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CHEBI:17704 - aspulvinone E

ChEBI IDCHEBI:17704
ChEBI Nameaspulvinone E
Stars
DefinitionA 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.
Secondary ChEBI IDsCHEBI:2891, CHEBI:13863, CHEBI:22666
Last Modified24 June 2020
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-ZROIWOOFSA-N
Species of MetaboliteComponentSourceComments
Aspergillus terreus (ncbitaxon:33178)
cell suspension culture (BTO:0000221) DOI (10.1007/s00044-014-1164-0) Strain: RCC1
- PubMed (23411074) Strain: Gwq-48
Roles Classification
Biological Roles:
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 α-glucosidase (EC 3.2.1.20).
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 .
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)
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 Relation(s)
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  Source
Aspulvinone EKEGG COMPOUND
(5Z)-4-hydroxy-3-(4-hydroxyphenyl)-5-[(4-hydroxyphenyl)methylidene]furan-2(5H)-oneIUPAC
Manual XrefsDatabases
C02006KEGG COMPOUND
Registry NumbersSources
CAS:49637-60-7KEGG COMPOUND
Citations