isoaspulvinone E (CHEBI:149619)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

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

Download	Molfile XML SDF

Formula

C17H12O5

Net Charge

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 )

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

Last Modified

24 June 2020