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W259519

Sigma-Aldrich

β-Ionone

natural, ≥85%, FG

Synonym(s):

4-(2,6,6-Trimethyl-1-cyclohexenyl)-3-buten-2-one

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About This Item

Empirical Formula (Hill Notation):
C13H20O
CAS Number:
Molecular Weight:
192.30
FEMA Number:
2595
Beilstein/REAXYS Number:
1909544
EC Number:
Council of Europe no.:
142
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
7.008

grade

FG
Halal
Kosher
natural

reg. compliance

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 172.515

assay

≥85%

refractive index

n20/D 1.52 (lit.)

bp

126-128 °C/12 mmHg (lit.)

density

0.945 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

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

Natural Occurrence: Tobacco, grape, grape brandy, orange juice, papaya, peach, raspberry, roasted almond, tea and spearmint.

Biochem/physiol Actions

Taste at 1-20 ppm

Other Notes

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Description
Pricing

pictograms

Exclamation markEnvironment

signalword

Warning

hcodes

Hazard Classifications

Aquatic Chronic 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Mun-Ock Kim et al.
Molecular cancer therapeutics, 9(4), 833-843 (2010-04-01)
beta-Ionone (ION), an end-ring analogue of beta-carotenoid, has been known to inhibit tumor cell growth and induce apoptosis in various types of cancer cells. Nevertheless, its apoptosis-related molecular mechanisms remain unclear. Here, we first investigated the molecular mechanisms by which
Ming Ma et al.
Chembiochem : a European journal of chemical biology, 12(1), 88-99 (2010-12-15)
CYP101C1 from Novosphingobium aromaticivorans DSM12444 is a homologue of CYP101D1 and CYP101D2 enzymes from the same bacterium and CYP101A1 from Pseudomonas putida. CYP101C1 does not bind camphor but is capable of binding and hydroxylating ionone derivatives including α- and β-ionone
Sivakumar Sekharan et al.
Journal of the American Chemical Society, 132(45), 15856-15859 (2010-10-23)
Visual pigment rhodopsin provides a decisive crossing point for interaction between organisms and environment. Naturally occurring visual pigments contain only PSB11 and 3,4-dehydro-PSB11 as chromophores. Therefore, the ability of visual opsin to discriminate between the retinal geometries is investigated by
Mosciano, G.
Perfumer & Flavorist, 27, 58-58 (2002)
Vishal Sharma et al.
Bioorganic & medicinal chemistry letters, 22(20), 6343-6346 (2012-09-25)
A series of chalcones (3a-v) have been synthesized by condensation of β-ionone (1) with a variety of aldehydes (2a-v). The synthesized compounds have been screened for their in vitro antimicrobial activity against five bacterial and five fungal strains, using disc

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