All Photos(1)
Synonym(s):
3-butylidene-4,5-dihydro-1(3H)-isobenzofuranone, 3-butylidene-4,5-dihydrophthalide
Empirical Formula (Hill Notation):
C12H14O2
CAS Number:
Molecular Weight:
190.24
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25
Recommended Products
Quality Level
Assay
≥96% (HPLC)
form
liquid
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
storage temp.
−20°C
SMILES string
O=C(O/C1=C\CCC)C2=C1CCC=C2
InChI
1S/C12H14O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h5,7-8H,2-4,6H2,1H3/b11-8-
InChI key
IQVQXVFMNOFTMU-FLIBITNWSA-N
Related Categories
General description
Ligustilide is a phthalide derivative and is one of the main lipophilic compounds of Danggui essential oil and Rhizoma Chuanxiong, a Chinese medicinal herb.
Application
Ligustilide has been used as a treatment to test its anti-apoptotic effects on rat chondrocytes and sodium nitroprusside (SNP)-stimulated chondrocytes in both in vitro and in vivo studies. It has also been used as a treatment to study anti-atherosclerosis effects on high-fat diet-fed mice and cytoprotective effects on tert-butyl hydroperoxide (t-BHP)-evoked EA.hy926 cells.
Biochem/physiol Actions
Ligustilide can inhibit the proliferation of and cell cycle progression of vascular smooth muscle cells and inhibits vasoconstriction. It increases vasodilation, anti-thrombosis, and serotonergic activity and decreases platelet aggregation. It has been shown to have broad applications in the study and treatment of cardiovascular diseases and ischemic brain injury. Ligustilide has the ability to reduce neurogenic and inflammatory pain. Thus, it can be used as a potential therapeutic agent to treat several pain syndromes including primary dysmenorrhoea.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Ligustilide ameliorates neuroinflammation and brain injury in focal cerebral ischemia/reperfusion rats: involvement of inhibition of TLR4/peroxiredoxin 6 signaling.
Kuang X, et al.
Free Radical Biology & Medicine, 71, 165-175 (2014)
Pharmacokinetics and Metabolism of Ligustilide, a Major Bioactive Component in Rhizoma Chuanxiong, in the Rat
Yan R, et al.
Drug Metabolism and Disposition (2007)
Ligustilide attenuates pain behavior induced by acetic acid or formalin
Du J, et al.
Journal of Ethnopharmacology, 112(1), 211-214 (2007)
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