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CHEBI:17209 - dihydrosanguinarine

ChEBI IDCHEBI:17209
ChEBI Namedihydrosanguinarine
Stars
DefinitionA benzophenanthridine alkaloid obtained by selective hydrogenation of the 13,14-position of sanguinarine.
Secondary ChEBI IDsCHEBI:4584, CHEBI:14161, CHEBI:23766
Last Modified28 July 2014
DownloadsMolfile
FormulaC20H15NO4
Net Charge0
Average Mass333.343
Monoisotopic Mass333.10011
SMILESCN1Cc2c(ccc3c2OCO3)-c2ccc3cc4c(cc3c21)OCO4
InChIInChI=1S/C20H15NO4/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/h2-7H,8-10H2,1H3
InChIKeyCIUHLXZTZWTVFL-UHFFFAOYSA-N
Roles Classification
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
dihydrosanguinarine (CHEBI:17209) has parent hydride sanguinarine (CHEBI:17183)
dihydrosanguinarine (CHEBI:17209) has role antifungal agent (CHEBI:35718)
dihydrosanguinarine (CHEBI:17209) has role metabolite (CHEBI:25212)
dihydrosanguinarine (CHEBI:17209) is a benzophenanthridine alkaloid (CHEBI:38517)
Incoming Relation(s)
dihydrochelirubine (CHEBI:17789) has functional parent dihydrosanguinarine (CHEBI:17209)
dihydromacarpine (CHEBI:18029) has functional parent dihydrosanguinarine (CHEBI:17209)
IUPAC Name 
13-methyl-13,14-dihydro-2H,10H-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridine
Synonyms  Source
DihydrosanguinarineKEGG COMPOUND
13,14-Dihydro-13-methyl-[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridineKEGG COMPOUND
13,14-dihydro-13-methyl-[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridineChEBI
dihydroavicineChEBI
UniProt Name  Source
dihydrosanguinarineUniProt
Manual XrefsDatabases
C05191KEGG COMPOUND
C00024647KNApSAcK
C00001847KNApSAcK
Registry NumbersSources
Reaxys:48770Reaxys
CAS:3606-45-9KEGG COMPOUND
CAS:3606-45-9ChemIDplus
Citations