CHEBI:17209 - dihydrosanguinarine

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ChEBI Name dihydrosanguinarine
ChEBI ID CHEBI:17209
Definition A benzophenanthridine alkaloid obtained by selective hydrogenation of the 13,14-position of sanguinarine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:23766, CHEBI:4584, CHEBI:14161
Supplier Information
Download Molfile XML SDF
Formula C20H15NO4
Net Charge 0
Average Mass 333.33744
Monoisotopic Mass 333.100
InChI InChI=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
InChIKey CIUHLXZTZWTVFL-UHFFFAOYSA-N
SMILES CN1Cc2c3OCOc3ccc2-c2ccc3cc4OCOc4cc3c12
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
13,14-Dihydro-13-methyl-[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridine KEGG COMPOUND
13,14-dihydro-13-methyl-[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridine ChEBI
dihydroavicine ChEBI
Dihydrosanguinarine KEGG COMPOUND
dihydrosanguinarine UniProt
Manual Xrefs Databases
C00001847 KNApSAcK
C00024647 KNApSAcK
C05191 KEGG COMPOUND
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Registry Numbers Types Sources
3606-45-9 CAS Registry Number KEGG COMPOUND
3606-45-9 CAS Registry Number ChemIDplus
48770 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
28 July 2014