Metabolite Card

Formula: C15H11O6 (287.0556)
SMILES: OC1=CC(O)=C2C=C(O)C(=[O+]C2=C1)C1=CC(O)=C(O)C=C1

Synonyms [en]

cyanidin; cyanidol; cyanidin chloride; cyanidin cation; cyanidine; 3,3',4',5,7-pentahydroxy-2-phenylbenzopyrylium chloride

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Cyanidin. 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: BioCAD00000009039). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Cyanidin, also known as cyanidin chloride (CAS: 528-58-5), belongs to the class of organic compounds known as 7-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton. Thus, cyanidin is considered to be a flavonoid lipid molecule. Cyanidin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Cyanidin (and its glycosides) is the most commonly occurring of the anthocyanins, a widespread group of pigments responsible for the red-blue colour of many fruits and vegetables (PMID: 14711454). BioTransformer predicts that cyanidin is a product of cyanidin 3-​glucoside metabolism via a glycoside-hydrolysis reaction occurring in human gut microbiota and catalyzed by the EC.3.2.1.X enzyme (PMID: 30612223).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 13306-05-3
  • CAS Registry Number: 528-58-5
  • CAS Registry Number: 528-58-5 13306-05-3 87725-42-6
  • PubChem: 128861
  • ChEBI: ChEBI:27843
  • HMDB: HMDB0002708
  • LipidMaps: LMPK12010002
  • KEGG: C05905
  • BioCyc: CPD-591
  • NCBI MeSH: cyanidin
  • Wikipedia: Cyanidin
  • MoNA: PR020007
  • MoNA: PR040005
  • MoNA: PR040006
  • MoNA: PS039601
  • MoNA: PS039602
  • MoNA: PS039606
  • MoNA: RIKENPlaSMA002411
  • MoNA: RIKENPlaSMA002417
  • MoNA: RIKENPlaSMA002423
  • MoNA: RIKENPlaSMA002429
  • MoNA: RIKENPlaSMA002435
  • MoNA: RIKENPlaSMA002441
  • MoNA: RIKENPlaSMA002447
  • MoNA: RIKENPlaSMA002453
  • MoNA: RIKENPlaSMA002459
  • MoNA: RIKENPlaSMA002465
  • MoNA: RIKENPlaSMA002471
  • MoNA: RIKENPlaSMA002477
  • MoNA: RIKENPlaSMA006081
  • MoNA: RIKENPlaSMA006087
  • MoNA: RIKENPlaSMA006093
  • MoNA: RIKENPlaSMA006099
  • MoNA: RIKENPlaSMA006105
  • MoNA: RIKENPlaSMA006111
  • MoNA: RIKENPlaSMA006117
  • MoNA: RIKENPlaSMA006123
  • MoNA: RIKENPlaSMA006129
  • MoNA: RIKENPlaSMA006134
  • MoNA: RIKENPlaSMA006140
  • MoNA: RIKENPlaSMA006146
  • MoNA: VF-NPL-LTQ000453
  • MoNA: VF-NPL-LTQ000454
  • Coconut NaturalProduct: CNP0492502.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R05036 1.14.20.4 leucocyanidin,2-oxoglutarate:oxygen oxidoreductase
KEGG:R06535 2.4.1.115 UDP-glucose:anthocyanidin 3-O-D-glucosyltransferase
KEGG:R06542 1.3.1.77 flavan-3-ol:NADP+ oxidoreductase
KEGG:R07908 2.4.1.- C05905<=>C16298
KEGG:R10240 2.4.1.294 UDP-alpha-D-galactose:cyanidin 3-O-galactosyltransferase
BioCyc:RXN-9725 1.3.1.77 CPD-591 + 2 NADPH + 3 PROTON --> CPD-7630 + 2 NADP
BioCyc:RXN-13960 2.4.1.294 CPD-14553 + CPD-591 --> CPD-14998 + UDP
BioCyc:RXN-17718 1.3.1.112 CPD-591 + 2 NADPH + 3 PROTON --> CPD-19100 + 2 NADP
BioCyc:RXN-18353 CPD-19726 --> CPD-591 + WATER + PROTON
BioCyc:RXN-17719 1.3.1.112 CPD-591 + 2 NADPH + 3 PROTON --> CPD-19097 + 2 NADP
BioCyc:RXN1F-775 2.4.1.115 CPD-12575 + CPD-591 --> CPD1F-766 + UDP + PROTON
BioCyc:RXN-8005 2.4.1.- CPD-12575 + CPD-591 --> PROTON + CPD-7386 + UDP
View More
Organism Source

Taxonomy Source

  1. Abies amabilis [ncbi taxid: 97174]
  2. Abies grandis [ncbi taxid: 46611]
  3. Abutilon theophrasti [ncbi taxid: 3631]
  4. Aconitum leucostomum [ncbi taxid: 632164]
  5. Aechmea glomerata [ncbi taxid: ]
  6. Aframomum amaniense [ncbi taxid: ]
  7. Aglaia elaeagnoidea [ncbi taxid: 201007]
  8. Alectoria divergens [ncbi taxid: ]
  9. Amelanchier alnifolia [ncbi taxid: 32219]
  10. Anarsia lineatella [ncbi taxid: 1101080]
  11. Aplidium orthium [ncbi taxid: ]
  12. Apollonias barbujana [ncbi taxid: ]
  13. Apterostigma dentigerum [ncbi taxid: 257670]
  14. Aquilegia ecalcarata [ncbi taxid: 46965]
  15. Arabidopsis thaliana [ncbi taxid: 3702]
  16. Aristolochia elegans [ncbi taxid: 143780]
  17. Aristolochia zollingeriana [ncbi taxid: 171878]
  18. Artemisia hanseniana [ncbi taxid: ]
  19. Aspergillus candidus [ncbi taxid: 41067]
  20. Astragalus gummifer [ncbi taxid: 339493]
  21. Balanophora involucrata [ncbi taxid: 2894844]
  22. Bartramia pomiformis [ncbi taxid: 52976]
  23. Beauveria felina [ncbi taxid: ]
  24. Beilschmiedia anacardioides [ncbi taxid: ]
  25. Betula ermanii [ncbi taxid: 216992]
  26. Blumea mollis [ncbi taxid: 119169]
  27. Brassica oleracea [ncbi taxid: 3712]
  28. Brenneria rubrifaciens [ncbi taxid: 55213]
  29. Cardiospermum halicacabum [ncbi taxid: 289799]
  30. Ceanothus velutinus [ncbi taxid: 54785]
  31. Cedrus libani [ncbi taxid: 93692]
  32. Centaurea nigrescens [ncbi taxid: 1308045]
  33. Cephalaria grossheimii [ncbi taxid: ]
  34. Cerinthe minor [ncbi taxid: 131385]
  35. Chlorophytum borivilianum [ncbi taxid: 503355]
  36. Cichorium glandulosum [ncbi taxid: 1405821]
  37. Cichorium intybus [ncbi taxid: 13427]
  38. Cirsium japonicum [ncbi taxid: 516546]
  39. Citrullus lanatus [ncbi taxid: 3654]
  40. Cladiella krempfi [ncbi taxid: 1382565]
  41. Coccus ilicis [ncbi taxid: ]
  42. Conyza canadensis [ncbi taxid: ]
  43. Coreopsis fasciculata [ncbi taxid: 1532913]
  44. Cornus alba 'Sibirica' [ncbi taxid: ]
  45. Craspidospermum verticillatum [ncbi taxid: 184384]
  46. Crepis foetida [ncbi taxid: 268017]
  47. Crescentia cujete [ncbi taxid: 1125401]
  48. Crinum defixum [ncbi taxid: 209091]
  49. Cuphea carthagenensis [ncbi taxid: 312566]
  50. Dictyopteris acrostichoides [ncbi taxid: 157155]
  51. Dioscorea japonica [ncbi taxid: 4673]
  52. Dioscoreophyllum cumminsii [ncbi taxid: 3457]
  53. Dipterocarpus dyeri [ncbi taxid: 340441]
  54. Dorstenia lindeniana [ncbi taxid: 984813]
  55. Ehretia dicksonii [ncbi taxid: 1398146]
  56. Eskemukerjea megacarpum [ncbi taxid: 154596]
  57. Euphorbia segetalis [ncbi taxid: 38847]
  58. Fomitopsis insularis [ncbi taxid: ]
  59. Fragaria vesca [ncbi taxid: 57918]
  60. Fragaria x ananassa [ncbi taxid: 3747]
  61. Fusarium oxysporum [ncbi taxid: 5507]
  62. Garcinia hombroniana [ncbi taxid: 180107]
  63. Garcinia scortechinii [ncbi taxid: 180116]
  64. Gardenia latifolia [ncbi taxid: 1357587]
  65. Gardenia tubifera [ncbi taxid: 1240870]
  66. Glycine max [ncbi taxid: 3847]
  67. Hibiscus mutabilis [ncbi taxid: 455430]
  68. Hypericum ascyron [ncbi taxid: 210378]
  69. Impatiens balsamina [ncbi taxid: 63779]
  70. Ipomoea cairica [ncbi taxid: 129201]
  71. Isaria felina [ncbi taxid: ]
  72. Isodon lophanthoides [ncbi taxid: 204133]
  73. Ixeris stolonifera [ncbi taxid: 268077]
  74. Justicia paniculata [ncbi taxid: ]
  75. Khaya ivorensis [ncbi taxid: 486173]
  76. Khaya senegalensis [ncbi taxid: 587579]
  77. Kopsia grandifolia [ncbi taxid: 1750995]
  78. Larix cajanderi [ncbi taxid: 501393]
  79. Lasianthus fordii [ncbi taxid: 1406743]
  80. Ledebouria socialis [ncbi taxid: 34191]
  81. Lotus japonicus [ncbi taxid: 34305]
  82. Lotus polyphyllos [ncbi taxid: ]
  83. Lupinus verbasciformis [ncbi taxid: ]
  84. Lycopus europaeus [ncbi taxid: 260603]
  85. Melaleuca rhaphiophylla [ncbi taxid: ]
  86. Modiolus demissus [ncbi taxid: ]
  87. Nama hispidum [ncbi taxid: ]
  88. Oscillatoria princeps [ncbi taxid: 132603]
  89. Ozoroa insignis [ncbi taxid: 289735]
  90. Panax innovans [ncbi taxid: ]
  91. Parastrephia lepidophylla [ncbi taxid: 382035]
  92. Penicillium cinerascens [ncbi taxid: 70096]
  93. Penicillium paxilli [ncbi taxid: 70109]
  94. Penstemon secundiflorus [ncbi taxid: 388204]
  95. Perilla frutescens [ncbi taxid: 48386]
  96. Persea mexicana [ncbi taxid: ]
  97. Phaseolus vulgaris [ncbi taxid: 3885]
  98. Phedimus kamtschaticus [ncbi taxid: 91120]
  99. Phlogacanthus thyrsiflorus [ncbi taxid: 526790]
  100. Phormia regina [ncbi taxid: 7380]
  101. Phytolacca acinosa [ncbi taxid: 3528]
  102. Pieris napi [ncbi taxid: 78633]
  103. Piper arboreum [ncbi taxid: 130381]
  104. Pisum sativum [ncbi taxid: ]
  105. Polygonum senticosum [ncbi taxid: ]
  106. Polygonum perfoliatum [ncbi taxid: ]
  107. Pouzolzia occidentalis [ncbi taxid: ]
  108. Punica granatum [ncbi taxid: 22663]
  109. Rhodobacter sphaeroides [ncbi taxid: ]
  110. Rubus arcticus [ncbi taxid: 70741]
  111. Rubus idaeus [ncbi taxid: 32247]
  112. Ruta microcarpa [ncbi taxid: 452792]
  113. Selinum carvifolium [ncbi taxid: ]
  114. Senecio renardii [ncbi taxid: ]
  115. Senna siamea [ncbi taxid: 346999]
  116. Sesbania grandiflora L. [ncbi taxid: ]
  117. Sextonia rubra [ncbi taxid: 128702]
  118. Sidastrum acuminatum [ncbi taxid: ]
  119. Sordaria araneosa [ncbi taxid: 573841]
  120. Streptomyces paulus [ncbi taxid: 285551]
  121. Syncolostemon parviflorus [ncbi taxid: 231075]
  122. Syzygium cumini [ncbi taxid: 260142]
  123. Thalictrum filamentosum [ncbi taxid: 661051]
  124. Thuja plicata [ncbi taxid: 3316]
  125. Thuja spp. [ncbi taxid: ]
  126. Triaenophora rupestris [ncbi taxid: 441503]
  127. Triglochin maritima [ncbi taxid: 55501]
  128. Urtica triangularis [ncbi taxid: 1303701]
  129. Vigna angularis [ncbi taxid: 3914]
  130. Virola multinervia [ncbi taxid: ]
  131. Zanthoxylum monophyllum [ncbi taxid: 43887]

Pathway Synthetic

pathway id name
Plant Reactome:R-OAU-2744345 Metabolism and regulation
Plant Reactome:R-OAU-1119440 Anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
Plant Reactome:R-TAE-2744344 Secondary metabolism
Plant Reactome:R-MES-2744345 Metabolism and regulation
Plant Reactome:R-TDI-2744345 Metabolism and regulation
Plant Reactome:R-PTI-2744345 Metabolism and regulation
Plant Reactome:R-GMA-2744345 Metabolism and regulation
Plant Reactome:R-GMA-2744344 Secondary metabolism
Plant Reactome:R-PDA-2744345 Metabolism and regulation
Plant Reactome:R-PVU-2744345 Metabolism and regulation
Plant Reactome:R-OPU-1119440 Anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
Plant Reactome:R-CSI-2744345 Metabolism and regulation
Plant Reactome:R-VAN-2744344 Secondary metabolism
Plant Reactome:R-PPE-1119440 Anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
Plant Reactome:R-PTA-1119440 Anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
Plant Reactome:R-MDO-2744345 Metabolism and regulation
Plant Reactome:R-ZMA-2744345 Metabolism and regulation
Plant Reactome:R-ZMA-2744344 Secondary metabolism
Plant Reactome:R-GRA-1119440 Anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
Plant Reactome:R-OGL-2744344 Secondary metabolism
View All Pathways