SMB00400

Ligustilide

≥96% (HPLC)

• Synonym(s): 3-butylidene-4,5-dihydro-1(3H)-isobenzofuranone, 3-butylidene-4,5-dihydrophthalide
• Empirical Formula (Hill Notation): C₁₂H₁₄O₂
• CAS Number: 4431-01-0
• Molecular Weight: 190.24
• MDL number: MFCD01861511
• UNSPSC Code: 12352205
• PubChem Substance ID: 329824991
• NACRES: NA.25

Properties

• Quality Level: 200
• 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

Description

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.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301
• pcodes: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable