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CHEBI:66071 - isoimperatorin

ChEBI IDCHEBI:66071
ChEBI Nameisoimperatorin
Stars
DefinitionA member of the class of psoralens that is psoralen substituted by a prenyloxy group at position 5. Isolated from Angelica dahurica and Angelica koreana, it acts as a acetylcholinesterase inhibitor.
Last Modified28 February 2013
DownloadsMolfile
FormulaC16H14O4
Net Charge0
Average Mass270.284
Monoisotopic Mass270.08921
SMILESCC(C)=CCOc1c2ccoc2cc2oc(=O)ccc12
InChIInChI=1S/C16H14O4/c1-10(2)5-7-19-16-11-3-4-15(17)20-14(11)9-13-12(16)6-8-18-13/h3-6,8-9H,7H2,1-2H3
InChIKeyIGWDEVSBEKYORK-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Angelica koreana (ncbitaxon:182415) root (BTO:0001188) PubMed (17396918)
Angelica dahurica (ncbitaxon:48101) root (BTO:0001188) PubMed (12510838)
Peucedanum ostruthium (ncbitaxon:1000424)
rhizome (BTO:0001181) PubMed (21627108) Dichloromethane extract of dried, powdered roots and rhizomes
root (BTO:0001188) PubMed (21627108) Dichloromethane extract of dried, powdered roots and rhizomes
Citrus hystrix (ncbitaxon:170989) exocarp (BTO:0000733) PubMed (20964319) The hexane extract of dried and ground fruit peels
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC 3.1.1.7 (acetylcholinesterase) inhibitor  An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
ChEBI Ontology
Outgoing Relation(s)
isoimperatorin (CHEBI:66071) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
isoimperatorin (CHEBI:66071) has role metabolite (CHEBI:25212)
isoimperatorin (CHEBI:66071) is a psoralens (CHEBI:26369)
IUPAC Name 
4-[(3-methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one
Synonym  Source
7,4-[(3-methyl-2-butenyl)oxy]-7H-furo[3,2-g]-1-benzopyran-7-oneChEBI
Manual XrefsDatabases
C16976KEGG COMPOUND
CN102188464Patent
Registry NumbersSources
Reaxys:1291723Reaxys
CAS:482-45-1ChemIDplus
CAS:482-45-1KEGG COMPOUND
Citations