Anethole trithione (BioDeep_00000176065)

Main id: BioDeep_00000230972

 

human metabolite PANOMIX_OTCML-2023 blood metabolite


代谢物信息卡片


5-(4-Methoxyphenyl)-3H-1,2-dithiole-3-thione

化学式: C10H8OS3 (239.9737)
中文名称: 茴三硫
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=CC=C(C=C1)C1=CC(=S)SS1
InChI: InChI=1S/C10H8OS3/c1-11-8-4-2-7(3-5-8)9-6-10(12)14-13-9/h2-6H,1H3

描述信息

A - Alimentary tract and metabolism > A16 - Other alimentary tract and metabolism products > A16A - Other alimentary tract and metabolism products > A16AX - Various alimentary tract and metabolism products
C1892 - Chemopreventive Agent > C54630 - Phase II Enzymes Inducer
Anethole trithione, a sulfur heterocyclic choleretic, is a bile secretion-stimulating agent. Anethole trithione enhances salivary secretion and increases mAChRs, and can be used for dry mouth research[1][2].
Anethole trithione, a sulfur heterocyclic choleretic, is a bile secretion-stimulating agent. Anethole trithione enhances salivary secretion and increases mAChRs, and can be used for dry mouth research[1][2].

同义名列表

27 个代谢物同义名

5-(4-Methoxyphenyl)-3H-1,2-dithiole-3-thione; Sanofi winthrop brand OF anethole trithione; Solvay brand OF anethole trithione; Kali brand OF anethole trithione; Trithioparamethoxyphenylpropene; Dithiolthione, Anethol; Anethol Dithiolthione; Anisyldithiolthionine; Trithione, Anethole; Anethole trithione; Anetholetrithione; Anetholtrithione; anetholtrithion; Trithioanethol; Athenentol; Tiotrifar; Sulfralem; Sulfarlem; Felviten; Sonicur; Mucinol; Heporal; Trithio; Halpen; Sialor; SL 25; SL-25



数据库引用编号

10 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

2 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表


文献列表

  • Haitao Liu, Panpan Zhang, Xiaoxiao Ge, Qiong Wu, Chuchu Han, Linyang Zhang, Yuxin Hua, Yuxuan Zhang, Jiping Liu, Yongheng Shi, Bin Wang, Xiaoping Wang, Wei Wang, Yi Jiang, Huawei Zhang, Chong Deng, Yundong Xie, Ying Liu, Shipeng He. Optimization of clofibrate with O-desmethyl anetholtrithione lead to a novel hypolipidemia compound with hepatoprotective effect. Bioorganic & medicinal chemistry letters. 2022 09; 72(?):128844. doi: 10.1016/j.bmcl.2022.128844. [PMID: 35697180]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Daniela Giustarini, Federico Galvagni, Isabella Dalle-Donne, Aldo Milzani, Monica Lucattelli, Giovanna De Cunto, Desirée Bartolini, Francesco Galli, Annalisa Santucci, Ranieri Rossi. Anethole Dithiolethione Increases Glutathione in Kidney by Inhibiting γ-Glutamyltranspeptidase: Biochemical Interpretation and Pharmacological Consequences. Oxidative medicine and cellular longevity. 2020; 2020(?):3562972. doi: 10.1155/2020/3562972. [PMID: 33062138]
  • Lihua Shao, Yue Bai, Qiutang Wang, Zizhang Chen, Yundong Xie, Xiaoli Bian. Design, synthesis and evaluation of 5-(4-hydroxyphenyl)-3H-1,2-dithiole-3-thione-Based fibrates as potential hypolipidemic and hepatoprotective agents. Bioorganic & medicinal chemistry letters. 2019 12; 29(23):126723. doi: 10.1016/j.bmcl.2019.126723. [PMID: 31624042]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Zi-Zhang Chen, Yun-Dong Xie, Li-Hua Shao, Qiu-Tang Wang, Yan-Hong Xu, Xiao-Li Bian. 5-(4-Hydroxyphenyl)-3H-1,2-dithiole-3-thione-based fibrates as potential hypolipidemic and hepatoprotective agents. Bioorganic & medicinal chemistry letters. 2018 12; 28(23-24):3787-3792. doi: 10.1016/j.bmcl.2018.10.003. [PMID: 30337230]
  • Yang Liu, Fang Yang, Chuxiao Yuan, Mingxi Li, Tuantuan Wang, Bo Chen, Juan Jin, Peng Zhao, Jiayi Tong, Shouhua Luo, Ning Gu. Magnetic Nanoliposomes as in Situ Microbubble Bombers for Multimodality Image-Guided Cancer Theranostics. ACS nano. 2017 02; 11(2):1509-1519. doi: 10.1021/acsnano.6b06815. [PMID: 28045496]
  • Daniela Giustarini, Paolo Fanti, Anna Sparatore, Elena Matteucci, Ranieri Rossi. Anethole dithiolethione lowers the homocysteine and raises the glutathione levels in solid tissues and plasma of rats: a novel non-vitamin homocysteine-lowering agent. Biochemical pharmacology. 2014 May; 89(2):246-54. doi: 10.1016/j.bcp.2014.03.005. [PMID: 24637238]
  • Hong-Zhen Yu, Si-Fei Han, Ping Li, Chun-Liu Zhu, Xin-Xin Zhang, Li Gan, Yong Gan. An examination of the potential effect of lipids on the first-pass metabolism of the lipophilic drug anethol trithione. Journal of pharmaceutical sciences. 2011 Nov; 100(11):5048-58. doi: 10.1002/jps.22702. [PMID: 21766311]
  • Jifen He, Ting Qin, Jing Wen, Feng Qin, Famei Li. An HPLC-MS/MS method for the quantitative determination of 4-hydroxy-anethole trithione in human plasma and its application to a pharmacokinetic study. Journal of pharmaceutical and biomedical analysis. 2011 Feb; 54(3):551-6. doi: 10.1016/j.jpba.2010.09.037. [PMID: 20980118]
  • Daniela Giustarini, Piero Del Soldato, Anna Sparatore, Ranieri Rossi. Modulation of thiol homeostasis induced by H2S-releasing aspirin. Free radical biology & medicine. 2010 May; 48(9):1263-72. doi: 10.1016/j.freeradbiomed.2010.02.014. [PMID: 20171274]
  • Si-fei Han, Ting-ting Yao, Xin-xin Zhang, Li Gan, Chunliu Zhu, Hong-zhen Yu, Yong Gan. Lipid-based formulations to enhance oral bioavailability of the poorly water-soluble drug anethol trithione: effects of lipid composition and formulation. International journal of pharmaceutics. 2009 Sep; 379(1):18-24. doi: 10.1016/j.ijpharm.2009.06.001. [PMID: 19508887]
  • Preetha Anand, Ajaikumar B Kunnumakkara, Ajaikumar B Kunnumakara, Chitra Sundaram, Kuzhuvelil B Harikumar, Sheeja T Tharakan, Oiki S Lai, Bokyung Sung, Bharat B Aggarwal. Cancer is a preventable disease that requires major lifestyle changes. Pharmaceutical research. 2008 Sep; 25(9):2097-116. doi: 10.1007/s11095-008-9661-9. [PMID: 18626751]
  • Weiyong Li, Jungang Deng, Jian Qiao, Qian Li, Ying Zhang. HPLC determination of 4-hydroxy-anethole trithione in plasma via enzymatic hydrolysis and its application to bioequivalence study. Journal of pharmaceutical and biomedical analysis. 2008 Jul; 47(3):612-7. doi: 10.1016/j.jpba.2008.01.044. [PMID: 18353592]
  • Tianmin Li, Zunjian Zhang, Haoyan Jiao, Lu Zhang, Yuan Tian, Yun Chen, Xiaoyang Pang, Jie Zhuang. Determination of anethole trithione in human plasma using high performance liquid chromatography coupled with tandem mass spectrometric detection. Analytica chimica acta. 2007 Jul; 594(2):274-8. doi: 10.1016/j.aca.2007.05.038. [PMID: 17586125]
  • Qiufang Jing, Yongjia Shen, Fuzheng Ren, Jianming Chen, Zhiting Jiang, Baoliang Peng, Yixin Leng, Jing Dong. HPLC determination of anethole trithione and its application to pharmacokinetics in rabbits. Journal of pharmaceutical and biomedical analysis. 2006 Nov; 42(5):613-7. doi: 10.1016/j.jpba.2006.05.013. [PMID: 16824723]
  • Y Belkacémi, D Pasquier, B Castelain, J M Warnet, E Lartigau. [Radiation protectants of the crystalline lens]. Cancer radiotherapie : journal de la Societe francaise de radiotherapie oncologique. 2003 Nov; 7 Suppl 1(?):49s-54s. doi: ". [PMID: 15124544]
  • L Bouthillier, M Charbonneau, J Brodeur. Assessment of the role of glutathione conjugation in the protection afforded by anethol dithiolthione against hexachloro-1,3-butadiene-induced nephrotoxicity. Toxicology and applied pharmacology. 1996 Jul; 139(1):177-85. doi: 10.1006/taap.1996.0156. [PMID: 8685901]
  • C K Sen, K E Traber, L Packer. Inhibition of NF-kappa B activation in human T-cell lines by anetholdithiolthione. Biochemical and biophysical research communications. 1996 Jan; 218(1):148-53. doi: 10.1006/bbrc.1996.0026. [PMID: 8573121]
  • M L Selley, J A McGuiness, M R Bartlett, N G Ardlie. Effect of anethole dithiolthione on human platelet aggregation. Arzneimittel-Forschung. 1992 Mar; 42(3):318-21. doi: NULL. [PMID: 1497692]
  • G Tissie, E Latour, C Coquelet, C Bonne. Singlet oxygen-induced damage to rat lenses in vitro: protection by anisyldithiolthione. Advances in experimental medicine and biology. 1990; 264(?):529-32. doi: 10.1007/978-1-4684-5730-8_79. [PMID: 2244535]
  • J M Warnet, M O Christen, M Thevenin, D Biard, A Jacqueson, J R Claude. Protective effect of anethol dithiolthione against acetaminophen hepatotoxicity in mice. Pharmacology & toxicology. 1989 Jul; 65(1):63-4. doi: 10.1111/j.1600-0773.1989.tb01127.x. [PMID: 2780509]
  • Y Ukai, M Shiraishi, K Takeshita, T Fukui, K Kura, K Kimura. Pharmacological studies on anethole trithione. Arzneimittel-Forschung. 1988 Oct; 38(10):1460-5. doi: NULL. [PMID: 3196385]
  • S J Stohs, T A Lawson, L Anderson, E Bueding. Effects of oltipraz, BHA, ADT and cabbage on glutathione metabolism, DNA damage and lipid peroxidation in old mice. Mechanisms of ageing and development. 1986 Dec; 37(2):137-45. doi: 10.1016/0047-6374(86)90071-0. [PMID: 3821194]
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  • D Mansuy, A Sassi, P M Dansette, M Plat. A new potent inhibitor of lipid peroxidation in vitro and in vivo, the hepatoprotective drug anisyldithiolthione. Biochemical and biophysical research communications. 1986 Mar; 135(3):1015-21. doi: 10.1016/0006-291x(86)91029-6. [PMID: 3964266]
  • G Isacsson, P Singer. Studies on the whole-body distribution of 14C-trithioparamethoxyphenylpropene in mice. Scandinavian journal of dental research. 1985 Jun; 93(3):249-52. doi: 10.1111/j.1600-0722.1985.tb01953.x. [PMID: 3860910]
  • S S Ansher, P Dolan, E Bueding. Chemoprotective effects of two dithiolthiones and of butylhydroxyanisole against carbon tetrachloride and acetaminophen toxicity. Hepatology (Baltimore, Md.). 1983 Nov; 3(6):932-5. doi: 10.1002/hep.1840030608. [PMID: 6629324]
  • A N Masoud, E Bueding. Identification and quantitation of a metabolite of anethol dithiolthione in rat and mouse urine using high-performance liquid chromatography. Journal of chromatography. 1983 Aug; 276(1):111-9. doi: 10.1016/s0378-4347(00)85071-9. [PMID: 6672005]