CHEBI:66071 - isoimperatorin

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ChEBI Name isoimperatorin
ChEBI ID CHEBI:66071
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H14O4
Net Charge 0
Average Mass 270.28000
Monoisotopic Mass 270.08921
InChI InChI=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
InChIKey IGWDEVSBEKYORK-UHFFFAOYSA-N
SMILES CC(C)=CCOc1c2ccoc2cc2oc(=O)ccc12
Metabolite of Species Details
Peucedanum ostruthium (NCBI:txid1000424) Found in rhizome (BTO:0001181). Dichloromethane extract of dried, powdered roots and rhizomes See: PubMed
Peucedanum ostruthium (NCBI:txid1000424) Found in root (BTO:0001188). Dichloromethane extract of dried, powdered roots and rhizomes See: PubMed
Citrus hystrix (NCBI:txid170989) Found in exocarp (BTO:0000733). The hexane extract of dried and ground fruit peels See: PubMed
Angelica koreana (NCBI:txid182415) Found in root (BTO:0001188). See: PubMed
Angelica dahurica (NCBI:txid48101) Found in root (BTO:0001188). See: PubMed
Roles Classification
Biological Role(s): 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.
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ChEBI Ontology
Outgoing 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-one ChEBI
Manual Xrefs Databases
C16976 KEGG COMPOUND
CN102188464 Patent
View more database links
Registry Numbers Types Sources
1291723 Reaxys Registry Number Reaxys
482-45-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12510838 PubMed citation Europe PMC
17396918 PubMed citation Europe PMC
20964319 PubMed citation Europe PMC
21627108 PubMed citation Europe PMC
Last Modified
28 February 2013