(+)-Camphene (BioCAD00000000148)

plant natural products

Metabolite Card

Formula: C10H16 (136.1252)
SMILES: CC1(C)[C@@H]2CC[C@@H](C2)C1=C

Synonyms [en]

(+)-Comphene; (+)-Camphene; (1R,4S)-Camphene; D-Camphene; (1R,4S)-2,2-dimethyl-3-methylidenebicyclo[2.2.1]heptane; (1R)-2,2-Dimethyl-3-methylenebicyclo[2.2.1]heptane

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

(+)-Camphene. 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: BioCAD00000000148). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Camphene, also known as 2,2-dimethyl-3-methylenebicyclo[2.2.1]heptane or 2,2-dimethyl-3-methylenenorbornane, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. 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-eritritol-phosphate (MEP) pathway in plastids (PMID: 7640522). 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. Camphene is nearly insoluble in water but very soluble in common organic solvents. It volatilizes readily at room temperature and has a pungent smell. It exists as a flammable, white solid that has a minty, citrus, eucalyptus odor. It is produced industrially by catalytic isomerization of the more common alpha-pinene. Camphene is used in the preparation of fragrances and in food additives for flavouring. In the mid-19th century it was used as a fuel for lamps, but this was limited by its explosiveness. Camphene exists in all eukaryotes, ranging from yeast to plants to humans. Camphene can be found in a number of food items such as dill, carrots, caraway, hyssop, lemon, orange, nutmeg seed, parsley, sage, thyme, turmeric and fennel, which makes camphene a potential biomarker for the consumption of these food products. It is a minor constituent of many essential oils such as turpentine, cypress oil, camphor oil, citronella oil, neroli, ginger oil, and valerian.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 5794-03-6
  • PubChem: 92221
  • ChEBI: ChEBI:20
  • HMDB: HMDB0301815
  • LipidMaps: LMPR0102120011
  • KEGG: C06304
  • BioCyc: CPD-8767
  • Metlin: METLIN_41088
  • Coconut NaturalProduct: CNP0256268.2

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R09971 4.2.3.116 geranyl-diphosphate diphosphate-lyase [cyclizing, (+)-camphene-forming]
Rhea:RHEA:32568 4.2.3.116 (2E)-geranyl diphosphate => (1R,4S)-camphene + diphosphate
Rhea:RHEA:32569 4.2.3.116 (1R,4S)-camphene + diphosphate => (2E)-geranyl diphosphate
Rhea:RHEA:32570 4.2.3.116 (2E)-geranyl diphosphate <=> (1R,4S)-camphene + diphosphate
BioCyc:RXN-8576 4.2.3.116 GERANYL-PP --> CPD-8767 + PPI
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Organism Source

Taxonomy Source

  1. Abies alba Mill. [ncbi taxid: ]
  2. Abies balsamea (L.) Mill. [ncbi taxid: ]
  3. Abies excelsa [ncbi taxid: ]
  4. Abies grandis [ncbi taxid: 46611]
  5. Achillea santolinoids [ncbi taxid: ]
  6. Acorus calamus [ncbi taxid: 4465]
  7. Acorus calanus L. [ncbi taxid: ]
  8. Acorus gramineus [ncbi taxid: 55184]
  9. Acorus tatarinowii [ncbi taxid: 123564]
  10. Alphinia galanga [ncbi taxid: ]
  11. Alpinia galanga [ncbi taxid: 94327]
  12. Amomum compactum [ncbi taxid: ]
  13. Amomum krervanh [ncbi taxid: 649195]
  14. Amomum longiligulare [ncbi taxid: ]
  15. Amomum villosum [ncbi taxid: ]
  16. Amomum xanthioides [ncbi taxid: ]
  17. Angelica acutiloba [ncbi taxid: 55605]
  18. Angelica gigas [ncbi taxid: 85712]
  19. Angelica sinensis [ncbi taxid: 165353]
  20. Artemisia annua L. [ncbi taxid: ]
  21. Artemisia apiacea [ncbi taxid: 262982]
  22. Artemisia argyi [ncbi taxid: 259893]
  23. Artemisia capillaris [ncbi taxid: 265783]
  24. Artemisia iwayomogi [ncbi taxid: 265784]
  25. Artemisia montana [ncbi taxid: 669134]
  26. Artemisia princeps [ncbi taxid: 223870]
  27. Asarum heterotropoides [ncbi taxid: 366663]
  28. Asarum sieboldii [ncbi taxid: 76098]
  29. Asiasarum heterotropoides [ncbi taxid: ]
  30. Asiasarum sieboldii [ncbi taxid: ]
  31. Atractylodes lancea [ncbi taxid: 41486]
  32. Atractylodes macrocephala [ncbi taxid: 265785]
  33. Baeckea frutescens L. [ncbi taxid: ]
  34. Boswellia carterii [ncbi taxid: ]
  35. Capsicum annuum [ncbi taxid: 4072]
  36. Cedrus libani [ncbi taxid: 93692]
  37. Chrysanthemum indicum [ncbi taxid: 146995]
  38. Chrysanthemum x morifolium [ncbi taxid: 41568]
  39. Chrysanthemum zawadskii [ncbi taxid: ]
  40. Cinamomum cassia [ncbi taxid: ]
  41. Cinnamomum aromaticum [ncbi taxid: 119260]
  42. Cinnamomum camphora [ncbi taxid: 13429]
  43. Cinnamomum camphora Sieb. [ncbi taxid: ]
  44. Cistus clusii [ncbi taxid: 335182]
  45. Cistus creticus [ncbi taxid: 191224]
  46. Citrus aurantium [ncbi taxid: ]
  47. Citrus junos [ncbi taxid: 135197]
  48. Citrus maxima [ncbi taxid: 37334]
  49. Citrus medica [ncbi taxid: 171251]
  50. Citrus reticulata [ncbi taxid: 85571]
  51. Citrus unshiu [ncbi taxid: 55188]
  52. Cnidium monieri [ncbi taxid: ]
  53. Cnidium monnieri [ncbi taxid: 94007]
  54. Conyza newii [ncbi taxid: ]
  55. Curcuma aeruginosa [ncbi taxid: 136205]
  56. Curcuma amanda Roxb [ncbi taxid: ]
  57. Curcuma aromatica [ncbi taxid: 136209]
  58. Curcuma kwangsiensis [ncbi taxid: 136216]
  59. Curcuma longa [ncbi taxid: 136217]
  60. Curcuma phaeocaulis [ncbi taxid: 136218]
  61. Curcuma wenyujin [ncbi taxid: 136221]
  62. Curcuma xanthorrhiza [ncbi taxid: 136222]
  63. Curcuma zedoaria [ncbi taxid: 136224]
  64. Cyperus rotundus [ncbi taxid: 512623]
  65. Cyperus rotundus L. [ncbi taxid: ]
  66. Daucus carota [ncbi taxid: 4039]
  67. Elettaria cardamomum [ncbi taxid: 105181]
  68. Elsholtzia ciliata [ncbi taxid: 662901]
  69. Falcaria vulgaris [ncbi taxid: 52469]
  70. Ferula assafoetida [ncbi taxid: ]
  71. Ferula fukanensis [ncbi taxid: 1271630]
  72. Ferula iliensis [ncbi taxid: 1514025]
  73. Ferula sinkiangensis [ncbi taxid: 1271632]
  74. Foeniculum vulgare [ncbi taxid: ]
  75. Forsythia suspensa [ncbi taxid: 126418]
  76. Forsythia viridissima [ncbi taxid: 205691]
  77. Fructus amomi [ncbi taxid: ]
  78. Fructus amomi rotundus [ncbi taxid: ]
  79. Glehnia littoralis [ncbi taxid: 48119]
  80. Guatteriopsis hispida [ncbi taxid: ]
  81. Hansenia forbesii [ncbi taxid: 165499]
  82. Hansenia weberbaueriana [ncbi taxid: 54724]
  83. Houttuynia cordata [ncbi taxid: 16752]
  84. Houttuynia cordata Thunb. [ncbi taxid: ]
  85. Illicium verum [ncbi taxid: 124778]
  86. Inula helenium [ncbi taxid: 55635]
  87. Laggera pterodonta [ncbi taxid: 313968]
  88. Leonurus heterophyllus [ncbi taxid: ]
  89. Lindera aggregata [ncbi taxid: 545644]
  90. Lindera strichnifolia [ncbi taxid: ]
  91. Lippia javanica [ncbi taxid: 925357]
  92. Lippia ukambensis [ncbi taxid: ]
  93. Liquidambar orientalis [ncbi taxid: 63360]
  94. Litsea cubeba [ncbi taxid: 155299]
  95. Magnolia biondii [ncbi taxid: 86725]
  96. Magnolia denudata [ncbi taxid: 85856]
  97. Magnolia kobus [ncbi taxid: 54732]
  98. Magnolia obovata [ncbi taxid: 349509]
  99. Magnolia officinalis [ncbi taxid: 85864]
  100. Magnolia salicifolia [ncbi taxid: 3411]
  101. Magnolia sprengeri [ncbi taxid: 86737]
  102. Marrubium vulgare L. [ncbi taxid: ]
  103. Marsupella emarginata [ncbi taxid: 253513]
  104. Melaleuca leucadendra L. [ncbi taxid: ]
  105. Melia azadirach [ncbi taxid: ]
  106. Mentha arvensis L. [ncbi taxid: ]
  107. Mentha piperita L. [ncbi taxid: ]
  108. Mosla chinensis [ncbi taxid: 516065]
  109. Myristica fragrans [ncbi taxid: 51089]
  110. Ocotea sinuata [ncbi taxid: 1930897]
  111. Ostericum grosseserratum [ncbi taxid: 182415]
  112. Panax ginseng [ncbi taxid: 4054]
  113. Panax notoginseng [ncbi taxid: 44586]
  114. Panax quinquefolius [ncbi taxid: 44588]
  115. Picea ajanensis [ncbi taxid: ]
  116. Picea glehnii L. [ncbi taxid: ]
  117. Picea koraiensis [ncbi taxid: 308680]
  118. Picea schrenkiana [ncbi taxid: 162307]
  119. Pinus cembra [ncbi taxid: 58041]
  120. Piper arboreum [ncbi taxid: 130381]
  121. Piper cubeba [ncbi taxid: 405322]
  122. Piper fimbriulatum [ncbi taxid: 425151]
  123. Piper nigrum [ncbi taxid: 13216]
  124. Platycladus orientalis [ncbi taxid: 58046]
  125. Plectranthus marrubioides [ncbi taxid: ]
  126. Polygonatum odoratum [ncbi taxid: 82207]
  127. Rhodiola rosea L. [ncbi taxid: ]
  128. Salvia officinalis [ncbi taxid: 38868]
  129. Satureja douglasii [ncbi taxid: ]
  130. Saussurea lappa [ncbi taxid: ]
  131. Schisandra chinensis [ncbi taxid: 50507]
  132. Senna alexandrina [ncbi taxid: 72402]
  133. Solidago canadensis [ncbi taxid: 59297]
  134. Spongiporus leucomallellus (Murril) [ncbi taxid: ]
  135. Syzygium aromaticum [ncbi taxid: 219868]
  136. Tarchonanthus camphoratus [ncbi taxid: 41650]
  137. Tetradenia riparia [ncbi taxid: 992795]
  138. Thymus piperella [ncbi taxid: ]
  139. Thymus quinquecostatus [ncbi taxid: 228974]
  140. Thymus vulgaris [ncbi taxid: 49992]
  141. Torilis japonica [ncbi taxid: 49576]
  142. Trifolium repens L. [ncbi taxid: ]
  143. Vitex negundo [ncbi taxid: 361442]
  144. Zanthoxylum bungeanum [ncbi taxid: 328401]
  145. Zanthoxylum piperitum [ncbi taxid: 354529]
  146. Zanthoxylum schinifolium [ncbi taxid: 354530]
  147. Zingiber cassumunar Roxb. [ncbi taxid: ]
  148. Zingiber mioga (Thunberg) Roscoe [ncbi taxid: ]
  149. Zingiber montanum (Koenig) Theilade [ncbi taxid: ]
  150. Zingiber officinale [ncbi taxid: 94328]
  151. Zingiber officinale ROSC. [ncbi taxid: ]
  152. Zingiber zerumbet Smith [ncbi taxid: ]

Pathway Synthetic

pathway id name
BioCyc:ARA_PWY-3041 monoterpene biosynthesis
BioCyc:META_PWY-3041 monoterpene biosynthesis
PlantCyc:TOMATO_PWY-3041 monoterpene biosynthesis
PlantCyc:PLANT_PWY-3041 monoterpene biosynthesis
PlantCyc:GRAPE_PWY-3041 monoterpene biosynthesis
PlantCyc:LER_PWY-3041 monoterpene biosynthesis
PlantCyc:ARA_PWY-3041 monoterpene biosynthesis
View All Pathways