C8H8O4 = 168.15. Manufacturing Process Analysis of Vanillic Acid Figure 63. FOIA. ATOM 12 1 C8x C 32.1765 -26.9975 2 C8x C 32.1765 -25.5947 3 C8y C 33.3689 -24.8933 4 C8y C 34.6314 -25.5947 CAS Number: 121-34-6. The crystal structure of the tinidazole-vanillic acid cocrystal is reported. Molecular Formula / Molecular Weight. Therefore, acetic acid is described as a much stronger acid than the other. Inhibitory effects of phenolic components of spruce hydrolysates, viz. These are tannins with a structure characterized by either of the following models. Manufacturing Cost Structure of Vanillic Acid Figure 62. Vanillic acid (CAS NO.121-34-6) is a benzoic acid derivative used as a flavoring agent. Vanillic Acid. IUPAC Standard InChIKey: UQZKEPFYTGMPKU-UHFFFAOYSA-N Copy CAS Registry Number: 2078-15-1 Chemical structure: This structure is also available as a 2d Mol file; Other names: Benzoic acid, 3-methoxy-4-[(trimethylsilyl)oxy]-, trimethylsilyl ester; m-Anisic acid, 4-(trimethylsiloxy)-, trimethylsilyl ester; 4,7-Bis(trimethylsilyl)vanillic acid; Vanillic acid, trimethylsiloxytrimethylsilyl ester; 4 . Vanillic acid (4-hydroxy-3-methoxybenzoic acid) is a dihydroxybenzoic acid derivative used as a flavoring agent. It is also an intermediate in the production of vanillin from ferulic acid.7 The largest amount of VA is found in the plant roots of Angelica sinensis.8 It has several Chemical structure: This structure is also available as a 2d Mol file Other names: Benzoic acid, 3-methoxy-4-[(trimethylsilyl)oxy]-, trimethylsilyl ester; m-Anisic acid, 4-(trimethylsiloxy)-, trimethylsilyl ester; 4,7-Bis(trimethylsilyl)vanillic acid; Vanillic acid, trimethylsiloxytrimethylsilyl ester; 4-TMS-Oxy-3-methoxybenzoic acid, TMS ester . The highest amount of vanillic acid in plants known so far . For research use only. Understanding the structure and dynamics of enzymes is important for a number of applications. This website uses technical necessary cookies (e.g. PubChem Substance ID. Vanillic acid ( 4-hydroxy-3-methoxybenzoic acid) is a dihydroxybenzoic acid derivative used as a flavoring agent. p-Coumaric acid. Additional Metadata. Ferulic acid. acid to vanillic acid and 4-hydroxy-3-methoxystyrene (6). Antidesma ghaesembilla is an important medicinal and food plant in many Asian countries. The carbon atoms in the chemical structure of Vanillic acid are implied to be located at the corner(s) and hydrogen atoms attached to carbon atoms are not indicated - each carbon atom is considered to be associated with enough hydrogen atoms to provide the . This entity has been manually annotated by the ChEBI Team. This MassBank Record with Accession BS003126 contains the MS2 mass spectrum of 'Vanillic acid' with the InChIKey 'WKOLLVMJNQIZCI-UHFFFAOYSA-N'. Molecular structure of liquid‐crystalline copolyesters of vanillic acid, 4‐hydroxybenzoic acid and poly(ethylene terephthalate) Vanillic Acid (CAS 121-34-6) Market 2021 Industry Report has been analyzed in detail along with all vital data to propose a strategic growth plan to assemble tactical business judgments. Vanillic Acid Industrial Chain Analysis Figure 64. Examples of Phenolic Acids. vanillic acid. National Institutes of Health. Type Small Molecule Groups Experimental Structure Product Name Vanillic acid Cat No. Vanillic acid inhibits NF-κB activation. Structure determination: Abstract: Vanillic acid is produced in significant quantities in forest fires and is used as a biomass burning tracer for softwood and hardwood combustion events. Vanillic acid 4-sulfate. In Vivo: Vanillic acid (30 mg/kg, ip, 1 h) inhibits Carrageenan-induced NF-κB activation. 121-34-6. Vanillic acid is a phenolic derivative, which is generally used as a flavoring agent in foods and drug products. Vanillic acid is a phenolic derivative, which is generally used as a flavoring agent in foods and drug products. Vanillic acid glucuronide belongs to the class of organic compounds known as hydrolyzable tannins. It is a flavouring and scent agent that produces a pleasant, creamy odour. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid . Stars. Vanillic Acid (C8H8O4) Vanillic Acid bmse000486 - Data bmse000614 - Data bmse010205 - Data. It exerts protective effects in isoproterenol induced cardiotoxic rats, has inhibitory effect on methylglyoxal-mediated glycation in apoptotic Neuro-2A cells via inhibition of glycation mechanisms including ROS, p38 and JNK, PKC and p47(phox). To our knowledge, the aforementioned method was used for the first time in green, clean synthesis. Gallic acid showed a two-step electrooxidation at 0.50 V and 0.82 V. Vanillic acid administration results in an increase accumulation of VA in the brain of mice (Suppl. Vanillin is an organic compound with the molecular formula ‹See Tfd› C 8 H 8 O 3.It is a phenolic aldehyde.Its functional groups include aldehyde, hydroxyl, and ether.It is the primary component of the extract of the vanilla bean.Synthetic vanillin is now used more often than natural vanilla extract as a flavoring agent in foods, beverages, and pharmaceuticals. Vanillic acid-4-O-glucuronide | C15H18O9 - PubChem. The energy framework analysis, together with inter­action energy calculations, indicates that the cocrystal inherits strong inter­actions from the individual components, which accounts for the enhanced thermal stability and reduced dissolution rate. Manufacturing Cost Structure of Vanillic Acid Figure 62. Log Octanol-Water Partition Coef (SRC): Log Kow (KOWWIN v1.67 estimate) = -1.01 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42): Boiling Pt (deg C): 438.83 (Adapted Stein & Brown method) Melting Pt (deg C): 184.02 (Mean or Weighted MP) VP (mm Hg,25 deg C): 2.88E-010 (Modified Grain method) Subcooled . NMR-STAR interactive viewer Structure file (mol/sdf): bmse000614.mol All files for bmse000614 Time Domain Data: bmse000614.zip. The gallic acid content of French wines and spirits can reach 31-38 mg/l [7]. Physical State (20 deg.C) Solid. We do not sell to patients. The bioavailability of vanillic acid was determined to be 30% in an experiment in which mice were given i.p. Average calculated value (ALOGPS 2.1) is 1.18 for vanillin, 1.24 for vanillic acid, 1.25 for caffeic acid, 1.42 for ferulic acid, and 1.53 for coumaric acid. A few of the examples of phenolic acids can be listed as follows: p-hydroxybenzoic acid (PHBA) Protocatechuic acid (PCA) Caffeic acid. Vanillic acid (VA, 4-hydroxy-3-methoxy-benzoic acid) is a phenolic derivative of edible plants and fruits; its structure is given in Fig. Vanillic acid is an antioxidant [31,32,33] and also has other preventive effects [34,35,36,37]. Although the acid is accountable for the production of vital organic compounds such as vanillin, vanillic acid, coniferyl alcohol, sinapic acid and curcumin, it primarily confers rigidity to plant cell wall (Kumar and Pruthi 2014). BMRB entry bmse000614 . In this paper we investigate the relationship between molecular structure of alkali metal vanillate molecules and their antimicrobial activity. Thus, Vanillic acid exerts protective effects in isoproterenol induced cardiotoxic rats due to its free radical scavenging, antioxidant and anti-inflammatory properties. Global Vanillic Acid Production Market Share Forecast by Region (2022-2027) Figure 67. A monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted by a methoxy group at position 3. In our continuous effort to develop new ligustrazine derivatives with neuroprotective effects, we attempted the synthesis of several ligustrazine-vanillic acid amide derivatives and screened their protective effect on the injured PC12 cells damaged by CoCl2. Department of Health and Human Services. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. 22 Peak blood levels of vanillic acid following this i.p. Ascorbic acid did not oxidize in the potential window studied. Vanillic acid Chemical Structure. Referring to the experimental data it . This study presents production of vanillin and vanillic acid (oxidized form of vanillin) through aerobic oxidation of Japanese cedar (Cryptomeria japonica) at 120 °C for 72 h in aqueous alkali solutions with several Bu4N+ and OH− concentrations (1.25, 2.50, and 3.75 mol/L), where Bu4N+ is an enhancer . Inhibitory effect on collagen fibrils using syringic and vanillic acid has been studied using varying biophysical techniques. Reaxys Registry Number. It is a flavoring and scent agent that produces a pleasant, creamy odor. Benzoic acid-derived phenolic compounds differing in the number and position of hydroxyl groups at the phenolic ring (p-hydroxybenzoic acid, 3,4-dihydroxybenzoic acid, vanillic acid, syringic acid, and GA) display differences in their capacity to establish redox interactions with α-tocopherol. Syringic acid The mRNA expression of (A) zonula occludens 1 (ZO-1), (B) occludin, and (C) claudin-1 was quantitated by real-time PCR, and the protein expression of (D) ZO-1, (E) occludin, and (F) claudin-1 was detected by immunohistochemical staining. It has a role as a plant metabolite. In contrast, Vanillic acid treatment at all three different concentrations (50, 100 and 200 μM) reduces (1.1-, 1.3- and 1.4-fold respectively) ROS levels, indicating that Vanillic acid is a potent antioxidant[2]. View the GISSMO record for this entry. It can be used in the synthesis of a well-known flavoring agent vanillin. Product Name: Vanillic Acid. Vanillic Acid Market report analyse the manufacturers with profile, main business, news, sales, price, revenue and market share. Manufacturing Process Analysis of Vanillic Acid Figure 63. Vanillic acid is a phenolic acid found in some forms of vanilla and many other plant extracts. The crystal structure of the tinidazole-vanillic acid cocrystal is reported. Then, with this biosensor, we use in vivo-directed evolution to optimize the . The counts for vanillic acid (m/z = 168.02) and 6C13 vanillic acid (m/z = 174.03) were normalized by rationing to the counts at m/z = 219.02 (P. chrysosporium) and m/z = 185.02 (S. cerevisiae). Distributors Profiles Figure 66. Next, we elucidate the structure of the Corynebacterium glutamicum VanR regulatory protein complexed with its inducer vanillic acid. Circular Dichroism and FT-IR studies clearly showed the changes in secondary structure of collagen with the increasing concentration of vanillic acid and syringic acid. A flavoring agent. session ID) and in addition the Matomo web analytics tool. Anti-inflammatory, antibacterial, and chemopreventive effects. namic acids. In this study, the oxidation of vanillic acid (VA) into protocatechuic acid (PCA) was investigated using montmorillonite KSF as inexpensive and environmentally benign solid acid, with peroxide hydrogen to afford excellent yields (more than 75%) endowed with high selectivity. Vanillic Acid report displays the competitive situation among the . Vanillic acid, isobutyl ester | C12H16O4 | CID 138947 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological . It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. It is an oxidized form of vanillin. Vanillic Acid report displays the competitive situation among the . Figure 61. A low level of the individual phenolic acid (vanillic acid, syringic acid and p-hydroxybenzoic acid were lower than 1.5, 2.0 and 3.0 g/L) did not affect the metabolism of glucose converted to ethanol (ethanol yield) in cell, but the rate of glucose uptake and ethanol productivity was limited by the cell growth rate, while high concentration of . Vanillic acid is a phenolic acid found in some forms of vanilla and many other plant extracts. Ten substances could be isolated from the dichloromethane and methanol extract: sitostenone (3), daucosterol (4), chavibetol (5), asperphenamate (6), protocatechuic acid (7), vanillic acid-4-O-β-D-glucoside (8), 1-O-β-D-glucopyranosyl-3-O-methyl-phloroglucinol (9), and aristolic acid II-8-O-β-D . It is a conjugate acid of a vanillate. It is also an intermediate in the production of vanillin from ferulic acid. The biotransformation of ferulic acid to vanillic acid by R. rubra cell-free extracts required CoA, ATP, and NAD+. Global Vanillic Acid Production Market Share Forecast by Region (2022-2027) Figure 67. The effect of ferulic acid (FA) and vanillic acid (VA) on the expression of tight junction proteins. To this end FT-IR, FT-Raman, UV absorption and <SUP>1</SUP>H, <SUP>13</SUP>C NMR spectra for lithium, sodium, potassium, rubidium and caesium vanillates in solid state were registered, assigned and analyzed. Usage Unit: G. Source: InChIKey. Vanillic acid is a flavoring agent found in edible plants and fruits. C 8 H 8 O 4. vanillic acid. The crystal structures of the antimicrobial drug tinidazole [TNZ; systematic name: 1-(2-ethylsulfonylethyl)-2-methyl-5-nitroimidazole, C 8 H 13 N 3 O 4 S] and the 1:1 cocrystal of TNZ with the naturally occurring compound vanillic acid (VA; systematic name: 4-hydroxy-3-methoxybenzoic acid, C 8 H 8 O 4), namely, the TNZ-VA cocrystal, were determined by single-crystal X-ray analysis at 100 K. : A12074 CAS-No 121-34-6 Synonyms Vanillic acid Recommended Use Laboratory chemicals. Search term: vanillic acid Ligand VA vanillic acid vanillic acid vanillic acid vanillic acid vanillic acid vanillic acid vanillic acid vanillic acid vanillic acid vanillic acid Information BRENDA The Comprehensive Enzyme Information System C) Refine search ««Results 1 - 100t43 CSV Its CSV Structure VA Contact login history all enzymes Vanillin is one of the industrially important compounds that can be produced from lignin. Figure 61. CAS No. Secondary ChEBI IDs. It is an oxidized form of vanillin. The chemical structures of the prepared diols were also confirmed by 13 C NMR spectroscopy as shown in Fig. Read full article at Wikipedia. Chemical structure: This structure is also available as a 2d Mol file Other names: Benzoic acid, 3-methoxy-4-[(trimethylsilyl)oxy]-, trimethylsilyl ester; m-Anisic acid, 4-(trimethylsiloxy)-, trimethylsilyl ester; 4,7-Bis(trimethylsilyl)vanillic acid; Vanillic acid, trimethylsiloxytrimethylsilyl ester; 4-TMS-Oxy-3-methoxybenzoic acid, TMS ester . CAS RN. 50 Phenolic structures with a single hydroxyl . Alcoholic beverages (wine and beer) have a different content of HBAs. National Library of Medicine. 2 : 3D structure of Vanillic acid (Overington and Al-Lazikani, 2012) Therapeutic Effects Oxidative stress and inflammatory response regulation A research literature reported that VA and its metabolite vanillyl have various pharmacological activities. Molecular Structure. 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