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W259403

Sigma-Aldrich

α-Ionone

≥90%, stabilized

Synonym(s):

4-(2,6,6-Trimethyl-2-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:
2594
Beilstein:
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

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Resp. Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

244.4 °F - closed cup

Flash Point(C)

118 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
Tao Tong et al.
Molecules (Basel, Switzerland), 24(9) (2019-05-12)
Ultraviolet (UV) light-induced wrinkle formation is a major dermatological problem and is associated with alteration in collagen. Here, we investigated the potential of α-ionone, a naturally occurring aromatic compound, in regulation of UVB-induced photoaging in human Hs68 dermal fibroblasts and
Stephanie B A de Beer et al.
Journal of chemical information and modeling, 52(8), 2139-2148 (2012-07-07)
Previously, stereoselective hydroxylation of α-ionone by Cytochrome P450 BM3 mutants M01 A82W and M11 L437N was observed. While both mutants hydroxylate α-ionone in a regioselective manner at the C3 position, M01 A82W catalyzes formation of trans-3-OH-α-ionone products whereas M11 L437N
Ayhan Celik et al.
Organic & biomolecular chemistry, 3(16), 2930-2934 (2005-09-28)
The hydroxylation of alpha-ionone 1 and beta-ionone 2 to their corresponding mono-hydroxylated derivatives has been examined using a recombinant E. coli whole cell system, in which cytochromes P450 SU1 and SU2, and P450 SOY were over-expressed with their cognate ferrodoxins.

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