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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:
Molecular Weight:
194.23
FEMA Number:
3124
Council of Europe no.:
139
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
7.005
EC Number:
204-548-3
NACRES:
NA.21
MDL number:
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
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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

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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.

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%

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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Recent update on multiple pharmacological benefits of zingerone: a quick review.
Kumar L, et al.
American Journal of Phytomedicine and Clinical Therapeutics, 2, 693-704 (2014)
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
Momoe Iwami et al.
Biomedical research (Tokyo, Japan), 32(2), 181-185 (2011-05-10)
Zingerone, a pungent component of ginger, may exert beneficial therapeutic effects on hypermotility-induced diarrhea because it has the ability to inhibit contractions of colonic smooth muscles. However, the pungency is undesirable for possible therapeutic use. The purpose of this study
Yueh-Ping Chang et al.
Fish & shellfish immunology, 32(2), 284-290 (2011-12-17)
Zingerone, one of the active components of ginger, is a phenolic alkanone with antioxidant and anti-inflammatory properties. The effects of zingerone supplementation on the growth, immunity, and disease resistance of Pacific white shrimp (Litopenaeus vannamei) juveniles were studied. Four experimental
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)

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