CHEBI:68233 - (Z)-3-butylidenephthalide

ChEBI IDCHEBI:68233
ChEBI Name(Z)-3-butylidenephthalide
Stars
ASCII Name(Z)-3-butylidenephthalide
DefinitionA γ-lactone that is phthalide substituted by a butylidene group at position 3. Isolated from Ligusticum porteri, it exhibits hypoglycemic activity.
Last Modified28 July 2014
DownloadsMolfile
FormulaC12H12O2
Net Charge0
Average Mass188.226
Monoisotopic Mass188.08373
SMILESCCC/C=C1\OC(=O)c2ccccc21
InChIInChI=1S/C12H12O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h4-8H,2-3H2,1H3/b11-8-
InChIKeyWMBOCUXXNSOQHM-FLIBITNWSA-N
Species of MetaboliteComponentSourceComments
Ligusticum porteri (ncbitaxon:54719) root (BTO:0001188) PubMed (20879744) Air-dried and pulverized roots were macerated with CH2Cl2-MeOH(1:1)
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 3.2.1.20 (alpha-glucosidase) inhibitor  An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of α-glucosidase (EC 3.2.1.20).
Application:
hypoglycemic agent  A drug which lowers the blood glucose level.
ChEBI Ontology
Outgoing Relation(s)
(Z)-3-butylidenephthalide (CHEBI:68233) has functional parent 2-benzofuran-1(3H)-one (CHEBI:38085)
(Z)-3-butylidenephthalide (CHEBI:68233) has role EC 3.2.1.20 (α-glucosidase) inhibitor (CHEBI:67239)
(Z)-3-butylidenephthalide (CHEBI:68233) has role hypoglycemic agent (CHEBI:35526)
(Z)-3-butylidenephthalide (CHEBI:68233) has role metabolite (CHEBI:25212)
(Z)-3-butylidenephthalide (CHEBI:68233) is a 2-benzofurans (CHEBI:38831)
(Z)-3-butylidenephthalide (CHEBI:68233) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3Z)-3-butylidene-2-benzofuran-1(3H)-one
Synonym  Source
ButylidenephthalideKEGG COMPOUND
Manual XrefsDatabases
C16924KEGG COMPOUND
Registry NumbersSources
Reaxys:4231353Reaxys
CAS:551-08-6ChemIDplus
CAS:551-08-6KEGG COMPOUND
Citations