Soyasapogenol B (BioCAD00000017880)

plant natural products microbial natural products

Metabolite Card

Formula: C30H50O3 (458.376)
SMILES: [H][C@@]12CC(C)(C)C[C@@H](O)[C@]1(C)CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CC[C@H](O)[C@](C)(CO)[C@]3([H])CC[C@@]12C

Synonyms [en]

soyasapogenol B; 24-hydroxysophoradiol; soyasapogenol-B; SOYASAPOGENOL I; soyasapogenin B; (3beta,4beta,22beta)-Olean-12-ene-3,22,23-triol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Soyasapogenol 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/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000017880). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Soyasapogenol B, also known as 24-hydroxysophoradiol, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Soyasapogenol B is an extremely weak basic (essentially neutral) compound (based on its pKa). Soyasapogenol B is found in alfalfa. Soyasapogenol B is a constituent of soya bean saponin, Medicago, Astragalus, and Trifolium species.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 2611-08-7
  • CAS Registry Number: 595-15-3
  • CAS Registry Number: 6118-01-0
  • PubChem: 115012
  • ChEBI: ChEBI:9209
  • HMDB: HMDB0034648
  • KEGG: C08980
  • BioCyc: CPD-7610
  • NCBI MeSH: soyasapogenol B
  • RefMet: RM0136995
  • Metlin: METLIN_67323
  • Coconut NaturalProduct: CNP0109751.4
  • Coconut NaturalProduct: CNP0109751.5
  • Coconut NaturalProduct: CNP0109751.7
  • Coconut NaturalProduct: CNP0256571.1
  • Coconut NaturalProduct: CNP0256571.2

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R06500 C08980<=>C08983
KEGG:R06501 C08616 + C00007<=>C08980
KEGG:R09605 1.14.14.134 sophoradiol,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (24-hydroxylating)
KEGG:R09636 2.4.1.262 UDP-D-glucuronate:soyasapogenol 3-O-D-glucuronosyltransferase
Rhea:RHEA:30996 1.14.14.134 sophoradiol + reduced [NADPH—hemoprotein reductase] + O2 => soyasapogenol B + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:30997 1.14.14.134 soyasapogenol B + oxidized [NADPH—hemoprotein reductase] + H2O + H+ => sophoradiol + reduced [NADPH—hemoprotein reductase] + O2
Rhea:RHEA:30998 1.14.14.134 sophoradiol + reduced [NADPH—hemoprotein reductase] + O2 <=> soyasapogenol B + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:31476 2.4.1.262 soyasapogenol B + UDP-α-D-glucuronate => soyasapogenol B 3-O-β-D-glucuronate + UDP + H+
Rhea:RHEA:31477 2.4.1.262 soyasapogenol B 3-O-β-D-glucuronate + UDP + H+ => soyasapogenol B + UDP-α-D-glucuronate
Rhea:RHEA:31478 2.4.1.262 soyasapogenol B + UDP-α-D-glucuronate <=> soyasapogenol B 3-O-β-D-glucuronate + UDP + H+
BioCyc:RXN-8084 1.14.14.134 CPD-7609 + Red-NADPH-Hemoprotein-Reductases + OXYGEN-MOLECULE --> CPD-7610 + Ox-NADPH-Hemoprotein-Reductases + WATER
BioCyc:RXN-8085 1.14.14.- CPD-7608 + Red-NADPH-Hemoprotein-Reductases + OXYGEN-MOLECULE --> CPD-7610 + Ox-NADPH-Hemoprotein-Reductases + WATER
BioCyc:RXN-19688 2.4.1.- CPD-12575 + CPD-7610 --> CPD-9490 + UDP + PROTON
BioCyc:RXN-9037 2.4.1.- CPD-12575 + CPD-7610 --> CPD-9491 + UDP + PROTON
BioCyc:RXN-8086 2.4.1.262 soyasapogenol B glucuronosyltransferase
BioCyc:RXN-19689 2.4.1.- CPD-12575 + CPD-7610 --> CPD-9489 + UDP + PROTON
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Organism Source

Taxonomy Source

  1. Abrus pulchellus [ncbi taxid: 192852]
  2. Astragalus membranaceus [ncbi taxid: 649199]
  3. Glycine max [ncbi taxid: 3847]
  4. Streptomyces strain H 1082-MY 15 [ncbi taxid: ]
  5. A new engineered strain of Yarrowia lipolytica [n.a.] [ncbi taxid: ]
  6. Aaptos ciliata [ncbi taxid: ]
  7. Abies excelsa [ncbi taxid: ]
  8. Abies pinsapo var. marocana [ncbi taxid: 928731]
  9. Abrus pulchellus [ncbi taxid: 192852]
  10. Absidia caerulea [ncbi taxid: 90261]
  11. Achlya heterosexualis [ncbi taxid: 112030]
  12. Alsidium corallinum [ncbi taxid: 2008650]
  13. Alternaria macrospora [ncbi taxid: 119921]
  14. Ampelocera edentula [ncbi taxid: 1568982]
  15. Anaglyptus subfasciatus [ncbi taxid: 2875636]
  16. Angelica acutiloba [ncbi taxid: 55605]
  17. Anthotroche myoporoides [ncbi taxid: 195724]
  18. Arachis hypogaea [ncbi taxid: 3818]
  19. Arnica mollis [ncbi taxid: 4247]
  20. Artocarpus lakoocha [ncbi taxid: ]
  21. Aspergillus taichungensis [ncbi taxid: 482145]
  22. Astragalus flexus [ncbi taxid: 2764613]
  23. Axinella weltneri [ncbi taxid: ]
  24. Botrytis cinerea [ncbi taxid: 40559]
  25. Brassica carinata [ncbi taxid: 52824]
  26. Bryonia alba [ncbi taxid: 243967]
  27. Calycocorsus stipitatus [ncbi taxid: ]
  28. Carlina racemosa [ncbi taxid: 538497]
  29. Carpha glomerata [ncbi taxid: 224675]
  30. Chrysosporum ovalisporum [ncbi taxid: ]
  31. Croton gratissimus [ncbi taxid: 316784]
  32. Cyanostegia angustifolia [ncbi taxid: 664348]
  33. Dactylorhiza viridis [ncbi taxid: 230577]
  34. Dactynotus ambrosiae [ncbi taxid: ]
  35. Diplopterygium glaucum [ncbi taxid: 397682]
  36. Erythrina vogelii [ncbi taxid: 2708828]
  37. Eucalyptus resinifera [ncbi taxid: 1711506]
  38. Euphrasia genargentea [ncbi taxid: ]
  39. Eurycoma harmandiana [ncbi taxid: ]
  40. Galdieria sulphuraria [ncbi taxid: 130081]
  41. Glycine max [ncbi taxid: 3847]
  42. Halobacillus litoralis [ncbi taxid: 45668]
  43. Helenium virginicum [ncbi taxid: 138409]
  44. Heliotropium digynum [ncbi taxid: 168344]
  45. Hemsleya panacis-scandens [ncbi taxid: 447122]
  46. Hypericum caprifoliatum [ncbi taxid: ]
  47. Ixeris debilis [ncbi taxid: ]
  48. Lactococcus lactis [ncbi taxid: 1358]
  49. Laurencia chilensis [ncbi taxid: 2851596]
  50. Lespedeza juncea [ncbi taxid: 688283]
  51. Litsea amara [ncbi taxid: ]
  52. Lobophytum durum [ncbi taxid: ]
  53. Lupinus oreophilus [ncbi taxid: 2528748]
  54. Lysimachia fordiana [ncbi taxid: 213266]
  55. Marasmiellus troyanus [ncbi taxid: ]
  56. Maytenus chuchuhuasha [ncbi taxid: ]
  57. Medicago sativa [ncbi taxid: 3879]
  58. Melampodium pilosum [ncbi taxid: 185174]
  59. Meretrix petechialis [ncbi taxid: 311198]
  60. Mytilus coruscus [ncbi taxid: 42192]
  61. Nannoglottis ravida [ncbi taxid: 147812]
  62. Orthosiphon spicatus [ncbi taxid: ]
  63. Oxytropis falcata [ncbi taxid: 1479707]
  64. Phaseolus vulgaris [ncbi taxid: 3885]
  65. Phyllidia ocellata [ncbi taxid: 190925]
  66. Phyllostachys bambusoides [ncbi taxid: 35706]
  67. Pogostemon cablin [ncbi taxid: 28511]
  68. Pterolobium hexapetalum [ncbi taxid: 1905003]
  69. Pueraria montana [ncbi taxid: 132459]
  70. Ranunculus asiaticus [ncbi taxid: 529701]
  71. Remirea maritima [ncbi taxid: ]
  72. Schizophyllum lobatum [ncbi taxid: ]
  73. Sinapis alba [ncbi taxid: 3728]
  74. Solanum lanceolatum [ncbi taxid: 329782]
  75. Streptomyces matensis [ncbi taxid: 67325]
  76. Suberites caminatus [ncbi taxid: ]
  77. Tephrosia elata [ncbi taxid: ]
  78. Trididemnum cyanophorum [ncbi taxid: 1079458]
  79. Trigonostemon xyphophylloides [ncbi taxid: 2606840]
  80. Vachellia schaffnerii [ncbi taxid: 138041]
  81. Viburnum erubescens [ncbi taxid: 237938]
  82. Wikstroemia viridiflora [ncbi taxid: ]
  83. Xanthorhiza simplicissima [ncbi taxid: 13762]
  84. Xanthoria resendei [ncbi taxid: 111589]
  85. Abrus pulchellus [ncbi taxid: 192852]
  86. Agalinis purpurea [ncbi taxid: 374692]
  87. Arachis hypogaea [ncbi taxid: 3818]
  88. Astragalus [ncbi taxid: 20400]
  89. Astragalus angustifolius [ncbi taxid: 1302566]
  90. Astragalus glycyphyllos [ncbi taxid: 83862]
  91. Glycine max [ncbi taxid: 3847]
  92. Gueldenstaedtia multiflora [ncbi taxid: ]
  93. Lespedeza juncea [ncbi taxid: 688283]
  94. Lespedeza sericea [ncbi taxid: ]
  95. Lupinus verbasciformis [ncbi taxid: ]
  96. Medicago [ncbi taxid: 3877]
  97. Medicago lupulina [ncbi taxid: 47085]
  98. Medicago monspeliaca [ncbi taxid: 70959]
  99. Medicago sativa [ncbi taxid: 3879]
  100. Medicago truncatula [ncbi taxid: 3880]
  101. Melilotus officinalis [ncbi taxid: 47083]
  102. Phaseolus vulgaris [ncbi taxid: 3885]
  103. Pueraria montana var. lobata [ncbi taxid: 3893]
  104. Trifolium pratense [ncbi taxid: 57577]
  105. Trifolium resupinatum [ncbi taxid: 97036]
  106. Trifolium spp. [ncbi taxid: ]
  107. Ulex parviflorus [ncbi taxid: 49854]
  108. Wisteria brachybotrys [ncbi taxid: 185975]
  109. Aegiceras corniculatum [ncbi taxid: 59970]
  110. Clavija procera [ncbi taxid: ]
  111. Embelia schimperi [ncbi taxid: 2595069]
  112. Lepisorus thunbergianus [ncbi taxid: 32163]
  113. Rhododendron aureum [ncbi taxid: 184574]
  114. Embelia schimperi [ncbi taxid: 2595069]
  115. Primula sieboldii E.Morren. [ncbi taxid: ]
  116. Primula veris L. [ncbi taxid: ]

Pathway Synthetic

pathway id name
PlantCyc:SOY_PWY-5203 soybean saponin I biosynthesis
PlantCyc:SWEETORANGE_PWY-5203 soybean saponin I biosynthesis
PlantCyc:ARA_PWY-5203 soybean saponin I biosynthesis
PlantCyc:BOLERACEA_OLERACEA_PWY-5203 soybean saponin I biosynthesis
PlantCyc:CANNUUM_PWY-5774 saponin biosynthesis IV
PlantCyc:CARIETINUM_ICC4958_PWY-5203 soybean saponin I biosynthesis
PlantCyc:CASHEW_PWY-5203 soybean saponin I biosynthesis
PlantCyc:CHINESECABBAGE_PWY-5203 soybean saponin I biosynthesis
PlantCyc:CLEMENTINE_PWY-5203 soybean saponin I biosynthesis
PlantCyc:CSATIVA_PK_PWY-5203 soybean saponin I biosynthesis
PlantCyc:MUSKMELON_PWY-5203 soybean saponin I biosynthesis
PlantCyc:OMERIDIONALIS_PWY-5203 soybean saponin I biosynthesis
PlantCyc:PIGEONPEA_PWY-5203 soybean saponin I biosynthesis
PlantCyc:OGLABERRIMA_PWY-5203 soybean saponin I biosynthesis
PlantCyc:OGLABERRIMA_PWY-5774 saponin biosynthesis IV
PlantCyc:OILSEEDRAPE_PWY-5203 soybean saponin I biosynthesis
PlantCyc:ORUFIPOGON_PWY-5774 saponin biosynthesis IV
PlantCyc:PHALLII_PWY-5774 saponin biosynthesis IV
PlantCyc:ALYRATA_PWY-5203 soybean saponin I biosynthesis
PlantCyc:BRACHYPODIUM_PWY-5203 soybean saponin I biosynthesis
View All Pathways