(E)-3-Butylidene-4,5-dihydroisobenzofuran-1(3H)-one
Basic information
- CAS
4431-01-0- Standard SMILES
CCC/C=C1/OC(=O)C2=C1CCC=C2- InChIKey
IQVQXVFMNOFTMU-DHZHZOJOSA-N- Molecular formula
- C12H14O2
- Average molar mass
- 190.24 g/mol
- Monoisotopic mass
- 190.09937969
Overview
(3E)-3-butylidene-4,5-dihydro-2-benzofuran-1-one has been reported in Angelica gigas, Angelica glauca, and other organisms with data available.
Names & identifiers
- Preferred name
- (E)-3-Butylidene-4,5-dihydroisobenzofuran-1(3H)-one
- IUPAC
- (3E)-3-butylidene-4,5-dihydro-2-benzofuran-1-one
- English name
- Ligustilide
- Molecular formula
- C12H14O2
- Molecular weight
- 190.24
Names & synonyms
(E)-3-Butylidene-4,5-dihydroisobenzofuran-1(3H)-one(3E)-3-butylidene-4,5-dihydro-2-benzofuran-1-oneRefChem:1050904(E)-Ligustilide81944-08-3Z-ligustilidetrans-ligustilide1(3H)-Isobenzofuranone, 3-butylidene-4,5-dihydro-, (E)-E-LigustilideE-ligustulideorb1707975SCHEMBL4087024
Show more names
Ligusticum chuanxiong oilLIGUSTILIDELIGUSTILIDE, Z-Ligustilide OilAngelica Extract PowderTAINFUCHEM: LigustilideAngelica sinerisis extractLigustilide, 10 mM in DMSOLIGUSTILIDE,Z-LIGUSTILIDE
IQVQXVFMNOFTMU-DHZHZOJOSA-NAKOS032948223(e)-3-butylidene-4,5-dihydrophthalidetrans-3-Butylidene-4,5-dihydrophthalide3-Butylidene-4,5-dihydrophthalide, 8CIDA-69165T136703-Butylidene-4,5-dihydro-1(3H)-isobenzofuranone, 9CI
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 2.7
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 345
Physicochemical properties
- Boiling point
- 377.9 · 377.9±11.0 °C(Predicted)
- Density
- 1.1 · 1.10±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C, · -20°C, protect from light, stored under nitrogen
- solubility
- 100 mg/mL · DMSO : 100 mg/mL (525.65 mM; Need ultrasonic)
- form
- Oil
- color
- Colorless to light yellow
- Stability
- Light Sensitive
- Major Application
- metabolomicsvitamins, nutraceuticals, and natural products
- InChI
- 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
- InChIKey
- IQVQXVFMNOFTMU-UHFFFAOYSA-N
- SMILES
- C1(=O)C2=C(CCC=C2)C(=CCCC)O1
- LogP
- 1.71 · 1.710 (est)
- FDA UNII
- 10 HE68JD06 · 10HE68JD06
- UNSPSC Code
- 12352205 · 12352205
- NACRES
- 25 · NA.25
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- ridadr
- 2810
- hs_code
- 29322090
- risk_code
- 22/23
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08,GHS02
- safety_code
- 24/25
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard statements
- H315-H319-H361-H372-H335-H336-H304-H401-H225
- Hazard Classifications
- Acute Tox. 3 Oral
- Precautionary statements
- P501-P273-P260-P270-P202-P240-P210-P233-P201-P243-P241-P242-P271-P264-P280-P370+P378-P331-P308+P313-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P301+P310-P304+P340+P312-P403+P233-P403+P235-P405
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Applications
UsesLigustilide, is a dihydrophthalide, and an active ingredients of umbelliferous plants as Angelica sinensis and Ligusticum chuanxiong, having wide range of pharmacology effects on neuroprotection, vasodilatation, anti-caner and anti-tumor, analgesia and anti-inflammation.
Additional notes
DefinitionChEBI: A natural product found in Ligusticum porteri.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…