CAS 535-83-1

Trigonelline

Description:

Trigonelline, with the CAS number 535-83-1, is a naturally occurring alkaloid primarily found in coffee beans, fenugreek seeds, and various other plants. It is a derivative of niacin (vitamin B3) and is known for its role in plant metabolism. Trigonelline is a hygroscopic, white to pale yellow crystalline powder that is soluble in water and alcohol but insoluble in non-polar solvents. Its chemical formula is C7H7N1O3, and it has a molecular weight of approximately 155.14 g/mol. This compound exhibits various biological activities, including potential anti-diabetic, anti-inflammatory, and neuroprotective effects, making it of interest in nutritional and pharmaceutical research. Additionally, trigonelline contributes to the aroma and flavor profile of roasted coffee, as it breaks down into other compounds during the roasting process. Its antioxidant properties further enhance its significance in health-related studies, highlighting its potential benefits in human nutrition and disease prevention.

Formula: C₇H₇NO₂

InChI: InChI=1S/C7H7NO2/c1-8-4-2-3-6(5-8)7(9)10/h2-5H,1H3

InChI key: InChIKey=WWNNZCOKKKDOPX-UHFFFAOYSA-N

SMILES: C([O-])(=O)C1=C[N+](C)=CC=C1

Synonyms:

• 1-Methyl-1,2-Dihydropyridine-3-Carboxylic Acid
• 1-Methylpyridin-1-ium-3-carboxylate
• 1-Methylpyridinium-3-Carboxylate
• Betaine nicotinate
• Caffearine
• Coffearin
• Coffearine
• Gynesine
• N-Methylnicotinate
• N-Methylnicotinic acid
• Pyridinium, 3-carboxy-1-methyl-, hydroxide, inner salt
• Pyridinium, 3-carboxy-1-methyl-, inner salt
• Trigenolline

Trigonelline

CAS: 535-83-1

Trigonelline analytical standard provided with chromatographic purity, to be used as reference material for qualitative determination.

Formula: C₇H₇NO₂

Purity: (HPLC) ≥95%

Color and Shape: Powder

Molecular weight: 137.15

Ref: 11-1523

Trigonelline

CAS: 535-83-1

Other alkaloids,natural or reproduced by synthesis, and their salts, ethers,esters&other derivatives, nesoi

Formula: C₇H₇NO₂·H₂O

Color and Shape: White Powder

Molecular weight: 137.04768

Ref: 45-1686411

1-Methylpyridinium-3-carboxylate

CAS: 535-83-1

Formula: C₇H₇NO₂

Purity: 95%

Color and Shape: Solid

Molecular weight: 137.1360

Ref: IN-DA0039SM

Trigonelline

CAS: 535-83-1

Trigonelline

Purity: ≥95%

Molecular weight: 137.14g/mol

Ref: 54-BUP06313

1-Methylpyridin-1-Ium-3-Carboxylate

CAS: 535-83-1

1-Methylpyridin-1-Ium-3-Carboxylate

Purity: 99%

Molecular weight: 137.14g/mol

Ref: 54-OR1024092

Trigonelline

CAS: 535-83-1

Formula: C₇H₇NO₂

Purity: 95%~99%

Molecular weight: 137.138

Ref: BP-BP1407

Trigonelline

CAS: 535-83-1

Trigonelline (Trigenolline), an alkaloid with potential antidiabetic activity, is present in considerable amounts in coffee.

Formula: C₇H₇NO₂

Purity: 97.585% - 99.49%

Color and Shape: Prisms Aqueous From Alcohol + Water Solid

Molecular weight: 137.14

Ref: TM-T2887

Trigoneline-d3

CAS: 535-83-1

Formula: C₇H₄D₃NO₂

Molecular weight: 140.16

Ref: 4Z-N-0677

Trigoneline

CAS: 535-83-1

Formula: C₇H₇NO₂

Molecular weight: 137.14

Ref: 4Z-N-0669

Trigonelline

Controlled Product

CAS: 535-83-1

Applications Trigonelline is an alkaloid present in coffee and fenugreek presenting phytoestrogenic activity.
References Folwarczna, J. et al.: Mol. Nutr. Food Res., 58, 1457 (2014);

Formula: C₇H₇NO₂

Color and Shape: White To Light Beige

Molecular weight: 137.14

Ref: TR-T794000

Trigonelline-D3 Hydrate

Controlled Product

CAS: 515835-69-5, 535-83-1

Applications Trigonelline-D3 is an intermediate used in the synthesis of Trigonelline-d3 HCl (N-methyl-d3) (T794052), which is deuterium labelled Trigonelline HCl. Trigonelline HCl has utility in developing site-specific system that delivers drugs to the brain. It has also been suggested as a potential anti-Alzheimer disease agent.
References Bodor, N., et al.: J. Med. Chem 26, 313 (1983); Makowska, J., et al.: J. Chromatogr. B 968, 101 (2014)

Formula: C₇H₄D₃NO₂•xH₂O

Color and Shape: Neat

Molecular weight: 140.151802

Ref: TR-T794001

Trigonelline

CAS: 535-83-1

Trigonelline is a natural compound found in plants belonging to the family of Fabaceae. It has been shown to be a potent activator of Toll-like receptor 4 (TLR4) and induces an inflammatory response in biological samples, such as macrophage cells. Trigonelline also has anti-inflammatory properties and has been shown to inhibit neuronal death. The hypoglycemic effect of trigonelline may be due to its inhibition of glucose uptake by cells. Furthermore, trigonelline has been shown to act as an antioxidant and regulate energy metabolism through the action of mitochondria. Trigonelline also acts as a matrix metalloproteinase inhibitor, which may provide therapeutic benefits for osteoarthritis and other diseases resulting from joint degradation. Trigonelline can be extracted from plants by chromatographic analysis or purified from plant material using analytical methods such as high performance liquid chromatography (HPLC).

Formula: C₇H₇NO₂

Purity: Min. 98 Area-%

Color and Shape: White Off-White Powder

Molecular weight: 137.14 g/mol

Ref: 3D-FT32681

TRIGONELLINE

CAS: 535-83-1

Purity: ≥98%

Molecular weight: 137.1380005

Ref: 10-F814376