EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:156437 - (−)-flavipucine

Default Structure
ChEBI IDCHEBI:156437
ChEBI Name(−)-flavipucine
Stars
ASCII Name(-)-flavipucine
DefinitionAn antimicrobial and cytotoxic natural product isolated from Aspergillus flavipes.
SubmitterMartin Larralde
DownloadsMolfile
FormulaC12H15NO4
Net Charge0
Average Mass237.255
Monoisotopic Mass237.10011
SMILESCC1=CC(=O)[C@]2(O[C@H]2C(=O)CC(C)C)C(=O)N1
InChIInChI=1S/C12H15NO4/c1-6(2)4-8(14)10-12(17-10)9(15)5-7(3)13-11(12)16/h5-6,10H,4H2,1-3H3,(H,13,16)/t10-,12+/m0/s1
InChIKeyDWCXXICTUDDKTB-CMPLNLGQSA-N
Species of MetaboliteComponentSourceComments
Aspergillus flavipes (ncbitaxon:41900) - DOI (10.1039/P19720002071)
Cladobotryum rubrobrunnescens (ncbitaxon:100994) - DOI (10.1515/znc-1995-5-605)
Macrophoma (ncbitaxon:108329) - DOI (10.1080/00021369.1983.10865794)
Roles Classification
Biological Roles:
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
mycotoxin  Poisonous substance produced by fungi.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
(−)-flavipucine (CHEBI:156437) has part epoxy group (CHEBI:30721)
(−)-flavipucine (CHEBI:156437) has part isobutyl group (CHEBI:30356)
(−)-flavipucine (CHEBI:156437) has part δ-lactam ring (CHEBI:52910)
(−)-flavipucine (CHEBI:156437) has role Aspergillus metabolite (CHEBI:76956)
(−)-flavipucine (CHEBI:156437) has role antibacterial agent (CHEBI:33282)
(−)-flavipucine (CHEBI:156437) has role antifungal agent (CHEBI:35718)
(−)-flavipucine (CHEBI:156437) has role antineoplastic agent (CHEBI:35610)
(−)-flavipucine (CHEBI:156437) has role mycotoxin (CHEBI:25442)
(−)-flavipucine (CHEBI:156437) is a spiro-epoxide (CHEBI:133131)
(−)-flavipucine (CHEBI:156437) is a triketone (CHEBI:140322)
(−)-flavipucine (CHEBI:156437) is a δ-lactam (CHEBI:77727)
(−)-flavipucine (CHEBI:156437) is enantiomer of (+)-flavipucine (CHEBI:156436)
Incoming Relation(s)
(+)-flavipucine (CHEBI:156436) is enantiomer of (−)-flavipucine (CHEBI:156437)
IUPAC Name 
(2S,3S)-6-methyl-2-(3-methylbutanoyl)-1-oxa-7-azaspiro[2.5]oct-5-ene-4,8-dione
Citations