Serpentine (BioCAD00000017710)

plant natural products microbial natural products

Metabolite Card

Formula: C21H20N2O3 (348.1474)
SMILES: [C@]12([C@@H](OC=C([C@]1(CC=3[N+](C2)=CC=C4C5=CC=CC=C5[N-]C34)[H])C(=O)OC)C)[H]

Synonyms [en]

Serpentine; serpentine (alkaloid); (4S,4aR,14aS)-4-methyl-1-[(methyloxy)carbonyl]-4a,5,14,14a-tetrahydro-4H-indolo[2,3-a]pyrano[3,4-g]quinolizin-6-ium-13-ide; Serpentine (VAN); methyl (19alpha)-19-methyl-3,4,5,6,16,17-hexadehydro-18-oxayohimban-4-ium-1-ide-16-carboxylate; methyl (19alpha)-19-methyl-3,4,5,6,16,17-hexadehydrooxayohimban-4-ium-1-ide-16-carboxylate

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Serpentine. 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: BioCAD00000017710). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

An indole alkaloid that is 18-oxayohimban dehydrogenated at positions 3, 4, 5, 6, 16 and 17 and substituted by a methyl group at the 19alpha position and by a methoxycarbonyl group at position 16." []

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 131-07-7
  • CAS Registry Number: 18786-24-8
  • PubChem: 73073
  • ChEBI: ChEBI:9119
  • KEGG: C09241
  • BioCyc: CPD-19532
  • NCBI MeSH: serpentine (alkaloid)
  • Wikipedia: Serpentine_(alkaloid)
  • Metlin: METLIN_64329
  • Coconut NaturalProduct: CNP0180904.3

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R05849 1.14.14.- C09024 + C03024 + C00007<=>C09241 + C03161 + 2 C00001 + 2 C00080
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