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(Z) -Butylidenephthalide

CAT: 0931-TN2326-01Size: 1 mL - 10 mM (in DMSO)Dry Ice: NoHazardous: No
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CAT#:0931-TN2326-01Size:1 mL - 10 mM (in DMSO)
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CAS Number
72917-31-8
Target
Glucosidase, glycosidase
Related Pathways
Metabolism
Purity
0.9972
Bioactivity
(Z) -Butylidenephthalide ((Z) -3-Butylidenephthalide) has antitumor and hypoglycemic effects, and can effectively inhibit the tumor growth of glioma and inhibit R-glucosidase activity.
Smiles
C(\CCC)=C\1/C=2C(C(=O)O1)=CC=CC2
Molecular Formula
C12H12O2
Molecular Weight
188.22
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

(Z)-Butylidenephthalide

(Z)-3-butylidenephthalide is a gamma-lactone that is phthalide substituted by a butylidene group at position 3. Isolated from Ligusticum porteri, it exhibits hypoglycemic activity. It has a role as a metabolite, a hypoglycemic agent and an EC 3.2.1.20 (alpha-glucosidase) inhibitor. It is a gamma-lactone and a member of 2-benzofurans. It is functionally related to a 2-benzofuran-1(3H)-one.

CAS Number72917-31-8
PubChem CID642376
IUPAC Name(3Z)-3-butylidene-2-benzofuran-1-one
Molecular FormulaC12H12O2
Molecular Weight188.22
XLogP3.2
Topological Polar Surface Area26.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Heavy Atom Count14
Formal Charge0
Complexity255
SMILES
CCC/C=C\1/C2=CC=CC=C2C(=O)O1
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
Chemical Structure
2D Structure
2D structure of (Z)-Butylidenephthalide
CAS: 72917-31-8
CID: 642376
Formula: C12H12O2
MW: 188.22
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight188.22
XLogP33.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass188.083729621
Monoisotopic Mass188.083729621
Topological Polar Surface Area26.3 Ų
Heavy Atom Count14
Formal Charge0
Complexity255
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes