Gluconapin (BioCAD00000011669)

plant natural products

Metabolite Card

Formula: C11H19NO9S2 (373.0501)
SMILES: OC[C@H]1O[C@@H](S\C(CCC=C)=N\OS(O)(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O

Synonyms [en]

Gluconapin; 3-Butenylglucosinolate; 3-Butenyl glucosinolate; 1-Thio-beta-D-glucopyranose 1-(N-(sulfooxy)-4-pentenimidate); Gluconapin (But-3-enyl-GS); Butenyl glucosinolate

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Gluconapin. 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: BioCAD00000011669). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Gluconapin, also known as 3-butenyl glucosinolate, belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain. Gluconapin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, gluconapin has been detected, but not quantified in, several different foods, such as horseradish, swedes, cabbages, and Chinese mustards. This could make gluconapin a potential biomarker for the consumption of these foods. Gluconapin is isolated from rapeseeds and many other Brassica species.

Cytoplasm Extracellular
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 19041-09-9
  • PubChem: 3034765
  • PubChem: 5484740
  • PubChem: 9548620
  • ChEBI: ChEBI:184352
  • ChEBI: ChEBI:5411
  • ChEBI: ChEBI:79319
  • HMDB: HMDB0038427
  • KEGG: C08415
  • NCBI MeSH: 3-butenyl glucosinolate
  • RefMet: RM0187005
  • MoNA: FiehnHILIC002722
  • MoNA: PM005809
  • MoNA: PM010012
  • MoNA: PM013807
  • MoNA: PM015109
  • MoNA: PR100426
  • MoNA: PR100883
  • MoNA: PS051001
  • MoNA: PS107002
  • Metlin: METLIN_66956
  • Coconut NaturalProduct: CNP0159795.1
  • Coconut NaturalProduct: CNP0159795.2
  • Coconut NaturalProduct: CNP0159795.3
  • Coconut NaturalProduct: CNP0159795.4
  • Coconut NaturalProduct: CNP0159795.5

Class / Ontology

Metabolic Network
ID EC Number Name
Rhea:RHEA:60629 gluconapin + AH2 + O2 => progoitrin + A + H2O
Rhea:RHEA:60630 progoitrin + A + H2O => gluconapin + AH2 + O2
Rhea:RHEA:60631 gluconapin + AH2 + O2 <=> progoitrin + A + H2O
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Organism Source

Taxonomy Source

  1. Armoracia rusticana P. Gaertn. & al. [ncbi taxid: ]
  2. Brassica juncea [ncbi taxid: 3707]
  3. Brassica napus L. [ncbi taxid: ]
  4. Brassica oleraceae convar. boytrytis var. italica Plenck [ncbi taxid: ]
  5. Brassica oleraceae convar. capitata var. capitata L.f. alba [ncbi taxid: ]
  6. Brassica oleraceae convar. capitata var. capitata L.f. rubra [ncbi taxid: ]
  7. Brassica oleraceae convar. capitata var. sabauda L. [ncbi taxid: ]
  8. Brassica oleraceae convar. fruticosa var. gemmifera DC. [ncbi taxid: ]
  9. Brassica rapa L. [ncbi taxid: ]
  10. Cardamine hirsuta [ncbi taxid: 50463]
  11. Hesperis matronalis L. [ncbi taxid: ]
  12. Iberis amara L. [ncbi taxid: ]
  13. Iberis sempervirens L. [ncbi taxid: ]
  14. Iberis umbellata L. [ncbi taxid: ]
  15. Isatis tinctoria [ncbi taxid: 161756]
  16. Isatis tinctoria L. [ncbi taxid: ]
  17. Lepidium sativum L. [ncbi taxid: ]
  18. Persicaria tinctoria [ncbi taxid: 96455]
  19. Brassica rapa [ncbi taxid: 3711]
  20. Isatis tinctoria [ncbi taxid: 161756]
  21. Persicaria tinctoria [ncbi taxid: 96455]
  22. Brassica elongata [ncbi taxid: 308263]
  23. Brassica oleracea var. sabauda [ncbi taxid: 1216010]
  24. Capparis spinosa [ncbi taxid: 65558]
  25. Cardaria draba [ncbi taxid: ]
  26. Cleome viscosa [ncbi taxid: ]
  27. Isatis tinctoria [ncbi taxid: 161756]
  28. Persicaria tinctoria [ncbi taxid: 96455]
  29. Alyssoides utriculata [ncbi taxid: 457762]
  30. Alyssum alyssoides [ncbi taxid: 169068]
  31. Alyssum maritimum [ncbi taxid: ]
  32. Alyssum perennial [ncbi taxid: ]
  33. Arabidopsis thaliana [ncbi taxid: 3702]
  34. Armoracia lapathifolia [ncbi taxid: ]
  35. Aurinia saxatilis [ncbi taxid: 169069]
  36. Boreava aptera [ncbi taxid: ]
  37. Boreava orientalis [ncbi taxid: ]
  38. Brassica juncea [ncbi taxid: 3707]
  39. Brassica napus L. [ncbi taxid: ]
  40. Brassica nigra [ncbi taxid: 3710]
  41. Brassica oleracea [ncbi taxid: 3712]
  42. Brassica rapa [ncbi taxid: 3711]
  43. Brassica spp. [ncbi taxid: ]
  44. Brassica sprouts [ncbi taxid: ]
  45. Cakile artica [ncbi taxid: ]
  46. Cakile constricta [ncbi taxid: 1078590]
  47. Cakile edentula [ncbi taxid: 349956]
  48. Cakile geniculata [ncbi taxid: 2730892]
  49. Cakile lanceolata [ncbi taxid: 555706]
  50. Cakile maritima [ncbi taxid: 220483]
  51. Capparis flexuosa [ncbi taxid: ]
  52. Capparis inermis [ncbi taxid: ]
  53. Cardamine flexuosa [ncbi taxid: 50462]
  54. Cardamine hirsuta [ncbi taxid: 50463]
  55. Cardamine impatiens [ncbi taxid: 82286]
  56. Carrichtera annua [ncbi taxid: 127603]
  57. Chorispora purpurascens [ncbi taxid: 743976]
  58. Coincya longirostra [ncbi taxid: 308270]
  59. Coincya monensis [ncbi taxid: 55965]
  60. Coincya rupestris [ncbi taxid: 308271]
  61. Conringia orientalis [ncbi taxid: 228876]
  62. Conringia planisiliqua [ncbi taxid: 311912]
  63. Crambe filiformis [ncbi taxid: 71330]
  64. Crambe juncea [ncbi taxid: 71335]
  65. Crambe koktebelica [ncbi taxid: 71336]
  66. Crambe maritima [ncbi taxid: 71339]
  67. Crambe orientalis [ncbi taxid: 71340]
  68. Crucihimalaya wallichii [ncbi taxid: 78192]
  69. Descurainia appendiculata [ncbi taxid: 983596]
  70. Descurainia pinnata [ncbi taxid: 110556]
  71. Descurainia richardsonii [ncbi taxid: ]
  72. Descurainia sophia [ncbi taxid: 89411]
  73. Diplotaxis catholica [ncbi taxid: 230966]
  74. Diplotaxis erucoides [ncbi taxid: 3732]
  75. Diplotaxis siifolia [ncbi taxid: 180535]
  76. Diplotaxis virgata [ncbi taxid: 308285]
  77. Draba nemorosa [ncbi taxid: 171822]
  78. Eruca longirostris [ncbi taxid: ]
  79. Erucastrum gallicum [ncbi taxid: 180538]
  80. Erucastrum laevigatum [ncbi taxid: 109154]
  81. Farsetia clypeata [ncbi taxid: ]
  82. Farsetia jacquemontii [ncbi taxid: 2340886]
  83. Farsetia ramosissima [ncbi taxid: ]
  84. Fibigia macrocarpa [ncbi taxid: 457799]
  85. Hesperis matronalis [ncbi taxid: 264418]
  86. Hirschfeldia incana [ncbi taxid: 71354]
  87. Iberis amara [ncbi taxid: 190884]
  88. Iberis crenata [ncbi taxid: ]
  89. Isatis aleppica [ncbi taxid: ]
  90. Isatis cappadocica [ncbi taxid: 651631]
  91. Isatis costata [ncbi taxid: 1439905]
  92. Isatis djurdjura [ncbi taxid: ]
  93. Isatis glauca [ncbi taxid: 478943]
  94. Isatis iberica [ncbi taxid: ]
  95. Isatis tinctoria [ncbi taxid: 161756]
  96. Lepidium draba [ncbi taxid: 153317]
  97. Lepidium subulatum [ncbi taxid: 537167]
  98. Lobularia maritima [ncbi taxid: 226051]
  99. Moricandia arvensis [ncbi taxid: 180540]
  100. Notoceras bicorne [ncbi taxid: 369028]
  101. Peltaria alliaceae [ncbi taxid: ]
  102. Peltaria angustifolia [ncbi taxid: 2029139]
  103. Pringlea antiscorbutica [ncbi taxid: 203624]
  104. Rapistrum rugosum [ncbi taxid: 71362]
  105. Reboudia pinnata [ncbi taxid: ]
  106. Rhynchosinapis hispida [ncbi taxid: ]
  107. Rorippa hilariana [ncbi taxid: 2948741]
  108. Rorippa islandica [ncbi taxid: 157092]
  109. Schimpera arabica [ncbi taxid: 664058]
  110. Schouwia purpurea [ncbi taxid: 127615]
  111. Sinapis alba [ncbi taxid: 3728]
  112. Sinapis arvensis [ncbi taxid: ]
  113. Sisymbrella aspera [ncbi taxid: 664060]
  114. Sisymbrium altissimum [ncbi taxid: 71365]
  115. Sisymbrium orientale [ncbi taxid: 203583]
  116. Sisymbrium pinnata [ncbi taxid: ]
  117. Sterigmostemum incanum [ncbi taxid: 1511927]
  118. Streptanthus arizonicus [ncbi taxid: ]
  119. Thelypodium brachycarpum [ncbi taxid: ]
  120. Thelypodium crispum [ncbi taxid: 536432]
  121. Thelypodium eucosmum [ncbi taxid: ]
  122. Thelypodium howellii [ncbi taxid: ]
  123. Thelypodium laciniatum [ncbi taxid: 359899]
  124. Thelypodium laxiflorum [ncbi taxid: ]
  125. Thelypodium paniculatum [ncbi taxid: ]
  126. Thelypodium rollinsii [ncbi taxid: 536434]
  127. Thelypodium texanum [ncbi taxid: 536436]
  128. Thelypodium wrightii [ncbi taxid: 203606]
  129. Wasabi japonica [ncbi taxid: ]

Pathway Synthetic

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