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CHEBI:74221 - aspernidine A

ChEBI IDCHEBI:74221
ChEBI Nameaspernidine A
Stars
DefinitionA member of the class of isoindoles that is isoindolin-1-one which is substituted at positions 4, 5 and 6 by hydroxy, triprenyloxy and methoxy groups, respectively. The alkaloid was isolated from the model fungus Aspegillus nidulans.
Last Modified20 June 2013
SubmitterGareth Owen
DownloadsMolfile
FormulaC24H33NO4
Net Charge0
Average Mass399.531
Monoisotopic Mass399.24096
SMILESCOc1cc2c(c(O)c1OC/C=C(\C)CC/C=C(\C)CCC=C(C)C)CNC2=O
InChIInChI=1S/C24H33NO4/c1-16(2)8-6-9-17(3)10-7-11-18(4)12-13-29-23-21(28-5)14-19-20(22(23)26)15-25-24(19)27/h8,10,12,14,26H,6-7,9,11,13,15H2,1-5H3,(H,25,27)/b17-10+,18-12+
InChIKeyPHOZASLNSDMYGR-VZRGJMDUSA-N
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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)
aspernidine A (CHEBI:74221) has part 2-trans,6-trans-farnesyl group (CHEBI:36535)
aspernidine A (CHEBI:74221) has role metabolite (CHEBI:25212)
aspernidine A (CHEBI:74221) is a alkaloid (CHEBI:22315)
aspernidine A (CHEBI:74221) is a isoindoles (CHEBI:24897)
aspernidine A (CHEBI:74221) is a phenols (CHEBI:33853)
aspernidine A (CHEBI:74221) is a γ-lactam (CHEBI:74222)
IUPAC Name 
4-hydroxy-6-methoxy-5-{[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}isoindolin-1-one
Synonym  Source
emeriphenolicin EChEBI
Registry NumbersSources
Reaxys:22085652Reaxys
Citations