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CHEBI:68766 - chaetoglocin A

ChEBI IDCHEBI:68766
ChEBI Namechaetoglocin A
Stars
DefinitionA member of the class of 2-pyranones that is 2H-pyran-2-one substituted by a (2E)-1-hydroxybut-2-en-2-yl group at position 6, a hydroxymethyl group at position 5 and a methoxy group at position 4. It has been isolated from the solid-fermentation culture of Chaetomium globosum and has been shown to exhibit antibacterial activity.
Last Modified22 May 2015
DownloadsMolfile
FormulaC11H14O5
Net Charge0
Average Mass226.228
Monoisotopic Mass226.08412
SMILESC/C=C(\CO)c1oc(=O)cc(OC)c1CO
InChIInChI=1S/C11H14O5/c1-3-7(5-12)11-8(6-13)9(15-2)4-10(14)16-11/h3-4,12-13H,5-6H2,1-2H3/b7-3+
InChIKeyDGBMMVBFYMZWHX-XVNBXDOJSA-N
Species of MetaboliteComponentSourceComments
Chaetomium globosum (ncbitaxon:38033) - PubMed (20814854)
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
Chaetomium metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
ChEBI Ontology
Outgoing Relation(s)
chaetoglocin A (CHEBI:68766) has role Chaetomium metabolite (CHEBI:76960)
chaetoglocin A (CHEBI:68766) has role antibacterial agent (CHEBI:33282)
chaetoglocin A (CHEBI:68766) is a 2-pyranones (CHEBI:75885)
chaetoglocin A (CHEBI:68766) is a diol (CHEBI:23824)
IUPAC Name 
6-[(2E)-1-hydroxybut-2-en-2-yl]-5-(hydroxymethyl)-4-methoxy-2H-pyran-2-one
Registry NumbersSources
Reaxys:22515443Reaxys
Citations