4-Hydroxyphenylethanol (BioCAD00000004409)

blood feces urine prostate

Metabolite Card

Formula: C8H10O2 (138.0681)
SMILES: OCCC1=CC=C(O)C=C1

Synonyms [en]

4-hydroxyphenylethanol; 2-(4-Hydroxyphenyl)ethanol; tyrosol; 4-Hydroxyphenethyl alcohol; 4-(2-Hydroxyethyl)phenol; 4-hydroxybenzeneethanol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

4-Hydroxyphenylethanol. 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: BioCAD00000004409). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Tyrosol is a phenolic compound present in two of the traditional components of the Mediterranean diet: wine and virgin olive oil. The presence of tyrosol has been described in red and white wines. Tyrosol is also present in vermouth and beer. Tyrosol has been shown to be able to exert antioxidant activity in vitro studies. Oxidation of low-density lipoprotein (LDL) appears to occur predominantly in arterial intimae in microdomains sequestered from antioxidants of plasma. The antioxidant content of the LDL particle is critical for its protection. The ability of tyrosol to bind human LDL has been reported. The bioavailability of tyrosol in humans from virgin olive oil in its natural form has been demonstrated. Urinary tyrosol increases, reaching a peak at 0-4 h after virgin olive oil administration. Men and women show a different pattern of urinary excretion of tyrosol. Moreover, tyrosol is absorbed in a dose-dependent manner after sustained and moderate doses of virgin olive oil. Tyrosol from wine or virgin olive oil could exert beneficial effects on human health in vivo if its biological properties are confirmed (PMID 15134375). Tyrosol is a microbial metabolite found in Bifidobacterium, Escherichia and Lactobacillus (PMID:28393285).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 501-94-0
  • PubChem: 10393
  • PubChem: 8315
  • ChEBI: ChEBI:1879
  • HMDB: HMDB0004284
  • HMDB: HMDB04284
  • KEGG: C06044
  • BioCyc: CPD3O-4151
  • NCBI MeSH: 4-hydroxyphenylethanol
  • Wikipedia: Tyrosol
  • DrugBank: DB16855
  • RefMet: RM0136267
  • MoNA: Bruker_HCD_library000092
  • MoNA: FiehnHILIC000103
  • MoNA: FiehnLib000797
  • MoNA: GLS00146
  • MoNA: HMDB0004284_c_ms_1260
  • MoNA: OUF00065
  • Metlin: METLIN_7044
  • Coconut NaturalProduct: CNP0140785.0
  • Coconut NaturalProduct: CNP0160217.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R04304 1.1.1.90 4-hydroxyphenylethanol:NAD+ oxidoreductase
KEGG:R05083 2.4.1.- UDP-glucose:4-hydroxyphenylethanol 1-O-beta-D-glucosyltransferase
BioCyc:RXN-12370 2.4.1.- CPD-12575 + CPD3O-4151 --> CPD-13354 + UDP + PROTON
BioCyc:RXN-14989 1.14.14.- CPD3O-4151 + OXYGEN-MOLECULE + FADH2 --> CPD-15887 + WATER + FAD + PROTON
BioCyc:RXN3O-4113 1.1.1.1 PROTON + HYDRPHENYLAC-CPD + NADH --> CPD3O-4151 + NAD
View More
Organism Source

Taxonomy Source

  1. Acacia catechu [ncbi taxid: ]
  2. Acanthopanax ricinifolius [ncbi taxid: ]
  3. Achlys triphylla [ncbi taxid: 63345]
  4. Aconitum violaceum [ncbi taxid: 279771]
  5. Acorus gramineus [ncbi taxid: 55184]
  6. Acorus tatarinowii [ncbi taxid: 123564]
  7. Actinidia arguta [ncbi taxid: 64478]
  8. Adenia fruticosa [ncbi taxid: 387504]
  9. Aeromonas hydrophila [ncbi taxid: 644]
  10. Agelas linnaei [ncbi taxid: ]
  11. Albizia Julibrissin [ncbi taxid: 3813]
  12. Albizia procera [ncbi taxid: 384949]
  13. Alectoria ochroleuca [ncbi taxid: 111641]
  14. Alternaria japonica [ncbi taxid: 119919]
  15. Amsinckia tessellata [ncbi taxid: 1037326]
  16. Anacardium occidentale [ncbi taxid: 171929]
  17. Anchusa officinalis [ncbi taxid: 89630]
  18. Anemone tomentosa [ncbi taxid: 1484106]
  19. Anolis lineatopus [ncbi taxid: 75259]
  20. Aplophyllum pedicellatum [ncbi taxid: ]
  21. Artemisia caucasica [ncbi taxid: 1227620]
  22. Artemisia gilvescens [ncbi taxid: 2044567]
  23. Artemisia giraldii [ncbi taxid: 669123]
  24. Artemisia porrecta [ncbi taxid: 1227638]
  25. Ascidia ahodori [ncbi taxid: 223366]
  26. Aspalathus linearis [ncbi taxid: 155124]
  27. Aspergillus falconensis [ncbi taxid: 1810910]
  28. Aspergillus mutabilis [ncbi taxid: ]
  29. Aster ptarmicoides [ncbi taxid: ]
  30. Asteracantha longifolia [ncbi taxid: 2382139]
  31. Aucuba chinensis [ncbi taxid: 173669]
  32. Aurelia aurita [ncbi taxid: 6145]
  33. Billbergia buchholtzii [ncbi taxid: ]
  34. Bistorta vivipara [ncbi taxid: 371026]
  35. Bleekeria vitiensis [ncbi taxid: ]
  36. Bohadschia vitiensis [ncbi taxid: ]
  37. Botryosphaeria rhodina [ncbi taxid: ]
  38. Brickellia vernicosa [ncbi taxid: 1550870]
  39. Bryophyllum calycinum [ncbi taxid: ]
  40. Bulbophyllum protractum [ncbi taxid: 2487474]
  41. Bupleurum salicifolium [ncbi taxid: 199751]
  42. Bursera tonkinensis [ncbi taxid: 318968]
  43. Calocera viscosa [ncbi taxid: 63146]
  44. Calystegia pubescens [ncbi taxid: 649339]
  45. Carica dodecaphylla [ncbi taxid: ]
  46. Caryopteris mongholica [ncbi taxid: 201515]
  47. Caulerpa serrulata [ncbi taxid: 177068]
  48. Cedronella canariensis [ncbi taxid: 260595]
  49. Centaurea huber-morathii [ncbi taxid: ]
  50. Centrosema haitense [ncbi taxid: ]
  51. Ceramium rubrum [ncbi taxid: 35157]
  52. Ceratocystis fimbriata [ncbi taxid: 5158]
  53. Cheilanthes chusana [ncbi taxid: ]
  54. Chrysosplenium americanum [ncbi taxid: 36749]
  55. Cistanche deserticola [ncbi taxid: 161395]
  56. Cistanche tubulosa [ncbi taxid: 161397]
  57. Citrullus lanatus [ncbi taxid: 3654]
  58. Citrus tangerina [ncbi taxid: 237575]
  59. Codonopsis pilosula [ncbi taxid: 86864]
  60. Colletotrichum gloeosporioides [ncbi taxid: 474922]
  61. Colpomenia sinuosa [ncbi taxid: 87236]
  62. Corydalis gigantea [ncbi taxid: 2992610]
  63. Crella incrustans [ncbi taxid: 1114232]
  64. Cremastra appendiculata [ncbi taxid: 459596]
  65. Crocus minimus [ncbi taxid: 481083]
  66. Crocus sativus [ncbi taxid: 82528]
  67. Cunonia macrophylla [ncbi taxid: 140420]
  68. Curculigo pilosa [ncbi taxid: 1037973]
  69. Cyberlindnera jadinii [ncbi taxid: 4903]
  70. Cynometra lujae [ncbi taxid: 1971658]
  71. Cypripedium calceolus [ncbi taxid: 53038]
  72. Dalbergia rubiginosa [ncbi taxid: 1635142]
  73. Datura stramonium [ncbi taxid: 4076]
  74. Delphinium fangshanense [ncbi taxid: ]
  75. Delphinium shawurense [ncbi taxid: 3068906]
  76. Dimorphotheca sinuata [ncbi taxid: 112408]
  77. Diospyros glaucifolia [ncbi taxid: 413747]
  78. Dysidea amblia [ncbi taxid: ]
  79. Dysosma delavayi [ncbi taxid: 336383]
  80. Echinochloa esculenta [ncbi taxid: 121770]
  81. Echinopepon bigelovii [ncbi taxid: 386140]
  82. Elymnias thryallis [ncbi taxid: ]
  83. Engelhardia roxburghiana [ncbi taxid: 139932]
  84. Entada rheedei [ncbi taxid: 204974]
  85. Epimedium brevicornum [ncbi taxid: ]
  86. Eritrichium sericeum [ncbi taxid: 488675]
  87. Erylus trisphaerus [ncbi taxid: 2760685]
  88. Eupatorium areolare [ncbi taxid: ]
  89. Euphorbia kansui [ncbi taxid: 239687]
  90. Euplotes raikovi [ncbi taxid: 5938]
  91. Exobasidium vaccinii [ncbi taxid: 5407]
  92. Fagraea gracilipes [ncbi taxid: 568251]
  93. Felimida luteorosea [ncbi taxid: 1499118]
  94. FOOD SAKE [ncbi taxid: ]
  95. Forsythia suspensa [ncbi taxid: 126418]
  96. Forsythia viridissima [ncbi taxid: 205691]
  97. Fraxinus americana [ncbi taxid: 38872]
  98. Fucus vesiculosus [ncbi taxid: 49266]
  99. Galium album [ncbi taxid: 29787]
  100. Garcinia xipshuanbannaensis [ncbi taxid: 1679256]
  101. Gardenia jasminoides [ncbi taxid: 114476]
  102. Gesneria cardinalis [ncbi taxid: ]
  103. Gleditsia caspica [ncbi taxid: 66090]
  104. Gloeophyllum sp.97022 [ncbi taxid: ]
  105. Gomphostemma crinitum [ncbi taxid: 1368229]
  106. Gracilaria textorii [ncbi taxid: 172949]
  107. Gutierrezia lucida [ncbi taxid: ]
  108. Haplophyllum ramosissimum [ncbi taxid: 1006079]
  109. Harungana madagascariensis [ncbi taxid: 198768]
  110. Helichrysum graveolens [ncbi taxid: 630307]
  111. Helichrysum mixtum [ncbi taxid: 1442678]
  112. Homo sapiens [ncbi taxid: 9606]
  113. Hopea brevipetiolaris [ncbi taxid: 152392]
  114. Hortonia floribunda [ncbi taxid: 74875]
  115. Humata pectinata [ncbi taxid: ]
  116. Hymenidium lindleyanum [ncbi taxid: 584744]
  117. Illicium verum [ncbi taxid: 124778]
  118. Ipomoea purpurea [ncbi taxid: 4121]
  119. Iryanthera paraensis [ncbi taxid: ]
  120. Isatis tinctoria [ncbi taxid: 161756]
  121. Isopyrum thalictroides [ncbi taxid: 432643]
  122. Kali turgidum [ncbi taxid: ]
  123. Lactarius vellereus [ncbi taxid: ]
  124. Lactuca laciniata [ncbi taxid: ]
  125. Lampranthus sociorum [ncbi taxid: 188838]
  126. Lathyrus nissolia [ncbi taxid: 29752]
  127. Lejeunea pallescens [ncbi taxid: 280556]
  128. Leonurus persicus [ncbi taxid: ]
  129. Leucetta microrhaphis [ncbi taxid: ]
  130. Ligustrum lucidum [ncbi taxid: 458695]
  131. Lobophytum schoedei [ncbi taxid: 1440970]
  132. Lophozia floerkei [ncbi taxid: ]
  133. Lysiana subfalcata [ncbi taxid: ]
  134. Macaranga peltata [ncbi taxid: 1398557]
  135. Magnolia sieboldii [ncbi taxid: 85868]
  136. Maharanga bicolor [ncbi taxid: 1898850]
  137. Mappia foetida [ncbi taxid: 487070]
  138. Melanargia galathea [ncbi taxid: 111923]
  139. Mesembryanthemum tortuosum [ncbi taxid: 216016]
  140. Metapenaeus macleayi [ncbi taxid: 578590]
  141. Methylobacterium organophilum [ncbi taxid: 410]
  142. Millettia pinnata [ncbi taxid: ]
  143. Millettia rubiginosa [ncbi taxid: ]
  144. Monomorium delagoense [ncbi taxid: ]
  145. Mosla japonica [ncbi taxid: 2006541]
  146. Nauclea rhynchophylla [ncbi taxid: ]
  147. Nigrospora sp. PSU-F18 [ncbi taxid: ]
  148. Nigrospora sphaerica [ncbi taxid: 114231]
  149. Nocardia pseudobrasiliensis [ncbi taxid: 45979]
  150. Nostoc spongiaeforme [ncbi taxid: 502487]
  151. Oenanthe fistulosa [ncbi taxid: 254046]
  152. Oenanthe javanica [ncbi taxid: 49556]
  153. Olea europaea [ncbi taxid: 4146]
  154. Ootheca mantidis [ncbi taxid: ]
  155. Ormosia balansae [ncbi taxid: 499989]
  156. Osteospermum hyoseroides [ncbi taxid: ]
  157. Osteospermum muricatum [ncbi taxid: 41618]
  158. Papulaspora immersa [ncbi taxid: ]
  159. Parablechnum minus [ncbi taxid: 393576]
  160. Peltogyne porphyrocardia [ncbi taxid: ]
  161. Penicillium chrysogenum [ncbi taxid: 5076]
  162. Penicillium cyclopium [ncbi taxid: 60167]
  163. Penicillium sp. [ncbi taxid: 5081]
  164. Peperomia vulcanica [ncbi taxid: 1719589]
  165. Pertusaria amara [ncbi taxid: ]
  166. Perymenium mendezii [ncbi taxid: ]
  167. Phaeolus schweinitzii [ncbi taxid: 40476]
  168. Phallusia nigra [ncbi taxid: 569429]
  169. Pharbitis nil [ncbi taxid: ]
  170. Phlogacanthus tubiflorus [ncbi taxid: 3414527]
  171. Physalis edulis [ncbi taxid: ]
  172. Picea glauca [ncbi taxid: 3330]
  173. Pichia membranifaciens [ncbi taxid: 4926]
  174. Picris evae [ncbi taxid: 379638]
  175. Pinus brutia var. eldarica [ncbi taxid: 1193841]
  176. Pinus massoniana [ncbi taxid: 88730]
  177. Plagiomnium undulatum [ncbi taxid: 95766]
  178. Plantago major [ncbi taxid: 29818]
  179. Platycarya strobilacea [ncbi taxid: 91224]
  180. Pleione bulbocodioides [ncbi taxid: 141752]
  181. Pleione yunnanensis [ncbi taxid: 194513]
  182. Polyporus anthracophilus [ncbi taxid: 2075310]
  183. Premna tomentosa [ncbi taxid: 2963287]
  184. Pseudeurotium zonatum [ncbi taxid: 95332]
  185. Pseudoalteromonas rubra [ncbi taxid: 43658]
  186. Ramalina terebrata [ncbi taxid: 387287]
  187. Ratibida mexicana [ncbi taxid: 52292]
  188. Rehmannia glutinosa [ncbi taxid: 99300]
  189. Rhizochalina incrustata [ncbi taxid: ]
  190. Rhodiola crenulata [ncbi taxid: 242839]
  191. Rhodiola crenulata (HOOK.f.et Thoms.) H.OHBA [ncbi taxid: ]
  192. Rhodiola kirilowii [ncbi taxid: 203008]
  193. Rhodiola rosea [ncbi taxid: 203015]
  194. Rhodiola sachalinensis [ncbi taxid: 265354]
  195. Rhodiola sacra [ncbi taxid: 203000]
  196. Ribes nigrum [ncbi taxid: 78511]
  197. Roboastra tigris [ncbi taxid: ]
  198. Rubus phoenicolasius [ncbi taxid: 75085]
  199. Russula delica [ncbi taxid: 111140]
  200. Sabia japonica [ncbi taxid: 400538]
  201. Sagittaria sagittifolia [ncbi taxid: 4451]
  202. Salilagenidium callinectes [ncbi taxid: 135480]
  203. Sargentodoxa cuneata [ncbi taxid: 50506]
  204. Satureja atropatana [ncbi taxid: 2996424]
  205. Saussurea amara [ncbi taxid: 238930]
  206. Saussurea pulchella [ncbi taxid: 243817]
  207. Schefflera capitata [ncbi taxid: ]
  208. Sedum cepaea [ncbi taxid: 1239894]
  209. Senecio mexicanus [ncbi taxid: ]
  210. Sesamoides canescens [ncbi taxid: ]
  211. Sia ferox [ncbi taxid: ]
  212. Sideritis euboea [ncbi taxid: 155244]
  213. Sinopodophyllum emodi (WALL.) YING [ncbi taxid: ]
  214. Sinopodophyllum hexandrum [ncbi taxid: 93608]
  215. Sisyrinchium californicum [ncbi taxid: 915440]
  216. Sorbus tianschanica [ncbi taxid: 691244]
  217. Stachylidium [ncbi taxid: 796327]
  218. Stephania elegans [ncbi taxid: 152364]
  219. Stigma croci [ncbi taxid: ]
  220. Streptomyces AC-2 [ncbi taxid: ]
  221. Streptomyces albospinus RLe7 [ncbi taxid: ]
  222. Streptomyces argenteolus [ncbi taxid: 67274]
  223. Streptomyces goshikiensis [ncbi taxid: 1942]
  224. Streptomyces olivaceus [ncbi taxid: 47716]
  225. Streptomyces pentaticus [ncbi taxid: 97399]
  226. Swertia swertopsis [ncbi taxid: ]
  227. Tarchonanthus camphoratus [ncbi taxid: 41650]
  228. Taxus brevifolia [ncbi taxid: 46220]
  229. Thea sasanqua [ncbi taxid: ]
  230. Torricellia tiliifolia [ncbi taxid: 138902]
  231. Trichoderma koningi [ncbi taxid: ]
  232. Tsuga chinensis [ncbi taxid: 93694]
  233. Uncaria tomentosa [ncbi taxid: 128375]
  234. Urbanodendron verrucosum [ncbi taxid: 128705]
  235. Uruparia lanosa [ncbi taxid: ]
  236. Usnea undulata [ncbi taxid: 2563878]
  237. Utricularia australis [ncbi taxid: 192276]
  238. Vasconcellea cundinamarcensis [ncbi taxid: 35926]
  239. Virgilia divaricata [ncbi taxid: 58850]
  240. Woodsia manchuriensis [ncbi taxid: ]

Pathway Synthetic

pathway id name
BioCyc:YEAST_PWY3O-4108 tyrosine degradation
BioCyc:ARA_PWY-6802 salidroside biosynthesis
BioCyc:META_PWY3O-4108 L-tyrosine degradation III
BioCyc:PCHR_PWY3O-4108 tyrosine degradation III
BioCyc:META_PWY-6802 salidroside biosynthesis
BioCyc:THAPS_PWY3O-4108 tyrosine degradation III
PlantCyc:ARA_PWY-6802 salidroside biosynthesis
PlantCyc:ASPARAGUS_PWY-6802 salidroside biosynthesis
PlantCyc:WHEATD_PWY-6802 salidroside biosynthesis
PlantCyc:BOLERACEA_CAPITATA_PWY-6802 salidroside biosynthesis
PlantCyc:CARNATION_PWY-6802 salidroside biosynthesis
PlantCyc:SPIDERFLOWER_PWY-6802 salidroside biosynthesis
PlantCyc:CLEMENTINE_PWY-6802 salidroside biosynthesis
PlantCyc:COMMONBEAN_PWY-6802 salidroside biosynthesis
PlantCyc:VALLEYOAK_PWY-6802 salidroside biosynthesis
PlantCyc:OBARTHII_PWY-6802 salidroside biosynthesis
PlantCyc:OMERIDIONALIS_PWY-6802 salidroside biosynthesis
PlantCyc:FLAX_PWY-6802 salidroside biosynthesis
PlantCyc:MDOMESTICA_PWY-6802 salidroside biosynthesis
PlantCyc:OGLABERRIMA_PWY-6802 salidroside biosynthesis
View All Pathways