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I431690-25g

25g

Available within 8-12 weeks(?)

$175.90

I431690-100g

100g

Available within 8-12 weeks(?)

$593.90

Basic Description

Synonyms	ALPHA-IONONE \| 127-41-3 \| (E)-alpha-Ionone \| Iraldeine \| alpha-Ionon \| 4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one \| Ionone, alpha- \| trans-alpha-Ionone \| alpha-(E)-ionone \| 3-Buten-2-one, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (3E)- \| (E)-4-(2,6,6-trimethylcyclohex
Specifications & Purity	from natural, ≥86%
Grade	from natural
Product Description	Other Notes Download our Flavors and Fragrances Catalog to view our entire product line. Subscribe to our Newsletter to keep up to date on our latest Flavors and Fragrances offerings.

Associated Targets(Human)

PC-3 (62116 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LNCaP (8286 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DGAT1 Tclin Diacylglycerol O-acyltransferase 1 (1719 Activities)

Discover Target: DGAT1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OR5K1 Tdark Olfactory receptor 5K1 (56 Activities)

Discover Target: OR5K1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Thrips tabaci (33 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Thrips obscuratus (68 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LRAT Lecithin retinol acyltransferase (88 Activities)

Discover Target: LRAT

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Names and Identifiers

IUPAC Name	(E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one
INCHI	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
Canonical SMILES	CC1=CCCC(C1C=CC(=O)C)(C)C
Isomeric SMILES	CC1=CCCC(C1/C=C/C(=O)C)(C)C
WGK Germany	2
RTECS	EN0525000
PubChem CID	5282108
Molecular Weight	192.3
Reaxy-Rn	2046084

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

Refractive Index	1.50
Flash Point(°F)	244.4 °F
Flash Point(°C)	118 °C
Boil Point(°C)	148 °C/28 mmHg

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation H317:May cause an allergic skin reaction
WGK Germany	2
RTECS	EN0525000
Reaxy-Rn	2046084
Merck Index	5056

Citations of This Product

1. Meiqin Li, Zhihui Feng, Fang Wang, Jianxin Chen, Jie Fan, Jieqiong Wang, Zhengquan Liu, Junfeng Yin. (2023) Effects of brewing water on the volatile composition of tea infusions. FOOD CHEMISTRY, 429 (136971). [PMID:37516052]
2. Xiaomin Zhang, Gaofeng Hu, Chaoyang Xu, Wen Nie, Kezhou Cai, Hongmei Fang, Baocai Xu. (2023) Inhibition of benzo[a]pyrene formation in charcoal-grilled pork sausages by ginger and its key compounds. JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE, 103 (6): (2838-2847). [PMID:36700254]
3. Cong Liu, Chao Wang, Tingting Zheng, Miaomiao Zhao, Wanying Gong, Qiaomei Wang, Liang Yan, Wenjie Zhang. (2022) Characterization of Key Odor-Active Compounds in Sun-Dried Black Tea by Sensory and Instrumental-Directed Flavor Analysis. Foods, 11 (12): (1740). [PMID:35741938]
4. Chao Wang, Juan Li, Ya Zhang, Zhongrong He, Yin Zhang, Xingmin Zhang, Zhuoyue Guo, Jianan Huang, Zhonghua Liu. (2022) Effects of electrostatic spray drying on the sensory qualities, aroma profile and microstructural features of instant Pu-erh tea. FOOD CHEMISTRY, 373 (131546). [PMID:34799127]

References

1. S Lutz-Wahl,P Fischer,C Schmidt-Dannert,W Wohlleben,B Hauer,R D Schmid. (1998-10-06) Stereo- and regioselective hydroxylation of alpha-ionone by Streptomyces strains.. Applied and environmental microbiology, 64 ((10)): (3878-3881). [PMID:9758813]
2. F Quattrini,G Biressi,M Juza,M Mazzotti,C Fuganti,M Morbidelli. (2000-02-16) Enantiomer separation of alpha-ionone using gas chromatography with cyclodextrin derivatives as chiral stationary phases.. Journal of chromatography. A, 865 ((1-2)): (201-210). [PMID:10674942]
3. G T McQuate,S L Peck. (2001-03-10) Enhancement of attraction of alpha-ionol to male Bactrocera latifrons (Diptera: Tephritidae) by addition of a synergist, cade oil.. Journal of economic entomology, 94 ((1)): (39-46). [PMID:11233131]
4. D Appel,S Lutz-Wahl,P Fischer,U Schwaneberg,R D Schmid. (2001-06-14) A P450 BM-3 mutant hydroxylates alkanes, cycloalkanes, arenes and heteroarenes.. Journal of biotechnology, 88 ((2)): (167-171). [PMID:11403851]
5. Da-Mi Jung,Susan E Ebeler. (2003-03-20) Investigation of binding behavior of alpha- and beta-ionones to beta-lactoglobulin at different pH values using a diffusion-based NOE pumping technique.. Journal of agricultural and food chemistry, 51 ((7)): (1988-1993). [PMID:12643663]
6. Grant T McQuate,Young Soo Keum,Charmaine D Sylva,Qing X Li,Eric B Jang. (2004-07-29) Active ingredients in cade oil that synergize attractiveness of alpha-ionol to male Bactrocera latifrons (Diptera: Tephritidae).. Journal of economic entomology, 97 ((3)): (862-870). [PMID:15279265]
7. Marcella Bovolenta,Francesca Castronovo,Alessandro Vadalà,Giuseppe Zanoni,Giovanni Vidari. (2004-12-04) A simple and efficient highly enantioselective synthesis of alpha-ionone and alpha-damascone.. The Journal of organic chemistry, 69 ((25)): (8959-8962). [PMID:15575784]
8. Sabine Sewenig,Dino Bullinger,Uwe Hener,Armin Mosandl. (2005-02-17) Comprehensive authentication of (E)-alpha(beta)-ionone from raspberries, using constant flow MDGC-C/P-IRMS and enantio-MDGC-MS.. Journal of agricultural and food chemistry, 53 ((4)): (838-844). [PMID:15712987]
9. Ayhan Celik,Sabine L Flitsch,Nicholas J Turner. (2005-09-28) Efficient terpene hydroxylation catalysts based upon P450 enzymes derived from actinomycetes.. Organic & biomolecular chemistry, 3 ((16)): (2930-2934). [PMID:16186924]
10. Verónica Pino,Andrew W Lantz,Jared L Anderson,Alain Berthod,Daniel W Armstrong. (2005-12-31) Theory and use of the pseudophase model in gas-liquid chromatographic enantiomeric separations.. Analytical chemistry, 78 ((1)): (113-119). [PMID:16383317]
11. María del Mar Caja,Christina Preston,Michael Kempf,Peter Schreier. (2007-07-17) Flavor authentication studies of alpha-ionone, beta-ionone, and alpha-ionol from various sources.. Journal of agricultural and food chemistry, 55 ((16)): (6700-6704). [PMID:17630763]
12. J Lalko,A Lapczynski,D McGinty,S Bhatia,C S Letizia,A M Api. (2007-11-23) Fragrance material review on ionone.. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 45 Suppl 1 (S251-S257). [PMID:18031895]
13. Tatsuaki Ishida,Hiroshi Enomoto,Ritsuo Nishida. (2008-11-20) New attractants for males of the solanaceous fruit fly Bactrocera latifrons.. Journal of chemical ecology, 34 ((12)): (1532-1535). [PMID:19018595]
14. Heping Ye,Gang Deng,Jun Liu,Fayang G Qiu. (2009-12-01) Expedient construction of the Ziegler intermediate useful for the synthesis of forskolin via consecutive rearrangements.. Organic letters, 11 ((23)): (5442-5444). [PMID:19943699]
15. Yonghong Wu,Jiantong Liu,Linzhang Yang,Hong Chen,Shanqing Zhang,Huijun Zhao,Naiming Zhang. (2010-11-09) Allelopathic control of cyanobacterial blooms by periphyton biofilms.. Environmental microbiology, 13 ((3)): (604-615). [PMID:21054736]
16. Thuy T B Ly,Yogan Khatri,Josef Zapp,Michael C Hutter,Rita Bernhardt. (2012-01-10) CYP264B1 from Sorangium cellulosum So ce56: a fascinating norisoprenoid and sesquiterpene hydroxylase.. Applied microbiology and biotechnology, 95 ((1)): (123-133). [PMID:22223101]
17. Susanne Baldermann,Masaya Kato,Peter Fleischmann,Naoharu Watanabe. (2012-03-20) Biosynthesis of α- and β-ionone, prominent scent compounds, in flowers of Osmanthus fragrans.. Acta biochimica Polonica, 59 ((1)): (79-81). [PMID:22428136]
18. Stephanie B A de Beer,Harini Venkataraman,Daan P Geerke,Chris Oostenbrink,Nico P E Vermeulen. (2012-07-07) Free energy calculations give insight into the stereoselective hydroxylation of α-ionones by engineered cytochrome P450 BM3 mutants.. Journal of chemical information and modeling, 52 ((8)): (2139-2148). [PMID:22765880]
19. Hao Cai,Gang Cao,Li Li,Xiao Liu,Xiao-Qing Ma,Si-Cong Tu,Ya-Jing Lou,Kun-Ming Qin,Song-Lin Li,Bao-Chang Cai. (2013-01-26) Profiling and characterization of volatile components from non-fumigated and sulfur-fumigated Flos Lonicerae Japonicae using comprehensive two-dimensional gas chromatography time-of-flight mass spectrometry coupled with chemical group separation.. Molecules (Basel, Switzerland), 18 ((2)): (1368-1382). [PMID:23348991]
20. Jia-xu Wen,De Zhao,Jun Deng. (2013-03-05) [Influence of processing methods on the chemical composition of the essential oil from Aucklandia lappa].. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 35 ((9)): (1397-1401). [PMID:23451492]
21. E Jouenne,J Crouzet. (2000-11-23) Determination of apparent binding constants for aroma compounds with beta-lactoglobulin by dynamic coupled column liquid chromatography.. Journal of agricultural and food chemistry, 48 ((11)): (5396-5400). [PMID:11087491]
22. Hye Gwang Jeong,Young-Jin Chun,Chul-Ho Yun,Chang-Kiu Moon,Hye-Sook Lee,Sang Seop Han,Eung-Seok Lee,Tae Cheon Jeong. (2002-05-15) Induction of cytochrome P450 1A and 2B by alpha- and beta-ionone in Sprague Dawley rats.. Archives of pharmacal research, 25 ((2)): (197-201). [PMID:12009035]
23. J Lalko,A Lapczynski,V T Politano,D McGinty,S Bhatia,C S Letizia,A M Api. (2007-11-27) Fragrance material review on alpha-ionone.. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 45 Suppl 1 (S235-S240). [PMID:18037212]
24. Marco Luparia,Paolo Boschetti,Francesca Piccinini,Alessio Porta,Giuseppe Zanoni,Giovanni Vidari. (2008-07-12) Enantioselective synthesis and olfactory evaluation of 13-alkyl-substituted alpha-ionones.. Chemistry & biodiversity, 5 ((6)): (1045-1057). [PMID:18618393]
25. Jinming Zhou,Guoyan Geng,Gerald Batist,Jian Hui Wu. (2009-01-14) Syntheses and potential anti-prostate cancer activities of ionone-based chalcones.. Bioorganic & medicinal chemistry letters, 19 ((4)): (1183-1186). [PMID:19138519]
26. Ufuk Ozgen,Handan Sevindik,Cavit Kazaz,Demet Yigit,Ali Kandemir,Hasan Secen,Ihsan Calis. (2010-04-30) A new sulfated alpha-ionone glycoside from Sonchus erzincanicus Matthews.. Molecules (Basel, Switzerland), 15 ((4)): (2593-2599). [PMID:20428066]
27. Meiqin Li, Zhihui Feng, Fang Wang, Jianxin Chen, Jie Fan, Jieqiong Wang, Zhengquan Liu, Junfeng Yin. (2023) Effects of brewing water on the volatile composition of tea infusions. FOOD CHEMISTRY, 429 (136971). [PMID:37516052]
28. Xiaomin Zhang, Gaofeng Hu, Chaoyang Xu, Wen Nie, Kezhou Cai, Hongmei Fang, Baocai Xu. (2023) Inhibition of benzo[a]pyrene formation in charcoal-grilled pork sausages by ginger and its key compounds. JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE, 103 (6): (2838-2847). [PMID:36700254]
29. Cong Liu, Chao Wang, Tingting Zheng, Miaomiao Zhao, Wanying Gong, Qiaomei Wang, Liang Yan, Wenjie Zhang. (2022) Characterization of Key Odor-Active Compounds in Sun-Dried Black Tea by Sensory and Instrumental-Directed Flavor Analysis. Foods, 11 (12): (1740). [PMID:35741938]
30. Chao Wang, Juan Li, Ya Zhang, Zhongrong He, Yin Zhang, Xingmin Zhang, Zhuoyue Guo, Jianan Huang, Zhonghua Liu. (2022) Effects of electrostatic spray drying on the sensory qualities, aroma profile and microstructural features of instant Pu-erh tea. FOOD CHEMISTRY, 373 (131546). [PMID:34799127]

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α-Ionone - natural, ≥86%, high purity , CAS No.127-41-3