chondroitin sulfates

chondroitin sulfate C

CAS: 9007-28-7 C13 H21 N O15 S MW: 463.37037000

Identification

Namechondroitin sulfates
IUPAC(2S,3S,4S,5R,6R)-6-[(2R,3R,4R,5R,6R)-3-acetamido-2,5-dihydroxy-6-sulfooxyoxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylicacid
CAS Number9007-28-7
EINECS232-696-9
FDA UNII6IC1M3OG5Z
Molecular FormulaC13 H21 N O15 S
Molecular Weight463.37037000

Regulatory

FDA/DG SANTE Petitions, Reviews, NoticesGRN 666

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Flash Point 32.00 °F. TCC ( 0.00 °C. ) (est)
logP (o/w) -2.177 (est)
Soluble in water, 1e+006 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral Toxicityintravenous-mouse LD50 2340 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryfood additive, dietary supplements
Recommendation for chondroitin sulfates usage levels up tonot for fragrance use.
Recommendation for chondroitin sulfates flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

(2S,3S,4S,5R,6R)-6-[(2R,3R,4R,5R,6R)-3- acetamido-2,5-bis(oxidanyl)-6-sulfooxy-oxan-4-yl]oxy-3,4,5-tris(oxidanyl)oxane-2-carboxylic acid (2S,3S,4S,5R,6R)-6-[[(2R,3R,4R,5R,6R)-3- acetamido-2,5-dihydroxy-6-sulfooxy-4-oxanyl]oxy]-3,4,5-trihydroxy-2-oxanecarboxylic acid (2S,3S,4S,5R,6R)-6-[(2R,3R,4R,5R,6R)-3- acetamido-2,5-dihydroxy-6-sulfooxyoxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid (2S,3S,4S,5R,6R)-6-[(2R,3R,4R,5R,6R)-3- acetamido-2,5-dihydroxy-6-sulfooxyoxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylicacid blutal chondroitin sodium sulfate chondroitin sulfate C chondroitin sulfate from swine chondroitin sulfuric acids chondroitin sulphate chondroitinsulfate C chondroitinsulfurate chonsurid translagen PubMed: Polypyrrole coating on poly-(lactide/glycolide)-β-tricalcium phosphate screws enhances new bone formation in rabbits. PubMed: Arresting progressive atherosclerosis by immunization with an anti-glycosaminoglycan monoclonal antibody in apolipoprotein E-deficient mice. PubMed: Synthesis and detection of N-sulfonated oversulfated chondroitin sulfate in marketplace heparin. PubMed: One-hour screening of adulterated heparin by simplified peroxide digestion and fast RPIP-LC-MS(2). PubMed: The Anticancer Role of Capsaicin in Experimentallyinduced Lung Carcinogenesis. PubMed: Characterization of acidic polysaccharides from the mollusks through acid hydrolysis. PubMed: Isolation and characterization of monoclonal antibodies specific for chondroitin sulfate E. PubMed: Chondroitin Lyase from a Marine Arthrobacter sp. MAT3885 for the Production of Chondroitin Sulfate Disaccharides. PubMed: Stable nanoparticles prepared by heating electrostatic complexes of whey protein isolate-dextran conjugate and chondroitin sulfate. PubMed: Chemical characteristics and antithrombotic effect of chondroitin sulfates from sturgeon skull and sturgeon backbone. PubMed: Composition of glycosaminoglycans in elasmobranchs including several deep-sea sharks: identification of chondroitin/dermatan sulfate from the dried fins of Isurus oxyrinchus and Prionace glauca. PubMed: Comparative efficacy of chloramphenicol loaded chondroitin sulfate and dextran sulfate nanoparticles to treat intracellular Salmonella infections. PubMed: Production of chondroitin in metabolically engineered E. coli. PubMed: Glycosaminoglycans analogs from marine invertebrates: structure, biological effects, and potential as new therapeutics. PubMed: Chitin and chitosan composites for bone tissue regeneration. PubMed: Defining the role of common variation in the genomic and biological architecture of adult human height. PubMed: Fucosylated chondroitin sulfate from sea cucumber improves insulin sensitivity via activation of PI3K/PKB pathway. PubMed: Optimisation extraction of chondroitin sulfate from fish bone by high intensity pulsed electric fields. PubMed: Inhibitory effect of fucosylated chondroitin sulfate from the sea cucumber Acaudina molpadioides on adipogenesis is dependent on Wnt/β-catenin pathway. PubMed: Effect of swimming on clinical functional parameters and serum biomarkers in healthy and osteoarthritic dogs. PubMed: Fucosylated chondroitin sulfate from sea cucumber improves glucose metabolism and activates insulin signaling in the liver of insulin-resistant mice. PubMed: Extraction of aggrecan-peptide from cartilage by tissue autolysis. PubMed: Green synthesis of chondroitin sulfate-capped silver nanoparticles: characterization and surface modification. PubMed: Deer bone extract suppresses articular cartilage damage induced by monosodium iodoacetate in osteoarthritic rats: an in vivo micro-computed tomography study. PubMed: Increased expression of colonic Wnt9A through Sp1-mediated transcriptional effects involving arylsulfatase B, chondroitin 4-sulfate, and galectin-3. PubMed: KfoE encodes a fructosyltransferase involved in capsular polysaccharide biosynthesis in Escherichia coli K4. PubMed: Oversulfated chondroitin sulfate binds to chemokines and inhibits stromal cell-derived factor-1 mediated signaling in activated T cells. PubMed: Biochemical and atomic force microscopic characterization of salmon nasal cartilage proteoglycan. PubMed: Enzymatic and regulatory properties of the trehalose-6-phosphate synthase from the thermoacidophilic archaeon Thermoplasma acidophilum. PubMed: Method to detect contaminants in heparin using radical depolymerization and liquid chromatography-mass spectrometry. PubMed: Detection of keratan sulfate by immunological methods in commercial chondroitin sulfate preparations. PubMed: Luminescence response of an osmium(II) complex to macromolecular polyanions for the detection of heparin and chondroitin sulfate in biomedical preparations. PubMed: Melamine nanosensing with chondroitin sulfate-reduced gold nanoparticles. PubMed: Fucosylated chondroitin sulfate from sea cucumber in combination with rosiglitazone improved glucose metabolism in the liver of the insulin-resistant mice. PubMed: Homogalacturonans from preinfused green tea: structural characterization and anticomplementary activity of their sulfated derivatives. PubMed: Fucosylated chondroitin sulfate from Acaudina molpadioides improves hyperglycemia via activation of PKB/GLUT4 signaling in skeletal muscle of insulin resistant mice. PubMed: [Determination of chondroitin sulfate in food supplements by capillary zone electrophoresis]. PubMed: Characterization of currently marketed heparin products: key tests for LMWH quality assurance. PubMed: High-throughput differentiation of heparin from other glycosaminoglycans by pyrolysis mass spectrometry. PubMed: Ex vivo porcine model to measure pH dependence of chemical exchange saturation transfer effect of glycosaminoglycan in the intervertebral disc. PubMed: Transcriptional engineering of Escherichia coli K4 for fructosylated chondroitin production. PubMed: ROS-major mediators of extracellular matrix remodeling during tumor progression. PubMed: Dietary interventions for atopic disorders. PubMed: Depolymerization of fucosylated chondroitin sulfate from sea cucumber, Pearsonothuria graeffei, via 60Co irradiation. PubMed: Chondroitin sulfate, hyaluronic acid and chitin/chitosan production using marine waste sources: characteristics, applications and eco-friendly processes: a review. PubMed: [Microbial production of chondroitin sulfate: a review]. PubMed: Mass preparation of oligosaccharides by the hydrolysis of chondroitin sulfate polysaccharides with a subcritical water microreaction system. PubMed: Sequence analysis and domain motifs in the porcine skin decorin glycosaminoglycan chain. PubMed: The treatment with an anti-glycosaminoglycan antibody reduces aortic oxidative stress in a rabbit model of atherosclerosis. PubMed: Sulfation pattern of the fucose branch is important for the anticoagulant and antithrombotic activities of fucosylated chondroitin sulfates. PubMed: Extraction, purification and characterisation of chondroitin sulfate in Chinese sturgeon cartilage. PubMed: Symptom and structure modification in osteoarthritis with pharmaceutical-grade chondroitin sulfate: what's the evidence? PubMed: Oversulfated chondroitin sulfate inhibits the complement classical pathway by potentiating C1 inhibitor. PubMed: Capillary electrophoresis methods for the analysis of antimalarials. Part I. Chiral separation methods. PubMed: The heparin recall of 2008. PubMed: Chondroitin sulfate based nanocomplex for enhancing the stability and activity of anthocyanin. PubMed: Characterization of currently marketed heparin products: adverse event relevant bioassays. PubMed: Nutritional management of osteoarthritis. PubMed: Melatonin combined with exercise cannot alleviate cerebral injury in a rat model of focal cerebral ischemia/reperfusion injury. PubMed: Cell-Based Microscale Isolation of Glycoaminoglycans for Glycomics Study. PubMed: Complement C1 esterase inhibitor levels linked to infections and contaminated heparin-associated adverse events. PubMed: Sequence determination and anticoagulant and antithrombotic activities of a novel sulfated fucan isolated from the sea cucumber Isostichopus badionotus. PubMed: Erythrocytes express chondroitin sulphate/dermatan sulphate, which undergoes quantitative changes during diabetes and mediate erythrocyte adhesion to extracellular matrix components. PubMed: Exposure to common food additive carrageenan leads to reduced sulfatase activity and increase in sulfated glycosaminoglycans in human epithelial cells. PubMed: Ablation of NG2 proteoglycan leads to deficits in brown fat function and to adult onset obesity. PubMed: Lumican is a major small leucine-rich proteoglycan (SLRP) in Atlantic cod (Gadus morhua L.) skeletal muscle. PubMed: Concerted and adaptive alignment of decorin dermatan sulfate filaments in the graded organization of collagen fibrils in the equine superficial digital flexor tendon. PubMed: Effect of a dietary supplement containing glucosamine hydrochloride, chondroitin sulfate and quercetin glycosides on symptomatic knee osteoarthritis: a randomized, double-blind, placebo-controlled study. PubMed: Detection of possible economically motivated adulterants in heparin sodium and low molecular weight heparins with a colorimetric microplate based assay. PubMed: Sensitive detection of oversulfated chondroitin sulfate in heparin sodium or crude heparin with a colorimetric microplate based assay. PubMed: Diabetes results in structural alteration of chondroitin sulfate/dermatan sulfate in the rat kidney: effects on the binding to extracellular matrix components. PubMed: New and generic anticoagulants and biosimilars: safety considerations. PubMed: Characterization of currently marketed heparin products: reversed-phase ion-pairing liquid chromatography mass spectrometry of heparin digests. PubMed: Characterization of currently marketed heparin products: key tests for quality assurance. PubMed: Description of hypersensitivity adverse events following administration of heparin that was potentially contaminated with oversulfated chondroitin sulfate in early 2008. PubMed: Extraction, isolation and analysis of chondroitin sulfate glycosaminoglycans. PubMed: Bradykinin forming capacity of oversulfated chondroitin sulfate contaminated heparin in vitro. PubMed: Composition of OSCS-contaminated heparin occurring in 2008 in batches on the German market. PubMed: Assay of possible economically motivated additives or native impurities levels in heparin by 1H NMR, SAX-HPLC, and anticoagulation time approaches. PubMed: Synergistic chondroprotective effect of alpha-tocopherol, ascorbic acid, and selenium as well as glucosamine and chondroitin on oxidant induced cell death and inhibition of matrix metalloproteinase-3--studies in cultured chondrocytes. PubMed: Analysis of crude heparin by (1)H NMR, capillary electrophoresis, and strong-anion-exchange-HPLC for contamination by over sulfated chondroitin sulfate. PubMed: Quality of different chondroitin sulfate preparations in relation to their therapeutic activity. PubMed: The proteoglycan bamacan is a host cellular ligand of vaccinia virus neurovirulence factor N1L. PubMed: Evaluation and comparison of the antioxidative potency of various carbohydrates using different methods. PubMed: Determination of oversulfated chondroitin sulfate and dermatan sulfate impurities in heparin by capillary electrophoresis. PubMed: Lessons learned from the contamination of heparin. PubMed: Analysis of heparin sodium by SAX/HPLC for contaminants and impurities. PubMed: Screening of heparin API by near infrared reflectance and Raman spectroscopy. PubMed: Inhibition of Taq polymerase as a method for screening heparin for oversulfated contaminants. PubMed: Chondroitin sulfate extracted from ascidian tunic inhibits phorbol ester-induced expression of Inflammatory factors VCAM-1 and COX-2 by blocking NF-kappaB activation in mouse skin. PubMed: Quality assessment of unfractionated heparin using 1H nuclear magnetic resonance spectroscopy. PubMed: [Safety of health foods and importance of their origin]. PubMed: Contaminated heparin associated with adverse clinical events and activation of the contact system. PubMed: Potential glucosamine-warfarin interaction resulting in increased international normalized ratio: case report and review of the literature and MedWatch database. PubMed: Characterization and purification of glycosaminoglycans from crude biological samples. PubMed: EDC/NHS-crosslinked type II collagen-chondroitin sulfate scaffold: characterization and in vitro evaluation. PubMed: Thermal and storage stability of nutraceuticals in a milk beverage dietary supplement. PubMed: Glucosamine and chondroitin sulfate as therapeutic agents for knee and hip osteoarthritis. PubMed: Chitosan based hydrogel microspheres as drug carriers. PubMed: Nonheme iron absorption in young women is not influenced by purified sulfated and unsulfated glycosaminoglycans. PubMed: The utility of nutraceuticals in the treatment of osteoarthritis. PubMed: Glucosamine regulates differentiation of a chondrogenic cell line, ATDC5. PubMed: Identification of the origin of chondroitin sulfate in "health foods". PubMed: Acute and subchronic oral toxicity studies in rats of a hydrolyzed chicken sternal cartilage preparation. PubMed: Crystal structure of unsaturated glucuronyl hydrolase complexed with substrate: molecular insights into its catalytic reaction mechanism. PubMed: Osteoarthritis and nutrition. From nutraceuticals to functional foods: a systematic review of the scientific evidence. PubMed: Randomised double-blind, positive-controlled trial to assess the efficacy of glucosamine/chondroitin sulfate for the treatment of dogs with osteoarthritis. PubMed: Effect of bitter gourd and spent turmeric on constituents of glycosaminoglycans in different tissues in streptozotocin induced diabetic rats. PubMed: Sulfated polysaccharides derived from dietary seaweeds increase the esterase activity of a lymphocyte tryptase, granzyme A. PubMed: The efficacy of glucosamine and chondroitin sulfate in the treatment of osteoarthritis: are these saccharides drugs or nutraceuticals? PubMed: Sulfated glycosaminoglycans in the extracellular matrix of muscle tissue in Atlantic cod (Gadus morhua) and Spotted wolffish (Anarhichas minor). PubMed: Potentiation of T cell function by a marine algae-derived sulfated polymannuroguluronate: in vitro analysis of novel mechanisms. PubMed: Chronic barium intoxication disrupts sulphated proteoglycan synthesis: a hypothesis for the origins of multiple sclerosis. PubMed: Role of mast cells in gastrointestinal mucosal defense. PubMed: Naturocetic (glucosamine and chondroitin sulfate) compounds as structure-modifying drugs in the treatment of osteoarthritis. PubMed: Glucosamine and chondroitin sulfate supplementation to treat symptomatic disc degeneration: biochemical rationale and case report. PubMed: A size-exclusion HPLC method for the determination of sodium chondroitin sulfate in pharmaceutical preparations. PubMed: The bioavailability and pharmacokinetics of glucosamine hydrochloride and low molecular weight chondroitin sulfate after single and multiple doses to beagle dogs. PubMed: Galactosaminoglycan composition in chicken eggshell. PubMed: Extraction of glycosaminoglycans from chicken eggshell. PubMed: Extraction of Glycosaminoglycan Peptide from Bovine Nasal Cartilage with 0.1 M Sodium Acetate. PubMed: Argument against use of food additives for osteoarthritis of the hip. PubMed: Evidence of nutriceutical effectiveness in the treatment of osteoarthritis. PubMed: Sulfated glycosaminoglycans and collagen in two bovine muscles (M. Semitendinosus and M. Psoas major) differing in texture. PubMed: Nutraceuticals as therapeutic agents in osteoarthritis. The role of glucosamine, chondroitin sulfate, and collagen hydrolysate. PubMed: Infectious laryngotracheitis virus, an alpha herpesvirus that does not interact with cell surface heparan sulfate. PubMed: Isolation and characterization of proteoglycans from growing antlers of wapiti (Cervus elaphus). PubMed: Effects of dietary manganese on arterial glycosaminoglycan metabolism in Sprague-Dawley rats. PubMed: Isolation, characterization and localization of glycosaminoglycans in growing antlers of wapiti (Cervus elaphus). PubMed: Regulation of anti-HIV-1 activity of RANTES by heparan sulfate proteoglycans. PubMed: [The coronary artery structure and early atherosclerotic lesions of 80 young adults cases in the Ningbo fishing region]. PubMed: Heparan sulfate is essential to amphiregulin-induced mitogenic signaling by the epidermal growth factor receptor. PubMed: Cell-surface heparan sulfate proteoglycan mediates HIV-1 infection of T-cell lines. PubMed: Enzymatic lysis of sulfated glycosaminoglycans reduces the electrophoretic mobility of vascular endothelial cells.