Structured Summary
Abstract
An alkaloid from Hydrastis canadensis L., Berberidaceae. It is also found in many other plants. It is relatively toxic parenterally, but has been used orally for various parasitic and fungal infections and as antidiarrheal.
Chemical Identity
Chemical Information
- Molecular Formula
- C20H18NO4+
- Molecular Weight
- 336.4 g/mol
- CAS Registry No.
- 2086-83-1
- IUPAC Name
- 16,17-dimethoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaene
- InChIKey
- YBHILYKTIRIUTE-UHFFFAOYSA-N
- SMILES
- COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC
- MeSH Unique ID
- D001599
- Source
- PubChem CID 2353
MeSH Record
Classification
Broader headings
Related Concepts
Knowledge Graph
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MeSH Record
Synonyms
1 entry terms
- Umbellatine
MeSH Record
Aspects Covered
25 allowable subheadings
Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.
MeSH Record
History Note
91(76); was see under BERBINES 1976-90
MeSH Record
Previous Indexing
- Berbines (1972-1975)
- Dioxolanes (1975)
- Dioxoles (1972-1974)
MeSH Hierarchy
Tree Numbers
AMA Style
References
- National Library of Medicine. Berberine. Medical Subject Headings (MeSH). 2026. Unique ID D001599. http://id.nlm.nih.gov/mesh/2026/D001599
- Berberine. In: Wikipedia. https://en.wikipedia.org/wiki/Berberine
- Berberine. In: Wikidata. https://www.wikidata.org/wiki/Q176525
- Berberine. In: PubChem Compound. CID 2353. https://pubchem.ncbi.nlm.nih.gov/compound/2353