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6138-41-6,MFCD00077250
Catalog No.:AA003UZT

6138-41-6 | Trigonelline HCl

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1mg
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003UZT
Chemical Name:
Trigonelline HCl
CAS Number:
6138-41-6
Molecular Formula:
C7H8ClNO2
Molecular Weight:
173.5969
MDL Number:
MFCD00077250
SMILES:
C[n+]1cccc(c1)C(=O)O.[Cl-]
NSC Number:
66510
Properties
Properties
 
Form:
Solid  
MP:
~260 °C (dec.)  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
136  
Covalently-Bonded Unit Count:
2  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  

Literature

Title: Inhibition of Nrf2 alters cell stress induced by chronic iron exposure in human proximal tubular epithelial cells.

Journal: Toxicology letters 20181001

Title: The estrogenic effect of trigonelline and 3,3-diindolymethane on cell growth in non-malignant colonocytes.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20160101

Title: Pyridine metabolism in tea plants: salvage, conjugate formation and catabolism.

Journal: Journal of plant research 20121101

Title: Comparison of the formation of nicotinic acid conjugates in leaves of different plant species.

Journal: Plant physiology and biochemistry : PPB 20121101

Title: Trigonelline and other betaines in species of Laminariales.

Journal: Natural product communications 20120701

Title: Effects of genotype and environment on the contents of betaine, choline, and trigonelline in cereal grains.

Journal: Journal of agricultural and food chemistry 20120530

Title: Comparative genomics and functional analysis of the NiaP family uncover nicotinate transporters from bacteria, plants, and mammals.

Journal: Functional & integrative genomics 20120301

Title: Multi-parametric approach to identify coffee components that regulate mechanisms of gastric acid secretion.

Journal: Molecular nutrition & food research 20120201

Title: NMR based geographical characterization of roasted coffee.

Journal: Talanta 20120115

Title: Trigonelline: a plant alkaloid with therapeutic potential for diabetes and central nervous system disease.

Journal: Current medicinal chemistry 20120101

Title: Determination of trigonelline, nicotinic acid, and caffeine in Yunnan Arabica coffee by microwave-assisted extraction and HPLC with two columns in series.

Journal: Journal of AOAC International 20120101

Title: Identification of nutritional descriptors of roasting intensity in beverages of Arabica and Robusta coffee beans.

Journal: International journal of food sciences and nutrition 20111201

Title: Pyridine metabolism and trigonelline synthesis in leaves of the mangrove legume trees Derris indica (Millettia pinnata) and Caesalpinia crista.

Journal: Natural product communications 20111201

Title: Urinary N-methylpyridinium and trigonelline as candidate dietary biomarkers of coffee consumption.

Journal: Molecular nutrition & food research 20111101

Title: [Determination of trigonelline in coffee powder and instant coffee by ultrasonic extraction and high performance liquid chromatography].

Journal: Se pu = Chinese journal of chromatography 20111101

Title: Structure and in vitro antiparasitic activity of constituents of Citropsis articulata root bark.

Journal: Journal of natural products 20111028

Title: OAT2 catalyses efflux of glutamate and uptake of orotic acid.

Journal: The Biochemical journal 20110601

Title: Determination of betaines in vegetable oils by capillary electrophoresis tandem mass spectrometry--application to the detection of olive oil adulteration with seed oils.

Journal: Electrophoresis 20110601

Title: Organic and conventional Coffea arabica L.: a comparative study of the chemical composition and physiological, biochemical and toxicological effects in Wistar rats.

Journal: Plant foods for human nutrition (Dordrecht, Netherlands) 20110601

Title: Identification of H₂O₂ as a major antimicrobial component in coffee.

Journal: Food & function 20110501

Title: Nicotinamide metabolism in ferns: formation of nicotinic acid glucoside.

Journal: Plant physiology and biochemistry : PPB 20110301

Title: Determination of trigonelline in seeds and vegetable oils by capillary electrophoresis as a novel marker for the detection of adulterations in olive oils.

Journal: Journal of agricultural and food chemistry 20100714

Title: (1)H nuclear magnetic resonance metabolomics analysis identifies novel urinary biomarkers for lung function.

Journal: Journal of proteome research 20100604

Title: Quantitative determination of caffeine, formic acid, trigonelline and 5-(hydroxymethyl)furfural in soluble coffees by 1H NMR spectrometry.

Journal: Talanta 20100415

Title: [Determination of trigonelline in Trigonella foenum-graecum L. by hydrophilic interaction chromatography].

Journal: Se pu = Chinese journal of chromatography 20100401

Title: Acetylcholinesterase enzyme inhibitory potential of standardized extract of Trigonella foenum graecum L and its constituents.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20100301

Title: Development of a hydrophilic liquid interaction chromatography-high-performance liquid chromatography-tandem mass spectrometry based stable isotope dilution analysis and pharmacokinetic studies on bioactive pyridines in human plasma and urine after coffee consumption.

Journal: Analytical chemistry 20100215

Title: Pyridine salvage and nicotinic acid conjugate synthesis in leaves of mangrove species.

Journal: Phytochemistry 20100101

Title: Anti-diabetic effect of trigonelline and nicotinic acid, on KK-A(y) mice.

Journal: Current medicinal chemistry 20100101

Title: Acute effects of decaffeinated coffee and the major coffee components chlorogenic acid and trigonelline on glucose tolerance.

Journal: Diabetes care 20090601

Title: Anti-diabetic effects of pumpkin and its components, trigonelline and nicotinic acid, on Goto-Kakizaki rats.

Journal: Bioscience, biotechnology, and biochemistry 20090501

Title: Protective effects of coffee-derived compounds on lipopolysaccharide/D-galactosamine induced acute liver injury in rats.

Journal: The Journal of pharmacy and pharmacology 20090401

Title: High-dosage pyridoxine-induced auditory neuropathy and protection with coffee in mice.

Journal: Biological & pharmaceutical bulletin 20090401

Title: Simultaneous measurement of proline and related compounds in oak leaves by high-performance ligand-exchange chromatography and electrospray ionization mass spectrometry for environmental stress studies.

Journal: Journal of chromatography. A 20090213

Title: Quantitative investigation of trigonelline, nicotinic acid, and nicotinamide in foods, urine, and plasma by means of LC-MS/MS and stable isotope dilution analysis.

Journal: Journal of agricultural and food chemistry 20081210

Title: Changes in pyridine metabolism profile during growth of trigonelline-forming Lotus japonicus cell cultures.

Journal: Phytochemistry 20081201

Title: Coffee improves auditory neuropathy in diabetic mice.

Journal: Neuroscience letters 20080829

Title: Application of cryoprobe 1H nuclear magnetic resonance spectroscopy and multivariate analysis for the verification of corsican honey.

Journal: Journal of agricultural and food chemistry 20080723

Title: Biosynthesis of trigonelline from nicotinate mononucleotide in mungbean seedlings.

Journal: Phytochemistry 20080101

Title: Simple, sensitive, selective and validated spectrophotometric methods for the estimation of a biomarker trigonelline from polyherbal gels.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20071101

Title: Metabolic fate of nicotinamide in higher plants.

Journal: Physiologia plantarum 20071001

Title: Hydrophilic interaction chromatography coupled to nuclear magnetic resonance spectroscopy and mass spectroscopy--a new approach for the separation and identification of extremely polar analytes in bodyfluids.

Journal: Journal of chromatography. A 20070713

Title: Natural products isolated from species of Halgerda bergh, 1880 (Mollusca: Nudibranchia) and their ecological and evolutionary implications.

Journal: Journal of chemical ecology 20070601

Title: Antibacterial activity of coffee extracts and selected coffee chemical compounds against enterobacteria.

Journal: Journal of agricultural and food chemistry 20061115

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Formaldehyde and some fully n-methylated substances in boar seminal fluids. Short communication.

Journal: Acta biologica Hungarica 20060301

Title: [HPLC-MSn analysis of trigonelline and its metabolites in rat urine].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20060301

Title: Coffee consumption and development of type 2 diabetes.

Journal: JAMA 20051109

Title: Changes in trigonelline (N-methylnicotinic acid) content and nicotinic acid metabolism during germination of mungbean (Phaseolus aureus) seeds.

Journal: Journal of experimental botany 20050601

Title: [Transcriptional regulation of noeAB from Sinorhizobium meliloti 042BM].

Journal: Wei sheng wu xue bao = Acta microbiologica Sinica 20050601

Title: Anti-invasive activity of niacin and trigonelline against cancer cells.

Journal: Bioscience, biotechnology, and biochemistry 20050301

Title: Trigonelline is not responsible for the acute increase in plasma homocysteine following ingestion of instant coffee.

Journal: European journal of clinical nutrition 20040901

Title: [IE-HPLC analysis of trigonelline in Fructus Quisqualis].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20040201

Title: Effects of coffee components on the response of GABA(A) receptors expressed in Xenopus oocytes.

Journal: Journal of agricultural and food chemistry 20031217

Title: [Determination of trigonelline by HPLC and study on its pharmacokinetics].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20030401

Title: Changes in the concentration of trigonelline in a semi-arid leguminous plant (Prosopis laevigata) induced by an arbuscular mycorrhizal fungus during the presymbiotic phase.

Journal: Mycorrhiza 20030301

Title: Assessment of antimicrobial activity of hydrophilic betaines in osmotically stressed bacteria.

Journal: Antonie van Leeuwenhoek 20030101

Title: [Determination of trigonelline in Trigonella foenum-graecum by HPLC].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20020301

Title: Alkylpyridiniums. 1. Formation in model systems via thermal degradation of trigonelline.

Journal: Journal of agricultural and food chemistry 20020227

Title: Multivariate methods for characterization and classification of espresso coffees from different botanical varieties and types of roast by foam, taste, and mouthfeel.

Journal: Journal of agricultural and food chemistry 20011001

Title: Nonprotein amino acids in edible lentil and garden pea seedlings.

Journal: Amino acids 20010101

Title: Ilavenil S, et al. Trigonelline protects the cardiocyte from hydrogen peroxide induced apoptosis in H9c2 cells. Asian Pac J Trop Med. 2015 Apr;8(4):263-8.

Title: Joanna Folwarczna, et al. Effects of Trigonelline, an Alkaloid Present in Coffee, on Diabetes-Induced Disorders in the Rat Skeletal System. Nutrients. 2016 Mar; 8(3): 133.

Title: Ozçelik B, et al. Cytotoxicity, antiviral and antimicrobial activities of alkaloids, flavonoids, and phenolic acids. Pharm Biol. 2011 Apr;49(4):396-402.

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