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CHEBI:149619 - isoaspulvinone E

ChEBI IDCHEBI:149619
ChEBI Nameisoaspulvinone E
Stars
DefinitionA 4-hydroxy-5-(4-hydroxybenzylidene)-3-(4-hydroxyphenyl)furan-2(5H)-one in which the double bond adopts an E-configuration. It is a marine metabolite isolated from the fungus Aspergillus terreus and exhibits antiviral activity.
Last Modified24 June 2020
SubmitterAnne Morgat
DownloadsMolfile
FormulaC17H12O5
Net Charge0
Average Mass296.278
Monoisotopic Mass296.06847
SMILESO=C1O/C(=C/c2ccc(O)cc2)C(O)=C1c1ccc(O)cc1
InChIInChI=1S/C17H12O5/c18-12-5-1-10(2-6-12)9-14-16(20)15(17(21)22-14)11-3-7-13(19)8-4-11/h1-9,18-20H/b14-9+
InChIKeyBNNVVTQUWNGKPH-NTEUORMPSA-N
Species of MetaboliteComponentSourceComments
Aspergillus terreus (ncbitaxon:33178)
- PubMed (23411074) Strain: Gwq-48
cell suspension culture (BTO:0000221) DOI (10.1007/s00044-014-1164-0) Strain: RCC1
Roles Classification
Biological Roles:
antiviral agent  A substance that destroys or inhibits replication of viruses.
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 .
EC 3.2.1.20 (alpha-glucosidase) inhibitor  An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of α-glucosidase (EC 3.2.1.20).
biological pigment  An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
ChEBI Ontology
Outgoing Relation(s)
isoaspulvinone E (CHEBI:149619) has role Aspergillus metabolite (CHEBI:76956)
isoaspulvinone E (CHEBI:149619) has role antiviral agent (CHEBI:22587)
isoaspulvinone E (CHEBI:149619) has role EC 3.2.1.20 (α-glucosidase) inhibitor (CHEBI:67239)
isoaspulvinone E (CHEBI:149619) has role marine metabolite (CHEBI:76507)
isoaspulvinone E (CHEBI:149619) is a 4-hydroxy-5-(4-hydroxybenzylidene)-3-(4-hydroxyphenyl)furan-2(5H)-one (CHEBI:155902)
isoaspulvinone E (CHEBI:149619) is a aspulvinone (CHEBI:22669)
isoaspulvinone E (CHEBI:149619) is conjugate acid of isoaspulvinone E(1−) (CHEBI:149620)
Incoming Relation(s)
isoaspulvinone E(1−) (CHEBI:149620) is conjugate base of isoaspulvinone E (CHEBI:149619)
IUPAC Name 
(5E)-4-hydroxy-5-(4-hydroxybenzylidene)-3-(4-hydroxyphenyl)furan-2(5H)-one
Synonym  Source
(5E)-4-hydroxy-3-(4-hydroxyphenyl)-5-[(4-hydroxyphenyl)methylidene]furan-2(5H)-oneIUPAC
Citations