MiMeDB: Showing metabocard for L-Arogenate (MMDBc0049922)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:46:21 UTC

Update Date

2022-09-01 02:17:22 UTC

Metabolite ID

MMDBc0049922

Metabolite Identification

Common Name

L-Arogenate

Description

Pretyrosine, also known as L-arogenate or L-arogenic acid, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Pretyrosine has been detected, but not quantified in, milk (cow). This could make pretyrosine a potential biomarker for the consumption of these foods. Pretyrosine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Pretyrosine.

Structure

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

HMDB0304809
     RDKit          3D
Pretyrosine
 29 29  0  0  0  0  0  0  0  0999 V2000
    1.4690   -1.7514    0.2543 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7900   -0.5879   -0.5448 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1411    0.6474    0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3642    0.5495    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8596    1.8530    0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5338    1.8995    1.6868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5569    3.0144   -0.0406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8596   -0.5183    0.9127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9402   -1.2087    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6882   -0.9285   -0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8672   -0.2310   -0.4203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9146   -0.1760   -1.6763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534    0.4978   -1.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2578   -0.3909   -0.4836 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917   -1.1638    0.1787 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8632    0.6558   -1.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0373   -2.5700   -0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8296   -1.5409    1.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4951   -0.7603   -1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283    0.8258    1.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3838    1.4995   -0.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417    3.5940    0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3633   -0.7628    1.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3309   -2.0078    1.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9832   -1.9252   -1.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6781   -0.7481   -0.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2893   -0.2199   -2.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3052    1.0431   -2.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3592    1.4117   -0.7275 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  1  0
  5  6  2  0
  5  7  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 13  4  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  6
  3 20  1  0
  3 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 16 29  1  0
M  END


  Mrv1652304032019082D          

 18 18  0  0  1  0            999 V2000
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9263    1.9947    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3635    1.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3136    2.7232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1880    1.3239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9762    0.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4973    1.9947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7643    2.6656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5390    1.2663    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  6  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  3  1  0  0  0  0
 10  4  1  0  0  0  0
 10  5  1  0  0  0  0
 10  9  1  0  0  0  0
  7 11  1  1  0  0  0
 12  6  1  0  0  0  0
 13  8  2  0  0  0  0
 14  8  1  0  0  0  0
 15  9  2  0  0  0  0
 16  9  1  0  0  0  0
 17  6  1  0  0  0  0
  7 18  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0049922

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H13NO5/c11-7(8(13)14)5-10(9(15)16)3-1-6(12)2-4-10/h1-4,6-7,12H,5,11H2,(H,13,14)(H,15,16)/t6?,7-,10?/m0/s1

> <INCHI_KEY>
MIEILDYWGANZNH-DSQUFTABSA-N

> <FORMULA>
C10H13NO5

> <MOLECULAR_WEIGHT>
227.216

> <EXACT_MASS>
227.079372523

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
21.262431709882854

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2S)-2-amino-2-carboxyethyl]-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid

> <ALOGPS_LOGP>
-3.18

> <JCHEM_LOGP>
-3.087520089417646

> <ALOGPS_LOGS>
-1.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.0724243272322935

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9577070914356351

> <JCHEM_PKA_STRONGEST_BASIC>
9.501665478022854

> <JCHEM_POLAR_SURFACE_AREA>
120.85000000000001

> <JCHEM_REFRACTIVITY>
55.9587

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.88e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
arogenate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304809
     RDKit          3D
Pretyrosine
 29 29  0  0  0  0  0  0  0  0999 V2000
    1.4690   -1.7514    0.2543 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7900   -0.5879   -0.5448 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1411    0.6474    0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3642    0.5495    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8596    1.8530    0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5338    1.8995    1.6868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5569    3.0144   -0.0406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8596   -0.5183    0.9127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9402   -1.2087    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6882   -0.9285   -0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8672   -0.2310   -0.4203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9146   -0.1760   -1.6763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534    0.4978   -1.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2578   -0.3909   -0.4836 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917   -1.1638    0.1787 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8632    0.6558   -1.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0373   -2.5700   -0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8296   -1.5409    1.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4951   -0.7603   -1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283    0.8258    1.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3838    1.4995   -0.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417    3.5940    0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3633   -0.7628    1.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3309   -2.0078    1.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9832   -1.9252   -1.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6781   -0.7481   -0.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2893   -0.2199   -2.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3052    1.0431   -2.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3592    1.4117   -0.7275 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  1  0
  5  6  2  0
  5  7  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 13  4  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  6
  3 20  1  0
  3 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 16 29  1  0
M  END

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.057   3.670   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.596   3.723   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.412   2.418   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.611   3.670   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       4.319   5.083   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       5.951   2.471   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       3.689   1.058   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -0.928   3.723   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.427   4.976   0.000  0.00  0.00           O+0
HETATM   17  H   UNK     0       0.000  -1.540   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       2.873   2.364   0.000  0.00  0.00           H+0
CONECT    1    3    6                                                       
CONECT    2    4    6                                                       
CONECT    3    1   10                                                       
CONECT    4    2   10                                                       
CONECT    5    7   10                                                       
CONECT    6    1    2   12   17                                             
CONECT    7    5    8   11   18                                             
CONECT    8    7   13   14                                                  
CONECT    9   10   15   16                                                  
CONECT   10    3    4    5    9                                             
CONECT   11    7                                                            
CONECT   12    6                                                            
CONECT   13    8                                                            
CONECT   14    8                                                            
CONECT   15    9                                                            
CONECT   16    9                                                            
CONECT   17    6                                                            
CONECT   18    7                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0304809
HETATM    1  N1  UNL     1       1.469  -1.751   0.254  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.790  -0.588  -0.545  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.141   0.647   0.009  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.364   0.549   0.052  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.860   1.853   0.626  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.534   1.900   1.687  1.00  0.00           O  
HETATM    7  O2  UNL     1      -0.557   3.014  -0.041  1.00  0.00           O  
HETATM    8  C5  UNL     1      -0.860  -0.518   0.913  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.940  -1.209   0.573  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.688  -0.928  -0.688  1.00  0.00           C  
HETATM   11  O3  UNL     1      -3.867  -0.231  -0.420  1.00  0.00           O  
HETATM   12  C8  UNL     1      -1.915  -0.176  -1.676  1.00  0.00           C  
HETATM   13  C9  UNL     1      -0.853   0.498  -1.333  1.00  0.00           C  
HETATM   14  C10 UNL     1       3.258  -0.391  -0.484  1.00  0.00           C  
HETATM   15  O4  UNL     1       3.992  -1.164   0.179  1.00  0.00           O  
HETATM   16  O5  UNL     1       3.863   0.656  -1.158  1.00  0.00           O  
HETATM   17  H1  UNL     1       2.037  -2.570  -0.059  1.00  0.00           H  
HETATM   18  H2  UNL     1       1.830  -1.541   1.233  1.00  0.00           H  
HETATM   19  H3  UNL     1       1.495  -0.760  -1.613  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.528   0.826   1.021  1.00  0.00           H  
HETATM   21  H5  UNL     1       1.384   1.500  -0.666  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.242   3.594   0.252  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.363  -0.763   1.828  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.331  -2.008   1.194  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.983  -1.925  -1.116  1.00  0.00           H  
HETATM   26  H10 UNL     1      -4.678  -0.748  -0.672  1.00  0.00           H  
HETATM   27  H11 UNL     1      -2.289  -0.220  -2.718  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.305   1.043  -2.089  1.00  0.00           H  
HETATM   29  H13 UNL     1       4.359   1.412  -0.728  1.00  0.00           H  
CONECT    1    2   17   18
CONECT    2    3   14   19
CONECT    3    4   20   21
CONECT    4    5    8   13
CONECT    5    6    6    7
CONECT    7   22
CONECT    8    9    9   23
CONECT    9   10   24
CONECT   10   11   12   25
CONECT   11   26
CONECT   12   13   13   27
CONECT   13   28
CONECT   14   15   15   16
CONECT   16   29
END

HMDB0304809
     RDKit          3D
Pretyrosine
 29 29  0  0  0  0  0  0  0  0999 V2000
    1.4690   -1.7514    0.2543 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7900   -0.5879   -0.5448 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1411    0.6474    0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3642    0.5495    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8596    1.8530    0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5338    1.8995    1.6868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5569    3.0144   -0.0406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8596   -0.5183    0.9127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9402   -1.2087    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6882   -0.9285   -0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8672   -0.2310   -0.4203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9146   -0.1760   -1.6763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534    0.4978   -1.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2578   -0.3909   -0.4836 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917   -1.1638    0.1787 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8632    0.6558   -1.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0373   -2.5700   -0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8296   -1.5409    1.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4951   -0.7603   -1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283    0.8258    1.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3838    1.4995   -0.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417    3.5940    0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3633   -0.7628    1.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3309   -2.0078    1.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9832   -1.9252   -1.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6781   -0.7481   -0.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2893   -0.2199   -2.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3052    1.0431   -2.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3592    1.4117   -0.7275 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  1  0
  5  6  2  0
  5  7  1  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 13  4  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  6
  3 20  1  0
  3 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 16 29  1  0
M  END

Synonyms

Value	Source
alpha-Amino-1-carboxy-4-hydroxy-2,5-cyclohexadiene-1-propanoic acid	ChEBI
L-Arogenate	ChEBI
L-Arogenic acid	Kegg
a-Amino-1-carboxy-4-hydroxy-2,5-cyclohexadiene-1-propanoate	Generator
a-Amino-1-carboxy-4-hydroxy-2,5-cyclohexadiene-1-propanoic acid	Generator
alpha-Amino-1-carboxy-4-hydroxy-2,5-cyclohexadiene-1-propanoate	Generator
Α-amino-1-carboxy-4-hydroxy-2,5-cyclohexadiene-1-propanoate	Generator
Α-amino-1-carboxy-4-hydroxy-2,5-cyclohexadiene-1-propanoic acid	Generator
Arogenate	HMDB
Pretyrosine	ChEBI

Molecular Formula

C₁₀H₁₃NO₅

Average Mass

227.216

Monoisotopic Mass

227.079372523

IUPAC Name

1-[(2S)-2-amino-2-carboxyethyl]-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid

Traditional Name

arogenate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C10H13NO5/c11-7(8(13)14)5-10(9(15)16)3-1-6(12)2-4-10/h1-4,6-7,12H,5,11H2,(H,13,14)(H,15,16)/t6?,7-,10?/m0/s1

InChI Key

MIEILDYWGANZNH-DSQUFTABSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Dicarboxylic acid or derivatives
Secondary alcohol
Amino acid
Carboxylic acid
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic nitrogen compound
Alcohol
Carbonyl group
Amine
Organic oxide
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

arogenic acid (CHEBI:17530 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	7.88 g/L	ALOGPS
logP	-3.2	ALOGPS
logP	-3.1	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	1.96	ChemAxon
pKa (Strongest Basic)	9.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	120.85 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	55.96 m³·mol⁻¹	ChemAxon
Polarizability	21.26 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0950000000-782d5cfa738f90bf1526	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dr-0900000000-7bef5da41f16df9d557b	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-06ri-2900000000-776124826df3419e8de4	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-056r-0490000000-76f22ef81b7be13c221d	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-08gi-0930000000-3c123e79842b7a1d7f6b	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00dr-8900000000-5ad707d2e6298afa8fb2	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0790000000-a5980aeb4d33d4e865ea	2021-10-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000j-3900000000-9b39484ce8603a4f632f	2021-10-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-5900000000-8533948c2db75eeed76d	2021-10-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004u-7590000000-49b78f61c3dabe62db31	2021-10-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0c2i-5980000000-6600e70309b0fe76fcc8	2021-10-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-9700000000-49061b30153d2d401788	2021-10-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0007119	L-Arogenate	L-Tyrosine	Not Available	VMH	30371894
MMDBr0007120	L-Arogenate	L-Tyrosine	Not Available	VMH	30371894
MMDBr0007883	L-Arogenate	L-Aspartic acid	Not Available	VMH	30371894
MMDBr0008477	L-Arogenate	L-Phenylalanine	Not Available	VMH	30371894

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Proteobacteria	179	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	336	Pig ; Human feces; Human ; Human pleural fluid plaque; Human supragingival plaque; Human saliva; Cattle ; Human stool; Human subgingival plaque	Metabolic reconstruction
Bacteria	Actinobacteria	15	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	113	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	115	Human feces; Human appendix biopsy; Human ; Human stool; Human urine; Human gastric fluid; Human saliva; Human supragingival plaque; Human subgingival plaque	Metabolic reconstruction
Bacteria/Eubacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria	Proteobacteria	7	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Metabolic reconstruction
Bacteria/Eubacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Bacteria	Firmicutes	26	Pig ; Human feces; Human ; Human pleural fluid plaque; Human supragingival plaque; Human saliva; Cattle ; Human stool; Human subgingival plaque	Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	4		Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1		Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Bacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Aquificae	1
Bacteria/Eubacteria	Chlorobi	1
Bacteria/Eubacteria	Deinococcus-thermus	2

Exposure Sources

Source Type	Activity	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0304809

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439319

PDB ID

Not Available

ChEBI ID

17530

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for L-Arogenate (MMDBc0049922)

MOL for #<Metabolite:0x00007f3df4011ab0>

3D MOL for #<Metabolite:0x00007f3df4011ab0>

3D SDF for #<Metabolite:0x00007f3df4011ab0>

3D-SDF for #<Metabolite:0x00007f3df4011ab0>

PDB for #<Metabolite:0x00007f3df4011ab0>

3D PDB for #<Metabolite:0x00007f3df4011ab0>

SMILES for #<Metabolite:0x00007f3df4011ab0>

INCHI for #<Metabolite:0x00007f3df4011ab0>

Structure for #<Metabolite:0x00007f3df4011ab0>

3D Structure for #<Metabolite:0x00007f3df4011ab0>