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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)
Ufuk Ozgen et al.
Molecules (Basel, Switzerland), 15(4), 2593-2599 (2010-04-30)
Sonchus erzincanicus (Asteraceae) is an endemic species in Turkey, where six Sonchus species grow. In this study, a phytochemical study was performed on the aerial parts of the plant. The study describes the isolation and structure elucidation of five flavonoids
Yonghong Wu et al.
Environmental microbiology, 13(3), 604-615 (2010-11-09)
Periphyton biofilms are natural mixtures comprised of photoautotrophic and heterotrophic complex microorganisms. In this work, the inhibition effects of periphyton biofilms on cyanobacterial blooms were studied in pilot and field trials. Results show that the cyanobacterial species responsible for the
Sabine Sewenig et al.
Journal of agricultural and food chemistry, 53(4), 838-844 (2005-02-17)
A new coupling system of GC-GC, connected via a Multi Column Switching Device MCS2 for measuring isotope ratios, is introduced. By means of several standard substances the precise and accurate measurement of isotopic values is proved. First applications concerning the
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

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