Structure via PubChem · Public domain (PubChem)
coptisine
Sign in to saveAlso known as Bis(1,3)benzodioxolo(5,6-a:4',5'-g)quinolizinium, 6,7-dihydro-, bis[methylenedioxy]protoberberine
Coptisine is an alkaloid found in Chinese goldthread (Coptis chinensis), greater celandine, and opium. Famous for the bitter taste that it produces, it is used in Chinese herbal medicine along with the related compound berberine for digestive disorders caused by bacterial infections.
In the Vinony graph
Vinony's link graph records 28 inbound references to coptisine, and connects out to digital object identifier, chemical formula and alkaloid.
Vinony files it under Chembox image size set, Isoquinoline alkaloids and Methylenedioxyphenethylamines.
Vinony links it to 8 Wikipedia language editions.
Chemical data
- Formula
- C19H14NO4+
- Molecular weight
- 320.3 g/mol
- IUPAC name
- 5,7,17,19-tetraoxa-13-azoniahexacyclo[11.11.0.02,10.04,8.015,23.016,20]tetracosa-1(13),2,4(8),9,14,16(20),21,23-octaene
- SMILES
- C1C[N+]2=C(C=C3C=CC4=C(C3=C2)OCO4)C5=CC6=C(C=C51)OCO6
- InChIKey
- XYHOBCMEDLZUMP-UHFFFAOYSA-N
- XLogP
- 3.5
- Polar surface area
- 40.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- 1
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- alkaloid
- Mass
- 320.092
Show 4 more facts
- found in taxon
- Papaver rhoeas
- canonical SMILES
- C1C[N+]2=C(C=C3C=CC4=C(C3=C2)OCO4)C5=CC6=C(C=C51)OCO6
- Commons category
- Coptisine
- chemical formula
- C₁₉H₁₄NO₄⁺
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Biosynthesis
- References
Coptisine is an alkaloid found in Chinese goldthread (Coptis chinensis), greater celandine, and opium. Famous for the bitter taste that it produces, it is used in Chinese herbal medicine along with the related compound berberine for digestive disorders caused by bacterial infections.
==Biosynthesis== Coptisine is produced from tetrahydrocoptisine by an oxidation reaction catalysed by the enzyme tetrahydroberberine oxidase.
Excerpted from Wikipedia’s “coptisine” article, available under the CC BY-SA 4.0 licence.