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Merck

W312401

Vanillylacetone

≥96%, FG

Synonym(s):

Zingerone

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About This Item

Linear Formula:
4-(HO)C6H3-3-(OCH3)CH2CH2COCH3
CAS Number:
122-48-5
Molecular Weight:
194.23
FEMA Number:
3124
Council of Europe no.:
139
UNSPSC Code:
12164502
PubChem Substance ID:
24901474
Flavis number:
7.005
EC Number:
204-548-3
NACRES:
NA.21
MDL number:
MFCD00048232
Organoleptic:
ginger; woody; spicy; phenolic; sweet; vanilla
Grade:
Halal
FG
Fragrance grade
Biological source:
synthetic
Agency:
follows IFRA guidelines
meets purity specifications of JECFA
Food allergen:
no known allergens

Key Documents

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Product Name

Vanillylacetone, ≥96%, FG

grade

Halal
FG
Fragrance grade

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

biological source

synthetic

agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 184.1099

assay

≥96%

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.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

organoleptic

ginger; woody; spicy; phenolic; sweet; vanilla

storage temp.

2-8°C

Quality Level

300

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Application

Vanillylacetone can be used as a food additive in food industries because of its sweet and spicy flavor.

Biochem/physiol Actions

Taste at 20 ppm in 5%

General description

Vanillylacetone is one of the key aroma constituents of ginger. It is a pharmacologically active compound that may contribute to the anti-inflammatory, anti-oxidant, anti-cancerous, radioprotective and anti-microbial properties of ginger.

Other Notes

Natural occurrence: Cranberry and ginger.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS1718
SHBP7144
SHBP9608
MKCF9371
MKCF6259

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Sangpill Hwang et al.
Chemosphere, 72(4), 572-577 (2008-05-13)
When 4-(4-hydroxy-3-methoxy-phenyl)-2-butanone (vanillylacetone) was tested for manganese peroxidase (MnP)-catalyzed oxidation, it was found to be degraded with the cleavage of an aromatic ring. Among numerous products of vanillylacetone oxidation, four major ones were purified by thin-layer chromatography and identified using
Vanillylacetone attenuates NLRP3 inflammasome mediated immune responses in murine bone marrow derived macrophages via NLRP3 alkylation
Kim Han-Bi, et al.
Journal of functional foods, 64, 103655-103655 (2020)
Bhuvanagiri Nageshwar Rao et al.
European journal of pharmacology, 657(1-3), 59-66 (2011-02-22)
Zingerone a dietary compound was investigated for its ability to protect against radiation induced genotoxicity and apoptosis in human lymphocytes growing in vitro. The radiation antagonistic potential of zingerone was assessed by alkaline comet, cytokinesis-block micronucleus, apoptosis and reactive oxygen
Jaw-Chyun Chen et al.
Journal of agricultural and food chemistry, 55(21), 8390-8397 (2007-09-21)
Ginger is one of the most commonly used fresh herbs and spices. Enterotoxigenic Escherichia coli heat-labile enterotoxin (LT)-induced diarrhea is the leading cause of infant death in developing countries. In this study, we demonstrated that ginger significantly blocked the binding
Fatih Mehmet Kandemir et al.
Environmental science and pollution research international, 26(22), 22562-22574 (2019-06-06)
Zingerone (ZO), one of the active components of ginger (Zingiber officinale), is a phenolic alkanone with antioxidant, antiapoptotic, and anti-inflammatory properties. Cisplatin (CP) is a widely used chemotherapeutic drug for solid tumors, but its therapeutic use is limited due to
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