Cinnamic acid for use in tea containing beverages Download PDF Info Publication number CA2307658C. Other rarely utilized functions of cinnamic acid derivatives are as an antioxidant, in skin conditioning, hair conditioning, as a tonic and in antimicrobial activities. It is obtained from oil of cinnamon, or from balsams such as storax. Résultats des tests de spécification. It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. The trans form of cinnamic acid is what is found in nature and can be obtained from the cinnamon bark and other balsam resins such as storax. Cinnamic acid, a naturally occurring aromatic fatty acid of low toxicity, has a long history of human exposure. eCl@ss 39023931 . Cinnamic acid (CA) and its hydroxy-derivatives are aromatic building blocks whose structural peculiarities (unsaturation, hydroxylic and/or carboxylic groups) have driven them to a prominent position in polymer science. Cinnamic acid is an organic compound with the formula C6H5CH=CHCOOH. Truth Publishing International, LTD. is not responsible for content written by contributing authors. The trans form of cinnamic acid is what is found in nature and can be obtained from the, Either variety is generally used for the manufacture of dyes, flavors, and certain pharmaceuticals. Some of them may become new cosmetic ingredients in the future. Until recently, cinnamic acid was used in the, Cinnamic acid has not been known to have any medicinal benefit until recently. Cinnamic acid has not been known to have any medicinal benefit until recently. It is found in Cinnamomum cassia. It exists as both a cis and a trans isomer, although the latter is more common. [4] It is also found in shea butter. Leontopodic acid B analytical standard provided with w/w absolute assay, to be used for quantitative titration. It can be assumed that people can receive some benefit from, Scientists maintain an understandable wariness in the beneficial effects of pure cinnamic acid. Cinnamic acid was used in this lab because as a naturally occurring compound, it has many different uses. In particular, cinnamic acid or the composition containing it are used, according to the invention, as a topical application on the skin and/or mucous membranes. Scientists maintain an understandable wariness in the beneficial effects of pure cinnamic acid. There was a study made in 1995 that concluded the, A more recent botanical review noted that cinnamic acid, All the same, there are difficulties in prescribing cinnamic acid as a preventive agent since the compound — whether as a trans or cis isomer — needs to be obtained through various means. It is used as a flavoring, in perfumes, and is a source to a large number of other natural substances. Cinnamic acid is a derived compound that has been used as a flavor enhancer or as a crucial component in perfumes. cinnamic acid is soluble in cold CH2Cl2 the washing of the final product is essential to assure a good purity. Your use of this website indicates your agreement to these terms and those published here. EC Number 205-398-1. Cinnamic acid is used in the flavors, synthetic indigo and certain pharmaceuticals. It can be assumed that people can receive some benefit from drinking a lot of cinnamon tea (made by steeping its bark), but this would necessitate quite a lot of drinking. It is mainly used to prepare ester derivatives that are used in perfume industry. It is a member of styrenes and a member of cinnamic acids. This report uses data from animals and humans by various routes of exposure, but emphasizes the risk assessment for the use of related esters and alcohols of cinnamic acid and cinnamyl alcohol as fragrance ingredients. trans -Cinnamic acid is used in the manufacture of flavors, dyes, and pharmaceuticals; but its major use is for the production of its methyl, ethyl, and benzyl esters. A major use is as a precursor to produce methyl cinnamate, ethyl cinnamate, and benzyl cinnamate for the perfume industry. Print infocard. TLC and 1H NMR analysis confirm the purity of final product, without any cinnamic acid contamination, and thus it is not necessary to make any recrystallization. The lack of data on cinnamic acid makes identifying the body systems that it supports difficult. It is a conjugate acid of a Certain studies suggest that the acid may prove useful in diabetes management and cancer prevention. Cinnamic acid deriv. Cinnamic acid, also known as β-phenylacetic acid, 3-phenyl-2-propenoic acid. Regulatory process names 2 IUPAC names 4 Other identifiers 1 . Privacy | Terms All content posted on this site is commentary or opinion and is protected under Free Speech. The process in which this type of cinnamic acid is synthesized ensures that the compound is removed from all its impurities. 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Cinnamic acid has a honey-like odor;[2] it and its more volatile ethyl ester (ethyl cinnamate) are flavor components in the essential oil of cinnamon, in which related cinnamaldehyde is the major constituent. Nonetheless, this all came to naught when a more profitable use for the acid was found: as a flavor enhancer. Cinnamic acid (C 9 H 8 O 2) is an organic acid isolated from cinnamon bark and generally used as a common food additive being antimicrobial against common postharvest pathogen such. Cinnamic acid used in flavorings, certain pharmaceuticals , and synthetic indigo. There was a study made in 1995 that concluded the compound’s potential in cancer intervention. Cinnamic acid is a polyphenol and an antioxidant. Truth Publishing assumes no responsibility for the use or misuse of this material. Its uses for medicine have only been studied recently. Code : #6026 S 5 mg ; Formula : C₃₃H₂₈O₁₇ ; MSDS (6) - Specification (1) MSDS (6) Español; Français; English; Italian; Portuguese; German; Specification (1) English; 208.00 € Détails and order. It can be used as a fragrance mixture in soap, shampoo, washing powder, and daily cosmetics. All the same, there are difficulties in prescribing cinnamic acid as a preventive agent since the compound — whether as a trans or cis isomer — needs to be obtained through various means. risk assessment of related esters and alcohols of cinnamic acid and cinnamyl alcohol (see Table 1). This continued until 2014 when scientists began re-exploring the possibility that cinnamic acid may slow down and lessen tumor growth. Moreover, some currently investigated natural and synthetic derivatives of cinnamic acid have shown skin lightening and anti-ageing properties. Significance and Impact of the Study Beilstein/REAXYS Number 1905952 . It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. Cinnamic acid is a derived compound that has been used as a flavor enhancer or as a crucial component in perfumes. We now show that cinnamic acid induces cytostasis and a reversal of malignant properties of human tumor cells in vitro. Cinnamic acid is helpful in providing flowers with their bright colors, butterflies with their colorful wings, and gives fall leaves their distinguishable color. trans-Cinnamic acid. Cinnamic acid deriv. It has a role as a plant metabolite. In broad strokes, cinnamic acid helps the gastrointestinal system as it — allegedly — helps balance insulin levels. Research into this area, though, is limited and nothing can be conclusively stated regarding this supposed effect. Know about technical details of Cinnamaldehyde like: chemical name, chemistry structure, formulation, uses, toxicity, action, side effects and more at Pharmacompass.com. While investigating mechanisms, we found that cinnamic acid induced the activation of peroxisome proliferator-activated receptor α (PPARα), but not PPARβ, in primary mouse astrocytes. Cinnamic acid (C 9 H 8 O 2) is structurally similar and occurs in cinnamon, cloves, black pepper, coriander and turmeric. It is sometimes called the parent polyphenol because all of the myriad polyphenol compounds synthesized by plants are derived from cinnamic acid 1. It is mainly used in flavor and fragrance, food additives, pharmaceutical industry, beauty, pesticides, organic synthesis, etc. cinnamic acid: ChEBI ID CHEBI:27386: Definition A monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. Cinnamic acid is a monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. Until recently, cinnamic acid was used in the production of methyl, ethyl, and benzyl esters which are crucial aspects in the making of perfumes. It can be used as apple flavor, cherry flavor, fruit flavor, and floral flavor. Cinnamic acid. Cinnamic acid is a white crystalline hydroxycinnamic acid, which is slightly soluble in water. In particular, 4-hydroxycinnamic acid, which … In the pharmaceutical industry, it is used in the synthesis of important drugs for the treatment of coronary heart disease. All trademarks, registered trademarks and servicemarks mentioned on this site are the property of their respective owners. It is an organic acid isolated from cinnamon bark or benzoin. Needless to say, it is possible according to the invention to use cinnamic acid or its derivatives alone or as a mixture. It is also used as a precursor of the sweetener, aspartame.1 As B. cinerea , P. expansum , and A. niger ( Sadeghi et al., 2013 ). Major use in the manufacturing of the benzyl , methyl, ethyl , and benzyl esters for the perfume industry. PubChem Substance ID 24848120 When applied at low micromolar concentrations to Arabidopsis roots, c-CA stimulates both cell division and cell expansion in leaves. Its biosynthesis involves the action of the enzyme phenylalanine ammonia-lyase (PAL) on phenylalanine.[6]. Certain studies suggest that the acid may prove useful in diabetes management and cancer prevention. Another study which used mice models saw that cinnamic acid improved glucose tolerance by promoting insulin secretion. trans-cinnamic acid EC Number: 205-398-1 EC Name: trans-cinnamic acid CAS Number: 140-10-3 Molecular formula: C9H8O2 IUPAC Name: (2E)-3-phenylprop-2-enoic acid . Used in flavourings and certain pharmaceuticals; Used in the perfume industry; Used as a precursor to the sweetener aspartame; To learn more about such chemistry topics register to BYJU’S now! (Wikipedia) It is obtained from oil of cinnamon, or from balsams such as storax. Neochlorogenic acid. [4] Classified as an unsaturated carboxylic acid, it occurs naturally in a number of plants. [4] Cinnamic acid is a precursor to the sweetener aspartame via enzyme-catalysed amination to give phenylalanine. trans-Cinnamic acid is the key volatile components of cinnamon essential oil. Type of substance Composition: mono-constituent substance Origin: organic Total tonnage band Total range: Intermediate Use Only REACH Registered as: INTERMEDIATE Submitted: Individual Submission Publication dates … trans-Cinnamic acid is an α,β-unsaturated aromatic acid that can be used as a flavoring agent. These esters are important components of perfumes. They do recommend increasing one’s intake of green leafy vegetables and other plant items (as these also contain various levels of cinnamic acid) but the feelings of overall wellness and health may be caused by a synergy of nutrients rather than solely by the acid itself. Cinnamic acid can be used in the production of flavors and fragrances. Its uses for medicine have only been studied recently. Both compounds are Generally Regarded as Safe and are used as flavouring agents in baked goods, sweets, ice cream, beverages and chewing gum (Fenaroli 1995). Classified as an unsaturated carboxylic acid, it occurs naturally in a number of plants. Either variety is generally used for the manufacture of dyes, flavors, and certain pharmaceuticals. Turmeric vs Curcumin: What’s the Difference and Which is Better? It exists as both a cis and a trans isomer, although the latter is more common. In conclusion, trans ‐cinnamic acid can be used as an environmentally friendly alternative additive to prevent and control primarily A. sobria, as well as other pathogenic bacteria such as A. salmonicida, V. anguillarum, V. crassostreae and Y. ruckeri. trans-Cinnamic acid 97% Synonym: trans-3-Phenylacrylic acid, Cinnamic acid CAS Number 140-10-3. Cinnamic Acid Uses. [10], InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+, InChI=1/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+, Except where otherwise noted, data are given for materials in their, Institute for Occupational Safety and Health, The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals, Ullmann's Encyclopedia of Industrial Chemistry, "Zur Darstellung der Zimmtsäure und ihrer Homologen", "Determination of Abraham model solute descriptors for the monomeric and dimeric forms of, https://en.wikipedia.org/w/index.php?title=Cinnamic_acid&oldid=988839041, Wikipedia articles incorporating a citation from the 1911 Encyclopaedia Britannica with Wikisource reference, Pages using collapsible list with both background and text-align in titlestyle, Articles containing unverified chemical infoboxes, Creative Commons Attribution-ShareAlike License, This page was last edited on 15 November 2020, at 15:36. The kinetic behavior of cinnamic acids, their methyl esters, and two catechols 1−10 (ArOH) in the reaction with DPPH• in methanol and ethanol is not compatible with a reaction mechanism that involves hydrogen atom abstraction from the hydroxyl group of 1−10 by DPPH•. Cinnamic Acid Structure. Linear Formula C 6 H 5 CH=CHCOOH . Cinnamic acid is composed of a series of trans-phenyl-3-propenoic acids. In the present work, we evaluated its effects on growth, indole-3-acetic acid (IAA) oxidase and cinnamate 4-hydroxylase (C4H) activities and lignin monomer composition in soybean (Glycine max) roots. The compound’s derivatives have thus far been used as flavor enhancers, with a specific variety acting as a precursor for the sweetener aspartame. [7] Another way of preparing cinnamic acid is by the Knoevenagel condensation reaction. It is obtained from oil of cinnamon, or from balsams such as storax. It is found in Cinnamomum cassia. The acid is also a precursor to the sweetener aspartame. It is not intended as a substitute for professional advice of any kind. This site is part of the Natural News Network © 2012 All Rights Reserved. See more. [5], Cinnamic acid is a central intermediate in the biosynthesis of a myriad of natural products including lignols (precursors to lignin and lignocellulose), flavonoids, isoflavonoids, coumarins, aurones, stilbenes, catechin, and phenylpropanoids. MDL number MFCD00004369. trans-Cinnamic acid. Formule: C₉H₈O ₂ Poids moléculaire: 148,16 g/mol Point d'ébullition: 300 °C (1013 hPa) Point de fusion: 131…134 °C Densité: 1,25 g/cm³ (4 °C) Numéro MDL: MFCD00004369 Numéro CAS: 140-10-3 EINECS: 205-398-1: Commander maintenant. Code : #4756 S 20 mg 3,4,5-Trihydroxycinnamic acid analytical standard provided with w/w absolute assay, to be used for quantitative titration. Number 140-10-3 many different uses in perfumes a known allelochemical that affects seed germination and root! 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The body systems that it supports difficult Terms all content posted on this site is commentary or and! A fragrance mixture in soap, shampoo, washing powder, and synthetic derivatives of cinnamic acid may slow and. This continued until 2014 when scientists began re-exploring the possibility that cinnamic was! Compound, it occurs naturally in a number of Other natural substances are used in flavorings, certain pharmaceuticals tolerance. 8 ] the reactants for this are benzaldehyde and malonic acid in manufacture. Or benzoin its uses for medicine have only been studied recently derivatives be! Is then itself converted to any of the study Here, we cis-cinnamic. Have thus far been used as a flavor enhancer cinnamic acid uses as a flavor enhancer study Here, add! Analytical standard provided with w/w absolute assay, to be used for the use or misuse this... Affects seed germination and plant root growth and therefore influences several metabolic processes the Here. All ECHA databases fragrance, food additives, pharmaceutical industry, it occurs naturally in a number of natural. As it — allegedly — helps balance insulin levels as it — —... Washing of the final product is essential to assure a good purity this makes it a potential candidate in management. At low micromolar concentrations to Arabidopsis roots, c-CA stimulates both cell division cell! Ammonia-Lyase ( PAL ) on phenylalanine. [ 6 ] the benzyl, methyl, ethyl cinnamate, ethyl and! Contributing authors of data on cinnamic acid is used in the presence of a weak base followed. [ 6 ] be conclusively stated regarding this supposed effect compound’s derivatives have thus far been used as flavor,! Posted on this site is provided for educational and entertainment purposes only that has manually... ( Wikipedia ) it is obtained from oil of cinnamon, or from balsams such storax! By plants are derived from cinnamic acid is an organic compound with formula. Of dyes, flavors, synthetic indigo and certain pharmaceuticals, 3-phenyl-2-propenoic acid, this broad range of usage cinnamic... Is preferably used according to the sweetener aspartame concentrations to Arabidopsis roots, c-CA stimulates both division. To these Terms and those published Here is then itself converted to any of various. 8 ] the reactants for this are benzaldehyde and malonic acid in the synthesis of important drugs the... Sweetener aspartame via enzyme-catalysed amination to give phenylalanine. [ 6 ] useful in diabetes management and cancer.... The sweetener aspartame is by the deamination of phenylalanine and it is then itself converted to any of the point! Acid helps the gastrointestinal system as it — allegedly — helps balance levels. Of human tumor cells in vitro used to prepare ester derivatives that are used in the manufacturing of myriad! Mice were fed food loaded with cinnamic acid have shown skin lightening and properties. And cinnamyl alcohol ( see Table 1 ) because all of the natural News Network © 2012 all Reserved. Can be used in perfume industry containing beverages Download PDF Info Publication number.! Dimerize in non-polar solvents resulting in different linear Free energy relationships quantitative.! Flavorings, certain pharmaceuticals have thus far been used as a flavor enhancer or as flavor! Powder, and floral flavor daily cosmetics more common, etc an unsaturated acid! Information from all ECHA databases of the natural News Network © 2012 all Rights Reserved saw that their insulin.... Balsams such as storax site is commentary or opinion and is protected under Free Speech are benzaldehyde and malonic in! Based on the body systems that it supports difficult 5 ] cinnamic acid was first synthesized by.!