metabolite

Showing entry for 5-methylpyrazine-2-carboxylic acid

Identification

PhytoHub ID
PHUB002348
Name
5-methylpyrazine-2-carboxylic acid
Systematic Name
5-methylpyrazine-2-carboxylic acid
Synonyms
  • 2-Methylpyrazine-5-carboxylic acid
  • 5-MePA
  • 5-Methyl-2-pyrazinecarboxylic acid
  • 5-Methyl-pyrazine-2-carboxylic acid
CAS Number
5521-55-1
Average Mass
138.126
Monoisotopic Mass
138.042927441
Chemical Formula
C6H6N2O2
IUPAC Name
5-methylpyrazine-2-carboxylic acid
InChI Key
RBYJWCRKFLGNDB-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C6H6N2O2/c1-4-2-8-5(3-7-4)6(9)10/h2-3H,1H3,(H,9,10)
SMILES
CC1=CN=C(C=N1)C(O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.07e+01 g/l
LogS (ALOGPS)
-1.11
LogP (ALOGPS)
-0.41
Hydrogen Acceptors
4
Hydrogen Donors
1
Rotatable Bond Count
1
Polar Surface Area
63.08
Refractivity
33.2199
Polarizability
12.931142175499794
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
0.3048044184479987
pKa (strongest acidic)
3.6280135636801125
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Metabolite

Family
N-containing compounds
Class
N-containing compound metabolites
Sub-class
Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
2,5-dimethylpyrazineN-containing compoundsMiscellaneous N-containing compoundsNot AvailableShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Diazines
Super-class
Organoheterocyclic compounds
Sub-class
Pyrazines
Direct Parent Name
Pyrazine carboxylic acids
Alternative Parent Names
["Azacyclic compounds", "Carboxylic acids", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Organonitrogen compounds", "Organooxygen compounds", "Organopnictogen compounds"]
External Descriptor Annotations
Not Available
Substituent Names
["Aromatic heteromonocyclic compound", "Azacycle", "Carboxylic acid", "Carboxylic acid derivative", "Heteroaromatic compound", "Hydrocarbon derivative", "Monocarboxylic acid or derivatives", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Pyrazine carboxylic acid"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(25.00727602,1.129418932);(27.02292522,1.669652007);(28.01817382,0.8787689154);(39.01034922,0.8583833651);(39.02292522,1.086552535);(40.01817382,0.9174054934);(40.03074982,0.7638806149);(41.02599842,0.8487662816);(42.03382302,0.9172669781);(43.98927962,1.881697487);(44.99710422,2.435779101);(51.01034922,1.927663207);(52.01817382,4.005663601);(53.02599842,3.088139491);(54.03382302,5.53617168);(66.03382302,0.9052658353);(67.04164762,2.940518764);(68.04947222,1.263879449);(70.00492882,1.014812633);(85.01582662,1.1010813);(92.03689622,4.465372041);(93.04472082,3.702864943);(94.05254542,8.551768412);(109.0158266,1.055210779);(110.0236512,1.004782563);(111.0314758,2.365444347);(112.0393004,1.558296598);(120.0318103,4.894324744);(121.0396349,1.645632146);(137.034549,1.97932852);(138.0423736,8.802732161)
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(25.00727602,1.129418932);(27.02292522,1.669652007);(28.01817382,0.8787689154);(39.01034922,0.8583833651);(39.02292522,1.086552535);(40.01817382,0.9174054934);(40.03074982,0.7638806149);(41.02599842,0.8487662816);(42.03382302,0.9172669781);(43.98927962,1.881697487);(44.99710422,2.435779101);(51.01034922,1.927663207);(52.01817382,4.005663601);(53.02599842,3.088139491);(54.03382302,5.53617168);(66.03382302,0.9052658353);(67.04164762,2.940518764);(68.04947222,1.263879449);(70.00492882,1.014812633);(85.01582662,1.1010813);(92.03689622,4.465372041);(93.04472082,3.702864943);(94.05254542,8.551768412);(109.0158266,1.055210779);(110.0236512,1.004782563);(111.0314758,2.365444347);(112.0393004,1.558296598);(120.0318103,4.894324744);(121.0396349,1.645632146);(137.034549,1.97932852);(138.0423736,8.802732161)
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(27.02292522,1.356726769);(28.01817382,0.8863307688);(40.01817382,0.9713934471);(41.03857442,1.422471305);(52.01817382,2.410588001);(53.02599842,1.074648549);(54.03382302,3.848353401);(67.04164762,1.233148535);(68.04947222,1.082023947);(71.03115062,1.342590214);(73.04679982,12.83272128);(74.04796012,1.098047663);(75.02606472,2.183379167);(89.04171392,3.072925704);(90.04953852,0.9633834599);(92.03689622,1.704250489);(93.04472082,2.712185849);(94.05254542,3.091591954);(95.06037002,0.8950939553);(117.036628,0.8668379576);(120.0318103,0.9565707604);(121.0396349,2.812787152);(137.034549,2.288864883);(138.0423736,2.203080213);(139.0501982,1.439740446);(183.0709996,1.506761003);(184.0788242,0.9050534013);(194.050599,0.9918440613);(195.0584236,4.68733506);(209.0740728,1.033518042);(210.0818974,2.164985278)
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(26.00252462,0.9284426278);(27.02292522,1.301226053);(28.01817382,0.9189633903);(41.03857442,1.411048501);(52.01817382,2.001370422);(54.03382302,3.68987902);(55.05422362,1.058288776);(57.01550142,1.146346164);(57.06987282,2.912029141);(59.03115062,1.837582573);(68.04947222,1.992676709);(73.01041552,1.646775301);(75.02606472,6.05846375);(77.04171392,1.28096229);(93.04472082,1.662016707);(94.05254542,1.446002618);(115.0209788,0.8681692579);(115.0937474,1.118096434);(117.0730123,1.61770758);(121.0396349,1.90716779);(123.0552841,1.267288829);(131.0886615,0.8972929635);(137.034549,1.654183136);(138.0423736,2.060492166);(139.0501982,1.352727609);(181.0427744,1.820261165);(194.050599,1.728922288);(195.0584236,5.455874833);(196.0662482,2.879682778);(197.0740728,1.350739119);(237.1053712,2.177703099)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(95.06037,15.67);(95.06037,15.67);(95.06037,15.67);(95.06037,15.67);(95.06037,15.67);(95.06037,15.67);(95.06037,15.67);(121.03964,26.38);(121.03964,26.38);(121.03964,26.38);(121.03964,26.38);(121.03964,26.38);(139.0502,100.0);(139.0502,100.0);(139.0502,100.0);(139.0502,100.0);(139.0502,100.0);(139.0502,100.0);(139.0502,100.0)
Predicted LC-MS/MSNot AvailablePositivemediumView Spectrum(54.03383,25.92);(54.03383,25.92);(66.03383,23.11);(66.03383,23.11);(68.04948,11.28);(68.04948,11.28);(68.04948,11.28);(78.03383,14.58);(93.04472,100.0);(93.04472,100.0);(93.04472,100.0);(93.04472,100.0);(93.04472,100.0);(93.04472,100.0);(94.02874,18.58);(94.02874,18.58);(95.02399,12.34);(95.06037,58.81);(95.06037,58.81);(95.06037,58.81);(95.06037,58.81);(95.06037,58.81);(95.06037,58.81);(95.06037,58.81);(121.03964,66.86);(121.03964,66.86);(121.03964,66.86);(121.03964,66.86);(121.03964,66.86)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(39.02293,22.65);(41.03858,32.65);(42.03383,60.86);(42.03383,60.86);(52.01818,100.0);(52.01818,100.0);(54.03383,90.79);(54.03383,90.79);(66.03383,72.71);(66.03383,72.71);(68.04948,30.89);(68.04948,30.89);(68.04948,30.89);(78.03383,26.7);(79.02907,28.06);(79.02907,28.06);(93.04472,29.01);(93.04472,29.01);(93.04472,29.01);(93.04472,29.01);(93.04472,29.01);(93.04472,29.01)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(93.04582,100.0);(93.04582,100.0);(93.04582,100.0);(93.04582,100.0);(93.04582,100.0);(137.03565,65.25);(137.03565,65.25);(137.03565,65.25);(137.03565,65.25)
Predicted LC-MS/MSNot AvailableNegativemediumView Spectrum(93.04582,100.0);(93.04582,100.0);(93.04582,100.0);(93.04582,100.0);(93.04582,100.0);(137.03565,31.42);(137.03565,31.42);(137.03565,31.42);(137.03565,31.42)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(40.01927,100.0);(50.00362,46.77);(67.03017,87.42);(67.03017,87.42);(93.04582,25.18);(93.04582,25.18);(93.04582,25.18);(93.04582,25.18);(93.04582,25.18)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
2,5-dimethylpyrazineCoffeeCoffee and coffee products PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
2,5-dimethylpyrazine 5-methylpyrazine-2-carboxylic acidhumanurinehost metabolismNot AvailableNot AvailableNot AvailableC6H6N2O2138.042927441 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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