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Merck
CN

W259519

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:
14901-07-6
Molecular Weight:
192.30
PubChem Substance ID:
24901177
UNSPSC Code:
12164502
Council of Europe no.:
142
FEMA Number:
2595
Flavis number:
7.008
EC Number:
238-969-9
MDL number:
MFCD00001549
Beilstein/REAXYS Number:
1909544

Key Documents

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InChI key

PSQYTAPXSHCGMF-BQYQJAHWSA-N

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+

SMILES string

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

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

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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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pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

hcodes

H315,H411

Hazard Classifications

Aquatic Chronic 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk

WGK 2

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBC5661
MKBB1488
MKAA0571
94996EJ
48196MH

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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
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
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
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
Chin-Shiu Huang et al.
The British journal of nutrition, 107(5), 631-638 (2011-07-27)
β-Ionone (BI), a precursor for carotenoids, is widely distributed in fruit and vegetables. Recent in vitro studies have demonstrated the potential anti-metastatic effects of BI, but the mechanisms underlying such actions are not clear. Because liver cancer is the most
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