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I12603

Sigma-Aldrich

β-Ionone

96%

Synonym(s):

beta-Ionone, 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
Beilstein:
1909544
EC Number:
201-224-3
MDL number:
MFCD00001549
UNSPSC Code:
12352100
PubChem Substance ID:
24895924
NACRES:
NA.22

Assay

96%

form

liquid

refractive index

n20/D 1.52 (lit.)

bp

126-128 °C/12 mmHg (lit.)

density

0.945 g/mL at 25 °C (lit.)

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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Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H315,H411

Hazard Classifications

Aquatic Chronic 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
Shu Wei et al.
Environmental entomology, 40(6), 1622-1630 (2012-01-06)
Plant carotenoid derived β-ionone has been shown to have diverse biological effects on some insect herbivores and herbivore parasitoids. In this study, Arabidopsis transgenic plants over-expressing a carotenoid cleavage dioxygenase1 gene (AtCCD1) were generated to test whether β-ionone emissions could
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
Hiroki Irieda et al.
Biochemistry, 50(22), 4912-4922 (2011-05-07)
Organisms sense and respond to environmental stimuli through membrane-embedded receptors and transducers. Sensory rhodopsin I (SRI) and sensory rhodopsin II (SRII) are the photoreceptors for the positive and negative phototaxis in microorganisms, respectively. They form signaling complexes in the membrane
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