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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:02:50 UTC

Update Date

2021-09-14 15:41:22 UTC

HMDB ID

HMDB0028878

Secondary Accession Numbers

HMDB28878

Metabolite Identification

Common Name

Histidylalanine

Description

Histidylalanine, also known as HA or L-his-L-ala, 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. Histidylalanine 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 histidylalanine a potential biomarker for the consumption of these foods. Histidylalanine 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 small amount of articles have been published on Histidylalanine.

Structure

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

HMDB0028878
     RDKit          3D
Histidylalanine
 30 30  0  0  0  0  0  0  0  0999 V2000
    3.6565   -0.1355    0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3102    0.5667    0.2900 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2358   -0.3795    0.0624 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189   -0.6183    1.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2674    0.0198    2.0903 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8595   -1.5869    0.7564 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8551   -1.5900    1.8140 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5634   -1.4223   -0.5442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2437   -0.1589   -0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9279    0.2015   -1.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4187    1.4264   -1.7580 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0957    1.8770   -0.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3806    0.8941    0.0319 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2695    1.5996   -0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4047    1.6038   -1.6807 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1996    2.6247   -0.7572 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8816   -0.5457   -0.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6402   -1.0216    0.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4440    0.5268    0.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2311    1.0564    1.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2580   -0.8814   -0.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3861   -2.6172    0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884   -1.0874    2.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2571   -2.5087    2.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3252   -2.2492   -0.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8150   -1.6668   -1.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0228   -0.4200   -2.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3378    2.8320   -0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0024    0.9821    0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9618    2.6783   -0.0996 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
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 13  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  1
  3 21  1  0
  6 22  1  6
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 16 30  1  0
M  END

  Mrv1652304062013472D          

 16 16  0  0  0  0            999 V2000
 9998.856310000.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.5710 9999.7990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.284910000.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0006 9999.7990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10001.716310000.2111    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.4320 9999.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.145710000.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.4320 9998.9737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.716310001.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.284910001.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.5710 9998.9737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.470710000.2930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8033 9999.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0582 9999.0234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8832 9999.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1381 9999.8080    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 11  1  1  0  0  0
  3  4  1  0  0  0  0
  3 10  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  1  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
 15 16  2  0  0  0  0
 12 13  1  0  0  0  0
 12 16  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  1 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028878

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H](NC(=O)[C@@H](N)CC1=CN=CN1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H14N4O3/c1-5(9(15)16)13-8(14)7(10)2-6-3-11-4-12-6/h3-5,7H,2,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)/t5-,7-/m0/s1

> <INCHI_KEY>
FRJIAZKQGSCKPQ-FSPLSTOPSA-N

> <FORMULA>
C9H14N4O3

> <MOLECULAR_WEIGHT>
226.236

> <EXACT_MASS>
226.106590327

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
22.202296766433424

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-amino-3-(1H-imidazol-5-yl)propanamido]propanoic acid

> <ALOGPS_LOGP>
-2.84

> <JCHEM_LOGP>
-3.9182224567181616

> <ALOGPS_LOGS>
-1.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.80936009749242

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3876704112606513

> <JCHEM_PKA_STRONGEST_BASIC>
8.022226429560167

> <JCHEM_POLAR_SURFACE_AREA>
121.10000000000001

> <JCHEM_REFRACTIVITY>
55.356399999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.14e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-amino-3-(3H-imidazol-4-yl)propanamido]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028878
     RDKit          3D
Histidylalanine
 30 30  0  0  0  0  0  0  0  0999 V2000
    3.6565   -0.1355    0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3102    0.5667    0.2900 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2358   -0.3795    0.0624 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189   -0.6183    1.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2674    0.0198    2.0903 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8595   -1.5869    0.7564 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8551   -1.5900    1.8140 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5634   -1.4223   -0.5442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2437   -0.1589   -0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9279    0.2015   -1.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4187    1.4264   -1.7580 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0957    1.8770   -0.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3806    0.8941    0.0319 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2695    1.5996   -0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4047    1.6038   -1.6807 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1996    2.6247   -0.7572 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8816   -0.5457   -0.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6402   -1.0216    0.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4440    0.5268    0.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2311    1.0564    1.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2580   -0.8814   -0.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3861   -2.6172    0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884   -1.0874    2.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2571   -2.5087    2.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3252   -2.2492   -0.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8150   -1.6668   -1.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0228   -0.4200   -2.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3378    2.8320   -0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0024    0.9821    0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9618    2.6783   -0.0996 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
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 13  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  1
  3 21  1  0
  6 22  1  6
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 16 30  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    8664.5328667.061   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8665.8668666.291   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8667.1988667.061   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0    8668.5348666.291   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0    8669.8708667.061   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8671.2068666.291   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8672.5398667.061   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8671.2068664.751   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8669.8708668.601   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    8667.1988668.601   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0    8665.8668664.751   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0    8661.9458667.214   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0    8660.6998666.308   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0    8661.1758664.844   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0    8662.7158664.844   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8663.1918666.308   0.000  0.00  0.00           C+0
CONECT    1    2   16                                                       
CONECT    2    1    3   11                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    5                                                            
CONECT   10    3                                                            
CONECT   11    2                                                            
CONECT   12   13   16                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   16   14                                                       
CONECT   16   15   12    1                                                  
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0028878
HETATM    1  C1  UNL     1       3.657  -0.136   0.240  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.310   0.567   0.290  1.00  0.00           C  
HETATM    3  N1  UNL     1       1.236  -0.380   0.062  1.00  0.00           N  
HETATM    4  C3  UNL     1       0.219  -0.618   1.018  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.267   0.020   2.090  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.859  -1.587   0.756  1.00  0.00           C  
HETATM    7  N2  UNL     1      -1.855  -1.590   1.814  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.563  -1.422  -0.544  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.244  -0.159  -0.771  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.928   0.202  -1.941  1.00  0.00           C  
HETATM   11  N3  UNL     1      -3.419   1.426  -1.758  1.00  0.00           N  
HETATM   12  C8  UNL     1      -3.096   1.877  -0.550  1.00  0.00           C  
HETATM   13  N4  UNL     1      -2.381   0.894   0.032  1.00  0.00           N  
HETATM   14  C9  UNL     1       2.269   1.600  -0.755  1.00  0.00           C  
HETATM   15  O2  UNL     1       1.405   1.604  -1.681  1.00  0.00           O  
HETATM   16  O3  UNL     1       3.200   2.625  -0.757  1.00  0.00           O  
HETATM   17  H1  UNL     1       3.882  -0.546  -0.761  1.00  0.00           H  
HETATM   18  H2  UNL     1       3.640  -1.022   0.940  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.444   0.527   0.630  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.231   1.056   1.271  1.00  0.00           H  
HETATM   21  H5  UNL     1       1.258  -0.881  -0.863  1.00  0.00           H  
HETATM   22  H6  UNL     1      -0.386  -2.617   0.810  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.488  -1.087   2.649  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.257  -2.509   2.004  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.325  -2.249  -0.667  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.815  -1.667  -1.352  1.00  0.00           H  
HETATM   27  H11 UNL     1      -3.023  -0.420  -2.812  1.00  0.00           H  
HETATM   28  H12 UNL     1      -3.338   2.832  -0.089  1.00  0.00           H  
HETATM   29  H13 UNL     1      -2.002   0.982   0.991  1.00  0.00           H  
HETATM   30  H14 UNL     1       3.962   2.678  -0.100  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   14   20
CONECT    3    4   21
CONECT    4    5    5    6
CONECT    6    7    8   22
CONECT    7   23   24
CONECT    8    9   25   26
CONECT    9   10   10   13
CONECT   10   11   27
CONECT   11   12   12
CONECT   12   13   28
CONECT   13   29
CONECT   14   15   15   16
CONECT   16   30
END

HMDB0028878
     RDKit          3D
Histidylalanine
 30 30  0  0  0  0  0  0  0  0999 V2000
    3.6565   -0.1355    0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3102    0.5667    0.2900 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2358   -0.3795    0.0624 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189   -0.6183    1.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2674    0.0198    2.0903 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8595   -1.5869    0.7564 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8551   -1.5900    1.8140 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5634   -1.4223   -0.5442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2437   -0.1589   -0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9279    0.2015   -1.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4187    1.4264   -1.7580 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0957    1.8770   -0.5499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3806    0.8941    0.0319 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2695    1.5996   -0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4047    1.6038   -1.6807 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1996    2.6247   -0.7572 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8816   -0.5457   -0.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6402   -1.0216    0.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4440    0.5268    0.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2311    1.0564    1.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2580   -0.8814   -0.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3861   -2.6172    0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884   -1.0874    2.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2571   -2.5087    2.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3252   -2.2492   -0.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8150   -1.6668   -1.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0228   -0.4200   -2.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3378    2.8320   -0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0024    0.9821    0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9618    2.6783   -0.0996 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
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 13  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  1
  3 21  1  0
  6 22  1  6
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 16 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
HA	ChEBI
Histidinoalanine	ChEBI
Histidinyl-alanine	ChEBI
L-His-L-ala	ChEBI
N-(2-Amino-2-carboxyethyl)histidine	ChEBI
Histidinylalanine	HMDB
Histidinoalanine, (beta)-isomer	HMDB
H-a Dipeptide	HMDB
HA dipeptide	HMDB
His-ala	HMDB
Histidine alanine dipeptide	HMDB
Histidine-alanine dipeptide	HMDB
Histidyl-alanine	HMDB
L-Histidinyl-L-alanine	HMDB
L-Histidyl-L-alanine	HMDB
N-Histidinylalanine	HMDB
N-Histidylalanine	HMDB
N-L-Histidinyl-L-alanine	HMDB
N-L-Histidyl-L-alanine	HMDB
Histidylalanine	ChEBI

Chemical Formula

C₉H₁₄N₄O₃

Average Molecular Weight

226.236

Monoisotopic Molecular Weight

226.106590327

IUPAC Name

(2S)-2-[(2S)-2-amino-3-(1H-imidazol-5-yl)propanamido]propanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-3-(3H-imidazol-4-yl)propanamido]propanoic acid

CAS Registry Number

16874-75-2

SMILES

C[C@H](NC(=O)[C@@H](N)CC1=CN=CN1)C(O)=O

InChI Identifier

InChI=1S/C9H14N4O3/c1-5(9(15)16)13-8(14)7(10)2-6-3-11-4-12-6/h3-5,7H,2,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)/t5-,7-/m0/s1

InChI Key

FRJIAZKQGSCKPQ-FSPLSTOPSA-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
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alanine or derivatives
Alpha-amino acid or derivatives
Imidazolyl carboxylic acid derivative
Aralkylamine
Azole
Imidazole
Heteroaromatic compound
Amino acid or derivatives
Amino acid
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Primary amine
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

dipeptide (CHEBI:73924 )

Ontology

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	-4.1	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	11.4 g/L	ALOGPS
logP	-2.8	ALOGPS
logP	-3.9	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	3.39	ChemAxon
pKa (Strongest Basic)	8.02	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	121.1 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	55.36 m³·mol⁻¹	ChemAxon
Polarizability	22.2 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]+	153.394	30932474
DeepCCS	[M-H]-	150.998	30932474
DeepCCS	[M-2H]-	183.883	30932474
DeepCCS	[M+Na]+	159.42	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Histidylalanine	C[C@H](NC(=O)[C@@H](N)CC1=CN=CN1)C(O)=O	3139.8	Standard polar	33892256
Histidylalanine	C[C@H](NC(=O)[C@@H](N)CC1=CN=CN1)C(O)=O	2076.7	Standard non polar	33892256
Histidylalanine	C[C@H](NC(=O)[C@@H](N)CC1=CN=CN1)C(O)=O	2413.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Histidylalanine,1TMS,isomer #1	C[C@H](NC(=O)[C@@H](N)CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C	2236.4	Semi standard non polar	33892256
Histidylalanine,1TMS,isomer #2	C[C@H](NC(=O)[C@H](CC1=CN=C[NH]1)N[Si](C)(C)C)C(=O)O	2293.8	Semi standard non polar	33892256
Histidylalanine,1TMS,isomer #3	C[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CN=C[NH]1)[Si](C)(C)C	2206.3	Semi standard non polar	33892256
Histidylalanine,1TMS,isomer #4	C[C@H](NC(=O)[C@@H](N)CC1=CN=CN1[Si](C)(C)C)C(=O)O	2367.4	Semi standard non polar	33892256
Histidylalanine,2TMS,isomer #1	C[C@H](NC(=O)[C@H](CC1=CN=C[NH]1)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2320.0	Semi standard non polar	33892256
Histidylalanine,2TMS,isomer #1	C[C@H](NC(=O)[C@H](CC1=CN=C[NH]1)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2250.7	Standard non polar	33892256
Histidylalanine,2TMS,isomer #2	C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=CN=C[NH]1)[Si](C)(C)C	2192.6	Semi standard non polar	33892256
Histidylalanine,2TMS,isomer #2	C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=CN=C[NH]1)[Si](C)(C)C	2221.5	Standard non polar	33892256
Histidylalanine,2TMS,isomer #3	C[C@H](NC(=O)[C@@H](N)CC1=CN=CN1[Si](C)(C)C)C(=O)O[Si](C)(C)C	2373.5	Semi standard non polar	33892256
Histidylalanine,2TMS,isomer #3	C[C@H](NC(=O)[C@@H](N)CC1=CN=CN1[Si](C)(C)C)C(=O)O[Si](C)(C)C	2174.7	Standard non polar	33892256
Histidylalanine,2TMS,isomer #4	C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN=C[NH]1)N[Si](C)(C)C)[Si](C)(C)C	2247.5	Semi standard non polar	33892256
Histidylalanine,2TMS,isomer #4	C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN=C[NH]1)N[Si](C)(C)C)[Si](C)(C)C	2292.0	Standard non polar	33892256
Histidylalanine,2TMS,isomer #5	C[C@H](NC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N[Si](C)(C)C)C(=O)O	2415.6	Semi standard non polar	33892256
Histidylalanine,2TMS,isomer #5	C[C@H](NC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N[Si](C)(C)C)C(=O)O	2254.1	Standard non polar	33892256
Histidylalanine,2TMS,isomer #6	C[C@H](NC(=O)[C@H](CC1=CN=C[NH]1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2386.8	Semi standard non polar	33892256
Histidylalanine,2TMS,isomer #6	C[C@H](NC(=O)[C@H](CC1=CN=C[NH]1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2389.2	Standard non polar	33892256
Histidylalanine,2TMS,isomer #7	C[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CN=CN1[Si](C)(C)C)[Si](C)(C)C	2324.5	Semi standard non polar	33892256
Histidylalanine,2TMS,isomer #7	C[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CN=CN1[Si](C)(C)C)[Si](C)(C)C	2267.3	Standard non polar	33892256
Histidylalanine,3TMS,isomer #1	C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CN=C[NH]1)N[Si](C)(C)C)[Si](C)(C)C	2257.0	Semi standard non polar	33892256
Histidylalanine,3TMS,isomer #1	C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CN=C[NH]1)N[Si](C)(C)C)[Si](C)(C)C	2308.2	Standard non polar	33892256
Histidylalanine,3TMS,isomer #2	C[C@H](NC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2433.1	Semi standard non polar	33892256
Histidylalanine,3TMS,isomer #2	C[C@H](NC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2264.3	Standard non polar	33892256
Histidylalanine,3TMS,isomer #3	C[C@H](NC(=O)[C@H](CC1=CN=C[NH]1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2364.8	Semi standard non polar	33892256
Histidylalanine,3TMS,isomer #3	C[C@H](NC(=O)[C@H](CC1=CN=C[NH]1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2359.4	Standard non polar	33892256
Histidylalanine,3TMS,isomer #4	C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=CN=CN1[Si](C)(C)C)[Si](C)(C)C	2334.2	Semi standard non polar	33892256
Histidylalanine,3TMS,isomer #4	C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=CN=CN1[Si](C)(C)C)[Si](C)(C)C	2307.7	Standard non polar	33892256
Histidylalanine,3TMS,isomer #5	C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N[Si](C)(C)C)[Si](C)(C)C	2386.7	Semi standard non polar	33892256
Histidylalanine,3TMS,isomer #5	C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N[Si](C)(C)C)[Si](C)(C)C	2351.6	Standard non polar	33892256
Histidylalanine,3TMS,isomer #6	C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN=C[NH]1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2355.6	Semi standard non polar	33892256
Histidylalanine,3TMS,isomer #6	C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN=C[NH]1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2415.6	Standard non polar	33892256
Histidylalanine,3TMS,isomer #7	C[C@H](NC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2544.2	Semi standard non polar	33892256
Histidylalanine,3TMS,isomer #7	C[C@H](NC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2400.3	Standard non polar	33892256
Histidylalanine,4TMS,isomer #1	C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N[Si](C)(C)C)[Si](C)(C)C	2405.9	Semi standard non polar	33892256
Histidylalanine,4TMS,isomer #1	C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N[Si](C)(C)C)[Si](C)(C)C	2378.9	Standard non polar	33892256
Histidylalanine,4TMS,isomer #2	C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CN=C[NH]1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2405.2	Semi standard non polar	33892256
Histidylalanine,4TMS,isomer #2	C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CN=C[NH]1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2429.0	Standard non polar	33892256
Histidylalanine,4TMS,isomer #3	C[C@H](NC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2537.4	Semi standard non polar	33892256
Histidylalanine,4TMS,isomer #3	C[C@H](NC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2425.9	Standard non polar	33892256
Histidylalanine,4TMS,isomer #4	C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2509.5	Semi standard non polar	33892256
Histidylalanine,4TMS,isomer #4	C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2504.8	Standard non polar	33892256
Histidylalanine,5TMS,isomer #1	C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2577.6	Semi standard non polar	33892256
Histidylalanine,5TMS,isomer #1	C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2524.3	Standard non polar	33892256
Histidylalanine,1TBDMS,isomer #1	C[C@H](NC(=O)[C@@H](N)CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C(C)(C)C	2474.7	Semi standard non polar	33892256
Histidylalanine,1TBDMS,isomer #2	C[C@H](NC(=O)[C@H](CC1=CN=C[NH]1)N[Si](C)(C)C(C)(C)C)C(=O)O	2515.9	Semi standard non polar	33892256
Histidylalanine,1TBDMS,isomer #3	C[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CN=C[NH]1)[Si](C)(C)C(C)(C)C	2462.1	Semi standard non polar	33892256
Histidylalanine,1TBDMS,isomer #4	C[C@H](NC(=O)[C@@H](N)CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O	2644.7	Semi standard non polar	33892256
Histidylalanine,2TBDMS,isomer #1	C[C@H](NC(=O)[C@H](CC1=CN=C[NH]1)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2756.4	Semi standard non polar	33892256
Histidylalanine,2TBDMS,isomer #1	C[C@H](NC(=O)[C@H](CC1=CN=C[NH]1)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2686.9	Standard non polar	33892256
Histidylalanine,2TBDMS,isomer #2	C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CC1=CN=C[NH]1)[Si](C)(C)C(C)(C)C	2678.5	Semi standard non polar	33892256
Histidylalanine,2TBDMS,isomer #2	C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CC1=CN=C[NH]1)[Si](C)(C)C(C)(C)C	2668.4	Standard non polar	33892256
Histidylalanine,2TBDMS,isomer #3	C[C@H](NC(=O)[C@@H](N)CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2880.1	Semi standard non polar	33892256
Histidylalanine,2TBDMS,isomer #3	C[C@H](NC(=O)[C@@H](N)CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2619.8	Standard non polar	33892256
Histidylalanine,2TBDMS,isomer #4	C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN=C[NH]1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2719.5	Semi standard non polar	33892256
Histidylalanine,2TBDMS,isomer #4	C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN=C[NH]1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2709.5	Standard non polar	33892256
Histidylalanine,2TBDMS,isomer #5	C[C@H](NC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O	2891.2	Semi standard non polar	33892256
Histidylalanine,2TBDMS,isomer #5	C[C@H](NC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O	2675.9	Standard non polar	33892256
Histidylalanine,2TBDMS,isomer #6	C[C@H](NC(=O)[C@H](CC1=CN=C[NH]1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2837.5	Semi standard non polar	33892256
Histidylalanine,2TBDMS,isomer #6	C[C@H](NC(=O)[C@H](CC1=CN=C[NH]1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2771.1	Standard non polar	33892256
Histidylalanine,2TBDMS,isomer #7	C[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CN=CN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2809.4	Semi standard non polar	33892256
Histidylalanine,2TBDMS,isomer #7	C[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CN=CN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2688.3	Standard non polar	33892256
Histidylalanine,3TBDMS,isomer #1	C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CN=C[NH]1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2934.0	Semi standard non polar	33892256
Histidylalanine,3TBDMS,isomer #1	C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CN=C[NH]1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2893.6	Standard non polar	33892256
Histidylalanine,3TBDMS,isomer #2	C[C@H](NC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3098.6	Semi standard non polar	33892256
Histidylalanine,3TBDMS,isomer #2	C[C@H](NC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2904.4	Standard non polar	33892256
Histidylalanine,3TBDMS,isomer #3	C[C@H](NC(=O)[C@H](CC1=CN=C[NH]1)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	3087.9	Semi standard non polar	33892256
Histidylalanine,3TBDMS,isomer #3	C[C@H](NC(=O)[C@H](CC1=CN=C[NH]1)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	2940.0	Standard non polar	33892256
Histidylalanine,3TBDMS,isomer #4	C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CC1=CN=CN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3026.8	Semi standard non polar	33892256
Histidylalanine,3TBDMS,isomer #4	C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CC1=CN=CN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2916.9	Standard non polar	33892256
Histidylalanine,3TBDMS,isomer #5	C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3060.9	Semi standard non polar	33892256
Histidylalanine,3TBDMS,isomer #5	C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2946.9	Standard non polar	33892256
Histidylalanine,3TBDMS,isomer #6	C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN=C[NH]1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3027.5	Semi standard non polar	33892256
Histidylalanine,3TBDMS,isomer #6	C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN=C[NH]1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2983.0	Standard non polar	33892256
Histidylalanine,3TBDMS,isomer #7	C[C@H](NC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3238.9	Semi standard non polar	33892256
Histidylalanine,3TBDMS,isomer #7	C[C@H](NC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2980.4	Standard non polar	33892256
Histidylalanine,4TBDMS,isomer #1	C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3249.1	Semi standard non polar	33892256
Histidylalanine,4TBDMS,isomer #1	C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3139.1	Standard non polar	33892256
Histidylalanine,4TBDMS,isomer #2	C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CN=C[NH]1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3257.1	Semi standard non polar	33892256
Histidylalanine,4TBDMS,isomer #2	C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CN=C[NH]1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3137.6	Standard non polar	33892256
Histidylalanine,4TBDMS,isomer #3	C[C@H](NC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3427.8	Semi standard non polar	33892256
Histidylalanine,4TBDMS,isomer #3	C[C@H](NC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3177.0	Standard non polar	33892256
Histidylalanine,4TBDMS,isomer #4	C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3397.6	Semi standard non polar	33892256
Histidylalanine,4TBDMS,isomer #4	C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3215.5	Standard non polar	33892256
Histidylalanine,5TBDMS,isomer #1	C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3593.7	Semi standard non polar	33892256
Histidylalanine,5TBDMS,isomer #1	C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3396.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Histidylalanine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Histidylalanine 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 - Histidylalanine 10V, Positive-QTOF	splash10-03di-0910000000-9f3263bb800c5726a7b5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidylalanine 20V, Positive-QTOF	splash10-03di-9800000000-29df51e2698564f2aec7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidylalanine 40V, Positive-QTOF	splash10-03ec-9400000000-93c127481db152e31d7e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidylalanine 10V, Negative-QTOF	splash10-056r-2290000000-585bfc978a4278e28cbb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidylalanine 20V, Negative-QTOF	splash10-01py-9500000000-cb06a32f6f4a1ad803c0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidylalanine 40V, Negative-QTOF	splash10-0006-9000000000-ce3b6a4eee0f0ce4757e	2021-09-22	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
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	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

Associated Disorders and Diseases

Disease References

Colorectal cancer
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

FDB111907

KNApSAcK ID

Not Available

Chemspider ID

91418

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101180

PDB ID

Not Available

ChEBI ID

73924

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

Nath M, Singh H, Eng G, Song X: New diorganotin(IV) derivatives of dipeptides: synthesis and characteristic spectral studies. Spectrochim Acta A Mol Biomol Spectrosc. 2008 Nov 15;71(2):529-36. doi: 10.1016/j.saa.2008.01.006. Epub 2008 Jan 11. [PubMed:18289925 ]
Gucinski AC, Chamot-Rooke J, Nicol E, Somogyi A, Wysocki VH: Structural influences on preferential oxazolone versus diketopiperazine b(2+) ion formation for histidine analogue-containing peptides. J Phys Chem A. 2012 May 3;116(17):4296-304. doi: 10.1021/jp300262d. Epub 2012 Apr 24. [PubMed:22448972 ]

Showing metabocard for Histidylalanine (HMDB0028878)

MOL for HMDB0028878 (Histidylalanine)

3D MOL for HMDB0028878 (Histidylalanine)

3D SDF for HMDB0028878 (Histidylalanine)

3D-SDF for HMDB0028878 (Histidylalanine)

PDB for HMDB0028878 (Histidylalanine)

3D PDB for HMDB0028878 (Histidylalanine)

SMILES for HMDB0028878 (Histidylalanine)

INCHI for HMDB0028878 (Histidylalanine)

Structure for HMDB0028878 (Histidylalanine)

3D Structure for HMDB0028878 (Histidylalanine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra