aspulvinone E (CHEBI:17704)

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ChEBI Name	aspulvinone E

ChEBI ID	CHEBI:17704

Definition	A 4-hydroxy-5-(4-hydroxybenzylidene)-3-(4-hydroxyphenyl)furan-2(5H)-one in which the double bond adopts a Z-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.

Secondary ChEBI IDs	CHEBI:2891, CHEBI:13863, CHEBI:22666

Supplier Information

Download	Molfile XML SDF

Formula

C17H12O5

Net Charge

Average Mass

296.27418

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-ZROIWOOFSA-N

SMILES

Oc1ccc(cc1)\C=C1OC(=O)C(=C/1O)c1ccc(O)cc1

Metabolite of Species	Details
Aspergillus terreus (NCBI:txid33178)	Found in cell suspension culture (BTO:0000221). of strain RCC1 See: DOI
Aspergillus terreus (NCBI:txid33178)	of strain Gwq-48 See: PubMed

Roles Classification
Biological Role(s):	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. antiviral agent A substance that destroys or inhibits replication of viruses. 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	aspulvinone E (CHEBI:17704) has role Aspergillus metabolite (CHEBI:76956) aspulvinone E (CHEBI:17704) has role antiviral agent (CHEBI:22587) aspulvinone E (CHEBI:17704) has role EC 3.2.1.20 (α-glucosidase) inhibitor (CHEBI:67239) aspulvinone E (CHEBI:17704) has role marine metabolite (CHEBI:76507) aspulvinone E (CHEBI:17704) is a 4-hydroxy-5-(4-hydroxybenzylidene)-3-(4-hydroxyphenyl)furan-2(5H)-one (CHEBI:155902) aspulvinone E (CHEBI:17704) is a aspulvinone (CHEBI:22669) aspulvinone E (CHEBI:17704) is conjugate acid of aspulvinone E(1−) (CHEBI:58240)

Incoming	aspulvinone E(1−) (CHEBI:58240) is conjugate base of aspulvinone E (CHEBI:17704)

IUPAC Name

(5Z)-4-hydroxy-5-(4-hydroxybenzylidene)-3-(4-hydroxyphenyl)furan-2(5H)-one

Synonyms	Sources
(5Z)-4-hydroxy-3-(4-hydroxyphenyl)-5-[(4-hydroxyphenyl)methylidene]furan-2(5H)-one	IUPAC
Aspulvinone E	KEGG COMPOUND

Registry Number	Type	Source
49637-60-7	CAS Registry Number	KEGG COMPOUND

Citation	Type	Source
23411074	PubMed citation	Europe PMC

Last Modified

24 June 2020