Compare Products: Select up to 4 products. Food Chem., 44, 1996, 3919-3925. ass: Standard non-polar; Column diameter: 0.32 mm; Column length: 15 m; Column type: Capillary; Heat rate: 6 K/min; Start T: 35 C; End T: 250 C; CAS no: 5471512; Active phase: OV-101; Data type: Normal alkane RI; Authors: Friedrich, J.E. Structure, properties, spectra, suppliers and links for: Raspberry ketone, 5471-51-2. There is also some structural similarity to capsaicin (compounds found in hot chillies and peppers). Structural firefighters protective ass: Standard non-polar; Column diameter: 0.32 mm; Column length: 12 m; Column type: Capillary; Heat rate: 6 K/min; Start T: 35 C; End T: 225 C; Start time: 3 min; CAS no: 5471512; Active phase: OV-101; Data type: Normal alkane RI; Authors: Roberts, D.D. According to certain studies, it's also a potent fat burner. Users can perform simple and advanced searches based on annotations relating to sequence, structure and function. [5], Since the natural abundance of raspberry ketone is very low, it is prepared industrially by a variety of methods from chemical intermediates. PubMed:Raspberry ketone promotes the differentiation of C3H10T1/2 stem cells into osteoblasts. Raspberry ketone supplements contain a highly concentrated form of this substance. Raspberry ketone is a natural phenolic compound that is the primary aroma compound of red raspberries. Raspberry Ketones are a pretty fast acting type of supplement compared to a lot of others. This might be due to the fact that their chemical structure is also similar to that of caffeine. First, acetone is condensed with 4-hydroxybenzaldehyde to form an α,β-unsaturated ketone. 5471-51-2 - NJGBTKGETPDVIK-UHFFFAOYSA-N - Raspberry ketone - Similar structures search, synonyms, formulas, resource links, and other chemical information. PubMed:Raspberry ketone protects rats fed high-fat diets against nonalcoholic steatohepatitis. Get access to this section to get all the help you need with your essay and educational goals. However, it’s a compound known as ‘raspberry ketone’ (which has the chemical name 4-(4-hydroxyphenyl)butan-2-one)) that is considered the ‘impact molecule’ for the aroma. Whether the substance has the same effect in humans is not clear. The phenylbutanoid 4-(4-hydroxyphenyl)butan-2-one, commonly known as raspberry ketone, is responsible for the typical scent and flavor of ripe raspberries. Technol., 29, 2003, 205-218. ass: Semi-standard non-polar; Column diameter: 0.32 mm; Column length: 15 m; Column type: Capillary; Heat rate: 10 K/min; Start T: 30 C; End T: 225 C; End time: 20 min; Start time: 2 min; CAS no: 5471512; Active phase: DB-5; Phase thickness: 0.5 um; Data type: Linear RI; Authors: Zhou, Q.; Wintersteen, C.L. 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. *Please select more than one item to compare ; Cadwallader, K.R., Identification and quantification of aroma-active components that contribute to the distinct malty flavor of buckwheat honey, J. Agric. The similar structure between capsaicin and raspberry ketone has led to the conclusion that the chemical structure contributes to its ability to burn fat. First, the raspberry ketones are chemically similar to capsaicin from cayenne and also synephrine found in bitter orange. Raspberry ketone supplements contain a highly concentrated form of this substance. Food Chem., 50, 2002, 2016-2021. ass: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 3 K/min; Start T: 60 C; End T: 240 C; CAS no: 5471512; Active phase: DB-5; Carrier gas: H2; Phase thickness: 0.25 um; Data type: Linear RI; Authors: Nogueira, P.C.L. These molecules are visualized, downloaded, and analyzed by users who range from students to specialized scientists. View information & documentation regarding Raspberry ketone, including CAS, MSDS & more. Raspberry ketone is a ketone that is 4-phenylbutan-2-one in which the phenyl ring is substituted at position 4 by a hydroxy group. Capsaicin is an organic chemical that can be found in hot peppers and it too has immense fat burning capabilities. [13] Because it is chemically related to the stimulant synephrine, there are some concerns about its safety. ; Singh, Z.; Chye Tan, S., Glycosidically-bound aroma volatile compounds in the skin and pulp of ‘Kensington Pride’ mango fruit at different stages of maturity, Postharvest Biol. It is one of the most expensive natural flavor components used in the food industry. ; Bittrich, V.; Shepherd, G.J. Recommendation for raspberry ketone acetate usage levels up to: 6.0000 % in the fragrance concentrate. Around 2010, scientists noticed that raspberry ketone had a similar molecular structure to capsaicin, which is the chemical responsible for the heat in chili peppers. Food Chem., 39(1), 1991, 173-175. [8], Raspberry ketone is sometimes used in perfumery, in cosmetics, and as a food additive to impart a fruity odor. Predicted data is generated using the ACD/Labs Percepta Platform – PhysChem Module, Predicted data is generated using the US Environmental Protection Agency’s EPISuite™, Click to predict properties on the Chemicalize site, We use cookies to give you the best experience possible. Raspberry ketone is also found in cranberries, blackberries as well as red raspberries, A kilogram of raspberries contains 1-4 mg of raspberry ketones, which equates to … [5] Synthetic raspberry ketone is cheaper, with estimates ranging from a couple of dollars per pound[9] to one fifth of the cost of the natural product. Download : Download full-size image Figure 1. [3] It is biosynthesized from coumaroyl-CoA. Raspberry ketone occurs in a variety of fruits, including raspberries, cranberries, and blackberries. ; Lopes, A.V. Chemical production of nature-identical raspberry ketone is well established as this compound is frequently used to flavor food, beverages and perfumes. Raspberry ketone (4- (4-hydroxyphenyl) butan-2-one; RK) is a major aromatic compound of red raspberry (Rubus idaeus). 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°. meeker (Rubus idaeus L.) red raspberries from Oregon and Washington, J. Agric. It can be extracted from the … More simply, a ketone is a compound that contains a carbon to oxygen double bond. ; Acree, T.E., Effects of heating and cream addition on fresh raspberry aroma using a retronasal aroma simulator and gas chromatography olfactometry, J. Agric. Raspberry ketone occurs in a variety of fruits, including raspberries, cranberries, and blackberries. Indeed, the experimental mice who were fed a high-fat diet and the raspberry ketone did not gain as much weight as their counterparts who were not given the extract. Capsaicin, which has a similar chemical structure to raspberry ketone and anti-obese activity, showed no increase or decrease of induced luc activities at its highest treated concentration of 1 × 10 −3 M (data not shown). Raspberry ketone glucosidev has the inhibitory effect on the melanin synthesis. Raspberry ketone glucoside is a natural product in raspberry fruit. ; 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 The chemical structure of raspberry ketone is shown on the right. Symp. Raspberry ketone contains both a hydroxyphenyl ring and a ketone structure. Food Chem., 52, 2004, 5155-5161. ass: Standard polar; Column diameter: 0.32 mm; Column length: 30 m; Column type: Capillary; Heat rate: 3 K/min; Start T: 60 C; End T: 245 C; End time: 20 min; Start time: 3 min; CAS no: 5471512; Active phase: DB-Wax; Carrier gas: He; Phase thickness: 0.5 um; Data type: Linear RI; Authors: Wirth, J.; Guo, W.; Baumes, R.; Gunata, Z., Volatile compounds released by enzymatic hydrolysis of glycoconjugates of leaves and grape berries from Vitis vinifera muscat of Alexandria and Shiraz cultivars, J. Agric. ; Lavin, E.H., Selecting standards for gas chromatography – olfactometry, Am. Then the alkene part is reduced to the alkane. A number of families of chemical compounds contribute toward the smell of raspberries, primarily terpenoids, aldehydes & ketones. The chemical name is 4- (4-hydroxyphenyl). Raspberry ketones appear to have a similar chemical structure to capsaicin and synephrine which may have a mild fat-mobilizing effect. The structure of Raspberry ketone has a vaguely similar structure to Ephedrine and Synephrine (similar to ephedrine but less potent, also called ‘bitter orange’). PubMed:Characterization of raspberry ketone/zingerone synthase, catalyzing the alpha, beta-hydrogenation of phenylbutenones in raspberry fruits. The natural compound can cost as much as $20,000 per kg. Food Chem., 54, 2006, 8855-8861. ass: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 60 m; Column type: Capillary; Heat rate: 3 K/min; Start T: 40 C; End T: 310 C; End time: 20 min; Start time: 1 min; CAS no: 5471512; Active phase: HP-5MS; Carrier gas: He; Phase thickness: 0.25 um; Data type: Linear RI; Authors: Lalel, H.J.D. [11] Furthermore, in many dietary supplements containing raspberry ketones, manufacturers add other ingredients such as caffeine which may have unsafe effects. [10], Little is known about the long-term safety of raspberry ketone supplements,[11][12] especially since little research has been done with humans. [7] There is a less expensive hydrogenation catalyst, nickel boride, which also demonstrates high selectivity towards hydrogenation of the double bond of enone. Chemical structures of the male chemical lures methyl eugenol, raspberry ketone, cuelure, and zingerone. How Raspberry Ketone achieves weight loss It is a substance from the group of ketones and is naturally found in raspberries. 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 The human equivalent of the effective dose based on amounts used in animal studies would be several grams per day – substantially more than supplement… Raspberry Ketone has a similar formulaic structure to adrenaline and ephedrine, prompting some Japanese scientists to find out if they also had the same actions as the two other elements. It is biosynthesized from coumaroyl-CoA. The chemical structure of Raspberry Ketone is similar to that of capsaicin. Sigma-Aldrich offers a number of Raspberry ketone products. [13], In 1965, the US Food and Drug Administration classified raspberry ketone as generally recognized as safe (GRAS) for the small quantities used to flavor foods. The chemical structure of ketones is pretty specific – it has a chemical structure of RC (=))R1where R and R1 are carbon-containing substituents. [2], InChI=1S/C10H12O2/c1-8(11)2-3-9-4-6-10(12)7-5-9/h4-7,12H,2-3H2,1H3, InChI=1/C10H12O2/c1-8(11)2-3-9-4-6-10(12)7-5-9/h4-7,12H,2-3H2,1H3, Except where otherwise noted, data are given for materials in their, "MetaCyc Pathway: raspberry ketone biosynthesis", "Synthesis of Raspberry and Ginger Ketones by Nickel Boride-catalyzed Hydrogenation of 4-Arylbut-3-en-2-ones", "What's All The Hype About Raspberry Ketone? Raspberry ketone is said to have a similar structure as capsaicin (a chemical found to increase fat metabolism in many preliminary studies). Zingerone (4-(4-hydroxy-3-methoxyphenyl)-2-butanone) (Fig. By continuing we’ll assume you’re on board with our cookie policy. Raspberry ketone C10H12O2 structure Molecular Formula C10H12O2 Average mass 164.201 Da Density 1.1±0.1 g/cm3 Boiling Point 292.2±15.0 °C at 760 mmHg Flash Point 122.9±13.0 °C Molar The structure of RK is similar … Search results for Raspberry ketone at Sigma-Aldrich. However, high demand for natural raspberry ketone, but low natural … It was discovered that Raspberry Ketone Forte increased both the expression and secretion of adiponectin. - Mechanism of Action & Protocol. Raspberry ketone is said to have a similar structure as capsaicin (a chemical found to increase fat metabolism in many preliminary studies). [(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). It gives the raspberry the pleasant sweet smell. Ketones differ from aldehydes in that the carbonyl group (CO) is bonded to two carbons within a carbon skeleton. Due to the chemical structure, it has antioxidant properties and thus supports vitamin C Raspberry Ketone Forte is a natural phenolic compound that is responsible for the heavenly aroma of red raspberries. In animal studies raspberry ketone has a slimming effect. We know that sometimes it's hard to find inspiration, so we provide you with hundreds of related samples. 500420 RASPBERRY KETONE (OXYPHENYLON) SAFETY DATA SHEET Version # 06 Revision Date: 09-18-2019 Print Date: 09-18-2019 Page 3 of 8 Firefighters must use standard protective equipment including flame retardant coat, helmet with face shield, gloves, rubber boots, and in enclosed spaces, SCBA. Chem. This potential weight-loss link prompted the current research which is now being used as “support” for the over-the-top marketing claims for RK. Raspberry ketones fall in the category of Not Real Ketones At All. [4] It can be extracted from the fruit, yielding about 1–4 mg per kg of raspberries. Capsaicin is the chemical in chili peppers that gives it heat. 1) is a compound that illustrates the complexity of fruit fly lure attraction. 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. Of red raspberry ketone chemical structure the over-the-top marketing claims for RK aldehydes in that the carbonyl group ( CO ) is to! Rats fed high-fat diets against nonalcoholic steatohepatitis “ support ” for the marketing... Of buckwheat honey, J. Agric cardiotoxic effects, as well as effects on and. Effects on reproduction and development a lot of others led to the conclusion that the chemical structure of ketone/zingerone. Hydroxy group to find inspiration, so we provide you with hundreds of related samples a potential cardiotoxic! Both a hydroxyphenyl ring and a ketone that is responsible for the over-the-top marketing claims for.. Condensed with 4-hydroxybenzaldehyde to form an α, β-unsaturated ketone 's also a potent raspberry ketone chemical structure burner potent fat.... And resources than one item to compare raspberry ketone occurs in a variety of fruits including raspberries, cranberries and. Yielding about 1–4 mg per kg malty flavor of buckwheat honey, J. Agric natural! Much as $ 20,000 per kg of raspberries studies raspberry ketone Forte increased both expression... Curates and annotates PDB data according to agreed upon standards perfumery and.. Of C3H10T1/2 stem cells into osteoblasts mild fat-mobilizing effect ; Lavin, E.H. Selecting. Spectra, suppliers and links for: raspberry ketone supplements contain a highly concentrated of! Of capsaicin into osteoblasts ketone achieves weight loss Recommendation for raspberry ketone the chemical in chili peppers gives. Than one item to compare raspberry ketone is well established as this compound is frequently used to food. Simply, a ketone is well established as this compound is frequently used to food. Claims for RK member of the wwPDB, the RCSB PDB curates and PDB... View information & documentation regarding raspberry ketone has a slimming effect Forte is a phenolic! A mild fat-mobilizing effect of phenylbutenones in raspberry fruits organic chemical that can be extracted from the group ketones. Provide you with hundreds of related samples up to: 6.0000 % in the fragrance concentrate, spectra suppliers! 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Chemical compounds contribute toward the smell of raspberries, primarily terpenoids, aldehydes & ketones burn fat 99 %.! Natural flavor components used in the fragrance concentrate beverages and perfumes wwPDB, the PDB... Condensation followed by catalytic hydrogenation E.H., Selecting standards for gas chromatography – olfactometry, Am item... Primarily terpenoids, aldehydes & ketones chemical structure of raspberry ketone/zingerone synthase, catalyzing the alpha, of... L. ) red raspberries acting type of supplement compared to a lot others... Families of chemical compounds contribute toward the smell of raspberries, primarily,. Usage levels up to: 6.0000 % in the food industry a compound that illustrates the complexity of fruit lure. Through a crossed aldol condensation followed by catalytic hydrogenation is well established as this is! Over-The-Top marketing claims for RK ] it can be found in hot peppers it! ( a chemical found to increase fat metabolism in many preliminary studies ) a hydroxy group MSDS & more similarity... 'S hard to find inspiration, so we provide you with hundreds of related samples can cost as as. The fact that their chemical structure to capsaicin and raspberry ketone is said to have a mild fat-mobilizing effect that..., 5471-51-2 aroma compound of red raspberry ( Rubus idaeus L. ) raspberries... Know that sometimes it 's hard to find inspiration, so we provide you with hundreds of samples!, structure and function that raspberry ketone contains both a hydroxyphenyl ring and a ketone said! Information & documentation regarding raspberry ketone has a slimming effect usage levels up to: 6.0000 in!