Gibberellin A4 (BioCAD00000011573)

plant natural products microbial natural products

Metabolite Card

Formula: C19H24O5 (332.1624)
SMILES: [C@@]123CC([C@H](CC[C@]1([C@]14OC(=O)[C@](C)([C@@H](O)CC1)[C@]4([C@@H]2C(O)=O)[H])[H])C3)=C

Synonyms [en]

gibberellin A4; 2beta,4a-dihydroxy-1-methyl-8-methylene-4aalpha,4bbeta-gibbane-1alpha,10beta-dicarboxylic acid, 1,4a-lactone; gibberellin 4; (1R,2R,5R,8R,9S,10R,11S,12S)-12-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1(5,8).0(1,10).0(2,8)]heptadecane-9-carboxylic acid; 2beta-hydroxy-1beta-methyl-8-methylidene-13-oxo-4a,1alpha-epoxymethano-4aalpha,4bbeta-gibbane-10beta-carboxylic acid; Gibberellic acid A4

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Gibberellin A4. 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: BioCAD00000011573). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Gibberellin A4

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 468-44-0
  • PubChem: 11681509
  • PubChem: 171036798
  • PubChem: 23835544
  • PubChem: 443457
  • PubChem: 622971
  • PubChem: 71306853
  • PubChem: 92109
  • ChEBI: ChEBI:32902
  • HMDB: HMDB0303447
  • LipidMaps: LMPR0104170021
  • KEGG: C11864
  • BioCyc: CPD1F-137
  • NCBI MeSH: gibberellin A4
  • DrugBank: DB07815
  • RefMet: RM0118358
  • MoNA: NA000966
  • MoNA: NA000967
  • MoNA: NA001095
  • MoNA: NA001096
  • MoNA: NA001222
  • MoNA: NA001223
  • MoNA: NA001854
  • MoNA: NA001855
  • MoNA: NA001972
  • MoNA: NA001973
  • MoNA: NA002088
  • MoNA: NA002089
  • MoNA: PR020141
  • MoNA: PR020142
  • MoNA: PR020143
  • MoNA: PR100555
  • MoNA: PS023307
  • MoNA: PS023308
  • MoNA: PS023309
  • MoNA: PS023311
  • MoNA: PT202330
  • Metlin: METLIN_41233
  • Coconut NaturalProduct: CNP0226611.3
  • Coconut NaturalProduct: CNP0226611.4
  • Coconut NaturalProduct: CNP0226611.5
  • Coconut NaturalProduct: CNP0226611.6
  • Coconut NaturalProduct: CNP0226611.7

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R06327 C11862<=>C11864 + C00011
KEGG:R06336 1.14.11.15 (gibberellin-20),2-oxoglutarate:oxygen oxidoreductase (3beta-hydroxylating)
KEGG:R06338 1.14.11.13 (gibberellin-1),2-oxoglutarate:oxygen oxidoreductase (2beta-hydroxylating)
KEGG:R06617 C11864<=>C11867
KEGG:R06619 C11864<=>C00859
KEGG:R10450 2.1.1.276 S-adenosyl-L-methionine:gibberellin A4 O-methyltransferase
BioCyc:RXN-11359 2.1.1.276 S-ADENOSYLMETHIONINE + CPD1F-137 --> CPD-12332 + ADENOSYL-HOMO-CYS
BioCyc:RXN-7617 1.14.19.- CPD1F-137 + OXYGEN-MOLECULE + Donor-H2 --> CPD-6975 + 2 WATER + Acceptor
BioCyc:RXN-6550 1.14.11.- CPD1F-137 + 2-KETOGLUTARATE + OXYGEN-MOLECULE --> CPD-6224 + SUC + CARBON-DIOXIDE
BioCyc:RXN1F-165 1.14.11.- CPD1F-134 + 2-KETOGLUTARATE + OXYGEN-MOLECULE --> CPD1F-137 + SUC + CARBON-DIOXIDE
BioCyc:RXN-7619 1.14.14.- CPD-6228 + 4 OXYGEN-MOLECULE + 4 Red-NADPH-Hemoprotein-Reductases + PROTON --> CPD1F-137 + CARBON-DIOXIDE + 4 Ox-NADPH-Hemoprotein-Reductases + 6 WATER
BioCyc:RXN-7591 1.14.11.- CPD-6201 + OXYGEN-MOLECULE + 2-KETOGLUTARATE + NADP --> CPD1F-137 + SUC + 2 CARBON-DIOXIDE + NADPH
BioCyc:RXN1F-166 1.14.14.- CPD1F-137 + OXYGEN-MOLECULE + Red-NADPH-Hemoprotein-Reductases --> CPD1F-139 + WATER + Ox-NADPH-Hemoprotein-Reductases
BioCyc:RXN-11385 1.14.14.- CPD1F-137 + Red-NADPH-Hemoprotein-Reductases + OXYGEN-MOLECULE --> CPD-12351 + Ox-NADPH-Hemoprotein-Reductases + WATER
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Organism Source

Taxonomy Source

  1. Abelmoschus esculentus [ncbi taxid: 455045]
  2. Allium cepa [ncbi taxid: 4679]
  3. Alstroemeria hybrida [ncbi taxid: ]
  4. Arabidopsis thaliana [ncbi taxid: 3702]
  5. Aralia cordata [ncbi taxid: 29746]
  6. Bacillus licheniformis [ncbi taxid: 1402]
  7. Bacillus pumilus [ncbi taxid: 1408]
  8. Begonia x cheimantha [ncbi taxid: ]
  9. Brassica napus [ncbi taxid: 3708]
  10. Calystegia soldanella [ncbi taxid: 136204]
  11. Cibotium glaucum [ncbi taxid: 32105]
  12. Citrus reticulata [ncbi taxid: 85571]
  13. Citrus sinensis [ncbi taxid: 2711]
  14. Citrus unshiu [ncbi taxid: 55188]
  15. Cucumis melo [ncbi taxid: 3656]
  16. Cucumis sativus [ncbi taxid: 3659]
  17. Cucurbita maxima [ncbi taxid: 3661]
  18. Cyathea australis [ncbi taxid: 361531]
  19. Dalbergia dolichopetala [ncbi taxid: ]
  20. Daucus carota [ncbi taxid: 4039]
  21. Dicksonia antarctica [ncbi taxid: 3271]
  22. Dioscorea japonica [ncbi taxid: 4673]
  23. Dioscorea opposita [ncbi taxid: ]
  24. Dioscorea polystachya [ncbi taxid: 55575]
  25. Eucalyptus globulus [ncbi taxid: 34317]
  26. Fusarium fujikuroi [ncbi taxid: 5127]
  27. Gibberella fujikuroi [ncbi taxid: ]
  28. Gossypium hirsutum [ncbi taxid: 3635]
  29. Helianthus annuus [ncbi taxid: 4232]
  30. Juglans regia [ncbi taxid: 51240]
  31. Lilium elegans [ncbi taxid: ]
  32. Litchi chinensis [ncbi taxid: 151069]
  33. Lupinus albus [ncbi taxid: 3870]
  34. Lycopersicon esculentum [ncbi taxid: ]
  35. Malva sylvestris [ncbi taxid: 145754]
  36. Marah macrocarpus [ncbi taxid: ]
  37. Matthiola incana [ncbi taxid: 3724]
  38. Ornithogalum thyrsoides [ncbi taxid: 82017]
  39. Orobanche minor [ncbi taxid: 36748]
  40. Oryza sativa [ncbi taxid: 4530]
  41. Phaeosphaeria sp. L489 [ncbi taxid: ]
  42. Phaseolus coccineus [ncbi taxid: 3886]
  43. Phaseolus vulgaris [ncbi taxid: 3885]
  44. Picea abies [ncbi taxid: 3329]
  45. Picea sitchensis [ncbi taxid: 3332]
  46. Pimpinella anisum [ncbi taxid: 271192]
  47. Pinus attenuata [ncbi taxid: 71624]
  48. Pinus sylvestris [ncbi taxid: 3349]
  49. Pisum sativum [ncbi taxid: ]
  50. Pseudotsuga menziesii [ncbi taxid: 3357]
  51. Pyrus malus [ncbi taxid: ]
  52. Raphanus sativus [ncbi taxid: 3726]
  53. Rhizobium phaseoli [ncbi taxid: 396]
  54. Rumex acetosa [ncbi taxid: 41241]
  55. Rumex palustris [ncbi taxid: 50298]
  56. Saccharum spp. [ncbi taxid: ]
  57. Sechium edule [ncbi taxid: ]
  58. Senna tora [ncbi taxid: 362788]
  59. Sphaceloma bidentis [ncbi taxid: ]
  60. Sphaceloma manihoticola [ncbi taxid: 49223]
  61. Sphaceloma menthae [ncbi taxid: ]
  62. Sphaceloma perseae [ncbi taxid: ]
  63. Sphaceloma rhois [ncbi taxid: ]
  64. Spinacia oleracea [ncbi taxid: 3562]
  65. Trifolium repens [ncbi taxid: 3899]
  66. Triticum aestivum [ncbi taxid: 4565]
  67. Zea mays [ncbi taxid: 4577]
  68. Dioscorea japonica [ncbi taxid: 4673]
  69. Dioscorea opposita [ncbi taxid: ]
  70. Dioscorea polystachya [ncbi taxid: 55575]
  71. Dioscorea japonica [ncbi taxid: 4673]
  72. Dioscorea opposita [ncbi taxid: ]
  73. Dioscorea polystachya [ncbi taxid: 55575]
  74. Cassia tora [ncbi taxid: ]
  75. Cyathea [ncbi taxid: 13470]
  76. Dioscorea japonica [ncbi taxid: 4673]
  77. Dioscorea opposita [ncbi taxid: ]
  78. Dioscorea polystachya [ncbi taxid: 55575]
  79. Gibberella fujikuroi [ncbi taxid: ]

Pathway Synthetic

pathway id name
PlantCyc:SOY_PWY-5036 gibberellin biosynthesis II (early C-3 hydroxylation)
PlantCyc:SOY_PWY-5070 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
PlantCyc:SPENNELLII_PWY-5070 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
PlantCyc:SWEETORANGE_PWY-5070 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
PlantCyc:ARA_PWY-102 gibberellin inactivation I (2β-hydroxylation)
PlantCyc:ASPARAGUS_PWY-6477 gibberellin inactivation II (methylation)
PlantCyc:BOLERACEA_CAPITATA_PWY-6477 gibberellin inactivation II (methylation)
PlantCyc:BOLERACEA_OLERACEA_PWY-6477 gibberellin inactivation II (methylation)
PlantCyc:CARNATION_PWY-5070 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
PlantCyc:CASHEW_PWY-6477 gibberellin inactivation II (methylation)
PlantCyc:CASSAVA_PWY-6477 gibberellin inactivation II (methylation)
PlantCyc:PPERSICA_PWY-5036 gibberellin biosynthesis II (early C-3 hydroxylation)
PlantCyc:RUBBERTREE_PWY-5036 gibberellin biosynthesis II (early C-3 hydroxylation)
PlantCyc:RUBBERTREE_PWY-6477 gibberellin inactivation II (methylation)
PlantCyc:RUBBERTREE_PWY-5070 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
PlantCyc:SACREDLOTUS_PWY-5036 gibberellin biosynthesis II (early C-3 hydroxylation)
PlantCyc:CGRANDIFLORA_PWY-5070 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
PlantCyc:SORGHUMBICOLOR_PWY-5070 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
PlantCyc:SPIRODELA_PWY-5070 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
PlantCyc:SVIRIDIS_PWY-5070 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
View All Pathways