ChemicalBook > CAS DataBase List > Z-LIGUSTILIDE

Z-LIGUSTILIDE

Product Name
Z-LIGUSTILIDE
CAS No.
81944-09-4
Chemical Name
Z-LIGUSTILIDE
Synonyms
cis-Ligustilide;(Z)-3-butylidene-4,5-dihydroisobenzofuran-1(3H)-one;(E)-6,7-transdihydroxyChemicalbookligustilide;Ligustilide A;Z-Ligustilide-RM;Z-Ligustilide - in acetonitrile;LigustilideZ-(In Acetonitrile)(P);(Z)-Ligustilide (Chloroform Solution);Z-Ligustilide (50 mg) (COLD SHIPMENT);LIGUSTILIDE, Z-[~10mg/ML IN ACETONITRILE
CBNumber
CB41484410
Molecular Formula
C12H14O2
Formula Weight
190.24
MOL File
81944-09-4.mol
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Z-LIGUSTILIDE Property

Boiling point:
168 °C
Density 
1.10±0.1 g/cm3 (20 ºC 760 Torr)
storage temp. 
-20°C, protect from light, stored under nitrogen
solubility 
DMF:1.0(Max Conc. mg/mL);5.26(Max Conc. mM)
DMSO:50.5(Max Conc. mg/mL);265.45(Max Conc. mM)
form 
Liquid
color 
Colorless to light yellow
LogP
1.710 (est)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
26908
Product name
(Z)-Ligustilide
Packaging
50mg
Price
$290
Updated
2024/03/01
Cayman Chemical
Product number
26908
Product name
(Z)-Ligustilide
Packaging
100mg
Price
$547
Updated
2024/03/01
Cayman Chemical
Product number
26908
Product name
(Z)-Ligustilide
Packaging
25mg
Price
$153
Updated
2024/03/01
Biosynth Carbosynth
Product number
FL65531
Product name
Z-Ligustilide - in acetonitrile
Packaging
10mg
Price
$200
Updated
2021/12/16
ChemScene
Product number
CS-0016805
Product name
(Z)-Ligustilide
Purity
99.79%
Packaging
5mg
Price
$50
Updated
2021/12/16
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Z-LIGUSTILIDE Chemical Properties,Usage,Production

Uses

(Z)-Ligustilide is extracted from Ligusticum chuanxiong Hort, has antimicrobial and antifungal activity, exhibits an average antifungal score of 5.6[1]. (Z)-Ligustilide is orally active, it inhibits the expression of FATP5 and DGAT, inhibits fatty acid uptake and esterification in mice and has potential as therapeutics for nonalcoholic fatty liver disease (NAFLD) [2]. (Z)-Ligustilide is also able to reactivate ERα, has epigenetic regulation, and is used in the study of tamoxifen-resistant breast cancer[3].

Definition

ChEBI: (Z)-ligustilide is a butenolide. It has a role as a metabolite.

in vivo

Z-ligustilide (50 mg/kg, p.o., once daily for 6 weeks) significantly reduces hepatic lipid accumulation in high-fat diet-induced fatty liver mice, inhibiting fatty acid uptake and esterification, demonstrating potential application value for non-alcoholic fatty liver disease (NAFLD)[2].

Animal Model: High-fat diet (HFD)-induced fatty liver model in male C57BL/6 mice[2]
Dosage:50 mg/kg
Administration:Oral gavage (p.o.), once daily for 6 weeks
Result:Significantly reduced high-fat diet (HFD)-induced hepatic fat accumulation in mice, as confirmed by hepatic TG assay, H&E staining, and Oil Red O staining, showing a marked decrease in liver lipid content. Significantly inhibited the expression of fatty acid uptake-related genes CD36 and DGAT2, and reduced the expression of SREBP1c and its downstream target genes FAS and SCD1, thereby decreasing lipid production in the liver.

IC 50

ERα

References

[1] Rodrigues AMS, et al. The antifungal potential of (Z)-ligustilide and the protective effect of eugenol demonstrated by a chemometric approach. Sci Rep. 2019 Jun 19;9(1):8729. doi: 10.1038/s41598-019-45222-y DOI:10.1038/s41598-019-45222-y
[2] Lee W, et al. Z-ligustilide and n-Butylidenephthalide Isolated from the Aerial Parts of Angelica tenuissima Inhibit Lipid Accumulation In Vitro and In Vivo. Planta Med. 2019 Jul;85(9-10):719-728. DOI:10.1055/a-0901-1307
[3] Ma H, et al. Z-ligustilide restores tamoxifen sensitivity of ERa negative breast cancer cells by reversing MTA1/IFI16/HDACs complex mediated epigenetic repression of ERa. Oncotarget. 2017 Apr 25;8(17):29328-29345. DOI:10.18632/oncotarget.16440

Z-LIGUSTILIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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Z-LIGUSTILIDE Suppliers

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View Lastest Price from Z-LIGUSTILIDE manufacturers

Shanghai Standard Technology Co., Ltd.
Product
Ligustilide 81944-09-4
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2019-11-01
Shanghai Standard Technology Co., Ltd.
Product
Ligustilide 81944-09-4
Price
US $0.00/ml
Min. Order
0.1ml
Purity
≥98%(HPLC)
Supply Ability
100 ml
Release date
2019-11-04

81944-09-4, Z-LIGUSTILIDERelated Search:

Viticis Fructus Ethyl 4-hydroxy-3-methoxycinnamate Ligustrazine Hydrochloride (3S)-3β-Butyl-1,3,4,5-tetrahydroisobenzofuran-1-one Tetramethylpyrazine coniferyl ferulate Angelicolide trans-Ferulic acid Levistilide A N-BUTYLIDENEPHTHALIDE Ligustilide Brassinolide Ligustilides

  • cis-Ligustilide
  • Ligustilide A
  • (3Z)-3-Butylidene-4,5-dihydro-1(3H)-isobenzofuranone
  • LIGUSTILIDE, Z-(IN ACETONITRILE)(10.2Mg/ML)(P)
  • Z-Ligustilide - in acetonitrile
  • 1(3H)-Isobenzofuranone, 3-butylidene-4,5-dihydro-, (3Z)-
  • (Z)-3-butylidene-4,5-dihydroisobenzofuran-1(3H)-one
  • (E)-6,7-transdihydroxyChemicalbookligustilide
  • (Z)-Ligustilide (Chloroform Solution)
  • cis-Ligustilide DISCONTINUED. See L397900
  • Z-Ligustilide [10mg/mL in acetonitrile] (P) (In Solution)
  • LIGUSTILIDE, Z-[~10mg/ML IN ACETONITRILE
  • Z-Ligustilide (50 mg) (COLD SHIPMENT)
  • LigustilideZ-(In Acetonitrile)(P)
  • Z-Ligustilide-RM
  • 81944-09-4
  • Heterocycles