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Showing metabocard for Imidazolelactic acid (HMDB0002320)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:47 UTC
Update Date2023-02-21 17:16:20 UTC
HMDB IDHMDB0002320
Secondary Accession Numbers
  • HMDB02320
Metabolite Identification
Common NameImidazolelactic acid
DescriptionImidazolelactic acid is the component of normal human urine. (PMID: 5856262 ). histidine loading causes an increase in the excretion of imidazolelactic acid. (PMID: 6021220 ). During pregnancy the values for imidazolelactic acid in urine is increased 3-fold. An interaction of allergic reactions and anomalies in the metabolism of the sex hormones are considered to form the basis of the pregnancy-specific illnesses that were studied. (PMID: 5789877 ). Urinary excretion of imidazolelactic acid is also an indication for folic acid and vitamin B12 deficiency. (PMID: 4645251 ).
Structure
Data?1676999780
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0002320 (Imidazolelactic acid)


  Mrv0541 02231219292D          

 11 11  0  0  0  0            999 V2000
   21.4255  -11.0815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4255  -12.7315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8545  -12.7315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8545  -10.2565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2670   -8.9869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1400  -11.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8545  -11.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1400  -12.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5219   -9.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1871   -9.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4420   -8.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2  8  1  0  0  0  0
  3  8  2  0  0  0  0
  4  7  1  0  0  0  0
  4  9  1  0  0  0  0
  4 10  1  0  0  0  0
  5  9  2  0  0  0  0
  5 11  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
 10 11  2  0  0  0  0
M  END
Download

3D MOL for HMDB0002320 (Imidazolelactic acid)

HMDB0002320
     RDKit          3D
Imidazolelactic acid
 19 19  0  0  0  0  0  0  0  0999 V2000
    2.9531   -1.3304    0.6607 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5999   -0.3473   -0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5282    0.6266   -0.3637 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1873   -0.2858   -0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8872    0.8200   -1.2230 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2932   -0.3775    0.7661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0915   -0.3139    0.3047 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7856    0.8319    0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0630    0.5373   -0.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0805   -0.8134   -0.4059 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995   -1.3111   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3864    1.6077   -0.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9518   -1.1871   -1.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1015    1.6721   -0.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4306   -1.3043    1.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4863    0.4982    1.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104    1.8314    0.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8824    1.2087   -0.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5926   -2.3630   -0.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  3 12  1  0
  4 13  1  0
  5 14  1  0
  6 15  1  0
  6 16  1  0
  8 17  1  0
  9 18  1  0
 11 19  1  0
M  END
Download

3D SDF for HMDB0002320 (Imidazolelactic acid)


  Mrv0541 02231219292D          

 11 11  0  0  0  0            999 V2000
   21.4255  -11.0815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4255  -12.7315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8545  -12.7315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8545  -10.2565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2670   -8.9869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1400  -11.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8545  -11.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1400  -12.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5219   -9.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1871   -9.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4420   -8.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2  8  1  0  0  0  0
  3  8  2  0  0  0  0
  4  7  1  0  0  0  0
  4  9  1  0  0  0  0
  4 10  1  0  0  0  0
  5  9  2  0  0  0  0
  5 11  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
 10 11  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002320

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(CN1C=CN=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H8N2O3/c9-5(6(10)11)3-8-2-1-7-4-8/h1-2,4-5,9H,3H2,(H,10,11)

> <INCHI_KEY>
JTYMXXCJQKGGFG-UHFFFAOYSA-N

> <FORMULA>
C6H8N2O3

> <MOLECULAR_WEIGHT>
156.1393

> <EXACT_MASS>
156.053492132

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
14.095952507749399

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxy-3-(1H-imidazol-1-yl)propanoic acid

> <ALOGPS_LOGP>
-1.18

> <JCHEM_LOGP>
-1.7403910215411036

> <ALOGPS_LOGS>
-1.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.743493362977556

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3880001652171656

> <JCHEM_PKA_STRONGEST_BASIC>
6.772984984070201

> <JCHEM_POLAR_SURFACE_AREA>
75.35

> <JCHEM_REFRACTIVITY>
36.0317

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.10e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-3-(imidazol-1-yl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0002320 (Imidazolelactic acid)

HMDB0002320
     RDKit          3D
Imidazolelactic acid
 19 19  0  0  0  0  0  0  0  0999 V2000
    2.9531   -1.3304    0.6607 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5999   -0.3473   -0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5282    0.6266   -0.3637 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1873   -0.2858   -0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8872    0.8200   -1.2230 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2932   -0.3775    0.7661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0915   -0.3139    0.3047 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7856    0.8319    0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0630    0.5373   -0.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0805   -0.8134   -0.4059 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995   -1.3111   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3864    1.6077   -0.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9518   -1.1871   -1.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1015    1.6721   -0.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4306   -1.3043    1.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4863    0.4982    1.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104    1.8314    0.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8824    1.2087   -0.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5926   -2.3630   -0.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  3 12  1  0
  4 13  1  0
  5 14  1  0
  6 15  1  0
  6 16  1  0
  8 17  1  0
  9 18  1  0
 11 19  1  0
M  END
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PDB for HMDB0002320 (Imidazolelactic 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  O   UNK     0      39.994 -20.685   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      39.994 -23.765   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      42.662 -23.765   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      42.662 -19.145   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      43.432 -16.776   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      41.328 -21.455   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      42.662 -20.685   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      41.328 -22.995   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      43.908 -18.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      41.416 -18.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      41.892 -16.776   0.000  0.00  0.00           C+0
CONECT    1    6                                                            
CONECT    2    8                                                            
CONECT    3    8                                                            
CONECT    4    7    9   10                                                  
CONECT    5    9   11                                                       
CONECT    6    1    7    8                                                  
CONECT    7    4    6                                                       
CONECT    8    2    3    6                                                  
CONECT    9    4    5                                                       
CONECT   10    4   11                                                       
CONECT   11    5   10                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for HMDB0002320 (Imidazolelactic acid)

COMPND    HMDB0002320
HETATM    1  O1  UNL     1       2.953  -1.330   0.661  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.600  -0.347  -0.034  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.528   0.627  -0.364  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.187  -0.286  -0.468  1.00  0.00           C  
HETATM    5  O3  UNL     1       0.887   0.820  -1.223  1.00  0.00           O  
HETATM    6  C3  UNL     1       0.293  -0.377   0.766  1.00  0.00           C  
HETATM    7  N1  UNL     1      -1.091  -0.314   0.305  1.00  0.00           N  
HETATM    8  C4  UNL     1      -1.786   0.832   0.163  1.00  0.00           C  
HETATM    9  C5  UNL     1      -3.063   0.537  -0.291  1.00  0.00           C  
HETATM   10  N2  UNL     1      -3.080  -0.813  -0.406  1.00  0.00           N  
HETATM   11  C6  UNL     1      -1.899  -1.311  -0.048  1.00  0.00           C  
HETATM   12  H1  UNL     1       3.386   1.608  -0.082  1.00  0.00           H  
HETATM   13  H2  UNL     1       0.952  -1.187  -1.098  1.00  0.00           H  
HETATM   14  H3  UNL     1       1.101   1.672  -0.780  1.00  0.00           H  
HETATM   15  H4  UNL     1       0.431  -1.304   1.314  1.00  0.00           H  
HETATM   16  H5  UNL     1       0.486   0.498   1.410  1.00  0.00           H  
HETATM   17  H6  UNL     1      -1.410   1.831   0.371  1.00  0.00           H  
HETATM   18  H7  UNL     1      -3.882   1.209  -0.513  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.593  -2.363  -0.030  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   12
CONECT    4    5    6   13
CONECT    5   14
CONECT    6    7   15   16
CONECT    7    8   11
CONECT    8    9    9   17
CONECT    9   10   18
CONECT   10   11   11
CONECT   11   19
END
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SMILES for HMDB0002320 (Imidazolelactic acid)

OC(CN1C=CN=C1)C(O)=O
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INCHI for HMDB0002320 (Imidazolelactic acid)

InChI=1S/C6H8N2O3/c9-5(6(10)11)3-8-2-1-7-4-8/h1-2,4-5,9H,3H2,(H,10,11)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
1-Imidazolelactic acidChEBI
2-Hydroxy-3-(1H-imidazol-1-yl)propanoic acidChEBI
1-ImidazolelactateGenerator
2-Hydroxy-3-(1H-imidazol-1-yl)propanoateGenerator
ImidazolelactateGenerator
2-Hydroxy-3-[4-imidazolyl]-propanoateHMDB
2-Hydroxy-3-[4-imidazolyl]-propanoic acidHMDB
3-(Imidazol-1-yl)lactateGenerator, HMDB
Imidazolelactic acidMeSH
Chemical FormulaC6H8N2O3
Average Molecular Weight156.1393
Monoisotopic Molecular Weight156.053492132
IUPAC Name2-hydroxy-3-(1H-imidazol-1-yl)propanoic acid
Traditional Name2-hydroxy-3-(imidazol-1-yl)propanoic acid
CAS Registry Number876-19-7
SMILES
OC(CN1C=CN=C1)C(O)=O
InChI Identifier
InChI=1S/C6H8N2O3/c9-5(6(10)11)3-8-2-1-7-4-8/h1-2,4-5,9H,3H2,(H,10,11)
InChI KeyJTYMXXCJQKGGFG-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
  • Alpha-hydroxy acid
  • Hydroxy acid
  • N-substituted imidazole
  • Heteroaromatic compound
  • Secondary alcohol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Azacycle
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect
Health effect
Disposition
Biological locationSource
Process
Naturally occurring process
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 Solubility11 g/LALOGPS
logP-1.2ALOGPS
logP-1.7ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)3.39ChemAxon
pKa (Strongest Basic)6.77ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area75.35 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity36.03 m³·mol⁻¹ChemAxon
Polarizability14.1 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]+133.78631661259
DarkChem[M-H]-128.00431661259
DeepCCS[M+H]+125.28630932474
DeepCCS[M-H]-121.52130932474
DeepCCS[M-2H]-158.86330932474
DeepCCS[M+Na]+134.05330932474
AllCCS[M+H]+134.532859911
AllCCS[M+H-H2O]+130.232859911
AllCCS[M+NH4]+138.532859911
AllCCS[M+Na]+139.732859911
AllCCS[M-H]-129.132859911
AllCCS[M+Na-2H]-130.532859911
AllCCS[M+HCOO]-132.132859911

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, 2022.1.79 minutes32390414
Predicted by Siyang on May 30, 20229.5199 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20226.18 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid326.4 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid512.3 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid333.7 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid39.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid201.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid81.9 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid299.9 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 Acid220.1 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)757.1 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid599.9 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid45.2 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid716.8 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid207.4 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid281.2 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate632.6 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA465.3 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water292.2 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Imidazolelactic acidOC(CN1C=CN=C1)C(O)=O3073.2Standard polar33892256
Imidazolelactic acidOC(CN1C=CN=C1)C(O)=O1401.2Standard non polar33892256
Imidazolelactic acidOC(CN1C=CN=C1)C(O)=O1696.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Imidazolelactic acid,1TMS,isomer #1C[Si](C)(C)OC(CN1C=CN=C1)C(=O)O1648.3Semi standard non polar33892256
Imidazolelactic acid,1TMS,isomer #2C[Si](C)(C)OC(=O)C(O)CN1C=CN=C11551.5Semi standard non polar33892256
Imidazolelactic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)C(CN1C=CN=C1)O[Si](C)(C)C1655.7Semi standard non polar33892256
Imidazolelactic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(CN1C=CN=C1)C(=O)O1884.9Semi standard non polar33892256
Imidazolelactic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(O)CN1C=CN=C11793.3Semi standard non polar33892256
Imidazolelactic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CN1C=CN=C1)O[Si](C)(C)C(C)(C)C2098.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Imidazolelactic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9100000000-af6e1c31ba814d5c00852017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Imidazolelactic acid GC-MS (2 TMS) - 70eV, Positivesplash10-001i-9440000000-51a0a80ace23d0a3d85e2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Imidazolelactic 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 - Imidazolelactic acid 10V, Positive-QTOFsplash10-052r-0900000000-0329a4bafbb746648ef52015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazolelactic acid 20V, Positive-QTOFsplash10-000i-5900000000-2ceb5bb4c7d0c4d563ae2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazolelactic acid 40V, Positive-QTOFsplash10-014i-9000000000-af66fc635cd0e0618e4b2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazolelactic acid 10V, Negative-QTOFsplash10-0a4i-1900000000-e77f735cce68a7f7b4a22015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazolelactic acid 20V, Negative-QTOFsplash10-014i-9300000000-6a5f23eb647fb89baad52015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazolelactic acid 40V, Negative-QTOFsplash10-014l-9000000000-4e4a86f260b34da6c02a2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazolelactic acid 10V, Negative-QTOFsplash10-0aor-9800000000-3a57c8d2b2b5cf3cf7132021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazolelactic acid 20V, Negative-QTOFsplash10-014i-9000000000-a2f57dd2d7faa84a9a492021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazolelactic acid 40V, Negative-QTOFsplash10-014i-9000000000-281cf185205743f8c55b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazolelactic acid 10V, Positive-QTOFsplash10-0bt9-0900000000-81381fab6df16fa55b592021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazolelactic acid 20V, Positive-QTOFsplash10-00lr-9400000000-eef5c8eb5c6f485c4b702021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazolelactic acid 40V, Positive-QTOFsplash10-0gb9-9000000000-a7ce72d207b1b75057fd2021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart 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
  • Feces
  • Urine
Tissue Locations
  • Placenta
  • Prostate
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
Normal
      Not Available
 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified0.5 (0.17-1.0) umol/mmol creatinineChildren (1-13 years old)BothNormal
    • Geigy Scientific ...
    • West Cadwell, N.J...
    • Basel, Switzerlan...
 details
UrineDetected and Quantified5.6 (3.5-7.0) umol/mmol creatinineAdult (>18 years old)BothNormal
    • Geigy Scientific ...
    • West Cadwell, N.J...
    • Basel, Switzerlan...
 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Schizophrenia		 details
Associated Disorders and Diseases
Disease References
Schizophrenia
  1. Koike S, Bundo M, Iwamoto K, Suga M, Kuwabara H, Ohashi Y, Shinoda K, Takano Y, Iwashiro N, Satomura Y, Nagai T, Natsubori T, Tada M, Yamasue H, Kasai K: A snapshot of plasma metabolites in first-episode schizophrenia: a capillary electrophoresis time-of-flight mass spectrometry study. Transl Psychiatry. 2014 Apr 8;4:e379. doi: 10.1038/tp.2014.19. [PubMed:24713860 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022962
KNApSAcK IDNot Available
Chemspider ID404046
KEGG Compound IDC05132
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6617
PubChem Compound459122
PDB IDNot Available
ChEBI ID70808
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
  2. Block WD, Westhoff MH, Steele BF: Histidine metabolism in the human adult: histidine blood tolerance, and the effect of continued free L-histidine ingestion on the concentration of imidazole compounds in blood and urine. J Nutr. 1967 Feb;91(2):189-94. [PubMed:6021220 ]
  3. Dubovsky J, Dubovska E, Formankova J: [Imidazolactic acid in the urine. Method of determination and clinical observations]. Cas Lek Cesk. 1965 Nov 5;104(44):1216-21. [PubMed:5856262 ]
  4. Hamacher M, Mosebach KO: [Quantitative determination of some imidazole derivatives in the urine of pregnant patients, non-pregnant patients and those with diseases caused by pregnancy]. Hoppe Seylers Z Physiol Chem. 1969 May;350(5):603-8. [PubMed:5789877 ]
  5. van Roon-Djordjevic B, Cerfontain-van Staalen: Urinary excretion of histidine metabolites as an indication for folic acid and vitamin B 12 deficiency. Clin Chim Acta. 1972 Oct;41:55-65. [PubMed:4645251 ]
  6. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]