Showing metabocard for D-alpha-Aminobutyric acid (MMDBc0000131)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:37:00 UTC
Update Date2024-04-30 19:31:10 UTC
Metabolite IDMMDBc0000131
Metabolite Identification
Common NameD-alpha-Aminobutyric acid
DescriptionD-alpha-Aminobutyric acid is the D-isomer of alpha-aminobutyric acid. The L-form of this amino acid is used in the biosynthesis of ophthalmic acid (a tripeptide analogue of glutathione in which the cysteine group is replaced by L-2-aminobutyrate, which was first discovered and isolated from calf lens). The D-form of this amino acid is a substrate for D-amino acid oxidase. There is little evidence that the D-form of this amino acid is found in human biofluids or tissues. What little does exist is likely of bacterial origin.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fa4e8877f00>


  Mrv1652305271900072D          

  7  6  0  0  0  0            999 V2000
 9998.9586 9998.7576    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.2439 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5292 9998.7576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2439 9999.9944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6740 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3874 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9586 9997.9323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  7  1  1  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  5  6  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007fa4e8877f00>

HMDB0000650
     RDKit          3D
D-alpha-Aminobutyric acid
 16 15  0  0  0  0  0  0  0  0999 V2000
    1.7855    0.0518   -0.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6997   -0.8675    0.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548   -0.3870   -0.2665 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6795   -1.2651    0.2114 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8664    1.0160    0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8700    1.2520    0.9040 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0145    2.0225   -0.1647 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7651   -0.4581   -0.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4767    0.4269   -1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9595    0.8909    0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9227   -1.8839   -0.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6949   -0.8386    1.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6778   -0.3818   -1.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972   -1.0611   -0.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7079   -1.3651    1.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2650    2.8479   -0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  6
  4 14  1  0
  4 15  1  0
  7 16  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007fa4e8877f00>


  Mrv1652305271900072D          

  7  6  0  0  0  0            999 V2000
 9998.9586 9998.7576    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.2439 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5292 9998.7576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2439 9999.9944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6740 9999.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3874 9998.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9586 9997.9323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  7  1  1  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  5  6  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000131

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H9NO2/c1-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1

> <INCHI_KEY>
QWCKQJZIFLGMSD-GSVOUGTGSA-N

> <FORMULA>
C4H9NO2

> <MOLECULAR_WEIGHT>
103.1198

> <EXACT_MASS>
103.063328537

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
10.38387358105714

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-aminobutanoic acid

> <ALOGPS_LOGP>
-2.55

> <JCHEM_LOGP>
-2.3181498124844198

> <ALOGPS_LOGS>
0.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.615755119614637

> <JCHEM_PKA_STRONGEST_BASIC>
9.53467345401491

> <JCHEM_POLAR_SURFACE_AREA>
63.32

> <JCHEM_REFRACTIVITY>
25.021300000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.58e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
D-2-aminobutyric acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007fa4e8877f00>

HMDB0000650
     RDKit          3D
D-alpha-Aminobutyric acid
 16 15  0  0  0  0  0  0  0  0999 V2000
    1.7855    0.0518   -0.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6997   -0.8675    0.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548   -0.3870   -0.2665 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6795   -1.2651    0.2114 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8664    1.0160    0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8700    1.2520    0.9040 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0145    2.0225   -0.1647 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7651   -0.4581   -0.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4767    0.4269   -1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9595    0.8909    0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9227   -1.8839   -0.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6949   -0.8386    1.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6778   -0.3818   -1.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972   -1.0611   -0.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7079   -1.3651    1.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2650    2.8479   -0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  6
  4 14  1  0
  4 15  1  0
  7 16  1  0
M  END
Download

PDB for #<Metabolite:0x00007fa4e8877f00>

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0    8664.7238664.348   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8663.3898665.117   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8662.0558664.348   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8663.3898666.656   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8666.0588665.117   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8667.3908664.348   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0    8664.7238662.807   0.000  0.00  0.00           N+0
CONECT    1    2    5    7                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    1    6                                                       
CONECT    6    5                                                            
CONECT    7    1                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
Download

3D PDB for #<Metabolite:0x00007fa4e8877f00>

COMPND    HMDB0000650
HETATM    1  C1  UNL     1       1.786   0.052  -0.251  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.700  -0.867   0.248  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.655  -0.387  -0.267  1.00  0.00           C  
HETATM    4  N1  UNL     1      -1.679  -1.265   0.211  1.00  0.00           N  
HETATM    5  C4  UNL     1      -0.866   1.016   0.189  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.870   1.252   0.904  1.00  0.00           O  
HETATM    7  O2  UNL     1       0.015   2.023  -0.165  1.00  0.00           O  
HETATM    8  H1  UNL     1       2.765  -0.458  -0.343  1.00  0.00           H  
HETATM    9  H2  UNL     1       1.477   0.427  -1.244  1.00  0.00           H  
HETATM   10  H3  UNL     1       1.959   0.891   0.477  1.00  0.00           H  
HETATM   11  H4  UNL     1       0.923  -1.884  -0.095  1.00  0.00           H  
HETATM   12  H5  UNL     1       0.695  -0.839   1.350  1.00  0.00           H  
HETATM   13  H6  UNL     1      -0.678  -0.382  -1.367  1.00  0.00           H  
HETATM   14  H7  UNL     1      -2.597  -1.061  -0.224  1.00  0.00           H  
HETATM   15  H8  UNL     1      -1.708  -1.365   1.243  1.00  0.00           H  
HETATM   16  H9  UNL     1      -0.265   2.848  -0.667  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3   11   12
CONECT    3    4    5   13
CONECT    4   14   15
CONECT    5    6    6    7
CONECT    7   16
END
Download

SMILES for #<Metabolite:0x00007fa4e8877f00>

CC[C@@H](N)C(O)=O
Download

INCHI for #<Metabolite:0x00007fa4e8877f00>

InChI=1S/C4H9NO2/c1-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1
Download
Synonyms
ValueSource
(2R)-2-Aminobutyric acidChEBI
(R)-2-Aminobutanoic acidChEBI
(R)-2-Aminobutyric acidChEBI
alpha-Aminobutyric acidChEBI
D-(-)-2-Aminobutyric acidChEBI
D-2-Aminobutanoic acidChEBI
D-2-AminobuttersaeureChEBI
D-2-AminobutyrateChEBI
D-2-Aminobutyric acidChEBI
(2R)-2-AminobutyrateGenerator
(R)-2-AminobutanoateGenerator
(R)-2-AminobutyrateGenerator
a-AminobutyrateGenerator
a-Aminobutyric acidGenerator
alpha-AminobutyrateGenerator
Α-aminobutyrateGenerator
Α-aminobutyric acidGenerator
D-(-)-2-AminobutyrateGenerator
D-2-AminobutanoateGenerator
D-a-AminobutyrateGenerator
D-a-Aminobutyric acidGenerator
D-alpha-AminobutyrateGenerator
D-Α-aminobutyrateGenerator
D-Α-aminobutyric acidGenerator
(2R)-2-AminobutanoateHMDB
(2R)-2-Aminobutanoic acidHMDB
(R)-2-Amino-butanoateHMDB
(R)-2-Amino-butanoic acidHMDB
delta-(-)-2-Aminobutyric acidHMDB
delta-2-AminobutanoateHMDB
delta-2-Aminobutanoic acidHMDB
delta-2-AminobuttersaeureHMDB
delta-2-AminobutyrateHMDB
delta-2-Aminobutyric acidHMDB
delta-alpha-Aminobutyric acidHMDB
2R-Amino-butanoateHMDB
(2S)-2-Aminobutanoic acidHMDB
alpha-Aminobutyric acid, (S)-isomerHMDB
Butyrine, (S)-isomerHMDB
L-2-Aminobutyric acidHMDB
HomoalanineHMDB
2-Aminobutyric acidHMDB
2-Aminobutanoic acidHMDB
alpha-Aminobutyric acid, (+-)-isomerHMDB
Butyrine, (R)-isomerHMDB
ButyrineHMDB
Butyrine, (+-)-isomerHMDB
L-HomoalanineHMDB
alpha-Aminobutyric acid, (R)-isomerHMDB
Molecular FormulaC4H9NO2
Average Mass103.1198
Monoisotopic Mass103.063328537
IUPAC Name(2R)-2-aminobutanoic acid
Traditional NameD-2-aminobutyric acid
CAS Registry Number2623-91-8
SMILES
CC[C@@H](N)C(O)=O
InChI Identifier
InChI=1S/C4H9NO2/c1-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1
InChI KeyQWCKQJZIFLGMSD-GSVOUGTGSA-N