Iopanoic acid (BioDeep_00000006685)

human metabolite blood metabolite

代谢物信息卡片

2-[(3-amino-2,4,6-triiodophenyl)methyl]butanoic acid

化学式: C11H12I3NO2 (570.8002302)
中文名称: 碘酸
谱图信息: 最多检出来源 Homo sapiens(blood) 83.33%

分子结构信息

SMILES: CCC(CC1=C(C(=C(C=C1I)I)N)I)C(=O)O
InChI: InChI=1S/C11H12I3NO2/c1-2-5(11(16)17)3-6-7(12)4-8(13)10(15)9(6)14/h4-5H,2-3,15H2,1H3,(H,16,17)

描述信息

CONFIDENCE standard compound; INTERNAL_ID 349; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5478; ORIGINAL_PRECURSOR_SCAN_NO 5476
CONFIDENCE standard compound; INTERNAL_ID 349; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5462; ORIGINAL_PRECURSOR_SCAN_NO 5461
CONFIDENCE standard compound; INTERNAL_ID 349; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5564; ORIGINAL_PRECURSOR_SCAN_NO 5559
CONFIDENCE standard compound; INTERNAL_ID 349; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5494; ORIGINAL_PRECURSOR_SCAN_NO 5489
CONFIDENCE standard compound; INTERNAL_ID 349; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5462; ORIGINAL_PRECURSOR_SCAN_NO 5460
CONFIDENCE standard compound; INTERNAL_ID 349; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5485; ORIGINAL_PRECURSOR_SCAN_NO 5483
V - Various > V08 - Contrast media > V08A - X-ray contrast media, iodinated > V08AC - Watersoluble, hepatotropic x-ray contrast media

同义名列表

10 个代谢物同义名

2-[(3-amino-2,4,6-triiodophenyl)methyl]butanoic acid; Acid, iodopanoic; Iodopanoic acid; Acid, iopanoic; IOPANOIC ACID; Telepaque; Polognost; Iopagnost; Iopanoate; Cholevid

数据库引用编号

23 个数据库交叉引用编号

ChEBI: CHEBI:5951
KEGG: C08217
KEGGdrug: D01014
PubChem: 3735
HMDB: HMDB0253545
Metlin: METLIN43213
DrugBank: DB08946
ChEMBL: CHEMBL867
Wikipedia: Iopanoic acid
MeSH: Iopanoic Acid
chemspider: 3604
CAS: 17879-93-5
CAS: 96-83-3
MoNA: LU034955
MoNA: LU034956
MoNA: LU034953
MoNA: LU034952
MoNA: LU034954
MoNA: LU034951
PMhub: MS000019764
PubChem: 10416
NIKKAJI: J3.973J
RefMet: Iopanoic acid

分类词条

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

9606 - Homo sapiens: -

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

Kyra Jacoblinnert, Christian Imholt, Detlef Schenke, Jens Jacob. Ethyl-iophenoxic acid as a quantitative bait marker for small mammals. Integrative zoology. 2022 Nov; 17(6):981-990. doi: 10.1111/1749-4877.12547. [PMID: 33876888]
Jonathan T Haselman, Jennifer H Olker, Patricia A Kosian, Joseph J Korte, Jeffrey S Denny, Joseph E Tietge, Michael W Hornung, Sigmund J Degitz. Characterization of the Mechanistic Linkages Between Iodothyronine Deiodinase Inhibition and Impaired Thyroid-Mediated Growth and Development in Xenopus laevis Using Iopanoic Acid. Toxicological sciences : an official journal of the Society of Toxicology. 2022 04; 187(1):139-149. doi: 10.1093/toxsci/kfac014. [PMID: 35179606]
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]
Are R Berentsen, Richard B Chipman, Kathleen M Nelson, Kenneth S Gruver, Frank Boyd, Steven F Volker, Amy J Davis, Ad Vos, Steffen Ortmann, Amy T Gilbert. Placebo Oral Rabies Vaccine Bait Uptake by Small Indian Mongooses (Herpestes auropunctatus) in Southwestern Puerto Rico. Journal of wildlife diseases. 2020 04; 56(2):452-456. doi: 10.7589/2019-03-077. [PMID: 31750771]
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]
Are R Berentsen, Robert T Sugihara, Cynthia G Payne, Israel Leinbach, Steven F Volker, Ad Vos, Steffen Ortmann, Amy T Gilbert. Analysis of Iophenoxic Acid Analogues in Small Indian Mongoose (Herpestes Auropunctatus) Sera for Use as an Oral Rabies Vaccination Biological Marker. Journal of visualized experiments : JoVE. 2019 05; ?(147):. doi: 10.3791/59373. [PMID: 31205294]
Sonya Gowtage, Gareth A Williams, Ray Henderson, Paul Aylett, Duncan MacMorran, Si Palmer, Andy Robertson, Sandrine Lesellier, Stephen P Carter, Mark A Chambers. Testing of a palatable bait and compatible vaccine carrier for the oral vaccination of European badgers (Meles meles) against tuberculosis. Vaccine. 2017 02; 35(6):987-992. doi: 10.1016/j.vaccine.2016.12.004. [PMID: 28077246]
Tam T T N Nguyen, Jesper Østergaard, Bente Gammelgaard. A method for studies on interactions between a gold-based drug and plasma proteins based on capillary electrophoresis with inductively coupled plasma mass spectrometry detection. Analytical and bioanalytical chemistry. 2015 Nov; 407(28):8497-503. doi: 10.1007/s00216-015-8997-3. [PMID: 26329282]
Julie Maria Dersch, Tam T T N Nguyen, Jesper Østergaard, Stefan Stürup, Bente Gammelgaard. Selective analysis of human serum albumin based on SEC-ICP-MS after labelling with iophenoxic acid. Analytical and bioanalytical chemistry. 2015 Apr; 407(10):2829-36. doi: 10.1007/s00216-015-8507-7. [PMID: 25650002]
Mickael Sage, Isabelle Fourel, Jennifer Lahoreau, Vivien Siat, Philippe Berny, Sophie Rossi. Iophenoxic acid derivatives as markers of oral baits to wildlife. New tools for their detection in tissues of a game species and safety considerations for human exposure. Environmental science and pollution research international. 2013 May; 20(5):2893-904. doi: 10.1007/s11356-012-1172-x. [PMID: 23001758]
K Kitamura, M Niinobu, A A Omran, S Takegami, T Kitade. Binding of diuretic antihypertensive bendroflumethiazide to human serum albumin studied by ¹⁹F nuclear magnetic resonance method. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2012 Jan; 45(1-2):195-200. doi: 10.1016/j.ejps.2011.11.010. [PMID: 22115868]
Ali J Ryan, Chun-Wa Chung, Stephen Curry. Crystallographic analysis reveals the structural basis of the high-affinity binding of iophenoxic acid to human serum albumin. BMC structural biology. 2011 Apr; 11(?):18. doi: 10.1186/1472-6807-11-18. [PMID: 21501503]
Ömer Tarım. Thyroid hormones and growth in health and disease. Journal of clinical research in pediatric endocrinology. 2011; 3(2):51-5. doi: 10.4274/jcrpe.v3i2.11. [PMID: 21750631]
Cristina Ballesteros, Pablo R Camarero, Carles Cristòfol, Joaquín Vicente, Christian Gortazar, José de la Fuente, Rafael Mateo. Analysis by LC/ESI-MS of iophenoxic acid derivatives and evaluation as markers of oral baits to deliver pharmaceuticals to wildlife. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Jul; 878(22):1997-2002. doi: 10.1016/j.jchromb.2010.05.035. [PMID: 20542477]
Daniel E Westholm, David D Stenehjem, Jon N Rumbley, Lester R Drewes, Grant W Anderson. Competitive inhibition of organic anion transporting polypeptide 1c1-mediated thyroxine transport by the fenamate class of nonsteroidal antiinflammatory drugs. Endocrinology. 2009 Feb; 150(2):1025-32. doi: 10.1210/en.2008-0188. [PMID: 18845642]
Fernando Lizcano, Javier Salvador. Effects of different treatments for hyperthyroidism on the hypothalamic-pituitary-adrenal axis. Clinical and experimental pharmacology & physiology. 2008 Sep; 35(9):1085-90. doi: 10.1111/j.1440-1681.2008.04966.x. [PMID: 18505442]
Patricia A Zunszain, Jamie Ghuman, Antony F McDonagh, Stephen Curry. Crystallographic analysis of human serum albumin complexed with 4Z,15E-bilirubin-IXalpha. Journal of molecular biology. 2008 Aug; 381(2):394-406. doi: 10.1016/j.jmb.2008.06.016. [PMID: 18602119]
J A Varela. [Rapid preoperative preparation with iopanoic acid in severe liver toxicity due to methimazole: anesthetic implications]. Revista espanola de anestesiologia y reanimacion. 2008 Feb; 55(2):126-7. doi: 10.1016/s0034-9356(08)70524-3. [PMID: 18383979]
Elias E Mazokopakis, Vassiliki Chatzipavlidou. Hashimoto's thyroiditis and the role of selenium. Current concepts. Hellenic journal of nuclear medicine. 2007 Jan; 10(1):6-8. doi: . [PMID: 17450242]
Francesca Cagnacci, Giovanna Massei, Julia Coats, Anton de Leeuw, David P Cowan. Long-lasting systemic bait markers for Eurasian badgers. Journal of wildlife diseases. 2006 Oct; 42(4):892-6. doi: 10.7589/0090-3558-42.4.892. [PMID: 17255463]
Melinda C Wiles, Tyler A Campbell. Liquid chromatography-electrospray ionization mass spectrometry for direct identification and quantification of iophenoxic acid in serum. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2006 Feb; 832(1):144-57. doi: 10.1016/j.jchromb.2005.12.017. [PMID: 16412709]
Kurt Benkestock, Per-Olof Edlund, Johan Roeraade. Electrospray ionization mass spectrometry as a tool for determination of drug binding sites to human serum albumin by noncovalent interaction. Rapid communications in mass spectrometry : RCM. 2005; 19(12):1637-43. doi: 10.1002/rcm.1967. [PMID: 15915474]
Chandra Kant Pandey, Mehdi Raza, Sanjay Dhiraaj, Anil Agarwal, Prabhat Kumar Singh. Rapid preparation of severe uncontrolled thyrotoxicosis due to Graves' disease with Iopanoic acid--a case report. Canadian journal of anaesthesia = Journal canadien d'anesthesie. 2004 Jan; 51(1):38-40. doi: 10.1007/bf03018544. [PMID: 14709458]
Carlo Bertucci, Samanta Cimitan. Inhibition of drug binding to human serum albumin by cholecystographic agents. Farmaco (Societa chimica italiana : 1989). 2003 Sep; 58(9):901-8. doi: 10.1016/s0014-827x(03)00148-4. [PMID: 13679185]
S O Nascif, M H Senger, J C Ramos-Dias, A M J Lengyel. Acute decrease in circulating T3 levels enhances, but does not normalise, the GH response to GHRP-6 plus GHRH in thyrotoxicosis. Journal of endocrinological investigation. 2003 Aug; 26(8):733-7. doi: 10.1007/bf03347355. [PMID: 14669827]
Fausto Bogazzi, Luigi Bartalena, Chiara Cosci, Sandra Brogioni, Enrica Dell'Unto, Lucia Grasso, Fabrizio Aghini-Lombardi, Giuseppe Rossi, Aldo Pinchera, Lewis E Braverman, Enio Martino. Treatment of type II amiodarone-induced thyrotoxicosis by either iopanoic acid or glucocorticoids: a prospective, randomized study. The Journal of clinical endocrinology and metabolism. 2003 May; 88(5):1999-2002. doi: 10.1210/jc.2002-021874. [PMID: 12727944]
Tung T Nguyen, Yashdip S Pannu, Cynthia Sung, Robert L Dedrick, Stuart Walbridge, Martin W Brechbiel, Kayhan Garmestani, Markus Beitzel, Alexander T Yordanov, Edward H Oldfield. Convective distribution of macromolecules in the primate brain demonstrated using computerized tomography and magnetic resonance imaging. Journal of neurosurgery. 2003 Mar; 98(3):584-90. doi: 10.3171/jns.2003.98.3.0584. [PMID: 12650432]
Fausto Bogazzi, Paolo Miccoli, Piero Berti, Chiara Cosci, Sandra Brogioni, Fabrizio Aghini-Lombardi, Gabriele Materazzi, Luigi Bartalena, Aldo Pinchera, Lewis E Braverman, Enio Martino. Preparation with iopanoic acid rapidly controls thyrotoxicosis in patients with amiodarone-induced thyrotoxicosis before thyroidectomy. Surgery. 2002 Dec; 132(6):1114-7; discussion 1118. doi: 10.1067/msy.2002.128561. [PMID: 12490863]
Luciene C Cardoso, Denise C L Martins, Denise V B Campos, Luciana M Santos, Vânia M Corrêa da Costa, Doris Rosenthal, Mario Vaisman, Alice H D Violante, Denise P Carvalho. Effect of iodine or iopanoic acid on thyroid Ca2+/NADPH-dependent H2O2-generating activity and thyroperoxidase in toxic diffuse goiters. European journal of endocrinology. 2002 Sep; 147(3):293-8. doi: 10.1530/eje.0.1470293. [PMID: 12213665]
Maria Moreno, Assunta Lombardi, Luca Beneduce, Elena Silvestri, Graziano Pinna, Fernando Goglia, Antonia Lanni. Are the effects of T3 on resting metabolic rate in euthyroid rats entirely caused by T3 itself?. Endocrinology. 2002 Feb; 143(2):504-10. doi: 10.1210/endo.143.2.8613. [PMID: 11796504]
J C Fontanilla, A B Schneider, D H Sarne. The use of oral radiographic contrast agents in the management of hyperthyroidism. Thyroid : official journal of the American Thyroid Association. 2001 Jun; 11(6):561-7. doi: 10.1089/105072501750302868. [PMID: 11442003]
M Braga, D S Cooper. Clinical review 129: Oral cholecystographic agents and the thyroid. The Journal of clinical endocrinology and metabolism. 2001 May; 86(5):1853-60. doi: 10.1210/jcem.86.5.7484. [PMID: 11344170]
N Petrović, G Cvijić, V Davidović. The activity of antioxidant enzymes and the content of uncoupling protein-1 in the brown adipose tissue of hypothyroid rats: comparison with effects of iopanoic acid. Physiological research. 2001; 50(3):289-97. doi: . [PMID: 11521740]
H Jianhua, A Ohtsuka, K Hayashi. Selenium influences growth via thyroid hormone status in broiler chickens. The British journal of nutrition. 2000 Nov; 84(5):727-32. doi: 10.1017/s0007114500002087. [PMID: 11177187]
J C Ramos-Dias, A M Lengyel. Iopanoic acid-induced decrease of circulating T3 causes a significant increase in GH responsiveness to GH releasing hormone in thyrotoxic patients. Clinical endocrinology. 1999 Oct; 51(4):461-7. doi: 10.1046/j.1365-2265.1999.00822.x. [PMID: 10583313]
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