Showing metabocard for Iminoaspartic acid (MMDBc0029567)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:32:35 UTC
Update Date2022-08-31 13:44:00 UTC
Metabolite IDMMDBc0029567
Metabolite Identification
Common NameIminoaspartic acid
DescriptionIminoaspartic acid (alpha-iminosuccinate) is an intermediate in NAD biosynthesis from aspartate pathwyay. As a general rule, most prokaryotes utilize the aspartate de novo pathway, in which the nicotinate moiety of NAD is synthesized from aspartate, while in eukaryotes, the de novo pathway starts with tryptophan.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f923866a540>


  Mrv0541 02231218562D          

  9  8  0  0  0  0            999 V2000
    0.3202    0.0915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3926   -0.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0329   -0.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3164    0.9224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1130    0.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7495    0.0991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0291   -1.1511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8257   -0.3278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1167    0.9185    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  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  2  0  0  0  0
  5  8  1  0  0  0  0
  5  9  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f923866a540>

HMDB0001131
     RDKit          3D
Iminoaspartic acid
 14 13  0  0  0  0  0  0  0  0999 V2000
   -1.3418   -0.8843    1.1536 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6993   -0.3795    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7077   -0.7817   -0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5993    0.3814   -0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7380    1.1202   -1.0272 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2787    0.6356    1.1674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3618    0.5726   -0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7987    1.0973   -1.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6660    0.9287   -0.4413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8550   -1.5673    1.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8120   -1.2335   -1.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0290   -1.5671    0.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8401    1.4809    1.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2823    0.1967   -0.0862 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  2  0
  4  6  1  0
  2  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  3 11  1  0
  3 12  1  0
  6 13  1  0
  9 14  1  0
M  END
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3D SDF for #<Metabolite:0x00007f923866a540>


  Mrv0541 02231218562D          

  9  8  0  0  0  0            999 V2000
    0.3202    0.0915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3926   -0.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0329   -0.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3164    0.9224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1130    0.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7495    0.0991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0291   -1.1511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8257   -0.3278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1167    0.9185    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  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  2  0  0  0  0
  5  8  1  0  0  0  0
  5  9  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029567

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)CC(=N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H5NO4/c5-2(4(8)9)1-3(6)7/h5H,1H2,(H,6,7)(H,8,9)

> <INCHI_KEY>
NMUOATVLLQEYHI-UHFFFAOYSA-N

> <FORMULA>
C4H5NO4

> <MOLECULAR_WEIGHT>
131.0868

> <EXACT_MASS>
131.021857653

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
10.554870288773309

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-iminobutanedioic acid

> <ALOGPS_LOGP>
-0.83

> <JCHEM_LOGP>
-0.511461691327299

> <ALOGPS_LOGS>
-1.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.9836401352027853

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.281960006543796

> <JCHEM_PKA_STRONGEST_BASIC>
2.4824191793309613

> <JCHEM_POLAR_SURFACE_AREA>
98.44999999999999

> <JCHEM_REFRACTIVITY>
36.8058

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.26e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
iminosuccinic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f923866a540>

HMDB0001131
     RDKit          3D
Iminoaspartic acid
 14 13  0  0  0  0  0  0  0  0999 V2000
   -1.3418   -0.8843    1.1536 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6993   -0.3795    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7077   -0.7817   -0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5993    0.3814   -0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7380    1.1202   -1.0272 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2787    0.6356    1.1674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3618    0.5726   -0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7987    1.0973   -1.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6660    0.9287   -0.4413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8550   -1.5673    1.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8120   -1.2335   -1.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0290   -1.5671    0.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8401    1.4809    1.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2823    0.1967   -0.0862 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  2  0
  4  6  1  0
  2  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  3 11  1  0
  3 12  1  0
  6 13  1  0
  9 14  1  0
M  END
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PDB for #<Metabolite:0x00007f923866a540>

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       0.598   0.171   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.733  -0.598   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.928  -0.598   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       0.591   1.722   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.078   0.164   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.266   0.185   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       1.921  -2.149   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -3.408  -0.612   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -2.085   1.715   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6    7                                                  
CONECT    4    1                                                            
CONECT    5    2    8    9                                                  
CONECT    6    3                                                            
CONECT    7    3                                                            
CONECT    8    5                                                            
CONECT    9    5                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for #<Metabolite:0x00007f923866a540>

COMPND    HMDB0001131
HETATM    1  N1  UNL     1      -1.342  -0.884   1.154  1.00  0.00           N  
HETATM    2  C1  UNL     1      -0.699  -0.380   0.157  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.708  -0.782  -0.100  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.599   0.381  -0.030  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.738   1.120  -1.027  1.00  0.00           O  
HETATM    6  O2  UNL     1       2.279   0.636   1.167  1.00  0.00           O  
HETATM    7  C4  UNL     1      -1.362   0.573  -0.699  1.00  0.00           C  
HETATM    8  O3  UNL     1      -0.799   1.097  -1.679  1.00  0.00           O  
HETATM    9  O4  UNL     1      -2.666   0.929  -0.441  1.00  0.00           O  
HETATM   10  H1  UNL     1      -0.855  -1.567   1.760  1.00  0.00           H  
HETATM   11  H2  UNL     1       0.812  -1.234  -1.109  1.00  0.00           H  
HETATM   12  H3  UNL     1       1.029  -1.567   0.619  1.00  0.00           H  
HETATM   13  H4  UNL     1       2.840   1.481   1.230  1.00  0.00           H  
HETATM   14  H5  UNL     1      -3.282   0.197  -0.086  1.00  0.00           H  
CONECT    1    2    2   10
CONECT    2    3    7
CONECT    3    4   11   12
CONECT    4    5    5    6
CONECT    6   13
CONECT    7    8    8    9
CONECT    9   14
END
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SMILES for #<Metabolite:0x00007f923866a540>

OC(=O)CC(=N)C(O)=O
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INCHI for #<Metabolite:0x00007f923866a540>

InChI=1S/C4H5NO4/c5-2(4(8)9)1-3(6)7/h5H,1H2,(H,6,7)(H,8,9)
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Synonyms
ValueSource
IminoaspartateChEBI
IminosuccinateChEBI
Iminosuccinic acidChEBI
alpha-IminosuccinateHMDB
imino-ButanedioateHMDB
imino-Butanedioic acidHMDB
Molecular FormulaC4H5NO4
Average Mass131.0868
Monoisotopic Mass131.021857653
IUPAC Name2-iminobutanedioic acid
Traditional Nameiminosuccinic acid
CAS Registry Number79067-61-1
SMILES
OC(=O)CC(=N)C(O)=O
InChI Identifier
InChI=1S/C4H5NO4/c5-2(4(8)9)1-3(6)7/h5H,1H2,(H,6,7)(H,8,9)
InChI KeyNMUOATVLLQEYHI-UHFFFAOYSA-N