Tyramine (BioDeep_00000001850)

 

Secondary id: BioDeep_00000398012, BioDeep_00000860595

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


alpha-(4-Hydroxyphenyl)-beta-aminoethane

化学式: C8H11NO (137.0840596)
中文名称: 酪胺
谱图信息: 最多检出来源 Viridiplantae(plant) 0.37%

Reviewed

Last reviewed on 2024-07-03.

Cite this Page

Tyramine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/tyramine (retrieved 2024-11-03) (BioDeep RN: BioDeep_00000001850). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1=C(C=CC(=C1)O)CCN
InChI: InChI=1/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2

描述信息

Tyramine is a monoamine compound derived from the amino acid tyrosine. Tyramine is metabolized by the enzyme monoamine oxidase. In foods, it is often produced by the decarboxylation of tyrosine during fermentation or decay. Foods containing considerable amounts of tyramine include fish, chocolate, alcoholic beverages, cheese, soy sauce, sauerkraut, and processed meat. A large dietary intake of tyramine can cause an increase in systolic blood pressure of 30 mmHg or more. Tyramine acts as a neurotransmitter via a G protein-coupled receptor with high affinity for tyramine called TA1. The TA1 receptor is found in the brain as well as peripheral tissues including the kidney. An indirect sympathomimetic, Tyramine can also serve as a substrate for adrenergic uptake systems and monoamine oxidase so it prolongs the actions of adrenergic transmitters. It also provokes transmitter release from adrenergic terminals. Tyramine is a biomarker for the consumption of cheese
[Spectral] Tyramine (exact mass = 137.08406) and L-Methionine (exact mass = 149.05105) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions.
[Spectral] Tyramine (exact mass = 137.08406) and Glutathione (exact mass = 307.08381) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions.
D018377 - Neurotransmitter Agents > D014179 - Neurotransmitter Uptake Inhibitors > D018759 - Adrenergic Uptake Inhibitors
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D013566 - Sympathomimetics
Acquisition and generation of the data is financially supported in part by CREST/JST.
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents
IPB_RECORD: 267; CONFIDENCE confident structure
CONFIDENCE standard compound; INTERNAL_ID 5105
D049990 - Membrane Transport Modulators
KEIO_ID T008
Tyramine is an amino acid that helps regulate blood pressure. Tyramine occurs naturally in the body, and it's found in certain foods[1].
Tyramine is an amino acid that helps regulate blood pressure. Tyramine occurs naturally in the body, and it's found in certain foods[1].

同义名列表

43 个代谢物同义名

alpha-(4-Hydroxyphenyl)-beta-aminoethane; a-(4-Hydroxyphenyl)-b-aminoethane; Α-(4-hydroxyphenyl)-β-aminoethane; 4-(2-Aminoethyl)-phenol(thyramin); beta-(4-Hydroxyphenyl)ethylamine; p-Hydroxy-beta-phenylethylamine; 4-Hydroxy-beta-phenylethylamine; 2-(4’-hydroxyphenyl)ethylamine; p-Hydroxy-beta-phenethylamine; Β-(4-hydroxyphenyl)ethylamine; b-(4-Hydroxyphenyl)ethylamine; 2-(p-Hydroxyphenyl)ethylamine; 2-(4-Hydroxyphenyl)ethylamine; 2-(4-Hydroxyphenyl)ethanamine; p-Hydroxy-b-phenylethylamine; 4-Hydroxy-β-phenylethylamine; p-Hydroxy-β-phenylethylamine; 4-Hydroxy-b-phenylethylamine; 4-Hydroxy-benzeneethanamine; p-Hydroxy-b-phenethylamine; 4-Hydroxyphenylethylamine; p-Hydroxyphenylethylamine; p-Hydroxyphenethylamine; p-(2-Aminoethyl)-phenol; p-beta-Aminoethylphenol; 4-(2-Aminoethyl)-phenol; 4 Hydroxyphenethylamine; 4-Hydroxyphenethylamine; p-(2-Aminoethyl)phenol; 4-(2-Aminoethyl)phenol; p-Β-aminoethylphenol; Tenosin-wirkstoff; Para-tyramine; Tyramine base; p-Tyramine; L-Tyramine; Tyrosamine; Uteramine; Systogene; Tyramine; Tocosine; Tyramin; Tyramine



数据库引用编号

52 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(5)

BioCyc(0)

PlantCyc(0)

代谢反应

92 个相关的代谢反应过程信息。

Reactome(63)

BioCyc(0)

WikiPathways(0)

Plant Reactome(3)

INOH(1)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(25)

PharmGKB(0)

374 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

  • Jia Wei, Jiayou Luo, Fei Yang, Xiangling Feng, Ming Zeng, Wen Dai, Xiongfeng Pan, Yue Yang, Yamei Li, Yamei Duan, Xiang Xiao, Ping Ye, Zhenzhen Yao, Yixu Liu, Zhihang Huang, Jiajia Zhang, Yan Zhong, Ningan Xu, Miyang Luo. Cultivated Enterococcus faecium B6 from children with obesity promotes nonalcoholic fatty liver disease by the bioactive metabolite tyramine. Gut microbes. 2024 Jan; 16(1):2351620. doi: 10.1080/19490976.2024.2351620. [PMID: 38738766]
  • Muniesh Muthaiyan Shanmugam, Jyotiska Chaudhuri, Durai Sellegounder, Amit Kumar Sahu, Sanjib Guha, Manish Chamoli, Brian Hodge, Neelanjan Bose, Charis Roberts, Dominique O Farrera, Gordon Lithgow, Richmond Sarpong, James J Galligan, Pankaj Kapahi. Methylglyoxal-derived hydroimidazolone, MG-H1, increases food intake by altering tyramine signaling via the GATA transcription factor ELT-3 in Caenorhabditis elegans. eLife. 2023 09; 12(?):. doi: 10.7554/elife.82446. [PMID: 37728328]
  • Peng Ding, Qianqian Wei, Ning Tian, Xiaoyue Ding, Ling Wang, Bin Wang, Oseweuba Valentine Okoro, Amin Shavandi, Lei Nie. Enzymatically crosslinked hydrogel based on tyramine modified gelatin and sialylated chitosan. Biomedical materials (Bristol, England). 2022 11; 18(1):. doi: 10.1088/1748-605x/ac9f90. [PMID: 36322975]
  • Christian Carpéné, Pénélope Viana, Jessica Fontaine, Henrik Laurell, Jean-Louis Grolleau. Multiple Direct Effects of the Dietary Protoalkaloid N-Methyltyramine in Human Adipocytes. Nutrients. 2022 Jul; 14(15):. doi: 10.3390/nu14153118. [PMID: 35956295]
  • Anurag Kashyap, Álvaro Luis Jiménez-Jiménez, Weiqi Zhang, Montserrat Capellades, Sumithra Srinivasan, Anna Laromaine, Olga Serra, Mercè Figueras, Jorge Rencoret, Ana Gutiérrez, Marc Valls, Nuria S Coll. Induced ligno-suberin vascular coating and tyramine-derived hydroxycinnamic acid amides restrict Ralstonia solanacearum colonization in resistant tomato. The New phytologist. 2022 05; 234(4):1411-1429. doi: 10.1111/nph.17982. [PMID: 35152435]
  • Madysen Elbourne, Adam Cawley, Shawn Stanley, Christopher Bowen, Shanlin Fu. Intelligence benefit of the 3-methoxytyramine to tyramine ratio in equine urine. Drug testing and analysis. 2022 May; 14(5):936-942. doi: 10.1002/dta.3264. [PMID: 35343638]
  • Fahad Aldosary, Sandhaya Norris, Philippe Tremblay, Jonathan S James, James C Ritchie, Pierre Blier. Differential Potency of Venlafaxine, Paroxetine, and Atomoxetine to Inhibit Serotonin and Norepinephrine Reuptake in Patients With Major Depressive Disorder. The international journal of neuropsychopharmacology. 2022 04; 25(4):283-292. doi: 10.1093/ijnp/pyab086. [PMID: 34958348]
  • Meghan Grace Appley, Megan Isabella Chambers, Rabi Ann Musah. Quantification of hordenine in a complex plant matrix by direct analysis in real time-high-resolution mass spectrometry: Application to the "plant of concern" Sceletium tortuosum. Drug testing and analysis. 2022 Apr; 14(4):604-612. doi: 10.1002/dta.3193. [PMID: 34750996]
  • Laurence Tousignant, Aracely Maribel Diaz-Garza, Bharat Bhusan Majhi, Sarah-Eve Gélinas, Aparna Singh, Isabel Desgagne-Penix. Transcriptome analysis of Leucojum aestivum and identification of genes involved in norbelladine biosynthesis. Planta. 2022 Jan; 255(2):30. doi: 10.1007/s00425-021-03741-x. [PMID: 34981205]
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  • Wenqin Chen, Zhiyang Li, Wenqian Cheng, Tao Wu, Jia Li, Xinyu Li, Lin Liu, Huijie Bai, Shijia Ding, Xinmin Li, Xiaolin Yu. Surface plasmon resonance biosensor for exosome detection based on reformative tyramine signal amplification activated by molecular aptamer beacon. Journal of nanobiotechnology. 2021 Dec; 19(1):450. doi: 10.1186/s12951-021-01210-x. [PMID: 34952586]
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  • Silvia M Albillos, Olimpio Montero, Sara Calvo, Berta Solano-Vila, José M Trejo, Esther Cubo. Plasma acyl-carnitines, bilirubin, tyramine and tetrahydro-21-deoxycortisol in Parkinson's disease and essential tremor. A case control biomarker study. Parkinsonism & related disorders. 2021 10; 91(?):167-172. doi: 10.1016/j.parkreldis.2021.09.014. [PMID: 34649109]
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  • Toshihiro Kishikawa, Noriko Arase, Shigeyoshi Tsuji, Yuichi Maeda, Takuro Nii, Jun Hirata, Ken Suzuki, Kenichi Yamamoto, Tatsuo Masuda, Kotaro Ogawa, Shiro Ohshima, Hidenori Inohara, Atsushi Kumanogoh, Manabu Fujimoto, Yukinori Okada. Large-scale plasma-metabolome analysis identifies potential biomarkers of psoriasis and its clinical subtypes. Journal of dermatological science. 2021 May; 102(2):78-84. doi: 10.1016/j.jdermsci.2021.03.006. [PMID: 33836926]
  • 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]
  • Yuan-Kun Zheng, Bao-Jun Su, Ya-Qi Wang, Heng-Shan Wang, Hai-Bing Liao, Dong Liang. New Tyramine- and Aporphine-Type Alkamides with NO Release Inhibitory Activities from Piper puberulum. Journal of natural products. 2021 04; 84(4):1316-1325. doi: 10.1021/acs.jnatprod.1c00055. [PMID: 33822610]
  • Suntisak Khumngern, Ratchaneekorn Jirakunakorn, Panote Thavarungkul, Proespichaya Kanatharana, Apon Numnuam. A highly sensitive flow injection amperometric glucose biosensor using a gold nanoparticles/polytyramine/Prussian blue modified screen-printed carbon electrode. Bioelectrochemistry (Amsterdam, Netherlands). 2021 Apr; 138(?):107718. doi: 10.1016/j.bioelechem.2020.107718. [PMID: 33333458]
  • Zhao Xia, Tian-Qi Xu, Wei Xu, Hai-Xin Zhang, Qiu-Ping Liang, Guang-Xiong Zhou. Lyciyunin, a new dimer of feruloyltyramine and five bioactive tyramines from the root of Lycium yunnanense Kuang. Natural product research. 2021 Feb; 35(3):447-454. doi: 10.1080/14786419.2019.1636375. [PMID: 31282219]
  • Hanna Barchanska, Ji Tang, Xiangyu Fang, Magdalena Danek, Joanna Płonka, Marcin Sajdak. Profiling and fingerprinting strategies to assess exposure of edible plants to herbicides. Food chemistry. 2021 Jan; 335(?):127658. doi: 10.1016/j.foodchem.2020.127658. [PMID: 32731124]
  • Qiong Wang, Yubao Cui, Xufeng Wu, Junfang Wang. Riparin II potentials the effect of ephedrine on inflammation and remodelling in the airway of rats suffering from asthma by regulating transforming growth factor-β/Smad3 signalling pathway. International immunopharmacology. 2021 Jan; 90(?):107116. doi: 10.1016/j.intimp.2020.107116. [PMID: 33218943]
  • Monika Sobiech, Joanna Giebułtowicz, Piotr Luliński. Application of Magnetic Core-Shell Imprinted Nanoconjugates for the Analysis of Hordenine in Human Plasma-Preliminary Data on Pharmacokinetic Study after Oral Administration. Journal of agricultural and food chemistry. 2020 Dec; 68(49):14502-14512. doi: 10.1021/acs.jafc.0c05985. [PMID: 33227193]
  • Abisola Grace Ayanlowo, Zsófia Garádi, Imre Boldizsár, András Darcsi, Andrea Nagyné Nedves, Bence Varjas, Alexandra Simon, Ágnes Alberti, Eszter Riethmüller. UHPLC-DPPH method reveals antioxidant tyramine and octopamine derivatives in Celtis occidentalis. Journal of pharmaceutical and biomedical analysis. 2020 Nov; 191(?):113612. doi: 10.1016/j.jpba.2020.113612. [PMID: 32980795]
  • Yasunori Nio, Mitsugi Ookawara, Midori Yamasaki, Guido Hanauer, Kimio Tohyama, Sachio Shibata, Tomoya Sano, Fumi Shimizu, Hisashi Anayama, Masatoshi Hazama, Takanori Matsuo. Ameliorative effect of phosphodiesterase 4 and 5 inhibitors in deoxycorticosterone acetate-salt hypertensive uni-nephrectomized KKAy mice. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 2020 11; 34(11):14997-15014. doi: 10.1096/fj.202001084r. [PMID: 32939821]
  • Mutita Junking, Thidarath Rattanaburee, Aussara Panya, Irina Budunova, Guy Haegeman, Pa-Thai Yenchitsomanus. Anti-Proliferative Effects of Compound A and Its Effect in Combination with Cisplatin in Cholangiocarcinoma Cells. Asian Pacific journal of cancer prevention : APJCP. 2020 09; 21(9):2673-2681. doi: 10.31557/apjcp.2020.21.9.2673. [PMID: 32986368]
  • Scarlett Puebla-Barragan, Justin Renaud, Mark Sumarah, Gregor Reid. Malodorous biogenic amines in Escherichia coli-caused urinary tract infections in women-a metabolomics approach. Scientific reports. 2020 06; 10(1):9703. doi: 10.1038/s41598-020-66662-x. [PMID: 32546787]
  • Sócrates Golzio Dos Santos, Isis Fernandes Gomes, Adriana Maria Fernandes de Oliveira Golzio, Augusto Lopes Souto, Marcus Tullius Scotti, Josean Fechine Tavares, Stanley Juan Chavez Gutierrez, Reinaldo Nóbrega de Almeida, José Maria Barbosa-Filho, Marcelo Sobral da Silva. Psychopharmacological effects of riparin III from Aniba riparia (Nees) Mez. (Lauraceae) supported by metabolic approach and multivariate data analysis. BMC complementary medicine and therapies. 2020 May; 20(1):149. doi: 10.1186/s12906-020-02938-z. [PMID: 32416725]
  • Gang Xu, Xue-Fei Chang, Gui-Xiang Gu, Wen-Xi Jia, Lei Guo, Jia Huang, Gong-Yin Ye. Molecular and pharmacological characterization of a β-adrenergic-like octopamine receptor from the green rice leafhopper Nephotettix cincticeps. Insect biochemistry and molecular biology. 2020 05; 120(?):103337. doi: 10.1016/j.ibmb.2020.103337. [PMID: 32109588]
  • Danusio Pinheiro Sartori, N F Oliveira, José Tiago Valentim, D M A Silva, A S V Mallman, I C M Oliveira, R C Chaves, V C Capibaribe, A M R Carvalho, M O Rebouças, Danielle Silveira Macedo, Adriano José Maia Chaves Filho, M M F Fonteles, S J C Gutierrez, José Maria Barbosa-Filho, Melina Mottin, Carolina Horta Andrade, F C F Sousa. Involvement of monoaminergic targets in the antidepressant- and anxiolytic-like effects of the synthetic alkamide riparin IV: Elucidation of further mechanisms through pharmacological, neurochemistry and computational approaches. Behavioural brain research. 2020 04; 383(?):112487. doi: 10.1016/j.bbr.2020.112487. [PMID: 31987932]
  • Wanwan Wang, Zhuoxian Yu, Jinpeng Meng, Pengyong Zhou, Ting Luo, Jin Zhang, Jun Wu, Yonggen Lou. Rice phenolamindes reduce the survival of female adults of the white-backed planthopper Sogatella furcifera. Scientific reports. 2020 04; 10(1):5778. doi: 10.1038/s41598-020-62752-y. [PMID: 32238850]
  • Chin-Chyuan Chang, Hsin-Wei Kuo, Chang-Chi Liu, Winton Cheng. The temporary modulation of tyramine on immune responses, carbohydrate metabolism, and catecholamines in Macrobrachium rosenbergii. Fish & shellfish immunology. 2020 Mar; 98(?):1-9. doi: 10.1016/j.fsi.2019.12.091. [PMID: 31904540]
  • Zheming Ying, Mingyue Jiang, Lina Wang, Xixiang Ying, Guanlin Yang. Bioactivities of 7'‑ethoxy‑trans‑feruloyltyramine from Portulaca oleracea L. and its metabolism in rats using ultra‑high‑performance liquid chromatography electrospray coupled with quadrupole time‑of‑flight mass spectrometry. Indian journal of pharmacology. 2020 Mar; 52(2):130-133. doi: 10.4103/ijp.ijp_171_18. [PMID: 32565600]
  • Monika Sobiech, Joanna Giebułtowicz, Piotr Luliński. Theoretical and experimental proof for selective response of imprinted sorbent - analysis of hordenine in human urine. Journal of chromatography. A. 2020 Feb; 1613(?):460677. doi: 10.1016/j.chroma.2019.460677. [PMID: 31727352]
  • Thomas Sommer, Thomas Göen, Nadja Budnik, Monika Pischetsrieder. Absorption, Biokinetics, and Metabolism of the Dopamine D2 Receptor Agonist Hordenine (N,N-Dimethyltyramine) after Beer Consumption in Humans. Journal of agricultural and food chemistry. 2020 Feb; 68(7):1998-2006. doi: 10.1021/acs.jafc.9b06029. [PMID: 31984737]
  • Ajay Patel, Austin Thompson, Lillian Abdelmalek, Beverley Adams-Huet, Ishwarlal Jialal. The relationship between tyramine levels and inflammation in metabolic syndrome. Hormone molecular biology and clinical investigation. 2019 Nov; 40(1):. doi: 10.1515/hmbci-2019-0047. [PMID: 31693494]
  • Ravid Doron, Ziv Versano, Or Burstein, Motty Franko, Alon Shamir, Roni Toledano, Assaf Handelsman, Moshe Rehavi. Cerebral MAO Activity Is Not Altered by a Novel Herbal Antidepressant Treatment. Journal of molecular neuroscience : MN. 2019 Nov; 69(3):371-379. doi: 10.1007/s12031-019-01366-0. [PMID: 31290092]
  • 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]
  • Guangxin Sun, Michael Strebl, Maximilian Merz, Robert Blamberg, Fong-Chin Huang, Kate McGraphery, Thomas Hoffmann, Wilfried Schwab. Glucosylation of the phytoalexin N-feruloyl tyramine modulates the levels of pathogen-responsive metabolites in Nicotiana benthamiana. The Plant journal : for cell and molecular biology. 2019 10; 100(1):20-37. doi: 10.1111/tpj.14420. [PMID: 31124249]
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