Carvacrol (BioCAD00000008056)

feces urine

Metabolite Card

Formula: C10H14O (150.1045)
SMILES: CC(C)C1=CC(O)=C(C)C=C1

Synonyms [en]

carvacrol; 5-isopropyl-2-methylphenol; 2-p-Cymenol; o-Thymol; 2-Methyl-5-(Propan-2-Yl)Phenol; 2-Methyl-5-isopropylphenol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Carvacrol. 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: BioCAD00000008056). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

5-Isopropyl-2-methylphenol, also known as 2-hydroxy-p-cymene or 2-p-cymenol, belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-erythritol-phosphate (MEP) pathway in the plastids. Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. 5-Isopropyl-2-methylphenol is a very hydrophobic molecule, practically insoluble in water, but fairly soluble in organic solvents. Thus, 5-Isopropyl-2-methylphenol is considered to be an isoprenoid lipid molecule. Thymol is found in the essential oil of thyme and in the essential oils of several different plants. It can be extracted from Thymus vulgaris (common thyme), Ajwain and various other kinds of plants as a white crystalline substance of a pleasant aromatic odor and strong antiseptic properties. Thymol also provides the distinctive, strong flavor of the culinary herb thyme, also produced from T. vulgaris. Thymol has also been identified as a volatile compound found in cannabis samples obtained from police seizures (PMID:26657499 ).

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 499-75-2
  • PubChem: 10364
  • ChEBI: ChEBI:3440
  • HMDB: HMDB0035770
  • LipidMaps: LMPR0102090017
  • KEGG: C09840
  • BioCyc: CPD-23478
  • NCBI MeSH: carvacrol
  • Wikipedia: Carvacrol
  • DrugBank: DB16404
  • RefMet: RM0186785
  • MoNA: HMDB0035770_c_ms_101751
  • MoNA: HMDB0035770_c_ms_101752
  • MoNA: HMDB0035770_c_ms_101753
  • MoNA: JP000909
  • MoNA: JP004065
  • MoNA: JP009219
  • Metlin: METLIN_41096
  • Coconut NaturalProduct: CNP0210919.0

Class / Ontology

Metabolic Network
ID EC Number Name
Rhea:RHEA:67405 γ-terpinene + 2 reduced [NADPH—hemoprotein reductase] + 2 O2 => carvacrol + 2 oxidized [NADPH—hemoprotein reductase] + 3 H2O + 2 H+
Rhea:RHEA:67406 carvacrol + 2 oxidized [NADPH—hemoprotein reductase] + 3 H2O + 2 H+ => γ-terpinene + 2 reduced [NADPH—hemoprotein reductase] + 2 O2
Rhea:RHEA:67407 γ-terpinene + 2 reduced [NADPH—hemoprotein reductase] + 2 O2 <=> carvacrol + 2 oxidized [NADPH—hemoprotein reductase] + 3 H2O + 2 H+
Rhea:RHEA:67413 α-terpinene + 2 reduced [NADPH—hemoprotein reductase] + 2 O2 => carvacrol + 2 oxidized [NADPH—hemoprotein reductase] + 3 H2O + 2 H+
Rhea:RHEA:67414 carvacrol + 2 oxidized [NADPH—hemoprotein reductase] + 3 H2O + 2 H+ => α-terpinene + 2 reduced [NADPH—hemoprotein reductase] + 2 O2
Rhea:RHEA:67415 α-terpinene + 2 reduced [NADPH—hemoprotein reductase] + 2 O2 <=> carvacrol + 2 oxidized [NADPH—hemoprotein reductase] + 3 H2O + 2 H+
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Organism Source

Taxonomy Source

  1. Acacia aulacocarpa [ncbi taxid: 138511]
  2. Aceriphyllum rossii [ncbi taxid: ]
  3. Actinomadura hibisca [ncbi taxid: 68565]
  4. Agastache rugosa [ncbi taxid: 39271]
  5. Agnorhiza bolanderi [ncbi taxid: 230216]
  6. Akebia quinata [ncbi taxid: 13331]
  7. Akebia trifoliata [ncbi taxid: 155132]
  8. Alangium premnifolium [ncbi taxid: 2918396]
  9. Alligator mississippiensis [ncbi taxid: 8496]
  10. Amphimedon terpenensis [ncbi taxid: ]
  11. Anastrepha suspensa [ncbi taxid: 28587]
  12. Anaxagorea clavata [ncbi taxid: ]
  13. Anemone flaccida [ncbi taxid: ]
  14. Anethum graveolens [ncbi taxid: 40922]
  15. Angelica dahurica [ncbi taxid: 48101]
  16. Angelica sinensis [ncbi taxid: 165353]
  17. Angelica tarokoensis [ncbi taxid: 2831630]
  18. Anthemis aciphylla BOISS.var.discoidea BOISS [ncbi taxid: ]
  19. Araujia sericifera [ncbi taxid: 63463]
  20. Ardisia neriifolia [ncbi taxid: 2184479]
  21. Ardisiae japonicae [ncbi taxid: ]
  22. Aria pallescens [ncbi taxid: ]
  23. Aristolochia debilis [ncbi taxid: 158541]
  24. Arnica nevadensis [ncbi taxid: 436208]
  25. Artemisia annua [ncbi taxid: 35608]
  26. Artemisia annua L. [ncbi taxid: ]
  27. Artemisia apiacea [ncbi taxid: 262982]
  28. Artemisia argyi [ncbi taxid: 259893]
  29. Artemisia capillaris [ncbi taxid: 265783]
  30. Artemisia coerulescens [ncbi taxid: ]
  31. Artemisia dracunculus [ncbi taxid: 72341]
  32. Artemisia monogyna [ncbi taxid: 1903222]
  33. Artemisia montana [ncbi taxid: 669134]
  34. Artemisia princeps [ncbi taxid: 223870]
  35. Artemisia scoparia [ncbi taxid: 72351]
  36. Asarum sieboldii [ncbi taxid: 76098]
  37. Ascocoryne sarcoides [ncbi taxid: 139061]
  38. Aspergillus caespitosus [ncbi taxid: 176165]
  39. Aspidosperma subincanum [ncbi taxid: 2743209]
  40. Astilbe koreana [ncbi taxid: 657399]
  41. Astilbe odontophylla [ncbi taxid: 1277852]
  42. Baccharis dracunculifolia [ncbi taxid: 72900]
  43. Baeckea frutescens L. [ncbi taxid: ]
  44. Barbarea vulgaris subsp. arcuata [ncbi taxid: 767412]
  45. Bassia butyracea [ncbi taxid: ]
  46. Beilschmiedia oreophila [ncbi taxid: 1345224]
  47. Beyeria brevifolia [ncbi taxid: 2752376]
  48. Bombax ceiba [ncbi taxid: 45325]
  49. Boronia muelleri [ncbi taxid: 1764345]
  50. Bothriospermum secundum [ncbi taxid: 1421720]
  51. Botryosphaeria rhodina [ncbi taxid: ]
  52. Bowdichia nitida [ncbi taxid: 595543]
  53. Bragantia wallichii [ncbi taxid: ]
  54. Burkholderia cepacia [ncbi taxid: 292]
  55. Bursaria spinosa [ncbi taxid: 105281]
  56. Canarium album [ncbi taxid: 300208]
  57. Carthamus tinctorius [ncbi taxid: 4222]
  58. Caryocar glabrum [ncbi taxid: 72385]
  59. Cassia carnaval [ncbi taxid: ]
  60. Centipeda minima [ncbi taxid: 397370]
  61. Chloranthus tianmushanensis [ncbi taxid: ]
  62. Chromolaena odorata [ncbi taxid: 103745]
  63. Chromolaena pulchella [ncbi taxid: ]
  64. Cinnamomum aromaticum [ncbi taxid: 119260]
  65. Cinnamomum camphora [ncbi taxid: 13429]
  66. Cinnamomum illicioides [ncbi taxid: ]
  67. Citrus aurantium [ncbi taxid: ]
  68. Citrus maxima [ncbi taxid: 37334]
  69. Citrus medica [ncbi taxid: 171251]
  70. Citrus natsudaidai [ncbi taxid: 109792]
  71. Citrus reticulata [ncbi taxid: 85571]
  72. Citrus reticulate [ncbi taxid: ]
  73. Citrus sinensis [ncbi taxid: 2711]
  74. Citrus trifoliata [ncbi taxid: 37690]
  75. Citrus unshiu [ncbi taxid: 55188]
  76. Cladonia evansii [ncbi taxid: 197026]
  77. Clonostachys rosea [ncbi taxid: 29856]
  78. Coccus fagi [ncbi taxid: ]
  79. Colchicum macedonicum [ncbi taxid: 225786]
  80. Colobocentrotus atratus [ncbi taxid: 39290]
  81. Conoideocrella tenuis [ncbi taxid: 1105321]
  82. Coprosma acerosa [ncbi taxid: 225357]
  83. Coptis deltoidea [ncbi taxid: 261449]
  84. Coriandrum sativum [ncbi taxid: 4047]
  85. Coridothymus capitatus [ncbi taxid: ]
  86. Corydalis stricta [ncbi taxid: 2770815]
  87. Cranfillia vulcanica [ncbi taxid: 393586]
  88. Cryptocarya aschersoniana [ncbi taxid: 1345236]
  89. Cryptocarya triplinervis [ncbi taxid: 136115]
  90. Curcuma longa [ncbi taxid: 136217]
  91. Cyanospira rippkae [ncbi taxid: ]
  92. Cymathere triplicata [ncbi taxid: ]
  93. Dacrydium falciforme [ncbi taxid: ]
  94. Dalbergia frutescens [ncbi taxid: 450026]
  95. Daucus carota [ncbi taxid: 4039]
  96. Delphinium andersoni [ncbi taxid: ]
  97. Dendrosenecio kilimanjari [ncbi taxid: 109559]
  98. Derris sericea [ncbi taxid: ]
  99. Dicliptera riparia [ncbi taxid: ]
  100. Dillenia papuana [ncbi taxid: 1085409]
  101. Dimocarpus fumatus [ncbi taxid: 1972651]
  102. Diphasia angolensis [ncbi taxid: ]
  103. Dipterocarpus alatus [ncbi taxid: 340438]
  104. Drosera peltata [ncbi taxid: 4369]
  105. Echinops amplexicaulis [ncbi taxid: 910522]
  106. Elaeagnus umbellata [ncbi taxid: 43233]
  107. Elsholtzia ciliata [ncbi taxid: 662901]
  108. Elsholtzia splendens [ncbi taxid: 475396]
  109. Epaltes gariepina [ncbi taxid: 1548596]
  110. Ephedra sinica [ncbi taxid: 33152]
  111. Epimedium davidii [ncbi taxid: 253605]
  112. Erwinia rhapontici [ncbi taxid: 55212]
  113. Erysimum odoratum [ncbi taxid: 1137569]
  114. Eucalyptus tereticornis [ncbi taxid: 183855]
  115. Eupatorium argentinum [ncbi taxid: ]
  116. Eupatorium fortunei [ncbi taxid: 330892]
  117. Euphorbia caducifolia [ncbi taxid: 1129975]
  118. Euphorbia officinarum subsp. echinus [ncbi taxid: 1129987]
  119. Eupolyphaga sinensis [ncbi taxid: 367774]
  120. Eutypella scoparia [ncbi taxid: ]
  121. Fagara ailanthoides [ncbi taxid: ]
  122. Ficus elastica [ncbi taxid: 182112]
  123. Ficus formosana [ncbi taxid: 1127366]
  124. Foeniculum vulgare [ncbi taxid: ]
  125. Frullania tamarisci [ncbi taxid: 95764]
  126. Fusarium gibbosum [ncbi taxid: 2126134]
  127. Galenia africana [ncbi taxid: ]
  128. Gardenia fosbergii [ncbi taxid: ]
  129. Gentiana lutea [ncbi taxid: 38851]
  130. Globba malaccensis [ncbi taxid: ]
  131. Gnidia lamprantha [ncbi taxid: ]
  132. Guatteria boliviana [ncbi taxid: 343271]
  133. Helianthopsis bishopii [ncbi taxid: ]
  134. Heterotheca inuloides [ncbi taxid: 3015714]
  135. Homo sapiens [ncbi taxid: 9606]
  136. Houttuynia cordata [ncbi taxid: 16752]
  137. Houttuynia emeiensis [ncbi taxid: ]
  138. Humulus japonicus [ncbi taxid: 3485]
  139. Hydnocarpus venenata [ncbi taxid: ]
  140. Hypericum papuanum [ncbi taxid: 1137007]
  141. Hypselodoris cantabrica [ncbi taxid: ]
  142. Hyssopus officinalis [ncbi taxid: ]
  143. Ilex affinis [ncbi taxid: 185489]
  144. Ilex amara [ncbi taxid: 185490]
  145. Ilex kaushue [ncbi taxid: 1006183]
  146. Inula thapsoides [ncbi taxid: ]
  147. Isodon japonicus [ncbi taxid: 425908]
  148. Isodon kameba [ncbi taxid: ]
  149. Juglans nigra [ncbi taxid: 16719]
  150. Juniperus brevifolia [ncbi taxid: 746017]
  151. Kaempferia pulchra [ncbi taxid: 199647]
  152. Kaunia arbuscularis [ncbi taxid: ]
  153. Knightia excelsa [ncbi taxid: 35944]
  154. Kobus ellipsiprymnus [ncbi taxid: 9962]
  155. Labiatae [ncbi taxid: ]
  156. Lactarius scrobiculatus [ncbi taxid: 93011]
  157. Lasius carniolicus [ncbi taxid: 611224]
  158. Laurencia distichophylla [ncbi taxid: ]
  159. Leonurus glaucescens [ncbi taxid: 445399]
  160. Lepidium draba [ncbi taxid: 153317]
  161. Limeum pterocarpum [ncbi taxid: 764827]
  162. Lippia alnifolia [ncbi taxid: ]
  163. Lippia chevalieri [ncbi taxid: ]
  164. Lobelia chinensis [ncbi taxid: 368926]
  165. Lonicera japonica [ncbi taxid: 105884]
  166. Lupinus formosus [ncbi taxid: 53227]
  167. Lycopodium casuarinoides [ncbi taxid: ]
  168. Maba buxifolia [ncbi taxid: ]
  169. Macleaya cordata [ncbi taxid: 56857]
  170. Macrocystidia cucumis [ncbi taxid: 182055]
  171. Maesopsis eminii [ncbi taxid: 106689]
  172. Magnolia liliflora [ncbi taxid: ]
  173. Magnolia liliiflora [ncbi taxid: 3403]
  174. Micromeria pineolens [ncbi taxid: 306397]
  175. Mosla chinensis [ncbi taxid: 516065]
  176. Mycale cecilia [ncbi taxid: 1325603]
  177. Nemalion vermiculare [ncbi taxid: 935621]
  178. Neolentinus lepideus [ncbi taxid: 38799]
  179. Nepeta mussini [ncbi taxid: ]
  180. Nerita albicilla [ncbi taxid: 52928]
  181. Nidula candida [ncbi taxid: 1348642]
  182. Nigella sativa L [ncbi taxid: ]
  183. Odixia angusta [ncbi taxid: 125740]
  184. Ophiocoma scolopendrina [ncbi taxid: 1365868]
  185. Origanum [ncbi taxid: 39174]
  186. Origanum majorana [ncbi taxid: 268884]
  187. Origanum onites [ncbi taxid: 452416]
  188. Origanum vulgare [ncbi taxid: 39352]
  189. Orthodon hadai [ncbi taxid: ]
  190. Oxandra xylopioides [ncbi taxid: 306934]
  191. Palicourea alpina [ncbi taxid: 60103]
  192. Palicourea fendleri [ncbi taxid: 96253]
  193. Parmelia enteromorpha [ncbi taxid: ]
  194. Penicillium citreonigrum [ncbi taxid: 69768]
  195. Pericarpium citri reticulatae viride [ncbi taxid: ]
  196. Peritassa compta [ncbi taxid: ]
  197. Persicaria thunbergii [ncbi taxid: 668956]
  198. Pheidole pallidula [ncbi taxid: 190770]
  199. Phyllarthron comorense [ncbi taxid: 1776918]
  200. Piper betle [ncbi taxid: 13217]
  201. Piper crassinervium [ncbi taxid: 538253]
  202. Portulaca okinawensis [ncbi taxid: 1342349]
  203. Portulaca oleracea [ncbi taxid: 46147]
  204. Posoqueria latifolia [ncbi taxid: 58460]
  205. Prosopis glandulosa [ncbi taxid: ]
  206. Prunus laurocerasus [ncbi taxid: 32242]
  207. Prunus persica [ncbi taxid: 3760]
  208. Pseudopterogorgia kallos [ncbi taxid: ]
  209. Psiadia dentata [ncbi taxid: 1225829]
  210. Pteris prolifera [ncbi taxid: ]
  211. Pterocarpus grandiflorus [ncbi taxid: ]
  212. Pyrosoma giganteum [ncbi taxid: ]
  213. Quercus aegilops [ncbi taxid: ]
  214. Quercus sessiliflora [ncbi taxid: ]
  215. Rheedia acuminata [ncbi taxid: ]
  216. Rhizobium phaseoli [ncbi taxid: 396]
  217. Rhodiola rosea L. [ncbi taxid: ]
  218. Rhodomyrtus tomentosa [ncbi taxid: 98583]
  219. Rosmarinus officinalis [ncbi taxid: ]
  220. Salacia madagascariensis [ncbi taxid: 670374]
  221. Salix sieboldiana [ncbi taxid: 2878180]
  222. Salvia officinalis [ncbi taxid: 38868]
  223. Salvia xalapensis [ncbi taxid: 2039553]
  224. Sambucus ebulus [ncbi taxid: 28503]
  225. Sambucus nigra [ncbi taxid: 4202]
  226. Satureja hortensis [ncbi taxid: 49987]
  227. Satureja montana [ncbi taxid: 49988]
  228. Satureja thymbra [ncbi taxid: 49989]
  229. Saussurea carthamoides [ncbi taxid: ]
  230. Scrophularia smithii [ncbi taxid: 1357656]
  231. Scutellaria lateriflora [ncbi taxid: 233893]
  232. Securidaca inappendiculata [ncbi taxid: 3091905]
  233. Senecio squalidus [ncbi taxid: 121554]
  234. Senegalia tenuifolia [ncbi taxid: 1130855]
  235. Senna alexandrina [ncbi taxid: 72402]
  236. Seriphidium cinum [ncbi taxid: ]
  237. Sesbania punicea [ncbi taxid: 543741]
  238. Simira eliezeriana [ncbi taxid: ]
  239. Solanum acaule [ncbi taxid: 103871]
  240. Solanum torvum [ncbi taxid: 119830]
  241. Spodoptera eridania [ncbi taxid: 37547]
  242. Spongia maynardii [ncbi taxid: ]
  243. Stenostomum lucidum [ncbi taxid: 43446]
  244. Stolonica socialis [ncbi taxid: 581074]
  245. Streptomyces althioticus [ncbi taxid: 83380]
  246. Streptomyces fulvoviridis [ncbi taxid: 66891]
  247. Streptomyces griseovariabilis [ncbi taxid: 284636]
  248. Stypopodium flabelliforme [ncbi taxid: 381694]
  249. Swertia delavayi [ncbi taxid: 166617]
  250. Symphyocladia latiuscula [ncbi taxid: 396806]
  251. Talaromyces luteus [ncbi taxid: ]
  252. Tanacetum santolinoides [ncbi taxid: ]
  253. Taxodium mucronatum [ncbi taxid: 99812]
  254. Tephrosia crassifolia [ncbi taxid: 3091980]
  255. Thermotoga maritima [ncbi taxid: 2336]
  256. Thyme [ncbi taxid: ]
  257. Thymus magnus [ncbi taxid: 228975]
  258. Thymus maroccanus [ncbi taxid: ]
  259. Thymus piperella [ncbi taxid: ]
  260. Thymus quinquecostatus [ncbi taxid: 228974]
  261. Thymus vulgaris [ncbi taxid: 49992]
  262. Thymus vulgaris L. [ncbi taxid: ]
  263. Torulopsis magnoliae [ncbi taxid: ]
  264. Trachyspermum roxburghianum [ncbi taxid: 2077173]
  265. Trifolium alexandrium [ncbi taxid: ]
  266. Trifolium pratense [ncbi taxid: 57577]
  267. Trypetheliopsis boninensis [ncbi taxid: ]
  268. Tylophora flava [ncbi taxid: ]
  269. Uvaria chamae [ncbi taxid: 174970]
  270. Vaccinium vitis-idaea [ncbi taxid: 180772]
  271. Vallota purpurea [ncbi taxid: ]
  272. Vismia jefensis [ncbi taxid: ]
  273. Vitex madiensis [ncbi taxid: 1899206]
  274. Wunderlichia mirabilis [ncbi taxid: 375931]
  275. Xenia puertogalerae [ncbi taxid: 1572435]
  276. Xylocarpus moluccensis [ncbi taxid: 520510]
  277. Zea mays [ncbi taxid: 4577]
  278. Zilla spinosa [ncbi taxid: 127626]

Pathway Synthetic

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