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CHEBI:5885 - imperatorin

Default Structure
ChEBI IDCHEBI:5885
ChEBI Nameimperatorin
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:66070
Last Modified24 February 2016
DownloadsMolfile
FormulaC16H14O4
Net Charge0
Average Mass270.284
Monoisotopic Mass270.08921
SMILESCC(C)=CCOc1c2occc2cc2ccc(=O)oc12
InChIInChI=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
InChIKeyOLOOJGVNMBJLLR-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Angelica dahurica (ncbitaxon:48101) root (BTO:0001188) PubMed (12510838)
Angelica koreana (ncbitaxon:182415) root (BTO:0001188) PubMed (17396918)
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
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)
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  Source
8-IsoamylenoxypsoralenChemIDplus
8-IsopentenyloxypsoraleneChemIDplus
9-[(3-methyl-2-butenyl)oxy]-7H-furo[3,2-g]-1-benzopyran-7-oneChEBI
AmmidinChemIDplus
ImperatorinKEGG COMPOUND
MarmelosinChemIDplus
Manual XrefsDatabases
C00002477KNApSAcK
C09269KEGG COMPOUND
CN102349891Patent
HMDB0034376HMDB
ImperatorinWikipedia
KR20120060192Patent
LSM-2140LINCS
WO2011160597Patent
Registry NumbersSources
Reaxys:249728Reaxys
CAS:482-44-0KEGG COMPOUND
CAS:482-44-0ChemIDplus
Citations