(Z)-3-butylidenephthalide (CHEBI:68233)

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ChEBI Name	(Z)-3-butylidenephthalide

ChEBI ID	CHEBI:68233

ChEBI ASCII Name	(Z)-3-butylidenephthalide

Definition	A γ-lactone that is phthalide substituted by a butylidene group at position 3. Isolated from Ligusticum porteri, it exhibits hypoglycemic activity.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C12H12O2

Net Charge

Average Mass

188.22250

Monoisotopic Mass

188.08373

InChI

InChI=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-

InChIKey

WMBOCUXXNSOQHM-FLIBITNWSA-N

SMILES

CCC\C=C1/OC(=O)c2ccccc12

Metabolite of Species	Details
Ligusticum porteri (NCBI:txid54719)	Found in root (BTO:0001188). Air-dried and pulverized roots were macerated with CH2Cl2-MeOH(1:1) 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 3.2.1.20 (alpha-glucosidase) inhibitor An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-glucosidase (EC 3.2.1.20).

Application(s):	hypoglycemic agent A drug which lowers the blood glucose level.

ChEBI Ontology
Outgoing	(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 γ-lactone (CHEBI:37581) (Z)-3-butylidenephthalide (CHEBI:68233) is a 2-benzofurans (CHEBI:38831)

IUPAC Name

(3Z)-3-butylidene-2-benzofuran-1(3H)-one

Synonym	Source
Butylidenephthalide	KEGG COMPOUND

Last Modified

28 July 2014