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InChI=1S/CH4O/c1-2/h2H,1H3
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ChEBI
> Main
CHEBI:68233 - (
Z
)-3-butylidenephthalide
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ChEBI Ontology
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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.
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Formula
C12H12O2
Net Charge
0
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
(
Z
)-3-butylidenephthalide (
CHEBI:68233
)
has functional parent
2-benzofuran-1(3
H
)-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
(3
Z
)-3-butylidene-2-benzofuran-1(3
H
)-one
Synonym
Source
Butylidenephthalide
KEGG COMPOUND
Manual Xref
Database
C16924
KEGG COMPOUND
View more database links
Registry Numbers
Types
Sources
4231353
Reaxys Registry Number
Reaxys
551-08-6
CAS Registry Number
ChemIDplus
Citations
Types
Sources
20879744
PubMed citation
Europe PMC
21553143
PubMed citation
Europe PMC
22506278
PubMed citation
Europe PMC
23400915
PubMed citation
Europe PMC
23770345
PubMed citation
Europe PMC
Last Modified
28 July 2014