precursor metabolite

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
Similar Structures

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

Taxonomy as Food Phytochemical

Family
N-containing compounds
Class
Miscellaneous N-containing compounds
Sub-class
Purines and pyrimidines

Taxonomy as Metabolite

Metabolite Family
N-containing compound metabolites
Metabolite Class
Miscellaneous N-containing compound metabolites
Metabolite Sub-class
Unspecified

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
TrigonellineN-containing compoundsMiscellaneous N-containing compoundsPurines and pyrimidinesShow 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 Phytohub

Spectrum TypeInstrument TypeTechnologyIon ModeCollision EnergyView
Predicted GC-MSGC-MSPredicted by CFMID-EI, energy0PositiveNot AvailableView Spectrum
Predicted GC-MSGC-MSPredicted by CFMID-EI, energy0EiNot AvailableView Spectrum
LC-MS/MSQuattro_QQQdelivery=Flow_Injection analyzer=Triple_QuadPositive10VView Spectrum
LC-MS/MSQuattro_QQQdelivery=Flow_Injection analyzer=Triple_QuadPositive25VView Spectrum
LC-MS/MSQuattro_QQQdelivery=Flow_Injection analyzer=Triple_QuadPositive40VView Spectrum
LC-MS/MSLC-ESI-QQ (API3000, Applied Biosystems)Not AvailablePositive10VView Spectrum
LC-MS/MSLC-ESI-QQ (API3000, Applied Biosystems)Not AvailablePositive20VView Spectrum
LC-MS/MSLC-ESI-QQ (API3000, Applied Biosystems)Not AvailablePositive30VView Spectrum
LC-MS/MSLC-ESI-QQ (API3000, Applied Biosystems)Not AvailablePositive40VView Spectrum
LC-MS/MSLC-ESI-QQ (API3000, Applied Biosystems)Not AvailablePositive50VView Spectrum
LC-MS/MSLC-ESI-QTOF (UPLC Q-Tof Premier, Waters)Not AvailablePositiveVView Spectrum
LC-MS/MSLC-ESI-QTOF (UPLC Q-Tof Premier, Waters)Not AvailablePositive30VView Spectrum
LC-MS/MSLC-ESI-QQinstrument=API3000, Applied BiosystemspositiveVView Spectrum
LC-MS/MSLC-ESI-QQinstrument=API3000, Applied BiosystemspositiveVView Spectrum
LC-MS/MSLC-ESI-QQinstrument=API3000, Applied BiosystemspositiveVView Spectrum
LC-MS/MSLC-ESI-QQinstrument=API3000, Applied BiosystemspositiveVView Spectrum
LC-MS/MSLC-ESI-QQinstrument=API3000, Applied BiosystemspositiveVView Spectrum
LC-MS/MSLC-ESI-ITFTinstrument=LTQ Orbitrap Velos Thermo ScientificpositiveVView Spectrum
LC-MS/MSLC-ESI-QTOFinstrument=UPLC Q-Tof Premier, WaterspositiveVView Spectrum
LC-MS/MSLC-ESI-QTOFinstrument=UPLC Q-Tof Premier, WaterspositiveVView Spectrum
LC-MS/MSLinear Ion Trapinstrument=Thermo Finnigan LTQpositiveVView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDPositive10VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDPositive20VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDPositive40VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDNegative10VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDNegative20VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDNegative40VView Spectrum

Food Sources

NameGroup
AlfalfaHerbs and Spices PublicationsShow
BananaFruit, Tropical fruits PublicationsShow
Brussel sproutsVegetables, Cabbages PublicationsShow
ChickpeaPulses and beans PublicationsShow
CoffeeCoffee and coffee products PublicationsShow
Common peaPulses and beans PublicationsShow
FenugreekHerbs and SpicesShow
LentilsPulses and beans PublicationsShow
OatCereals and cereal products PublicationsShow
PotatoVegetables, TubersShow
PumpkinVegetables, Gourds PublicationsShow
Roasted coffeeCoffee and coffee products PublicationsShow
SpinachVegetables, Leaf vegetables PublicationsShow

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
TrigonellineAlfalfaHerbs and Spices PublicationsShow
TrigonellineBananaFruit, Tropical fruits PublicationsShow
TrigonellineBrussel sproutsVegetables, Cabbages PublicationsShow
TrigonellineChickpeaPulses and beans PublicationsShow
TrigonellineCoffeeCoffee and coffee products PublicationsShow
TrigonellineCommon peaPulses and beans PublicationsShow
TrigonellineFenugreekHerbs and SpicesShow
TrigonellineLentilsPulses and beans PublicationsShow
TrigonellineOatCereals and cereal products PublicationsShow
TrigonellinePotatoVegetables, TubersShow
TrigonellinePumpkinVegetables, Gourds PublicationsShow
TrigonellineRoasted coffeeCoffee and coffee products PublicationsShow
TrigonellineSpinachVegetables, Leaf vegetables PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Trigonelline Trigonellinehumanplasma, urineunchanged5h-8h2-5µmol/L30-50%C7H7NO2137.047678469 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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