Docosanoic acid (BioCAD00000010280)

blood feces urine placenta

Metabolite Card

Formula: C22H44O2 (340.3341)
SMILES: CCCCCCCCCCCCCCCCCCCCCC(O)=O

Synonyms [en]

docosanoic acid; behenic acid; Docosansaeure; Behensaeure; Docosoic acid; N-DOCOSANOIC ACID

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Docosanoic acid. 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: BioCAD00000010280). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Behenic acid, also docosanoic acid, is a normal carboxylic acid, a fatty acid with formula C21H43COOH. It is an important constituent of the behen oil extracted from the seeds of the Ben-oil tree, and it is so named from the Persian month Bahman when the roots of this tree were harvested. Behenic acid has been identified in the human placenta (PMID:32033212).

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 112-85-6
  • PubChem: 8215
  • ChEBI: ChEBI:23858
  • ChEBI: ChEBI:28941
  • HMDB: HMDB0000944
  • LipidMaps: LMFA01010022
  • KEGG: C08281
  • NCBI MeSH: behenic acid
  • Wikipedia: Behenic acid
  • Wikipedia: Behenic_acid
  • RefMet: RM0153577
  • MoNA: EMBL-MCF_spec348170
  • MoNA: FiehnLib000582
  • MoNA: HMDB0000944_c_ms_2048
  • MoNA: HMDB0000944_ms_ms_1339
  • MoNA: HMDB0000944_ms_ms_1340
  • MoNA: HMDB0000944_ms_ms_1341
  • MoNA: HMDB0000944_ms_ms_285654
  • MoNA: HMDB0000944_ms_ms_285655
  • MoNA: HMDB0000944_ms_ms_285656
  • MoNA: HMDB0000944_ms_ms_285657
  • MoNA: HMDB0000944_ms_ms_285658
  • MoNA: JP009247
  • MoNA: LipidBlast2022_953900
  • MoNA: LipidBlast417818
  • MoNA: MetaboBASE0887
  • MoNA: MetaboBASE0888
  • MoNA: MetaboBASE0889
  • MoNA: MetaboBASE0890
  • MoNA: MetaboBASE0891
  • MoNA: OUF00124
  • MoNA: PS067801
  • Metlin: METLIN_260
  • Coconut NaturalProduct: CNP0215073.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R08184 3.1.2.- C16528 + C00001<=>C00010 + C08281
KEGG:R09454 1.14.-.- docosanoate,NADPH:oxygen oxidoreductase (22-hydroxylating)
Rhea:RHEA:33636 docosanoate + ATP + CoA => docosanoyl-CoA + AMP + diphosphate
Rhea:RHEA:33637 docosanoyl-CoA + AMP + diphosphate => docosanoate + ATP + CoA
Rhea:RHEA:33638 docosanoate + ATP + CoA <=> docosanoyl-CoA + AMP + diphosphate
Rhea:RHEA:39820 docosanoate + 2 Fe(II)-[cytochrome b5] + O2 + 2 H+ => 2-hydroxydocosanoate + 2 Fe(III)-[cytochrome b5] + H2O
Rhea:RHEA:39821 2-hydroxydocosanoate + 2 Fe(III)-[cytochrome b5] + H2O => docosanoate + 2 Fe(II)-[cytochrome b5] + O2 + 2 H+
Rhea:RHEA:39822 docosanoate + 2 Fe(II)-[cytochrome b5] + O2 + 2 H+ <=> 2-hydroxydocosanoate + 2 Fe(III)-[cytochrome b5] + H2O
Rhea:RHEA:40080 docosanoate + reduced [NADPH—hemoprotein reductase] + O2 => 22-hydroxydocosanoate + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:40081 22-hydroxydocosanoate + oxidized [NADPH—hemoprotein reductase] + H2O + H+ => docosanoate + reduced [NADPH—hemoprotein reductase] + O2
Rhea:RHEA:40082 docosanoate + reduced [NADPH—hemoprotein reductase] + O2 <=> 22-hydroxydocosanoate + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:40784 docosanoyl-CoA + H2O => docosanoate + CoA + H+
Rhea:RHEA:40785 docosanoate + CoA + H+ => docosanoyl-CoA + H2O
Rhea:RHEA:40786 docosanoyl-CoA + H2O <=> docosanoate + CoA + H+
Rhea:RHEA:47121 docosanoate + glycine => N-docosanoylglycine + H2O
Rhea:RHEA:47122 N-docosanoylglycine + H2O => docosanoate + glycine
Rhea:RHEA:47123 docosanoate + glycine <=> N-docosanoylglycine + H2O
Rhea:RHEA:51829 docosanoate(out) + ATP(in) + CoA(in) + H+(out) => docosanoyl-CoA(in) + AMP(in) + diphosphate(in) + H+(in)
Rhea:RHEA:51830 docosanoyl-CoA(in) + AMP(in) + diphosphate(in) + H+(in) => docosanoate(out) + ATP(in) + CoA(in) + H+(out)
Rhea:RHEA:51831 docosanoate(out) + ATP(in) + CoA(in) + H+(out) <=> docosanoyl-CoA(in) + AMP(in) + diphosphate(in) + H+(in)
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Organism Source

Taxonomy Source

  1. Abies nobilis [ncbi taxid: ]
  2. Acrocomia sclerocarpa [ncbi taxid: ]
  3. Adenanthera pavonina [ncbi taxid: 3811]
  4. Alkanna hirsutissima [ncbi taxid: 554523]
  5. Allium tuberosum [ncbi taxid: 4683]
  6. Aloe africana [ncbi taxid: 1080010]
  7. Aloe ferox [ncbi taxid: 117798]
  8. Aloe spicata [ncbi taxid: 992642]
  9. Aloe vera [ncbi taxid: 34199]
  10. Amentotaxus argotaenia [ncbi taxid: 25625]
  11. Amomum krervanh [ncbi taxid: 649195]
  12. Amsinckia menziesii [ncbi taxid: 1213287]
  13. Anisomeles indica [ncbi taxid: 516069]
  14. Aplophyllum bungei [ncbi taxid: ]
  15. Aplophyllum dubium [ncbi taxid: ]
  16. Arabidopsis thaliana [ncbi taxid: 3702]
  17. Arachniodes exilis [ncbi taxid: 2520587]
  18. Argania spinosa [ncbi taxid: ]
  19. Astragalus complanatus [ncbi taxid: ]
  20. Avrainvillea nigricans [ncbi taxid: 381413]
  21. Ballota lanata [ncbi taxid: ]
  22. Brassica oleracea var. sabauda [ncbi taxid: 1216010]
  23. Briareum violacea [ncbi taxid: ]
  24. Buddleja variabilis [ncbi taxid: ]
  25. Calea megacephala [ncbi taxid: 183009]
  26. Calophyllum calaba [ncbi taxid: 883767]
  27. Calophyllum inophyllum [ncbi taxid: 158927]
  28. Cannabis sativa [ncbi taxid: 3483]
  29. Capsicum annuum [ncbi taxid: 4072]
  30. Carthamus tinctorius [ncbi taxid: 4222]
  31. Castanea mollissima [ncbi taxid: 60419]
  32. Cicuta virosa [ncbi taxid: 48109]
  33. Citrullus lanatus [ncbi taxid: 3654]
  34. Citrullus lanatus subsp. vulgaris [ncbi taxid: ]
  35. Clitoria ternata [ncbi taxid: ]
  36. Cnidium monnieri [ncbi taxid: 94007]
  37. Cocculus leaeba [ncbi taxid: ]
  38. Codiaeum variegatum [ncbi taxid: 138558]
  39. Cordyline indivisa [ncbi taxid: 2016532]
  40. Coronophora gregaria [ncbi taxid: 714403]
  41. Corydalis cornuta [ncbi taxid: 2973991]
  42. Cressa cretica [ncbi taxid: 1465651]
  43. Croton cajucara [ncbi taxid: 323033]
  44. Cucurbita maxima [ncbi taxid: 3661]
  45. Curcuma kwangsiensis [ncbi taxid: 136216]
  46. Curcuma longa [ncbi taxid: 136217]
  47. Curcuma phaeocaulis [ncbi taxid: 136218]
  48. Curcuma wenyujin [ncbi taxid: 136221]
  49. Curcuma zedoaria [ncbi taxid: 136224]
  50. Dacrydium biforme [ncbi taxid: ]
  51. Daemonorops draco [ncbi taxid: ]
  52. Delesseria sanguinea [ncbi taxid: 131097]
  53. Delphinium campylocentrum [ncbi taxid: ]
  54. Derris glabrescens [ncbi taxid: ]
  55. Derris reticulata [ncbi taxid: 647089]
  56. Didemnum inarmatum [ncbi taxid: ]
  57. Dioscorea species [ncbi taxid: ]
  58. Diploschistes violarius [ncbi taxid: ]
  59. Disepalum plagioneurum [ncbi taxid: 1766674]
  60. Dolichos lablab [ncbi taxid: ]
  61. Drypetes roxburghii [ncbi taxid: ]
  62. Elaeagnus angustifolia [ncbi taxid: 36777]
  63. Eleutherococcus senticosus [ncbi taxid: 82096]
  64. Eremophila serrulata [ncbi taxid: 1793945]
  65. Eria linearifolia [ncbi taxid: ]
  66. Eruca vesicaria subsp. sativa [ncbi taxid: 29727]
  67. Eucalyptus globulus [ncbi taxid: 34317]
  68. Eucalyptus ovata [ncbi taxid: 155760]
  69. Excoecaria acerifolia [ncbi taxid: 2054263]
  70. Fibraurea recisa [ncbi taxid: 714469]
  71. Formica fusca [ncbi taxid: 72779]
  72. Fructus terminaliae [ncbi taxid: ]
  73. Fructus terminaliae preparata [ncbi taxid: ]
  74. Fuligo aurea [ncbi taxid: 289945]
  75. Fusarium avenaceum [ncbi taxid: 40199]
  76. Fusarium sacchari [ncbi taxid: 42676]
  77. Garcinia lancilimba [ncbi taxid: 1679433]
  78. Garrya laurifolia [ncbi taxid: 1197921]
  79. Gentiana arisanensis [ncbi taxid: 1169730]
  80. Ginkgo biloba [ncbi taxid: 3311]
  81. Glycine max [ncbi taxid: 3847]
  82. Gossypium barbadense [ncbi taxid: 3634]
  83. Goupia glabra [ncbi taxid: 39314]
  84. Grindelia nana [ncbi taxid: 381998]
  85. Gymnoascus reesii [ncbi taxid: ]
  86. Hakea saligna [ncbi taxid: ]
  87. Halopitys incurvus [ncbi taxid: ]
  88. Haloxylon salicornicum [ncbi taxid: 454511]
  89. Hansenia forbesii [ncbi taxid: 165499]
  90. Hansenia weberbaueriana [ncbi taxid: 54724]
  91. Harrisina brillians [ncbi taxid: 2282464]
  92. Helipterum gnaphaloides [ncbi taxid: ]
  93. Hibiscus syriacus [ncbi taxid: 106335]
  94. Homo sapiens [ncbi taxid: 9606]
  95. Iris missouriensis [ncbi taxid: 207932]
  96. Isoplexis isabelliana [ncbi taxid: ]
  97. Jagera pseudorhus [ncbi taxid: 290964]
  98. Jasminum grandiflorum [ncbi taxid: 389181]
  99. Juglans regia [ncbi taxid: 51240]
  100. Laggera alata [ncbi taxid: 441197]
  101. Lantana camara [ncbi taxid: 126435]
  102. Lecanora lividocinerea [ncbi taxid: 742147]
  103. Leptothorax acervorum [ncbi taxid: 33409]
  104. Leucanthemum maximum [ncbi taxid: 13423]
  105. Linum catharticum [ncbi taxid: 524254]
  106. Linum usitatissimum [ncbi taxid: 4006]
  107. Lithothamnion corallioides [ncbi taxid: 1277934]
  108. Madhuca longifolia [ncbi taxid: 317856]
  109. Marsdenia tenacissima [ncbi taxid: ]
  110. Medinilla magnifica [ncbi taxid: 1799599]
  111. Melaleuca uncinata [ncbi taxid: 164958]
  112. Melia azedarach [ncbi taxid: 155640]
  113. Melia azedarach var. toosendan [ncbi taxid: 71608]
  114. Mentha pulegiformis [ncbi taxid: ]
  115. Mesua ferrea [ncbi taxid: 210380]
  116. Mesua myrtifolia [ncbi taxid: ]
  117. Monascus purpureus [ncbi taxid: 5098]
  118. Monopteryx uaucu [ncbi taxid: 1602310]
  119. Moringa oleifera [ncbi taxid: 3735]
  120. Morus alba var. atropurpurea [ncbi taxid: 1453101]
  121. Morus alba var. multicaulis [ncbi taxid: 170012]
  122. Morus cathayana [ncbi taxid: 226895]
  123. Myristica gigantea [ncbi taxid: 2516445]
  124. Nelumbo nucifera [ncbi taxid: 4432]
  125. Neolitsea daibuensis [ncbi taxid: ]
  126. Nephroma australe [ncbi taxid: 176091]
  127. Nothofagus pumilio [ncbi taxid: 28950]
  128. Ochrolechia pallescens [ncbi taxid: 324696]
  129. Onobrychis bobrovii [ncbi taxid: 872932]
  130. Ophiocordyceps sinensis [ncbi taxid: 72228]
  131. Osmundaria colensoi [ncbi taxid: ]
  132. Ostericum grosseserratum [ncbi taxid: 182415]
  133. Panax ginseng [ncbi taxid: 4054]
  134. Papaver persicum [ncbi taxid: 3116565]
  135. Parantica melaneus [ncbi taxid: 1288029]
  136. Parkia clappertoniana [ncbi taxid: ]
  137. Penicillium brocae [ncbi taxid: 201291]
  138. Pericopsis angolensis [ncbi taxid: 1899197]
  139. Persea indica [ncbi taxid: 136127]
  140. Petteria ramentacea [ncbi taxid: 49832]
  141. Phegopteris bukoensis [ncbi taxid: ]
  142. Picris radicata [ncbi taxid: 1885118]
  143. Pilocarpus goudotianus [ncbi taxid: ]
  144. Pinus banksiana [ncbi taxid: 3353]
  145. Pinus elliottii [ncbi taxid: 42064]
  146. Pinus koraiensis [ncbi taxid: 88728]
  147. Pinus picea [ncbi taxid: ]
  148. Piper aequale [ncbi taxid: 405316]
  149. Planchonella anteridifera [ncbi taxid: 419399]
  150. Podospora curvicolla [ncbi taxid: ]
  151. Polygala cyparissias [ncbi taxid: ]
  152. Polyphaga sinensis [ncbi taxid: ]
  153. Polypodiodes niponica [ncbi taxid: ]
  154. Polysiphonia ferulacea [ncbi taxid: ]
  155. Primula hirsuta [ncbi taxid: 184183]
  156. Prunus dulcis [ncbi taxid: 3755]
  157. Psoralea corylifolia [ncbi taxid: ]
  158. Pteris abbreviata [ncbi taxid: ]
  159. Ranunculus ternatus [ncbi taxid: 376254]
  160. Raphanus sativus [ncbi taxid: 3726]
  161. Rehmannia glutinosa [ncbi taxid: 99300]
  162. Rhizophora mucronata [ncbi taxid: 61149]
  163. Rhododendron ferrugineum [ncbi taxid: 49622]
  164. Rodgersia podophylla [ncbi taxid: 262050]
  165. Rohdea chinensis [ncbi taxid: 927809]
  166. Salvia hispanica [ncbi taxid: 49212]
  167. Salvia nubicola [ncbi taxid: 268919]
  168. Samanea saman [ncbi taxid: 76910]
  169. Scapania nemorea [ncbi taxid: 41848]
  170. Schizonepeta tenuifolia [ncbi taxid: 2849020]
  171. Scutia buxifolia [ncbi taxid: 106710]
  172. Scymnorhinus lichi [ncbi taxid: ]
  173. Semen astragali complanati [ncbi taxid: ]
  174. Senecio cathcartensis [ncbi taxid: 1886426]
  175. Senecio scandens [ncbi taxid: 189247]
  176. Sequoia sempervirens [ncbi taxid: 28980]
  177. Sesbania madagascariensis [ncbi taxid: 1332696]
  178. Shigella flexneri [ncbi taxid: 623]
  179. Silybum marianum [ncbi taxid: 92921]
  180. Smenospongia echina [ncbi taxid: ]
  181. Solanum dulcamara [ncbi taxid: 45834]
  182. Sphaceloma randii [ncbi taxid: ]
  183. Sporobolomyces odorus [ncbi taxid: ]
  184. Streptomyces coelicoflavus [ncbi taxid: 285562]
  185. Streptomyces misawanensis [ncbi taxid: 285518]
  186. Streptomyces saraceticus [ncbi taxid: 68267]
  187. Streptomyces sp. mNP10_C12-2 [ncbi taxid: ]
  188. Streptomyces sp. NP10 [ncbi taxid: 1141731]
  189. Svenzea zeai [ncbi taxid: 458517]
  190. Taraxacum borealisinense [ncbi taxid: ]
  191. Taraxacum coreanum [ncbi taxid: 1041103]
  192. Taraxacum mongolicum [ncbi taxid: 90037]
  193. Taraxacum officinale [ncbi taxid: 50225]
  194. Taraxacum platycarpum [ncbi taxid: 170727]
  195. Terminalia chebula [ncbi taxid: 155022]
  196. Tetradenia fruticosa [ncbi taxid: 204199]
  197. Teucrium divaricatum [ncbi taxid: 1132409]
  198. Thalictrum pedunculatum [ncbi taxid: ]
  199. Tomophagus colossus [ncbi taxid: 36070]
  200. Trachycarpus fortunei [ncbi taxid: 14027]
  201. Trifolium strepens [ncbi taxid: ]
  202. Ulva lactuca [ncbi taxid: 63410]
  203. Vallaris solanacea [ncbi taxid: 429502]
  204. Viscum coloratum [ncbi taxid: 159976]
  205. Vitex rotundifolia [ncbi taxid: 413484]
  206. Vitex trifolia [ncbi taxid: 204215]
  207. Vitis vinifera [ncbi taxid: 29760]
  208. Ziziphus jujuba [ncbi taxid: 326968]

Pathway Synthetic

pathway id name
WikiPathways:WP4491 Elongation of (very) long chain fatty acids
WikiPathways:WP4724 Omega-9 fatty acid synthesis
WikiPathways:WP4351 Omega-9 fatty acid synthesis
PathBank:SMP0012589 Triacylglycerol Degradation TG(16:0/22:0/18:0)
PathBank:SMP0012593 Triacylglycerol Degradation TG(16:0/22:0/18:3(6Z,9Z,12Z))
PathBank:SMP0012597 Triacylglycerol Degradation TG(16:0/22:0/20:1(13Z))
PathBank:SMP0012733 Triacylglycerol Degradation TG(18:0/22:0/18:0)
PathBank:SMP0012737 Triacylglycerol Degradation TG(18:0/22:0/18:3(6Z,9Z,12Z))
PathBank:SMP0012741 Triacylglycerol Degradation TG(18:0/22:0/20:1(13Z))
PathBank:SMP0012877 Triacylglycerol Degradation TG(18:1(9Z)/22:0/18:0)
PathBank:SMP0012881 Triacylglycerol Degradation TG(18:1(9Z)/22:0/18:3(6Z,9Z,12Z))
PathBank:SMP0012885 Triacylglycerol Degradation TG(18:1(9Z)/22:0/20:1(13Z))
PathBank:SMP0013021 Triacylglycerol Degradation TG(18:1(11Z)/22:0/18:0)
PathBank:SMP0013025 Triacylglycerol Degradation TG(18:1(11Z)/22:0/18:3(6Z,9Z,12Z))
PathBank:SMP0013029 Triacylglycerol Degradation TG(18:1(11Z)/22:0/20:1(13Z))
PathBank:SMP0013165 Triacylglycerol Degradation TG(18:2(9Z,12Z)/22:0/18:0)
PathBank:SMP0013169 Triacylglycerol Degradation TG(18:2(9Z,12Z)/22:0/18:3(6Z,9Z,12Z))
PathBank:SMP0013173 Triacylglycerol Degradation TG(18:2(9Z,12Z)/22:0/20:1(13Z))
PathBank:SMP0013309 Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:0/18:0)
PathBank:SMP0013313 Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:0/18:3(6Z,9Z,12Z))
View All Pathways