4,21-Dehydrogeissoschizine (BioCAD00000004565)

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Metabolite Card

Formula: C21H23N2O3 (351.1709)
SMILES: [H][C@@]1(C[C@@]2([H])c3[nH]c4ccccc4c3CC[N+]2=C\\C1=C\\C)C(=C\\O)\\C(=O)OC

Synonyms [en]

4,21-Dehydrogeissoschizine; methyl (19E)-16-(hydroxymethylidene)coryna-4(21),19-dien-4-ium-17-oate; UNII-Z3D2Q8C832; methyl (19E)-16-(hydroxymethylidene)-4,21-didehydrocoryn-19-en-4-ium-17-oate; Z3D2Q8C832; methyl (Z)-2-(2S

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

4,21-Dehydrogeissoschizine. 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: BioCAD00000004565). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

An indole alkaloid that is the enol tautomer of geissoschizine, which is also dehydrogenated at the 4,21-position." []

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 73385-56-5
  • PubChem: 5280619
  • ChEBI: ChEBI:17294
  • KEGG: C03677
  • BioCyc: 421-DEHYDROGEISSOSCHIZINE
  • Wikipedia: 4,21-Dehydrogeissoschizine
  • Wikipedia: 4\,21-Dehydrogeissoschizine
  • Coconut NaturalProduct: CNP0593651.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R03860 1.3.1.36 geissoschizine:NADP+ 4,21-oxidoreductase
KEGG:R05824 C11679<=>C03677
KEGG:R05846 C03677<=>C11680
KEGG:R05852 C03677<=>C11691
KEGG:R05873 C03677<=>C11681
Rhea:RHEA:11377 1.3.1.36 (19E)-geissoschizine + NADP+ => 4,21-dehydrogeissoschizine + NADPH
Rhea:RHEA:11378 1.3.1.36 4,21-dehydrogeissoschizine + NADPH => (19E)-geissoschizine + NADP+
Rhea:RHEA:11379 1.3.1.36 (19E)-geissoschizine + NADP+ <=> 4,21-dehydrogeissoschizine + NADPH
Rhea:RHEA:72712 cathenamine + H+ => 4,21-dehydrogeissoschizine
Rhea:RHEA:72713 4,21-dehydrogeissoschizine => cathenamine + H+
Rhea:RHEA:72714 cathenamine + H+ <=> 4,21-dehydrogeissoschizine
BioCyc:RXN-19979 CPD-21552<=>421-DEHYDROGEISSOSCHIZINE
BioCyc:GEISSOSCHIZINE-DEHYDROGENASE-RXN 1.3.1.36 421-DEHYDROGEISSOSCHIZINE + NADPH --> GEISSOSCHIZINE + NADP
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
BioCyc:META_PWY-5301 ajmaline and sarpagine biosynthesis
PlantCyc:PLANT_PWY-5301 ajmaline and sarpagine biosynthesis
PlantCyc:PLANT_PWY-5292 vindoline, vindorosine and vinblastine biosynthesis
PlantCyc:CGIGANTEA_PWY-5292 vindoline, vindorosine and vinblastine biosynthesis
PlantCyc:CGIGANTEA_PWY-5301 ajmaline and sarpagine biosynthesis
PlantCyc:CROSEUS_PWY-5301 ajmaline and sarpagine biosynthesis
PlantCyc:CROSEUS_PWY-5292 vindoline, vindorosine and vinblastine biosynthesis
View All Pathways