Sarpagine (BioCAD00000017567)

plant natural products microbial natural products

Metabolite Card

Formula: C19H22N2O2 (310.1681)
SMILES: [H]\\C(C)=C1/CN2[C@@]3([H])C[C@]1([H])[C@@]([H])(CO)[C@]2([H])Cc1c3[nH]c2ccc(O)cc12

Synonyms [en]

sarpagine; raupin; 10,17-Sarpagandiol; VTVQHYQGTTVKDE-CCUKBNNFSA-N; XD54MPV6VQ; sarpagan-10,17-diol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Sarpagine. 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: BioCAD00000017567). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

An indole alkaloid that is sarpagan bearing hydroxy groups at positions 10 and 17." []

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 482-68-8
  • PubChem: 12314884
  • PubChem: 133612285
  • PubChem: 162935314
  • PubChem: 20055020
  • PubChem: 44592554
  • PubChem: 5089092
  • PubChem: 51346118
  • PubChem: 5281409
  • ChEBI: ChEBI:9036
  • KEGG: C09239
  • BioCyc: CPD-4243
  • NCBI MeSH: sarpagine
  • Metlin: METLIN_64351
  • Coconut NaturalProduct: CNP0205381.2
  • Coconut NaturalProduct: CNP0205381.4
  • Coconut NaturalProduct: CNP0205381.5
  • Coconut NaturalProduct: CNP0205381.6

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R05828 1.14.14.136 10-deoxysarpagine,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (10-hydroxylating)
Rhea:RHEA:14238 1.14.14.136 10-deoxysarpagine + reduced [NADPH—hemoprotein reductase] + O2 => sarpagine + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:14239 1.14.14.136 sarpagine + oxidized [NADPH—hemoprotein reductase] + H2O + H+ => 10-deoxysarpagine + reduced [NADPH—hemoprotein reductase] + O2
Rhea:RHEA:14240 1.14.14.136 10-deoxysarpagine + reduced [NADPH—hemoprotein reductase] + O2 <=> sarpagine + oxidized [NADPH—hemoprotein reductase] + H2O + H+
BioCyc:1.14.13.91-RXN 1.14.14.136 10-DEOXYSARPAGINE + Red-NADPH-Hemoprotein-Reductases + OXYGEN-MOLECULE --> CPD-4243 + Ox-NADPH-Hemoprotein-Reductases + WATER
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Organism Source

Taxonomy Source

  1. Alstonia mairei [ncbi taxid: 2856451]
  2. Hypericum japonicum [ncbi taxid: 282542]
  3. Rauvolfia caffra [ncbi taxid: 947877]
  4. Rauvolfia cumminsii [ncbi taxid: ]
  5. Rauvolfia perakensis [ncbi taxid: 2508340]
  6. Rauvolfia serpentina [ncbi taxid: 4060]
  7. Rauvolfia vomitoria [ncbi taxid: 403115]
  8. Abrus pulchellus subsp. cantoniensis [ncbi taxid: 858909]
  9. Alstonia mairei [ncbi taxid: 2856451]
  10. Bambusa chungii [ncbi taxid: 318047]
  11. Brugmansia arborea [ncbi taxid: 41689]
  12. Diospyros tricolor [ncbi taxid: ]
  13. Drymonia macrophylla [ncbi taxid: 213363]
  14. Eriostemon deserti [ncbi taxid: ]
  15. Gentiana pyrenaica [ncbi taxid: 49955]
  16. Gloxinia erinoides [ncbi taxid: 63546]
  17. Gynura elliptica [ncbi taxid: ]
  18. Ostrinia nubilalis [ncbi taxid: 29057]
  19. Rauvolfia serpentina [ncbi taxid: 4060]
  20. Rauvolfia vomitoria [ncbi taxid: 403115]
  21. Relicina connivens [ncbi taxid: ]
  22. Ruta oreojasme [ncbi taxid: 452793]
  23. Streptomyces roseoviolaceus [ncbi taxid: 67360]
  24. Vinca major [ncbi taxid: 185238]
  25. Alstonia mairei [ncbi taxid: 2856451]
  26. Alstonia yunnanensis [ncbi taxid: 1905568]
  27. Rauvolfia caffra [ncbi taxid: 947877]
  28. Rauvolfia cumminsii [ncbi taxid: ]
  29. Rauvolfia perakensis [ncbi taxid: 2508340]
  30. Rauvolfia serpentina [ncbi taxid: 4060]
  31. Rauvolfia srpentina [ncbi taxid: ]
  32. Rauvolfia vomitoria [ncbi taxid: 403115]
  33. Rauwolfia serpentina Benth ex Kurz. [ncbi taxid: ]

Pathway Synthetic

pathway id name
PlantCyc:PLANT_PWY-5301 ajmaline and sarpagine biosynthesis
PlantCyc:CGIGANTEA_PWY-5301 ajmaline and sarpagine biosynthesis
PlantCyc:CROSEUS_PWY-5301 ajmaline and sarpagine biosynthesis
View All Pathways