4,6-Dioxoheptanoic acid (BioDeep_00000415910)

Main id: BioDeep_00000020854

 

PANOMIX_OTCML-2023


代谢物信息卡片


4,6-Dioxoheptanoic acid

化学式: C7H10O4 (158.057906)
中文名称: 4,6-二氧代庚酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=O)CC(=O)CCC(=O)O
InChI: InChI=1S/C7H10O4/c1-5(8)4-6(9)2-3-7(10)11/h2-4H2,1H3,(H,10,11)

描述信息

A dioxo monocarboxylic acid that is heptanoic acid in which oxo groups replace the hydrogens at positions 4 and 6. It is an abnormal metabolite of the tyrosine metabolic pathway and a marker for type 1 tyrosinaemia.
D004791 - Enzyme Inhibitors
4,6-Dioxoheptanoic acid is a potent inhibitor of heme biosynthesis.

同义名列表

1 个代谢物同义名

4,6-Dioxoheptanoic acid



数据库引用编号

14 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

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WikiPathways(0)

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INOH(0)

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COVID-19 Disease Map(0)

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0 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。



文献列表

  • Li Guo, Baoquan Jiao, Fang Liu. [Clinical and genetic analysis of a patient with tyrosinemia type I but without elevated succinylacetone]. Zhonghua yi xue yi chuan xue za zhi = Zhonghua yixue yichuanxue zazhi = Chinese journal of medical genetics. 2019 May; 36(5):472-476. doi: 10.3760/cma.j.issn.1003-9406.2019.05.014. [PMID: 31030436]
  • Tiantian Zhi, Zhou Zhou, Bo Qiu, Qi Zhu, Xingyao Xiong, Chunmei Ren. Loss of fumarylacetoacetate hydrolase causes light-dependent increases in protochlorophyllide and cell death in Arabidopsis. The Plant journal : for cell and molecular biology. 2019 05; 98(4):622-638. doi: 10.1111/tpj.14235. [PMID: 30666736]
  • Jonas Sundberg, Flemming Wibrand, Allan Meldgaard Lund, Mette Christensen. Simultaneous quantification of succinylacetone and nitisinone for therapeutic drug monitoring in the treatment of Tyrosinemia type 1. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2018 Jan; 1072(?):259-266. doi: 10.1016/j.jchromb.2017.11.031. [PMID: 29195145]
  • Hao Yang, Walla Al-Hertani, Denis Cyr, Rachel Laframboise, Guy Parizeault, Shu Pei Wang, Francis Rossignol, Marie-Thérèse Berthier, Yves Giguère, Paula J Waters, Grant A Mitchell. Hypersuccinylacetonaemia and normal liver function in maleylacetoacetate isomerase deficiency. Journal of medical genetics. 2017 04; 54(4):241-247. doi: 10.1136/jmedgenet-2016-104289. [PMID: 27876694]
  • Faysal Elgilani, Shennen A Mao, Jaime M Glorioso, Meng Yin, Ianko D Iankov, Anisha Singh, Bruce Amiot, Piero Rinaldo, Ronald J Marler, Richard L Ehman, Markus Grompe, Joseph B Lillegard, Raymond D Hickey, Scott L Nyberg. Chronic Phenotype Characterization of a Large-Animal Model of Hereditary Tyrosinemia Type 1. The American journal of pathology. 2017 Jan; 187(1):33-41. doi: 10.1016/j.ajpath.2016.09.013. [PMID: 27855279]
  • Fernando Alvarez, Suzanne Atkinson, Manon Bouchard, Catherine Brunel-Guitton, Daniela Buhas, Jean-François Bussières, Josée Dubois, Daphna Fenyves, Paul Goodyer, Martyne Gosselin, Ugur Halac, Patrick Labbé, Rachel Laframboise, Bruno Maranda, Serge Melançon, Aicha Merouani, Grant A Mitchell, John Mitchell, Guy Parizeault, Luc Pelletier, Véronique Phan, Jean-François Turcotte. The Québec NTBC Study. Advances in experimental medicine and biology. 2017; 959(?):187-195. doi: 10.1007/978-3-319-55780-9_17. [PMID: 28755196]
  • Roy W A Peake. Deranged Liver Function in a Neonate. Clinical chemistry. 2016 11; 62(11):1539-1541. doi: 10.1373/clinchem.2016.259713. [PMID: 27794060]
  • Lizi Zhou, Zhaoguang Yang, Tiantian Zhi, Zhou Zhou, Xiaochen Wang, Chunmei Ren, Bo Qiu. A GC/MS method for determination of succinylacetone in Arabidopsis thaliana. Analytical and bioanalytical chemistry. 2016 Jul; 408(17):4661-7. doi: 10.1007/s00216-016-9551-7. [PMID: 27086013]
  • M A Mannion, A Smith, P Mayne, A A Monavari. Type 1 Tyrosinaemia. Irish medical journal. 2016 Jun; 109(6):426. doi: NULL. [PMID: 27814443]
  • Hongjie Chen, Chunli Yu. Urinary Succinylacetone Analysis by Gas Chromatography-Mass Spectrometry (GC-MS). Methods in molecular biology (Clifton, N.J.). 2016; 1378(?):281-90. doi: 10.1007/978-1-4939-3182-8_30. [PMID: 26602140]
  • Cynthia Fernández-Lainez, Isabel Ibarra-González, Leticia Belmont-Martínez, Susana Monroy-Santoyo, Sara Guillén-López, Marcela Vela-Amieva. Tyrosinemia type I: clinical and biochemical analysis of patients in Mexico. Annals of hepatology. 2014 Mar; 13(2):265-72. doi: 10.1016/s1665-2681(19)30890-7. [PMID: 24552869]
  • Sarar Mohamed, Mohammed A Kambal, Nasir A Al Jurayyan, Abdulrahman Al-Nemri, Amir Babiker, Rana Hasanato, Abdullah S Al-Jarallah. Tyrosinemia type 1: a rare and forgotten cause of reversible hypertrophic cardiomyopathy in infancy. BMC research notes. 2013 Sep; 6(?):362. doi: 10.1186/1756-0500-6-362. [PMID: 24016420]
  • Yngve T Bliksrud, Amund Ellingsen, Magnar Bjørås. Fumarylacetoacetate inhibits the initial step of the base excision repair pathway: implication for the pathogenesis of tyrosinemia type I. Journal of inherited metabolic disease. 2013 Sep; 36(5):773-8. doi: 10.1007/s10545-012-9556-0. [PMID: 23138988]
  • Chengyun Han, Chunmei Ren, Tiantian Zhi, Zhou Zhou, Yan Liu, Feng Chen, Wen Peng, Daoxin Xie. Disruption of fumarylacetoacetate hydrolase causes spontaneous cell death under short-day conditions in Arabidopsis. Plant physiology. 2013 Aug; 162(4):1956-64. doi: 10.1104/pp.113.216804. [PMID: 23743712]
  • Li-Min Dou, Ling-Juan Fang, Xiao-Hong Wang, Wei Lu, Rui Chen, Li-Ting Li, Jing Zhao, Jian-She Wang. [Mutation analysis of FAH gene in patients with tyrosinemia type 1]. Zhonghua er ke za zhi = Chinese journal of pediatrics. 2013 Apr; 51(4):302-7. doi: NULL. [PMID: 23927806]
  • Herbert L Bonkovsky, Weihong Hou, Nury Steuerwald, Qing Tian, Ting Li, Judy Parsons, Alicia Hamilton, Sunil Hwang, Laura Schrum. Heme status affects human hepatic messenger RNA and microRNA expression. World journal of gastroenterology. 2013 Mar; 19(10):1593-601. doi: 10.3748/wjg.v19.i10.1593. [PMID: 23538684]
  • Ira Shah. Tyrosinemia: a report of three cases from India. Indian journal of gastroenterology : official journal of the Indian Society of Gastroenterology. 2013 Mar; 32(2):123-6. doi: 10.1007/s12664-012-0300-3. [PMID: 23408258]
  • David C Bartlett, Mary Anne Preece, Elisabeth Holme, Carla Lloyd, Phil N Newsome, Patrick J McKiernan. Plasma succinylacetone is persistently raised after liver transplantation in tyrosinaemia type 1. Journal of inherited metabolic disease. 2013 Jan; 36(1):15-20. doi: 10.1007/s10545-012-9482-1. [PMID: 22456946]
  • A Schlune, E Thimm, D Herebian, U Spiekerkoetter. Single dose NTBC-treatment of hereditary tyrosinemia type I. Journal of inherited metabolic disease. 2012 Sep; 35(5):831-6. doi: 10.1007/s10545-012-9450-9. [PMID: 22307209]
  • Nathan R Rose, Esther C Y Woon, Anthony Tumber, Louise J Walport, Rasheduzzaman Chowdhury, Xuan Shirley Li, Oliver N F King, Clarisse Lejeune, Stanley S Ng, Tobias Krojer, Mun Chiang Chan, Anna M Rydzik, Richard J Hopkinson, Ka Hing Che, Michelle Daniel, Claire Strain-Damerell, Carina Gileadi, Grazyna Kochan, Ivanhoe K H Leung, James Dunford, Kar Kheng Yeoh, Peter J Ratcliffe, Nicola Burgess-Brown, Frank von Delft, Susanne Muller, Brian Marsden, Paul E Brennan, Michael A McDonough, Udo Oppermann, Robert J Klose, Christopher J Schofield, Akane Kawamura. Plant growth regulator daminozide is a selective inhibitor of human KDM2/7 histone demethylases. Journal of medicinal chemistry. 2012 Jul; 55(14):6639-43. doi: 10.1021/jm300677j. [PMID: 22724510]
  • Lian-shu Han, Jun Ye, Wen-juan Qiu, Hui-wen Zhang, Yu Wang, Wen-jun Ji, Xiao-lan Gao, Xiao-yan Li, Jing Jin, Xue-fan Gu. [Application of succinylacetone levels measurement in the blood and urine in the diagnosis of tyrosinemia type 1]. Zhonghua er ke za zhi = Chinese journal of pediatrics. 2012 Feb; 50(2):126-30. doi: NULL. [PMID: 22455637]
  • Giancarlo la Marca, Sabrina Malvagia, Serena Materazzi, Maria Luisa Della Bona, Sara Boenzi, Diego Martinelli, Carlo Dionisi-Vici. LC-MS/MS method for simultaneous determination on a dried blood spot of multiple analytes relevant for treatment monitoring in patients with tyrosinemia type I. Analytical chemistry. 2012 Jan; 84(2):1184-8. doi: 10.1021/ac202695h. [PMID: 22148291]
  • Suttiruk Jitraruch, Suporn Treepongkaruna, Sumate Teeraratkul, Duangrurdee Wattanasirichaigoon, Surasak Leelaudomlipi, Pattana Sornmayura, Somchai Viengteerawat, Suthus Sriphojanart. Long-term outcome of living donor liver transplantation in a Thai boy with hereditary tyrosinemia type I: a case report. Journal of the Medical Association of Thailand = Chotmaihet thangphaet. 2011 Oct; 94(10):1276-80. doi: NULL. [PMID: 22145516]
  • N Garcia Segarra, S Roche, A Imbard, J F Benoist, M O Grenèche, A Davit-Spraul, H Ogier de Baulny. Maternal and fetal tyrosinemia type I. Journal of inherited metabolic disease. 2010 Dec; 33 Suppl 3(?):S507-10. doi: 10.1007/s10545-012-9569-8. [PMID: 23250512]
  • Dhanasekaran Shanmugam, Bo Wu, Ursula Ramirez, Eileen K Jaffe, David S Roos. Plastid-associated porphobilinogen synthase from Toxoplasma gondii: kinetic and structural properties validate therapeutic potential. The Journal of biological chemistry. 2010 Jul; 285(29):22122-31. doi: 10.1074/jbc.m110.107243. [PMID: 20442414]
  • Hanaa El-Karaksy, Mohmmad Rashed, Rokaya El-Sayed, Mona El-Raziky, Nehal El-Koofy, Manal El-Hawary, Osama Al-Dirbashi. Clinical practice. NTBC therapy for tyrosinemia type 1: how much is enough?. European journal of pediatrics. 2010 Jun; 169(6):689-93. doi: 10.1007/s00431-009-1090-1. [PMID: 19882170]
  • Osama Y Al-Dirbashi, Lawrence Fisher, Christine McRoberts, Komudi Siriwardena, Michael Geraghty, Pranesh Chakraborty. Identification of a neonate with hepatorenal tyrosinemia by combined routine newborn screening for succinylacetone, acylcarnitines and amino acids. Clinical biochemistry. 2010 May; 43(7-8):691-3. doi: 10.1016/j.clinbiochem.2009.10.004. [PMID: 19836366]
  • Stephane L Bourque, Carling D Benjamin, Michael A Adams, Kanji Nakatsu. Lack of hemodynamic effects after extended heme synthesis inhibition by succinylacetone in rats. The Journal of pharmacology and experimental therapeutics. 2010 Apr; 333(1):290-6. doi: 10.1124/jpet.109.162966. [PMID: 20071481]
  • David Cassiman, Renate Zeevaert, Elisabeth Holme, Eli-Anne Kvittingen, Jaak Jaeken. A novel mutation causing mild, atypical fumarylacetoacetase deficiency (Tyrosinemia type I): a case report. Orphanet journal of rare diseases. 2009 Dec; 4(?):28. doi: 10.1186/1750-1172-4-28. [PMID: 20003495]
  • Masayoshi Sakaino, Takao Kataoka, Shigeru Taketani. Post-transcriptional regulation of the expression of ferrochelatase by its variant mRNA. Journal of biochemistry. 2009 Jun; 145(6):733-8. doi: 10.1093/jb/mvp030. [PMID: 19251765]
  • Hyung-Doo Park, Dong Hwan Lee, Tae-Youn Choi, You Kyoung Lee, Jong-Won Kim, Chang-Seok Ki, Yong-Wha Lee. Clinical, biochemical, and genetic analysis of a Korean neonate with hereditary tyrosinemia type 1. Clinical chemistry and laboratory medicine. 2009; 47(8):930-3. doi: 10.1515/cclm.2009.223. [PMID: 19569981]
  • Jonathan Soong, Michael A Adams, Kanji Nakatsu. Acute depletion of heme by succinylacetone alters vascular responses but does not induce hypertension. Canadian journal of physiology and pharmacology. 2008 Sep; 86(9):613-9. doi: 10.1139/y08-064. [PMID: 18758510]
  • A H Laftah, R J Simpson, T J Peters, K B Raja. The effect of haem biosynthesis inhibitors and inducers on intestinal iron absorption and liver haem biosynthetic enzyme activities. Toxicology and applied pharmacology. 2008 Jun; 229(3):273-80. doi: 10.1016/j.taap.2008.01.027. [PMID: 18384829]
  • David W Johnson, Rosemarie Gerace, Enzo Ranieri, Minh-Uyen Trinh, Ralph Fingerhut. Analysis of succinylacetone, as a Girard T derivative, in urine and dried bloodspots by flow injection electrospray ionization tandem mass spectrometry. Rapid communications in mass spectrometry : RCM. 2007; 21(1):59-63. doi: 10.1002/rcm.2806. [PMID: 17133337]
  • K-C Zheng, J C Yalowich, V E Kagan, P Keohavong. Increased mutant frequencies in the HPRT gene locus of leukemia HL-60 cells treated with succinylacetone. Cell biology and toxicology. 2006 Sep; 22(5):361-70. doi: 10.1007/s10565-006-0171-4. [PMID: 16838078]
  • Melissa D Zolodz, Minghong Jia, Huiping Liu, George N Henderson, Peter W Stacpoole. A GC-MS/MS method for the quantitative analysis of low levels of the tyrosine metabolites maleylacetone, succinylacetone, and the tyrosine metabolism inhibitor dichloroacetate in biological fluids and tissues. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2006 Jun; 837(1-2):125-32. doi: 10.1016/j.jchromb.2006.04.027. [PMID: 16713404]
  • Osama Y Al-Dirbashi, Minnie Jacob, Lujane Y Al-Ahaidib, Khaled Al-Qahtani, Zuhair Rahbeeni, M Al-Owain, Mohamed S Rashed. Quantification of succinylacetone in urine of hepatorenal tyrosinemia patients by HPLC with fluorescence detection. Clinica chimica acta; international journal of clinical chemistry. 2006 Mar; 365(1-2):243-8. doi: 10.1016/j.cca.2005.09.001. [PMID: 16243307]
  • Denis Cyr, Robert Giguère, Gaëlle Villain, Bernard Lemieux, Régen Drouin. A GC/MS validated method for the nanomolar range determination of succinylacetone in amniotic fluid and plasma: an analytical tool for tyrosinemia type I. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2006 Feb; 832(1):24-9. doi: 10.1016/j.jchromb.2005.12.007. [PMID: 16414314]
  • Osama Y Al-Dirbashi, Mohamed S Rashed, Herman J Ten Brink, Cornelis Jakobs, Najlaa Filimban, Lujane Y Al-Ahaidib, Minnie Jacob, Moeen M Al-Sayed, Zuhair Al-Hassnan, Eissa Faqeih. Determination of succinylacetone in dried blood spots and liquid urine as a dansylhydrazone by liquid chromatography tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2006 Feb; 831(1-2):274-80. doi: 10.1016/j.jchromb.2005.12.010. [PMID: 16384749]
  • M Serif Cansever, F Bedia Erim. Determination of urinary succinylacetone by capillary electrophoresis for the diagnosis of tyrosinemia type I. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 Apr; 818(2):309-11. doi: 10.1016/j.jchromb.2005.01.007. [PMID: 15734174]
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