Vinorine (BioCAD00000019362)

plant natural products

Metabolite Card

Formula: C21H22N2O2 (334.1681)
SMILES: [H][C@]12C[C@]3([H])N(C\\C1=C\\C)[C@H]1C[C@@]4([C@H](OC(C)=O)C21)c1ccccc1N=C34

Synonyms [en]

Vinorine; ALKALOID RP 7 FROM RAUWOLFIAPERAKENSIS; 21-Deoxyvomilenine; 22-norajmala-1,19-dien-17alpha-yl acetate; 17-O-ACETYL-.DELTA.1-1-DEMETHYLTETRAPHYLLICINE; YR8X7R4H9M

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Vinorine. 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: BioCAD00000019362). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

[(1R,10S,12R,13E,16S,17S,18R)-13-ethylidene-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate is a natural product found in Alstonia yunnanensis, Rauvolfia serpentina, and Rauvolfia bahiensis with data available.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 34020-07-0
  • PubChem: 124389565
  • PubChem: 132990762
  • PubChem: 171920867
  • PubChem: 171935736
  • PubChem: 24893763
  • PubChem: 443413
  • PubChem: 4491168
  • PubChem: 5281974
  • PubChem: 6126783
  • PubChem: 6442672
  • PubChem: 91820597
  • ChEBI: ChEBI:16791
  • KEGG: C11807
  • BioCyc: VINORINE
  • NCBI MeSH: vinorine
  • Wikipedia: Vinorine
  • Metlin: METLIN_64345
  • Coconut NaturalProduct: CNP0117981.1
  • Coconut NaturalProduct: CNP0117981.3

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R05876 2.3.1.160 acyl-CoA:16-epivellosimine O-acetyltransferase (cyclizing)
KEGG:R05877 1.14.14.104 vinorine,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (21alpha-hydroxylating)
Rhea:RHEA:17258 1.14.14.104 vinorine + reduced [NADPH—hemoprotein reductase] + O2 => vomilenine + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:17259 1.14.14.104 vomilenine + oxidized [NADPH—hemoprotein reductase] + H2O + H+ => vinorine + reduced [NADPH—hemoprotein reductase] + O2
Rhea:RHEA:17260 1.14.14.104 vinorine + reduced [NADPH—hemoprotein reductase] + O2 <=> vomilenine + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:24017 2.3.1.160 16-epivellosimine + acetyl-CoA => vinorine + CoA
Rhea:RHEA:24018 2.3.1.160 vinorine + CoA => 16-epivellosimine + acetyl-CoA
Rhea:RHEA:24019 2.3.1.160 16-epivellosimine + acetyl-CoA <=> vinorine + CoA
BioCyc:1.14.13.75-RXN 1.14.14.104 VINORINE + OXYGEN-MOLECULE + Red-NADPH-Hemoprotein-Reductases --> CPD-21572 + WATER + Ox-NADPH-Hemoprotein-Reductases
BioCyc:2.3.1.160-RXN 2.3.1.160 16-EPIVELLOSIMINE + ACETYL-COA --> VINORINE + CO-A
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