Cinnamic acid is a white crystalline acid with a molecular formula C9H8O2. trans-Cinnamic acid ≥99%, FG Synonym: trans-3-Phenylacrylic acid, Cinnamic acid CAS Number 140-10-3. mp 6-10°. We now show that cinnamic acid induces cytostasis and a reversal of malignant properties of human tumor cells in vitro. Here, learn the cinnamic acid formula along with its chemical structure and uses. Thus, cinnamic acid exhibits a low toxicity. Beilstein/REAXYS Number 1905952 . The antioxidant activity of four derivatives of benzoic acid was systematically compared with the activity of the four homologous derivatives of cinnamic acid. Evaporation Rate:Not available. Soluble in 3 vols of 70% alc. Doceri is free in the iTunes app store. Cinnamic acid is an organic compound with the formula C 6 H 5 CH=CHCOOH. Login with your subscriber username and password, You have reached the limit of concurrent users allowed by your subscription, Customers who have a user account that will grant access (for example, those registered for personal online trial, or those who have purchased one or more Pay-per-View monograph(s)) can login, If you are not an existing customer, click. The density of Br2 is 3.12 g/mL. It is a member of styrenes and a member of cinnamic acids. MDL number MFCD00004369. In vivo studies indicate that acute lethal doses (LD50) of cinnamic acid is achieved at 160-220 mg/kg (ip) in mice, 2.5 g/kg (oral) in rats and 5 g/kg (dermal) in rabbits. Cinnamic acid, a naturally occurring aromatic fatty acid of low toxicity, has a long history of human exposure. Cinnamic acid is a monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. measuring the optical density at 610 mp. After the addition of bromine to trans-cinnamic acid, the product was identified by its melting point and infrared spectrum resulting in erythro-2,3-Dibromo-3-phenylpropanoic acid after comparing similar properties. Calculate the number of mmol of Br2 present in 0.48 mL of bromine solution. Uses advised against Food, drug, pesticide or biocidal product use. Ibuprofen is sold over-the-counter under proprietary names such as Advil and Nuprin. trans-Cinnamic acid, Phenylacrylic acid, 3-Phenylacrylic acid. EC Inventory: Listed. Details of the supplier of the safety data sheet Cinnamic acid is an organic compound with the formula C6H5CH=CHCOOH. Potential Chronic Health Effects: CARCINOGENIC EFFECTS: Not available. MDL number MFCD00004369. Against both E. coli and S. enterica, cinnamaldehyde had an MIC of 0.25% (Table 3). 32(2), 95 ~103, 2017 Catechol Group of Cinnamic Acid Derivative Is Essential for Its Anti-Hepatitis C Virus Activity Ryota AMANO1)*, Atsuya YAMASHITA1), Hirotake KASAI1), Tomoka HORI2), View the Full Spectrum for FREE! 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Calculate the number of mmol in 100. mg of trans-cinnamic acid (use a MW calculated to 2 decimal places) Which is the limiting reagent? trans-Cinnamic acid Description These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. This deamination relies on the MIO prosthetic group of PAL. trans-Cinnamic acid is the key volatile components of cinnamon essential oil. The MICs of cinnamic and levulinic acids against Listeria monocytogenes were 2 and 0.5%, respectively. Your email address will not be published. EC Number 205-398-1. . With the CAS number 140-10-3, it is also called trans-Cinnamic Acid, Phenylacrylic acid, Cinnamylic acid, 3-Phenylacrylic acid, (E)-Cinnamic acid, Benzenepropenoic acid, Isocinnamic acid. Chemsrc provides Cinnamic acid(CAS#:621-82-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. cis-cinnamic acid derivatives, corresponding thermochemistry data can be still considered scarce. Classified as an unsaturated carboxylic acid, it occurs naturally in a number of plants.It exists as both a cis and a trans isomer, although the latter is more common. Create. Skip to page content; Skip to site menu on this page. Trans-cinnamic acid (tCA) and hydrocinnamyl alcohol (HcinOH) are valuable aromatic compounds with applications in the flavour, fragrance and cosmetic industry. The most plant phenolics are derived from trans-cinnamic acid, which is formed from l-phenylalanine by the action of l-phenylalanine ammonia-lyase (PAL), the branch point enzyme between primary (shikimate pathway) and secondary (phenyl propanoid pathway) metabolism (Fig. PAL gives rise to trans-cinnamic acid. These trees are the natural source of cinnamon, and the essential oil of cinnamon bark is about 90% cinnamic aldehyde. Visit ChemicalBook To find more trans-Cinnamic acid(140-10-3) information like chemical properties,Structure,melting point,boiling point,density,molecular formula,molecular weight, physical properties,toxicity information,customs codes. Environ. trans-Cinnamic acid is a weakly acidic compound (based on its pKa). : A13538 CAS-No 140-10-3 Synonyms 3-Phenyl-2-propenoic acid; trans-3-Phenylacrylic acid Recommended Use Laboratory chemicals. Linear Formula C 6 H 5 CH=CHCOOH . In the second step, 4-coumarate–CoA ligase (4CL) converts cinnamic acid to … While working with material safety data sheets (MSDS), I found that manufacturers sometimes used obscure names for constituent chemicals and I didn't always have a good idea of what I was dealing with. Classified as an unsaturated carboxylic acid, it occurs naturally in a number of plants. The Merck Index* Online | Cinnamic Acid | Monograph containing literature references, physical and biological properties and relevant information Chemsrc provides trans-Cinnamic acid(CAS#:140-10-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. 4-methoxycinnamic acid is a methoxycinnamic acid having a single methoxy substituent at the 4-position on the phenyl ring. The acid is used to produce flavorings, synthetic indigo, pharmaceuticals, perfumes, and aspartame sweeteners. Learn more at http://www.doceri.com Your email address will not be published. InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+. Cinnamic acid is an odorless white crystalline acid that has only been recently studied for its potential in cancer prevention. Chemsrc provides trans-Cinnamic acid(CAS#:140-10-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. FEMA Number 2288 . Methyl cinnamate(CAS NO. The growth of four spoilage yeasts, Saccharomyces cerevisiae, Zygosaccharomyces bailii, Brettanomyces bruxellensis, and Brettanomyces naardenensis, was inhibited with three-agent (triplet) combinations of lauric arginate, cinnamic acid, and sodium benzoate or … Vapor Density: Not available. We now show that cinnamic acid induces cytostasis and a reversal of malignant properties of human tumor cells in vitro. Required fields are marked *. Beilstein/REAXYS Number 1905952 . The biosynthesis of cinnamaldehyde begins with deamination of L-phenylalanine into cinnamic acid by the action of phenylalanine ammonia lyase (PAL). In vivo studies indicate that acute lethal doses (LD50) of cinnamic acid is achieved at 160-220 mg/kg (ip) in mice, 2.5 g/kg (oral) in rats and 5 g/kg (dermal) in rabbits. 103-26-4) is a white or transparent solid with a strong, aromatic odor and it belongs to the class of organic compounds known as cinnamic acid esters with the … Ibuprofen and naproxen are important painkilling and anti-inflammatory drugs. Properties of Cinnamic Acid: Name: Cinnamic Acid: Other Names: Cinnamylic acid, Isocinnamic acid, Benzenepropenoic acid, trans-Cinnamic acid, Phenylacrylic acid, 3-Phenylacrylic acid: Appearance: White monoclinic crystals: Molecular Formula: C 9 H 8 O 2: Melting Point: 133 °C: Boiling Point: 300 °C: Density: 1.2475 g/cm 3: Molar Mass: 148.161 g.mol –1: Solubility in Water It has a role as a plant metabolite. Articles of Cinnamic acid are included as well. It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. d 2525 1.045-1.048. d 420 1.049. bp 271°. Boiling Point: 300 deg C @ 760mmHg Freezing/Melting Point:131 - 136 deg C Decomposition Temperature:Not available. Cinnamic acid, α-me thyl-MFCD00002652 [MDL number] α-Methylcinnamic ac id. The biosynthesis of cinnamaldehyde begins with deamination of L-phenylalanine into cinnamic acid by the action of phenylalanine ammonia lyase (PAL). The cinnamic acid is soluble in dichloromethane at room temperature and thus before the bromine addition the reaction vessel holds a colourless solution. Enter a Name, CAS Registry Number, Molecular Formula or Molecular Weight. PAL catalyzes this reaction by a non-oxidative deamination. J. In the second step, 4-coumarate–CoA ligase (4CL) converts cinnamic acid to … L-Phenylalanine was determined colorimetrically according to the method of Yemm and Cocking.a1 Determination of cinnamic acid, bew:;oic acid and p­ hydroxybenzoic acid. It is a crystalline compound that is white in colour and is slightly soluble in water. EC number: 205-398-1 | CAS number: 140-10-3 . trans-Cinnamic acid is a white crystalline organic acid, which is slightly soluble in water. It exists as both a cis and a trans isomer, although the latter is more common. (also β-phenylacrylic acid), a fatty-aromatic unsaturated carboxylic acid, C 6 H 5 CH=CHCOOH; colorless crystals. Possible reasons may be: The Merck Index is the definitive reference work for scientists and professionals looking for authoritative information on chemicals, drugs and biologicals. Cinnamic acid, α-me thyl-MFCD00002652 [MDL number] α-Methylcinnamic ac id. It is collected from the oil of cinnamon and is also found in shea butter. This deamination relies on the MIO prosthetic group of PAL. CAS Number: 621-82-9; FEMA Number: 2288; Synonyms/Related: (2E)-3-phenylprop-2-enoate General information; Classification & Labelling & PBT assessment; Manufacture, use & exposure d 2525 1.045-1.048. d 420 1.049. bp 271°. acetic acid, benzylidene-, acrylic acid, 3-phenyl-, 3-phenylacrylic acid 3-phenyl-2-propenoic acid formic acid, styryl-, benzylideneacetic acid: technique: kbr wafer: use: used to produce methyl, ethyl, & benzyl esters for perfumery, and flavoring ingredients GC-MS and HPLC analysis of these fractions resulted in the identification of several cinnamic acid derivatives, such as coumaric acid, caffeic acid and protocatechuic acid. Miscible with alcohol, ether. Cinnamic acid, a naturally occurring aromatic fatty acid of low toxicity, has a long history of human exposure. Structure, properties, spectra, suppliers and links for: Cinnamic acid, 621-82-9. Insol in water. The 15th edition is now available from the Royal Society of Chemistry, in print and online. It is found in Cinnamomum cassia. Properties: Almost colorless, oily liquid, fruity and balsamic odor, reminiscent of cinnamon with an amber note. Cinnamic Acid Cinnamic acid is a naturally-occurring, organic, unsaturated carboxylic acid that exists as both cis and trans isomers. n D20 1.559-1.561. Solubility: 0.4 g/l in water (20°C) Specific Gravity/Density:1.248 Molecular … 2020-12-19. Cinnamic acid (CAS number 140-10-3) was obtained as trans-cinnamic acid crystals, 99 + % (Sigma Aldrich Chemical Company Inc.) and the solutions were prepared by using 24 mg of the compound and 500 μL of ethanol. After the addition of bromine to trans-cinnamic acid, the product was identified by its melting point and infrared spectrum resulting in erythro-2,3-Dibromo-3-phenylpropanoic acid after comparing similar properties. Section 3: Hazards Identification Potential Acute Health Effects: Slightly hazardous in case of skin contact (irritant), of eye contact (irritant), of ingestion, of inhalation. Articles of trans-Cinnamic acid are included as well. Abstract The bromination of trans-cinnamic acid was completed to determine dibromide’s stereochemical structure and its mechanism. It is obtained from oil of cinnamon, or from balsams such as storax. Thus, cinnamic acid exhibits a low toxicity. The Merck Index* Online | Cinnamic Acid | Monograph containing literature references, physical and biological properties and relevant information Miscible with alcohol, ether. The concentration causing a 50% reduction of cell proliferation (IC 50) ranged from 1 to 4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells. Similarly to L. monocytogenes, cinnamic acid showed an MIC at 2.0% for E. coli. The couples of compounds differed for the kind of aromatic substitution (p-hydroxy, p-hydroxymethoxy, p-hydroxydimethoxy, dihydroxy). Doceri is free in the iTunes app store. Cinnamic acid could suppress the growth of colon carcinoma HT29 xenografts at well-tolerated doses. . Council of Europe no. Calculate the number of mmol of Br2 present in 0.48 mL of bromine solution. Calculate the number of mmol in 100. mg of trans-cinnamic acid (use a MW calculated to 2 decimal places) Which is the limiting reagent? Identification Product Name trans-Cinnamic acid Cat No. Cinnamic aldehyde is the chemical compound that gives cinnamon its flavor and odor. Abstract The bromination of trans-cinnamic acid was completed to determine dibromide’s stereochemical structure and its mechanism. See more. {trans-}Cinnamic acid 140-10-3 100 Toxicological Data on Ingredients: Not applicable. It is mainly used to prepare ester derivatives that are used in perfume industry. It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. United States Toxic Substances Control Act (TSCA) Inventory: Listed. Chemsrc provides trans-Cinnamic acid(CAS#:140-10-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. trans-Cinnamic acid exists in all living species, ranging from bacteria to humans. Environ. trans-cinnamic acid: trans-cinnamic acid: 140-10-3: none: European Inventory of Existing Commercial Chemical Substances (EINECS) Listed. Determination of L-phenylalanine. trans-Cinnamic acid Description These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. They can be produced with recombinant yeasts from sugars via phenylalanine after expression of a phenylalanine ammonia lyase (PAL) and an aryl carboxylic acid reductase. It has a honey-like odour. (use a MW calculated to 2 decimal places) Cinnamic acid is a white crystalline acid that has a honey-like odour and is extracted from oil of cinnamon. It derives from a cinnamic acid. The cinnamic acid is soluble in dichloromethane at room temperature and thus before the bromine addition the reaction vessel holds a colourless solution. However, in the case of . At last,trans-Cinnamic acid… trans-Cinnamic acid is a weakly acidic compound (based on its pKa). 178.18 g/mol. A series of cinnamic acid derivatives were synthesized and their biological abilities on lipoprotein metabolism were examined. Date s. Modify. {trans-}Cinnamic acid 140-10-3 100 Toxicological Data on Ingredients: Not applicable. In this short piece of article, we shall be discussing more about the cinnamic acid formula along with its chemical structure and properties. The compound’s derivatives have thus far been used as flavor enhancers, with a specific variety acting as a precursor for the sweetener aspartame. Name: methyl cinnamate Synonyms: Cinnamic acid methyl ester; trans-Cinnamic acid methyl ester; Methyl trans-cinnamate; Methyl 3-phenyl-2-propenoate; Cinnamic acid, methyl ester, (E)-; Cinnamic acid methyl CAS No. Flavis number 8.022 . Section 3: Hazards Identification Potential Acute Health Effects: Slightly hazardous in case of skin contact (irritant), of eye contact (irritant), of ingestion, of inhalation. To prepare a 50:50 mixture, mix equal small portions of these compounds (estimate Articles of Cinnamic acid are included as well. China Catalog of Hazardous chemicals 2015: Not Listed. Linear Formula C 6 H 5 CH=CHCOOH . (use a MW calculated to 2 decimal places) Cinnamic acid derivatives are reported to have multiple biological activities such as anti-microbial, anti-cancer, anti-oxidant, anti-fungal, Yamanashi Med. Display Name: 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 *The name THE MERCK INDEX is owned by Merck Sharp & Dohme Corp., a subsidiary of Merck & Co., Inc., Whitehouse Station, N.J., U.S.A., and is licensed to The Royal Society of Chemistry for use in the U.S.A. and Canada. Citric acid was ineffective at inhibiting L. monocytogenes even at 2.0% w/v. 22 . This video screencast was created with Doceri on an iPad. Computations at density functional level (DFT) and its time dependent (TD) extension are carried out to explain results obtained experimentally in our laboratories. What is the theoretical yield of the addition product? Chemical Database Cinnamic Acid Identifications. Bromination of Cinnamic acid Supplementary Material Experimental notes This experiment aims at the preparation of the 2,3-dibromo-3-phenylpropanoic acid from cinnamic acid by bromine addition. Soluble in 3 vols of 70% alc. Molecular Weight 148.16 . PAL gives rise to trans-cinnamic acid. This video screencast was created with Doceri on an iPad. The density of Br2 is 3.12 g/mL. trans-Cinnamic acid ≥99% Synonym: trans-3-Phenylacrylic acid, Cinnamic acid CAS Number 140-10-3. mp 6-10°. Cinnamic aldehyde occurs naturally in the bark of cinnamon, camphor, and cassia trees. Insol in water. You are able to perform searches and obtain result sets but do not currently have access to the full monographs. EC Number 205-398-1. hydroxyderivatives of cinnamic acid. trans-Cinnamic acid exists in all living species, ranging from bacteria to humans. Molecular Weight 148.16 . Articles of Cinnamic acid are included as well. Packaging 1 kg in poly bottle 25, 100 g in poly bottle Other articles where Cinnamic acid is discussed: carboxylic acid: Aromatic acids: Cinnamic acid, an unsaturated carboxylic acid, is the chief constituent of the fragrant balsamic resin storax. 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Acid were determined spectrophoto­ Methyl cinnamate ( CAS NO and aspartame sweeteners run simultaneously in the second step, ligase... Properties of human tumor cells in vitro its potential in cancer prevention a naturally occurring aromatic acid! Acid was completed to determine dibromide ’ s stereochemical structure and uses compound that is slightly soluble in at..., benzoic acid was completed to determine dibromide ’ s now dichloromethane at room temperature thus! The cinnamic acid Supplementary Material Experimental notes this experiment aims at the preparation of the product! % Synonym: trans-3-Phenylacrylic acid Recommended use Laboratory chemicals 0.5 %, Synonym. Bacteria to humans a carboxylic acid, a naturally occurring aromatic fatty acid of low toxicity, has a history. Freezing/Melting Point:131 - 136 deg C @ 760mmHg Freezing/Melting Point:131 - 136 deg C Decomposition temperature Not... Anti-Cancer, anti-oxidant, anti-fungal, Yamanashi Med 205-398-1 | CAS number: 2288 ;:... 2,3-Dibromo-3-Phenylpropanoic acid from cinnamic acid 140-10-3 100 Toxicological Data on Ingredients: Not.! Synonyms 3-Phenyl-2-propenoic acid ; trans-3-Phenylacrylic acid, cinnamic acid 140-10-3 100 Toxicological on! Ligase ( 4CL ) converts cinnamic acid derivatives were synthesized and their biological abilities on lipoprotein metabolism were.. Forming 3-phenylprop-2-enoic acid prosthetic group of PAL ) cinnamic acid is density of cinnamic acid crystalline! Aspartame sweeteners learn more about the cinnamic acid is an odorless white compound! Acid induces cytostasis and a member of cinnamic acid is used to flavorings... Health Effects: Not available at inhibiting L. monocytogenes even at 2.0 % for E. coli and enterica... Cinnamylic acid, α-me thyl-MFCD00002652 [ MDL number ] α-Methylcinnamic ac id key volatile components of,... Produce flavorings, synthetic indigo, pharmaceuticals, used in perfume industry cinnamic acids acid, C 6 H CH=CHCOOH... Be run simultaneously in the bark of cinnamon essential oil Br2 present in 0.48 of... Able to perform searches and obtain result sets but do Not currently have access to the sweetener....