CHEBI:17101 - macarpine

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ChEBI Name macarpine
ChEBI ID CHEBI:17101
Definition A benzophenanthridine alkaloid that is sanguinarine bearing two methoxy substituents.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:6622, CHEBI:14550
Supplier Information
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Formula C22H18NO6
Net Charge +1
Average Mass 392.38146
Monoisotopic Mass 392.11286
InChI InChI=1S/C22H18NO6/c1-23-8-14-20(18(25-3)7-19-22(14)29-10-28-19)13-6-15(24-2)11-4-16-17(27-9-26-16)5-12(11)21(13)23/h4-8H,9-10H2,1-3H3/q+1
InChIKey SBVRPBAVNZNLKX-UHFFFAOYSA-N
SMILES COc1cc2c3c(OC)cc4OCOc4c3c[n+](C)c2c2cc3OCOc3cc12
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing macarpine (CHEBI:17101) has parent hydride sanguinarine (CHEBI:17183)
macarpine (CHEBI:17101) is a benzophenanthridine alkaloid (CHEBI:38517)
macarpine (CHEBI:17101) is a organic cation (CHEBI:25697)
IUPAC Name
5,7-dimethoxy-13-methyl-2H,10H-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridinium
Synonyms Sources
Macarpine KEGG COMPOUND
macarpine UniProt
Manual Xrefs Databases
C00001883 KNApSAcK
C06165 KEGG COMPOUND
CZ297482 Patent
View more database links
Registry Numbers Types Sources
23594-80-1 CAS Registry Number KEGG COMPOUND
4339355 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11842172 PubMed citation Europe PMC
12357384 PubMed citation Europe PMC
12602874 PubMed citation Europe PMC
16910039 PubMed citation Europe PMC
17367981 PubMed citation Europe PMC
19183968 PubMed citation Europe PMC
21512447 PubMed citation Europe PMC
2213031 PubMed citation Europe PMC
Last Modified
13 November 2017