3-Iodothyronamine (BioDeep_00000054123)
human metabolite Endogenous blood metabolite
代谢物信息卡片
3-IODOTHYRONAMINE-[ETHYLAMINO-1,1,2,2-2H4] HYDROCHLORIDE
化学式: C14H14INO2 (355.0069)
中文名称: 3-碘类甲腺质-[D4]
谱图信息:
最多检出来源 Homo sapiens(blood) 83.33%
分子结构信息
SMILES: C1=CC(=CC=C1O)OC2=C(C=C(C=C2)CCN)I
InChI: InChI=1S/C14H14INO2/c15-13-9-10(7-8-16)1-6-14(13)18-12-4-2-11(17)3-5-12/h1-6,9,17H,7-8,16H2
描述信息
3-Iodothyronamine is an endogenous thyronamine. T1AM is a high-affinity ligand for the trace amine-associated receptor TAAR1, a recently discovered G protein-coupled receptor. T1AM is the most potent TAAR1 agonist yet discovered. (Wikipedia)
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
同义名列表
数据库引用编号
7 个数据库交叉引用编号
- ChEBI: CHEBI:89700
- PubChem: 9950514
- HMDB: HMDB0060524
- ChEMBL: CHEMBL1182312
- Wikipedia: 3-Iodothyronamine
- CAS: 712349-95-6
- RefMet: 3-Iodothyronamine
分类词条
相关代谢途径
Reactome(0)
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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 |
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文献列表
- Zhong-Min Li, Manuel Miller, Sogol Gachkar, Jens Mittag, Sonja C Schriever, Paul T Pfluger, Karl-Werner Schramm, Meri De Angelis. Determination of 3-iodothyronamine (3-T1AM) in mouse liver using liquid chromatography-tandem mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2021 Feb; 1165(?):122553. doi:
10.1016/j.jchromb.2021.122553. [PMID: 33503577] - Riccardo Zucchi. Thyroid Hormone Analogues: An Update.
Thyroid : official journal of the American Thyroid Association.
2020 08; 30(8):1099-1105. doi:
10.1089/thy.2020.0071. [PMID: 32098589] - M Kim, K Park, I Choi. The metabolic suppressor 3-iodothyronamine enhances lipolysis in 3T3-L1 adipocytes via activation of the adenosine monophosphate-activated protein kinase/forkhead box O1 signaling pathway.
Journal of physiology and pharmacology : an official journal of the Polish Physiological Society.
2020 Jun; 71(3):. doi:
10.26402/jpp.2020.3.12. [PMID: 33077693] - Haiyan Zhou, Bailong Hu, Xingde Liu. Thyroid Hormone Metabolite 3-Iodothyronamine (T1AM) Alleviates Hypoxia/Reoxygenation-Induced Cardiac Myocyte Apoptosis via Akt/FoxO1 Pathway.
Medical science monitor : international medical journal of experimental and clinical research.
2020 Mar; 26(?):e923195. doi:
10.12659/msm.923195. [PMID: 32162616] - Lorenza Bellusci, Massimiliano Runfola, Vittoria Carnicelli, Simona Sestito, Federica Fulceri, Filippo Santucci, Paola Lenzi, Francesco Fornai, Simona Rapposelli, Nicola Origlia, Riccardo Zucchi, Grazia Chiellini. Endogenous 3-Iodothyronamine (T1AM) and Synthetic Thyronamine-like Analog SG-2 Act as Novel Pleiotropic Neuroprotective Agents Through the Modulation of SIRT6.
Molecules (Basel, Switzerland).
2020 Feb; 25(5):. doi:
10.3390/molecules25051054. [PMID: 32110992] - Zhou Haiyan, Hu Bailong, Zhang Bei, Wang Yiming, Liu Xingde. Comparative Transcriptome Analysis Reveals the Potential Cardiovascular Protective Targets of the Thyroid Hormone Metabolite 3-Iodothyronamine (3-T1AM).
BioMed research international.
2020; 2020(?):1302453. doi:
10.1155/2020/1302453. [PMID: 32685439] - Michael Rogowski, Lorenza Bellusci, Martina Sabatini, Simona Rapposelli, Shaikh M Rahman, Grazia Chiellini, Fariba M Assadi-Porter. Lipolytic Effects of 3-Iodothyronamine (T1AM) and a Novel Thyronamine-Like Analog SG-2 through the AMPK Pathway.
International journal of molecular sciences.
2019 Aug; 20(16):. doi:
10.3390/ijms20164054. [PMID: 31434215] - Josef Köhrle, Heike Biebermann. 3-Iodothyronamine-A Thyroid Hormone Metabolite With Distinct Target Profiles and Mode of Action.
Endocrine reviews.
2019 04; 40(2):602-630. doi:
10.1210/er.2018-00182. [PMID: 30649231] - Jeppe Lerche la Cour, Heidi M Christensen, Josef Köhrle, Ina Lehmphul, Caroline Kistorp, Birte Nygaard, Jens Faber. Association Between 3-Iodothyronamine (T1am) Concentrations and Left Ventricular Function in Chronic Heart Failure.
The Journal of clinical endocrinology and metabolism.
2019 04; 104(4):1232-1238. doi:
10.1210/jc.2018-01466. [PMID: 30383216] - Fariba M Assadi-Porter, Hannah Reiland, Martina Sabatini, Leonardo Lorenzini, Vittoria Carnicelli, Micheal Rogowski, Ebru S Selen Alpergin, Marco Tonelli, Sandra Ghelardoni, Alessandro Saba, Riccardo Zucchi, Grazia Chiellini. Metabolic Reprogramming by 3-Iodothyronamine (T1AM): A New Perspective to Reverse Obesity through Co-Regulation of Sirtuin 4 and 6 Expression.
International journal of molecular sciences.
2018 May; 19(5):. doi:
10.3390/ijms19051535. [PMID: 29786646] - Ina Lehmphul, Carolin S Hoefig, Josef Köhrle. 3-Iodothyronamine reduces insulin secretion in vitro via a mitochondrial mechanism.
Molecular and cellular endocrinology.
2018 01; 460(?):219-228. doi:
10.1016/j.mce.2017.07.026. [PMID: 28754352] - Susanne T Janssen, Onno E Janssen. Directional thyroid hormone distribution via the blood stream to target sites.
Molecular and cellular endocrinology.
2017 Dec; 458(?):16-21. doi:
10.1016/j.mce.2017.02.037. [PMID: 28257828] - Leonardo Lorenzini, Sandra Ghelardoni, Alessandro Saba, Ginevra Sacripanti, Grazia Chiellini, Riccardo Zucchi. Recovery of 3-Iodothyronamine and Derivatives in Biological Matrixes: Problems and Pitfalls.
Thyroid : official journal of the American Thyroid Association.
2017 10; 27(10):1323-1331. doi:
10.1089/thy.2017.0111. [PMID: 28859548] - Ebru S Selen Alpergin, Zeinab Bolandnazar, Martina Sabatini, Michael Rogowski, Grazia Chiellini, Riccardo Zucchi, Fariba M Assadi-Porter. Metabolic profiling reveals reprogramming of lipid metabolic pathways in treatment of polycystic ovary syndrome with 3-iodothyronamine.
Physiological reports.
2017 Jan; 5(1):. doi:
10.14814/phy2.13097. [PMID: 28082426] - Nancy Schanze, Simon Friedrich Jacobi, Eddy Rijntjes, Stefan Mergler, Marta Del Olmo, Carolin Stephanie Hoefig, Noushafarin Khajavi, Ina Lehmphul, Heike Biebermann, Jens Mittag, Josef Köhrle. 3-Iodothyronamine Decreases Expression of Genes Involved in Iodide Metabolism in Mouse Thyroids and Inhibits Iodide Uptake in PCCL3 Thyrocytes.
Thyroid : official journal of the American Thyroid Association.
2017 01; 27(1):11-22. doi:
10.1089/thy.2016.0182. [PMID: 27788620] - Lies Langouche, Ina Lehmphul, Sarah Vander Perre, Josef Köhrle, Greet Van den Berghe. Circulating 3-T1AM and 3,5-T2 in Critically Ill Patients: A Cross-Sectional Observational Study.
Thyroid : official journal of the American Thyroid Association.
2016 12; 26(12):1674-1680. doi:
10.1089/thy.2016.0214. [PMID: 27676423] - H Ju, H Shin, C Son, K Park, I Choi. 3-Iodothyronamine-mediated metabolic suppression increases the phosphorylation of AMPK and induces fuel choice toward lipid mobilization.
Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme.
2015 Jul; 47(8):605-10. doi:
10.1055/s-0034-1394380. [PMID: 25372779] - Zahra Ghanian, Sepideh Maleki, Hannah Reiland, Daniel E Bütz, Grazia Chiellini, Fariba M Assadi-Porter, Fariba-Assadi Porter, Mahsa Ranji. Optical imaging of mitochondrial redox state in rodent models with 3-iodothyronamine.
Experimental biology and medicine (Maywood, N.J.).
2014 Feb; 239(2):151-8. doi:
10.1177/1535370213510252. [PMID: 24302559] - Veronica Mariotti, Erika Melissari, Caterina Iofrida, Marco Righi, Manuela Di Russo, Riccardo Donzelli, Alessandro Saba, Sabina Frascarelli, Grazia Chiellini, Riccardo Zucchi, Silvia Pellegrini. Modulation of gene expression by 3-iodothyronamine: genetic evidence for a lipolytic pattern.
PloS one.
2014; 9(11):e106923. doi:
10.1371/journal.pone.0106923. [PMID: 25379707] - J A Haviland, H Reiland, D E Butz, M Tonelli, W P Porter, R Zucchi, T S Scanlan, G Chiellini, F M Assadi-Porter. NMR-based metabolomics and breath studies show lipid and protein catabolism during low dose chronic T(1)AM treatment.
Obesity (Silver Spring, Md.).
2013 Dec; 21(12):2538-44. doi:
10.1002/oby.20391. [PMID: 23512955] - Maria Elena Manni, Gaetano De Siena, Alessandro Saba, Maja Marchini, Elisa Landucci, Elisabetta Gerace, Marina Zazzeri, Claudia Musilli, Domenico Pellegrini-Giampietro, Rosanna Matucci, Riccardo Zucchi, Laura Raimondi. Pharmacological effects of 3-iodothyronamine (T1AM) in mice include facilitation of memory acquisition and retention and reduction of pain threshold.
British journal of pharmacology.
2013 Jan; 168(2):354-62. doi:
10.1111/j.1476-5381.2012.02137.x. [PMID: 22889145] - Sarah A Hackenmueller, Thomas S Scanlan. Identification and quantification of 3-iodothyronamine metabolites in mouse serum using liquid chromatography-tandem mass spectrometry.
Journal of chromatography. A.
2012 Sep; 1256(?):89-97. doi:
10.1016/j.chroma.2012.07.052. [PMID: 22885046] - Grazia Chiellini, Paola Erba, Vittoria Carnicelli, Chiara Manfredi, Sabina Frascarelli, Sandra Ghelardoni, Giuliano Mariani, Riccardo Zucchi. Distribution of exogenous [125I]-3-iodothyronamine in mouse in vivo: relationship with trace amine-associated receptors.
The Journal of endocrinology.
2012 Jun; 213(3):223-30. doi:
10.1530/joe-12-0055. [PMID: 22442117] - Maria Elena Manni, Gaetano De Siena, Alessandro Saba, Maja Marchini, Ilaria Dicembrini, Elisabetta Bigagli, Lorenzo Cinci, Maura Lodovici, Grazia Chiellini, Riccardo Zucchi, Laura Raimondi. 3-Iodothyronamine: a modulator of the hypothalamus-pancreas-thyroid axes in mice.
British journal of pharmacology.
2012 May; 166(2):650-8. doi:
10.1111/j.1476-5381.2011.01823.x. [PMID: 22225569] - Gouriprassana Roy, Ekaterina Placzek, Thomas S Scanlan. ApoB-100-containing lipoproteins are major carriers of 3-iodothyronamine in circulation.
The Journal of biological chemistry.
2012 Jan; 287(3):1790-800. doi:
10.1074/jbc.m111.275552. [PMID: 22128163] - Elena Galli, Maja Marchini, Alessandro Saba, Sergio Berti, Massimo Tonacchera, Paolo Vitti, Thomas S Scanlan, Giorgio Iervasi, Riccardo Zucchi. Detection of 3-iodothyronamine in human patients: a preliminary study.
The Journal of clinical endocrinology and metabolism.
2012 Jan; 97(1):E69-74. doi:
10.1210/jc.2011-1115. [PMID: 22031514] - Anita Kinne, Ralf Schülein, Gerd Krause. Primary and secondary thyroid hormone transporters.
Thyroid research.
2011 Aug; 4 Suppl 1(?):S7. doi:
10.1186/1756-6614-4-s1-s7. [PMID: 21835054] - Carolin S Hoefig, Josef Köhrle, Georg Brabant, Kashinath Dixit, Beng Yap, Christian J Strasburger, Zida Wu. Evidence for extrathyroidal formation of 3-iodothyronamine in humans as provided by a novel monoclonal antibody-based chemiluminescent serum immunoassay.
The Journal of clinical endocrinology and metabolism.
2011 Jun; 96(6):1864-72. doi:
10.1210/jc.2010-2680. [PMID: 21490071] - F Axelband, J Dias, F M Ferrão, M Einicker-Lamas. Nongenomic signaling pathways triggered by thyroid hormones and their metabolite 3-iodothyronamine on the cardiovascular system.
Journal of cellular physiology.
2011 Jan; 226(1):21-8. doi:
10.1002/jcp.22325. [PMID: 20658515] - Gunnar Kleinau, Juliane Pratzka, Daniela Nürnberg, Annette Grüters, Dagmar Führer-Sakel, Heiko Krude, Josef Köhrle, Torsten Schöneberg, Heike Biebermann. Differential modulation of Beta-adrenergic receptor signaling by trace amine-associated receptor 1 agonists.
PloS one.
2011; 6(10):e27073. doi:
10.1371/journal.pone.0027073. [PMID: 22073124] - Alessandro Saba, Grazia Chiellini, Sabina Frascarelli, Maja Marchini, Sandra Ghelardoni, Andrea Raffaelli, Massimo Tonacchera, Paolo Vitti, Thomas S Scanlan, Riccardo Zucchi. Tissue distribution and cardiac metabolism of 3-iodothyronamine.
Endocrinology.
2010 Oct; 151(10):5063-73. doi:
10.1210/en.2010-0491. [PMID: 20739399] - M T Ackermans, L P Klieverik, P Ringeling, E Endert, A Kalsbeek, E Fliers. An online solid-phase extraction-liquid chromatography-tandem mass spectrometry method to study the presence of thyronamines in plasma and tissue and their putative conversion from 13C6-thyroxine.
The Journal of endocrinology.
2010 Sep; 206(3):327-34. doi:
10.1677/joe-10-0060. [PMID: 20603264] - Helen N Panas, Laurie J Lynch, Eric J Vallender, Zhihua Xie, Guo-Lin Chen, Spencer K Lynn, Thomas S Scanlan, Gregory M Miller. Normal thermoregulatory responses to 3-iodothyronamine, trace amines and amphetamine-like psychostimulants in trace amine associated receptor 1 knockout mice.
Journal of neuroscience research.
2010 Jul; 88(9):1962-9. doi:
10.1002/jnr.22367. [PMID: 20155805] - Riccardo Zucchi, Sandra Ghelardoni, Grazia Chiellini. Cardiac effects of thyronamines.
Heart failure reviews.
2010 Mar; 15(2):171-6. doi:
10.1007/s10741-008-9120-z. [PMID: 19016324] - Sandra Ghelardoni, Silvia Suffredini, Sabina Frascarelli, Simona Brogioni, Grazia Chiellini, Simonetta Ronca-Testoni, David K Grandy, Thomas S Scanlan, Elisabetta Cerbai, Riccardo Zucchi. Modulation of cardiac ionic homeostasis by 3-iodothyronamine.
Journal of cellular and molecular medicine.
2009 Sep; 13(9B):3082-90. doi:
10.1111/j.1582-4934.2009.00728.x. [PMID: 19298522] - Lars P Klieverik, Ewout Foppen, Mariëtte T Ackermans, Mireille J Serlie, Hans P Sauerwein, Thomas S Scanlan, David K Grandy, Eric Fliers, Andries Kalsbeek. Central effects of thyronamines on glucose metabolism in rats.
The Journal of endocrinology.
2009 Jun; 201(3):377-86. doi:
10.1677/joe-09-0043. [PMID: 19273499] - Alexandra G Ianculescu, Kathleen M Giacomini, Thomas S Scanlan. Identification and characterization of 3-iodothyronamine intracellular transport.
Endocrinology.
2009 Apr; 150(4):1991-9. doi:
10.1210/en.2008-1339. [PMID: 19074582] - Warren J L Wood, Travis Geraci, Aaron Nilsen, Andrea E DeBarber, Thomas S Scanlan. Iodothyronamines are oxidatively deaminated to iodothyroacetic acids in vivo.
Chembiochem : a European journal of chemical biology.
2009 Jan; 10(2):361-5. doi:
10.1002/cbic.200800607. [PMID: 19105176] - Andrea E DeBarber, Travis Geraci, Vincent P Colasurdo, Sarah A Hackenmueller, Thomas S Scanlan. Validation of a liquid chromatography-tandem mass spectrometry method to enable quantification of 3-iodothyronamine from serum.
Journal of chromatography. A.
2008 Nov; 1210(1):55-9. doi:
10.1016/j.chroma.2008.09.022. [PMID: 18823891] - L J Braulke, M Klingenspor, A DeBarber, S C Tobias, D K Grandy, T S Scanlan, G Heldmaier. 3-Iodothyronamine: a novel hormone controlling the balance between glucose and lipid utilisation.
Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology.
2008 Feb; 178(2):167-77. doi:
10.1007/s00360-007-0208-x. [PMID: 17912534] - Maria Moreno, Pieter de Lange, Assunta Lombardi, Elena Silvestri, Antonia Lanni, Fernando Goglia. Metabolic effects of thyroid hormone derivatives.
Thyroid : official journal of the American Thyroid Association.
2008 Feb; 18(2):239-53. doi:
10.1089/thy.2007.0248. [PMID: 18279024]
