Showing metabocard for Formiminoglutamic acid (MMDBc0000371)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:36:19 UTC
Update Date2025-01-15 17:56:54 UTC
Metabolite IDMMDBc0000371
Metabolite Identification
Common NameFormiminoglutamic acid
DescriptionMeasurement of this acid in the urine after oral administration of histidine provides the basis for the diagnostic test of folic acid deficiency and of megaloblastic anemia of pregnancy.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f92085dadd0>


  Mrv0541 02231218472D          

 12 11  0  0  1  0            999 V2000
   10.2409   -6.0818    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.0671   -6.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8885   -6.9686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5551   -5.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4764   -5.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4002   -7.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5475   -4.7175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8161   -5.9871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2986   -5.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0931   -8.3821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7539   -6.1164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7080   -4.6418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  6  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  6 10  2  0  0  0  0
  9 11  1  0  0  0  0
  9 12  2  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f92085dadd0>

HMDB0000854
     RDKit          3D
Formiminoglutamic acid
 22 21  0  0  0  0  0  0  0  0999 V2000
   -2.7829    0.4143   -2.5831 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6448   -0.1153   -2.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8399    0.2853   -1.2790 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5182   -0.6317   -0.2367 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3842    0.0249    0.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6483    0.4514    0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6041    1.1018    1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3494    1.2667    2.2281 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8124    1.5413    0.5169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7252   -1.1660    0.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8425   -0.7689    0.0428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6463   -2.0588    1.4699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1359    1.1522   -1.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2681   -0.8823   -3.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5062    1.2477   -1.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0213   -1.5383   -0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.8622    1.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6509   -0.6995    1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4152    1.0803   -0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920   -0.4959   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3854    0.9044   -0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3000   -1.9758    2.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  4 10  1  0
 10 11  2  0
 10 12  1  0
  1 13  1  0
  2 14  1  0
  3 15  1  0
  4 16  1  6
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  9 21  1  0
 12 22  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f92085dadd0>


  Mrv0541 02231218472D          

 12 11  0  0  1  0            999 V2000
   10.2409   -6.0818    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.0671   -6.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8885   -6.9686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5551   -5.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4764   -5.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4002   -7.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5475   -4.7175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8161   -5.9871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2986   -5.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0931   -8.3821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7539   -6.1164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7080   -4.6418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  6  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  6 10  2  0  0  0  0
  9 11  1  0  0  0  0
  9 12  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000371

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)CC[C@H](NC=N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H10N2O4/c7-3-8-4(6(11)12)1-2-5(9)10/h3-4H,1-2H2,(H2,7,8)(H,9,10)(H,11,12)/t4-/m0/s1

> <INCHI_KEY>
NRXIKWMTVXPVEF-BYPYZUCNSA-N

> <FORMULA>
C6H10N2O4

> <MOLECULAR_WEIGHT>
174.1546

> <EXACT_MASS>
174.064056818

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
15.606845304849282

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-methanimidamidopentanedioic acid

> <ALOGPS_LOGP>
-1.33

> <JCHEM_LOGP>
-2.798527987203597

> <ALOGPS_LOGS>
-1.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.2072610324205115

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.4944436183792384

> <JCHEM_PKA_STRONGEST_BASIC>
10.878089693775339

> <JCHEM_POLAR_SURFACE_AREA>
110.48000000000002

> <JCHEM_REFRACTIVITY>
48.713

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.28e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-formimino-L-glutamate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f92085dadd0>

HMDB0000854
     RDKit          3D
Formiminoglutamic acid
 22 21  0  0  0  0  0  0  0  0999 V2000
   -2.7829    0.4143   -2.5831 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6448   -0.1153   -2.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8399    0.2853   -1.2790 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5182   -0.6317   -0.2367 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3842    0.0249    0.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6483    0.4514    0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6041    1.1018    1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3494    1.2667    2.2281 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8124    1.5413    0.5169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7252   -1.1660    0.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8425   -0.7689    0.0428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6463   -2.0588    1.4699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1359    1.1522   -1.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2681   -0.8823   -3.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5062    1.2477   -1.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0213   -1.5383   -0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.8622    1.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6509   -0.6995    1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4152    1.0803   -0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920   -0.4959   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3854    0.9044   -0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3000   -1.9758    2.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  4 10  1  0
 10 11  2  0
 10 12  1  0
  1 13  1  0
  2 14  1  0
  3 15  1  0
  4 16  1  6
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  9 21  1  0
 12 22  1  0
M  END
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PDB for #<Metabolite:0x00007f92085dadd0>

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  C   UNK     0      19.116 -11.353   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.659 -11.346   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      18.459 -13.008   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      17.836 -10.497   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.423 -10.009   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.414 -14.217   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      17.822  -8.806   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      16.457 -11.176   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      22.957 -10.009   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      18.840 -15.647   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0      23.807 -11.417   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      23.722  -8.665   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1    7    8                                                  
CONECT    5    2    9                                                       
CONECT    6    3   10                                                       
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    5   11   12                                                  
CONECT   10    6                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
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3D PDB for #<Metabolite:0x00007f92085dadd0>

COMPND    HMDB0000854
HETATM    1  N1  UNL     1      -2.783   0.414  -2.583  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.645  -0.115  -2.380  1.00  0.00           C  
HETATM    3  N2  UNL     1      -0.840   0.285  -1.279  1.00  0.00           N  
HETATM    4  C2  UNL     1      -0.518  -0.632  -0.237  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.384   0.025   0.786  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.648   0.451   0.118  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.604   1.102   1.018  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.349   1.267   2.228  1.00  0.00           O  
HETATM    9  O2  UNL     1       3.812   1.541   0.517  1.00  0.00           O  
HETATM   10  C6  UNL     1      -1.725  -1.166   0.443  1.00  0.00           C  
HETATM   11  O3  UNL     1      -2.843  -0.769   0.043  1.00  0.00           O  
HETATM   12  O4  UNL     1      -1.646  -2.059   1.470  1.00  0.00           O  
HETATM   13  H1  UNL     1      -3.136   1.152  -1.938  1.00  0.00           H  
HETATM   14  H2  UNL     1      -1.268  -0.882  -3.042  1.00  0.00           H  
HETATM   15  H3  UNL     1      -0.506   1.248  -1.256  1.00  0.00           H  
HETATM   16  H4  UNL     1      -0.021  -1.538  -0.682  1.00  0.00           H  
HETATM   17  H5  UNL     1      -0.111   0.862   1.294  1.00  0.00           H  
HETATM   18  H6  UNL     1       0.651  -0.700   1.606  1.00  0.00           H  
HETATM   19  H7  UNL     1       1.415   1.080  -0.764  1.00  0.00           H  
HETATM   20  H8  UNL     1       2.092  -0.496  -0.322  1.00  0.00           H  
HETATM   21  H9  UNL     1       4.385   0.904  -0.054  1.00  0.00           H  
HETATM   22  H10 UNL     1      -2.300  -1.976   2.234  1.00  0.00           H  
CONECT    1    2    2   13
CONECT    2    3   14
CONECT    3    4   15
CONECT    4    5   10   16
CONECT    5    6   17   18
CONECT    6    7   19   20
CONECT    7    8    8    9
CONECT    9   21
CONECT   10   11   11   12
CONECT   12   22
END
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SMILES for #<Metabolite:0x00007f92085dadd0>

OC(=O)CC[C@H](NC=N)C(O)=O
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INCHI for #<Metabolite:0x00007f92085dadd0>

InChI=1S/C6H10N2O4/c7-3-8-4(6(11)12)1-2-5(9)10/h3-4H,1-2H2,(H2,7,8)(H,9,10)(H,11,12)/t4-/m0/s1
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Synonyms
ValueSource
N-Formimidoyl-L-glutamateChEBI
N-Formimino-L-glutamateChEBI
N-Formimidoyl-L-glutamic acidGenerator
N-Formimino-L-glutamic acidGenerator
FormiminoglutamateGenerator
Formimino-gluHMDB
Formimino-L-glutamateHMDB
Formimino-L-glutamic acidHMDB
N-(Iminomethyl)-L-glutamic acidHMDB
N-Formimidoyl-glutamic acidHMDB
N-Formimino-glutamateHMDB
Acid, formiminoglutamicHMDB
FIGLUHMDB
Molecular FormulaC6H10N2O4
Average Mass174.1546
Monoisotopic Mass174.064056818
IUPAC Name(2S)-2-methanimidamidopentanedioic acid
Traditional NameN-formimino-L-glutamate
CAS Registry NumberNot Available
SMILES
OC(=O)CC[C@H](NC=N)C(O)=O
InChI Identifier
InChI=1S/C6H10N2O4/c7-3-8-4(6(11)12)1-2-5(9)10/h3-4H,1-2H2,(H2,7,8)(H,9,10)(H,11,12)/t4-/m0/s1
InChI KeyNRXIKWMTVXPVEF-BYPYZUCNSA-N