W259500

Sigma-Aldrich

β-Ionone

predominantly trans, ≥97%, FCC, FG

Synonym(s):
4-(2,6,6-Trimethyl-1-cyclohexenyl)-3-buten-2-one
Empirical Formula (Hill Notation):
C13H20O
CAS Number:
Molecular Weight:
192.30
FEMA Number:
2595
Beilstein/REAXYS Number:
1909544
Council of Europe no.:
142
MDL number:
PubChem Substance ID:
Flavis number:
7.008
NACRES:
NA.21

Quality Level

biological source

synthetic

grade

FG
Kosher

Agency/Method

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 117
FDA 21 CFR 172.515

assay

≥97%

refractive index

n20/D 1.52 (lit.)

bp

126-128 °C/12 mmHg (lit.)

density

0.945 g/mL at 25 °C (lit.)

Documentation

see Safety & Documentation for available documents

Featured Industry

Flavors and Fragrances

Organoleptic

berry; floral; woody; sweet

food allergen

no known allergens

fragrance allergen

no known allergens

SMILES string

CC(=O)\C=C\C1=C(C)CCCC1(C)C

InChI

1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h7-8H,5-6,9H2,1-4H3/b8-7+

InChI key

PSQYTAPXSHCGMF-BQYQJAHWSA-N

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General description

β-Ionone is one of the main volatile compounds identified in green tea and tomatoes.

Packaging

1 kg in glass bottle
10, 20 kg in poly drum

Biochem/physiol Actions

Taste at 1-20 ppm

Other Notes

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Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Precautionary Statements

hazcat

Aquatic Chronic 2 - Skin Irrit. 2

storage_class_code

10 - Combustible liquids

WGK Germany

WGK 2

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Enzymatic modification of tomato homogenate and its effect on volatile flavor compounds.
Yilmaz E, et al.
Journal of Food Science, 67(6), 2122-2125 (2002)
A Vieira et al.
Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas, 44(6), 538-545 (2011-03-30)
β-ionone (βI), a cyclic isoprenoid, and geraniol (GO), an acyclic monoterpene, represent a promising class of dietary chemopreventive agents against cancer, whose combination could result in synergistic anticarcinogenic effects. The chemopreventive activities of βI and GO were evaluated individually or...
Jianfeng Wang et al.
Investigative ophthalmology & visual science, 53(10), 6355-6369 (2012-08-18)
In human retinal degeneration, rod photoreceptors reactively sprout neurites. The mechanism is unknown in part because of the paucity of animal models displaying this feature of human pathology. We tested the role of cAMP and opsin in sprouting by tiger...
Further Investigation of Flavor Constituents in Manufactured Green Tea
Yamanishi T, et al.
Agricultural and Biological Chemistry, 34(4), 599-608 (1970)
Chang-Hee Kang et al.
Toxicology in vitro : an international journal published in association with BIBRA, 27(2), 782-787 (2012-12-27)
β-Ionone, a precursor of carotenoids, possesses a variety of biological properties such as anti-cancerous, anti-mutagenic and anti-microbial activity. Nevertheless, anti-inflammatory effects of β-ionone remain unknown. In this study, we investigated whether ION attenuates the expression of lipopolysaccharide (LPS)-induced pro-inflammatory mediators...

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