(-)-Carvone (BioCAD00000000035)

urine

Metabolite Card

Formula: C10H14O (150.1045)
SMILES: CC(=C)[C@@H]1CC=C(C)C(=O)C1

Synonyms [en]

(-)-Carvone; (R)-Carvone; (R)-2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-one; Levo-carvone; (4R)-Carvone; l-1-Methyl-4-isopropenyl-6-cyclohexen-2-one

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

(-)-Carvone. 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: BioCAD00000000035). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Carvone, with R and S isomers, also known as carvol or limonen-6-one, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. p-Menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m-menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Carvone is a neutral compound. Carvone is a naturally occurring organic compound found in many essential oils but is most abundant in the oils from caraway seeds (Carum carvi), spearmint (Mentha spicata), and dill (PMID:27427817). Carvone is a volatile terpenoid found in cannabis plants (PMID:6991645 ). Carvone is occasionally found as a component of biological fluids in normal individuals. Both carvones (R, S) are used in the food and flavor industry (http//doi:10.1016/j.foodchem.2005.01.003). R-carvone is also used in air freshening products and in essential oils used in aromatherapy and alternative medicine. Caraway was used for medicinal purposes by the ancient Romans, but carvone was probably not isolated as a pure compound until Varrentrapp obtained it in 1841 (PMID:5556886 , 2477620 ). Carvone may help in the management of diseases (PMID:30374904) and had been considered as an adjuvant for treatment of cancer patients (PMID:30087792) and patients with epilepsy (PMID:31239862). It also has been successfully used as a biopesticide (PMID:30250476).

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 6485-40-1
  • PubChem: 439570
  • ChEBI: ChEBI:15400
  • ChEBI: ChEBI:38265
  • HMDB: HMDB0035089
  • LipidMaps: LMPR0102090007
  • KEGG: C01767
  • BioCyc: CPD-1089
  • RefMet: RM0118485
  • MoNA: HMDB0035089_c_ms_102688
  • MoNA: HMDB0035089_c_ms_102689
  • MoNA: HMDB0035089_c_ms_102690
  • MoNA: HMDB0035089_c_ms_102691
  • MoNA: HMDB0035089_c_ms_99860
  • MoNA: HMDB0035089_ms_ms_2394
  • MoNA: HMDB0035089_ms_ms_2395
  • MoNA: HMDB0035089_ms_ms_2396
  • MoNA: JP005802
  • Metlin: METLIN_41072
  • Coconut NaturalProduct: CNP0244112.2

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R03114 1.1.1.243 (-)-trans-carveol:NADP+ oxidoreductase
KEGG:R06373 1.3.99.25 carvone reductase
KEGG:R06374 C11395<=>C01767
Rhea:RHEA:13630 1.1.1.243 (1S,5R)-carveol + NADP+ => (R)-carvone + NADPH + H+
Rhea:RHEA:13631 1.1.1.243 (R)-carvone + NADPH + H+ => (1S,5R)-carveol + NADP+
Rhea:RHEA:13632 1.1.1.243 (1S,5R)-carveol + NADP+ <=> (R)-carvone + NADPH + H+
Rhea:RHEA:25845 1.1.1 (1S,5R)-carveol + NAD+ => (R)-carvone + NADH + H+
Rhea:RHEA:25846 1.1.1 (R)-carvone + NADH + H+ => (1S,5R)-carveol + NAD+
Rhea:RHEA:25847 1.1.1 (1S,5R)-carveol + NAD+ <=> (R)-carvone + NADH + H+
Rhea:RHEA:32424 1.3.99.25 (1R,4R)-dihydrocarvone + A => (R)-carvone + AH2
Rhea:RHEA:32425 1.3.99.25 (R)-carvone + AH2 => (1R,4R)-dihydrocarvone + A
Rhea:RHEA:32426 1.3.99.25 (1R,4R)-dihydrocarvone + A <=> (R)-carvone + AH2
BioCyc:CARVEOL-DEHYDROGENASE-RXN 1.1.1.243 CPD-10051 + NADP --> CPD-1089 + NADPH + PROTON
BioCyc:RXN-9404 1.1.98.- CPD-10050 + Mycofactocinones --> CPD-1089 + Mycofactocinols
BioCyc:RXN-9400 1.1.98.- CPD-10051 + Mycofactocinones --> CPD-1089 + Mycofactocinols
BioCyc:RXN-14151 1.1.1.- CPD-10051 + NAD<=>CPD-1089 + NADH + PROTON
BioCyc:RXN-9403 1.3.99.25 CPD-1089 + Donor-H2 --> CPD-10039 + Acceptor
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Organism Source

Taxonomy Source

  1. Aceriphyllum rossii [ncbi taxid: ]
  2. Actinomadura hibisca [ncbi taxid: 68565]
  3. Agnorhiza bolanderi [ncbi taxid: 230216]
  4. Ajuga reptans [ncbi taxid: 38596]
  5. Akebia quinata [ncbi taxid: 13331]
  6. Akebia trifoliata [ncbi taxid: 155132]
  7. Alligator mississippiensis [ncbi taxid: 8496]
  8. Allium victorialis [ncbi taxid: 88845]
  9. Almeidea rubra [ncbi taxid: ]
  10. Amomum villosum [ncbi taxid: ]
  11. Anastrepha suspensa [ncbi taxid: 28587]
  12. Anaxagorea clavata [ncbi taxid: ]
  13. Anethum graveolens [ncbi taxid: 40922]
  14. Angelica dahurica [ncbi taxid: 48101]
  15. Araujia sericifera [ncbi taxid: 63463]
  16. Arctium minus [ncbi taxid: 143172]
  17. Aria pallescens [ncbi taxid: ]
  18. Aristolochia debilis [ncbi taxid: 158541]
  19. Arnica nevadensis [ncbi taxid: 436208]
  20. Artemisia argyi [ncbi taxid: 259893]
  21. Artemisia capillaris [ncbi taxid: 265783]
  22. Artemisia dracunculus [ncbi taxid: 72341]
  23. Artemisia monogyna [ncbi taxid: 1903222]
  24. Artemisia montana [ncbi taxid: 669134]
  25. Artemisia princeps [ncbi taxid: 223870]
  26. Arthrophytum leptocladum [ncbi taxid: ]
  27. Asarum sieboldii [ncbi taxid: 76098]
  28. Aspergillus caespitosus [ncbi taxid: 176165]
  29. Astilbe koreana [ncbi taxid: 657399]
  30. Atractylodes lancea [ncbi taxid: 41486]
  31. Atractylodes macrocephala [ncbi taxid: 265785]
  32. Bassia butyracea [ncbi taxid: ]
  33. Beyeria brevifolia [ncbi taxid: 2752376]
  34. Blepharis sindica [ncbi taxid: ]
  35. Boronia muelleri [ncbi taxid: 1764345]
  36. Bryophyllum pinnatum [ncbi taxid: ]
  37. Bupleurum marginatum [ncbi taxid: 359514]
  38. Burkholderia cepacia [ncbi taxid: 292]
  39. Bursaria spinosa [ncbi taxid: 105281]
  40. Cassia carnaval [ncbi taxid: ]
  41. Cellulomonas biazotea [ncbi taxid: 1709]
  42. Chloranthus tianmushanensis [ncbi taxid: ]
  43. Chromolaena odorata [ncbi taxid: 103745]
  44. Chromolaena pulchella [ncbi taxid: ]
  45. Chrysanthemum indicum [ncbi taxid: 146995]
  46. Chrysanthemum x morifolium [ncbi taxid: 41568]
  47. Cinnamomum aromaticum [ncbi taxid: 119260]
  48. Citrus aurantium [ncbi taxid: ]
  49. Citrus maxima [ncbi taxid: 37334]
  50. Citrus natsudaidai [ncbi taxid: 109792]
  51. Citrus reticulata [ncbi taxid: 85571]
  52. Citrus sinensis [ncbi taxid: 2711]
  53. Citrus trifoliata [ncbi taxid: 37690]
  54. Citrus unshiu [ncbi taxid: 55188]
  55. Cladonia evansii [ncbi taxid: 197026]
  56. Cladosporium tenuissimum [ncbi taxid: 70808]
  57. Clonostachys rosea [ncbi taxid: 29856]
  58. Coccus fagi [ncbi taxid: ]
  59. Colchicum macedonicum [ncbi taxid: 225786]
  60. Comamonas testosteroni [ncbi taxid: 285]
  61. Conoideocrella tenuis [ncbi taxid: 1105321]
  62. Coprosma acerosa [ncbi taxid: 225357]
  63. Coptis deltoidea [ncbi taxid: 261449]
  64. Corbicula fluminea [ncbi taxid: 45949]
  65. Cranfillia vulcanica [ncbi taxid: 393586]
  66. Curcuma kwangsiensis [ncbi taxid: 136216]
  67. Curcuma longa [ncbi taxid: 136217]
  68. Curcuma phaeocaulis [ncbi taxid: 136218]
  69. Curcuma wenyujin [ncbi taxid: 136221]
  70. Curcuma zedoaria [ncbi taxid: 136224]
  71. Cyanospira rippkae [ncbi taxid: ]
  72. Cymathere triplicata [ncbi taxid: ]
  73. Cyperus rotundus [ncbi taxid: 512623]
  74. Dalbergia frutescens [ncbi taxid: 450026]
  75. Daucus carota [ncbi taxid: 4039]
  76. Dendrosenecio kilimanjari [ncbi taxid: 109559]
  77. Dicliptera riparia [ncbi taxid: ]
  78. Dillenia papuana [ncbi taxid: 1085409]
  79. Dipterocarpus alatus [ncbi taxid: 340438]
  80. Dracocephalum thymiflorum [ncbi taxid: 1534738]
  81. Drosera peltata [ncbi taxid: 4369]
  82. Echinops amplexicaulis [ncbi taxid: 910522]
  83. Elettaria cardamomum [ncbi taxid: 105181]
  84. Elsholtzia ciliata [ncbi taxid: 662901]
  85. Epaltes gariepina [ncbi taxid: 1548596]
  86. Erioderma wrightii [ncbi taxid: 3383924]
  87. Erwinia rhapontici [ncbi taxid: 55212]
  88. Euphorbia caducifolia [ncbi taxid: 1129975]
  89. Fibraurea recisa [ncbi taxid: 714469]
  90. Ficus elastica [ncbi taxid: 182112]
  91. Ficus formosana [ncbi taxid: 1127366]
  92. Foeniculum vulgare [ncbi taxid: ]
  93. Fragaria indica [ncbi taxid: ]
  94. Frullania brittoniae [ncbi taxid: 642286]
  95. Fusarium gibbosum [ncbi taxid: 2126134]
  96. Ganoderma lucidum [ncbi taxid: 5315]
  97. Gardenia fosbergii [ncbi taxid: ]
  98. Gentiana axillariflora [ncbi taxid: ]
  99. Girgensohnia diptera [ncbi taxid: 1665486]
  100. Haminoea orbignyana [ncbi taxid: 489901]
  101. Helianthopsis bishopii [ncbi taxid: ]
  102. Heteromorpha arborescens var. abyssinica [ncbi taxid: 46370]
  103. Hypericum papuanum [ncbi taxid: 1137007]
  104. Hypericum perforatum [ncbi taxid: 65561]
  105. Hypselodoris cantabrica [ncbi taxid: ]
  106. Ilex affinis [ncbi taxid: 185489]
  107. Ilex kaushue [ncbi taxid: 1006183]
  108. Illicium difengpi [ncbi taxid: 124772]
  109. Inula thapsoides [ncbi taxid: ]
  110. Isodon kameba [ncbi taxid: ]
  111. Kaempferia pulchra [ncbi taxid: 199647]
  112. Kaunia arbuscularis [ncbi taxid: ]
  113. Lactarius scrobiculatus [ncbi taxid: 93011]
  114. Lamellodysidea herbacea [ncbi taxid: 279619]
  115. Latua pubiflora [ncbi taxid: 540810]
  116. Laurus persea [ncbi taxid: ]
  117. Limeum pterocarpum [ncbi taxid: 764827]
  118. Lobelia st [ncbi taxid: ]
  119. Lupinus formosus [ncbi taxid: 53227]
  120. Macrocystidia cucumis [ncbi taxid: 182055]
  121. Mentha arvensis [ncbi taxid: 292239]
  122. Mentha canadensis [ncbi taxid: 294733]
  123. Mentha crispa [ncbi taxid: ]
  124. Mentha spicata [ncbi taxid: 29719]
  125. Mentha viridis [ncbi taxid: ]
  126. Mosla chinensis [ncbi taxid: 516065]
  127. Nerita albicilla [ncbi taxid: 52928]
  128. Odixia angusta [ncbi taxid: 125740]
  129. Oldenlandia diffusa [ncbi taxid: ]
  130. Oxandra xylopioides [ncbi taxid: 306934]
  131. Palicourea alpina [ncbi taxid: 60103]
  132. Parmelia enteromorpha [ncbi taxid: ]
  133. Pericallis cruenta [ncbi taxid: 98709]
  134. Perilla frutescens [ncbi taxid: 48386]
  135. Persicaria thunbergii [ncbi taxid: 668956]
  136. Phebalium gracile [ncbi taxid: ]
  137. Pheidole pallidula [ncbi taxid: 190770]
  138. Pinus densiflora var. densiflora [ncbi taxid: 1044906]
  139. Platanus occidentalis [ncbi taxid: 4403]
  140. Posoqueria latifolia [ncbi taxid: 58460]
  141. Prosopis glandulosa [ncbi taxid: ]
  142. Prunus laurocerasus [ncbi taxid: 32242]
  143. Pseudopterogorgia kallos [ncbi taxid: ]
  144. Pteris prolifera [ncbi taxid: ]
  145. Pterocarpus grandiflorus [ncbi taxid: ]
  146. Pyrosoma giganteum [ncbi taxid: ]
  147. Quercus aegilops [ncbi taxid: ]
  148. Remijia pedunculata [ncbi taxid: ]
  149. Rhizobium phaseoli [ncbi taxid: 396]
  150. Rhododendron tomentosum [ncbi taxid: 49170]
  151. Rhodomyrtus tomentosa [ncbi taxid: 98583]
  152. Rudbeckia hirta [ncbi taxid: 52299]
  153. Salix sieboldiana [ncbi taxid: 2878180]
  154. Salvia officinalis [ncbi taxid: 38868]
  155. Salvia xalapensis [ncbi taxid: 2039553]
  156. Sambucus ebulus [ncbi taxid: 28503]
  157. Saracha viscosa [ncbi taxid: ]
  158. Sarcodon aspratus [ncbi taxid: 155012]
  159. Scrophularia smithii [ncbi taxid: 1357656]
  160. Securidaca inappendiculata [ncbi taxid: 3091905]
  161. Senecio erosus [ncbi taxid: 2185271]
  162. Senecio squalidus [ncbi taxid: 121554]
  163. Senna alexandrina [ncbi taxid: 72402]
  164. Septomyxa affinis [ncbi taxid: ]
  165. Seriphidium cinum [ncbi taxid: ]
  166. Sesbania punicea [ncbi taxid: 543741]
  167. Simira eliezeriana [ncbi taxid: ]
  168. Sinopodophyllum emodi [ncbi taxid: ]
  169. Smallanthus glabratus [ncbi taxid: ]
  170. Solanum torvum [ncbi taxid: 119830]
  171. Solanum toxicarum [ncbi taxid: ]
  172. Spongia australis [ncbi taxid: ]
  173. Stelletta inconspicua [ncbi taxid: ]
  174. Stenostomum lucidum [ncbi taxid: 43446]
  175. Streptomyces althioticus [ncbi taxid: 83380]
  176. Streptomyces fulvoviridis [ncbi taxid: 66891]
  177. Swertia carolinensis [ncbi taxid: ]
  178. Syzygium aromaticum [ncbi taxid: 219868]
  179. Tanacetum santolinoides [ncbi taxid: ]
  180. Taxodium mucronatum [ncbi taxid: 99812]
  181. Thalictrum revolutum [ncbi taxid: 46972]
  182. Thymus quinquecostatus [ncbi taxid: 228974]
  183. Thymus vulgaris [ncbi taxid: 49992]
  184. Trichia favoginea [ncbi taxid: ]
  185. Trifolium alexandrium [ncbi taxid: ]
  186. Trifolium pratense [ncbi taxid: 57577]
  187. Tylophora flava [ncbi taxid: ]
  188. Umtiza listeriana [ncbi taxid: 162936]
  189. Valeriana vaginata [ncbi taxid: ]
  190. Vitex madiensis [ncbi taxid: 1899206]
  191. Wunderlichia mirabilis [ncbi taxid: 375931]
  192. Zanthoxylum bungeanum [ncbi taxid: 328401]
  193. Zanthoxylum piperitum [ncbi taxid: 354529]
  194. Zanthoxylum schinifolium [ncbi taxid: 354530]
  195. Zilla spinosa [ncbi taxid: 127626]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-5928 (4R)-carvone biosynthesis
BioCyc:META_PWY-5922 (4R)-carveol and (4R)-dihydrocarveol degradation
PlantCyc:PLANT_PWY-5928 (4R)-carvone biosynthesis
View All Pathways