88787
Zingerone
analytical standard
Synonym(s):
Vanillylacetone, Zingerone
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About This Item
Linear Formula:
4-(HO)C6H3-3-(OCH3)CH2CH2COCH3
CAS Number:
Molecular Weight:
194.23
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
12164502
EC Number:
204-548-3
MDL number:
InChI key
OJYLAHXKWMRDGS-UHFFFAOYSA-N
InChI
1S/C11H14O3/c1-8(12)3-4-9-5-6-10(13)11(7-9)14-2/h5-7,13H,3-4H2,1-2H3
SMILES string
COc1cc(CCC(C)=O)ccc1O
grade
analytical standard
assay
≥98.0% (GC)
shelf life
limited shelf life, expiry date on the label
refractive index
n20/D 1.541 (lit.)
bp
141 °C/0.5 mmHg (lit.)
mp
40-41 °C (lit.)
density
1.14 g/mL at 25 °C (lit.)
format
neat
storage temp.
2-8°C
Quality Level
Related Categories
General description
Zingerone is a pungent, non-volatile, active phenolic component of ginger (Zingiber officinale) typically found in its root as well as in spice and herb species. It is extensively studied for its role as a male fruit fly attractant.
Application
Zingerone has been used as an analytical standard to quantify the analyte in oenological products by gas chromatography-mass spectrometry (GC-MS/MS). It may be used as an analytical standard to determine the analyte levels in Pinus laricio needles, ginger extracts, raspberry cultivars, and dietary supplements(10) by analytical techniques.
Storage Class
11 - Combustible Solids
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
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Analysis of a ginger extract by high-performance liquid chromatography coupled to nuclear magnetic resonance spectroscopy using superheated deuterium oxide as the mobile phase
Saha S, et al.
Journal of Chromatography A, 991(1), 143-150 (2003)
Characterization of phenolic compounds in Pinus laricio needles and their responses to prescribed burnings
Cannac MC, et al.
Molecules (Basel), 12(8), 1614-1622 (2007)
Development of a fast gas chromatography-tandem mass spectrometry method for volatile aromatic compound analysis in oenological products
Paolini M, et al.
Journal of Mass Spectrometry : Jms, 53(9), 801-810 (2018)
Zingerone as an antioxidant against peroxynitrite
Shin SG, et al.
Journal of Agricultural and Food Chemistry, 53(19), 7617-7622 (2005)
A ginger derivative, zingerone?a phenolic compound?induces ROS-mediated apoptosis in colon cancer cells (HCT-116)
Su P, et al.
Journal of Biochemical and Molecular Toxicology, 33(12), e22403-e22403 (2019)
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