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ChEBI
> Main
CHEBI:17101 - macarpine
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ChEBI Ontology
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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-
2
H
,10
H
-
[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
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