MiMeDB: Showing metabocard for Isoleucyl-Phenylalanine (MMDBc0000659)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:52:07 UTC

Update Date

2022-08-31 06:10:49 UTC

Metabolite ID

MMDBc0000659

Metabolite Identification

Common Name

Isoleucyl-Phenylalanine

Description

Isoleucyl-Phenylalanine, also known as i-F dipeptide or ile-phe, 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. Isoleucyl-Phenylalanine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make isoleucyl-phenylalanine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Isoleucyl-Phenylalanine.

Structure

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

HMDB0028914
     RDKit          3D
Isoleucyl-Phenylalanine
 42 42  0  0  0  0  0  0  0  0999 V2000
   -4.7542    1.2848   -0.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2356    1.4080   -0.5178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8561    0.2952    0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6527    0.5490    1.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3937    0.2864    0.8010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1929   -0.8305    1.6973 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4816    0.1365   -0.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4401    1.0209   -1.2794 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559   -1.0086   -0.4206 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2792   -1.2228   -1.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6522   -1.4298   -0.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1397   -0.2842   -0.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8531    0.7656   -0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2772    1.8002    0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0022    1.8189    1.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2891    0.7741    1.9766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8601   -0.2695    1.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9099   -2.4623   -2.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0512   -3.1973   -1.9594 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6855   -2.8270   -3.3523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0757    1.8686   -1.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2978    1.6883    0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0578    0.2258   -0.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0347    2.3658    0.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7200    1.3724   -1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1206   -0.6595   -0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1403    0.1220    2.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6668    0.1472    1.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6703    1.6628    1.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1472    1.1965    1.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2357   -0.8458    2.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5004   -1.7317    1.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2984   -1.7069    0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -0.3938   -2.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3779   -1.6987   -1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6046   -2.3327   -0.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0738    0.7605   -1.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8425    2.6020   -0.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3596    2.6602    2.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0851    0.8128    3.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3046   -1.0565    1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2618   -3.6666   -3.3226 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  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  2  0
 18 20  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 20 42  1  0
M  END


  Mrv1652304062013532D          

 20 20  0  0  0  0            999 V2000
    5.5583   -4.0145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0182   -4.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2883   -5.4177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2081   -4.4823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9381   -3.7027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6680   -5.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9381   -5.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3178   -5.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3685   -4.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9086   -3.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7187   -3.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2588   -3.0791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0689   -3.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3390   -4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7989   -4.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9887   -4.4823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6385   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4486   -5.1059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0984   -5.5736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000659

> <DATABASE_NAME>
MIME

> <SMILES>
CCC(C)C(N)C(=O)NC(CC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H22N2O3/c1-3-10(2)13(16)14(18)17-12(15(19)20)9-11-7-5-4-6-8-11/h4-8,10,12-13H,3,9,16H2,1-2H3,(H,17,18)(H,19,20)

> <INCHI_KEY>
WMDZARSFSMZOQO-UHFFFAOYSA-N

> <FORMULA>
C15H22N2O3

> <MOLECULAR_WEIGHT>
278.3468

> <EXACT_MASS>
278.16304258

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.312370795904265

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-amino-3-methylpentanamido)-3-phenylpropanoic acid

> <ALOGPS_LOGP>
-0.64

> <JCHEM_LOGP>
-0.391690766887702

> <ALOGPS_LOGS>
-3.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.730059426210264

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.946913792385565

> <JCHEM_PKA_STRONGEST_BASIC>
8.506625408402959

> <JCHEM_POLAR_SURFACE_AREA>
92.42000000000002

> <JCHEM_REFRACTIVITY>
76.0103

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.65e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-amino-3-methylpentanamido)-3-phenylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028914
     RDKit          3D
Isoleucyl-Phenylalanine
 42 42  0  0  0  0  0  0  0  0999 V2000
   -4.7542    1.2848   -0.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2356    1.4080   -0.5178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8561    0.2952    0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6527    0.5490    1.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3937    0.2864    0.8010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1929   -0.8305    1.6973 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4816    0.1365   -0.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4401    1.0209   -1.2794 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559   -1.0086   -0.4206 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2792   -1.2228   -1.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6522   -1.4298   -0.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1397   -0.2842   -0.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8531    0.7656   -0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2772    1.8002    0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0022    1.8189    1.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2891    0.7741    1.9766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8601   -0.2695    1.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9099   -2.4623   -2.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0512   -3.1973   -1.9594 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6855   -2.8270   -3.3523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0757    1.8686   -1.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2978    1.6883    0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0578    0.2258   -0.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0347    2.3658    0.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7200    1.3724   -1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1206   -0.6595   -0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1403    0.1220    2.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6668    0.1472    1.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6703    1.6628    1.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1472    1.1965    1.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2357   -0.8458    2.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5004   -1.7317    1.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2984   -1.7069    0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -0.3938   -2.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3779   -1.6987   -1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6046   -2.3327   -0.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0738    0.7605   -1.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8425    2.6020   -0.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3596    2.6602    2.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0851    0.8128    3.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3046   -1.0565    1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2618   -3.6666   -3.3226 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  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  2  0
 18 20  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 20 42  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  N   UNK     0      10.375  -7.494   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       9.367  -8.658   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.871 -10.113   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       7.855  -8.367   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       7.351  -6.912   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       6.847  -9.531   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.351 -10.986   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.327 -10.404   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.888  -7.785   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.896  -6.621   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.408  -6.912   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.416  -5.748   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.929  -6.039   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.433  -7.494   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.425  -8.658   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.912  -8.367   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.392  -9.240   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      13.904  -9.531   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      11.384 -10.404   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8                                                            
CONECT   10    1   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   10   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0028914
HETATM    1  C1  UNL     1      -4.754   1.285  -0.713  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.236   1.408  -0.518  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.856   0.295   0.419  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.653   0.549   1.708  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.394   0.286   0.801  1.00  0.00           C  
HETATM    6  N1  UNL     1      -1.193  -0.831   1.697  1.00  0.00           N  
HETATM    7  C6  UNL     1      -0.482   0.136  -0.352  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.440   1.021  -1.279  1.00  0.00           O  
HETATM    9  N2  UNL     1       0.356  -1.009  -0.421  1.00  0.00           N  
HETATM   10  C7  UNL     1       1.279  -1.223  -1.526  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.652  -1.430  -0.954  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.140  -0.284  -0.163  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.853   0.766  -0.688  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.277   1.800   0.101  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.002   1.819   1.439  1.00  0.00           C  
HETATM   16  C13 UNL     1       3.289   0.774   1.977  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.860  -0.269   1.186  1.00  0.00           C  
HETATM   18  C15 UNL     1       0.910  -2.462  -2.260  1.00  0.00           C  
HETATM   19  O2  UNL     1      -0.051  -3.197  -1.959  1.00  0.00           O  
HETATM   20  O3  UNL     1       1.685  -2.827  -3.352  1.00  0.00           O  
HETATM   21  H1  UNL     1      -5.076   1.869  -1.605  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.298   1.688   0.149  1.00  0.00           H  
HETATM   23  H3  UNL     1      -5.058   0.226  -0.831  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.035   2.366   0.005  1.00  0.00           H  
HETATM   25  H5  UNL     1      -2.720   1.372  -1.499  1.00  0.00           H  
HETATM   26  H6  UNL     1      -3.121  -0.659  -0.036  1.00  0.00           H  
HETATM   27  H7  UNL     1      -3.140   0.122   2.578  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.667   0.147   1.579  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.670   1.663   1.856  1.00  0.00           H  
HETATM   30  H10 UNL     1      -1.147   1.196   1.393  1.00  0.00           H  
HETATM   31  H11 UNL     1      -0.236  -0.846   2.103  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.500  -1.732   1.281  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.298  -1.707   0.347  1.00  0.00           H  
HETATM   34  H14 UNL     1       1.213  -0.394  -2.246  1.00  0.00           H  
HETATM   35  H15 UNL     1       3.378  -1.699  -1.770  1.00  0.00           H  
HETATM   36  H16 UNL     1       2.605  -2.333  -0.306  1.00  0.00           H  
HETATM   37  H17 UNL     1       4.074   0.761  -1.736  1.00  0.00           H  
HETATM   38  H18 UNL     1       4.843   2.602  -0.396  1.00  0.00           H  
HETATM   39  H19 UNL     1       4.360   2.660   2.023  1.00  0.00           H  
HETATM   40  H20 UNL     1       3.085   0.813   3.036  1.00  0.00           H  
HETATM   41  H21 UNL     1       2.305  -1.056   1.677  1.00  0.00           H  
HETATM   42  H22 UNL     1       2.262  -3.667  -3.323  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4    5   26
CONECT    4   27   28   29
CONECT    5    6    7   30
CONECT    6   31   32
CONECT    7    8    8    9
CONECT    9   10   33
CONECT   10   11   18   34
CONECT   11   12   35   36
CONECT   12   13   13   17
CONECT   13   14   37
CONECT   14   15   15   38
CONECT   15   16   39
CONECT   16   17   17   40
CONECT   17   41
CONECT   18   19   19   20
CONECT   20   42
END

HMDB0028914
     RDKit          3D
Isoleucyl-Phenylalanine
 42 42  0  0  0  0  0  0  0  0999 V2000
   -4.7542    1.2848   -0.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2356    1.4080   -0.5178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8561    0.2952    0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6527    0.5490    1.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3937    0.2864    0.8010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1929   -0.8305    1.6973 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4816    0.1365   -0.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4401    1.0209   -1.2794 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559   -1.0086   -0.4206 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2792   -1.2228   -1.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6522   -1.4298   -0.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1397   -0.2842   -0.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8531    0.7656   -0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2772    1.8002    0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0022    1.8189    1.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2891    0.7741    1.9766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8601   -0.2695    1.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9099   -2.4623   -2.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0512   -3.1973   -1.9594 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6855   -2.8270   -3.3523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0757    1.8686   -1.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2978    1.6883    0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0578    0.2258   -0.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0347    2.3658    0.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7200    1.3724   -1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1206   -0.6595   -0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1403    0.1220    2.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6668    0.1472    1.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6703    1.6628    1.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1472    1.1965    1.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2357   -0.8458    2.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5004   -1.7317    1.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2984   -1.7069    0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129   -0.3938   -2.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3779   -1.6987   -1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6046   -2.3327   -0.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0738    0.7605   -1.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8425    2.6020   -0.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3596    2.6602    2.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0851    0.8128    3.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3046   -1.0565    1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2618   -3.6666   -3.3226 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  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  2  0
 18 20  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 20 42  1  0
M  END

Synonyms

Value	Source
I-F dipeptide	HMDB
IF dipeptide	HMDB
Ile-phe	HMDB
Isoleucine phenylalanine dipeptide	HMDB
Isoleucine-phenylalanine dipeptide	HMDB
Isoleucylphenylalanine	HMDB
L-Isoleucyl-L-phenylalanine	HMDB
2-[(2-Amino-1-hydroxy-3-methylpentylidene)amino]-3-phenylpropanoate	HMDB

Molecular Formula

C₁₅H₂₂N₂O₃

Average Mass

278.3468

Monoisotopic Mass

278.16304258

IUPAC Name

2-(2-amino-3-methylpentanamido)-3-phenylpropanoic acid

Traditional Name

2-(2-amino-3-methylpentanamido)-3-phenylpropanoic acid

CAS Registry Number

Not Available

SMILES

CCC(C)C(N)C(=O)NC(CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C15H22N2O3/c1-3-10(2)13(16)14(18)17-12(15(19)20)9-11-7-5-4-6-8-11/h4-8,10,12-13H,3,9,16H2,1-2H3,(H,17,18)(H,19,20)

InChI Key

WMDZARSFSMZOQO-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
Phenylalanine or derivatives
Isoleucine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Monocyclic benzene moiety
Fatty amide
N-acyl-amine
Fatty acyl
Benzenoid
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Hydrocarbon derivative
Primary aliphatic amine
Amine
Organic oxygen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Primary amine
Organonitrogen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.26 g/L	ALOGPS
logP	-0.64	ALOGPS
logP	-0.39	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.95	ChemAxon
pKa (Strongest Basic)	8.51	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	76.01 m³·mol⁻¹	ChemAxon
Polarizability	30.31 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-01px-9210000000-0cfa940861a38ccc4fbb	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00du-9101000000-f8bb0ba060dc53ecf845	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03g0-7290000000-13822eaecb7f211fdd69	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014r-9310000000-64a7f3225bad43a21c1a	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0aou-9000000000-ad9bfae54f40363d9d86	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0190000000-0e9f83ff5aa8c1cdf95d	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01u0-2970000000-1770e24601dfdff326db	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-06xx-9700000000-616500a6c75600245bfa	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0190000000-921450e94b0856da71d1	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0hfw-3900000000-7a8d541ca5993cc5840c	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9500000000-3fc216cc448db8f49dba	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-1790000000-ab67311366693a93bebb	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-9700000000-667631b5c817481c92b6	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0kmi-9500000000-c4af59ca1826e97dc857	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	2	Human ; Human stool; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	25037050

External Links

HMDB ID

HMDB0028914

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111943

KNApSAcK ID

Not Available

Chemspider ID

385352

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

435728

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Showing metabocard for Isoleucyl-Phenylalanine (MMDBc0000659)

MOL for #<Metabolite:0x00007fdb71626cc8>

3D MOL for #<Metabolite:0x00007fdb71626cc8>

3D SDF for #<Metabolite:0x00007fdb71626cc8>

3D-SDF for #<Metabolite:0x00007fdb71626cc8>

PDB for #<Metabolite:0x00007fdb71626cc8>

3D PDB for #<Metabolite:0x00007fdb71626cc8>

SMILES for #<Metabolite:0x00007fdb71626cc8>

INCHI for #<Metabolite:0x00007fdb71626cc8>

Structure for #<Metabolite:0x00007fdb71626cc8>

3D Structure for #<Metabolite:0x00007fdb71626cc8>