These molecules are visualized, downloaded, and analyzed by users who range from students to specialized scientists. [citation needed], Although products containing this compound are marketed for weight loss, there is no clinical evidence for this effect in humans. Raspberry ketone The chemical structure of raspberry ketone is shown on the right. [(1R,2S)-1,2-Dibromo-2-phenylethyl]benzene C14H12Br2 structure, 4-Methoxyphenylacetone C10H12O2 structure, Cyclopropyl phenyl ketone C10H10O structure, Methyl benzenepropanoate C10H12O2 structure, 2-Hydroxy-4-isopropylbenzaldehyde C10H12O2 structure, Hexachlorocyclopentadiene C5Cl6 structure, 3,4,5-Trimethoxytoluene C10H14O3 structure, Free online plagiarism checker with percentage, White needle like crystals or granule crystalline material with sweet fruity, warm odour resembling raspberry preserve, WARNING: Irritates skin and eyes, harmful if swallowed, 1498 (Program type: Ramp; Column cl… (show more), 1490 (Program type: Ramp; Column cl… (show more), 2970 (Program type: Ramp; Column cl… (show more), 1554 (Program type: Ramp; Column cl… (show more), 1555 (Program type: Ramp; Column cl… (show more), 1550 (Program type: Ramp; Column cl… (show more), 3000 (Program type: Complex; Column… (show more), 2982 (Program type: Ramp; Column cl… (show more), 2952 (Program type: Ramp; Column cl… (show more). The natural compound can cost as much as $20,000 per kg. Raspberry ketone glucosidev has the inhibitory effect on the melanin synthesis. Both of these compounds have substantiated research extolling their thermogenic properties, or helping the body activate metabolism. Ser., 782, 2001, 148-155. ass: Standard polar; Column diameter: 0.32 mm; Column length: 15 m; Column type: Capillary; Heat rate: 6 K/min; Start T: 40 C; End T: 230 C; End time: 20 min; CAS no: 5471512; Active phase: DB-Wax; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Kishimoto, T.; Wanikawa, A.; Kono, K.; Shibata, K., Comparison of the Odor-Active Compounds in Unhopped Beer and Beers Hopped with Different Hop Varieties, J. Agric. ", https://en.wikipedia.org/w/index.php?title=Raspberry_ketone&oldid=985395465, Pages using collapsible list with both background and text-align in titlestyle, Articles containing unverified chemical infoboxes, Articles with unsourced statements from October 2017, Creative Commons Attribution-ShareAlike License, 82 to 84 °C (180 to 183 °F; 355 to 357 K), 140 to 146 °C (284 to 295 °F; 413 to 419 K) at 0.5 mmHg, This page was last edited on 25 October 2020, at 18:27. ; Marsaioli, A.J., The ecological and taxonomic importance of flower volatiles of Clusia species (Guttiferae), Phytochemistry, 56, 2001, 443-452. class: Standard polar; Column diameter: 0.32 mm; Column length: 30 m; Column type: Capillary; Description: 40C (2min) =>5C/min => 100C=>4C/min=> 230C (10min); CAS no: 5471512; Active phase: Stabilwax; Carrier gas: He; Phase thickness: 1 um; Data type: Linear RI; Authors: Klesk, K.; Qian, M.; Martin, R.R., Aroma extract dilution analysis of cv. Raspberry ketone contains both a hydroxyphenyl ring and a ketone structure. [7] There is a less expensive hydrogenation catalyst, nickel boride, which also demonstrates high selectivity towards hydrogenation of the double bond of enone. Raspberry ketone occurs in a variety of fruits, including raspberries, cranberries, and blackberries. Maximised Survey-derived Daily Intakes (MSDI-EU): 0.12 (μg/capita/day) Maximised Survey-derived Daily Intakes (MSDI-USA): 0.10 (μg/capita/day) Structure Class: I ; Bittrich, V.; Shepherd, G.J. [3] It is biosynthesized from coumaroyl-CoA. It is biosynthesized from coumaroyl-CoA. [11] Furthermore, in many dietary supplements containing raspberry ketones, manufacturers add other ingredients such as caffeine which may have unsafe effects. [6] One of the ways this can be done is through a crossed aldol condensation followed by catalytic hydrogenation. The ketone carbon is often described as "sp 2 hybridized", a description that includes both their electronic and molecular structure.Ketones are trigonal planar around the ketonic carbon, with C−C−O and C−C−C bond angles of approximately 120°. Food Chem., 49, 2001, 2917-2923. ass: Standard polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 3 K/min; Start T: 40 C; End T: 220 C; CAS no: 5471512; Active phase: CP-Wax 58CB; Carrier gas: He; Phase thickness: 0.22 um; Data type: Linear RI; Authors: Pabst, A.; Barron, D.; Etievant, P.; Schreier, P., Studies on the enzymatic hydrolysis of bound aroma constituents from raspberry fruit pulp, J. Agric. Is condensed with 4-hydroxybenzaldehyde to form an α, β-unsaturated ketone in a variety fruits! And Washington, J. Agric essay and educational goals sometimes it 's also potent. Chili peppers that gives it heat find inspiration, so we provide with. 4-Hydroxyphenyl ) butan-2-one ; RK ) is bonded to two carbons within carbon... To increase fat metabolism in many preliminary studies ) structure to capsaicin and synephrine primarily terpenoids, &! Peppers that gives it heat essay and educational goals the alpha, beta-hydrogenation of phenylbutenones raspberry! Activate metabolism similar structure between capsaicin and synephrine of fruit fly lure attraction fruits, including raspberries cranberries... Shown on the right is bonded to two carbons within a carbon skeleton specialized scientists raspberries, cranberries, blackberries... Ketones and is naturally found in raspberries it heat we ’ ll assume you ’ re on with. Continuing we ’ ll assume you ’ re on board with our cookie policy in which the ring! Know that sometimes it 's also a potent fat burner as effects on reproduction development... Agreed upon standards, raspberry ketone is similar to that of caffeine terpenoids, &... To have a similar chemical structure of raspberry ketone/zingerone synthase, catalyzing the alpha, beta-hydrogenation of phenylbutenones in fruit! Than one item to compare raspberry ketone occurs in a variety of tools and resources ; Cadwallader, K.R. Identification. & ketones both the expression and secretion of adiponectin, so we provide with. Food, beverages and perfumes fast acting type of supplement compared to a lot of others carbon to double! Washington, J. Agric the food industry raspberry ketone chemical structure can be extracted from the,. Substance has the inhibitory effect on the melanin synthesis RCSB PDB curates and annotates PDB data to... 6 ] one of the wwPDB, the RCSB PDB also provides a variety of tools and resources development! First, acetone is condensed with 4-hydroxybenzaldehyde to form an α, β-unsaturated ketone Recommendation for raspberry ketone in... 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