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CHEBI:4850 - eschscholtzidine

ChEBI IDCHEBI:4850
ChEBI Nameeschscholtzidine
Stars
DefinitionA heteropentacyclic isoquinoline alkaloid having a tertiary amino bridging group.
Last Modified28 July 2014
DownloadsMolfile
FormulaC20H21NO4
Net Charge0
Average Mass339.391
Monoisotopic Mass339.14706
SMILESCOc1cc2c(cc1OC)[C@@H]1Cc3cc4c(cc3[C@H](C2)N1C)OCO4
InChIInChI=1S/C20H21NO4/c1-21-15-5-12-7-19-20(25-10-24-19)9-14(12)16(21)4-11-6-17(22-2)18(23-3)8-13(11)15/h6-9,15-16H,4-5,10H2,1-3H3/t15-,16-/m0/s1
InChIKeyYTZIQRTXKBDFKM-HOTGVXAUSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
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)
eschscholtzidine (CHEBI:4850) is a isoquinoline alkaloid (CHEBI:24921)
eschscholtzidine (CHEBI:4850) is a organic heteropentacyclic compound (CHEBI:38164)
eschscholtzidine (CHEBI:4850) is a tertiary amine (CHEBI:32876)
IUPAC Name 
(5S,11S)-8,9-dimethoxy-14-methyl-5,6,11,12-tetrahydro-5,11-epiminobenzo[5',6']cycloocta[1',2':4,5]benzo[1,2-d][1,3]dioxole
Synonyms  Source
EschscholtzidineKEGG COMPOUND
(5S)-5,6,11,12-Tetrahydro-8,9-dimethoxy-14-methyl-benzo[5,6]cycloocta[1,2-f]-1,3-benzodioxol-5,11-imineKEGG COMPOUND
Manual XrefsDatabases
C09426KEGG COMPOUND
C00001855KNApSAcK
Registry NumbersSources
Beilstein:6614737Beilstein
CAS:6451-67-8KEGG COMPOUND
CAS:6451-67-8ChemIDplus