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CHEBI:68859 - arugosin B

ChEBI IDCHEBI:68859
ChEBI Namearugosin B
Stars
DefinitionA dibenzooxepine that is dibenzo[b,e]oxepin-11(6H)-one substituted by hydroxy groups at positions 1, 6 and 10, a methyl group at position 8, a prenyl group at position 4 and a prenyloxy group at position 7. Isolated from Aspergillus, it exhibits antibacterial activity.
Last Modified13 January 2014
DownloadsMolfile
FormulaC25H28O6
Net Charge0
Average Mass424.493
Monoisotopic Mass424.18859
SMILESCC(C)=CCOc1c(C)cc(O)c2c1C(O)Oc1c(CC=C(C)C)ccc(O)c1C2=O
InChIInChI=1S/C25H28O6/c1-13(2)6-7-16-8-9-17(26)20-22(28)19-18(27)12-15(5)23(30-11-10-14(3)4)21(19)25(29)31-24(16)20/h6,8-10,12,25-27,29H,7,11H2,1-5H3
InChIKeyWKCOWVOAMWLTDQ-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Aspergillus (ncbitaxon:5052) - PubMed (22026385)
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
ChEBI Ontology
Outgoing Relation(s)
arugosin B (CHEBI:68859) has role Aspergillus metabolite (CHEBI:76956)
arugosin B (CHEBI:68859) has role antibacterial agent (CHEBI:33282)
arugosin B (CHEBI:68859) is a cyclic ketone (CHEBI:3992)
arugosin B (CHEBI:68859) is a dibenzooxepine (CHEBI:38926)
arugosin B (CHEBI:68859) is a lactol (CHEBI:38131)
arugosin B (CHEBI:68859) is a polyphenol (CHEBI:26195)
IUPAC Name 
1,6,10-trihydroxy-8-methyl-4-(3-methylbut-2-en-1-yl)-7-[(3-methylbut-2-en-1-yl)oxy]dibenzo[b,e]oxepin-11(6H)-one
Registry NumbersSources
Reaxys:2025561Reaxys
Citations