CHEBI:74221 - aspernidine A

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ChEBI Name aspernidine A
ChEBI ID CHEBI:74221
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C24H33NO4
Net Charge 0
Average Mass 399.52310
Monoisotopic Mass 399.24096
InChI InChI=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+
InChIKey PHOZASLNSDMYGR-VZRGJMDUSA-N
SMILES COc1cc2C(=O)NCc2c(O)c1OC\C=C(/C)CC\C=C(/C)CCC=C(C)C
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 )
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ChEBI Ontology
Outgoing 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 γ-lactam (CHEBI:74222)
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)
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 E ChEBI
Registry Number Type Source
22085652 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20661238 PubMed citation Europe PMC
21601895 PubMed citation Europe PMC
23706169 PubMed citation Europe PMC
Last Modified
20 June 2013