Gardenin B (BioCAD00000011428)

plant natural products marine natural products

Metabolite Card

Chinese Name: 栀子黄素 B
Formula: C19H18O7 (358.1052)
SMILES: 

COC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C(OC)=C(OC)C(OC)=C2O

Synonyms [en]

gardenin B; Demethyltangeretin; 5-Hydroxy-2-(4-methoxyphenyl)-6,7,8-trimethoxy-4H-1-benzopyran-4-one; 5-Hydroxy-4',6,7,8-tetramethoxyflavone; GardeninB; 5-Demethyltangeretin

Reviewed

Last reviewed on 2026-04-16.

Cite this Page

Gardenin B. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/Gardenin_B (retrieved 2026-08-21) (CAD Registry RN: BioCAD00000011428). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Gardenin b, also known as demethyltangeretin or 5-hydroxy-4',6,7,8-tetramethoxyflavone, is a member of the class of compounds known as 8-o-methylated flavonoids. 8-o-methylated flavonoids are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. Thus, gardenin b is considered to be a flavonoid lipid molecule. Gardenin b is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Gardenin b can be found in mandarin orange (clementine, tangerine), peppermint, sweet basil, and winter savory, which makes gardenin b a potential biomarker for the consumption of these food products.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 2798-20-1
  • PubChem: 96539
  • ChEBI: ChEBI:79628
  • HMDB: HMDB0302154
  • LipidMaps: LMPK12111451
  • KEGG: C15109
  • BioCyc: CPD-15474
  • NCBI MeSH: gardenin B
  • RefMet: RM0186715
  • Metlin: METLIN_49874
  • Coconut NaturalProduct: CNP0193761.0
  • PMHub: MS000024284
  • metaboanalyst: 365c320cbcf0b7ca3c74d1b62e3c7a23
  • metaboanalyst: 5eff930eda2228356f5840da7c5ba9c0
  • metaboanalyst: d4251d812eff2331971a55d58ecf87de

Class / Ontology

Metabolic Network
ID EC Number Name
Rhea:RHEA:73444 gardenin B + 2-oxoglutarate + O2 => nevadensin + formaldehyde + succinate + CO2 + H+
Rhea:RHEA:73445 nevadensin + formaldehyde + succinate + CO2 + H+ => gardenin B + 2-oxoglutarate + O2
Rhea:RHEA:73446 gardenin B + 2-oxoglutarate + O2 <=> nevadensin + formaldehyde + succinate + CO2 + H+
BioCyc:RXN-14639 2.1.1.- S-ADENOSYLMETHIONINE + CPD-15476 --> PROTON + ADENOSYL-HOMO-CYS + CPD-15474
BioCyc:RXN-14655 1.14.11.- CPD-15474 + 2-KETOGLUTARATE + OXYGEN-MOLECULE --> CPD-15468 + FORMALDEHYDE + SUC + CARBON-DIOXIDE
Rhea:RHEA:73443 [73443] gardenin B + 2-oxoglutarate + O2 = nevadensin + formaldehyde + succinate + CO2 + H(+)
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Mass Spectrum
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Organism Source

Taxonomy Source

  1. Aceriphyllum rossii [ncbi taxid: ]
  2. Agnorhiza bolanderi [ncbi taxid: 230216]
  3. Alligator mississippiensis [ncbi taxid: 8496]
  4. Anaxagorea clavata [ncbi taxid: ]
  5. Annulohypoxylon cohaerens [ncbi taxid: ]
  6. Antennaria geyeri [ncbi taxid: 49057]
  7. Araujia sericifera [ncbi taxid: 63463]
  8. Aria pallescens [ncbi taxid: ]
  9. Arnica nevadensis [ncbi taxid: 436208]
  10. Artemisia monogyna [ncbi taxid: 1903222]
  11. Aspergillus nomius [ncbi taxid: ]
  12. Baccharis grisebachii [ncbi taxid: 2707431]
  13. Bassia butyracea [ncbi taxid: ]
  14. Bauhinia racemosa [ncbi taxid: 1227988]
  15. Beyeria brevifolia [ncbi taxid: 2752376]
  16. Biebersteinia orphanidis [ncbi taxid: 74351]
  17. Brickellia squarrosa [ncbi taxid: ]
  18. Bursaria spinosa [ncbi taxid: 105281]
  19. Chloranthus tianmushanensis [ncbi taxid: ]
  20. Chromolaena odorata [ncbi taxid: 103745]
  21. Chromolaena pulchella [ncbi taxid: ]
  22. Citrus jambhiri [ncbi taxid: 64884]
  23. Citrus reticulata [ncbi taxid: 85571]
  24. Citrus sinensis [ncbi taxid: 2711]
  25. Citrus unshiu [ncbi taxid: 55188]
  26. Cladonia evansii [ncbi taxid: 197026]
  27. Clausena lenis [ncbi taxid: 1224760]
  28. Clonostachys rosea [ncbi taxid: 29856]
  29. Coccus fagi [ncbi taxid: ]
  30. Cunila angustifolia [ncbi taxid: ]
  31. Cunila fasciculata [ncbi taxid: ]
  32. Curvularia spicifera [ncbi taxid: 145392]
  33. Cyclamen balearicum [ncbi taxid: 87516]
  34. Dendrosenecio kilimanjari [ncbi taxid: 109559]
  35. Dipterocarpus alatus [ncbi taxid: 340438]
  36. Drosera peltata [ncbi taxid: 4369]
  37. Echinops amplexicaulis [ncbi taxid: 910522]
  38. Echinopsis spachiana [ncbi taxid: ]
  39. Epaltes gariepina [ncbi taxid: 1548596]
  40. Ficus formosana [ncbi taxid: 1127366]
  41. Fusarium gibbosum [ncbi taxid: 2126134]
  42. Gardenia fosbergii [ncbi taxid: ]
  43. Gardenia lucida [ncbi taxid: ]
  44. Gnaphalium affine [ncbi taxid: ]
  45. Godmania aesculifolia [ncbi taxid: 429669]
  46. Grindelia humilis [ncbi taxid: ]
  47. Harziella entomophila [ncbi taxid: ]
  48. Hyptis tomentosa [ncbi taxid: ]
  49. Ilex affinis [ncbi taxid: 185489]
  50. Isodon kameba [ncbi taxid: ]
  51. Kaempferia pulchra [ncbi taxid: 199647]
  52. Lactarius scrobiculatus [ncbi taxid: 93011]
  53. Launaea arborescens [ncbi taxid: 43199]
  54. Lonicera japonica [ncbi taxid: 105884]
  55. Macrotomia ugamensis [ncbi taxid: ]
  56. Maianthemum stellatum [ncbi taxid: 191661]
  57. Mentha arvensis [ncbi taxid: 292239]
  58. Mentha canadensis [ncbi taxid: 294733]
  59. Mentha piperita [ncbi taxid: ]
  60. Mentha spp. [ncbi taxid: ]
  61. Mentha x citrata [ncbi taxid: ]
  62. Mentha x piperita [ncbi taxid: 34256]
  63. Nepeta transcaucasica [ncbi taxid: 3057252]
  64. Ocimum americanum [ncbi taxid: 204141]
  65. Ocimum americanum L.var.pilosum (Willd.) Paton [ncbi taxid: ]
  66. Ocimum basilicum L. [ncbi taxid: ]
  67. Ocimum kilimandscharicum L. [ncbi taxid: ]
  68. Ocimum minimum L. [ncbi taxid: ]
  69. Ocimum selloi Benth. [ncbi taxid: ]
  70. Ocimum spp. [ncbi taxid: ]
  71. Ocimum tenuiflorum L. [ncbi taxid: ]
  72. Ocimum x citriodorum Vis. [ncbi taxid: ]
  73. Odixia angusta [ncbi taxid: 125740]
  74. Ononis natrix [ncbi taxid: 200954]
  75. Pelvetia wrightii [ncbi taxid: ]
  76. Pheidole pallidula [ncbi taxid: 190770]
  77. Piptanthus mongolicus [ncbi taxid: ]
  78. Piptanthus nepalensis [ncbi taxid: 70606]
  79. Placopecten magellanicus [ncbi taxid: 6577]
  80. Polygala glomerata [ncbi taxid: 1571643]
  81. Prosopis glandulosa [ncbi taxid: ]
  82. Prunus laurocerasus [ncbi taxid: 32242]
  83. Pseudopterogorgia kallos [ncbi taxid: ]
  84. Psiadia punctulata [ncbi taxid: 72969]
  85. Pteris prolifera [ncbi taxid: ]
  86. Pterocarpus grandiflorus [ncbi taxid: ]
  87. Pyrosoma giganteum [ncbi taxid: ]
  88. Quercus aegilops [ncbi taxid: ]
  89. Reichardia gaditana [ncbi taxid: 1940807]
  90. Rhamnus japonica [ncbi taxid: 860326]
  91. Rhizobium phaseoli [ncbi taxid: 396]
  92. Rosa centifolia [ncbi taxid: ]
  93. Salvia mirzayanii [ncbi taxid: 1571167]
  94. Salvia officinalis [ncbi taxid: 38868]
  95. Satureja montana [ncbi taxid: 49988]
  96. Securidaca inappendiculata [ncbi taxid: 3091905]
  97. Senecio squalidus [ncbi taxid: 121554]
  98. Seriphidium cinum [ncbi taxid: ]
  99. Sesbania punicea [ncbi taxid: 543741]
  100. Sideritis jahandiezii [ncbi taxid: ]
  101. Simira eliezeriana [ncbi taxid: ]
  102. Smilax ornata [ncbi taxid: ]
  103. Spongia matamata [ncbi taxid: 1336824]
  104. Stenostomum lucidum [ncbi taxid: 43446]
  105. Streptomyces althioticus [ncbi taxid: 83380]
  106. Tamarix dioica [ncbi taxid: 2316125]
  107. Tanacetum argyrophyllum [ncbi taxid: ]
  108. Taxodium mucronatum [ncbi taxid: 99812]
  109. Tephrosia procumbens [ncbi taxid: ]
  110. Vitex madiensis [ncbi taxid: 1899206]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-7298 nevadensin biosynthesis
PlantCyc:PLANT_PWY-7298 nevadensin biosynthesis
PlantCyc:CANNUUM_PWY-7298 nevadensin biosynthesis
PlantCyc:BARLEY_PWY-7298 nevadensin biosynthesis
PlantCyc:SOLERACEA_PWY-7298 nevadensin biosynthesis
PlantCyc:GRAPE_PWY-7298 nevadensin biosynthesis
PlantCyc:MOSS_PWY-7298 nevadensin biosynthesis
PlantCyc:TOMATO_PWY-7298 nevadensin biosynthesis
View All Pathways