Tyramine (BioDeep_00000001850)

 

Secondary id: BioDeep_00000398012, BioDeep_00000860595

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019


代谢物信息卡片


alpha-(4-Hydroxyphenyl)-beta-aminoethane

化学式: C8H11NO (137.0841)
中文名称: 酪胺
谱图信息: 最多检出来源 Homo sapiens(plant) 16.33%

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 2024-12-22) (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

45 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; Tyramine; Tyramine



数据库引用编号

56 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。

亚细胞结构定位 关联基因列表
Cytoplasm 10 ADRA1A, CAT, CYP2D6, DBH, DDC, HDC, SLC6A3, SLC9A1, TH, TYR
Peripheral membrane protein 1 CYP1B1
Endoplasmic reticulum membrane 3 CYP1B1, CYP2D6, TAAR1
Mitochondrion membrane 1 MAOA
Nucleus 3 ADRA1A, HDC, TH
cytosol 7 ADRA1A, CAT, DDC, HDC, MAOA, PRKCQ, TH
dendrite 2 MAOB, TH
nucleoplasm 2 ADRA1A, SLC9A1
Cell membrane 6 ADRA1A, ADRB3, GPRC5A, SLC6A3, SLC9A1, TAAR1
Cytoplasmic side 2 MAOA, MAOB
lamellipodium 1 SLC9A1
Cell projection, axon 2 SLC6A3, TH
Multi-pass membrane protein 6 ADRA1A, ADRB3, GPRC5A, SLC6A3, SLC9A1, TAAR1
Synapse 1 DBH
cell surface 2 SLC6A3, SLC9A1
Golgi membrane 1 INS
neuronal cell body 2 MAOB, SLC6A3
presynaptic membrane 1 SLC6A3
smooth endoplasmic reticulum 1 TH
synaptic vesicle 1 TH
Lysosome 1 TYR
plasma membrane 8 ADRA1A, ADRB3, BCHE, GPRC5A, PRKCQ, SLC6A3, SLC9A1, TAAR1
terminal bouton 1 TH
Membrane 8 CAT, CYP1B1, CYP2D6, DBH, HDC, MAOA, SLC6A3, SLC9A1
apical plasma membrane 1 SLC9A1
axon 2 SLC6A3, TH
basolateral plasma membrane 1 SLC9A1
caveola 1 ADRA1A
extracellular exosome 5 CAT, DDC, GPRC5A, LYZ, SLC9A1
endoplasmic reticulum 2 CYP2D6, DBH
extracellular space 4 BCHE, DBH, INS, LYZ
perinuclear region of cytoplasm 3 SLC9A1, TH, TYR
intercalated disc 1 SLC9A1
mitochondrion 7 CAT, CYP1B1, CYP2D6, MAOA, MAOB, SLC9A1, TH
protein-containing complex 1 CAT
intracellular membrane-bounded organelle 7 ADRA1A, CAT, CYP1B1, CYP2D6, DBH, GPRC5A, TYR
Microsome membrane 2 CYP1B1, CYP2D6
Single-pass type I membrane protein 1 TYR
Secreted 3 BCHE, DBH, INS
extracellular region 5 BCHE, CAT, DBH, INS, LYZ
cytoplasmic side of plasma membrane 1 TH
Mitochondrion outer membrane 2 MAOA, MAOB
Single-pass membrane protein 2 CYP2D6, MAOA
mitochondrial outer membrane 2 MAOA, MAOB
neuronal cell body membrane 1 SLC6A3
mitochondrial matrix 1 CAT
centriolar satellite 2 DBH, PRKCQ
Nucleus membrane 1 ADRA1A
nuclear membrane 1 ADRA1A
T-tubule 1 SLC9A1
perikaryon 1 TH
cytoplasmic vesicle 1 TH
nucleolus 1 GPRC5A
Melanosome membrane 2 TH, TYR
Golgi-associated vesicle 1 TYR
Single-pass type II membrane protein 1 DBH
vesicle 1 GPRC5A
postsynaptic membrane 1 SLC6A3
Cytoplasm, perinuclear region 1 TH
Membrane raft 2 SLC6A3, SLC9A1
focal adhesion 2 CAT, SLC9A1
flotillin complex 1 SLC6A3
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
receptor complex 2 ADRB3, GPRC5A
Cell projection, neuron projection 1 SLC6A3
neuron projection 2 SLC6A3, TH
blood microparticle 1 BCHE
Basolateral cell membrane 1 SLC9A1
Endomembrane system 1 TAAR1
endosome lumen 1 INS
Membrane, caveola 1 ADRA1A
Cytoplasmic vesicle membrane 1 GPRC5A
Melanosome 1 TYR
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 3 CAT, DBH, INS
secretory granule membrane 1 DBH
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 BCHE, INS
axon terminus 1 SLC6A3
specific granule lumen 1 LYZ
tertiary granule lumen 1 LYZ
transport vesicle 1 INS
azurophil granule lumen 1 LYZ
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
mitochondrial envelope 1 MAOB
immunological synapse 1 PRKCQ
aggresome 1 PRKCQ
Single-pass type IV membrane protein 2 MAOA, MAOB
nuclear envelope lumen 1 BCHE
dopaminergic synapse 1 SLC6A3
Cytoplasmic vesicle, secretory vesicle membrane 1 DBH
Cytoplasmic vesicle, secretory vesicle, chromaffin granule lumen 1 DBH
chromaffin granule lumen 1 DBH
transport vesicle membrane 1 DBH
catalase complex 1 CAT
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle 1 TH
[Soluble dopamine beta-hydroxylase]: Cytoplasmic vesicle, secretory vesicle lumen 1 DBH
Cytoplasmic vesicle, secretory vesicle, chromaffin granule membrane 1 DBH
chromaffin granule membrane 1 DBH
cation-transporting ATPase complex 1 SLC9A1


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]
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  • 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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  • 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]
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  • 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]
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