CHEBI:17183 - sanguinarine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name sanguinarine
ChEBI ID CHEBI:17183
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:9022, CHEBI:15064, CHEBI:26601
Supplier Information
Download Molfile XML SDF
Formula C20H14NO4
Net Charge +1
Average Mass 332.32950
Monoisotopic Mass 332.092
InChI InChI=1S/C20H14NO4/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21/h2-8H,9-10H2,1H3/q+1
InChIKey INVGWHRKADIJHF-UHFFFAOYSA-N
SMILES C[n+]1cc2c3OCOc3ccc2c2ccc3cc4OCOc4cc3c12
Roles Classification
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
(via botanical anti-fungal agent )
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via botanical anti-fungal agent )
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via alkaloid antibiotic )
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sanguinarine (CHEBI:17183) is a alkaloid antibiotic (CHEBI:86322)
sanguinarine (CHEBI:17183) is a benzophenanthridine alkaloid (CHEBI:38517)
sanguinarine (CHEBI:17183) is a botanical anti-fungal agent (CHEBI:86494)
Incoming 10-hydroxydihydrosanguinarine (CHEBI:15878) has parent hydride sanguinarine (CHEBI:17183)
chelirubine (CHEBI:17031) has parent hydride sanguinarine (CHEBI:17183)
dihydrosanguinarine (CHEBI:17209) has parent hydride sanguinarine (CHEBI:17183)
macarpine (CHEBI:17101) has parent hydride sanguinarine (CHEBI:17183)
IUPAC Name
13-methyl-2H,10H-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridinium
Synonyms Sources
13-methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium ChEBI
Sanguinarine KEGG COMPOUND
sanguinarine UniProt
Database Links Databases
C00001917 KNApSAcK
C00024663 KNApSAcK
C06162 KEGG COMPOUND
LSM-6639 LINCS
View more database links
Registry Number Type Source
2447-54-3 CAS Registry Number KEGG COMPOUND
Citation Waiting for Citations Type Source
19346183 PubMed citation Europe PMC
Last Modified
25 February 2016