Showing metabocard for Imidazolelactic acid (MMDBc0000413)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:37:12 UTC
Update Date2024-04-30 19:32:18 UTC
Metabolite IDMMDBc0000413
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
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9206844500>


  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 #<Metabolite:0x00007f9206844500>

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 #<Metabolite:0x00007f9206844500>


  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>
MMDBc0000413

> <DATABASE_NAME>
MIME

> <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 #<Metabolite:0x00007f9206844500>

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

PDB for #<Metabolite:0x00007f9206844500>

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 #<Metabolite:0x00007f9206844500>

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 #<Metabolite:0x00007f9206844500>

OC(CN1C=CN=C1)C(O)=O
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INCHI for #<Metabolite:0x00007f9206844500>

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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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
Molecular FormulaC6H8N2O3
Average Mass156.1393
Monoisotopic Mass156.053492132
IUPAC Name2-hydroxy-3-(1H-imidazol-1-yl)propanoic acid
Traditional Name2-hydroxy-3-(imidazol-1-yl)propanoic acid
CAS Registry NumberNot Available
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