CHEBI:141642 - (13S,14R)-1,8-dihydroxy-13-O-acetyl-N-methylcanadine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (13S,14R)-1,8-dihydroxy-13-O-acetyl-N-methylcanadine
ChEBI ID CHEBI:141642
ChEBI ASCII Name (13S,14R)-1,8-dihydroxy-13-O-acetyl-N-methylcanadine
Definition A quaternary ammonium ion that is (13S,14R)-1-hydroxy-13-O-acetyl-N-methylcanadine which carries a hydroxy group at position 8.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C23H26NO8
Net Charge +1
Average Mass 444.455
Monoisotopic Mass 444.16529
InChI InChI=1S/C23H25NO8/c1-11(25)32-20-13-5-6-14(28-3)21(29-4)17(13)23(27)24(2)8-7-12-9-15-22(31-10-30-15)19(26)16(12)18(20)24/h5-6,9,18,20,23,27H,7-8,10H2,1-4H3/p+1/t18-,20+,23?,24?/m1/s1
InChIKey ZMVJJIWEZXWPAJ-DIOGXUQJSA-O
SMILES C1=C2CC[N+]3(C(C4=C([C@@H]([C@]3(C2=C(C=5OCOC15)O)[H])OC(C)=O)C=CC(=C4OC)OC)O)C
ChEBI Ontology
Outgoing (13S,14R)-1,8-dihydroxy-13-O-acetyl-N-methylcanadine (CHEBI:141642) has functional parent (13S,14R)-1-hydroxy-13-O-acetyl-N-methylcanadine (CHEBI:141640)
(13S,14R)-1,8-dihydroxy-13-O-acetyl-N-methylcanadine (CHEBI:141642) is a quaternary ammonium ion (CHEBI:35267)
IUPAC Name
(13S,13aR)-13-acetoxy-8,14-dihydroxy-9,10-dimethoxy-7-methyl-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium
Synonym Source
(13S,14R)-13-O-acetyl-1,8-dihydroxy-N-methylcanadine UniProt
Manual Xrefs Databases
C00051965 KNApSAcK
C21589 KEGG COMPOUND
CPD-14830 MetaCyc
WO2015021561 Patent
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Citations Waiting for Citations Types Sources
25485687 PubMed citation SUBMITTER
25583437 PubMed citation Europe PMC
Last Modified
13 December 2018