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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:18 UTC

Update Date

2021-09-14 15:45:02 UTC

HMDB ID

HMDB0028998

Secondary Accession Numbers

HMDB28998

Metabolite Identification

Common Name

Phenylalanylisoleucine

Description

Phenylalanylisoleucine is a dipeptide composed of phenylalanine and isoleucine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.

Structure

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

HMDB0028998
     RDKit          3D
Phenylalanylisoleucine
 42 42  0  0  0  0  0  0  0  0999 V2000
   -1.2214    3.4143   -0.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481    2.9298   -2.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6893    1.5992   -1.8026 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5986    1.5057   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8581    0.3995   -1.9767 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7054    0.2469   -1.1578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2295   -0.9790   -0.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8683   -2.0201   -0.8240 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9893   -1.0279    0.2362 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3250    0.2786    0.8011 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8873   -2.0858    1.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1099   -2.1519    2.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1193   -1.3619    3.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2129   -1.3475    4.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3159   -2.1549    3.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2907   -2.9384    2.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1844   -2.9666    1.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5039    0.2118   -3.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3241   -0.1773   -3.6761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3562    0.4343   -4.4688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3555    2.8337    0.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1378    3.4494   -1.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4772    4.4877   -0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3995    2.9271   -2.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8034    3.7265   -2.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4769    1.5798   -2.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0628    1.5827    0.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796    0.5025   -0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4363    2.2346   -0.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4827   -0.5464   -1.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1417    1.1086   -0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8233   -1.2258   -0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6277    0.5670    1.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5697    0.9910    0.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6835   -3.0850    0.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0325   -1.8682    1.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -0.7111    3.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2549   -0.7398    4.9660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2004   -2.1593    4.4129 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1367   -3.5779    2.3529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1622   -3.5774    0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9413   -0.3088   -4.8733 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 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
  5 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  6
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  1
  6 31  1  0
  9 32  1  6
 10 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


  Mrv1652304062014062D          

 20 20  0  0  0  0            999 V2000
10001.8001 9999.8034    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.085510000.2157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.3730 9999.8034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.659010000.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9456 9999.8034    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.230210000.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9456 9998.9797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.659010001.0394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.085510001.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5187 9999.8043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.804210000.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0897 9999.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0896 9998.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8041 9998.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5187 9998.9793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.512010000.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.800110001.4513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.373010001.4513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.8005 9998.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.2267 9999.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  1  0  0  0
 10 11  2  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 10  1  0  0  0  0
  6 10  1  0  0  0  0
  1 16  1  0  0  0  0
  9 17  1  0  0  0  0
  9 18  2  0  0  0  0
  1 19  1  6  0  0  0
 16 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028998

> <DATABASE_NAME>
hmdb

> <SMILES>
CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H22N2O3/c1-3-10(2)13(15(19)20)17-14(18)12(16)9-11-7-5-4-6-8-11/h4-8,10,12-13H,3,9,16H2,1-2H3,(H,17,18)(H,19,20)/t10-,12-,13-/m0/s1

> <INCHI_KEY>
JWBLQDDHSDGEGR-DRZSPHRISA-N

> <FORMULA>
C15H22N2O3

> <MOLECULAR_WEIGHT>
278.352

> <EXACT_MASS>
278.163042576

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.311016182381778

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-methylpentanoic acid

> <ALOGPS_LOGP>
-0.58

> <JCHEM_LOGP>
-0.39022078698904217

> <ALOGPS_LOGS>
-2.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.782597923685447

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8889852888120933

> <JCHEM_PKA_STRONGEST_BASIC>
8.00969462222714

> <JCHEM_POLAR_SURFACE_AREA>
92.41999999999999

> <JCHEM_REFRACTIVITY>
76.0103

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-methylpentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028998
     RDKit          3D
Phenylalanylisoleucine
 42 42  0  0  0  0  0  0  0  0999 V2000
   -1.2214    3.4143   -0.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481    2.9298   -2.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6893    1.5992   -1.8026 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5986    1.5057   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8581    0.3995   -1.9767 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7054    0.2469   -1.1578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2295   -0.9790   -0.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8683   -2.0201   -0.8240 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9893   -1.0279    0.2362 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3250    0.2786    0.8011 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8873   -2.0858    1.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1099   -2.1519    2.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1193   -1.3619    3.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2129   -1.3475    4.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3159   -2.1549    3.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2907   -2.9384    2.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1844   -2.9666    1.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5039    0.2118   -3.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3241   -0.1773   -3.6761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3562    0.4343   -4.4688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3555    2.8337    0.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1378    3.4494   -1.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4772    4.4877   -0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3995    2.9271   -2.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8034    3.7265   -2.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4769    1.5798   -2.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0628    1.5827    0.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796    0.5025   -0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4363    2.2346   -0.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4827   -0.5464   -1.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1417    1.1086   -0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8233   -1.2258   -0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6277    0.5670    1.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5697    0.9910    0.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6835   -3.0850    0.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0325   -1.8682    1.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -0.7111    3.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2549   -0.7398    4.9660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2004   -2.1593    4.4129 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1367   -3.5779    2.3529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1622   -3.5774    0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9413   -0.3088   -4.8733 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 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
  5 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  6
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  1
  6 31  1  0
  9 32  1  6
 10 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  C   UNK     0    8670.0278666.300   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8668.6938667.069   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    8667.3638666.300   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    8666.0308667.069   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8664.6988666.300   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8663.3638667.069   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0    8664.6988664.762   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0    8666.0308668.607   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8668.6938668.607   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8662.0358666.301   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8660.7018667.071   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8659.3678666.301   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8659.3678664.761   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8660.7018663.991   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8662.0358664.761   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8671.3568667.068   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8670.0278669.376   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    8667.3638669.376   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0    8670.0288664.760   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8672.6908666.299   0.000  0.00  0.00           C+0
CONECT    1    2   16   19                                                  
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5   10                                                       
CONECT    7    5                                                            
CONECT    8    4                                                            
CONECT    9    2   17   18                                                  
CONECT   10   11   15    6                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    1   20                                                       
CONECT   17    9                                                            
CONECT   18    9                                                            
CONECT   19    1                                                            
CONECT   20   16                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0028998
HETATM    1  C1  UNL     1      -1.221   3.414  -0.838  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.048   2.930  -2.003  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.689   1.599  -1.803  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.599   1.506  -0.607  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.858   0.399  -1.977  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.705   0.247  -1.158  1.00  0.00           N  
HETATM    7  C6  UNL     1      -0.230  -0.979  -0.594  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.868  -2.020  -0.824  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.989  -1.028   0.236  1.00  0.00           C  
HETATM   10  N2  UNL     1       1.325   0.279   0.801  1.00  0.00           N  
HETATM   11  C8  UNL     1       0.887  -2.086   1.273  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.110  -2.152   2.129  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.119  -1.362   3.248  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.213  -1.348   4.080  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.316  -2.155   3.761  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.291  -2.938   2.639  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.184  -2.967   1.777  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.504   0.212  -3.422  1.00  0.00           C  
HETATM   19  O2  UNL     1      -0.324  -0.177  -3.676  1.00  0.00           O  
HETATM   20  O3  UNL     1      -2.356   0.434  -4.469  1.00  0.00           O  
HETATM   21  H1  UNL     1      -1.355   2.834   0.090  1.00  0.00           H  
HETATM   22  H2  UNL     1      -0.138   3.449  -1.068  1.00  0.00           H  
HETATM   23  H3  UNL     1      -1.477   4.488  -0.597  1.00  0.00           H  
HETATM   24  H4  UNL     1      -1.400   2.927  -2.920  1.00  0.00           H  
HETATM   25  H5  UNL     1      -2.803   3.726  -2.229  1.00  0.00           H  
HETATM   26  H6  UNL     1      -3.477   1.580  -2.687  1.00  0.00           H  
HETATM   27  H7  UNL     1      -3.063   1.583   0.346  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.080   0.502  -0.651  1.00  0.00           H  
HETATM   29  H9  UNL     1      -4.436   2.235  -0.702  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.483  -0.546  -1.754  1.00  0.00           H  
HETATM   31  H11 UNL     1      -0.142   1.109  -0.948  1.00  0.00           H  
HETATM   32  H12 UNL     1       1.823  -1.226  -0.500  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.628   0.567   1.522  1.00  0.00           H  
HETATM   34  H14 UNL     1       1.570   0.991   0.099  1.00  0.00           H  
HETATM   35  H15 UNL     1       0.683  -3.085   0.807  1.00  0.00           H  
HETATM   36  H16 UNL     1       0.033  -1.868   1.937  1.00  0.00           H  
HETATM   37  H17 UNL     1       1.272  -0.711   3.526  1.00  0.00           H  
HETATM   38  H18 UNL     1       3.255  -0.740   4.966  1.00  0.00           H  
HETATM   39  H19 UNL     1       5.200  -2.159   4.413  1.00  0.00           H  
HETATM   40  H20 UNL     1       5.137  -3.578   2.353  1.00  0.00           H  
HETATM   41  H21 UNL     1       3.162  -3.577   0.902  1.00  0.00           H  
HETATM   42  H22 UNL     1      -2.941  -0.309  -4.873  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   18   30
CONECT    6    7   31
CONECT    7    8    8    9
CONECT    9   10   11   32
CONECT   10   33   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

HMDB0028998
     RDKit          3D
Phenylalanylisoleucine
 42 42  0  0  0  0  0  0  0  0999 V2000
   -1.2214    3.4143   -0.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481    2.9298   -2.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6893    1.5992   -1.8026 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5986    1.5057   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8581    0.3995   -1.9767 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7054    0.2469   -1.1578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2295   -0.9790   -0.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8683   -2.0201   -0.8240 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9893   -1.0279    0.2362 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3250    0.2786    0.8011 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8873   -2.0858    1.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1099   -2.1519    2.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1193   -1.3619    3.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2129   -1.3475    4.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3159   -2.1549    3.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2907   -2.9384    2.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1844   -2.9666    1.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5039    0.2118   -3.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3241   -0.1773   -3.6761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3562    0.4343   -4.4688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3555    2.8337    0.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1378    3.4494   -1.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4772    4.4877   -0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3995    2.9271   -2.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8034    3.7265   -2.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4769    1.5798   -2.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0628    1.5827    0.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796    0.5025   -0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4363    2.2346   -0.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4827   -0.5464   -1.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1417    1.1086   -0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8233   -1.2258   -0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6277    0.5670    1.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5697    0.9910    0.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6835   -3.0850    0.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0325   -1.8682    1.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -0.7111    3.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2549   -0.7398    4.9660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2004   -2.1593    4.4129 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1367   -3.5779    2.3529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1622   -3.5774    0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9413   -0.3088   -4.8733 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 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
  5 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  6
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  1
  6 31  1  0
  9 32  1  6
 10 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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
FI	ChEBI
L-Phe-L-ile	ChEBI
Phenylalanyl-isoleucine	ChEBI
F-I dipeptide	HMDB
FI dipeptide	HMDB
L-Phenylalanyl-L-isoleucine	HMDB
N-L-Phenylalanyl-L-isoleucine	HMDB
N-Phenylalanylisoleucine	HMDB
Phe-ile	HMDB
Phenylalanine isoleucine dipeptide	HMDB
Phenylalanine-isoleucine dipeptide	HMDB
Phenylalanylisoleucine	ChEBI

Chemical Formula

C₁₅H₂₂N₂O₃

Average Molecular Weight

278.352

Monoisotopic Molecular Weight

278.163042576

IUPAC Name

(2S,3S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-methylpentanoic acid

Traditional Name

(2S,3S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-methylpentanoic acid

CAS Registry Number

22951-94-6

SMILES

CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C15H22N2O3/c1-3-10(2)13(15(19)20)17-14(18)12(16)9-11-7-5-4-6-8-11/h4-8,10,12-13H,3,9,16H2,1-2H3,(H,17,18)(H,19,20)/t10-,12-,13-/m0/s1

InChI Key

JWBLQDDHSDGEGR-DRZSPHRISA-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-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Amphetamine or derivatives
Aralkylamine
Monocyclic benzene moiety
Fatty amide
Fatty acyl
Benzenoid
Amino acid or derivatives
Carboxamide group
Carboxylic acid salt
Amino acid
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Organic salt
Hydrocarbon derivative
Primary aliphatic amine
Organic nitrogen compound
Amine
Organic oxygen compound
Carbonyl group
Organic oxide
Organonitrogen compound
Organooxygen compound
Primary amine
Organopnictogen compound
Organic zwitterion
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dipeptide (CHEBI:74717 )

Ontology

Not Available

Feces (PMID: 27275383)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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	-0.39	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.32 g/L	ALOGPS
logP	-0.58	ALOGPS
logP	-0.39	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	3.89	ChemAxon
pKa (Strongest Basic)	8.01	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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	170.881	30932474
DeepCCS	[M-H]-	168.523	30932474
DeepCCS	[M-2H]-	202.585	30932474
DeepCCS	[M+Na]+	177.812	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phenylalanylisoleucine	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(O)=O	3604.8	Standard polar	33892256
Phenylalanylisoleucine	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(O)=O	2181.4	Standard non polar	33892256
Phenylalanylisoleucine	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(O)=O	2323.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Phenylalanylisoleucine,1TMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2248.5	Semi standard non polar	33892256
Phenylalanylisoleucine,1TMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)C(=O)O	2287.5	Semi standard non polar	33892256
Phenylalanylisoleucine,1TMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2208.6	Semi standard non polar	33892256
Phenylalanylisoleucine,2TMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2276.6	Semi standard non polar	33892256
Phenylalanylisoleucine,2TMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2290.4	Standard non polar	33892256
Phenylalanylisoleucine,2TMS,isomer #2	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2199.1	Semi standard non polar	33892256
Phenylalanylisoleucine,2TMS,isomer #2	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2260.2	Standard non polar	33892256
Phenylalanylisoleucine,2TMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)[Si](C)(C)C	2257.4	Semi standard non polar	33892256
Phenylalanylisoleucine,2TMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)[Si](C)(C)C	2308.4	Standard non polar	33892256
Phenylalanylisoleucine,2TMS,isomer #4	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2422.4	Semi standard non polar	33892256
Phenylalanylisoleucine,2TMS,isomer #4	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2339.1	Standard non polar	33892256
Phenylalanylisoleucine,3TMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)[Si](C)(C)C	2255.3	Semi standard non polar	33892256
Phenylalanylisoleucine,3TMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)[Si](C)(C)C	2360.3	Standard non polar	33892256
Phenylalanylisoleucine,3TMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2402.1	Semi standard non polar	33892256
Phenylalanylisoleucine,3TMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2411.6	Standard non polar	33892256
Phenylalanylisoleucine,3TMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2371.5	Semi standard non polar	33892256
Phenylalanylisoleucine,3TMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2436.5	Standard non polar	33892256
Phenylalanylisoleucine,4TMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2423.1	Semi standard non polar	33892256
Phenylalanylisoleucine,4TMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2490.1	Standard non polar	33892256
Phenylalanylisoleucine,1TBDMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2504.1	Semi standard non polar	33892256
Phenylalanylisoleucine,1TBDMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)C(=O)O	2506.6	Semi standard non polar	33892256
Phenylalanylisoleucine,1TBDMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2456.1	Semi standard non polar	33892256
Phenylalanylisoleucine,2TBDMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2727.5	Semi standard non polar	33892256
Phenylalanylisoleucine,2TBDMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2675.7	Standard non polar	33892256
Phenylalanylisoleucine,2TBDMS,isomer #2	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2700.0	Semi standard non polar	33892256
Phenylalanylisoleucine,2TBDMS,isomer #2	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2651.6	Standard non polar	33892256
Phenylalanylisoleucine,2TBDMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2724.1	Semi standard non polar	33892256
Phenylalanylisoleucine,2TBDMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2677.9	Standard non polar	33892256
Phenylalanylisoleucine,2TBDMS,isomer #4	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2872.0	Semi standard non polar	33892256
Phenylalanylisoleucine,2TBDMS,isomer #4	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2697.7	Standard non polar	33892256
Phenylalanylisoleucine,3TBDMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2942.0	Semi standard non polar	33892256
Phenylalanylisoleucine,3TBDMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2893.3	Standard non polar	33892256
Phenylalanylisoleucine,3TBDMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CC=CC=C1)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	3096.8	Semi standard non polar	33892256
Phenylalanylisoleucine,3TBDMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CC=CC=C1)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	2930.5	Standard non polar	33892256
Phenylalanylisoleucine,3TBDMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3066.7	Semi standard non polar	33892256
Phenylalanylisoleucine,3TBDMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2952.0	Standard non polar	33892256
Phenylalanylisoleucine,4TBDMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3314.0	Semi standard non polar	33892256
Phenylalanylisoleucine,4TBDMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3149.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Phenylalanylisoleucine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenylalanylisoleucine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Phenylalanylisoleucine 10V, Negative-QTOF	splash10-004i-0190000000-23a71d875339b86ce727	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylisoleucine 20V, Negative-QTOF	splash10-000y-5930000000-aad29aa19e5ac20e9e9d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylisoleucine 40V, Negative-QTOF	splash10-002f-9500000000-eafdf60e38b53466812a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylisoleucine 10V, Positive-QTOF	splash10-00c0-0790000000-361ed2e8757786f8d1fa	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylisoleucine 20V, Positive-QTOF	splash10-00dl-6910000000-8bc0320e2acbbb8086cd	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylisoleucine 40V, Positive-QTOF	splash10-052f-9700000000-3dfaa0728cb8e70fbb00	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112017

KNApSAcK ID

Not Available

Chemspider ID

5374132

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7010565

PDB ID

Not Available

ChEBI ID

74717

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 Phenylalanylisoleucine (HMDB0028998)

MOL for HMDB0028998 (Phenylalanylisoleucine)

3D MOL for HMDB0028998 (Phenylalanylisoleucine)

3D SDF for HMDB0028998 (Phenylalanylisoleucine)

3D-SDF for HMDB0028998 (Phenylalanylisoleucine)

PDB for HMDB0028998 (Phenylalanylisoleucine)

3D PDB for HMDB0028998 (Phenylalanylisoleucine)

SMILES for HMDB0028998 (Phenylalanylisoleucine)

INCHI for HMDB0028998 (Phenylalanylisoleucine)

Structure for HMDB0028998 (Phenylalanylisoleucine)

3D Structure for HMDB0028998 (Phenylalanylisoleucine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra