Structure via PubChem · Public domain (PubChem)
chelidonine
Sign in to saveAlso known as Stylophorin, Khelidonin, Helidonine, Chelidonin, (+)-chelidonine
Chelidonine is an isolate of Papaveraceae with acetylcholinesterase and butyrylcholinesterase inhibitory activity.
Chemical data
- Formula
- C20H19NO5
- Molecular weight
- 353.4 g/mol
- IUPAC name
- (1S,12S,13R)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol
- SMILES
- CN1CC2=C(C=CC3=C2OCO3)[C@@H]4[C@H]1C5=CC6=C(C=C5C[C@@H]4O)OCO6
- InChIKey
- GHKISGDRQRSCII-ZOCIIQOWSA-N
- XLogP
- 2.2
- Polar surface area
- 60.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 353.126323
Show 5 more facts
- found in taxon
- Thalictrum flavum
- chemical formula
- C₂₀H₁₉NO₅
- canonical SMILES
- CN1CC2=C(C=CC3=C2OCO3)C4C1C5=CC6=C(C=C5CC4O)OCO6
- isomeric SMILES
- CN1CC2=C(C=CC3=C2OCO3)[C@@H]4[C@H]1C5=CC6=C(C=C5C[C@@H]4O)OCO6
- Commons category
- Chelidonine
Sources (1)
via Wikidata · CC0
~5 min read
Encyclopedic overview
7 sectionsContents
- Introduction
- Synthesis
- Available forms
- Metabolism
- Indications
- Toxicity
- References
Chelidonine is an isolate of Papaveraceae with acetylcholinesterase and butyrylcholinesterase inhibitory activity.
== Introduction == Chelidonine is the major alkaloid component of Chelidonium majus. Chelidonium majus L. is the only species of the tribe Chelidonieae of the family Papaveraceae. Papaveraceae is rich in specific alkaloids. C. majus contains various isoquinoline alkaloids with protopine, protoberberine and benzophenanthridine structures. This benzophenanthridine alkaloid can induce apoptosis in some transformed or malignant cell lines.
Excerpted from Wikipedia’s “chelidonine” article, available under the CC BY-SA 4.0 licence.