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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:02:08 UTC

Update Date

2021-09-14 15:41:37 UTC

HMDB ID

HMDB0028694

Secondary Accession Numbers

HMDB28694

Metabolite Identification

Common Name

Alanylphenylalanine

Description

Alanylphenylalanine, also known as AF or L-ala-L-phe, belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. Alanylphenylalanine 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 alanylphenylalanine a potential biomarker for the consumption of these foods. Alanylphenylalanine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Alanylphenylalanine.

Structure

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

HMDB0028694
     RDKit          3D
Alanylphenylalanine
 33 33  0  0  0  0  0  0  0  0999 V2000
    4.4239   -1.2992    0.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8653    0.0546   -0.3572 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9622    0.9198    0.8293 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4631   -0.1097   -0.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1825   -0.8089   -1.7559 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4354    0.5185   -0.0409 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0264    0.3913   -0.3990 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6873   -0.2141    0.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1212   -0.3970    0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0130    0.5653    0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3619    0.3857    0.7291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8274   -0.7679    0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9179   -1.7240   -0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5845   -1.5495   -0.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5652    1.6999   -0.7331 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1888    2.7278   -0.6297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8605    1.8932   -1.1470 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5108   -1.3211   -0.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9584   -2.1317   -0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1826   -1.4825    1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4827    0.4459   -1.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5773    1.8604    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9522    0.9689    1.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6958    1.0982    0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0902   -0.2536   -1.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2514   -1.2408    0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4995    0.3633    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6605    1.4668    1.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0718    1.1354    1.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8794   -0.9335   -0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2376   -2.6501   -0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8579   -2.3153   -0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4201    2.7040   -0.9598 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  7 15  1  0
 15 16  2  0
 15 17  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  6
  3 22  1  0
  3 23  1  0
  6 24  1  0
  7 25  1  6
  8 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
M  END


  Mrv1652304062013202D          

 17 17  0  0  0  0            999 V2000
 2499.9958 2501.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7107 2500.6135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2500.7107 2499.7880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4339 2499.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1488 2499.8002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4339 2498.5629    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2500.7190 2498.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1488 2498.1491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4256 2501.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1406 2500.6135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4256 2501.8508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2812 2500.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5667 2501.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8522 2500.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8522 2499.7879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5666 2499.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2812 2499.7879    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  1  0  0  0
  2  9  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  4  1  1  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  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
 17 12  1  0  0  0  0
  1 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028694

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H16N2O3/c1-8(13)11(15)14-10(12(16)17)7-9-5-3-2-4-6-9/h2-6,8,10H,7,13H2,1H3,(H,14,15)(H,16,17)/t8-,10-/m0/s1

> <INCHI_KEY>
OMNVYXHOSHNURL-WPRPVWTQSA-N

> <FORMULA>
C12H16N2O3

> <MOLECULAR_WEIGHT>
236.271

> <EXACT_MASS>
236.116092383

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
24.413875526179744

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-aminopropanamido]-3-phenylpropanoic acid

> <ALOGPS_LOGP>
-1.01

> <JCHEM_LOGP>
-1.7233810246935486

> <ALOGPS_LOGS>
-1.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.594568815433352

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7932666605013536

> <JCHEM_PKA_STRONGEST_BASIC>
8.388615374601853

> <JCHEM_POLAR_SURFACE_AREA>
92.42000000000002

> <JCHEM_REFRACTIVITY>
62.41370000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.99e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-aminopropanamido]-3-phenylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028694
     RDKit          3D
Alanylphenylalanine
 33 33  0  0  0  0  0  0  0  0999 V2000
    4.4239   -1.2992    0.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8653    0.0546   -0.3572 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9622    0.9198    0.8293 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4631   -0.1097   -0.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1825   -0.8089   -1.7559 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4354    0.5185   -0.0409 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0264    0.3913   -0.3990 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6873   -0.2141    0.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1212   -0.3970    0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0130    0.5653    0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3619    0.3857    0.7291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8274   -0.7679    0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9179   -1.7240   -0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5845   -1.5495   -0.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5652    1.6999   -0.7331 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1888    2.7278   -0.6297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8605    1.8932   -1.1470 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5108   -1.3211   -0.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9584   -2.1317   -0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1826   -1.4825    1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4827    0.4459   -1.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5773    1.8604    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9522    0.9689    1.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6958    1.0982    0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0902   -0.2536   -1.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2514   -1.2408    0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4995    0.3633    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6605    1.4668    1.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0718    1.1354    1.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8794   -0.9335   -0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2376   -2.6501   -0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8579   -2.3153   -0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4201    2.7040   -0.9598 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  7 15  1  0
 15 16  2  0
 15 17  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  6
  3 22  1  0
  3 23  1  0
  6 24  1  0
  7 25  1  6
  8 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  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    4666.6594668.581   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    4667.9934667.812   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    4667.9934666.271   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    4669.3434665.525   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    4670.6784666.294   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    4669.3434663.984   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    4668.0094663.212   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0    4670.6784663.212   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0    4669.3284668.581   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    4670.6624667.812   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    4669.3284670.121   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    4665.3254667.811   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    4663.9914668.581   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    4662.6574667.811   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    4662.6574666.271   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    4663.9914665.501   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    4665.3254666.271   0.000  0.00  0.00           C+0
CONECT    1    2   12                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    2   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12   13   17    1                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0028694
HETATM    1  C1  UNL     1       4.424  -1.299   0.094  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.865   0.055  -0.357  1.00  0.00           C  
HETATM    3  N1  UNL     1       3.962   0.920   0.829  1.00  0.00           N  
HETATM    4  C3  UNL     1       2.463  -0.110  -0.765  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.183  -0.809  -1.756  1.00  0.00           O  
HETATM    6  N2  UNL     1       1.435   0.519  -0.041  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.026   0.391  -0.399  1.00  0.00           C  
HETATM    8  C5  UNL     1      -0.687  -0.214   0.783  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.121  -0.397   0.565  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.013   0.565   0.946  1.00  0.00           C  
HETATM   11  C8  UNL     1      -4.362   0.386   0.729  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.827  -0.768   0.125  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.918  -1.724  -0.251  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.584  -1.549  -0.039  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.565   1.700  -0.733  1.00  0.00           C  
HETATM   16  O2  UNL     1       0.189   2.728  -0.630  1.00  0.00           O  
HETATM   17  O3  UNL     1      -1.860   1.893  -1.147  1.00  0.00           O  
HETATM   18  H1  UNL     1       5.511  -1.321  -0.031  1.00  0.00           H  
HETATM   19  H2  UNL     1       3.958  -2.132  -0.496  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.183  -1.483   1.162  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.483   0.446  -1.192  1.00  0.00           H  
HETATM   22  H5  UNL     1       3.577   1.860   0.590  1.00  0.00           H  
HETATM   23  H6  UNL     1       4.952   0.969   1.163  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.696   1.098   0.785  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.090  -0.254  -1.292  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.251  -1.241   0.966  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.500   0.363   1.714  1.00  0.00           H  
HETATM   28  H11 UNL     1      -2.661   1.467   1.422  1.00  0.00           H  
HETATM   29  H12 UNL     1      -5.072   1.135   1.024  1.00  0.00           H  
HETATM   30  H13 UNL     1      -5.879  -0.934  -0.056  1.00  0.00           H  
HETATM   31  H14 UNL     1      -4.238  -2.650  -0.731  1.00  0.00           H  
HETATM   32  H15 UNL     1      -1.858  -2.315  -0.340  1.00  0.00           H  
HETATM   33  H16 UNL     1      -2.420   2.704  -0.960  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4   21
CONECT    3   22   23
CONECT    4    5    5    6
CONECT    6    7   24
CONECT    7    8   15   25
CONECT    8    9   26   27
CONECT    9   10   10   14
CONECT   10   11   28
CONECT   11   12   12   29
CONECT   12   13   30
CONECT   13   14   14   31
CONECT   14   32
CONECT   15   16   16   17
CONECT   17   33
END

HMDB0028694
     RDKit          3D
Alanylphenylalanine
 33 33  0  0  0  0  0  0  0  0999 V2000
    4.4239   -1.2992    0.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8653    0.0546   -0.3572 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9622    0.9198    0.8293 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4631   -0.1097   -0.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1825   -0.8089   -1.7559 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4354    0.5185   -0.0409 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0264    0.3913   -0.3990 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6873   -0.2141    0.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1212   -0.3970    0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0130    0.5653    0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3619    0.3857    0.7291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8274   -0.7679    0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9179   -1.7240   -0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5845   -1.5495   -0.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5652    1.6999   -0.7331 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1888    2.7278   -0.6297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8605    1.8932   -1.1470 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5108   -1.3211   -0.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9584   -2.1317   -0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1826   -1.4825    1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4827    0.4459   -1.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5773    1.8604    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9522    0.9689    1.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6958    1.0982    0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0902   -0.2536   -1.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2514   -1.2408    0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4995    0.3633    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6605    1.4668    1.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0718    1.1354    1.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8794   -0.9335   -0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2376   -2.6501   -0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8579   -2.3153   -0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4201    2.7040   -0.9598 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  7 15  1  0
 15 16  2  0
 15 17  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  6
  3 22  1  0
  3 23  1  0
  6 24  1  0
  7 25  1  6
  8 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
AF	ChEBI
L-Ala-L-phe	ChEBI
Alanylphenylalanine, (beta-ala)-isomer	HMDB
L-Alanyl-L-phenylalanine	HMDB
Alanylphenylalanine, (DL-pheala)-isomer	HMDB
a-F Dipeptide	HMDB
AF dipeptide	HMDB
Ala-phe	HMDB
Alanine phenylalanine dipeptide	HMDB
Alanine-phenylalanine dipeptide	HMDB
Alanyl-phenylalanine	HMDB
N-Alanylphenylalanine	HMDB
N-L-Alanyl-L-phenylalanine	HMDB
NSC 89630	HMDB
Alanylphenylalanine	ChEBI

Chemical Formula

C₁₂H₁₆N₂O₃

Average Molecular Weight

236.271

Monoisotopic Molecular Weight

236.116092383

IUPAC Name

(2S)-2-[(2S)-2-aminopropanamido]-3-phenylpropanoic acid

Traditional Name

(2S)-2-[(2S)-2-aminopropanamido]-3-phenylpropanoic acid

CAS Registry Number

3061-90-3

SMILES

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

InChI Identifier

InChI=1S/C12H16N2O3/c1-8(13)11(15)14-10(12(16)17)7-9-5-3-2-4-6-9/h2-6,8,10H,7,13H2,1H3,(H,14,15)(H,16,17)/t8-,10-/m0/s1

InChI Key

OMNVYXHOSHNURL-WPRPVWTQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Monocyclic benzene moiety
Benzenoid
Amino acid or derivatives
Amino acid
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organopnictogen compound
Primary aliphatic amine
Organic oxygen compound
Amine
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxide
Primary amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dipeptide (CHEBI:73807 )

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	-1.72	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.99 g/L	ALOGPS
logP	-1	ALOGPS
logP	-1.7	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	3.79	ChemAxon
pKa (Strongest Basic)	8.39	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	5	ChemAxon
Refractivity	62.41 m³·mol⁻¹	ChemAxon
Polarizability	24.41 Å³	ChemAxon
Number of Rings	1	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
DeepCCS	[M+H]+	157.324	30932474
DeepCCS	[M-H]-	154.929	30932474
DeepCCS	[M-2H]-	187.841	30932474
DeepCCS	[M+Na]+	163.316	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Alanylphenylalanine	C[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O	3451.9	Standard polar	33892256
Alanylphenylalanine	C[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O	1971.7	Standard non polar	33892256
Alanylphenylalanine	C[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O	2091.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Alanylphenylalanine,1TMS,isomer #1	C[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2048.4	Semi standard non polar	33892256
Alanylphenylalanine,1TMS,isomer #2	C[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2123.9	Semi standard non polar	33892256
Alanylphenylalanine,1TMS,isomer #3	C[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2051.6	Semi standard non polar	33892256
Alanylphenylalanine,2TMS,isomer #1	C[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2117.6	Semi standard non polar	33892256
Alanylphenylalanine,2TMS,isomer #1	C[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2107.2	Standard non polar	33892256
Alanylphenylalanine,2TMS,isomer #1	C[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2709.4	Standard polar	33892256
Alanylphenylalanine,2TMS,isomer #2	C[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2048.3	Semi standard non polar	33892256
Alanylphenylalanine,2TMS,isomer #2	C[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2137.2	Standard non polar	33892256
Alanylphenylalanine,2TMS,isomer #2	C[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2930.1	Standard polar	33892256
Alanylphenylalanine,2TMS,isomer #3	C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2271.1	Semi standard non polar	33892256
Alanylphenylalanine,2TMS,isomer #3	C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2200.4	Standard non polar	33892256
Alanylphenylalanine,2TMS,isomer #3	C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2885.5	Standard polar	33892256
Alanylphenylalanine,2TMS,isomer #4	C[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2134.8	Semi standard non polar	33892256
Alanylphenylalanine,2TMS,isomer #4	C[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2170.3	Standard non polar	33892256
Alanylphenylalanine,2TMS,isomer #4	C[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2733.4	Standard polar	33892256
Alanylphenylalanine,3TMS,isomer #1	C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2257.2	Semi standard non polar	33892256
Alanylphenylalanine,3TMS,isomer #1	C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2252.8	Standard non polar	33892256
Alanylphenylalanine,3TMS,isomer #1	C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2594.8	Standard polar	33892256
Alanylphenylalanine,3TMS,isomer #2	C[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2113.2	Semi standard non polar	33892256
Alanylphenylalanine,3TMS,isomer #2	C[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2195.8	Standard non polar	33892256
Alanylphenylalanine,3TMS,isomer #2	C[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2510.1	Standard polar	33892256
Alanylphenylalanine,3TMS,isomer #3	C[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2212.8	Semi standard non polar	33892256
Alanylphenylalanine,3TMS,isomer #3	C[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2303.9	Standard non polar	33892256
Alanylphenylalanine,3TMS,isomer #3	C[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2634.8	Standard polar	33892256
Alanylphenylalanine,4TMS,isomer #1	C[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2281.7	Semi standard non polar	33892256
Alanylphenylalanine,4TMS,isomer #1	C[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2344.2	Standard non polar	33892256
Alanylphenylalanine,4TMS,isomer #1	C[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2445.7	Standard polar	33892256
Alanylphenylalanine,1TBDMS,isomer #1	C[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2301.9	Semi standard non polar	33892256
Alanylphenylalanine,1TBDMS,isomer #2	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2353.1	Semi standard non polar	33892256
Alanylphenylalanine,1TBDMS,isomer #3	C[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2294.1	Semi standard non polar	33892256
Alanylphenylalanine,2TBDMS,isomer #1	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2576.4	Semi standard non polar	33892256
Alanylphenylalanine,2TBDMS,isomer #1	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2518.9	Standard non polar	33892256
Alanylphenylalanine,2TBDMS,isomer #1	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2899.0	Standard polar	33892256
Alanylphenylalanine,2TBDMS,isomer #2	C[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2537.0	Semi standard non polar	33892256
Alanylphenylalanine,2TBDMS,isomer #2	C[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2526.0	Standard non polar	33892256
Alanylphenylalanine,2TBDMS,isomer #2	C[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3059.7	Standard polar	33892256
Alanylphenylalanine,2TBDMS,isomer #3	C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2732.5	Semi standard non polar	33892256
Alanylphenylalanine,2TBDMS,isomer #3	C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2576.4	Standard non polar	33892256
Alanylphenylalanine,2TBDMS,isomer #3	C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2978.7	Standard polar	33892256
Alanylphenylalanine,2TBDMS,isomer #4	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2595.9	Semi standard non polar	33892256
Alanylphenylalanine,2TBDMS,isomer #4	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2556.9	Standard non polar	33892256
Alanylphenylalanine,2TBDMS,isomer #4	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2914.4	Standard polar	33892256
Alanylphenylalanine,3TBDMS,isomer #1	C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2957.3	Semi standard non polar	33892256
Alanylphenylalanine,3TBDMS,isomer #1	C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2809.8	Standard non polar	33892256
Alanylphenylalanine,3TBDMS,isomer #1	C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2873.7	Standard polar	33892256
Alanylphenylalanine,3TBDMS,isomer #2	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2804.4	Semi standard non polar	33892256
Alanylphenylalanine,3TBDMS,isomer #2	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2774.6	Standard non polar	33892256
Alanylphenylalanine,3TBDMS,isomer #2	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2853.1	Standard polar	33892256
Alanylphenylalanine,3TBDMS,isomer #3	C[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2930.9	Semi standard non polar	33892256
Alanylphenylalanine,3TBDMS,isomer #3	C[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2841.0	Standard non polar	33892256
Alanylphenylalanine,3TBDMS,isomer #3	C[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2896.9	Standard polar	33892256
Alanylphenylalanine,4TBDMS,isomer #1	C[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3142.9	Semi standard non polar	33892256
Alanylphenylalanine,4TBDMS,isomer #1	C[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3056.2	Standard non polar	33892256
Alanylphenylalanine,4TBDMS,isomer #1	C[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2821.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Alanylphenylalanine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alanylphenylalanine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alanylphenylalanine 20V, Negative-QTOF	splash10-000i-9010000000-35b82a5fa10913c68b29	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alanylphenylalanine 40V, Negative-QTOF	splash10-000i-9000000000-3f50df9b1236f653ab8c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alanylphenylalanine 40V, Positive-QTOF	splash10-000i-9000000000-5f7975bc57e1c7ec1452	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alanylphenylalanine 40V, Positive-QTOF	splash10-00di-1900000000-d576b7f32fb9c0c8e48b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alanylphenylalanine 10V, Negative-QTOF	splash10-000i-0090000000-abe4533c9175841ed0d8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alanylphenylalanine 20V, Positive-QTOF	splash10-01b9-0900000000-ad37a96fb9621075d0d7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alanylphenylalanine 10V, Positive-QTOF	splash10-014r-0960000000-7188f4870eda4b395c92	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylphenylalanine 10V, Positive-QTOF	splash10-00ko-6390000000-06a5c5d24cbf9f8f9d3e	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylphenylalanine 20V, Positive-QTOF	splash10-0006-9400000000-10a33d249a0709c9d3fb	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylphenylalanine 40V, Positive-QTOF	splash10-0006-9200000000-c95b823b2dd3aad1d973	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylphenylalanine 10V, Negative-QTOF	splash10-000i-0290000000-305480b31b247d5b7342	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylphenylalanine 20V, Negative-QTOF	splash10-01w3-4940000000-a04ffceef8a736629f91	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylphenylalanine 40V, Negative-QTOF	splash10-00dl-9500000000-adbfcaebd9533f1bc99b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylphenylalanine 10V, Positive-QTOF	splash10-00ri-0940000000-9b765485cf6a374ec2b6	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylphenylalanine 20V, Positive-QTOF	splash10-00di-2900000000-37bd2aaf097f5fe95b09	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylphenylalanine 40V, Positive-QTOF	splash10-006x-9800000000-e605b708c3dae274b088	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylphenylalanine 10V, Negative-QTOF	splash10-000i-4190000000-b42e4f708b9e1d53fbc9	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylphenylalanine 20V, Negative-QTOF	splash10-000g-9500000000-8aa4d216248eb13b0b1a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylphenylalanine 40V, Negative-QTOF	splash10-0006-9500000000-ae0fc27c4db5d3de8591	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	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	27015276	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	25037050	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

FDB111753

KNApSAcK ID

Not Available

Chemspider ID

87414

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

96814

PDB ID

Not Available

ChEBI ID

73807

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

Pingitore F, Wesdemiotis C: Characterization of dipeptide isomers by tandem mass spectrometry of their mono- versus dilithiated complexes. Anal Chem. 2005 Mar 15;77(6):1796-806. [PubMed:15762588 ]
Dunbar RC, Steill JD, Polfer NC, Oomens J: Peptide length, steric effects, and ion solvation govern zwitterion stabilization in barium-chelated di- and tripeptides. J Phys Chem B. 2009 Aug 6;113(31):10552-4. doi: 10.1021/jp905060n. [PubMed:19606889 ]
Li J, Waldron KC: Estimation of the pH-independent binding constants of alanylphenylalanine and leucylphenylalanine stereoisomers with beta-cyclodextrin in the presence of urea. Electrophoresis. 1999 Jan;20(1):171-9. [PubMed:10065974 ]
David VA, Deutch AH, Sloma A, Pawlyk D, Ally A, Durham DR: Cloning, sequencing and expression of the gene encoding the extracellular neutral protease, vibriolysin, of Vibrio proteolyticus. Gene. 1992 Mar 1;112(1):107-12. [PubMed:1551587 ]
Polfer NC, Oomens J, Dunbar RC: Alkali metal complexes of the dipeptides PheAla and AlaPhe: IRMPD spectroscopy. Chemphyschem. 2008 Mar 14;9(4):579-89. doi: 10.1002/cphc.200700700. [PubMed:18293344 ]
Verteeg DH, Witter A: Isolation and identification of alpha-aspartyl-serine, alanylphenylalanine and isoleucylleucine from calf brain stem. J Neurochem. 1970 Jan;17(1):41-52. [PubMed:5494038 ]
Dragomir IC, Measey TJ, Hagarman AM, Schweitzer-Stenner R: Environment-controlled interchromophore charge transfer transitions in dipeptides probed by UV Absorption and electronic circular dichroism spectroscopy. J Phys Chem B. 2006 Jul 6;110(26):13235-41. [PubMed:16805637 ]

Showing metabocard for Alanylphenylalanine (HMDB0028694)

MOL for HMDB0028694 (Alanylphenylalanine)

3D MOL for HMDB0028694 (Alanylphenylalanine)

3D SDF for HMDB0028694 (Alanylphenylalanine)

3D-SDF for HMDB0028694 (Alanylphenylalanine)

PDB for HMDB0028694 (Alanylphenylalanine)

3D PDB for HMDB0028694 (Alanylphenylalanine)

SMILES for HMDB0028694 (Alanylphenylalanine)

INCHI for HMDB0028694 (Alanylphenylalanine)

Structure for HMDB0028694 (Alanylphenylalanine)

3D Structure for HMDB0028694 (Alanylphenylalanine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra