Echinenone (BioCAD00000010471)

plant natural products microbial natural products

Metabolite Card

Formula: C40H54O (550.4174)
SMILES: C1C(C)(C)C(/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C2=C(C)CCCC2(C)C)=C(C)C(=O)C1

Synonyms [en]

Echinenone; beta,beta-Caroten-4-one; 4-oxo-beta-carotene; 2,4,4-trimethyl-3-[3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-2-en-1-one; aphanin; 4-keto-beta-carotene

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Echinenone. 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: BioCAD00000010471). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Echinenone

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 432-68-8
  • PubChem: 5281236
  • ChEBI: ChEBI:4746
  • LipidMaps: LMPR01070060
  • KEGG: C08592
  • BioCyc: CPD-7850
  • NCBI MeSH: echinenone
  • Wikipedia: Echinenone
  • RefMet: RM0187332
  • MoNA: CA000149
  • MoNA: MSJ00126
  • Metlin: METLIN_41324
  • Coconut NaturalProduct: CNP0264318.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R05345 1.14.99.63 beta-carotene,donor:oxygen oxidoreductase (echinenone-forming)
KEGG:R07561 1.14.13.- echinenone,reduced ferredoxin [iron-sulfur] cluster:oxygen 3-oxidoreductase
KEGG:R07562 1.14.15.24 echinenone,reduced ferredoxin [iron-sulfur] cluster:oxygen 3-oxidoreductase
KEGG:R07563 1.14.99.63 echinenone,donor:oxygen oxidoreductase (canthaxanthin-forming)
KEGG:R12179 C02094<=>C08592
KEGG:R12180 C08592<=>C08583
Rhea:RHEA:26165 echinenone + AH2 + O2 => 4'-hydroxyechinenone + A + H2O
Rhea:RHEA:26166 4'-hydroxyechinenone + A + H2O => echinenone + AH2 + O2
Rhea:RHEA:26167 echinenone + AH2 + O2 <=> 4'-hydroxyechinenone + A + H2O
Rhea:RHEA:55661 1.14.99.63 all-trans-β-carotene + 2 AH2 + 2 O2 => echinenone + 2 A + 3 H2O
Rhea:RHEA:55662 1.14.99.63 echinenone + 2 A + 3 H2O => all-trans-β-carotene + 2 AH2 + 2 O2
Rhea:RHEA:55663 1.14.99.63 all-trans-β-carotene + 2 AH2 + 2 O2 <=> echinenone + 2 A + 3 H2O
Rhea:RHEA:55665 1.14.99.63 echinenone + 2 AH2 + 2 O2 => canthaxanthin + 2 A + 3 H2O
Rhea:RHEA:55666 1.14.99.63 canthaxanthin + 2 A + 3 H2O => echinenone + 2 AH2 + 2 O2
Rhea:RHEA:55667 1.14.99.63 echinenone + 2 AH2 + 2 O2 <=> canthaxanthin + 2 A + 3 H2O
Rhea:RHEA:56733 4,4-dihydroxy-all-trans-β-carotene => echinenone + H2O
Rhea:RHEA:56734 echinenone + H2O => 4,4-dihydroxy-all-trans-β-carotene
Rhea:RHEA:56735 4,4-dihydroxy-all-trans-β-carotene <=> echinenone + H2O
BioCyc:RXN-18958 CPD-20421 --> CPD-7850 + WATER
BioCyc:RXN-16455 1.14.13.- CPD-7850 + NADH + PROTON + OXYGEN-MOLECULE --> CPD-7861 + NAD + WATER
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Organism Source

Taxonomy Source

  1. Agrobacterium aurantiacum [ncbi taxid: 44155]
  2. Alcaligenes PC1 [ncbi taxid: ]
  3. Ambrosia cordifolia [ncbi taxid: 2067513]
  4. Anabaena aerulosa oscillatorioides [ncbi taxid: ]
  5. Anabaena cylindrica [ncbi taxid: 1165]
  6. Anabaena flos-aquae [ncbi taxid: ]
  7. Anabaena variabilis [ncbi taxid: ]
  8. Anabaena variabilis ATCC 29413 [ncbi taxid: ]
  9. Aphanizomenon flos-aquae [ncbi taxid: 1176]
  10. Aphanizomenon gracile [ncbi taxid: 54296]
  11. Aphis fabae [ncbi taxid: 191316]
  12. Arthrospira sp. [ncbi taxid: 35824]
  13. Astasia ocellata [ncbi taxid: ]
  14. Botryococcus braunii [ncbi taxid: 38881]
  15. Botryococcus braunii Kawaguchi-1 [ncbi taxid: ]
  16. Bradyrhizobium lupini [ncbi taxid: 136996]
  17. Brevibacterium KY 4313 spp. [ncbi taxid: ]
  18. Calothrix parietina [ncbi taxid: 32054]
  19. Candida parapsilosis [ncbi taxid: 5480]
  20. Cetraria australiensis [ncbi taxid: 425280]
  21. Chlamydomonas reinhardtii [ncbi taxid: 3055]
  22. Clione limacina [ncbi taxid: 71516]
  23. Coccochloris elabens [ncbi taxid: ]
  24. Corbicula clams [ncbi taxid: ]
  25. Corbicula japonica [ncbi taxid: 141464]
  26. Corbicula sandai [ncbi taxid: 141465]
  27. Croton hieronymi [ncbi taxid: 2896018]
  28. Cylindrospormum sp. [ncbi taxid: ]
  29. Cynoglossum amabile [ncbi taxid: 354628]
  30. Cynoglossum officinale [ncbi taxid: 181189]
  31. Desmanthus illinoensis [ncbi taxid: 196648]
  32. Elsholtzia bodinieri [ncbi taxid: 1874228]
  33. Equisetum silvaticum [ncbi taxid: ]
  34. Ettlia carotinosa [ncbi taxid: 707317]
  35. Euglena gracilis [ncbi taxid: 3039]
  36. Euglena gracilis var. bacillarus [ncbi taxid: ]
  37. Fenneropenaeus orientalis [ncbi taxid: ]
  38. Fusinus perplexus [ncbi taxid: ]
  39. Gelliodes callista [ncbi taxid: 1336858]
  40. Gymnogobius castaneus [ncbi taxid: 255296]
  41. Heliotropium indicum [ncbi taxid: 248297]
  42. Ipomoea purpurea [ncbi taxid: 4121]
  43. Isochrysis galbana [ncbi taxid: 37099]
  44. Karwinskia mollis [ncbi taxid: 3090034]
  45. Lychnophora uniflora [ncbi taxid: 3144813]
  46. Mastigocladus laminosus [ncbi taxid: 83541]
  47. Merismopedia punctata [ncbi taxid: 882065]
  48. Micrococcus roseus [ncbi taxid: ]
  49. Microcoleus paludosus [ncbi taxid: 450471]
  50. Microcoleus vaginatus [ncbi taxid: 119532]
  51. Microcystis aeruginosa [ncbi taxid: 1126]
  52. Monomorium fieldi [ncbi taxid: 612288]
  53. Myxococcus xanthus DK1622 [n.a.] [ncbi taxid: ]
  54. Nannochloropsis oculata [ncbi taxid: 43925]
  55. Nannochloropsis salina [ncbi taxid: ]
  56. Narcissus serotinus [ncbi taxid: 54859]
  57. Navicula pelliculosa [ncbi taxid: ]
  58. Neochloris wimmeri [ncbi taxid: ]
  59. Nostoc commune [ncbi taxid: 1178]
  60. Nostoc sp. [ncbi taxid: 1180]
  61. Ochrocarpos punctatus [ncbi taxid: ]
  62. Ormosia cinerea [ncbi taxid: ]
  63. Oscillantoria rubescens [ncbi taxid: ]
  64. Oscillatoria agardhii [ncbi taxid: ]
  65. Oscillatoria amoena [ncbi taxid: ]
  66. Oscillatoria limosa [ncbi taxid: 153188]
  67. Oscillatoria princeps [ncbi taxid: 132603]
  68. Oscillatoria rubescens [ncbi taxid: ]
  69. Oscillatoria tenuis [ncbi taxid: 126345]
  70. Paedoclione doliiformis [ncbi taxid: ]
  71. Penaeus orientalis [ncbi taxid: 70917]
  72. Phoenicoparrus jamesi [ncbi taxid: 704178]
  73. Phormidium ectocarpi [ncbi taxid: ]
  74. Phormidium foveolarum [ncbi taxid: ]
  75. Phormidium lucidum [ncbi taxid: 693231]
  76. Phormidium percicinum [ncbi taxid: ]
  77. Planktothrix agardhii [ncbi taxid: 1160]
  78. Plesiocolochirus minutus [ncbi taxid: ]
  79. Protosiphon botryoides [ncbi taxid: 44656]
  80. Pterocarpus angolensis [ncbi taxid: 182271]
  81. Rabdosia coetsoides [ncbi taxid: ]
  82. Rabdosia setschwanensis [ncbi taxid: ]
  83. Rhacophorus bipunctatus [ncbi taxid: 191205]
  84. Rhizobium lupini [ncbi taxid: ]
  85. Romalea microptera [ncbi taxid: 7007]
  86. Scenedesmus vacuolatus [ncbi taxid: 77546]
  87. Scytonema crassum [ncbi taxid: ]
  88. Sistotrema raduloides [ncbi taxid: 283657]
  89. Skeletonema costatum [ncbi taxid: 2843]
  90. Stigonema hormoides [ncbi taxid: 1547880]
  91. Stigonema ocellatum [ncbi taxid: 221293]
  92. Symphytum caucasicum [ncbi taxid: 1452888]
  93. Synechococcus elongatus [ncbi taxid: 32046]
  94. Synechocystis sp. [ncbi taxid: 1143]
  95. Tolypothrix tenuis [ncbi taxid: 457083]
  96. Xanthophyllomyces dendrorhous [ncbi taxid: ]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-7638 echinenone and zeaxanthin biosynthesis (Synechocystis)
BioCyc:META_PWY-5288 astaxanthin biosynthesis (bacteria, fungi, algae)
PlantCyc:CHLAMY_PWY-5288 astaxanthin biosynthesis (bacteria, fungi, algae)
PlantCyc:PLANT_PWY-5288 astaxanthin biosynthesis (bacteria, fungi, algae)
PlantCyc:VCARTERI_PWY-5288 astaxanthin biosynthesis (bacteria, fungi, algae)
View All Pathways