Oleanolic aldehyde (BioCAD00000015535)

plant natural products microbial natural products

Metabolite Card

Formula: C30H48O2 (440.3654)
SMILES: CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C=O)C

Synonyms [en]

Oleanolic aldehyde; 3beta-Hydroxyolean-12-en-28-aldehyde; UNII-TBB2EB7K63; OLEANOLALDEHYDE; 3.BETA.-HYDROXYOLEAN-12-EN-28-ALDEHYDE; TBB2EB7K63

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Oleanolic aldehyde. 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: BioCAD00000015535). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Oleanolic aldehyde is a pentacyclic triterpenoid and hydroxyaldehyde that is erythrodiol in which the primary hydroxy group at position 28 has been oxidised to the corresponding aldehyde. It is found in grapes and olives. It has a role as a plant metabolite. It is a pentacyclic triterpenoid, a secondary alcohol and a hydroxyaldehyde. It is functionally related to an erythrodiol. It derives from a hydride of an oleanane. See also: Paeonia lactiflora root (part of).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 17020-22-3
  • PubChem: 10321055
  • ChEBI: ChEBI:82827
  • HMDB: HMDB34511
  • KEGG: C20946
  • Metlin: METLIN_89983
  • Coconut NaturalProduct: CNP0209481.3

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R10922 1.14.14.126 C20945 + C00007 + C03024<=>C20946 + C03161 + 2 C00001
KEGG:R10923 1.14.14.126 C20946 + C00007 + C03024<=>C17148 + C03161 + C00001
Rhea:RHEA:43077 erythrodiol + reduced [NADPH—hemoprotein reductase] + O2 => oleanolic aldehyde + oxidized [NADPH—hemoprotein reductase] + 2 H2O + H+
Rhea:RHEA:43078 oleanolic aldehyde + oxidized [NADPH—hemoprotein reductase] + 2 H2O + H+ => erythrodiol + reduced [NADPH—hemoprotein reductase] + O2
Rhea:RHEA:43079 erythrodiol + reduced [NADPH—hemoprotein reductase] + O2 <=> oleanolic aldehyde + oxidized [NADPH—hemoprotein reductase] + 2 H2O + H+
Rhea:RHEA:43081 oleanolic aldehyde + reduced [NADPH—hemoprotein reductase] + O2 => oleanolate + oxidized [NADPH—hemoprotein reductase] + H2O + 2 H+
Rhea:RHEA:43082 oleanolate + oxidized [NADPH—hemoprotein reductase] + H2O + 2 H+ => oleanolic aldehyde + reduced [NADPH—hemoprotein reductase] + O2
Rhea:RHEA:43083 oleanolic aldehyde + reduced [NADPH—hemoprotein reductase] + O2 <=> oleanolate + oxidized [NADPH—hemoprotein reductase] + H2O + 2 H+
BioCyc:RXN-13504 CPD-14499 + Red-NADPH-Hemoprotein-Reductases + OXYGEN-MOLECULE --> CPD-14498 + Ox-NADPH-Hemoprotein-Reductases + 2 WATER
BioCyc:RXN-13505 CPD-14498 + Red-NADPH-Hemoprotein-Reductases + OXYGEN-MOLECULE --> CPD-9459 + Ox-NADPH-Hemoprotein-Reductases + WATER + PROTON
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Organism Source

Taxonomy Source

  1. Aaptos aaptos [ncbi taxid: 253165]
  2. Acacia adunca [ncbi taxid: 204988]
  3. Aconitum nevadense [ncbi taxid: 2739826]
  4. Adiantum lunulatum [ncbi taxid: ]
  5. Agastache rugosa [ncbi taxid: 39271]
  6. Alseodaphne corneri [ncbi taxid: ]
  7. Alstonia spathulata [ncbi taxid: ]
  8. Amathia pinnata [ncbi taxid: ]
  9. Anacystis montana [ncbi taxid: ]
  10. Annona cornifolia [ncbi taxid: 502529]
  11. Annona impressivenia [ncbi taxid: ]
  12. Artemisia assoana [ncbi taxid: 1227617]
  13. Aspergillus unguis [ncbi taxid: 40381]
  14. Asterospicularia laurae [ncbi taxid: 1540332]
  15. Astragalus sempervirens [ncbi taxid: 1532287]
  16. Aulacocephalus temmincki [ncbi taxid: ]
  17. Bersama yangambiensis [ncbi taxid: ]
  18. Bishovia boliviensis [ncbi taxid: ]
  19. Blastochloris viridis [ncbi taxid: 1079]
  20. Calostephane divaricata [ncbi taxid: 1548555]
  21. Caragana aurantiaca [ncbi taxid: 626687]
  22. Castanopsis sclerophylla [ncbi taxid: 425823]
  23. Chaenomeles sinensis [ncbi taxid: ]
  24. Conocephalum japonicum [ncbi taxid: 134427]
  25. Cordylanthus kingii [ncbi taxid: 90354]
  26. Cotyledon secunda [ncbi taxid: ]
  27. Crinipellis scabella [ncbi taxid: 230788]
  28. Croton cumingii [ncbi taxid: ]
  29. Cystophora scalaris [ncbi taxid: 590105]
  30. Disynaphia halimifolia [ncbi taxid: ]
  31. Doodia picta [ncbi taxid: ]
  32. Drechslera avenae [ncbi taxid: 33199]
  33. Dumortiera hirsuta [ncbi taxid: 56917]
  34. Eragrostis viscosa [ncbi taxid: 2575316]
  35. Eucalyptus melliodora [ncbi taxid: 183838]
  36. Eunicella cavolinii [ncbi taxid: ]
  37. Forsteronia refracta [ncbi taxid: 387687]
  38. Fridericia chica [ncbi taxid: 353936]
  39. Gnetum latifolium [ncbi taxid: 225592]
  40. Goniothalamus malayanus [ncbi taxid: 261094]
  41. Grewia mollis [ncbi taxid: 3105936]
  42. Gymnema sylvestre [ncbi taxid: 4068]
  43. Gymnocarpium robertianum [ncbi taxid: 983334]
  44. Hedysarum connatum [ncbi taxid: ]
  45. Heliotropium floridum [ncbi taxid: 454097]
  46. Helipterum roseum [ncbi taxid: ]
  47. Heterotheca grandiflora [ncbi taxid: 1573925]
  48. Hovenia acerba [ncbi taxid: 210357]
  49. Hypericum laricifolium [ncbi taxid: 1136989]
  50. Ilex aquifolium [ncbi taxid: 4298]
  51. Ipomoea digitata [ncbi taxid: ]
  52. Juglans nigra [ncbi taxid: 16719]
  53. Kaempferia marginata [ncbi taxid: 340432]
  54. Kaunia saltensis [ncbi taxid: 1745086]
  55. Laurencia spectabilis [ncbi taxid: ]
  56. Leathesia nana [ncbi taxid: ]
  57. Lepisorus ussuriensis [ncbi taxid: 699700]
  58. Lysimachia mauritiana [ncbi taxid: 306286]
  59. Mangifera indica [ncbi taxid: 29780]
  60. Marrubium anisodon [ncbi taxid: 2291693]
  61. Melaleuca ericifolia [ncbi taxid: 73757]
  62. Narcissus concolor [ncbi taxid: 54871]
  63. Nasutitermes ephratae [ncbi taxid: 114633]
  64. Nauclea officinalis [ncbi taxid: 1009495]
  65. Naucleopsis ternstroemiiflora [ncbi taxid: 241899]
  66. Oncoba echinata [ncbi taxid: ]
  67. Ophiolepis superba [ncbi taxid: 1869291]
  68. Papilio phorcas [ncbi taxid: 77261]
  69. Parabenzoin trilobum [ncbi taxid: ]
  70. Pastinaca sativa [ncbi taxid: 4041]
  71. Peltostigma guatemalense [ncbi taxid: 1136780]
  72. Phoebe pittieri [ncbi taxid: ]
  73. Phoradendron brachystachyum [ncbi taxid: 136762]
  74. Polycephalomyces nipponicus [ncbi taxid: ]
  75. Premna odorata [ncbi taxid: 1037421]
  76. Pseudoalteromonas luteoviolacea [ncbi taxid: 43657]
  77. Radix paeoniae rubra [ncbi taxid: ]
  78. Rauvolfia vomitoria [ncbi taxid: 403115]
  79. Rubrivivax gelatinosus [ncbi taxid: 28068]
  80. Rumex maritimus [ncbi taxid: 467604]
  81. Ruta pinnata [ncbi taxid: 452794]
  82. Sabina sargentii [ncbi taxid: ]
  83. Salvia dorrii [ncbi taxid: 207754]
  84. Salvia syriaca [ncbi taxid: 1685717]
  85. Scutellaria amoena [ncbi taxid: 1052904]
  86. Sinularia depressa [ncbi taxid: ]
  87. Solanum laxum [ncbi taxid: 205558]
  88. Sophora angustifolia [ncbi taxid: ]
  89. Stevia polycephala [ncbi taxid: 558499]
  90. Streptomyces avermectinius [ncbi taxid: ]
  91. Streptomyces parvisporogenes [ncbi taxid: 68252]
  92. Swertia franchetiana [ncbi taxid: 50785]
  93. Teucrium depressum [ncbi taxid: ]
  94. Thymus piperella [ncbi taxid: ]
  95. Trichilia rubescens [ncbi taxid: 1672008]
  96. Vaccinium oxycoccos [ncbi taxid: 516948]
  97. Viguiera incana [ncbi taxid: 1048928]
  98. Vitis vinifera [ncbi taxid: 29760]
  99. Wikstroemia retusa [ncbi taxid: 1872696]
  100. Zanthoxylum tetraspermum [ncbi taxid: ]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-7069 oleanolate biosynthesis
PlantCyc:CROSEUS_PWY-7069 oleanolate biosynthesis
PlantCyc:PLANT_PWY-7069 oleanolate biosynthesis
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