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Showing metabocard for Pi-Methylimidazoleacetic acid (HMDB0004988)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 15:12:12 UTC
Update Date2023-02-21 17:17:06 UTC
HMDB IDHMDB0004988
Secondary Accession Numbers
  • HMDB04988
Metabolite Identification
Common NamePi-Methylimidazoleacetic acid
DescriptionPi-Methylimidazoleacetic acid, also known as 1-methyl-imidazole-5-acetate or p-miaa, belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring. Pi-Methylimidazoleacetic acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make pi-methylimidazoleacetic acid a potential biomarker for the consumption of these foods. Pi-Methylimidazoleacetic acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Pi-Methylimidazoleacetic acid.
Structure
Data?1676999826
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0004988 (Pi-Methylimidazoleacetic acid)


  Mrv0541 02231220192D          

 10 10  0  0  0  0            999 V2000
   15.4375  -10.7954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4365  -11.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2217  -11.8745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7061  -11.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2212  -10.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5311  -11.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9437  -10.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7686  -10.4923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5311   -9.7777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4770  -12.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  1  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  3 10  1  0  0  0  0
M  END
Download

3D MOL for HMDB0004988 (Pi-Methylimidazoleacetic acid)

HMDB0004988
     RDKit          3D
Pi-Methylimidazoleacetic acid
 18 18  0  0  0  0  0  0  0  0999 V2000
   -1.6363   -0.9558    0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2302    0.2714    0.1368 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9534    1.4009    0.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2505    2.3356   -0.6092 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0758    1.7562   -0.9857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0704    0.4647   -0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9812   -0.5624   -0.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9688   -0.5074    0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7679    0.3632    1.3426 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0371   -1.3750    0.5361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7745   -1.6128    0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4025   -1.4910    0.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1052   -0.7099    1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331    1.5715    0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292    2.2135   -1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5392   -1.5721   -0.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5916   -0.4001   -1.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8168   -1.1903   -0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  6  2  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  5 15  1  0
  7 16  1  0
  7 17  1  0
 10 18  1  0
M  END
Download

3D SDF for HMDB0004988 (Pi-Methylimidazoleacetic acid)


  Mrv0541 02231220192D          

 10 10  0  0  0  0            999 V2000
   15.4375  -10.7954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4365  -11.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2217  -11.8745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7061  -11.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2212  -10.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5311  -11.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9437  -10.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7686  -10.4923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5311   -9.7777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4770  -12.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  1  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  3 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0004988

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C=NC=C1CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H8N2O2/c1-8-4-7-3-5(8)2-6(9)10/h3-4H,2H2,1H3,(H,9,10)

> <INCHI_KEY>
UJCGYTCAMOHYCG-UHFFFAOYSA-N

> <FORMULA>
C6H8N2O2

> <MOLECULAR_WEIGHT>
140.1399

> <EXACT_MASS>
140.05857751

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
13.379092552536367

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(1-methyl-1H-imidazol-5-yl)acetic acid

> <ALOGPS_LOGP>
-0.39

> <JCHEM_LOGP>
-1.1706128810808187

> <ALOGPS_LOGS>
-1.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.813742797499522

> <JCHEM_PKA_STRONGEST_BASIC>
6.6276245024028

> <JCHEM_POLAR_SURFACE_AREA>
55.12

> <JCHEM_REFRACTIVITY>
35.0946

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.89e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
P-miaa

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0004988 (Pi-Methylimidazoleacetic acid)

HMDB0004988
     RDKit          3D
Pi-Methylimidazoleacetic acid
 18 18  0  0  0  0  0  0  0  0999 V2000
   -1.6363   -0.9558    0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2302    0.2714    0.1368 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9534    1.4009    0.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2505    2.3356   -0.6092 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0758    1.7562   -0.9857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0704    0.4647   -0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9812   -0.5624   -0.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9688   -0.5074    0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7679    0.3632    1.3426 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0371   -1.3750    0.5361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7745   -1.6128    0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4025   -1.4910    0.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1052   -0.7099    1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331    1.5715    0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292    2.2135   -1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5392   -1.5721   -0.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5916   -0.4001   -1.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8168   -1.1903   -0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  6  2  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  5 15  1  0
  7 16  1  0
  7 17  1  0
 10 18  1  0
M  END
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PDB for HMDB0004988 (Pi-Methylimidazoleacetic acid)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0      28.817 -20.151   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      28.815 -21.690   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      30.280 -22.166   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      31.185 -20.919   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      30.280 -19.674   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      32.725 -20.919   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      33.495 -19.586   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      35.035 -19.586   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      32.725 -18.252   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      30.757 -23.630   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4    1                                                       
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    3                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for HMDB0004988 (Pi-Methylimidazoleacetic acid)

COMPND    HMDB0004988
HETATM    1  C1  UNL     1      -1.636  -0.956   0.790  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.230   0.271   0.137  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.953   1.401   0.085  1.00  0.00           C  
HETATM    4  N2  UNL     1      -1.250   2.336  -0.609  1.00  0.00           N  
HETATM    5  C3  UNL     1      -0.076   1.756  -0.986  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.070   0.465  -0.515  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.981  -0.562  -0.666  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.969  -0.507   0.469  1.00  0.00           C  
HETATM    9  O1  UNL     1       1.768   0.363   1.343  1.00  0.00           O  
HETATM   10  O2  UNL     1       3.037  -1.375   0.536  1.00  0.00           O  
HETATM   11  H1  UNL     1      -0.774  -1.613   0.952  1.00  0.00           H  
HETATM   12  H2  UNL     1      -2.403  -1.491   0.157  1.00  0.00           H  
HETATM   13  H3  UNL     1      -2.105  -0.710   1.773  1.00  0.00           H  
HETATM   14  H4  UNL     1      -2.933   1.571   0.514  1.00  0.00           H  
HETATM   15  H5  UNL     1       0.729   2.213  -1.557  1.00  0.00           H  
HETATM   16  H6  UNL     1       0.539  -1.572  -0.741  1.00  0.00           H  
HETATM   17  H7  UNL     1       1.592  -0.400  -1.593  1.00  0.00           H  
HETATM   18  H8  UNL     1       3.817  -1.190  -0.088  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    6
CONECT    3    4    4   14
CONECT    4    5
CONECT    5    6    6   15
CONECT    6    7
CONECT    7    8   16   17
CONECT    8    9    9   10
CONECT   10   18
END
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SMILES for HMDB0004988 (Pi-Methylimidazoleacetic acid)

CN1C=NC=C1CC(O)=O
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INCHI for HMDB0004988 (Pi-Methylimidazoleacetic acid)

InChI=1S/C6H8N2O2/c1-8-4-7-3-5(8)2-6(9)10/h3-4H,2H2,1H3,(H,9,10)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
1-Methyl-imidazole-5-acetic acidChEBI
pros-Methylimidazoleacetic acidChEBI
1-Methyl-imidazole-5-acetateGenerator
pros-MethylimidazoleacetateGenerator
Pi-methylimidazoleacetateGenerator
p-MIAAMeSH
1-Methyl-5-imidazoleacetic acidHMDB
Pi-methylimidazoleacetic acidChEBI
1-Methyl-5-imidazoleacetateGenerator, HMDB
Chemical FormulaC6H8N2O2
Average Molecular Weight140.1399
Monoisotopic Molecular Weight140.05857751
IUPAC Name2-(1-methyl-1H-imidazol-5-yl)acetic acid
Traditional NameP-miaa
CAS Registry Number4200-48-0
SMILES
CN1C=NC=C1CC(O)=O
InChI Identifier
InChI=1S/C6H8N2O2/c1-8-4-7-3-5(8)2-6(9)10/h3-4H,2H2,1H3,(H,9,10)
InChI KeyUJCGYTCAMOHYCG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzoles
Sub ClassImidazoles
Direct ParentImidazolyl carboxylic acids and derivatives
Alternative Parents
Substituents
  • Imidazolyl carboxylic acid derivative
  • N-substituted imidazole
  • Heteroaromatic compound
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility5.89 g/LALOGPS
logP-0.39ALOGPS
logP-1.2ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)3.81ChemAxon
pKa (Strongest Basic)6.63ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.12 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity35.09 m³·mol⁻¹ChemAxon
Polarizability13.38 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+128.32231661259
DarkChem[M-H]-125.03131661259
DeepCCS[M+H]+124.54430932474
DeepCCS[M-H]-121.51330932474
DeepCCS[M-2H]-157.96930932474
DeepCCS[M+Na]+133.10730932474
AllCCS[M+H]+130.132859911
AllCCS[M+H-H2O]+125.532859911
AllCCS[M+NH4]+134.332859911
AllCCS[M+Na]+135.532859911
AllCCS[M-H]-126.332859911
AllCCS[M+Na-2H]-128.132859911
AllCCS[M+HCOO]-130.132859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.1.84 minutes32390414
Predicted by Siyang on May 30, 20228.6924 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20224.36 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid350.2 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid426.2 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid308.8 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid50.9 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid191.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid74.6 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid283.1 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid223.7 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)802.4 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid565.2 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid38.0 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid661.4 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid199.7 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid264.0 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate641.1 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA525.8 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water341.9 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Pi-Methylimidazoleacetic acidCN1C=NC=C1CC(O)=O2636.7Standard polar33892256
Pi-Methylimidazoleacetic acidCN1C=NC=C1CC(O)=O1266.0Standard non polar33892256
Pi-Methylimidazoleacetic acidCN1C=NC=C1CC(O)=O1551.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Pi-Methylimidazoleacetic acid,1TMS,isomer #1CN1C=NC=C1CC(=O)O[Si](C)(C)C1495.8Semi standard non polar33892256
Pi-Methylimidazoleacetic acid,1TBDMS,isomer #1CN1C=NC=C1CC(=O)O[Si](C)(C)C(C)(C)C1734.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Pi-Methylimidazoleacetic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0005-9400000000-03c4a0f73e55903dba952017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pi-Methylimidazoleacetic acid GC-MS (1 TMS) - 70eV, Positivesplash10-009b-9200000000-7ced1cd26056a3e5788c2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pi-Methylimidazoleacetic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pi-Methylimidazoleacetic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pi-Methylimidazoleacetic acid 10V, Positive-QTOFsplash10-006x-0900000000-c71712049d7a61a772102016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pi-Methylimidazoleacetic acid 20V, Positive-QTOFsplash10-00dl-2900000000-1ecc98b5be58e80b8b902016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pi-Methylimidazoleacetic acid 40V, Positive-QTOFsplash10-0jca-9200000000-f020fb0ff4ee468b3cd92016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pi-Methylimidazoleacetic acid 10V, Negative-QTOFsplash10-000i-3900000000-5a1f08ae8e10686a80192016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pi-Methylimidazoleacetic acid 20V, Negative-QTOFsplash10-000j-8900000000-fed7fbafe3182a1f79522016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pi-Methylimidazoleacetic acid 40V, Negative-QTOFsplash10-00b9-9300000000-7a7de3567ca8cd3454eb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pi-Methylimidazoleacetic acid 10V, Positive-QTOFsplash10-007p-5900000000-15a5a7246fde1324dace2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pi-Methylimidazoleacetic acid 20V, Positive-QTOFsplash10-007k-9300000000-ed1b73f3896312bc55a62021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pi-Methylimidazoleacetic acid 40V, Positive-QTOFsplash10-0fr5-9000000000-e9a3c128ddd9fe68ed702021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pi-Methylimidazoleacetic acid 10V, Negative-QTOFsplash10-0002-9000000000-f99410898c25f70929252021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pi-Methylimidazoleacetic acid 20V, Negative-QTOFsplash10-0092-9300000000-2e7146e29900dcf43df22021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pi-Methylimidazoleacetic acid 40V, Negative-QTOFsplash10-0ue9-9100000000-bab2844da450045e3e7e2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Urine
Tissue Locations
  • Brain
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.073 +/- 0.014 uMAdult (>18 years old)Not SpecifiedNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.08 +/- 0.018 uMAdult (>18 years old)Not SpecifiedNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified1.131 (0.170-2.149) umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified1.7 (0.26-3.35) umol/mmol creatinineAdult (>18 years old)BothNormal
    • Geigy Scientific ...
 details
UrineDetected and Quantified8.25 +/- 4.3 umol/mmol creatinineAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023572
KNApSAcK IDNot Available
Chemspider ID4954265
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID7239
PubChem Compound6451814
PDB IDNot Available
ChEBI ID70966
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Tsuruta Y, Tomida H, Kohashi K, Ohkura Y: Simultaneous determination of imidazoleacetic acid and N tau- and N pi-methylimidazoleacetic acids in human urine by high-performance liquid chromatography with fluorescence detection. J Chromatogr. 1987 Apr 24;416(1):63-9. [PubMed:3597642 ]
  2. Khandelwal JK, Hough LB, Pazhenchevsky B, Morrishow AM, Green JP: Presence and measurement of methylimidazoleacetic acids in brain and body fluids. J Biol Chem. 1982 Nov 10;257(21):12815-9. [PubMed:7130180 ]
  3. Yocum MW, Butterfield JH, Gharib H: Increased plasma calcitonin levels in systemic mast cell disease. Mayo Clin Proc. 1994 Oct;69(10):987-90. [PubMed:7934197 ]
  4. Prell GD, Green JP, Kaufmann CA, Khandelwal JK, Morrishow AM, Kirch DG, Linnoila M, Wyatt RJ: Histamine metabolites in cerebrospinal fluid of patients with chronic schizophrenia: their relationships to levels of other aminergic transmitters and ratings of symptoms. Schizophr Res. 1995 Jan;14(2):93-104. [PubMed:7711000 ]
  5. Granerus G, Roupe G, Swanbeck G: Decreased urinary histamine metabolite after successful PUVA treatment of urticaria pigmentosa. J Invest Dermatol. 1981 Jan;76(1):1-3. [PubMed:7462662 ]