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Chemical compound
Cinnamic acid is an organic compound with the formula C6H5−CH=CH−COOH. It is a white crystalline compound that is slightly soluble in water, and freely
Cinnamic_acid
Chemical compound
p-coumaric acid can be found in carnauba wax. It is biosynthesized from cinnamic acid by the action of the P450-dependent enzyme 4-cinnamic acid hydroxylase
P-Coumaric_acid
Chemical compound
Rochester Institute of Technology. Beavis, R. C.; Chait, B. T. (Dec 1989). "Cinnamic acid derivatives as matrices for ultraviolet laser desorption mass spectrometry
Caffeic_acid
Any organic aromatic compound with a structure based on a phenylpropane skeleton
catechin, and phenylpropanoids. The coumaroyl component is produced from cinnamic acid. Phenylpropanoids are found throughout the plant kingdom, where they
Phenylpropanoid
Class of chemical compounds
derivatives of cinnamic acid. In the category of phytochemicals that can be found in food, there are: α-Cyano-4-hydroxycinnamic acid Caffeic acid – burdock
Hydroxycinnamic_acid
Index of chemical compounds with the same name
Coumaric acid is a phenolic derivative of cinnamic acid having a hydroxy group as substituent at one of the aromatic positions: o-Coumaric acid (ortho-coumaric
Coumaric_acid
Organic reaction developed by William Henry Perkin
in 1868 that is used to make cinnamic acids. It gives an α,β-unsaturated aromatic acid or α-substituted β-aryl acrylic acid by the aldol condensation of
Perkin_reaction
Chemical compound
photocycloadditions of cinnamic acid where the two trans alkenes react head-to-tail. The isolated stereoisomers are called truxillic acids. The preparation
Truxillic_acid
Class of enzymes
chemical reaction Cinnamic acid + NADPH + H+ O2 H2O p-Coumaric acid + NADP+ The four substrates of this enzyme are cinnamic acid, reduced nicotinamide
Trans-cinnamate 4-monooxygenase
Trans-cinnamate_4-monooxygenase
Chemical compound
Ethyl cinnamate is the ester of cinnamic acid and ethanol. It is present in the essential oil of cinnamon.[citation needed] Pure ethyl cinnamate has a
Ethyl_cinnamate
Chemical compound
gives rise to trans-cinnamic acid. In the second step, 4-coumarate–CoA ligase (4CL) converts cinnamic acid to cinnamoyl-CoA by an acid–thiol ligation. 4CL
Cinnamaldehyde
Organic compound (C6H5COOH)
to 20% of benzoic acid and 40% benzoic acid esters. In terms of its biosynthesis, benzoate is produced in plants from cinnamic acid. A pathway has been
Benzoic_acid
Chemical compound
o-Coumaric acid is a hydroxycinnamic acid, an organic compound that is a hydroxy derivative of cinnamic acid. There are three isomers of coumaric acids — o-coumaric
O-Coumaric_acid
Chemical compound
α-Phenylcinnamic acid is a phenylpropanoid, or, more specifically, a derivative of cinnamic acid. It has the formula C15H12O2 and appears as an off-white
Α-Phenylcinnamic_acid
Carboxylic acid with chemical formula CH2(COOH)2
chemical reaction. Malonic acid is used to prepare a,b-unsaturated carboxylic acids by condensation and decarboxylation. Cinnamic acids are prepared in this
Malonic_acid
Class of chemical compounds
are derived from non-phenolic molecules of benzoic and cinnamic acid, respectively. Phenolic acids can be found in many plant species. Their content in
Phenolic_acid
Chemical compound
Allocinnamic acid is a cis-isomer of cinnamic acid, into which the cinnamic acid is easily converted. Allocinnamic acid was first discovered by Carl Liebermann
Allocinnamic_acid
Chemical compound
3,4-Dimethoxycinnamic acid is a cinnamic acid derivative isolated from coffee beans. Andrade, P.B; Leitão, R; Seabra, R.M; Oliveira, M.B; Ferreira, M
3,4-Dimethoxycinnamic_acid
Chemical compound
investigating another component of storax, namely, cinnamic acid. They had found that cinnamic acid could be decarboxylated to form "cinnamene" (or "cinnamol")
Styrene
Chemical compound
ammonia-lyase (PAL) that converts L-phenylalanine to trans-cinnamic acid and ammonia. Gallic acid is formed from 3-dehydroshikimate by the action of the enzyme
Shikimic_acid
Chemical compound
cinnamate is the chemical compound which is the ester derived from cinnamic acid and benzyl alcohol. Balsam is the major producer of benzyl cinnamate
Benzyl_cinnamate
Chemical compound
α-Cyano-4-hydroxycinnamic acid, also written as alpha-cyano-4-hydroxycinnamic acid and abbreviated CHCA or HCCA, is a cinnamic acid derivative and is a member
Α-Cyano-4-hydroxycinnamic acid
Α-Cyano-4-hydroxycinnamic_acid
Chemical compound
single hydroxyl group on the aryl ring, which in turn is produced from cinnamic acid. The hydroxylation of the coumaryl ester, i.e. installing the second
Chlorogenic_acid
Balsamic resin from trees in genus Styrax
Sumatra. Unlike Siamese benzoin, Sumatran benzoin contains cinnamic acid in addition to benzoic acid. The aroma of benzoin Sumatra is described as sweet, spicy
Benzoin_resin
Organic compound with formula (CH3CO)2O
this chemistry, the Perkin reaction, was used for the production of cinnamic acid: (CH3CO)2O + C6H5CHO → C6H5CH=CHCO2H + CH3CO2H The carbonyl groups in
Acetic_anhydride
enzyme that transforms L-phenylalanine and tyrosine into trans-cinnamic acid and p-coumaric acid, respectively. Trans-cinnamate 4-monooxygenase (cinnamate
Phenylpropanoids_metabolism
Decarboxylase enzymes
decarboxylation of aromatic carboxylic acids such as ferulic acid and cinnamic acid. Fdc's are fungal homologues of the E. coli UbiD enzyme which is involved
Ferulic_acid_decarboxylase
Type of α-amino acid
derived from phenylalanine and tyrosine. Phenylalanine is converted to cinnamic acid by the enzyme phenylalanine ammonia-lyase. The genetic disorder phenylketonuria
Phenylalanine
Ionization technique
acid matrix and a 266 nm laser. Further improvements were realized through the use of a 355 nm laser and the cinnamic acid derivatives ferulic acid,
Matrix-assisted laser desorption/ionization
Matrix-assisted_laser_desorption/ionization
Chemical compound
Phenylpropanoic acid has a wide variety of uses including cosmetics, food additives, and pharmaceuticals. Phenylpropanoic acid can be prepared from cinnamic acid by
Phenylpropanoic_acid
Chemical compound
m-Coumaric acid is a hydroxycinnamic acid, an organic compound that is a hydroxy derivative of cinnamic acid. There are three isomers of coumaric acid – o-coumaric
M-Coumaric_acid
Class of enzymes
24) catalyzes the conversion of L-phenylalanine to ammonia and trans-cinnamic acid.: L-phenylalanine = trans-cinnamate + NH3 Phenylalanine ammonia lyase
Phenylalanine_ammonia-lyase
Species of plant
semi-deciduous. This plant produces phytotoxic cis-cinnamoyl glucosides and cis-cinnamic acid. The plant-growth inhibition characteristics can be used against diverse
Spiraea_thunbergii
Chemical compound
Phenylacetic acid (conjugate base phenylacetate) is an organic compound containing a phenyl functional group and a carboxylic acid functional group. It
Phenylacetic_acid
Principal curcuminoid of turmeric
Both use cinnamic acid as their starting point, which is derived from the amino acid phenylalanine. Plant biosynthesis starting with cinnamic acid is rare
Curcumin
Chemical compound
Sinapyl alcohol is an organic compound structurally related to cinnamic acid. It is biosynthetized via the phenylpropanoid biochemical pathway, its immediate
Sinapyl_alcohol
Chemical compound
Phenylpropiolic acid, C6H5CCCO2H, formed by the action of alcoholic potash on cinnamic acid dibromide, C6H5CHBrCHBrCO2H, crystallizes in long needles
Phenylpropiolic_acid
Species of flowering plant
saponins; the most prevalent alkaloid is trigonelline and coumarins include cinnamic acid and scopoletin. Research into whether fenugreek reduces biomarkers in
Fenugreek
Class of enzymes
the chemical reaction cinnamoyl-CoA + (R)-3-phenyllactic acid cinnamic acid + (R)-3-phenyllactyl-CoA The two substrates of this enzyme
Cinnamoyl-CoA:phenyllactate CoA-transferase
Cinnamoyl-CoA:phenyllactate_CoA-transferase
Southeast Asian fruit
compounds, including beta-damascenone, vanillin, phenylacetic acid, and cinnamic acid. Well over 200 cultivars have been developed from selected clones
Rambutan
Topics referred to by the same term
Cinnamate hydroxylase may refer to: Trans-cinnamate 2-monooxygenase Trans-cinnamate 4-monooxygenase This disambiguation page lists biology articles associated
Cinnamate_hydroxylase
Organic polymer, typically from plants
when soft, are known as 'oleoresins', and when containing benzoic acid or cinnamic acid they are called balsams. Oleoresins are naturally occurring mixtures
Resin
Chemical compound
distinctive odor described as "sweet, balsam, hyacinth, spicy, green, powdery, cinnamic" and is used in perfumery and as a deodorant. Cinnamyl alcohol is the starting
Cinnamyl_alcohol
Chemical compound
various plants. They are obtained by a photochemical cycloaddition from cinnamic acid, where the two trans alkenes react head-to-head. Ten stereoisomers are
Truxinic_acid
Species of flowering plant
ferulic acid (20.07 mg/g), p-coumaric acid (12.85 mg/g), cinnamic acid (5.14 mg/g), and gallic acid (1.03 mg/g). Nineteen components were found to makeup
Pittosporum_tobira
Chemical compound
obtained by E. Fischer (Ann. 1883, 221, p. 280) by heating ortho-hydrazine cinnamic acid, Benzydamine, commonly branded as Tantum Verde and Difflam, is the most
Indazole
Chemical compound
5-Hydroxyferulic acid is a hydroxycinnamic acid. It is a precursor in the biosynthesis of sinapic acid. Phenylalanine is first converted to cinnamic acid by the
5-Hydroxyferulic_acid
Chemical compound
like coumarin [and] which, he thinks, represents the methyl ketone of cinnamic acid.) Baeyer, Adolf (1866). "Ueber Condensation und Polymerie" [On condensation
Dibenzylideneacetone
Chemical compound
step of rosavin synthesis, PAL converts phenylalanine to cinnamic acid. From cinnamic acid, cinnamyl-CoA ester is formed through hydroxycinnamate: CoA
Rosavin
Chemical compound
phenylalanine, which produces cinnamic acid under the action of phenylalanine ammonia lyase (PAL). Cinnamic acid is catalyzed by cinnamic acid-4-hydroxylase (C4H)
Rutin
Index of plants with the same common name
name to the biblical Balm of Gilead. Balsams often contain benzoic or cinnamic acid or their esters. The Balsam of Matariyya was a substance famous as a
Balsam
Chemical compound
benzaldehyde with anhydrous sodium acetate and acetic anhydride yields cinnamic acid, while alcoholic potassium cyanide can be used to catalyze the condensation
Benzaldehyde
Chemical compound
Phenylalanine is lysated into cinnamic acid, followed by hydroxylation by cinnamate 4-hydroxylase to yield 4-coumaric acid. The 4-coumaric acid is again hydroxylated
Umbellic_acid
Resinous mixture produced by honey bees
Baccharis shrubs, and prenylated acids, such as 4-hydroxy-3,5-diprenyl cinnamic acid. Overall, flavonoids, phenolic acids, and phenolic aldehydes are common
Propolis
Chemical reaction which forms a cyclic molecule
photochemical dimerization of cinnamic acid. The two trans alkenes react head-to-tail, and the isolated isomers are called truxillic acids. Supramolecular effects
Cycloaddition
Chemical compound
acid. Piperonal Piperine Safrole Isosafrole Sesamol Piperonyl butoxide Cinnamic acid Paul M. Dewick. (2009). Medicinal natural products : a biosynthetic
Piperic_acid
Species of puffball fungus in the family Agaricaceae with a cosmopolitan distribution
contain cinnamic acid at a concentration of about 14 milligrams per kilogram of mushroom. The fruit bodies contain the pigment melanin. The amino acid lycoperdic
Lycoperdon_perlatum
Chemical compound
off an ammonia group and creates a carbon-carbon double bond, forming cinnamic acid. After this, the molecule can either go through a beta-oxidative pathway
Cathinone
Chemical compound
the transformation of phenylalanine into cinnamic acid mediated by phenylalanine ammonia-lyase. Cinnamic acid will then go through two rounds of oxidation
Silibinin
Genus of plants
an acid (lime or tamarind) – before being eaten. Colocasia leaves contain phytochemicals, such as anthraquinones, apigenin, catechins, cinnamic acid derivatives
Colocasia
Wine chemistry
phenolic acids such as benzoic, caffeic and cinnamic acids. The natural phenols are not evenly distributed within the grape. Phenolic acids are largely
Phenolic_content_in_wine
Group of chemical compounds
spectrum) recompose the color of the particular substance. Acylation with cinnamic acids of anthocyanidins shifted color tonality (CIE Lab hue angle) to purple
Naturally_occurring_phenols
Chemical compound
organic ammonium salt of cinnamic acid. The compound can be obtained via reaction of ammonia with aqueous solution of cinnamic acid. The compound is used
Ammonium_cinnamate
Chemical compound
which is deaminated by phenylalanine ammonia lyase (PAL) to form t-cinnamic acid. The para position of the ring is then hydroxylated by the cytochrome
Vanillin
strawberries, pineapple, coffee, sunflower, blueberries Cinnamic acid: cinnamon, aloe Ferulic acid: oats, rice, artichoke, orange, pineapple, apple, peanut
List of phytochemicals in food
List_of_phytochemicals_in_food
Amino acid metabolic disorder
an analogous enzyme that also breaks down Phe (to ammonia and trans-cinnamic acid). PEG-PAL was in Phase 2 clinical development as of 2015, but was put
Phenylketonuria
Species of plant
benzoic acid, chlorogenic acid, vanillic acid, caffeic acid, syringic acid, p-coumaric acid, sinapic acid, ferulic acid, cinnamic acid and flavonoid such as
Achillea_millefolium
English chemist known for his accidental discovery of the first synthetic dye (1838–1907)
coumarin, one of the first synthetic raw materials of perfume, and cinnamic acid. (The reaction used to make the last became known as the Perkin reaction
William_Henry_Perkin
Clear liquid secreted from glands in eyes of mammals
creatine), aromatic acids (cinnamic acid, o-Coumaric acid/m-Coumaric acid/p-Coumaric acid), carbohydrates (N-Acetylneuraminic acid), carnitines (acetylcarnitine
Tears
Chemical compound
starting material, which is converted to cinnamic acid by the PLP-dependent phenylalanine ammonia lyase. Cinnamic acid is oxidized by cinnamate-4-hydroxylase
Xanthohumol
Ester of a fatty acid and a fatty alcohol
in candles. The esters in carnauba wax consist of approximately 20% cinnamic acid derivatives, which may be related to the hardness of this wax. Wax esters
Wax_ester
Resin from the genus Liquidambar
Purified storax contains about 33–50% storesin, an alcoholic resin, 5–15% cinnamic acid, 5–15% cinnamyl cinnamate, about 10% phenylpropyl cinnamate, as well
Storax_balsam
Chemical reaction
condensation of N- hydroxymethylchloroacetamide and benzoic or cinnamic acid. This reaction entails an acid-catalyzed Electrophilic aromatic substitution amidoalkylation
Tscherniak-Einhorn_reaction
acid matrix and a 266 nm laser. Further improvements were realized through the use of a 355 nm laser and the cinnamic acid derivatives ferulic acid,
History_of_mass_spectrometry
Chemical compound
phenylpropanoid metabolic pathway. It is the thioester formed between cinnamic acid and coenzyme A. Cinnamoyl-CoA is produced in two enzymatically-catalysed
Cinnamoyl-CoA
Chemical compound
Groups of Fragrance Ingredients: 1) Related Esters and Alcohols of Cinnamic Acid and Cinnamic Alcohol, 2) Ionones, 3) Salicylates" (PDF). Food and Chemical
Benzyl_salicylate
Chemical compound
Phenylalanine is lysated into cinnamic acid, followed by hydroxylation by cinnamate 4-hydroxylase to yield 4-coumaric acid. The 4-coumaric acid is again hydroxylated
Methoxsalen
Growing mass of unorganized plant parenchyma cells
1007/BF00387429. PMID 24302203. S2CID 21074846. Peterson, M (2003). "Cinnamic acid 4-hydroxylase from cell cultures of the hornwort Anthoceros agrestis"
Callus_(cell_biology)
Chemical reaction in organic chemistry
über einige Derivate der Zimmtsäure" [Studies on some derivatives of cinnamic acid]. Annalen der Chemie und Pharmacie (in German). 154 (2): 137–171. doi:10
Glaser_coupling
Secondary metabolite
by phenylalanine ammonia lyase (PAL) forming cinnamic acid which is then oxidized to 4-hydroxycinnamic acid by cinnamate 4-hydroxylase. Chalcone synthase
Catechin
Carboxylic acids are organic acids characterized by a carboxyl (-COOH) functional group. The naming of these compounds is governed by IUPAC nomenclature
List_of_carboxylic_acids
Class of enzymes
chemical reaction cinnamic acid + NADPH O2 + H+ H2O o-coumaric acid + NADP+ The four substrates of this enzyme are cinnamic acid, reduced nicotinamide
Trans-cinnamate 2-monooxygenase
Trans-cinnamate_2-monooxygenase
Species of alga
Phenolic acids such as protocatechuic, p-hydroxybenzoic, 2,3-dihydroxybenzoic, chlorogenic, vanillic, caffeic, p-coumaric and salicylic acid, cinnamic acid and
Spongiochloris_spongiosa
Protein family
dipicolinic acid from dihydroxydipicolinic acid Phenylacrylic acid decarboxylase (EC 4.1.1.102), an enzyme which confers resistance to cinnamic acid in yeast
Flavoprotein
Bacterium responsible for difficult-to-treat infections in humans
investigated for their activity in inhibiting MRSA. Specifically, these are: cinnamic acid, cinnamyl cinnamate, ethyl cinnamate, benzyl cinnamate, styrene, vanillin
Methicillin-resistant Staphylococcus aureus
Methicillin-resistant_Staphylococcus_aureus
Chemical compound
cyclization of a cinnamic acid derivative. It is present in chicory and in many toxic and medicinal plants, in form of glycosides and caffeic acid conjugates
Aesculetin
of Rochester, New York. These photo-resistant resins are formed from cinnamic acid esters, with the most preferable being polyvinyl cinnamate. While they
KPR
Chemical compound
Phenylalanine is lyased into cinnamic acid, followed by hydroxylation by cinnamate 4-hydroxylase to yield 4-coumaric acid. The 4-coumaric acid is again hydroxylated
Umbelliferone
Free-energy relationship in organic chemistry
hydrolysis of substituted cinnamic acid ester in ethanol/water (+1.267) the ionization of substituted phenols in water (+2.008) the acid catalyzed esterification
Hammett_equation
Aromatic chemical compound
coumarin in plants is via hydroxylation, glycolysis, and cyclization of cinnamic acid.[citation needed] In humans, the enzyme encoded by the gene UGT1A8 has
Coumarin
Chemical compound
by condensation of coenzyme A derivatives of cinnamic acid or 4-hydroxycinnamic acid and the malonic acid. Table 1. Vapor pressures International Union
(E)-Stilbene
Camera parts, features and technologies
exposure to UV radiation. 4-methoxy benzaldehyde (MOBA) and 4-methoxy cinnamic acid are two transformation products of EHMC via dealkylation. The intermediate
UV_filter
ω-phenylalkanoic acids have long been known to occur in natural products. Phenylacetic, 3-phenylpropanoic and 3-phenylpropenoic (cinnamic) acids are found in
Phenyl_alkanoic_acids
Species of tree
calories and includes: Fruit pulp flavor components include zingiberene, cinnamic acid, dodecanal and dodecanol, resulting in spicy, earthy, fruity, and wine-yeast
Irvingia_gabonensis
Chemical reactions forming cocaine
formation of the cocaine diester is synthesized from phenylalanine via cinnamic acid. Benzoyl-CoA then combines the two units to form cocaine. The biosynthesis
Biosynthesis_of_cocaine
Chamomile flower oil and extract Chicory extract Chocolate Cinnamaldehyde Cinnamic acid Cinnamon leaf oil, bark oil, and extract Cinnamyl acetate Cinnamyl alcohol
List of additives in cigarettes
List_of_additives_in_cigarettes
Type of cotton
Naturally pigmented green cotton derives its color from caffeic acid, a derivative of cinnamic acid, found in the suberin (wax) layer which is deposited in alternating
Naturally_colored_cotton
tomatoes - produced from esterification of caffeic acid Cinnamic acid and its derivatives, such as ferulic acid - found in seeds of plants such as in brown rice
List_of_antioxidants_in_food
Synthesis of chemical compounds in an electrochemical cell
from reduction of cinnamic acid by electrolysis. An electrocatalysis by a copper complex helps reduce carbon dioxide to oxalic acid; this conversion uses
Electrosynthesis
Enzyme
(EC 2.4.1.177) is an enzyme that catalyzes the chemical reaction cinnamic acid + UDP-glucose UDP 1-O-trans-cinnamoyl-β-D-glucopyranose
Cinnamate beta-D-glucosyltransferase
Cinnamate_beta-D-glucosyltransferase
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