CHEBI:5885 - imperatorin

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ChEBI Name imperatorin
ChEBI ID CHEBI:5885
Definition A member of the class of psoralens that is psoralen substituted by a prenyloxy group at position 8. Isolated from Angelica dahurica and Angelica koreana, it acts as a acetylcholinesterase inhibitor.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:66070
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Formula C16H14O4
Net Charge 0
Average Mass 270.28000
Monoisotopic Mass 270.089
InChI InChI=1S/C16H14O4/c1-10(2)5-7-19-16-14-12(6-8-18-14)9-11-3-4-13(17)20-15(11)16/h3-6,8-9H,7H2,1-2H3
InChIKey OLOOJGVNMBJLLR-UHFFFAOYSA-N
SMILES CC(C)=CCOc1c2occc2cc2ccc(=O)oc12
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
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): 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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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ChEBI Ontology
Outgoing imperatorin (CHEBI:5885) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
imperatorin (CHEBI:5885) has role metabolite (CHEBI:25212)
imperatorin (CHEBI:5885) is a psoralens (CHEBI:26369)
IUPAC Name
9-[(3-methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one
Synonyms Sources
8-Isoamylenoxypsoralen ChemIDplus
8-Isopentenyloxypsoralene ChemIDplus
9-[(3-methyl-2-butenyl)oxy]-7H-furo[3,2-g]-1-benzopyran-7-one ChEBI
Ammidin ChemIDplus
Imperatorin KEGG COMPOUND
Marmelosin ChemIDplus
Pentosalen ChemIDplus
Manual Xrefs Databases
C00002477 KNApSAcK
C09269 KEGG COMPOUND
CN102349891 Patent
HMDB0034376 HMDB
Imperatorin Wikipedia
KR20120060192 Patent
LSM-2140 LINCS
WO2011160597 Patent
View more database links
Registry Numbers Types Sources
249728 Reaxys Registry Number Reaxys
482-44-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12510838 PubMed citation Europe PMC
17396918 PubMed citation Europe PMC
21627108 PubMed citation Europe PMC
Last Modified
24 February 2016