Showing metabocard for (2S,3S)-3-methyl-L-aspartic acid (MMDBc0054843)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 19:36:08 UTC
Update Date2022-08-12 20:09:06 UTC
Metabolite IDMMDBc0054843
Metabolite Identification
Common Name(2S,3S)-3-methyl-L-aspartic acid
Descriptionthreo-3-methyl-L-aspartate(1-), also known as (2S,3S)-3-methyl-L-aspartate, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Based on a literature review very few articles have been published on threo-3-methyl-L-aspartate(1-).
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fdb3959f0f8>


  Mrv1652306172221362D          

 12 11  0  0  1  0            999 V2000
    1.5395    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2539   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  5  1  0  0  0  0
  2 11  1  1  0  0  0
  3 12  1  1  0  0  0
M  CHG  1   8  -1
M  END
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3D MOL for #<Metabolite:0x00007fdb3959f0f8>

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3D SDF for #<Metabolite:0x00007fdb3959f0f8>

  Mrv1652306172221362D          

 12 11  0  0  1  0            999 V2000
    1.5395    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2539   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  5  1  0  0  0  0
  2 11  1  1  0  0  0
  3 12  1  1  0  0  0
M  CHG  1   8  -1
M  END
> <DATABASE_ID>
MMDBc0054843

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H9NO4/c1-2(4(7)8)3(6)5(9)10/h2-3H,6H2,1H3,(H,7,8)(H,9,10)/p-1/t2-,3-/m0/s1

> <INCHI_KEY>
LXRUAYBIUSUULX-HRFVKAFMSA-M

> <FORMULA>
C5H8NO4

> <MOLECULAR_WEIGHT>
146.123

> <EXACT_MASS>
146.045881322

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
12.714494177636357

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S)-3-amino-3-carboxy-2-methylpropanoate

> <JCHEM_LOGP>
-2.9678511295775207

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.218916889007896

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.87401756384227

> <JCHEM_PKA_STRONGEST_BASIC>
9.67648120105082

> <JCHEM_POLAR_SURFACE_AREA>
103.45

> <JCHEM_REFRACTIVITY>
41.944300000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-3-amino-3-carboxy-2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007fdb3959f0f8>
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PDB for #<Metabolite:0x00007fdb3959f0f8>
HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       2.874   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.207  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.540  -1.540   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0       5.541   0.770   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.207  -1.540   0.000  0.00  0.00           O-1
HETATM    9  O   UNK     0      -1.127   0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.206   2.310   0.000  0.00  0.00           O+0
HETATM   11  H   UNK     0       1.540   1.540   0.000  0.00  0.00           H+0
HETATM   12  H   UNK     0       2.874  -0.770   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    4   11                                             
CONECT    3    2    5    6   12                                             
CONECT    4    2    7    8                                                  
CONECT    5    3    9   10                                                  
CONECT    6    3                                                            
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    5                                                            
CONECT   10    5                                                            
CONECT   11    2                                                            
CONECT   12    3                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

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3D PDB for #<Metabolite:0x00007fdb3959f0f8>
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SMILES for #<Metabolite:0x00007fdb3959f0f8>
[H][C@@](C)(C([O-])=O)[C@]([H])(N)C(O)=O
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INCHI for #<Metabolite:0x00007fdb3959f0f8>
InChI=1S/C5H9NO4/c1-2(4(7)8)3(6)5(9)10/h2-3H,6H2,1H3,(H,7,8)(H,9,10)/p-1/t2-,3-/m0/s1
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Synonyms
ValueSource
(2S,3S)-3-Methyl-L-aspartateChEBI
(2S,3S)-3-Methyl-L-aspartic acidGenerator
Threo-3-methyl-L-aspartic acid(1-)Generator
Molecular FormulaC5H8NO4
Average Mass146.123
Monoisotopic Mass146.045881322
IUPAC Name(2S,3S)-3-amino-3-carboxy-2-methylpropanoate
Traditional Name(2S,3S)-3-amino-3-carboxy-2-methylpropanoate
CAS Registry NumberNot Available
SMILES
[H][C@@](C)(C([O-])=O)[C@]([H])(N)C(O)=O
InChI Identifier
InChI=1S/C5H9NO4/c1-2(4(7)8)3(6)5(9)10/h2-3H,6H2,1H3,(H,7,8)(H,9,10)/p-1/t2-,3-/m0/s1
InChI KeyLXRUAYBIUSUULX-HRFVKAFMSA-M