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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 12:26:49 UTC

Update Date

2021-09-24 12:26:49 UTC

HMDB ID

HMDB0304791

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Threoninyl-Valine

Description

2-[(2-amino-1,3-dihydroxybutylidene)amino]-3-methylbutanoic acid belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Based on a literature review very few articles have been published on 2-[(2-amino-1,3-dihydroxybutylidene)amino]-3-methylbutanoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0304791
     RDKit          3D
Threoninyl-Valine
 33 32  0  0  0  0  0  0  0  0999 V2000
    3.8985    0.0969    0.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4722   -0.1961    0.9067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3102   -1.6759    1.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5150    0.1209   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1844   -0.2129    0.2459 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7730   -0.4500   -0.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5117   -0.3812   -1.9359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440   -0.7937   -0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3250   -0.8425    1.2578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0799    0.2465   -0.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7649    1.6260   -0.2517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4130   -0.0555   -0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6052    1.5300   -0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7133    1.9418   -1.0939 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5466    2.4053   -0.6343 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2212    1.1201    0.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1784   -0.1055   -0.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5329   -0.5993    1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2109    0.3545    1.8327 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548   -1.8368    2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073   -2.1908    1.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6555   -2.1895    0.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7121   -0.5280   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5933   -1.2224   -2.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4692   -1.7825   -0.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5027   -1.2433    1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1317   -1.4728    1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9376    0.2212   -1.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5954    2.3499   -1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8656    1.6034    0.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6464    2.0405    0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5945   -1.0201   -0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4294    3.1417   -1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  3
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
M  END


  Mrv1652304032018472D          

 15 14  0  0  0  0            999 V2000
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   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
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  4  0  0  0
 11  8  2  0  0  0  0
 12  5  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  2  0  0  0  0
 15  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304791

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H18N2O4/c1-4(2)7(9(14)15)11-8(13)6(10)5(3)12/h4-7,12H,10H2,1-3H3,(H,11,13)(H,14,15)

> <INCHI_KEY>
CKHWEVXPLJBEOZ-UHFFFAOYSA-N

> <FORMULA>
C9H18N2O4

> <MOLECULAR_WEIGHT>
218.2502

> <EXACT_MASS>
218.126657074

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
22.41269569757366

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2-amino-1,3-dihydroxybutylidene)amino]-3-methylbutanoic acid

> <ALOGPS_LOGP>
-2.36

> <JCHEM_LOGP>
-2.5002947924345382

> <ALOGPS_LOGS>
-1.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.312080197841267

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.116028656015156

> <JCHEM_PKA_STRONGEST_BASIC>
9.078006446057353

> <JCHEM_POLAR_SURFACE_AREA>
116.14

> <JCHEM_REFRACTIVITY>
53.2745

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.44e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2-amino-1,3-dihydroxybutylidene)amino]-3-methylbutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304791
     RDKit          3D
Threoninyl-Valine
 33 32  0  0  0  0  0  0  0  0999 V2000
    3.8985    0.0969    0.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4722   -0.1961    0.9067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3102   -1.6759    1.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5150    0.1209   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1844   -0.2129    0.2459 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7730   -0.4500   -0.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5117   -0.3812   -1.9359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440   -0.7937   -0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3250   -0.8425    1.2578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0799    0.2465   -0.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7649    1.6260   -0.2517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4130   -0.0555   -0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6052    1.5300   -0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7133    1.9418   -1.0939 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5466    2.4053   -0.6343 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2212    1.1201    0.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1784   -0.1055   -0.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5329   -0.5993    1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2109    0.3545    1.8327 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548   -1.8368    2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073   -2.1908    1.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6555   -2.1895    0.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7121   -0.5280   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5933   -1.2224   -2.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4692   -1.7825   -0.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5027   -1.2433    1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1317   -1.4728    1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9376    0.2212   -1.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5954    2.3499   -1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8656    1.6034    0.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6464    2.0405    0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5945   -1.0201   -0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4294    3.1417   -1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  3
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
M  END

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.080   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       1.540   2.667   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       4.620   0.000   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.540  -2.667   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -0.770  -4.001   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2    4                                                            
CONECT    3    5                                                            
CONECT    4    1    2    7                                                  
CONECT    5    3    6   12                                                  
CONECT    6    5    8   10                                                  
CONECT    7    4    9   11                                                  
CONECT    8    6   11   13                                                  
CONECT    9    7   14   15                                                  
CONECT   10    6                                                            
CONECT   11    7    8                                                       
CONECT   12    5                                                            
CONECT   13    8                                                            
CONECT   14    9                                                            
CONECT   15    9                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0304791
HETATM    1  C1  UNL     1       3.898   0.097   0.578  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.472  -0.196   0.907  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.310  -1.676   1.220  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.515   0.121  -0.220  1.00  0.00           C  
HETATM    5  N1  UNL     1       0.184  -0.213   0.246  1.00  0.00           N  
HETATM    6  C5  UNL     1      -0.773  -0.450  -0.571  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.512  -0.381  -1.936  1.00  0.00           O  
HETATM    8  C6  UNL     1      -2.144  -0.794  -0.163  1.00  0.00           C  
HETATM    9  N2  UNL     1      -2.325  -0.842   1.258  1.00  0.00           N  
HETATM   10  C7  UNL     1      -3.080   0.246  -0.740  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.765   1.626  -0.252  1.00  0.00           C  
HETATM   12  O2  UNL     1      -4.413  -0.055  -0.470  1.00  0.00           O  
HETATM   13  C9  UNL     1       1.605   1.530  -0.665  1.00  0.00           C  
HETATM   14  O3  UNL     1       2.713   1.942  -1.094  1.00  0.00           O  
HETATM   15  O4  UNL     1       0.547   2.405  -0.634  1.00  0.00           O  
HETATM   16  H1  UNL     1       4.221   1.120   0.886  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.178  -0.105  -0.467  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.533  -0.599   1.199  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.211   0.355   1.833  1.00  0.00           H  
HETATM   20  H5  UNL     1       1.855  -1.837   2.226  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.307  -2.191   1.141  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.655  -2.189   0.486  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.712  -0.528  -1.097  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.593  -1.222  -2.491  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.469  -1.782  -0.581  1.00  0.00           H  
HETATM   26  H11 UNL     1      -1.503  -1.243   1.762  1.00  0.00           H  
HETATM   27  H12 UNL     1      -3.132  -1.473   1.463  1.00  0.00           H  
HETATM   28  H13 UNL     1      -2.938   0.221  -1.845  1.00  0.00           H  
HETATM   29  H14 UNL     1      -2.595   2.350  -1.095  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.866   1.603   0.415  1.00  0.00           H  
HETATM   31  H16 UNL     1      -3.646   2.041   0.312  1.00  0.00           H  
HETATM   32  H17 UNL     1      -4.594  -1.020  -0.419  1.00  0.00           H  
HETATM   33  H18 UNL     1       0.429   3.142  -1.332  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4   19
CONECT    3   20   21   22
CONECT    4    5   13   23
CONECT    5    6    6
CONECT    6    7    8
CONECT    7   24
CONECT    8    9   10   25
CONECT    9   26   27
CONECT   10   11   12   28
CONECT   11   29   30   31
CONECT   12   32
CONECT   13   14   14   15
CONECT   15   33
END

HMDB0304791
     RDKit          3D
Threoninyl-Valine
 33 32  0  0  0  0  0  0  0  0999 V2000
    3.8985    0.0969    0.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4722   -0.1961    0.9067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3102   -1.6759    1.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5150    0.1209   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1844   -0.2129    0.2459 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7730   -0.4500   -0.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5117   -0.3812   -1.9359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440   -0.7937   -0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3250   -0.8425    1.2578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0799    0.2465   -0.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7649    1.6260   -0.2517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4130   -0.0555   -0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6052    1.5300   -0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7133    1.9418   -1.0939 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5466    2.4053   -0.6343 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2212    1.1201    0.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1784   -0.1055   -0.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5329   -0.5993    1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2109    0.3545    1.8327 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548   -1.8368    2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073   -2.1908    1.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6555   -2.1895    0.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7121   -0.5280   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5933   -1.2224   -2.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4692   -1.7825   -0.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5027   -1.2433    1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1317   -1.4728    1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9376    0.2212   -1.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5954    2.3499   -1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8656    1.6034    0.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6464    2.0405    0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5945   -1.0201   -0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4294    3.1417   -1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  3
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[(2-Amino-1,3-dihydroxybutylidene)amino]-3-methylbutanoate	Generator
L-Threoninyl-L-valine	HMDB
T-V Dipeptide	HMDB
THR-Val	HMDB
Threonine valine dipeptide	HMDB
Threonine-valine dipeptide	HMDB
Threoninylvaline	HMDB
TV Dipeptide	HMDB

Chemical Formula

C₉H₁₈N₂O₄

Average Molecular Weight

218.2502

Monoisotopic Molecular Weight

218.126657074

IUPAC Name

2-[(2-amino-1,3-dihydroxybutylidene)amino]-3-methylbutanoic acid

Traditional Name

2-[(2-amino-1,3-dihydroxybutylidene)amino]-3-methylbutanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C(N=C(O)C(N)C(C)O)C(O)=O

InChI Identifier

InChI=1S/C9H18N2O4/c1-4(2)7(9(14)15)11-8(13)6(10)5(3)12/h4-7,12H,10H2,1-3H3,(H,11,13)(H,14,15)

InChI Key

CKHWEVXPLJBEOZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Valine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Branched fatty acid
Hydroxy fatty acid
Methyl-branched fatty acid
Fatty amide
N-acyl-amine
Fatty acyl
Fatty acid
Secondary carboxylic acid amide
Secondary alcohol
Amino acid or derivatives
Carboxamide group
Amino acid
Monocarboxylic acid or derivatives
Carboxylic acid
Primary aliphatic amine
Organic oxide
Alcohol
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Amine
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Primary amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0304791)

Food

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-2.4	ALOGPS
logP	-2.5	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	3.12	ChemAxon
pKa (Strongest Basic)	9.08	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.14 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	53.27 m³·mol⁻¹	ChemAxon
Polarizability	22.41 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	150.321	32859911
AllCCS	[M+H-H2O]+	147.003	32859911
AllCCS	[M+Na]+	154.283	32859911
AllCCS	[M+NH4]+	153.398	32859911
AllCCS	[M-H]-	148.354	32859911
AllCCS	[M+Na-2H]-	149.513	32859911
AllCCS	[M+HCOO]-	150.868	32859911
DeepCCS	[M+H]+	145.766	30932474
DeepCCS	[M-H]-	142.222	30932474
DeepCCS	[M-2H]-	178.958	30932474
DeepCCS	[M+Na]+	154.496	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.1995 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.1 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	547.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	257.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	51.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	157.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	43.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	306.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	250.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	590.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	610.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	73.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	682.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	159.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	190.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	459.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	484.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	289.2 seconds	40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Threoninyl-Valine,4TMS,isomer #1	CC(C)C(N=C(O[Si](C)(C)C)C(N[Si](C)(C)C)C(C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1884.5	Semi standard non polar	33892256
Threoninyl-Valine,4TMS,isomer #1	CC(C)C(N=C(O[Si](C)(C)C)C(N[Si](C)(C)C)C(C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1939.5	Standard non polar	33892256
Threoninyl-Valine,4TMS,isomer #1	CC(C)C(N=C(O[Si](C)(C)C)C(N[Si](C)(C)C)C(C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2103.7	Standard polar	33892256
Threoninyl-Valine,4TMS,isomer #2	CC(C)C(N=C(O[Si](C)(C)C)C(C(C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2065.3	Semi standard non polar	33892256
Threoninyl-Valine,4TMS,isomer #2	CC(C)C(N=C(O[Si](C)(C)C)C(C(C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2006.4	Standard non polar	33892256
Threoninyl-Valine,4TMS,isomer #2	CC(C)C(N=C(O[Si](C)(C)C)C(C(C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2327.4	Standard polar	33892256
Threoninyl-Valine,4TMS,isomer #3	CC(C)C(N=C(O[Si](C)(C)C)C(C(C)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2029.2	Semi standard non polar	33892256
Threoninyl-Valine,4TMS,isomer #3	CC(C)C(N=C(O[Si](C)(C)C)C(C(C)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2018.3	Standard non polar	33892256
Threoninyl-Valine,4TMS,isomer #3	CC(C)C(N=C(O[Si](C)(C)C)C(C(C)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2227.1	Standard polar	33892256
Threoninyl-Valine,4TMS,isomer #4	CC(C)C(N=C(O)C(C(C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2093.2	Semi standard non polar	33892256
Threoninyl-Valine,4TMS,isomer #4	CC(C)C(N=C(O)C(C(C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2008.7	Standard non polar	33892256
Threoninyl-Valine,4TMS,isomer #4	CC(C)C(N=C(O)C(C(C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2313.8	Standard polar	33892256
Threoninyl-Valine,5TMS,isomer #1	CC(C)C(N=C(O[Si](C)(C)C)C(C(C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2085.0	Semi standard non polar	33892256
Threoninyl-Valine,5TMS,isomer #1	CC(C)C(N=C(O[Si](C)(C)C)C(C(C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2075.3	Standard non polar	33892256
Threoninyl-Valine,5TMS,isomer #1	CC(C)C(N=C(O[Si](C)(C)C)C(C(C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2060.9	Standard polar	33892256
Threoninyl-Valine,4TBDMS,isomer #1	CC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)C(C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2663.7	Semi standard non polar	33892256
Threoninyl-Valine,4TBDMS,isomer #1	CC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)C(C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2622.6	Standard non polar	33892256
Threoninyl-Valine,4TBDMS,isomer #1	CC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C(N[Si](C)(C)C(C)(C)C)C(C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2559.7	Standard polar	33892256
Threoninyl-Valine,4TBDMS,isomer #2	CC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C(C(C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2889.0	Semi standard non polar	33892256
Threoninyl-Valine,4TBDMS,isomer #2	CC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C(C(C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2683.6	Standard non polar	33892256
Threoninyl-Valine,4TBDMS,isomer #2	CC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C(C(C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2657.1	Standard polar	33892256
Threoninyl-Valine,4TBDMS,isomer #3	CC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C(C(C)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2858.2	Semi standard non polar	33892256
Threoninyl-Valine,4TBDMS,isomer #3	CC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C(C(C)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2718.6	Standard non polar	33892256
Threoninyl-Valine,4TBDMS,isomer #3	CC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C(C(C)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2584.5	Standard polar	33892256
Threoninyl-Valine,4TBDMS,isomer #4	CC(C)C(N=C(O)C(C(C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2854.5	Semi standard non polar	33892256
Threoninyl-Valine,4TBDMS,isomer #4	CC(C)C(N=C(O)C(C(C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2734.5	Standard non polar	33892256
Threoninyl-Valine,4TBDMS,isomer #4	CC(C)C(N=C(O)C(C(C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2675.5	Standard polar	33892256
Threoninyl-Valine,5TBDMS,isomer #1	CC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C(C(C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3127.9	Semi standard non polar	33892256
Threoninyl-Valine,5TBDMS,isomer #1	CC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C(C(C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2934.5	Standard non polar	33892256
Threoninyl-Valine,5TBDMS,isomer #1	CC(C)C(N=C(O[Si](C)(C)C(C)(C)C)C(C(C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2582.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Threoninyl-Valine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fkc-9200000000-5df81335d7614dcbbc81	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Threoninyl-Valine GC-MS (2 TMS) - 70eV, Positive	splash10-0002-4911000000-6430cf835689d9a0e111	2017-10-06	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Threoninyl-Valine 10V, Positive-QTOF	splash10-0udi-2590000000-78fdad5cfd4698965c2c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Threoninyl-Valine 20V, Positive-QTOF	splash10-05fr-9720000000-f0deb536a5c1f98c9010	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Threoninyl-Valine 40V, Positive-QTOF	splash10-0a4i-9100000000-5a438a9c9c8eded35280	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Threoninyl-Valine 10V, Negative-QTOF	splash10-01b9-2950000000-34ed9f2191c7627cb5c3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Threoninyl-Valine 20V, Negative-QTOF	splash10-0600-4900000000-152613a2b7c45352121c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Threoninyl-Valine 40V, Negative-QTOF	splash10-00di-9200000000-08b0b2f2a2f32d3ef78a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Threoninyl-Valine 10V, Positive-QTOF	splash10-014i-4790000000-bd2851f2dbd6eb972ee5	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Threoninyl-Valine 20V, Positive-QTOF	splash10-00di-9200000000-1d14881eac6946575db1	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Threoninyl-Valine 40V, Positive-QTOF	splash10-0a4i-9100000000-9a931e8a3f5856a456bf	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Threoninyl-Valine 10V, Negative-QTOF	splash10-0udi-0900000000-a51eff9e9442bfeeab73	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Threoninyl-Valine 20V, Negative-QTOF	splash10-014i-4900000000-fac9756e7ed185cfc70d	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Threoninyl-Valine 40V, Negative-QTOF	splash10-0006-9300000000-eec0a42e75f230705bd3	2021-10-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB098228

KNApSAcK ID

Not Available

Chemspider ID

368896

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

416721

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Threoninyl-Valine (HMDB0304791)

MOL for HMDB0304791 (Threoninyl-Valine)

3D MOL for HMDB0304791 (Threoninyl-Valine)

3D SDF for HMDB0304791 (Threoninyl-Valine)

3D-SDF for HMDB0304791 (Threoninyl-Valine)

PDB for HMDB0304791 (Threoninyl-Valine)

3D PDB for HMDB0304791 (Threoninyl-Valine)

SMILES for HMDB0304791 (Threoninyl-Valine)

INCHI for HMDB0304791 (Threoninyl-Valine)

Structure for HMDB0304791 (Threoninyl-Valine)

3D Structure for HMDB0304791 (Threoninyl-Valine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra