Showing metabocard for (2Z)-2-aminobut-2-enoate (MMDBc0032127)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 02:03:31 UTC
Update Date2022-08-31 18:30:44 UTC
Metabolite IDMMDBc0032127
Metabolite Identification
Common Name (2Z)-2-aminobut-2-enoate
Description(2Z)-2-aminobut-2-enoate is an intermediate of pathways L-threonine degradation I and L-isoleucine biosynthesis I in E. coli. It is a product for enzymes threonine dehydratase and threonine deaminase which catalyze the reaction L-threonine -> (2Z)-2-aminobut-2-enoate + H2O + H+ in both pathways. (2Z)-2-aminobut-2-enoate is also a substrate of the spontaneous reaction (2Z)-2-aminobut-2-enoate -> 2-iminobutanoate in both pathways (BioCyc compound: CPD-15056).
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fa4e02112e0>


  Mrv1652303072020242D          

  7  6  0  0  0  0            999 V2000
    1.2376    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8251    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2376   -0.7145    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
M  CHG  1   7  -1
M  END
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3D MOL for #<Metabolite:0x00007fa4e02112e0>

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3D SDF for #<Metabolite:0x00007fa4e02112e0>

  Mrv1652303072020242D          

  7  6  0  0  0  0            999 V2000
    1.2376    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8251    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2376   -0.7145    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
M  CHG  1   7  -1
M  END
> <DATABASE_ID>
MMDBc0032127

> <DATABASE_NAME>
MIME

> <SMILES>
CC=C(N)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H7NO2/c1-2-3(5)4(6)7/h2H,5H2,1H3,(H,6,7)/p-1

> <INCHI_KEY>
PAWSVPVNIXFKOS-UHFFFAOYSA-M

> <FORMULA>
C4H6NO2

> <MOLECULAR_WEIGHT>
100.098

> <EXACT_MASS>
100.040402017

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
9.330361361317566

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-aminobut-2-enoate

> <ALOGPS_LOGP>
0.14

> <JCHEM_LOGP>
-2.491002868386687

> <ALOGPS_LOGS>
0.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8834557368672318

> <JCHEM_PKA_STRONGEST_BASIC>
8.46256977320568

> <JCHEM_POLAR_SURFACE_AREA>
66.15

> <JCHEM_REFRACTIVITY>
37.4269

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.31e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminobut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007fa4e02112e0>
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PDB for #<Metabolite:0x00007fa4e02112e0>
HEADER    PROTEIN                                 07-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-MAR-20         0                                  
HETATM    1  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -0.770   1.334   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END

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3D PDB for #<Metabolite:0x00007fa4e02112e0>
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SMILES for #<Metabolite:0x00007fa4e02112e0>
CC=C(N)C([O-])=O
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INCHI for #<Metabolite:0x00007fa4e02112e0>
InChI=1S/C4H7NO2/c1-2-3(5)4(6)7/h2H,5H2,1H3,(H,6,7)/p-1
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Synonyms
ValueSource
(2Z)-2-Aminobut-2-enoic acidGenerator
Molecular FormulaC4H6NO2
Average Mass100.098
Monoisotopic Mass100.040402017
IUPAC Name2-aminobut-2-enoate
Traditional Name2-aminobut-2-enoate
CAS Registry NumberNot Available
SMILES
CC=C(N)C([O-])=O
InChI Identifier
InChI=1S/C4H7NO2/c1-2-3(5)4(6)7/h2H,5H2,1H3,(H,6,7)/p-1
InChI KeyPAWSVPVNIXFKOS-UHFFFAOYSA-M