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I12603 Aldrich

β-Ionone

96%

Synonym: 4-(2,6,6-Trimethyl-1-cyclohexenyl)-3-buten-2-one, beta-Ionone

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Description

Packaging

100 g in glass bottle

Price and Availability

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Safety & Documentation

Safety Information

RIDADR 
UN 3082 9/PG 3
WGK Germany 
2
RTECS 
EN0500000
Flash Point(F) 
233.6 °F
Flash Point(C) 
112 °C

Protocols & Articles

Peer-Reviewed Papers

References

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Design and synthesis of androgen receptor antagonists with bulky side chains for overcoming antiandrogen resistance. Jinming Zhou et al J. Med. Chem. 52, 5546-50, (2009)

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QM/MM study of dehydro and dihydro β-ionone retinal analogues in squid and bovine rhodopsins: implications for vision in salamander rhodopsin. Sekharan S, Altun A, and Morokuma K J. Am. Chem. Soc. 132(45), 15856-9, (2010)

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Chemopreventive effects of β-ionone and geraniol during rat hepatocarcinogenesis promotion: distinct actions on cell proliferation, apoptosis, HMGCoA reductase, and RhoA. Cardozo MT, de Conti A, Ong TP, et al. J. Nutr. Biochem. 22(2), 130-5, (2011)

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Retinal β-ionone ring-salinixanthin interactions in xanthorhodopsin: a study using artificial pigments. Smolensky Koganov E, Hirshfeld A, and Sheves M Biochemistry 52(7), 1290-301, (2013)

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Function and immunocytochemical localization of two novel odorant-binding proteins in olfactory sensilla of the scarab beetle Holotrichia oblita Faldermann (Coleoptera: Scarabaeidae). Deng S, Yin J, Zhong T, et al. Chem. Senses 37(2), 141-50, (2012)

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Carotenoid content impacts flavor acceptability in tomato (Solanum lycopersicum). Vogel JT, Tieman DM, Sims CA, et al. J. Sci. Food Agric. 90(13), 2233-40, (2010)

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Simultaneous determination of eight common odors in natural water body using automatic purge and trap coupled to gas chromatography with mass spectrometry. Deng X, Liang G, Chen J, et al. J. Chromatogr. A 1218(24), 3791-8, (2011)

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Elucidating the toxicity targets of β-ionone on photosynthetic system of Microcystis aeruginosa NIES-843 (Cyanobacteria). Shao J, Xu Y, Wang Z, et al. Aquat. Toxicol. 104(1-2), 48-55, (2011)

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Apoptosis initiation of β-ionone in SGC-7901 gastric carcinoma cancer cells via a PI3K-AKT pathway. Liu Q, Dong HW, Sun WG, et al. Arch. Toxicol. 87(3), 481-90, (2013)

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CYP264B1 from Sorangium cellulosum So ce56: a fascinating norisoprenoid and sesquiterpene hydroxylase. Ly TT, Khatri Y, Zapp J, et al. Appl. Microbiol. Biotechnol. 95(1), 123-33, (2012)

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Microwave-assisted purge-and-trap extraction device coupled with gas chromatography and mass spectrometry for the determination of five predominant odors in sediment, fish tissues, and algal cells. Deng X, Xie P, Qi M, et al. J. Chromatogr. A 1219, 75-82, (2012)

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A systematic study on spatial and seasonal patterns of eight taste and odor compounds with relation to various biotic and abiotic parameters in Gonghu Bay of Lake Taihu, China. Chen J, Xie P, Ma Z, et al. Sci. Total Environ. 409(2), 314-25, (2010)

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β-Ionone attenuates LPS-induced pro-inflammatory mediators such as NO, PGE2 and TNF-α in BV2 microglial cells via suppression of the NF-κB and MAPK pathway. Kang CH, Jayasooriya RG, Choi YH, et al. Toxicol. In Vitro 27(2), 782-7, (2013)

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Structural characteristics around the β-ionone ring of the retinal chromophore in Salinibacter sensory rhodopsin I. Irieda H, Reissig L, Kawanabe A, et al. Biochemistry 50(22), 4912-22, (2011)

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Binding of more than one retinoid to visual opsins. Makino CL, Riley CK, Looney J, et al. Biophys. J. 99(7), 2366-73, (2010)

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Mislocalized opsin and cAMP signaling: a mechanism for sprouting by rod cells in retinal degeneration. Wang J, Zhang N, Beuve A, et al. Invest. Ophthalmol. Vis. Sci. 53(10), 6355-69, (2012)

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beta-Ionone enhances TRAIL-induced apoptosis in hepatocellular carcinoma cells through Sp1-dependent upregulation of DR5 and downregulation of NF-kappaB activity. Kim MO, Moon DO, Kang CH, et al. Mol. Cancer Ther. 9(4), 833-43, (2010)

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Efficacy of geraniol but not of β-ionone or their combination for the chemoprevention of rat colon carcinogenesis. Vieira A, Heidor R, Cardozo MT, et al. Braz. J. Med. Biol. Res. 44(6), 538-45, (2011)

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Structural Analysis of CYP101C1 from Novosphingobium aromaticivorans DSM12444. Ma M, Bell SG, Yang W, et al. ChemBioChem. 12(1), 88-99, (2011)

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Aroma evaluation of gamazumi (Viburnum dilatatum) by aroma extract dilution analysis and odour activity value. Miyazawa M, Hashidume S, Takahashi T, et al. Phytochem. Anal. 23(3), 208-13, (2012)

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Molecular recognition of floral volatile with two olfactory related proteins in the Eastern honeybee (Apis cerana). Li H, Zhang L, Ni C, et al. Int. J. Biol. Macromol. 56, 114-21, (2013)

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Surfactants, aromatic and isoprenoid compounds, and fatty acid biosynthesis inhibitors suppress Staphylococcus aureus production of toxic shock syndrome toxin 1. Peter J McNamara et al Antimicrob. Agents Chemother. 53, 1898-906, (2009)

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Fragrance material review on beta-ionone. Lalko J, Lapczynski A, McGinty D, et al. Food Chem. Toxicol. 45 Suppl 1, S241-7, (2007)

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Synergistic effects of the combination of β-ionone and sorafenib on metastasis of human hepatoma SK-Hep-1 cells. Huang CS, Lyu SC, and Hu ML Invest. New Drugs 30(4), 1449-59, (2012)

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Enhanced β-ionone emission in Arabidopsis over-expressing AtCCD1 reduces feeding damage in vivo by the crucifer flea beetle. Wei S, Hannoufa A, Soroka J, et al. Environ. Entomol. 40(6), 1622-30, (2011)

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Synthesis of β-ionone derived chalcones as potent antimicrobial agents. Sharma V, Singh G, Kaur H, et al. Bioorg. Med. Chem. Lett. 22(20), 6343-6, (2012)

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The anti-metastatic efficacy of β-ionone and the possible mechanisms of action in human hepatocarcinoma SK-Hep-1 cells. Huang CS, Lyu SC, Chen JY, et al. Br. J. Nutr. 107(5), 631-8, (2012)

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Antiproliferative and antioxidant potential of beta-ionone against benzo(a)pyrene-induced lung carcinogenesis in Swiss albino mice. Asokkumar S, Naveenkumar C, Raghunandhakumar S, et al. Mol. Cell Biochem. 363(1-2), 335-45, (2012)

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Biosynthesis of α- and β-ionone, prominent scent compounds, in flowers of Osmanthus fragrans. Baldermann S, Kato M, Fleischmann P, et al. Acta Biochim. Pol. 59(1), 79-81, (2012)

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Concentration and bioaccumulation of cyanobacterial bioactive and odorous metabolites occurred in a large, shallow Chinese lake. Jiang Y, Xie P, and Nie Y Bull. Environ. Contam. Toxicol. 93(5), 643-8, (2014)

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Chemical composition and in vitro cytotoxic, genotoxic effects of essential oil from Urtica dioica L. Gül S, Demirci B, Başer KH, et al. Bull. Environ. Contam. Toxicol. 88(5), 666-71, (2012)

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Beil. 7,II,140

Arctander, 1778 / Corp MSDS 1 (1), 2010:D / Corp MSDS 1 (1), 201:D / FT-IR 2 (1), 690:C / FT-IR 1 (1), 444:D / FT-NMR 1 (1), 686:B / Fenaroli / IR-Spectra (3), 263:E / IR-Spectra (2), 235:C / NMR-Reference 2 (1), 407:D / RegBook 78 (1), 479:C / RegBook 1 (1), 479:C / Sax 6, 1624 / Sigma FT-IR 1 (2), 663:B / Structure Index 1, 68:B:6 / Vapor Phase 3, 531:B

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