Trigonelline
precursor
Showing entry for Trigonelline
Identification
- PhytoHub ID
- PHUB001378
- Name
- Trigonelline
- Systematic Name
- Trigonelline
- Synonyms
- 1-Methylpyridin-1-ium-3-carboxylate
- caffearine
- coffearin
- gynesine
- N-methylnicotinate
- Nicotinic acid betaine
- Nicotinic acid N-methylbetaine
- Trigenolline
- CAS Number
- 535-83-1
- Average Mass
- 137.138
- Monoisotopic Mass
- 137.047678469
- Chemical Formula
- C7H7NO2
- IUPAC Name
- 1-methylpyridin-1-ium-3-carboxylate
- InChI Key
- WWNNZCOKKKDOPX-UHFFFAOYSA-N
- InChI Identifier
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
- Structure
Calculated Properties
- Solubility (ALOGPS)
- Not Available
- LogS (ALOGPS)
- Not Available
- LogP (ALOGPS)
- Not Available
- Hydrogen Acceptors
- 2
- Hydrogen Donors
- 0
- Rotatable Bond Count
- 1
- Polar Surface Area
- 44.01
- Refractivity
- 48.1498
- Polarizability
- 13.396805495919708
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- Not Available
- pKa (strongest acidic)
- 3.3829632948236523
- Number of Rings
- 1
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
- ChEBI
- 18123
- PubChem
- 5570
- Chemistry Dashboard
- DTXSID2026230
- KNApSAcK
- C00001555
- MetaboLights
- MTBLC18123
- FooDB (Compounds)
- FDB002237
- PeakForestCompound
- 000836
Taxonomy as Food Phytochemical
- Family
- N-containing compounds
- Class
- Alkaloids
- Sub-class
- Miscellaneous alkaloids
Taxonomy as Metabolite
- Metabolite Family
- N-containing compound metabolites
- Metabolite Class
- Alkaloid metabolites
- Metabolite Sub-class
- Miscellaneous alkaloid metabolites
Taxonomy of its Food Phytochemical Precursor(s)
Food Phytochemical | Family | Class | Sub-class | |
---|---|---|---|---|
Trigonelline | N-containing compounds | Alkaloids | Miscellaneous alkaloids | Show Food Phytochemical |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Not Available
- Super-class
- Alkaloids and derivatives
- Sub-class
- Not Available
- Direct Parent Name
- Alkaloids and derivatives
- Alternative Parent Names
- ["Azacyclic compounds", "Carboxylic acid salts", "Carboxylic acids", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "N-methylpyridinium compounds", "Organic oxides", "Organic salts", "Organonitrogen compounds", "Organooxygen compounds", "Organopnictogen compounds", "Pyridinecarboxylic acids", "Pyridinium derivatives", "Vinylogous amides"]
- External Descriptor Annotations
- ["Pyridine alkaloids", "a small molecule", "alkaloid", "iminium betaine"]
- Substituent Names
- ["Alkaloid or derivatives", "Aromatic heteromonocyclic compound", "Azacycle", "Carboxylic acid", "Carboxylic acid derivative", "Carboxylic acid salt", "Heteroaromatic compound", "Hydrocarbon derivative", "Monocarboxylic acid or derivatives", "N-methylpyridinium", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organic salt", "Organoheterocyclic compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Pyridine", "Pyridine carboxylic acid", "Pyridine carboxylic acid or derivatives", "Pyridinium", "Vinylogous amide"]
Spectra from Online Resources
No spectra information available
Food Sources
Name | Group | |||
---|---|---|---|---|
Alfalfa | Herbs and Spices | Publications | Show | |
Banana | Fruit, Tropical fruits | Publications | Show | |
Brussel sprouts | Vegetables, Cabbages | Publications | Show | |
Chickpea | Pulses and beans | Publications | Show | |
Coffee | Coffee and coffee products | Publications | Show | |
Common pea | Pulses and beans | Publications | Show | |
Fenugreek | Herbs and Spices | Show | ||
Lentils | Pulses and beans | Publications | Show | |
Oat | Cereals and cereal products | Publications | Show | |
Potato | Vegetables, Tubers | Show | ||
Pumpkin | Vegetables, Gourds | Publications | Show | |
Roasted coffee | Coffee and coffee products | Publications | Show | |
Spinach | Vegetables, Leaf vegetables | Publications | Show |
Food Sources of its Food Phytochemical(s)
Food Phytochemical | Food Source | Food Source Group | |||
---|---|---|---|---|---|
Trigonelline | Alfalfa | Herbs and Spices | Publications | Show | |
Trigonelline | Banana | Fruit, Tropical fruits | Publications | Show | |
Trigonelline | Brussel sprouts | Vegetables, Cabbages | Publications | Show | |
Trigonelline | Chickpea | Pulses and beans | Publications | Show | |
Trigonelline | Coffee | Coffee and coffee products | Publications | Show | |
Trigonelline | Common pea | Pulses and beans | Publications | Show | |
Trigonelline | Fenugreek | Herbs and Spices | Show | ||
Trigonelline | Lentils | Pulses and beans | Publications | Show | |
Trigonelline | Oat | Cereals and cereal products | Publications | Show | |
Trigonelline | Potato | Vegetables, Tubers | Show | ||
Trigonelline | Pumpkin | Vegetables, Gourds | Publications | Show | |
Trigonelline | Roasted coffee | Coffee and coffee products | Publications | Show | |
Trigonelline | Spinach | Vegetables, Leaf vegetables | Publications | Show |
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
Food Phytochemical | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Trigonelline | Trigonelline | human | plasma, urine | unchanged | 5h-8h | 2-5µmol/L | 30-50% | C7H7NO2 | 137.047678469 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
Food Phytochemical | Metabolite | Effect | Value |
---|