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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
EC Number:
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

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

SMILES string

COc1cc(CCC(C)=O)ccc1O

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

InChI key

OJYLAHXKWMRDGS-UHFFFAOYSA-N

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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 Code

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)
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)
A highly effective and selective male lure for Bactrocera jarvisi (Tryon)(Diptera: Tephritidae)
Fay HAC
Austral Entomology, 51(3), 189-197 (2012)
Volatile composition in raspberry cultivars grown in the Pacific Northwest determined by stir bar sorptive extraction- gas chromatography- mass spectrometry
Malowicki SMM, et al.
Journal of Agricultural and Food Chemistry, 56(11), 4128-4133 (2008)
Zingerone as an antioxidant against peroxynitrite
Shin SG, et al.
Journal of Agricultural and Food Chemistry, 53(19), 7617-7622 (2005)

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