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CHEBI:133847 - aspernigrin B

ChEBI IDCHEBI:133847
ChEBI Nameaspernigrin B
Stars
DefinitionA pyridine alkaloid with formula C27H24N2O5 that is isolated from Aspergillus niger and displays neuroprotective protperties.
Last Modified2 March 2017
SubmitterJubra
DownloadsMolfile
FormulaC27H24N2O5
Net Charge0
Average Mass456.498
Monoisotopic Mass456.16852
SMILESCOc1cc([C@H](Cc2ccccc2)n2cc(C(N)=O)c(=O)cc2Cc2ccccc2)oc(=O)c1
InChIInChI=1S/C27H24N2O5/c1-33-21-15-25(34-26(31)16-21)23(13-19-10-6-3-7-11-19)29-17-22(27(28)32)24(30)14-20(29)12-18-8-4-2-5-9-18/h2-11,14-17,23H,12-13H2,1H3,(H2,28,32)/t23-/m0/s1
InChIKeyCPVCVIXCXKPURM-QHCPKHFHSA-N
Species of MetaboliteComponentSourceComments
Aspergillus niger (ncbitaxon:5061)
- PubMed (15387655)
- DOI (10.1021/np058103o)
Roles Classification
Biological Roles:
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
ChEBI Ontology
Outgoing Relation(s)
aspernigrin B (CHEBI:133847) has role Aspergillus metabolite (CHEBI:76956)
aspernigrin B (CHEBI:133847) has role neuroprotective agent (CHEBI:63726)
aspernigrin B (CHEBI:133847) is a 2-pyranones (CHEBI:75885)
aspernigrin B (CHEBI:133847) is a 4-pyridones (CHEBI:20485)
aspernigrin B (CHEBI:133847) is a aromatic ether (CHEBI:35618)
aspernigrin B (CHEBI:133847) is a monocarboxylic acid amide (CHEBI:29347)
aspernigrin B (CHEBI:133847) is a pyridine alkaloid (CHEBI:26416)
IUPAC Name 
6-benzyl-1-[(1S)-1-(4-methoxy-2-oxo-2H-pyran-6-yl)-2-phenylethyl]-4-oxo-1,4-dihydropyridine-3-carboxamide
Manual XrefsDatabases
C00043300KNApSAcK
Registry NumbersSources
Reaxys:29214437Reaxys
CAS:773855-63-3KNApSAcK
Citations