Tyramine (BioCAD00000019026)

blood feces saliva urine adipose tissue adrenal medulla brain fibroblasts intestine liver neuron placenta platelet spleen plant natural products microbial natural products

Metabolite Card

Formula: C8H11NO (137.0841)
SMILES: NCCC1=CC=C(O)C=C1

Synonyms [en]

tyramine; 4-(2-Aminoethyl)phenol; p-Tyramine; 2-(p-Hydroxyphenyl)ethylamine; Tyramin; 4-Hydroxy-beta-phenylethylamine

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Tyramine. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000019026). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

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

Cytoplasm
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 51-67-2
  • CAS Registry Number: 588-05-6
  • PubChem: 3766
  • PubChem: 5610
  • ChEBI: ChEBI:15760
  • HMDB: HMDB0000306
  • KEGG: C00483
  • BioCyc: TYRAMINE
  • NCBI MeSH: Tyramine
  • Wikipedia: Tyramine
  • DrugBank: DB08841
  • RefMet: RM0135807
  • MoNA: AU510501
  • MoNA: AU510502
  • MoNA: AU510503
  • MoNA: AU510507
  • MoNA: AU510508
  • MoNA: AU510509
  • MoNA: BAF_UVA_POS000075
  • MoNA: BAF_UVA_POS001174
  • MoNA: BAF_UVA_POS001175
  • MoNA: Bruker_HCD_library001794
  • MoNA: CCMSLIB00000578053
  • MoNA: CCMSLIB00000578302
  • MoNA: CCMSLIB00005463994
  • MoNA: CCMSLIB00005720501
  • MoNA: CE000015
  • MoNA: CE000016
  • MoNA: CE000017
  • MoNA: CE000018
  • MoNA: CE000019
  • MoNA: EMBL-MCF_spec137687
  • MoNA: EMBL-MCF_spec137688
  • MoNA: EMBL-MCF_spec68023
  • MoNA: FiehnHILIC000829
  • MoNA: FiehnHILIC002396
  • MoNA: FiehnLib001041
  • MoNA: GLS00100
  • MoNA: HMDB0000306_ms_ms_522
  • MoNA: HMDB0000306_ms_ms_523
  • MoNA: HMDB0000306_ms_ms_524
  • MoNA: KNA00081
  • MoNA: KNA00082
  • MoNA: KNA00083
  • MoNA: KNA00084
  • MoNA: KNA00324
  • MoNA: KNA00325
  • MoNA: KNA00326
  • MoNA: KNA00327
  • MoNA: KO004082
  • MoNA: KO004083
  • MoNA: KO004084
  • MoNA: KO004085
  • MoNA: KO004086
  • MoNA: KZ000078
  • MoNA: MoNA002169
  • MoNA: MoNA002170
  • MoNA: MoNA002171
  • MoNA: MoNA011387
  • MoNA: MoNA011388
  • MoNA: MoNA011389
  • MoNA: MoNA011390
  • MoNA: MoNA016926
  • MoNA: MoNA023935
  • MoNA: MoNA032320
  • MoNA: MoNA032322
  • MoNA: MoNA032323
  • MoNA: MoNA034312
  • MoNA: MoNA034313
  • MoNA: MoNA034315
  • MoNA: MoNA036217
  • MoNA: MoNA036218
  • MoNA: MoNA036219
  • MoNA: MoNA037248
  • MoNA: MoNA037975
  • MoNA: MoNA038620
  • MoNA: OUF00480
  • MoNA: PB000473
  • MoNA: PB000474
  • MoNA: PB000475
  • MoNA: PB000476
  • MoNA: PB000477
  • MoNA: PB006085
  • MoNA: PB006101
  • MoNA: PB006102
  • MoNA: PM004901
  • MoNA: PM018203
  • MoNA: PR010240
  • MoNA: PR100210
  • MoNA: PR311153
  • MoNA: PS036401
  • MoNA: PS036402
  • MoNA: PS036403
  • MoNA: PS036404
  • MoNA: PS036405
  • MoNA: PS036406
  • MoNA: PT103640
  • MoNA: VF-NPL-LTQ006363
  • MoNA: VF-NPL-LTQ006364
  • Metlin: METLIN_60
  • Coconut NaturalProduct: CNP0111205.0
  • Coconut NaturalProduct: CNP0290010.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00736 4.1.1.25 L-tyrosine carboxy-lyase (tyramine-forming)
KEGG:R02382 1.4.3.4 tyramine:oxygen oxidoreductase(deaminating)(flavin-containing)
KEGG:R02383 1.14.13.- monophenol,L-dopa:oxygen oxidoreductase
KEGG:R02384 2.1.1.27 S-adenosyl-L-methionine:tyramine N-methyltransferase
KEGG:R02385 2.3.1.110 feruloyl-CoA:tyramine N-(hydroxycinnamoyl)transferase
KEGG:R08436 C00483 + C16700<=>C21634 + C00001
KEGG:R10902 6.3.4.24 tyramine:L-glutamate gamma-ligase (ADP-forming)
BioCyc:RXN-8715 2.3.1.110 P-COUMAROYL-COA + TYRAMINE --> PROTON + CPD-8943 + CO-A
BioCyc:TYRAMINE-N-METHYLTRANSFERASE-RXN 2.1.1.27 S-ADENOSYLMETHIONINE + TYRAMINE --> PROTON + ADENOSYL-HOMO-CYS + CPD-391
BioCyc:RXN-15198 1.4.99.- tyramine dehydrogenase
BioCyc:RXN-15947 6.3.4.24 GLT + TYRAMINE + ATP --> CPD-17179 + ADP + Pi + PROTON
BioCyc:RXN-8713 2.3.1.110 TYRAMINE + CINNAMOYL-COA --> PROTON + CPD-8941 + CO-A
BioCyc:RXN-14645 1.14.17.- TYRAMINE + ASCORBATE + OXYGEN-MOLECULE --> CPD-58 + L-DEHYDRO-ASCORBATE + WATER
BioCyc:RXN-18120 4.3.3.- CPD-7616 + TYRAMINE --> CPD-19419 + WATER + PROTON
BioCyc:RXN-9978 1.14.16.2 TYRAMINE + CPD-14053 + OXYGEN-MOLECULE --> DOPAMINE + CPD-5881
BioCyc:RXN-8714 2.3.1.110 TYRAMINE + SINAPOYL-COA --> PROTON + CPD-8942 + CO-A
BioCyc:TYROSINE-DECARBOXYLASE-RXN 4.1.1.28 TYR + PROTON --> TYRAMINE + CARBON-DIOXIDE
BioCyc:TYRAMINE-N-FERULOYLTRANSFERASE-RXN 2.3.1.110 FERULOYL-COA + TYRAMINE<=>PROTON + CPD-440 + CO-A
BioCyc:RXN-5821 1.4.3.4 TYRAMINE + OXYGEN-MOLECULE + WATER --> HYDRPHENYLAC-CPD + AMMONIUM + HYDROGEN-PEROXIDE
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Organism Source

Taxonomy Source

  1. Acacia angustissima [ncbi taxid: ]
  2. Acacia greggii [ncbi taxid: ]
  3. Acacia rigidula Benth. [ncbi taxid: ]
  4. Acacia roemeriana [ncbi taxid: ]
  5. Actaea racemosa [ncbi taxid: 64040]
  6. Adenocarpus hispanicus [ncbi taxid: 176334]
  7. Aesculus turbinata [ncbi taxid: 83375]
  8. Allium victorialis [ncbi taxid: 88845]
  9. Alnus alnobetula [ncbi taxid: 38784]
  10. Antirrhinum majus [ncbi taxid: 4151]
  11. Apiaceae [ncbi taxid: 4037]
  12. Arabidopsis thaliana [ncbi taxid: 3702]
  13. Argemone mexicana [ncbi taxid: 54796]
  14. Argyreia speciosa [ncbi taxid: ]
  15. Aristolochia gigantea [ncbi taxid: 12948]
  16. Artocarpus styracifolius [ncbi taxid: 1009334]
  17. Berberis amurensis [ncbi taxid: 258140]
  18. Berberis aquifolium [ncbi taxid: 203270]
  19. Berberis aristata [ncbi taxid: 659592]
  20. Berberis thunbergii [ncbi taxid: 121720]
  21. Berberis vulgaris [ncbi taxid: 258209]
  22. Berberis wilsoniae [ncbi taxid: 258211]
  23. Brassica olereacea [ncbi taxid: ]
  24. Brickellia cylindracea [ncbi taxid: 1550813]
  25. Calocephalus citreus [ncbi taxid: ]
  26. Calycodendron milnei [ncbi taxid: ]
  27. Capsella bursa [ncbi taxid: ]
  28. Capsella bursa-pastoris [ncbi taxid: 3719]
  29. Caulophyllum thalicroides [ncbi taxid: ]
  30. Chelidonium majus [ncbi taxid: 71251]
  31. Chelidonium majus L. [ncbi taxid: ]
  32. Chondodendron toxicoferum [ncbi taxid: ]
  33. Cissampelos pareira [ncbi taxid: 108409]
  34. Citrullus lanatus [ncbi taxid: 3654]
  35. Citrus aurantium [ncbi taxid: ]
  36. Citrus aurantium L. var. amara [ncbi taxid: ]
  37. Citrus bergamia [ncbi taxid: 380129]
  38. Citrus limon [ncbi taxid: ]
  39. Citrus medica [ncbi taxid: 171251]
  40. Citrus natsudaidai [ncbi taxid: 109792]
  41. Citrus reticulata [ncbi taxid: 85571]
  42. Citrus sinensis [ncbi taxid: 2711]
  43. Citrus trifoliata [ncbi taxid: 37690]
  44. Citrus unshiu [ncbi taxid: 55188]
  45. Claviceps purpurea [ncbi taxid: 5111]
  46. Clematis parviloba [ncbi taxid: 1857144]
  47. Cocculus diversifolius [ncbi taxid: ]
  48. Cocculus japonicus [ncbi taxid: ]
  49. Coptis japonica [ncbi taxid: 3442]
  50. Corydalis cava [ncbi taxid: 581246]
  51. Corynandra viscosa [ncbi taxid: 190804]
  52. Crinum pedunculatum [ncbi taxid: ]
  53. Crotalaria medicaginea [ncbi taxid: 466929]
  54. Cyclea barbata [ncbi taxid: 152373]
  55. Cyclea peltata [ncbi taxid: 2893873]
  56. Cytisus nigricans L. [ncbi taxid: ]
  57. Cytisus scoparius [ncbi taxid: 3835]
  58. Cytisus scoparius (L.) Link [ncbi taxid: ]
  59. Dacrydium intermedium [ncbi taxid: ]
  60. Dalbergia candenatensis [ncbi taxid: 1353443]
  61. Datura innoxia [ncbi taxid: ]
  62. Datura inoxia [ncbi taxid: 4075]
  63. Delphinium pentagynum [ncbi taxid: 1127184]
  64. Dendrolobium triangulare [ncbi taxid: 1424754]
  65. Desmodium elegans [ncbi taxid: ]
  66. Desmodium triflorum [ncbi taxid: ]
  67. Dicentra spectabilis [ncbi taxid: ]
  68. Dickeya chrysanthemi [ncbi taxid: 556]
  69. Dilphinium caeruleum [ncbi taxid: ]
  70. Dioscorea nipponica [ncbi taxid: 64700]
  71. Dorstenia mannii [ncbi taxid: 194258]
  72. Dryopteris dilatata [ncbi taxid: 239561]
  73. Eria alba [ncbi taxid: ]
  74. Eria floribunda [ncbi taxid: ]
  75. Erythrina crista-galli [ncbi taxid: 49817]
  76. Escherichia coli [ncbi taxid: 562]
  77. Eschscholzia californica [ncbi taxid: 3467]
  78. Espostoa huanucensis [ncbi taxid: ]
  79. FOOD SAKE [ncbi taxid: ]
  80. Forsythia giraldiana [ncbi taxid: 205689]
  81. Fritillaria stenanthera [ncbi taxid: 83801]
  82. Fumaria officinalis [ncbi taxid: 200993]
  83. Ganoderma lucidum [ncbi taxid: 5315]
  84. Ganoderma sinense [ncbi taxid: 36075]
  85. Genista pichisermolliana [ncbi taxid: ]
  86. Glaucium flavum [ncbi taxid: 56853]
  87. Gleditsia triacanthos [ncbi taxid: 54874]
  88. Glycine max [ncbi taxid: 3847]
  89. Glycine max (L.) Merr. [ncbi taxid: ]
  90. Gnetum montanum [ncbi taxid: 3381]
  91. Homo sapiens [ncbi taxid: 9606]
  92. Hordeum vulgare [ncbi taxid: 4513]
  93. Hordeum vulgare L. s.l. (H. vulgare L. s.str. and H. vulgare subsp. hexastichon (L.) Celak.) [ncbi taxid: ]
  94. Hydrastis canadensis [ncbi taxid: 13569]
  95. Hypecoum lactiflorum [ncbi taxid: 3044018]
  96. Kopsia teoi [ncbi taxid: ]
  97. Krameria parvifolia [ncbi taxid: ]
  98. Lamium barbatum [ncbi taxid: 1046404]
  99. Laurencia nidifica [ncbi taxid: 689809]
  100. Lecanora coniza [ncbi taxid: ]
  101. Ligularia altaica [ncbi taxid: 2126590]
  102. Lindera angustifolia [ncbi taxid: 2291132]
  103. Liparia parva [ncbi taxid: 155120]
  104. Liparia splendens [ncbi taxid: 70407]
  105. Lobivia bachenbergii [ncbi taxid: ]
  106. Lobivia binghamiana [ncbi taxid: ]
  107. Lobivia pentlandii [ncbi taxid: ]
  108. Lolium multiflorum [ncbi taxid: 4521]
  109. Lophophora williamsii [ncbi taxid: 130138]
  110. Lyallia kerguelensis [ncbi taxid: 442941]
  111. Macleaya cordata [ncbi taxid: 56857]
  112. Magnolia obovata [ncbi taxid: 349509]
  113. Magnolia officinalis [ncbi taxid: 85864]
  114. Mahonia aquifolium [ncbi taxid: ]
  115. Meconopsis cambrica [ncbi taxid: 248829]
  116. Mohonia bealei [ncbi taxid: ]
  117. Monnieria trifolia [ncbi taxid: ]
  118. Monodora junodii [ncbi taxid: 493334]
  119. Mus musculus [ncbi taxid: 10090]
  120. Musa acuminata [ncbi taxid: 4641]
  121. Musa sapientum [ncbi taxid: ]
  122. Panicum miliaceum [ncbi taxid: 4540]
  123. Papaver bracteatum [ncbi taxid: 215227]
  124. Papaver rhoeas [ncbi taxid: 33128]
  125. Papaver somniferum [ncbi taxid: 3469]
  126. Pereskia aculeata [ncbi taxid: 3597]
  127. Persea americana [ncbi taxid: 3435]
  128. Phaseolus vulgaris [ncbi taxid: 3885]
  129. Phellodendron chinensis [ncbi taxid: ]
  130. Phyllidiella pustulosa [ncbi taxid: 154616]
  131. Piper nigrum [ncbi taxid: 13216]
  132. Pisum sativum [ncbi taxid: ]
  133. Plantago major [ncbi taxid: 29818]
  134. Polyalthia barnesii [ncbi taxid: ]
  135. Polyporus pargamenus [ncbi taxid: ]
  136. Portulaca grandiflora [ncbi taxid: 3583]
  137. Prosopis alba [ncbi taxid: ]
  138. Prosopis glandulosa [ncbi taxid: ]
  139. Prosopis nigra [ncbi taxid: ]
  140. Pseudolobivia kermesina [ncbi taxid: ]
  141. Psychotria st [ncbi taxid: ]
  142. Ramalina siliquosa [ncbi taxid: 56482]
  143. Romneya coulteri [ncbi taxid: 56862]
  144. Rubus lambertianus [ncbi taxid: 75113]
  145. Senna alata [ncbi taxid: 53923]
  146. Sidastrum burrerense [ncbi taxid: ]
  147. Silybum marianum [ncbi taxid: 92921]
  148. Solanum campaniforme [ncbi taxid: 3136188]
  149. Solanum esculentum [ncbi taxid: ]
  150. Solanum lycopersicum L. [ncbi taxid: ]
  151. Solanum melanogena [ncbi taxid: ]
  152. Solanum tuberosum [ncbi taxid: 4113]
  153. Spinacia oleracea [ncbi taxid: 3562]
  154. Stapelia hirsuta [ncbi taxid: 1051514]
  155. Stephania hernandifolia [ncbi taxid: ]
  156. Stephania tetrandra [ncbi taxid: 425106]
  157. Stevia paniculata [ncbi taxid: ]
  158. Streptomyces griseolus [ncbi taxid: 1909]
  159. Striga lutea [ncbi taxid: ]
  160. Swertia chinensis [ncbi taxid: 149060]
  161. Tephrosia noctiflora [ncbi taxid: 2785045]
  162. Thalictrum flavum [ncbi taxid: 150094]
  163. Theobroma cacao [ncbi taxid: 3641]
  164. Tinospora cordifolia [ncbi taxid: 285590]
  165. Trichocereus candicans [ncbi taxid: ]
  166. Trichocereus pachanoi [ncbi taxid: ]
  167. Trichocereus spachianus [ncbi taxid: ]
  168. Typha angustata [ncbi taxid: 453243]
  169. Vernonia profuga [ncbi taxid: 434704]
  170. Viscum album [ncbi taxid: 3972]
  171. Viscum album L. s.l. (V. album L. s.str., V. album subsp. abietis (Wiesb.) Abrom. and V. album subsp. austriacum (Wiesb.) Vollm.) [ncbi taxid: ]
  172. Xylopia parviflora [ncbi taxid: 992813]
  173. Yucca recurvifolia [ncbi taxid: 1182952]
  174. Zizyphus jujuba var. spinosa [ncbi taxid: ]
  175. Homo sapiens [ncbi taxid: 9606]

Pathway Synthetic

pathway id name
Plant Reactome:R-OSA-2744345 Metabolism and regulation
Plant Reactome:R-OSA-2744344 Secondary metabolism
Plant Reactome:R-OSA-1119418 Suberin biosynthesis
Reactome:R-BTA-1430728 Metabolism
Reactome:R-BTA-211945 Phase I - Functionalization of compounds
Reactome:R-CFA-1430728 Metabolism
Reactome:R-DDI-211859 Biological oxidations
Reactome:R-HSA-211859 Biological oxidations
Reactome:R-MMU-1430728 Metabolism
Reactome:R-MMU-211859 Biological oxidations
Reactome:R-RNO-211945 Phase I - Functionalization of compounds
Reactome:R-SSC-211945 Phase I - Functionalization of compounds
Reactome:R-BTA-211859 Biological oxidations
Reactome:R-HSA-141333 Biogenic amines are oxidatively deaminated to aldehydes by MAOA and MAOB
Reactome:R-MMU-141333 Biogenic amines are oxidatively deaminated to aldehydes by MAOA and MAOB
Reactome:R-RNO-211859 Biological oxidations
Reactome:R-SSC-1430728 Metabolism
Reactome:R-SSC-211859 Biological oxidations
Reactome:R-BTA-140179 Amine Oxidase reactions
Reactome:R-CFA-211859 Biological oxidations
View All Pathways