A number of families of chemical compounds contribute toward the smell of raspberries, primarily terpenoids, aldehydes & ketones. PubMed:Raspberry ketone promotes the differentiation of C3H10T1/2 stem cells into osteoblasts. 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 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 - Mechanism of Action & Protocol. [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? 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. 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. Capsaicin is the chemical in chili peppers that gives it heat. [5], Since the natural abundance of raspberry ketone is very low, it is prepared industrially by a variety of methods from chemical intermediates. Raspberry ketone is said to have a similar structure as capsaicin (a chemical found to increase fat metabolism in many preliminary studies). It can be extracted from the … Raspberry ketones appear to have a similar chemical structure to capsaicin and synephrine which may have a mild fat-mobilizing effect. Chemical structures of the male chemical lures methyl eugenol, raspberry ketone, cuelure, and zingerone. [4] It can be extracted from the fruit, yielding about 1–4 mg per kg of raspberries. Both of these compounds have substantiated research extolling their thermogenic properties, or helping the body activate metabolism. ; Acree, T.E. Raspberry Ketone Forte is a natural phenolic compound that is responsible for the heavenly aroma of red raspberries. The natural compound can cost as much as $20,000 per kg. According to certain studies, it's also a potent fat burner. Sigma-Aldrich offers a number of Raspberry ketone products. Structural firefighters protective The phenylbutanoid 4-(4-hydroxyphenyl)butan-2-one, commonly known as raspberry ketone, is responsible for the typical scent and flavor of ripe raspberries. We know that sometimes it's hard to find inspiration, so we provide you with hundreds of related samples. [(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). A ketone structure can be found in ketone bodies, which are by … The RCSB PDB also provides a variety of tools and resources. Get access to this section to get all the help you need with your essay and educational goals. Chem. Raspberry ketones usually start to work as soon as they are able to enter the blood stream, which is generally around 15 to 30 minutes after being consumed. This might be due to the fact that their chemical structure is also similar to that of caffeine. [6] One of the ways this can be done is through a crossed aldol condensation followed by catalytic hydrogenation. Structure, properties, spectra, suppliers and links for: Raspberry ketone, 5471-51-2. ; 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. [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. PubMed:Raspberry ketone protects rats fed high-fat diets against nonalcoholic steatohepatitis. [3] It is biosynthesized from coumaroyl-CoA. meeker (Rubus idaeus L.) red raspberries from Oregon and Washington, J. Agric. Raspberry ketone has a structure similar to capsaicin and synephrine. 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 The chemical structure of raspberry ketone is shown on the right. [11] Furthermore, in many dietary supplements containing raspberry ketones, manufacturers add other ingredients such as caffeine which may have unsafe effects. View information & documentation regarding Raspberry ketone, including CAS, MSDS & more. 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. 1) is a compound that illustrates the complexity of fruit fly lure attraction. Raspberry ketone occurs in a variety of fruits, including raspberries, cranberries, and blackberries. 5471-51-2 - NJGBTKGETPDVIK-UHFFFAOYSA-N - Raspberry ketone - Similar structures search, synonyms, formulas, resource links, and other chemical information. Chemical production of nature-identical raspberry ketone is well established as this compound is frequently used to flavor food, beverages and perfumes. 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. ; Bittrich, V.; Shepherd, G.J. ; Lopes, A.V. 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. By continuing we’ll assume you’re on board with our cookie policy. 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°. The chemical name is 4- (4-hydroxyphenyl). [8], Raspberry ketone is sometimes used in perfumery, in cosmetics, and as a food additive to impart a fruity odor. Recommendation for raspberry ketone acetate usage levels up to: 6.0000 % in the fragrance concentrate. It is found in a variety of fruits including raspberries, blackberries and cranberries, and is used in perfumery and cosmetics. ; 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. 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 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. Raspberry ketone supplements contain a highly concentrated form of this substance. Raspberry ketone is said to have a similar structure as capsaicin (a chemical found to increase fat metabolism in many preliminary studies). [10], Little is known about the long-term safety of raspberry ketone supplements,[11][12] especially since little research has been done with humans. Raspberry Ketones are a pretty fast acting type of supplement compared to a lot of others. 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. 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. Food Chem., 39(1), 1991, 173-175. 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. Raspberry ketone is a natural phenolic compound that is the primary aroma compound of red raspberries. It is a substance from the group of ketones and is naturally found in raspberries. It is biosynthesized from coumaroyl-CoA. [13] Because it is chemically related to the stimulant synephrine, there are some concerns about its safety. ; Cadwallader, K.R., Identification and quantification of aroma-active components that contribute to the distinct malty flavor of buckwheat honey, J. Agric. Whether the substance has the same effect in humans is not clear. Ketones differ from aldehydes in that the carbonyl group (CO) is bonded to two carbons within a carbon skeleton. In animal studies raspberry ketone has a slimming effect. Raspberry ketone (4- (4-hydroxyphenyl) butan-2-one; RK) is a major aromatic compound of red raspberry (Rubus idaeus). 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. Symp. As a member of the wwPDB, the RCSB PDB curates and annotates PDB data according to agreed upon standards. PubMed:Characterization of raspberry ketone/zingerone synthase, catalyzing the alpha, beta-hydrogenation of phenylbutenones in raspberry fruits. The similar structure between capsaicin and raspberry ketone has led to the conclusion that the chemical structure contributes to its ability to burn fat. 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. There is also some structural similarity to capsaicin (compounds found in hot chillies and peppers). The structure of Raspberry ketone has a vaguely similar structure to Ephedrine and Synephrine (similar to ephedrine but less potent, also called ‘bitter orange’). Search results for Raspberry ketone at Sigma-Aldrich. 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. The structure of RK is similar … 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. First, acetone is condensed with 4-hydroxybenzaldehyde to form an α,β-unsaturated ketone. Raspberry ketones fall in the category of Not Real Ketones At All. The human equivalent of the effective dose based on amounts used in animal studies would be several grams per day – substantially more than supplement… 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. Raspberry ketone glucosidev has the inhibitory effect on the melanin synthesis. 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 … 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. [7] There is a less expensive hydrogenation catalyst, nickel boride, which also demonstrates high selectivity towards hydrogenation of the double bond of enone. Soc. ", 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. Raspberry ketone contains both a hydroxyphenyl ring and a ketone structure. ; Acree, T.E., Effects of heating and cream addition on fresh raspberry aroma using a retronasal aroma simulator and gas chromatography olfactometry, J. Agric. These molecules are visualized, downloaded, and analyzed by users who range from students to specialized scientists. Raspberry ketone glucoside is a natural product in raspberry fruit. First, the raspberry ketones are chemically similar to capsaicin from cayenne and also synephrine found in bitter orange. It gives the raspberry the pleasant sweet smell. Due to the chemical structure, it has antioxidant properties and thus supports vitamin C Users can perform simple and advanced searches based on annotations relating to sequence, structure and function. How Raspberry Ketone achieves weight loss ; Lavin, E.H., Selecting standards for gas chromatography – olfactometry, Am. [10] Toxicological models indicate a potential for cardiotoxic effects, as well as effects on reproduction and development. [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. However, high demand for natural raspberry ketone, but low natural … Compare Products: Select up to 4 products. Then the alkene part is reduced to the alkane. It is one of the most expensive natural flavor components used in the food industry. *Please select more than one item to compare Download : Download full-size image Figure 1. Zingerone (4-(4-hydroxy-3-methoxyphenyl)-2-butanone) (Fig. More simply, a ketone is a compound that contains a carbon to oxygen double bond. Raspberry ketone supplements contain a highly concentrated form of this substance. This two-step method produces raspberry ketone in 99% yield. [citation needed], Although products containing this compound are marketed for weight loss, there is no clinical evidence for this effect in humans. It was discovered that Raspberry Ketone Forte increased both the expression and secretion of adiponectin. Capsaicin is an organic chemical that can be found in hot peppers and it too has immense fat burning capabilities. The chemical structure of Raspberry Ketone is similar to that of capsaicin. The chemical structure of ketones is pretty specific – it has a chemical structure of RC (=))R1where R and R1 are carbon-containing substituents. Raspberry ketone occurs in a variety of fruits, including raspberries, cranberries, and blackberries.
2020 raspberry ketone chemical structure