BMRB entry bmse000607 ... NMR-STAR interactive viewer Structure file (mol/sdf): bmse000607.mol All files for bmse000607 Time Domain Data: bmse000607.zip. Mudanpioside C (CAS 172760-03-1, catalog no. LC-ESI-tandem MS and in silico ADMET analysis of ... Syringic acid is sequentially 0-demethylated to gallic acid under both sulfate and nitrate-reducing conditions before ring cleavage occurs. Syringic acid-O-hexoside was formed in at 13.89 min [16]. The p-coumaric acid undergoes for hydroxylation and oxymethylation and produces caffeic, and ferulic acids, respectively. This entity has been manually annotated by the ChEBI Team. On the one hand, some authors observed that pyrogallol was the main phenolic compound (951.27 mg/100 g) in Stevia products (dry base water extract), followed by 4-methoxybenzoic acid (33.80 mg/100 g), p-coumaric acid (30.47 mg/100 g), 4-methycatechol (25.61 mg/100 g), sinapic acid, and cinnamic acid [26]. Nitri-cation inhibition by syringic acid was also demonstrated in a paddy soil system, and the abundance of ammonia-oxidizing The tetrameric structure formed between water molecules and syringic acid in CAFSYR.4 H. 2. Syringic acid (SA, 4-Hydroxy-3,5-dimethoxybenzoic acid) has been identified in cucumber-cultivated soils, and had inhibitory effects on cucumber seedling growth [22,23]. Syringic acid glucoside. Compound Syringic acidwith free spectra: 11 NMR, 6 FTIR, 1 Raman, 2 UV-Vis, and 8 MS. Molecular Formula: C9H10O5. Syringic acid (CAS NO.530-57-4) is widely used in medicine, perfume, pesticide chemical and organic synthesis industry. Syringic acid is a naturally occurring O-methylated trihydroxybenzoic acid, a type of chemical compound. In preparation of food by smoking, syringol is the main chemical responsible for the smoky … The structure of salicylic acid, which is given as a common phenolic acid, can be illustrated as follows. Syringic acid Revision Date 18-Jan-2018 Harmonized System of Classification and Labeling of Chemicals (GHS). Syringic acid is a phenol present in some distilled alcohol beverages. CAS NO. In this work, these phenolic acids were investigated and correlated in two aspects. Syringic acid (>99% pure), whose chemical structure is The stability of two PAHs (pyrene and naphthalene) and benzoic acid and three of its derivatives (anthranilic acid, syringic acid, and salicylic acid) under subcritical water conditions was investigated and the results are discussed in … The route used for the semisynthesis of these derivatives is shown in Scheme 1. Entry STAR file: bmse010225.str. Among all proteasomes, the humanoid proteasome showed the highest degree of docking conformation and low inhibition constant (Ki). Syringic acid (>99% pure), whose chemical structure is It is also a product of microbial (gut) metabolism of anthocyanins and other polyphenols that have been consumed [1].Research suggests that phenolics from wine may play a positive role against oxidation of low-density lipoprotein (LDL), which is a key step in the development of atherosclerosis. The structural elucidation and co-crystallization of syringic acid. It is used for the preparation of poly (1,4-phenylene oxide). Syringic acid and its analogues were docked for the first time with the crystal structures of Β5 proteasome of diverse eukaryotic organisms. Furthermore, Swiss chard contains syringic acid that is found in the leaves of the vegetable. Synonym (s): 4-Hydroxy-3,5-dimethoxy-benzoic acid, 3,5-Dimethoxy-4-hydroxybenzoic acid, Gallic acid 3,5-dimethyl ether. Syringic acid 4-beta-glucopyranoside; Syringic acid glucoside. e molec-ular ion peak gives [M–H]− ion at m/z 169.0157 as a gal-lic acid, and fragment ion peak gives at m/z 125 ([gallic acid–H–CO 2] –). Results of antioxidant activity revealed that all the derivatives showed very good antioxidant potential. Synonyms. In the soil bacterium (Pseudomonas paucimobilis SYK-6), the metabolism of DDVA (biphenyl structure of lignin) and syringic acid (characteristic aromatic ring in hardwood lignin) proceeds via a common intermediate, 3-methylgallic acid. Structure for EE001670 (Syringic acid sulfate) e aglycone as well as the presence of the O-hexoside moiety was proven by the [M–H–162]− 500 mg: $135.00. Syringic acid Structure. English: Structure of Syringic acid; Cedar acid; Gallic acid 3,5-dimethyl ether; 4-hydroxy-3,5-dimethoxybenzoic acid 530-57-4 - JMSVCTWVEWCHDZ-UHFFFAOYSA-N - Syringic acid - Similar structures search, synonyms, formulas, resource links, and other chemical information. Syringic acid belongs to the lignin structure’s sinapyl monomer, which contains two methoxy, one hydroxyl and one carboxylic functional groups. Molecular Weight. In contrast, syringic acid is more specific to hardwood burning (Simoneit, 2002; Zangrando et al., 2013) while dehy-droabietic acid is the partially altered product from burning of co-nifers (Fu et al., 2009). MDL Number: MFCD00002552. polymerization of 1,4-diacetoxybenzene (HQ), 4-acetoxybenzoic acid (BA), and do-decanedioic acid (DA) was determined. Molecular Weight: 198.18 Molecular Formula: C9H10O5 Additional Metadata. Europe PMC is an archive of life sciences journal literature. Gallic acid (also known as 3,4,5-trihydroxybenzoic acid) is a trihydroxybenzoic acid with the formula C 6 H 2 3 CO 2 H. It is classified as a phenolic acid.It is found in gallnuts, sumac, witch hazel, tea leaves, oak bark, and other plants. Based on a literature review very few articles have been published on Syringic acid glucuronide. Then, two series of polymers based on HQ, BA, DA, and acetylated anillicv acid A)(AV or acetylated syringic acid (ASyA) were prepared by melt polycondensation. Syringic acid (3,5-dimethoxy-4-hydroxybenzoic acid), an o-disubstituted phenol derived from plants, was polymerized by HRP or SBP catalyst to produce poly(2,6-dimethoxy-1,4-oxyphenylene) having a carboxyl group at one end and a hydroxy group at the other end. Executive Summary. Figure 2.8. Description: Syringic acid is a potential antioxidant used in traditional Chinese medicine and is an emerging nutraceutical. Thus, the antimicrobial activity of hydroxybenzoic acids increased through substitution of a hydroxyl group with a methoxy group ( Table 1 ). Circular Dichroism and FT-IR studies clearly showed the changes in secondary structure of collagen with the increasing concentration of … Beside honey, honeybees (Apis mellifera L.) are able to produce many byproducts, including bee pollen, propolis, bee bread, royal jelly, and beeswax. DM0065), agnuside (CAS 11027-63-7, catalog no. Name Syringic acid Synonyms 4-Hydroxy-3,5-dimethoxybenzoic acid; 3,5-Dimethoxy-4-hydroxybenzoic acid Molecular Structure Hangzhou Jinlan Pharm-Drugs Technology Co.,Ltd is located in Hangzhou, Zhejiang Province. Authors: Sally Ralph, John Ralph, Larry L. Landucci. Concentration: 186.6 mg/ml (Source: John Ralph) Spectrometer: Bruker WM - 250 MHz. Go To: Top, Gas Chromatography, References, Notes Data compilation copyrightby the U.S. Name Syringic acid Synonyms 4-Hydroxy-3,5-dimethoxybenzoic acid; 3,5-Dimethoxy-4-hydroxybenzoic acid Molecular Structure Hangzhou Jinlan Pharm-Drugs Technology Co.,Ltd is located in Hangzhou, Zhejiang Province. FT-IR Condensed Phase. View the GISSMO record for this entry. It is a conjugate acid of a syringate. It exerts chemotherapeutic and chemo-sensitizing effects through an array of mechanisms including cell … ), is a small naturally occurring hydroxycinnamic acid.It is a member of the phenylpropanoid family. CAS No: 530-57-4Molecular Weight: 198.174Molecular Formula: C 9 H 10 O 5Names and Identifiers Properties Safety and Handling NMR Spectrum Synthesis Route Precursor and Product Computational chemical data 185 Suppliers. English: Structure of Syringic acid; Cedar acid; Gallic acid 3,5-dimethyl ether; 4-hydroxy-3,5-dimethoxybenzoic acid A new derivative of syringic acid, stageobester A (1) and two iridoid glycosides which including a new one, stageoboside A (2), were isolated from the roots of Stachys geobombycis. 530-57-4. Syringic acid 4-sulfate: Structure: MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure. Syringic acid-4-beta-D-glucopyranoside. Together with guaiacol, syringol and its derivates are characteristic products of pyrolysis of lignin, being derived from the thermal decomposition of the sinapyl alcohol monomer.As such, syringol is an important component of wood smoke.. It has a role as a plant metabolite. Maximised Survey-derived Daily Intakes (MSDI-EU): 1.20 (μg/capita/day) Modified Theoretical Added Maximum Daily Intake (mTAMDI): 3200 (μg/person/day) Threshold of … Close. The molecular structure of two dimers and one trimer, as well as their methylated or reductively acetylated derivatives, were identified by high-resolution mass and nuclear magnetic resonance (NMR) spectroscopy. Uses Food preparation. structures of PSMs and xenobiotics results in higher micropollutant degradation rates, and the occurrence of corresponding bacterial degradative genes. Availability: In stock. CAS No. View catalogue prices, chemical data, technical specifications and MSDS documents. Syringic acid (3,5-dimethoxy-4-hydroxybenzoic acid) is a by-product of lignin degradation, appearing in lignocellulosic hydrolysates, deconstructed lignin streams, and other agricultural products. Package Price Qty; 100 mg: $45.00. Sinapine. @article{osti_1818806, title = {Role of peracetic acid on the disruption of lignin packing structure and its consequence on lignin depolymerisation}, author = {Ma, Ruoshui and Sanyal, Udishnu and Olarte, Mariefel V. and Job, Heather M. and Swita, Marie S. and Jones, Susanne B. and Meyer, Pimphan A. and Burton, Sarah D. and Cort, John R. and Bowden, … To verify this, the present study analyses the influence of syringic acid, a plant secondary metabolite, on the bacterial degradation of an herbicide, 4-chloro-2-methylphenoxyacetic acid (MCPA). Syringic acid (SA) is a phenolic compound of natural origin. A dimethoxybenzene that is 3,5-dimethyl ether derivative of gallic acid. structure of phenolic acid extracts of S. sinuosa fruit water consists of isovanillic acid, 2-hydroxycinnamic acid, chlorogenic acid, caffeic acid, syringic acid, sinapinic acid, and ferulic acid obtained from the PubChem compound database (https//:www.pubchem. O. Syringic acid Toxicity Data With Reference 1. Dissolution profiles in water for caffeine and CAFCYA, CAFQUE and CAFSAL 37 . Their structures were elucidated on the basis of spectroscopic methods, including extensive NMR and MS spectra. CHEBI:68329 - syringic acid. Of these structures, syringic acid semisynthetic derivatives 2–6, assessed in this study, were selected for chemical synthesis. In addition, it was reported that the extracellular structure synthesized by Acetobacter xylinum assisted tissue repair in rats (Bielecki … Syringic acid is a phenol present in some distilled alcohol beverages. These derivatives were synthesized Showing all foods in which the polyphenol Syringic acid is found Food Composition It is a member of benzoic acids, a dimethoxybenzene and a member of phenols. 530-57-4. Syringic acid glucuronide belongs to the class of organic compounds known as coumarins and derivatives. Protocatechuate is also an intermediate in the metabolism of vanillate and p-hydroxybenzoic acid. DH0098), syringic acid (CAS 530-57-4, catalog no. Adding Natal plum to the Marula nut bar increased bioaccessibility of Cy-3-Sa, Cy-3-G, quercetin, coumaric acid, syringic acid and ferulic acid to 80.2% and 71.9%, 98.7%, 95.2%, 51.9% and 89.3%, respectively, compared to ingesting the Natal plum fruit or nut separately. A dimethoxybenzene that is 3,5-dimethyl ether derivative of gallic acid. Syringic acid can ameliorate L-arginine … Aromatic intermediates of ferulic and syringic acid metabo-lism were identified, and pathways of degradation under sulfidogenic and denitrifying conditions are proposed. Figure 2.7. CHEBI:68329 - syringic acid. It is a white solid, although samples are typically brown owing to partial oxidation. The actions of these … Structure of Salicylic Acid – One of the Simplest Phenolic Acids. This entity has been manually annotated by the ChEBI Team. structures, syringic acid semisynthetic derivatives 2–6, assessed in this study, were selected for chemical synthe-sis. CAS Number: 530-57-4. Sodium perchlorate is the inorganic compound with the chemical formula Na ClO4. denneanum (kerr), which is a tra-ditional Chinese medicine herb used for treatment of diabetes (Shen-ntonz’s Classic of Materia Medica). Syringic Acid (C9H10O5) Syringic Acid bmse000607 - Data bmse010206 - Data. The 72-h degradation sample spectra showed peaks of vanillin (RT 8.5), syringaldehyde (RT 13.5) and isovanillin (RT 9.3). Syringic acid (SYR), a derivative of hydroxybenzoic acid, is a plant secondary metabolite and known as a phenolic acid. denneanum (kerr),which is a traditional Chinese medicine herb used for treatment of diabetes (Shen-ntonz’s Classic of Materia Medica). Syringic acid can be prepared by selectively hydrolyzing (demethylating) eudesmic acid with 20% sulfuric acid. Adding Natal plum to the Marula nut bar increased bioaccessibility of Cy-3-Sa, Cy-3-G, quercetin, coumaric acid, syringic acid and ferulic acid to 80.2% and 71.9%, 98.7%, 95.2%, 51.9% and 89.3%, respectively, compared to ingesting the Natal plum fruit or nut separately. ncbi.nlm.nih.gov) in the SDF chemical-data file format. Sa´nchez-Maldonado, A. Schieber and M.G. Syringic acid is a dimethoxybenzene that is 3,5-dimethyl ether derivative of gallic acid. Molecular Formula. e aglycone as well as the presence of the O-hexoside moiety was proven by the [M–H–162]− This website uses technical necessary cookies (e.g. Soluble in methanol (50 mg/ml), water (5.78 mg/ml at 25°C), chloroform: methanol (1:1), ethyl … Fraction sorbed to airborne particulates (phi): 0.0379 (Junge,Mackay) Note: the sorbed fraction may be resistant to atmospheric oxidation Soil Adsorption Coefficient (PCKOCWIN v1.66): Koc : 12.39 Log Koc: 1.093 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]: Rate constants can NOT be estimated for this structure! Sodium perchlorate is the inorganic compound with the chemical formula Na ClO4. … The structural similarity of syringic acid to MCPA indicates that it may enhance the … Acetylation of AV and SyA was necessary to produce compatible monomers. Syringic acid (4-hydroxy-3,5-dimethoxybenzoic acid, PubChem CID: 10742, SA) is an active ingredient extracted from D. aurantiacum var. : 530-57-4. From: NMR Database of Lignin and Cell Wall Model Compounds. Combined solubility data and extractions from biomass are applied to demonstrate the relevance of the hydrotropy phenomenon displayed by ILs. Syringic acid, in turn, is a characteristic PSM of the Cucurbitaceae (Yoon, Chung & Thiruvengadam, 2015): plants known for their ability to take up a variety of organic xenobiotics from soil and translocate them to leaves and fruits (Greenwood, Rutter & Zeeb, 2011; Urbaniak et al., 2016). @article{osti_1818806, title = {Role of peracetic acid on the disruption of lignin packing structure and its consequence on lignin depolymerisation}, author = {Ma, Ruoshui and Sanyal, Udishnu and Olarte, Mariefel V. and Job, Heather M. and Swita, Marie S. and Jones, Susanne B. and Meyer, Pimphan A. and Burton, Sarah D. and Cort, John R. and Bowden, … It is a white crystalline, hygroscopic solid that is highly soluble in water and in alcohol. Syringic acid is a potential antioxidant used in traditional Chinese medicine and is an emerging nutraceutical. C15H20O10. Structure Search. Figure 2.9. AA Blocks. Systematic / IUPAC Name: 4-Hydroxy-3,5-dimethoxybenzoic acid. A chemical structure of a molecule includes the arrangement of atoms and the chemical bonds that hold the atoms together. EXPERIMENTAL SECTION Materials. ... p-coumaric, caffeic, ferulic, sinapinic acids, and syringic. This phenolic compound is famous antioxidant, and the presence of methoxy groups attached to the phenyl ring of the SYR structure helps it to play a role as a free-radical scavenging factor [ 5 , 12 ]. Syringic acid is a naturally occurring O-methylated trihydroxybenzoic acid, a type of chemical compound. formed, which is in the structure of malvidin. The full spectrum can only be viewed using a FREE account. This selection was based upon two criteria; the high docking score and the feasibility of chemical synthesis. 500 mg: $135.00. O reveal that carboxylic acid moieties in syringic acid and aromatic nitrogen atoms of caffeine form a heterosynthon with water. recycling after the recovery of syringic acid by the addition of water that acts as antisolvent. Syringic acid. Chemsrc provides Syringic acid(CAS#:530-57-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Combined solubility data and extractions from biomass are applied to demonstrate the relevance of the hydrotropy phenomenon displayed by ILs. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). The structure of a salicylic acid molecule is illustrated below. Syringic acid-O-hexoside was formed in at 13.89 min [16]. Syringic acid: Description: Syringic acid, also known as syringate or cedar acid, belongs to the class of organic compounds known as gallic acid and derivatives. Structure of Salicylic Acid. Molecular Weight: 198.1727. Single crystal structures were solved for three: SYRA (syringic acid), SNCT-E, … Natural Isotopic formula weight: 212.19928. Syringic acid is used as an inhibitor of poly (ethylene glycol) oxidation. Structure–function relationships of the antibacterial activity of phenolic acids and their metabolism by lactic acid bacteria A.F. Compound Syringic acidwith free spectra: 11 NMR, 6 FTIR, 1 Raman, 2 UV-Vis, and 8 MS. The first one was referred to their role against DPPH and hydroxyl radicals, considering the concentration detected in R. ferruginea extract. acid is mainly derived from the burning of herbaceous plants, whereas vanillic acid is derived from both softwood and hardwood combustion. Ayano Itoh et al. Phenolic acids are also found in the species of mushroom Basidiomycetes. The estimated vapour pressures of the identified compounds are in the range between 3.87 × 10 −11 mmHg at 25 ∘ C and 1.64 × 10 −5 mmHg at 25 ∘ C; the latter is lower than that for the syringic aldehyde, for example (6.49 × 10 −5 mmHg at 25 ∘ C), suggested as a biomass burning tracer by Simoneit et al. 35 . Syringic and cinnamic acids were previously identified as the major components on Rapanea ferruginea′s leaf extract. The second one considered their effects on … Salts and esters of gallic acid are termed "gallates". e molec-ular ion peak gives [M–H]− ion at m/z 169.0157 as a gal-lic acid, and fragment ion peak gives at m/z 125 ([gallic acid–H–CO 2] –). MALDI Matrix Compound Information. Based on the above observations, six structurally related monophenolic acids varying in hydroxyl substitution and sidechain groups, i.e., GA, syringic acid (SA), coumaric acid (CMA), caffeic acid (CFA), ferulic acid (FA), and chlorogenic acid (CA), were examined for their effects on MP conformation and gelation under GOx oxidative stress. 11. It is also a product of microbial (gut) metabolism of anthocyanins and other polyphenols that have been consumed [1].Research suggests that phenolics from wine may play a positive role against oxidation of low-density lipoprotein (LDL), which is a key step in the development of atherosclerosis. Custom Size: Get quote: Free Overnight Delivery on orders over $500. The CA group shows the same trend in that CA and modified CA both have low H 2 O 2 scavenging capabilities, while P-coumaric acid and modified P-coumaric acid have similarly increased antioxidant properties. View large 3D structure. Package Price Qty; 100 mg: $45.00. By losing two carbon-atoms cinnamic acid transformed into benzoic acid and its derivatives. It is a useful matrix for a wide variety of peptides and proteins. Individual Protection Measures, Such as Personal Protective Equipment Group of Matrix Compound : H ; Compound ID : 38; Compound Name : 4-Hydroxy-3,5-dimethoxybenzoic acid Trivial Name : Syringic acid High-quality images and the structure datafile of SYRINGIC ACID based on a decent quantum mechanical calculation have been prepared on this webpage, which are useful not only for further scientific research and development but also for preparing professional reports, articles, presentations, webpages, books, etc. Syringic acid (4-hydroxy-3,5-dimethoxybenzoic acid, PubChem CID: 10742, SA) is an active ingredient extracted from D. aurantiacum var. It has potential anti-angiogenic, anti-glycating, anti-hyperglycaemic,antimicrobial, fungitoxicity, neuroprotective, antimitogenic, chemo-sensitizing, anti-obesity, anti-inflammatory, anti-steatotic, and memory-enhancing properties. Caffeic acid (CA) and its phenethyl ester (CAPE) are naturally occurring hydroxycinnamic acids with an interesting array of biological activities; e.g., antioxidant, anti-inflammatory, antimicrobial and cytostatic. Linear Formula: HOC6H2(OCH3)2CO2H. Syringic acid is known for maintaining normal blood sugar levels. The structure of salicylic acid, which is given as a common phenolic acid, can be illustrated as follows. This is of the category: Monomers. 34 . ... p-coumaric, caffeic, ferulic, sinapinic acids, and syringic. Syringic acid. Moreover, syringic acid exhibited a dual inhibitory eect on ammonia monooxygenase (AMO), active in ammonium/ammonia oxidation, and on urease, active in urea hydrolysis. In addi … It derives from a gallic acid. Experiments with lipids lacking the phosphate group show a significant decrease in the membrane-altering effects indicating that specific phenolic–lipid interactions are critical in altering ion permeability. Natural occurrence. predicted for complete mineralization. EXPERIMENTAL SECTION Materials. recycling after the recovery of syringic acid by the addition of water that acts as antisolvent. View the Full Spectrum for FREE! Gallic acid and derivatives are compounds containing a 3,4,5-trihydroxybenzoic acid moiety. NMR-STAR interactive viewer. Syringic acid isolated from the herbs of Michelia spaerantha C.Y.Wu. Inhibitory effect on collagen fibrils using syringic and vanillic acid has been studied using varying biophysical techniques. Phenolic acids are also found in the species of mushroom Basidiomycetes. Syringic acid was also converted to 2,6-dimethoxybenzoquinone, and this monomer could not be further oxidized by the fungal enzyme. This selection was based upon two criteria; the high docking score and the feasibility of chemical synthesis. Sinapinic acid, or sinapic acid (Sinapine - Origin: L. Sinapi, sinapis, mustard, Gr., cf. Bulk Quote-Order Product. BRENDA Chemical structure of vanillic acid - Mozilla Fir BRENDA vanillic acid earch again for vanillic, acid Searc) hemical structure of vanillic acid HO go to... HOME Classic view ... syringic acid Synonyms: Contact login history all enzymes Results 1 to » JSME Search Options Select search type: Select maximal search time: Syringic acid is able to exist either in a neutral protonated state, i.e., carboxyl form, or in an anionic deprotonated state, i.e., carboxylate form. ID: Reference1269. High-resolution XPS analysis could also gave information about the elements and types of bonds present at sample surface (Table 4). In contrast, chlorogenic acid, syringic acid and p-coumaric acid showed no effect. CAS NO. CHEBI:167538. Buy GK8261 - Syringic acid (530-57-4) online from Glentham Life Sciences, a manufacturer and supplier of fine chemicals. The reported dissociation constant p K a 1 is 4.0 ( Almeida et al., 2014 ), 4.34 ( Wang et al., 2006 ), 4.33 ( Hyder and Jönsson, 2012 ) or 4.30~4.47 in 14%vol wine ( Erdemgil et al., 2007 ).
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