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CHEBI:133779 - pyranonigrin A

ChEBI IDCHEBI:133779
ChEBI Namepyranonigrin A
Stars
DefinitionA member of the class of pyranopyrroles that is 2-[(1E)-prop-1-en-1-yl]-6,7-dihydropyrano[2,3-c]pyrrole-4,5-dione carrying two additional hydroxy substituents at positions 3 and 7. Originally isolated from Aspergillus niger.
Last Modified1 November 2016
SubmitterJubra
DownloadsMolfile
FormulaC10H9NO5
Net Charge0
Average Mass223.184
Monoisotopic Mass223.04807
SMILESC/C=C/c1oc2c(c(=O)c1O)C(=O)N[C@@H]2O
InChIInChI=1S/C10H9NO5/c1-2-3-4-6(12)7(13)5-8(16-4)10(15)11-9(5)14/h2-3,10,12,15H,1H3,(H,11,14)/b3-2+/t10-/m1/s1
InChIKeyOALBJWDVDNROSF-VMZHVLLKSA-N
Species of MetaboliteComponentSourceComments
Aspergillus niger ATCC 1015 (ncbitaxon:380704) - PubMed (21543515)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
ChEBI Ontology
Outgoing Relation(s)
pyranonigrin A (CHEBI:133779) has role Aspergillus metabolite (CHEBI:76956)
pyranonigrin A (CHEBI:133779) has role antioxidant (CHEBI:22586)
pyranonigrin A (CHEBI:133779) has role marine metabolite (CHEBI:76507)
pyranonigrin A (CHEBI:133779) is a cyclic ketone (CHEBI:3992)
pyranonigrin A (CHEBI:133779) is a enol (CHEBI:33823)
pyranonigrin A (CHEBI:133779) is a pyranopyrrole (CHEBI:133874)
pyranonigrin A (CHEBI:133779) is a secondary alcohol (CHEBI:35681)
pyranonigrin A (CHEBI:133779) is a γ-lactam (CHEBI:74222)
IUPAC Name 
(7R)-3,7-dihydroxy-2-[(1E)-prop-1-en-1-yl]-6,7-dihydropyrano[2,3-c]pyrrole-4,5-dione
Manual XrefsDatabases
C00040123KNApSAcK
Registry NumbersSources
Reaxys:11195526Reaxys
CAS:773855-65-5KNApSAcK
Citations