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Trigonelline

PubChem CID: 5570

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Compound Synonyms Trigonelline, 535-83-1, Trigenolline, N-Methylnicotinate, Caffearine, Gynesine, 1-methylpyridinium-3-carboxylate, Coffearine, Betain nicotinate, Coffearin, Trigonellin, Betaine nicotinate, 1-methylpyridin-1-ium-3-carboxylate, Nicotinic acid N-methylbetaine, 1-Methylpyridinio-3-carboxylate, Trigenelline, Caffearin, 1-Methyl-3-pyridiniumcarboxylate, N'-Methylnicotinate, 3-Carboxy-1-methylpyridinium hydroxide inner salt, CCRIS 1332, CHEBI:18123, 1-methylnicotinate, EINECS 208-620-5, N-methyl-nicotinate, UNII-3NQ9N60I00, BRN 3905114, HSDB 7684, 3NQ9N60I00, 3-Carboxy-1-methylpyridinium hydroxide, inner salt, 3-Carboxy-1-methylpyridinium inner salt, N-Methylnicotinic acid betaine, Pyridinium, 3-carboxy-1-methyl-, hydroxide, inner salt, DTXSID2026230, 5-22-02-00143 (Beilstein Handbook Reference), 1-Methyl-Nicotinic Acid Anion(Trigonelline), TRIGONELLINE (USP-RS), TRIGONELLINE [USP-RS], 3-Carboxy-1-methylpyridin-1-ium hydroxide, 6138-40-5, Trigonelline?, Trigonelline,(S), MFCD00054262, N'-Methylnicotinic acid, Trigonelline (Standard), TRIGONELLINE [MI], TRIGONELLINE [HSDB], MLS002153895, SCHEMBL195666, SPECTRUM1500880, CHEMBL350675, DTXCID906230, HY-N0414R, HMS2096H08, HMS2234K22, HMS3371K21, HY-N0414, MSK40340, BDBM50548713, CCG-38517, NSC714350, AKOS005067859, FT32681, NSC-714350, SDCCGMLS-0066739.P001, NCGC00095649-01, NCGC00095649-02, NCGC00095649-03, NCGC00095649-04, NCGC00095649-07, AC-34290, AS-17722, SMR001233244, AB00052974, CS-0008944, NS00014578, Pyridinium, 3-carboxy-1-methyl-, inner salt, C01004, 3-carboxy-1-methyl-Pyridinium hydroxide inner salt, AP-163/40806827, Q928965, 3-Carboxy-1-methylpyridinium, Hydroxide, Inner salt, TRIGONELLINE (CONSTITUENT OF FENUGREEK SEED), TrigonellineN-Methylnicotinate, Caffearine, Gynesine, TRIGONELLINE (CONSTITUENT OF FENUGREEK SEED) [DSC], 208-620-5
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 44.0
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCCCC1
Np Classifier Class Pyridine alkaloids
Deep Smiles C[n+]ccccc6)C=O)[O-]
Heavy Atom Count 10.0
Description Alkaloid from fenugreek (Trigonella foenum-graecum) (Leguminosae), and very many other subspecies, also present in coffee beans and many animals. Trigonelline is an alkaloid with chemical formula C7H7NO2 and CAS number 535-83-1. It is found in coffee, where it may help to prevent dental caries by preventing the bacteria Streptococcus mutans from adhering to teeth., Trigonelline is an alkaloid with chemical formula C7H7NO2. It is an inner salt formed by the addition of a methyl group to the nitrogen atom of niacin. Trigonelline is a product of the metabolism of niacin (vitamin B3) which is excreted in the urine. Trigonelline in the urine is a biomarker for the consumption of coffee, legumes and soy products.
Scaffold Graph Node Level C1CCNCC1
Isotope Atom Count 0.0
Molecular Complexity 130.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id O97447, P00811, O75604, P83916, O75874, Q9Y6L6, Q9NPD5, n.a., P08219, P23795
Iupac Name 1-methylpyridin-1-ium-3-carboxylate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Target Id NPT45
Xlogp 1.2
Superclass Alkaloids and derivatives
Gsk 4 400 Rule True
Molecular Formula C7H7NO2
Scaffold Graph Node Bond Level c1cc[nH+]cc1
Prediction Swissadme 0.0
Inchi Key WWNNZCOKKKDOPX-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.1428571428571428
Logs 0.568
Rotatable Bond Count 0.0
State Solid
Logd -2.155
Synonyms 1-Methyl-3-pyridiniumcarboxylate, 1-Methyl-3-pyridiniumcarboxylic acid, 1-methylnicotinate, 1-Methylnicotinic acid, 1-Methylpyridinio-3-carboxylate, 1-Methylpyridinio-3-carboxylic acid, 1-methylpyridinium-3-carboxylate, 3-carboxy-1-methyl-Pyridinium hydroxide inner salt, 3-Carboxy-1-methylpyridinium hydroxide inner salt, 3-Carboxy-1-methylpyridinium hydroxide, inner salt, 535-83-1 (INNER SALT), Betain nicotinate, Betain nicotinic acid, Betaine nicotinate, Betaine nicotinic acid, Caffearin, Caffearine, Coffearin, Coffearine, Gynesine, Gynesis, N-methyl-nicotinate, N-Methyl-nicotinic acid, N-methylnicotinate, N-methylnicotinic acid, N-Methylnicotinic betaine, N'-methylnicotinate, N'-methylnicotinic acid, Nicotinate N-methylbetaine, Nicotinic acid n-methylbetaine, Pyridinium, 3-carboxy-1-methyl-, hydroxide, inner salt, Pyridinium, 3-carboxy-1-methyl-, inner salt, Trigenelline, Trigenolline, Trigonellin, Trigonelline, 1-Methylnicotinate, N-Methyl-nicotinate, Nicotinic acid N-methylbetaine, N-Methylnicotinic acid, Trigonelline chloride, Trigonelline iodide, Trigonelline tosylate, Trigonelline ion, 3-Carboxy-1-methyl-pyridinium hydroxide inner salt, N-Methylnicotinate, trigonellin, trigonelline, trigonelline(methylbetaine of nicotinic acid
Substituent Name Alkaloid or derivatives, Trigonelline, Pyridine carboxylic acid or derivatives, Pyridine carboxylic acid, Pyridinium, Pyridine, Heteroaromatic compound, Vinylogous amide, Azacycle, Organoheterocyclic compound, Monocarboxylic acid or derivatives, Carboxylic acid, Carboxylic acid derivative, Hydrocarbon derivative, Organic salt, Organooxygen compound, Organonitrogen compound, Carbonyl group, Organic zwitterion, Aromatic heteromonocyclic compound
Esol Class Very soluble
Functional Groups cC(=O)[O-], c[n+](c)C
Compound Name Trigonelline
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 137.048
Formal Charge 0.0
Monoisotopic Mass 137.048
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 137.14
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteromonocyclic compounds
Lipinski Rule Of 5 True
Esol -2.0699555999999997
Inchi InChI=1S/C7H7NO2/c1-8-4-2-3-6(5-8)7(9)10/h2-5H,1H3
Smiles C[N+]1=CC=CC(=C1)C(=O)[O-]
Nring 1.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Alkaloids and derivatives
Np Classifier Superclass Nicotinic acid alkaloids