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Merck

W259403

Sigma-Aldrich

α-Ionone

≥90%, stabilized

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C13H20O
Número de CAS:
Peso molecular:
192.30
FEMA Number:
2594
Beilstein/REAXYS Number:
3197885
EC Number:
Council of Europe no.:
141
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
7.007
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

Fragrance grade
Halal
Kosher

agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
FDA 21 CFR 117
FDA 21 CFR 172.515

assay

≥90%

contains

synthetic α-tocopherol as stabilizer

refractive index

n20/D 1.498 (lit.)

bp

259-263 °C (lit.)

density

0.93 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

berry; cherry; woody; raspberry; violet

SMILES string

CC(=O)\C=C\C1C(C)=CCCC1(C)C

InChI

1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h6-8,12H,5,9H2,1-4H3/b8-7+

InChI key

UZFLPKAIBPNNCA-BQYQJAHWSA-N

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General description

α-Ionone is one of the key volatile constituents of the oil from whitefly (Syngonium podophyllum Schott).

Application


  • Dietary supplementation with α-ionone alleviates chronic UVB exposure-induced skin photoaging in mice.: This research demonstrates that α-ionone can mitigate the effects of chronic UVB exposure, reducing skin photoaging in mice. The findings suggest potential applications for α-ionone in skincare and dermatological products (Geng et al., 2024).

  • Re-Rolling Treatment in the Fermentation Process Improves the Aroma Quality of Black Tea.: This research shows that re-rolling treatment during fermentation enhances the aroma quality of black tea by increasing the concentration of volatile compounds, including α-ionone, which contribute to the tea′s overall flavor profile (Chen et al., 2023).

Disclaimer

For R&D or non-EU Food use. Not for retail sale.

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Resp. Sens. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

244.4 °F - closed cup

flash_point_c

118 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Study on chemical constituents of volatile oil from Whitefly (Syngonium podophyllum Schott).
Zhou Q, et al.
Natural Product Research and Development, 16(1), 31-32 (2003)
Hye Gwang Jeong et al.
Archives of pharmacal research, 25(2), 197-201 (2002-05-15)
Beta-lonone has been reported to induce the cytochrome P450 (P450) 281 in rats. In this study, the effects of beta-ionone and an isomer, alpha-ionone, on liver P450 1A and 2B expression in Sprague Dawley rats were investigated. Subcutaneous administration of
Hao Cai et al.
Molecules (Basel, Switzerland), 18(2), 1368-1382 (2013-01-26)
Flos Lonicerae Japonicae (FLJ) is a popular herb used for many centuries in Traditional Chinese Medicine as a treatment of fever and inflammation. Non-fumigated processing of FLJ has been the traditional approach used in post-harvest preparation of the commodity for
D Appel et al.
Journal of biotechnology, 88(2), 167-171 (2001-06-14)
P450 monooxygenases from microorganisms, similar to those of eukaryotic mitochondria, display a rather narrow substrate specificity. For native P450 BM-3, no other substrates than fatty acids or an indolyl-fatty acid derivative have been reported (Li, Q.S., Schwaneberg, U., Fischer, P.
Marcella Bovolenta et al.
The Journal of organic chemistry, 69(25), 8959-8962 (2004-12-04)
An efficient highly enantioselective (ee > or =99%) synthesis of alpha-ionone and alpha-damascone is described. Both enantiomers of title compounds were synthesized through two straightforward pathways diverging from enantiopure (R)- or (S)-alpha-cyclogeraniol. These versatile building blocks were obtained by regioselective

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