ST 23:1;O4 (BioDeep_00000638184)

 

Secondary id: BioDeep_00001884322

PANOMIX_OTCML-2023 Bile acids


代谢物信息卡片


3alpha,7alpha,12alpha-Trihydroxy-24-nor-5beta-cholan-23-al

化学式: C23H38O4 (378.277)
中文名称: 去氧胆酸
谱图信息: 最多检出来源 Homo sapiens(bile_acids) 83.24%

分子结构信息

SMILES: C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CC(=O)O)CC[C@@]4([H])[C@]3([H])C[C@@H](O)[C@]2([H])C[C@H](O)C1
InChI: InChI=1S/C23H38O4/c1-13(10-21(26)27)16-4-5-17-15-12-20(25)19-11-14(24)6-8-23(19,3)18(15)7-9-22(16,17)2/h13-20,24-25H,4-12H2,1-3H3,(H,26,27)/t13-,14-,15+,16-,17+,18+,19+,20+,22-,23-/m1/s1

描述信息

D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts
D005765 - Gastrointestinal Agents > D002793 - Cholic Acids
Nordeoxycholic acid is a 23-carbon bile acid. Nordeoxycholic acid is a norcholic acid metabolite and a steroid human metabolite[1].

同义名列表

13 个代谢物同义名

24-nor-3alpha,6beta-dihydroxy-5beta-cholan-23-oic acid; Normurideoxycholic acid; ST 23:1;O4; 24-nor-3alpha,6alpha-dihydroxy-5beta-cholan-23-oic acid; Norhyodeoxycholic acid; 24-nor-3alpha,7beta-dihydroxy-5beta-cholan-23-oic acid; Norursodeoxycholic acid; 24-nor-3alpha,12alpha-dihydroxy-5beta-cholan-23-oic acid; Nordeoxycholic Acid; 3alpha,7alpha-dihydroxy-5beta-24-nor-cholan-23-oic Acid; Norchenodeoxycholic acid; 3alpha,7alpha,12alpha-Trihydroxy-24-nor-5beta-cholan-23-al; 3α,12α-Dihydroxynorcholanic acid



数据库引用编号

22 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)

1 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

  • Yan Cao, Xiaoya Niu, Wenzheng Li, Wei Chen, Luyao Ren, Zheng Cao, Jun Li, Yuelin Song. Structural identification of in vitro metabolites for 23-nordeoxycholic acid by structural analogue matching. Analytical methods : advancing methods and applications. 2023 06; 15(21):2588-2598. doi: 10.1039/d3ay00313b. [PMID: 37226530]
  • Stefan Traussnigg, Jörn M Schattenberg, Münevver Demir, Johannes Wiegand, Andreas Geier, Gerlinde Teuber, Wolf Peter Hofmann, Andreas E Kremer, Frank Spreda, Johannes Kluwe, Jörg Petersen, Tobias Boettler, Florian Rainer, Emina Halilbasic, Roland Greinwald, Markus Pröls, Michael P Manns, Peter Fickert, Michael Trauner. Norursodeoxycholic acid versus placebo in the treatment of non-alcoholic fatty liver disease: a double-blind, randomised, placebo-controlled, phase 2 dose-finding trial. The lancet. Gastroenterology & hepatology. 2019 10; 4(10):781-793. doi: 10.1016/s2468-1253(19)30184-0. [PMID: 31345778]
  • Elisabeth Krones, Marion J Pollheimer, Alexander R Rosenkranz, Peter Fickert. Cholemic nephropathy - Historical notes and novel perspectives. Biochimica et biophysica acta. Molecular basis of disease. 2018 04; 1864(4 Pt B):1356-1366. doi: 10.1016/j.bbadis.2017.08.028. [PMID: 28851656]
  • Peter Fickert, Gideon M Hirschfield, Gerald Denk, Hanns-Ulrich Marschall, Istvan Altorjay, Martti Färkkilä, Christoph Schramm, Ulrich Spengler, Roger Chapman, Annika Bergquist, Erik Schrumpf, Frederik Nevens, Palak Trivedi, Florian P Reiter, Istvan Tornai, Emina Halilbasic, Roland Greinwald, Markus Pröls, Michael P Manns, Michael Trauner. norUrsodeoxycholic acid improves cholestasis in primary sclerosing cholangitis. Journal of hepatology. 2017 09; 67(3):549-558. doi: 10.1016/j.jhep.2017.05.009. [PMID: 28529147]
  • Elisabeth Krones, Kathrin Eller, Marion J Pollheimer, Silvia Racedo, Alexander H Kirsch, Bianca Frauscher, Annika Wahlström, Marcus Ståhlman, Michael Trauner, Florian Grahammer, Tobias B Huber, Karin Wagner, Alexander R Rosenkranz, Hanns-Ulrich Marschall, Peter Fickert. NorUrsodeoxycholic acid ameliorates cholemic nephropathy in bile duct ligated mice. Journal of hepatology. 2017 07; 67(1):110-119. doi: 10.1016/j.jhep.2017.02.019. [PMID: 28242240]
  • E B Belonovskaia, E E Naruta, O Ia Lukivskaia, V Z Abakumov, V U Buko. [Preventive administration of new UDCA derivatives in experimental alcoholic steatohepatitis]. Eksperimental'naia i klinicheskaia farmakologiia. 2013; 76(1):25-9. doi: . [PMID: 23461012]
  • Jörg König, Sabine Klatt, Karin Dilger, Martin F Fromm. Characterization of ursodeoxycholic and norursodeoxycholic acid as substrates of the hepatic uptake transporters OATP1B1, OATP1B3, OATP2B1 and NTCP. Basic & clinical pharmacology & toxicology. 2012 Aug; 111(2):81-6. doi: 10.1111/j.1742-7843.2012.00865.x. [PMID: 22333292]
  • Tarek Moustafa, Peter Fickert, Christoph Magnes, Christian Guelly, Andrea Thueringer, Sasa Frank, Dagmar Kratky, Wolfgang Sattler, Helga Reicher, Frank Sinner, Judith Gumhold, Dagmar Silbert, Günter Fauler, Gerald Höfler, Achim Lass, Rudolf Zechner, Michael Trauner. Alterations in lipid metabolism mediate inflammation, fibrosis, and proliferation in a mouse model of chronic cholestatic liver injury. Gastroenterology. 2012 Jan; 142(1):140-151.e12. doi: 10.1053/j.gastro.2011.09.051. [PMID: 22001865]
  • Naiara Beraza, Lisa Ofner-Ziegenfuss, Haksier Ehedego, Mark Boekschoten, Stephan C Bischoff, Michael Mueller, Michael Trauner, Christian Trautwein. Nor-ursodeoxycholic acid reverses hepatocyte-specific nemo-dependent steatohepatitis. Gut. 2011 Mar; 60(3):387-96. doi: 10.1136/gut.2010.223834. [PMID: 21115542]
  • Emina Halilbasic, Romina Fiorotto, Peter Fickert, Hanns-Ulrich Marschall, Tarek Moustafa, Carlo Spirli, Andrea Fuchsbichler, Judith Gumhold, Dagmar Silbert, Kurt Zatloukal, Cord Langner, Uday Maitra, Helmut Denk, Alan F Hofmann, Mario Strazzabosco, Michael Trauner. Side chain structure determines unique physiologic and therapeutic properties of norursodeoxycholic acid in Mdr2-/- mice. Hepatology (Baltimore, Md.). 2009 Jun; 49(6):1972-81. doi: 10.1002/hep.22891. [PMID: 19475687]
  • Peter Fickert, Martin Wagner, Hanns-Ulrich Marschall, Andrea Fuchsbichler, Gernot Zollner, Oleksiy Tsybrovskyy, Kurt Zatloukal, Jie Liu, Michael P Waalkes, Cathleen Cover, Helmut Denk, Alan F Hofmann, Hartmut Jaeschke, Michael Trauner. 24-norUrsodeoxycholic acid is superior to ursodeoxycholic acid in the treatment of sclerosing cholangitis in Mdr2 (Abcb4) knockout mice. Gastroenterology. 2006 Feb; 130(2):465-81. doi: 10.1053/j.gastro.2005.10.018. [PMID: 16472600]
  • E Tessier, L Neirinck, Z Zhu. High-performance liquid chromatographic mass spectrometric method for the determination of ursodeoxycholic acid and its glycine and taurine conjugates in human plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2003 Dec; 798(2):295-302. doi: 10.1016/j.jchromb.2003.09.054. [PMID: 14643509]
  • J Ko, J A Hamilton, H T Ton-Nu, C D Schteingart, A F Hofmann, D M Small. Effects of side chain length on ionization behavior and transbilayer transport of unconjugated dihydroxy bile acids: a comparison of nor-chenodeoxycholic acid and chenodeoxycholic acid. Journal of lipid research. 1994 May; 35(5):883-92. doi: ". [PMID: 8071610]
  • C D Schteingart, A F Hofmann. Synthesis of 24-nor-5 beta-cholan-23-oic acid derivatives: a convenient and efficient one-carbon degradation of the side chain of natural bile acids. Journal of lipid research. 1988 Oct; 29(10):1387-95. doi: ". [PMID: 3235921]
  • A F Attili, M Angelico, L Capocaccia, U Pièche, A Cantafora. Drawbacks in the use of 23-nor-deoxycholic acid standards. Journal of lipid research. 1982 Jan; 23(1):211-5. doi: 10.1016/s0022-2275(20)38192-x. [PMID: 7057110]