sanguinarine (CHEBI:17183)

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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

Average Mass

332.32950

Monoisotopic Mass

332.09173

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 )

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

Registry Number	Type	Source
2447-54-3	CAS Registry Number	KEGG COMPOUND

Citation	Type	Source
19346183	PubMed citation	Europe PMC

Last Modified

25 February 2016