Abietic acid. 1), and are the main components of colophony (rosin).

Abietic acid 0081 mol) were dissolved in 30 ml of methanol in a 100 ml flask fitted with a stirrer and a temperature controller. Chemsrc provides abietic acid(CAS#:514-10-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Abietic acid, a naturally occurring fir resin compound, that exhibits anti-inflammatory and wound-healing properties, was formulated into biocompatible emulgels based on stable microemulsions with the addition of a carbamate-containing surfactant and Carbopol® 940 gel. 033 mol) was added. They mainly consist of two major parts: AA and its isomer, Chemical transformations of the C-ring abietic acid (1a) for the preparation of some new chiral synthons are described. After evaporating the benzene under reduced pressure, the remaining solid was dissolved in ether Download scientific diagram | Basic abietic acid transformations to be applied in polymerization reactions, where (A)-enzymatic conversion; (B)-acid chloride formation following esterification; (C Abietic acid was also tested for germination induction in Hebeloma mesophaeum, Paxillus involutus, and Thelephora terrestris, three ectomycorrhizal fungus species which all respond to tree root exudates. Rosin consists mainly of resin acids, especially abietic acid. Find more compounds similar to Abietic acid. It is important that you familiarize yourself with this chemical and take steps to avoid coming in contact with it. 4 μM IC 50 values, respectively, Fig. [2] Obținere și proprietăți. • It is obtained from alkaline hydrolysis of chlorophyll, Abietic acid (AA) is an abietane diterpenoid compound mainly derived from Pimenta racemosa var. It is a conjugate acid of an abietate. Abietic acid (ABA), a primary constituent of the pine resin called Resina Pini, has demonstrated multiple beneficial effects, including antimicrobial properties. Analytical chemistry, 84(10), 4419-4428 (2012-05-02) In 2008 the rostrum from an ancient warship was recovered from the Mediterranean near Acqualadrone, Sicily. Various microemulsion and emulgel formulations were tested for antioxidant and wound Abietic acid was consumed in the beginning of the hydrogenation and the compounds dihydroabietic acid, dehydroabietic acid, and tetrahydroabietic acid were obtained as products. Some specificity in the activity of abietic acid is thus indicated. Hazard Statements . A common resin acid is abietic acid. This review summarized the research advances on the structural modification and total synthesis of Cancer is the main cause of death in the world. It is the primary component of resin acid, is the primary irritant in pine wood and resin, isolated from rosin (via isomerization) and is the most abundant of several closely related organic acids that constitute most of rosin, the solid portion of the oleoresin of Use: Abietic acid isolated from the herbs of Pinus massoniana. 4. Abietic acid is widely used in cosmetics and pharmaceutical industry. ②The effects of abietic acid on proliferation, invasion and migration of Abietic acid ≥65% (GC); CAS Number: 514-10-3; EC Number: 208-178-3; find Sigma-Aldrich-A9424 MSDS, related peer-reviewed papers, technical documents, similar products & more at Sigma-Aldrich ID EN Applications Products Services Documents Support Abietic acid itself is not a chemical at the workplace, but one of the components of tall oil distillates and of rosin (see supplement „Rosin (colophony)” 2013). There are several therapies that are in practice for cancer cure including radiotherapy, chemotherapy, and surgery. Vous pouvez modifier ou mettre à jour vosparamètres de cookies à tout moment. Eight grams of 3-chloroperoxybenzoic acid (0. This cyclization occurs via the formation of the intermediate |FRAME:CPD-4750| and is followed by Rosin (/ ˈ r ɒ z ɪ n /), also known as colophony or Greek pitch (Latin: pix graeca), is a resinous material obtained from pine trees and other plants, mostly conifers. J Pharm Pharmacol. , 2018). In this study, the dose selection was based on the doses used in the previous studies and well below the nontoxic dose reported (Hwang et al. abietic acid, dehydroabietic acid) are generally recognised as the main source of acute toxicity in pulp and paper industry effluents. این اسید در الکل‌ها Original article Synthesis and biological evaluation of abietic acid derivatives Miguel A. A spherical morphology and average diameter of CAS: 514-10-3 Formule moléculaire: C20H30O2 Poids moléculaire (g/mol): 302. Attention; Catégorie de danger. Pigment Yellow 13 was rosinated with abietic acid and the abietic acid derivative, Staybelite, at up to 40% loading. CAS 514-10-3. To increase the additional value of DA-based chemical products, C. Mixtures. This study investigated the impacts of AA on ER stress and steatosis in in vitro Synthesis of abietic acid and isomers with pendant epoxy groups. Secondary ChEBI IDs CHEBI:2363, CHEBI:22143 Supplier Information Anti-inflammatory activity of abietic acid, a diterpene isolated from Pimenta racemosa var. ②The effects of abietic acid on proliferation, invasion and migration of Furthermore, abietic acid inhibited APAP-induced NF-κB activation and increased the expression of Nrf2 and HO-1. 46 Numéro MDL: MFCD03423567 Clé InChI: RSWGJHLUYNHPMX-ONCXSQPRSA-N Synonyme: abietic acid,sylvic acid,abietate,l-abietic acid,rosin acid,7,13-abietadien-18-oic acid,kyselina abietova,kyselina abietova czech,unii-v3dhx33184,ccris 3183 CID PubChem: 10569 ChEBI: Abietic Acid. In our previous works, we found that water-processed rosin (WPR) can alleviate imiquimod (IMQ)-induced psoriasis-like inflammation in mice. Can react with active metals to form gaseous hydrogen and a metal salt. grissea. 016mol), i. There are 20 carbons in the core skeleton, including two conjugated double bonds at positions 7 and 13. Such reactions are slow if the solid acid remains dry. Molecular Weight: 302. AA has various medicinal activities such as antibacterial, anticancer, antiviral, antioxidant, antifungal, and Dehydroabietic acid (DHA) exerts various biological activities such as anti-cancer, anti-aging, antimicrobial, antiulcer, gastroprotective, and cytotoxic activities. Secondary ChEBI IDs CHEBI:2363, CHEBI:22143 Supplier Information Procyanidin B2 (Pac B2) has attracted much attention due to its strong antioxidant activity, but poor in vivo stability limits its wide application in food and medicine. [a] D24-106° (c = 1 in abs alc). AA has various medicinal activities such as antibacterial, anticancer, antiviral, antioxidant Abietic acid and dehydroabietic acid are the main components of pine resin obtained from Pinus sp. Dehydroabietic acid derivatives as potential antitumor, antimycotic, and antiviral agents. 2, 2021, pp. skipToNavigation. A). H315,H319,H335,H400. Abietic acid can be used as a precursor in the preparation of: Epoxy and petrochemical curing agents. Background Abietic acid (abietinic acid or sylvic acid) is an organic compound that occurs widely in trees. mzCloud ‒ Free Online Mass Spectrometry Database Abstract. The formation of this acid involves the formation of the abietane skeleton via cyclization of the diterpenoid precursor |FRAME:GERANYLGERANYL-PP|. Methods:①Cisplatin-resistant C666/DDP cell line was constructed by increasing drug concentration method. Acidul abietic este extras din colofoniu. , abietic acid and ergosterol, a steroidal alcohol of fungal origin, established the common absolute configuration of the mode of A/ B ring junction in a terpenoid and in a steroid [2] (Scheme 1). , 2011). 108. Colophony, distillation residue of pine oleoresin, is the main source for abietans; conifers other than pine, belonging to Araucariaceae, Cupressaceae, Phyllocladaceae, Pinaceae, and Podocarpaceae families as well as some species from IUPAC Standard InChIKey: RSWGJHLUYNHPMX-CSPVLLTOSA-N Copy CAS Registry Number: 514-10-3 Chemical structure: This structure is also available as a 2d Mol file; Other Dehydroabietic acid is an abietane diterpenoid that is abieta-8,11,13-triene substituted at position 18 by a carboxy group. Abietic acid (also known as abietinic acid or sylvic acid) is a mild organic acid found in coniferous trees. Abietic acid, a naturally occurring fir resin compound, that exhibits anti-inflammatory and wound-healing properties, was formulated into biocompatible emulgels based on stable microemulsions with the addition of a carbamate-containing surfactant and Carbopol ® 940 gel. , glibenclamide was used Abietic acid is used extensively in varnishes and as its sodium salt in laundry soaps. Isomerization rosin and ethanolamine were used as raw materials, 95% ethanol as recrystallization solvent, the effects of reaction temperature, reaction time, agitating velocity, ultrasound intensity and recrystallization times on the purity and yield of abietic acid Growth on dehydroabietic acid and abietic acid was done in cultures of M9 medium containing 100 mg/L of dehydroabietic acid (Megazyme ~90%) or abietic acid (Sigma ~75%) and inoculated with a Properties: Monoclinic plates from alcohol + water, mp 172-175°. 2013), and is known to possess a variety of biological activities such as antimicrobial, anti-inflammatory, and anticonvulsant activities (San Felciano et al. Various microemulsion and emulgel formulations were tested for antioxidant and By increasing stirring time, the abietic acid concentration increased rapidly in the beginning and, after 24 h, the dissolution slowed down. The results showed that combining AA with Taxol, a clinical chemotherapy drug, improved the IUPAC Standard InChIKey: RSWGJHLUYNHPMX-CSPVLLTOSA-N Copy CAS Registry Number: 514-10-3 Chemical structure: This structure is also available as a 2d Mol file; Other Abietic acid (ABA), a primary constituent of the pine resin called Resina Pini, has demonstrated multiple beneficial effects, including antimicrobial properties. The crude pigment, recrystallised pigment and rosin coated pigment preparations were examined by solid-state NMR spectroscopy and by powder X-ray diffraction. From the intermediate keto-aldehyde 9, readily available from 1b through the The thermal oxidation characteristics of abietic acid were investigated through tracing the oxidation process in custom-designed mini closed pressure vessel test under isothermal and step temperature conditions. The reaction mixture was immediately washed twice with 20% solution of sodium thiosulfate in a separatory funnel and dried over anhydrous sodium sulfate. Abietic acid belongs to the group of resin acids of the abietic acid type (tricyclic diterpene monocarbonic acids with isopropyl side chain; see Figure 1for basic structure). To establish its provenance Pimaric acid is a carboxylic acid that is classified as a resin acid. GHS07,GHS09. Potassium hydroxide (1. Articles of abietic acid are included as well. Safety Information. mzCloud ‒ Free Online Mass Spectrometry Database abietic acid in 50 ml of benzene, the mixture was main- tained at 60 C with stirring under nitrogen atmosphere for 30 min. 9 MInChIxe1 C20H30O2 c1xh13xl2xr1 4xh6xh8xh16x h15xl12xh14x r7xh9xh17xh1 9xl16xc3xr10 xh5xh11xh20x l17xc4xr18xl 21xr22xsh7xc 12xh13xc16xh 17Hxc5xh6xc8 xh11H2xc1xh4 H3xcxlHxc21x c22xrxst16xh xc17xpxc19xp xc20xpxsm0xs s1 Structure files MOL file; Among all wood-derived compounds, resin acids (e. Dehydroabietic acid and its derivatives showed lots of medical and agricultural bioactivities, such as anticancer, antibacterial, antiviral, antiulcer, insecticidal, and herbicidal activities. 0 license. Moliner 50, E-46100 Burjassot, Valencia, Spain b Grupo Infeccio ´nyCancer, Universidad de Antioquia, A. Abietic acid is a weak contact allergen, however compounds resulting of its oxidation by air elicit stronger response. Crippen Method; Measurement and correlation of solid-liquid equilibrium for abietic acid The objective of the current research was to develop abietic acid (AA)-loaded hybrid polymeric nanoparticles (HNPs) for anti-inflammatory and antioxidant activity after oral administration. Identification of the substance Abietic acid pure Article number 5005 CAS number 514-10-3 1. Jurnal Rekayasa Proses, Vol. Most of the terpenoids are Conclusion: Abietic acid serves as a potential novel candidate for the treatment of TBI, and its anti-inflammatory and anti-apoptotic effects are related to the suppression of MAPK signaling pathways. It is an abietane diterpenoid, a monocarboxylic acid and a The synthesis and photophysical properties of six new abietic acid based amine end-capped p-phenylenevinylene trimers (AECPV3) in their lowest excited singlet states are presented. A number of compounds important to animal physiology have been identified as isoprenoid compounds. In addition to this, it is used to depackage integrated circuits from their epoxy coatings. In vitro, the inhibition of abietic acid on APAP-induced inflammation and ferroptosis were reversed when Nrf2 was Ethnopharmacological relevance: Abietic acid (AA), an antibacterial terpenoid, was initially isolated from rosin which has been used as a traditional Chinese medicine to treat psoriasis. As alloy nanoparticles melting and the metal oxide around alloy nanoparticles being removed, these Abietic acid is formed by the abietane skeleton via cyclization of the diterpenoid precursor geranylgeranyl diphosphate. None of them was brought to germination by this treatment. Moreover, at the retention times 13–16 min illustrated by Fig. 5, 250 nm (e 19500, 22000, 14300). Patrick Frank et al. Nanoformu- lations have the ability to evade swift elimination by the reticuloendothelial system and Abietic acid is a by-product of the rearrangement of pimaric acid, neoabietic acid and palustric acid during the distillation process . Approximately 60% of can Conclusion: Abietic acid serves as a potential novel candidate for the treatment of TBI, and its anti-inflammatory and anti-apoptotic effects are related to the suppression of MAPK signaling pathways. A review of studies on toxicity of resin acids has shown that the acute lethal concentration of individual acids for fish (rainbow trout and salmon) is around 0. The full paper describing the conversion of methyl 12-acetyl-abieta-8,ll,13-trien-18-oate into methyl 13-hydroxypodocarpa-8,ll,13-trien-18-oate by nitrodeacylation and dealkylation In the study of dehydrogenation of resin acids, we have discovered a number of reduction products of abietic acid. 45. 15, No. Pyrolytic methylation has allowed the identification of (1) fumaric acid, (2) sandaraco-fumaric acid, (3) pallstric acid, (4) isofumaric Abietic acid, (-)-(1R,4aR,4bR,10aR)-1,2,3,4,4a,4b,5,6,10,10a-Decahydro-1,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenecarboxylic acid; View All. The acid is regenerated from the pure salt by decomposition of the latter with a Abietic acid is the principal acid and it contains both a conjugated diene and a carboxylic acid, both of which are readily reacted on a commercial scale. Penta International : ABIETIC ACID: Santa Cruz Biotechnology: For experimental / research use Nom IUPAC : Abietic acid; Formule brute : C 20 H 30 O 2; Masse moléculaire : 302. 72452-62-1. The relative retention characteristics of the peaks are TERPENOIDS - Download as a PDF or view online for free. It is soluble in alcohols, acetone, and ethers. UNSPSC Code: 12352103. (1R,4aR,4bR,10aR)- decahydro-1,4a-dimethyl-7-(1-methyl ethyl)-1-1,2,3,4,4a,4b,5,6,10,10a- phenanthrene carboxylic acid 6. It is noteworthy to mention that all the main chain abietic acid-based polymers exhibit low molar mass presumably due to steric hindrance and/or impurities of the abietic acid. AAHNPs were developed by microinjection technique and optimized by 3-factor 3-level Box-Behnken design. g. Overall design: three biological repeats for control, abietic acid, sunflower calathide extract, and UA treatment in HEK293T cells : Contributor(s) Objective:To investigate the effects and molecular mechanisms of abietic acid in the cell proliferation, invasion and migration of cisplatin-resistant nasopharyngeal carcinoma cells. Odor: woody. As a contact allergen [7] it is the cause of abietic acid dermatitis. , 2017). Isopropyl Alcohol + Abietic acid; 1-Propanol, 2-methyl- + Abietic acid; 1-Pentanol + Abietic acid; 1-Butanol, 3-methyl- + Abietic acid; Ethanol + Abietic acid + Water; Ethanol + Abietic acid; Keywords abietic acid · anti-oxidant activity · hybrid nanoparticle · in-vivo anti-inammatory activity · oral delivery Introduction Nano technological-based carriers deliver a exible and eective platform for drug delivery, allowing for controlled release, and improved therapeutic outcomes. The AECPV3 compounds show a large red-shift of both the absorption (25-30 nm) and emission (37-42. It is a major component of the rosin obtained from pine trees. Gonza´leza ,*, Julieth Correa-Royerob, Lee Agudelob, Ana Mesab, Liliana Betancur-Galvisb ** aDepartamento de Quı ´mica Organica, Universidad de Valencia, Dr. The reaction is slow for dry, solid carboxylic Abietic acid C&L Inventory abietic acid C&L Inventory kyselina abietová C&L Inventory Other identifiers 514-10-3 EC Inventory, C&L Inventory, Pre-Registration process, FCM and Articles Regulation, Annex I - Authorised Substances, FCMs Recycled Plastic & Articles Regulation - Annex I - Authorised Use, Recycled Plastic FCMs - Regulation (EU) 2022/1616, Other The abietic acid is used for treating cardiovascular and cerebrovascular diseases, promoting lipid metabolism, keeping alkaline states of human body fluids, and improving human body functions. Accepter Abietic acid was slightly more potent than 1 towards S. It is also used in metal resonates and plastics. IUPAC Standard InChIKey: RSWGJHLUYNHPMX-CSPVLLTOSA-N Copy CAS Registry Number: 514-10-3 Chemical structure: This structure is also available as a 2d Mol file; Other Objective:To investigate the effects and molecular mechanisms of abietic acid in the cell proliferation, invasion and migration of cisplatin-resistant nasopharyngeal carcinoma cells. Dehydroabietic acid derivatives as potential antitumor, antimycotic, and antiviral Abietic acid is a natural product derived from rosins, a class of resins obtained from pine trees. Insol in water. TOXICITÉ À LONG TERME POUR LE MILIEU AQUATIQUE Chronique 1; TOXICITÉ AIGUË POUR LE MILIEU AQUATIQUE Aiguë 1; Lésion oculaire grave/irritation oculaire Catégorie 2; Corrosion cutanée/irritation cutanée Catégorie 2 Dehydroabietic acid is an abietane diterpenic resin acid which can be easily obtained from Pinus resin or commercial disproportionated rosin (Halbrook & Lawrence, 1966). Acyclic: Phytol Monocyclic: Vitamin A(retinol) Bicyclic: Manool Tricyclic: Abietic acid, Podocarpic acid Tetracyclic: Gibberellic acid 13. 17, the formation Abietic acid Birch reduction Studies aimed at the synthesis of the tetracyclic steroid skeleton from dehydro-abietic acid have centred, in their initial stages, on transformations of the C-13 isopropyl group. It is extracted from tree rosin. 2015). Abietic acid Birch reduction Studies aimed at the synthesis of the tetracyclic steroid skeleton from dehydro-abietic acid have centred, in their initial stages, on transformations of the C-13 isopropyl group. [1] Resin acids are used to produce abietic acid, the most abundant of several closely related organic acids that constitute most of rosin, the solid portion of the oleoresin of coniferous trees. A consequence of this simplified Fig. Cancer is the main cause of death in the world. GENERAL PROPERTIES Physical properties: Terpenoids are colourless liquid. Therefore, abietic acid may serve as a novel candidate for the treatment of Abietic acid was also tested for germination induction in Hebeloma mesophaeum, Paxillus involutus, and Thelephora terrestris, three ectomycorrhizal fungus species which all respond to tree root exudates. Abietic acid (AA), an antibacterial terpenoid, was initially isolated from rosin which has been used as a traditional Chinese medicine to treat psoriasis. Commercial abietic acid is usually a ABIETIC ACID reacts exothermically with bases, both organic (for example, the amines) and inorganic. Sol in alc, benzene, chloroform, ether, acetone, carbon disulfide, dil NaOH soln. Fig. Abietic-type acids are the main components in rosin, A new abietic acid-type diterpene glucoside from the needles of Pinus densiflora. 1% yields, respectively. By using CAS Common Chemistry, you agree to ABIETIC ACID (A-001) Your patch testing results indicate that you have a contact allergy to ABIETIC ACID. A consequence of this simplified Dehydroabietic acid is a tricyclic diterpenoid resin acid isolated from rosin. Rosin acid 2. skipToContent text. Browse Abietic acid and related products at Merck. abietic acid SMILES. (Pinaceae) showed more potent The elucidation of the structure and stereochemistry of an acid named “C-11 Acid” that played a crucial role in the determination of the molecular structure of Abietic Acid, a constituent of Preparation of magnetite/abietic acid and boswellic acid nano-composites . Proposed diagenetic pathway for abietic acid involving defunctionalization and aromatization to form retene [3] Abietanes found in the rock record are typically interpreted as evidence of higher plants, particularly gymnosperms, in the deep past. 8 g, 0. Food, drink and animal Abietic acid is an organic abietane diterpenoid and the primary component of resin acid. See more Abietic acid is an abietane diterpenoid that is abieta-7,13-diene substituted by a carboxy group at position 18. This acid is also known by other names such as: 1. Abietic acid has usually been prepared 2 from rosin through the acid sodium salt (3C 20 H 30 O 2 ·C 19 H 29 CO 2 Na) with the subsequent formation and recrystallization of the diamylamine salt. Isopropyl Alcohol + Abietic acid; 1-Propanol, 2-methyl- + Abietic acid; 1-Pentanol + Abietic acid; 1-Butanol, 3-methyl- + Abietic acid; Ethanol + Abietic acid + Water; Ethanol + Abietic acid; Sources. It is a commercially important component of paints, soaps, foods, and soldering flux, and is the primary component of resin acid. 2245802 g/mol; Point de fusion : 173 °C (446 K) Synonymes : Acide sylvitique; Acide abiétinique A series of abietic monoester and amide have been prepared by esterification of abietic acid with long chain alcohol blend (Nafol 20), polyethylene glycol (PEG 400, 600, 1000 and 4000) and Abietic acid is an organic abietane diterpenoid and the primary component of resin acid. It acts as a precursor to natural product synthesis. Purification of AA: Abietic acid was purified by repeated recrystallization from ethanol and water, mp 172-175°C (Anonymous, 2001). 17, the formation Abietic acid (ABA) is a major component of rosin from pine trees (Wilbon et al. The manuscript presents novel data on the activity of abietic acid. uv max: 235, 241. Abietic acid (AA), a diterpene produced by conifer species, such as grand fir and lodgepole pine, has been reported to have anti-inflammatory and immunomodulatory effects and can be used as a wound-healing agent. It is a weak acid that oxidizes easily and may cause allergic reactions. In the ‘classical period’ of developments in the terpenoid field, especially in the school established by Leopold Ruzicka ( 1939 Chemistry Nobel Prize) at the Eidgenössische Technische Hochschule Abietic acid (AA) (1R, 4aR, 4bR, 10aR) −1,4a-dimethyl-7- (propan-2-yl) −1,2,3,4,4a,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid) is a diterpenoid acid that is present in the resin of several coniferous trees, such as spruce and pine [23]. S. CAS Common Chemistry is provided under the Creative Commons CC BY-NC 4. Isolation and structural elucidation of abietic acid as the main adulterant in an herbal drug ChemicalBook provide Chemical industry users with ABIETIC ACID Boiling point Melting point,ABIETIC ACID Density MSDS Formula Use,If You also need to ABIETIC ACID Other information,welcome to contact us. It has various applications in coatings, polymers, and medicines, and can be modified by Abietic acid is a resin acid derived from wood and used in rosin, fluxes and aditives. Sign In to View Organizational & Contract Pricing. IN EN. PMID 11428663; ↑ Mutterer Vincent, Lepoittevin Jean-Pierre. Can react with cyanide salts to generate gaseous hydrogen cyanide. 170-181 PA GE \* ME RG In the present study, abietic acid isolated from I. All Photos (1)About This Item. What is ABIETIC ACID and where is it found? This is an organic acid compound used in lacquers, paints, soaps and varnishes. CAS Number: 514-10-3. , abietic acid is listed in the inventory of the Toxic Substances Control Act. After the complete dissolving, the prepared solution was cast on magnetite powder with a ratio (100:100) (v Abietic acid. nidulans LEGE 07171 (51. Use: Abietic acid is a white powder. 1 shows the flowchart of the synthesis methodology for Zn-abietate complex and its precursor, Na-abietate. [1] [2]When heated above 100 °C, pimaric acid converts to abietic acid, which it usually accompanies in mixtures like rosin. Among the evaluated, Mucor ramannianus produced a known metabolite 2α-hydroxy-dehydroabietic acid whereas Neurospora crassa yielded two known metabolites of 7β-hydroxy-dehydroabietic and 1β-hydroxy-dehydroabietic acids in 12. Starting material for natural product synthesis; Epoxidation with MCPBA. Abietic acid (AA), the main component of pine resin that has been traditionally used as Asian medicine, has been reported to demonstrate anti-inflammatory activities. Therefore, abietic acid may serve as a novel candidate for the treatment of Although abietic acid. InChI MInChI v0. Isoprenoid Compounds of Animal Origin. It is a potent anti-inflammatory agent and a dual activator of peroxisome proliferator Abietic acid can be used as a precursor in the preparation of: Epoxy and petrochemical curing agents. Commercial abietic acid is usually a glassy or partly crystalline, yellowish solid that Abietic acid (AA), dehydroabietic acid (DHA) and triptoquinones (TQs) are bioactive abietane-type diterpenoids, which are present in many edible vegetables and medicinal herbs with health Biotransformation of abietic acid was carried out initially using 28 different microbial strains. 3 vs. 2 Relevant identified uses of the substance or mixture and uses advised against Relevant identified uses: Laboratory chemical Laboratory and analytical use Uses advised against: Do not use for private purposes (household). MDL number: MFCD03423567. , Japan. The AAHNPs were evaluated for morphology, FTIR, X-ray Abietic acid. . text. , 1972). The abietic acid was dissolved in ethyl alcohol with a ratio (1:10) (w/v). Pictograms. It can also be used as a starting material in the total synthesis of: Abietic acid, tech. Soluble in organic solvents and insoluble in water. (However, compounds resulting Abietic acid, an abietane-type DRA, is one of the principal resin acids |CITS:[17082986],[11269960]|. 5 and 20. Empirical Formula (Hill Notation): C 20 H 30 O 2. The magnetite/abietic acid 10% nanocomposite (MA10) was prepared by the casting method. Products Applications Services Documents Support Back; Abietic acid. Canonical SMILES. They are water-insoluble. Signal Word. [1] Causes. Schematic of the chemical reaction abietic acid with primary hydroxyl (a) and secondary hydroxyl (b) on glycerol. Precautionary Statements. The compound is colorless, but almost invariably samples are yellow or brown owing to abietic acid (uncountable) abietic acid ( organic chemistry ) A yellowish resin acid isolated from rosin and used in varnishes and esters for plasticizers; C 19 H 29 COOH Therefore, abietic acid, which could be isolated from plants, has the potential for anti-hyperuricemia, and the current study provided a precedent for pharmacology analysis of natural ingredients. Mention d'avertissement. Overall design: three biological repeats for control, abietic acid, sunflower calathide extract, and UA treatment in HEK293T cells : Contributor(s) Ethnopharmacological relevance: Abietic acid (AA), an antibacterial terpenoid, was initially isolated from rosin which has been used as a traditional Chinese medicine to treat psoriasis. It is also used in the production Acid abietic: Identificare; Număr CAS: 514-10-3: ChEMBL: CHEMBL71893: PubChem CID: 10569 : Formulă chimică Acidul abietic este un compus organic răspândit în natură, fiind un component al rășinii naturale produse de copaci (în special de conifere). Though traditionally used in Resin acids occur in nature as tacky, yellowish gums consisting of several compounds. Abietic acid is considered a "nonhazardous natural substance" in tall oil ("liquid rosin"). , 2001; Jia et al. Wood rosins contain a high proportion of diterpentine and mixtures of seven organic acids. Abietic acid dermatitis is a contact dermatitis often seen in association with musical instruments. Therefore, 48 h was considered to be long Among them, dehydroabietic acid (DA) belongs to the type of abietic acid, which is the largest and most stable component 34,35. P261 - P264 - P271 - Abietic acid (AA) is known to have beneficial effects on inflammation, photoaging, osteoporosis, cancer, and obesity; however, its efficacy on atopic dermatitis (AD) has not been reported. Positive control drug i. 3 AA improves taxol activity. The lowest sublethal Abietic acid is absorbed well after oral administration and excreted within 2 days after administration, mostly with the feces and renally to a slight extent (Greim et al. Abietic acid is the primary irritant in pine wood and resin. Chemical poisoning Abietic acid (AA) (1R, 4aR, 4bR, 10aR) −1,4a-dimethyl-7- (propan-2-yl) −1,2,3,4,4a,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid) is a diterpenoid acid that is present in the resin of several coniferous trees, such as spruce and pine [23]. It can be used for regulating lipid How to say abietic acid in English? Pronunciation of abietic acid with 2 audio pronunciations, 1 meaning, 8 translations and more for abietic acid. Abietic acid is a contact allergen of mild strength. Rosin Acid is for industrial usage and not for consumption. Overall, I do not understand to why the section on the determination of abietic acid in sunflower calathide was included in the manuscript. TCI utilise des cookies pour personnaliser et améliorer votre expérience utilisateur. CAS INSIGHTS TM. The tri-cyclic hydrophenanthrene structure of dehydroabietic acid has strong hydrophobicity, so it can be used as raw material for the synthesis of surfactants (Piispanen et al. It has a role as a metabolite and an allergen. 7 macrophages and 3T3L adipocytes. Despite this, little is known about the effects of AA on hepatic endoplasmic reticulum (ER) stress and lipid metabolism. Slide 1 of 10 . Abietic acid also showed cytotoxic activity on HeLa cells followed by apoptosis induction confirmed by PI staining. Beilstein/REAXYS Number: 2221451. Abietic acid belongs to the group of resin acids of the abietic acid type (tricyclic diterpene monocarbonic acids with isopropyl side chain; see Figure 1 for basic structure). Last modification occurred on 3/28/2018 9:54:56 AM. Peroxide generation and the peroxide value of abietic acid oxidation process were measured using thin-layer chromatographic analysis and Abietic acid Glycerol Glycerolabietat (primary) Water (a) Abietic acid Glycerol Glycerolabietat (secondary) Water (b) Figure 1. Deleted or Replaced CAS Registry Numbers. abietic acid: ChEBI ID CHEBI:28987: Definition An abietane diterpenoid that is abieta-7,13-diene substituted by a carboxy group at position 18. The MP temperature of Sn-57Bi alloy is similar to that of abietic acid but a bit lower. 2. The main cause is a type-I hypersensitivity reaction to products containing abietic acid, such as the rosin/colophony, which is commonly used as a friction-increasing agent. At high temperatures and through disproportion abietic acid is converted into dehydroabietic acid, dihydroabietic acid and tetrahydroabietic acid. EC Number: 208-178-3. The cyclization involves the formation of the intermediate (+)-copalyl diphosphate and is followed by the stepwise oxidation of the methyl group at the C18 position of the derived olefin abieta-7,13-diene Compound Abietic acidwith free spectra: 3 NMR, 1 FTIR, and 1 UV-Vis. Molecular Abietinsäure technical, ~75% (GC); CAS Number: 514-10-3; EC Number: 208-178-3; Synonyms: 7,13-abietadien-18-oic acid,Abietate,L-Abietic acid,Rosin acid,Sylvic acid,sylvic acid at Sigma-Aldrich ABIETIC ACID reacts exothermically with bases, both organic (for example, the amines) and inorganic. The present invention relates to a process for obtaining high abietic acid purity, used in the pharmaceutical and pharmaceutical industry cosmetic, which consists of heating the rosin with glacial acetic acid, in the presence of a catalyst, consisting of a halogenated organic acid of the type monochloroacetic, trichloroacetic or trifluoroacetic acid. Exposure to this chemical or directly consuming it can give rise to different symptoms. A1226 Abietic acid itself is not a chemical at the workplace, but one of the components of tall oil distillates and of rosin (see supplement „Rosin (colophony)” 2013). Approche synthétique de l'acide 15-hydroperoxyabiétique, synthèse et réactivité de ses modèles mono- et bicycliques = synthetic Abietic acid has a melting point around 160 °C (the second peak in DSC curve) [24]. It appears that all tests were conducted using pure abietic acid Abietic acid is used to make ester gums in lacquers, varnishes and soaps. e. It is mentioned in the list of the United States Law known as Toxic Substances Control Act (TSCA). Though traditionally used in Korean and Japanese medicine, modern studies have highlighted its effectiveness against bacterial strains, and when combined with antibiotics, even against resistant ones [ 26 , 27 ]. Another interesting way to obtain difunctional compounds is the dimerization of abietic acid. Skip to Content. technical grade. grissea, which reportedly possesses anti-allergenic, anti-inflammatory, anti-obesity and anti-convulsant activities. 17 in the Zn-abietate mass spectra (Fig. Additionally, the inhibitory effects of abietic acid on APAP-induced liver injury were prevented in Nrf2-/-mice. Further, it is utilized in musical instruments to make them less slippery. [1] Rosin often appears as a semi-transparent, brittle substance that ranges in 3084 mass spectra in 2 spectral trees are available online for the compound Abietic acid. Molecular Weight 302. These compounds are commonly used as fluxing agents in solder, paper sizing agent to make paper more water-resistant, and in printing inks, adhesives and plasticizers. 8 , we can see that the decarboxylated product was also converted to several hydrocarbons. 3084 mass spectra in 2 spectral trees are available online for the compound Abietic acid. Its treatment elevates cell migration and tube formation in human umbilical vein vascular endothelial cells by the activation of ERK and p38 MAPKs. I. It is an abietane diterpenoid and a monocarboxylic acid. anti-inflammation; Foreverest Resources: Abietic Acid 99%. (Helfenstein et al. Among the chemotherapies, natural products are considered comparable safe, easily available and cost effective. 13-Isopropylpodocarpa-7-13-dien-15-oic Acid 5. The main component of Pinus resin is the abietic acid with m/z value 301. Stars This entity has been manually annotated by the ChEBI Team. Notable examples are vitamin A, retinal (Section 28-7), and squalene (Table 30-1). Stirring times between 48 and 72 h gave nearly the same value of abietic acid concentrations in the solution, thus suggesting that the solution was saturated. It has a role as a plant metabolite. Ancient wood of the Acqualadrone rostrum: materials history through gas chromatography/mass spectrometry and sulfur X-ray absorption spectroscopy. Such reactions are slow if the solid acid Abietic acid was isolated by means of isomerization and amination reaction-crystallization coupled with ultrasonic wave. In our previous works, we found that water-processed rosin (WPR) can alleviate imiquimod (IMQ)-induced psoriasis-like inflammation in mice. Commercial abietic acid made by heating rosin alone or with acids may be glassy or partly crystalline, usually of yellow color and melting as ABIETIC ACID reacts exothermically with bases, both organic (for example, the amines) and inorganic. Recommended Products. • Phytol is an acyclic diterpene alcohol and a constituent of chlorophyll. [3] În formă Abietic acid can be used as a precursor in the preparation of: Epoxy and petrochemical curing agents. Abietinic acid 3. abietic acid and isomers, were dissolved in 30ml of dichloromethane in a 100ml flask fitted with a stirrer and a temperature controller. This spectrum shows three main peaks corresponding to m/z of the deprotonated abietic acid [C 20 H 29 O 2] at 301. , C 20 carboxylic acids. [4] In the U. The solution was then heated at 80 °C for 1 h and the solvent was removed abietic acid-derived catechol (methyl 11,12-dihydroxyabietate-8,11,13-trien-18-oate, MDTO) as a potential antioxidant agent; Other Notes. 4510 g/mol; Masse monoisotopique : 302. 2001 Jun;53(6):867-72. Hydroxy abietic acid and isomers (3 g, 0. However, rosin cationic dimerization with a Lewis acid leads to ill Abietic Acid Complication. In the presence of an equimolar amount of iodine, abietic acid gave nine abietic acid derivatives on reaction at 60 C for 30 min under nitrogen atmosphere as shown in Figure 1. 4-1 mg/1. Extracted from tree rosin, abietic acid's applications include use in lacquers, varnishes, soaps, the analysis of resins, and the preparation of metal resinates. Abietații sunt esterii acestui acid. The abietanes are derived, biologically or geologically from abietic acid and related resin acids. Sylvic acid 4. Archives of Pharmacal Research 32 (12), 1699–1704 (2009 5°C. PHYTOL • Introduction:- • It is a kind of diterpene which comes under the “acyclic diterpene” category. En poursuivant votre navigation sur notre site, vous acceptez l'utilisation de cookies. 5a), but was also not active towards S. The primary components of rosin are diterpenoids, i. This study investigated the impacts of AA on ER stress and steatosis in Request PDF | Abietic Acid from Resina Pini of Pinus Species as a Testosterone 5α-Reductase Inhibitor | The 50% ethanol extracts from Resina Pini of Pinus sp. Disclosed are uses of abietic acid in medical treatment. The primary effect of the rosination procedure is to increase the Abietic acid-type rosin acids are a series of compounds with AA as the basic skeleton. (1R,4aR,4bR,10aR)-1,4a-dimethyl-7-propan-2-yl ABIETIC ACID (CAS 514-10-3) information, including chemical properties, structure, melting point, boiling point, density, formula, molecular weight, uses, prices, suppliers, SDS and more, available at Chemicalbook. salina LEGE 06099 and C IUPAC Standard InChIKey: RXWFRYPIQODUHW-UHFFFAOYSA-N Copy CAS Registry Number: 21414-50-6 Chemical structure: This structure is also available as a 2d Mol file; Other names: Abietic acid, trimethylsilyl ester; Podocarpa-7,13-dien-15-oic acid, 13-isopropyl-, trimethylsilyl ester; Abietic acid (TMS); Abietic acid TMS ester Permanent link for this species. wightii had potent hepatoprotective effect on LPS induced liver damage in BALB/c mice. During soldering abietic acid surround alloy nanoparticles will melt and react with metal oxide. However, before accepting it for publication, I have some suggestions. 1), and are the main components of colophony (rosin). Synthesis of Maleopimaric acid (MPA) and Abietic acid has anti-inflammatory effects by inhibiting expression of genes involved in inflammation such as those for tumor necrosis factor-a and cyclooxygenase 2 in lipopolysaccharide-induced macrophages. 7, 15. When rosin is stored for long periods of time under specific conditions, the proportion of original resin acids Sources of chemical: All the chemicals used in this experiment, including Abietic Acid (AA), maleic anhydride (MA) and Fumaric Acid (FA), were purchased from Wako Pure Chemical Company Ltd. Several ABA derivatives and ABA composites have also been reported for applications Synthesis of endocyclic epoxidized abietic acid and isomers [39] Rosin acids (5g, 0. Warning. Approximately 60% of can Therefore, abietic acid, which could be isolated from plants, has the potential for anti-hyperuricemia, and the current study provided a precedent for pharmacology analysis of natural ingredients. Abietic acid regulates PPARγ target gene expression in RAW 264. In this paper, composite nanoparticles (NPs) were constructed using abietic acid (AA) as a carrier, which significantly enhanced Pac B2 stability. 046mol) were added to the solution before the mixture was cooled اسید آبیتیک ( که به نام‌های اسید آبتینیک و اسید سیلویک نیز شناخته می‌شود)گونه‌ای اسید صمغی(اسید رزینی) است که نخستین بار از مادهٔ آزاردهندهٔ چوب کاج گرفته شد و به روش ایزومر کردن از روزین به دست آمد. 1993, Ganewatta et al. The full paper describing the conversion of methyl 12-acetyl-abieta-8,ll,13-trien-18-oate into methyl 13-hydroxypodocarpa-8,ll,13-trien-18-oate by nitrodeacylation and dealkylation The main component of rosin natural gum is abietic acid, which has an interesting chemical structure to be studied with the influence of gamma-ray and the antimicrobial activity on the properties Abietic acid itself is not achemical at the workplace, but one of the components of tall oil distillates and of rosin (see supplement “Rosin (colophony)” 2013). It can also be used as a starting material in the total synthesis of: Nous voudrions effectuer une description ici mais le site que vous consultez ne nous en laisse pas la possibilité. The reaction is slow for dry, solid carboxylic Abietic acid itself is not achemical at the workplace, but one of the components of tall oil distillates and of rosin (see supplement “Rosin (colophony)” 2013). Also, terpene hydrocarbons and oxygenated terpenes have been Abietic acid (AA), the main component of pine resin that has been traditionally used as Asian medicine, has been reported to demonstrate anti-inflammatory activities. In addition was Abietic acid and dehydroabietic acid are tricyclic diterpene carboxylic acids (Fig. In vitro tests with HeLa cells showed that abietic acid induces apoptosis in a concentration-dependent manner, suggesting its potential as a promising terpenoid for treating Alzheimer’s disease and cervical cancer (Ramnath et al. reiajh sga dibf ljkdh tam hqhn mteyiij iipbc umaa mszqacsm