:用水充分清洗。

P321: 特殊处理(请参阅此标签上的...)。

P405: 密闭存放

P501: 将内容物/容器处理到。。。

P264: 处理后要彻底洗手。

P271: 仅在室外或通风良好的地方使用。

P304+P340: 如误吸入:将人转移到空气新鲜处,保持呼吸舒适体位。

P403+P233: 存放在通风良好的地方。保持容器密闭。

P362+P364: 脱掉沾污的衣服,清洗后方可重新使用。

P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。

P337+P317: 如果眼睛刺激持续:寻求医疗帮助。

P332+P317: 如果出现皮肤刺激:请寻求医疗帮助。

P319: 如果你感到不适,请寻求医疗帮助。

WGK Germany 2
RTECS FZ2275000
个人防护装备 Eyeshields,Gloves,type N95 (US),type P1 (EN143) respirator filter

质检证书(CoA,COO,BSE/TSE 和分析图谱)

C of A & Other Certificates(BSE/TSE, COO):
输入批号以搜索分析图谱:

此产品的引用文献

引用文献

1. Yan Ma, Yang Cao, Xiaocui Song, Weichen Xu, Zichen Luo, Jinjun Shan, Jingjie Zhou.  (2023)  Integration of semi-empirical MS/MS library with characteristic features for the annotation of novel amino acid-conjugated bile acids.  ANALYST,  148  (21): (5380-5389).  [PMID:37743718] [10.1039/D3AN01237A]
2. Qian Zhang, Wenchao Ye, Guojiao Li, Yanli Gong, Wenlang Liang, Yongxiang Leng.  (2023)  Nanotubular-aerogel/hydrogel hybrid for strain sensing applications.  Journal of Materials Chemistry C,  [10.1039/D3TC01866K]
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4. Shuai Liu, Keming Zheng, Yilin Jiang, Susu Gai, Bohan Li, Dehai Li, Shuang Yang, Zhihua Lv.  (2023)  Biotransformation of Penindolone, an Influenza A Virus Inhibitor.  MOLECULES,  28  (3): (1479).  [PMID:36771146] [10.3390/molecules28031479]
5. Jiating Zheng, Xiaoru Peng, Taifeng Zhu, Shuyao Huang, Chao Chen, Guosheng Chen, Shuqin Liu, Gangfeng Ouyang.  (2022)  Detection of bile acids in small volume human bile samples via an amino metal-organic framework composite based solid-phase microextraction probe.  JOURNAL OF CHROMATOGRAPHY A,  1685  (463634).  [PMID:36345074] [10.1016/j.chroma.2022.463634]
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8. Xiaoxu Cheng, Zifeng Pi, Zhong Zheng, Shu Liu, Fengrui Song, Zhiqiang Liu.  (2022)  Combined 16S rRNA gene sequencing and metabolomics to investigate the protective effects of Wu-tou decoction on rheumatoid arthritis in rats.  JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES,  1199  (123249).  [PMID:35447521] [10.1016/j.jchromb.2022.123249]
9. Ding Shen, Wei Hu, Suqing Zhao, Chuanbin Mao.  (2021)  Rapid Naked-Eye Detection of a Liver Disease Biomarker by Discovering Its Monoclonal Antibody to Functionalize Engineered Red-Colored Bacteria Probes.  ACS Omega,  (47): (32005–32010).  [PMID:34870023] [10.1021/acsomega.1c04779]
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16. Ke Zhou, Shao-Chun Chen, Fan Yang, Stijn van der Veen, Yue-Ping Yin.  (2020)  Impact of the gonococcal FC428 penA allele 60.001 on ceftriaxone resistance and biological fitness.  Emerging Microbes & Infections,  (1): (1219-1229).  [PMID:32438866] [10.1080/22221751.2020.1773325]
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18. Sinan Wang, Wenxiao Dong, Li Liu, Mengque Xu, Yu Wang, Tianyu Liu, Yujie Zhang, Bangmao Wang, Hailong Cao.  (2019)  Interplay between bile acids and the gut microbiota promotes intestinal carcinogenesis.  MOLECULAR CARCINOGENESIS,  58  (7): (1155-1167).  [PMID:30828892] [10.1002/mc.22999]
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21. Dan Wang, Li Bie, Yanbin Su, Haoran Xu, Fengrong Zhang, Yanwen Su, Bo Zhang.  (2018)  Effect of lithocholic acid on biologically active α,β-unsaturated aldehydes induced by H2O2 in glioma mitochondria for use in glioma treatment.  INTERNATIONAL JOURNAL OF MOLECULAR MEDICINE,  41  (6): (3195-3202).  [PMID:29512691] [10.3892/ijmm.2018.3530]
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溶液计算器