CHEBI:149619 - isoaspulvinone E

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ChEBI Name isoaspulvinone E
ChEBI ID CHEBI:149619
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anne Morgat
Supplier Information ZINC000535385293
Download Molfile XML SDF
Formula C17H12O5
Net Charge 0
Average Mass 296.278
Monoisotopic Mass 296.06847
InChI InChI=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+
InChIKey BNNVVTQUWNGKPH-NTEUORMPSA-N
SMILES C1(C2=CC=C(O)C=C2)=C(/C(=C\C3=CC=C(C=C3)O)/OC1=O)O
Metabolite of Species Details
Aspergillus terreus (NCBI:txid33178) of strain Gwq-48 See: PubMed
Aspergillus terreus (NCBI:txid33178) Found in cell suspension culture (BTO:0000221). of strain RCC1 See: DOI
Roles Classification
Biological Role(s): antiviral agent
A substance that destroys or inhibits replication of viruses.
Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
EC 3.2.1.20 (alpha-glucosidase) inhibitor
An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-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.
(via aspulvinone )
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ChEBI Ontology
Outgoing 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 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)-one IUPAC
Citations Types Sources
23411074 PubMed citation SUBMITTER
29305695 PubMed citation SUBMITTER
Last Modified
24 June 2020