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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:30:19 UTC

Update Date

2023-02-21 17:18:45 UTC

HMDB ID

HMDB0029422

Secondary Accession Numbers

HMDB29422

Metabolite Identification

Common Name

L-Histidine trimethylbetaine

Description

L-Histidine trimethylbetaine belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. L-Histidine trimethylbetaine has been detected, but not quantified in, several different foods, such as oriental wheats (Triticum turanicum), millets (Panicum miliaceum), mushrooms, oyster mushrooms (Pleurotus ostreatus), and barleys (Hordeum vulgare). This could make L-histidine trimethylbetaine a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on L-Histidine trimethylbetaine.

Structure

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

HMDB0253111
     RDKit          3D
Hercynine
 29 29  0  0  0  0  0  0  0  0999 V2000
   -2.4332    0.1579    1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6016   -0.0488   -0.0927 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.7939    1.1046   -0.9422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1133   -1.2207   -0.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2106   -0.2021    0.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6823    0.4396   -0.6930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1221    0.3814   -0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0297   -0.5306   -0.8903 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461   -0.2118   -0.3586 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1242    0.8673    0.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8336    1.2064    0.3749 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1305   -1.6059    0.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3193   -2.1491    1.6055 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8854   -2.3990   -0.2815 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.4448    0.4268    0.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0306    1.0381    1.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4798   -0.7449    1.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5209    2.0124   -0.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876    1.1802   -1.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    1.0244   -1.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6144   -2.1543   -0.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2066   -1.3780   -0.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662   -1.0991   -1.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0991    0.4176    1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4338   -0.0261   -1.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3986    1.5254   -0.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9244   -1.3717   -1.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9168    1.3530    0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3983    2.0070    0.8752 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  5 12  1  0
 12 13  2  0
 12 14  1  0
 11  7  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
M  CHG  2   2   1  14  -1
M  END

  Mrv0541 02241217362D          

 14 14  0  0  0  0            999 V2000
   -1.6092   -0.5772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9494   -1.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2066   -0.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2066    0.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3710    0.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1960    0.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6092    1.2378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1138    1.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3710    1.5682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1145   -1.8155    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.1138   -0.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5362   -1.1557    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.2066   -1.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1960   -1.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2 10  1  0  0  0  0
  3  4  1  0  0  0  0
  3 12  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
M  CHG  2  10  -1  12   1
M  END
> <DATABASE_ID>
HMDB0029422

> <DATABASE_NAME>
hmdb

> <SMILES>
C[N+](C)(C)C(CC1=CN=CN1)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H15N3O2/c1-12(2,3)8(9(13)14)4-7-5-10-6-11-7/h5-6,8H,4H2,1-3H3,(H-,10,11,13,14)

> <INCHI_KEY>
GPPYTCRVKHULJH-UHFFFAOYSA-N

> <FORMULA>
C9H15N3O2

> <MOLECULAR_WEIGHT>
197.2343

> <EXACT_MASS>
197.116426739

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
20.179131001211132

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(1H-imidazol-5-yl)-2-(trimethylazaniumyl)propanoate

> <ALOGPS_LOGP>
-1.78

> <JCHEM_LOGP>
-4.51732507242313

> <ALOGPS_LOGS>
-2.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.822982942245382

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.025270364061525

> <JCHEM_PKA_STRONGEST_BASIC>
6.7044239385636715

> <JCHEM_POLAR_SURFACE_AREA>
68.81

> <JCHEM_REFRACTIVITY>
74.87899999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.21e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(3H-imidazol-4-yl)-2-(trimethylammonio)propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253111
     RDKit          3D
Hercynine
 29 29  0  0  0  0  0  0  0  0999 V2000
   -2.4332    0.1579    1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6016   -0.0488   -0.0927 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.7939    1.1046   -0.9422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1133   -1.2207   -0.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2106   -0.2021    0.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6823    0.4396   -0.6930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1221    0.3814   -0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0297   -0.5306   -0.8903 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461   -0.2118   -0.3586 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1242    0.8673    0.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8336    1.2064    0.3749 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1305   -1.6059    0.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3193   -2.1491    1.6055 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8854   -2.3990   -0.2815 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.4448    0.4268    0.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0306    1.0381    1.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4798   -0.7449    1.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5209    2.0124   -0.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876    1.1802   -1.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    1.0244   -1.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6144   -2.1543   -0.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2066   -1.3780   -0.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662   -1.0991   -1.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0991    0.4176    1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4338   -0.0261   -1.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3986    1.5254   -0.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9244   -1.3717   -1.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9168    1.3530    0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3983    2.0070    0.8752 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  5 12  1  0
 12 13  2  0
 12 14  1  0
 11  7  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
M  CHG  2   2   1  14  -1
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -3.004  -1.077   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.772  -2.002   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.386  -1.232   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.386   0.308   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.693   1.386   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.233   1.077   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       3.004   2.311   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       2.079   3.544   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       0.693   2.927   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0      -2.080  -3.389   0.000  0.00  0.00           O-1
HETATM   11  C   UNK     0       2.079  -1.077   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.001  -2.157   0.000  0.00  0.00           N+1
HETATM   13  C   UNK     0       0.386  -3.544   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.233  -2.927   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    5    8                                                       
CONECT   10    2                                                            
CONECT   11   12                                                            
CONECT   12    3   11   13   14                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0253111
HETATM    1  C1  UNL     1      -2.433   0.158   1.087  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.602  -0.049  -0.093  1.00  0.00           N1+
HETATM    3  C2  UNL     1      -1.794   1.105  -0.942  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.113  -1.221  -0.765  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.211  -0.202   0.307  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.682   0.440  -0.693  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.122   0.381  -0.418  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.030  -0.531  -0.890  1.00  0.00           C  
HETATM    9  N2  UNL     1       4.246  -0.212  -0.359  1.00  0.00           N  
HETATM   10  C8  UNL     1       4.124   0.867   0.427  1.00  0.00           C  
HETATM   11  N3  UNL     1       2.834   1.206   0.375  1.00  0.00           N  
HETATM   12  C9  UNL     1       0.131  -1.606   0.538  1.00  0.00           C  
HETATM   13  O1  UNL     1      -0.319  -2.149   1.605  1.00  0.00           O  
HETATM   14  O2  UNL     1       0.885  -2.399  -0.281  1.00  0.00           O1-
HETATM   15  H1  UNL     1      -3.445   0.427   0.718  1.00  0.00           H  
HETATM   16  H2  UNL     1      -2.031   1.038   1.656  1.00  0.00           H  
HETATM   17  H3  UNL     1      -2.480  -0.745   1.727  1.00  0.00           H  
HETATM   18  H4  UNL     1      -1.521   2.012  -0.369  1.00  0.00           H  
HETATM   19  H5  UNL     1      -2.888   1.180  -1.132  1.00  0.00           H  
HETATM   20  H6  UNL     1      -1.304   1.024  -1.920  1.00  0.00           H  
HETATM   21  H7  UNL     1      -1.614  -2.154  -0.441  1.00  0.00           H  
HETATM   22  H8  UNL     1      -3.207  -1.378  -0.527  1.00  0.00           H  
HETATM   23  H9  UNL     1      -2.066  -1.099  -1.856  1.00  0.00           H  
HETATM   24  H10 UNL     1      -0.099   0.418   1.256  1.00  0.00           H  
HETATM   25  H11 UNL     1       0.434  -0.026  -1.686  1.00  0.00           H  
HETATM   26  H12 UNL     1       0.399   1.525  -0.859  1.00  0.00           H  
HETATM   27  H13 UNL     1       2.924  -1.372  -1.570  1.00  0.00           H  
HETATM   28  H14 UNL     1       4.917   1.353   0.983  1.00  0.00           H  
HETATM   29  H15 UNL     1       2.398   2.007   0.875  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    4    5
CONECT    3   18   19   20
CONECT    4   21   22   23
CONECT    5    6   12   24
CONECT    6    7   25   26
CONECT    7    8    8   11
CONECT    8    9   27
CONECT    9   10   10
CONECT   10   11   28
CONECT   11   29
CONECT   12   13   13   14
END

HMDB0253111
     RDKit          3D
Hercynine
 29 29  0  0  0  0  0  0  0  0999 V2000
   -2.4332    0.1579    1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6016   -0.0488   -0.0927 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.7939    1.1046   -0.9422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1133   -1.2207   -0.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2106   -0.2021    0.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6823    0.4396   -0.6930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1221    0.3814   -0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0297   -0.5306   -0.8903 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461   -0.2118   -0.3586 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1242    0.8673    0.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8336    1.2064    0.3749 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1305   -1.6059    0.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3193   -2.1491    1.6055 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8854   -2.3990   -0.2815 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.4448    0.4268    0.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0306    1.0381    1.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4798   -0.7449    1.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5209    2.0124   -0.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876    1.1802   -1.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    1.0244   -1.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6144   -2.1543   -0.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2066   -1.3780   -0.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662   -1.0991   -1.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0991    0.4176    1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4338   -0.0261   -1.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3986    1.5254   -0.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9244   -1.3717   -1.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9168    1.3530    0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3983    2.0070    0.8752 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  5 12  1  0
 12 13  2  0
 12 14  1  0
 11  7  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
M  CHG  2   2   1  14  -1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Hercynine	HMDB
Nalpha,nalpha,nalpha-trimethyl-L-histidine	HMDB
3-(1H-Imidazol-5-yl)-2-(trimethylazaniumyl)propanoic acid	Generator

Chemical Formula

C₉H₁₅N₃O₂

Average Molecular Weight

197.2343

Monoisotopic Molecular Weight

197.116426739

IUPAC Name

3-(1H-imidazol-5-yl)-2-(trimethylazaniumyl)propanoate

Traditional Name

3-(3H-imidazol-4-yl)-2-(trimethylammonio)propanoate

CAS Registry Number

534-30-5

SMILES

C[N+](C)(C)C(CC1=CN=CN1)C([O-])=O

InChI Identifier

InChI=1S/C9H15N3O2/c1-12(2,3)8(9(13)14)4-7-5-10-6-11-7/h5-6,8H,4H2,1-3H3,(H-,10,11,13,14)

InChI Key

GPPYTCRVKHULJH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Histidine and derivatives

Alternative Parents

Substituents

Histidine or derivatives
Alpha-amino acid
Imidazolyl carboxylic acid derivative
Aralkylamine
Azole
Tetraalkylammonium salt
Imidazole
Heteroaromatic compound
Quaternary ammonium salt
Carboxylic acid salt
Carboxylic acid
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organic zwitterion
Organic salt
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

a small molecule (NALPHANALPHANALPHA-TRIMETHYL-L-H )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029422)
Cytoplasm (HMDB: HMDB0029422)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029422)

Source

Endogenous

Endogenous (HMDB: HMDB0029422)

Plant

Plant (HMDB: HMDB0029422)

Exogenous

Food

Food (HMDB: HMDB0029422)

Soy

Soy bean (FooDB: FOOD00085)

Cereal and cereal product

Cereal

Cereal product

Cereals and cereal products (FooDB: FOOD00858)

Amaranth (FooDB: FOOD00288)
Teff (FooDB: FOOD00489)

Other seed

Quinoa (FooDB: FOOD00441)

Exogenous (HMDB: HMDB0029422)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	237 - 238 °C	Not Available
Boiling Point	318.17 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.055 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	7.306 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.21 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-4.5	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	2.03	ChemAxon
pKa (Strongest Basic)	6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.81 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	74.88 m³·mol⁻¹	ChemAxon
Polarizability	20.18 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]+	131.206	30932474
DeepCCS	[M-H]-	127.634	30932474
DeepCCS	[M-2H]-	164.657	30932474
DeepCCS	[M+Na]+	140.197	30932474
AllCCS	[M+H]+	141.7	32859911
AllCCS	[M+H-H2O]+	137.9	32859911
AllCCS	[M+NH4]+	145.2	32859911
AllCCS	[M+Na]+	146.2	32859911
AllCCS	[M-H]-	151.2	32859911
AllCCS	[M+Na-2H]-	152.1	32859911
AllCCS	[M+HCOO]-	153.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
L-Histidine trimethylbetaine	C[N+](C)(C)C(CC1=CN=CN1)C([O-])=O	2392.2	Standard polar	33892256
L-Histidine trimethylbetaine	C[N+](C)(C)C(CC1=CN=CN1)C([O-])=O	1254.4	Standard non polar	33892256
L-Histidine trimethylbetaine	C[N+](C)(C)C(CC1=CN=CN1)C([O-])=O	1837.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
L-Histidine trimethylbetaine,1TMS,isomer #1	C[N+](C)(C)C(CC1=CN=CN1[Si](C)(C)C)C(=O)[O-]	1767.1	Semi standard non polar	33892256
L-Histidine trimethylbetaine,1TMS,isomer #1	C[N+](C)(C)C(CC1=CN=CN1[Si](C)(C)C)C(=O)[O-]	1707.0	Standard non polar	33892256
L-Histidine trimethylbetaine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C=NC=C1CC(C(=O)[O-])[N+](C)(C)C	2003.5	Semi standard non polar	33892256
L-Histidine trimethylbetaine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C=NC=C1CC(C(=O)[O-])[N+](C)(C)C	1919.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - L-Histidine trimethylbetaine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-8900000000-23e837c0bc53b9793f1c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Histidine trimethylbetaine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Histidine trimethylbetaine 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 - L-Histidine trimethylbetaine 10V, Positive-QTOF	splash10-0002-0900000000-6f49d5f6fc28676113b2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Histidine trimethylbetaine 20V, Positive-QTOF	splash10-0uea-0900000000-d1901140fb27057067f4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Histidine trimethylbetaine 40V, Positive-QTOF	splash10-0ue9-9300000000-925a8659f4b4a9b8a016	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Histidine trimethylbetaine 10V, Negative-QTOF	splash10-0002-0900000000-01825853cb11cac69d2f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Histidine trimethylbetaine 20V, Negative-QTOF	splash10-000b-1900000000-a2afc86184c1f3923d7c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Histidine trimethylbetaine 40V, Negative-QTOF	splash10-0006-9400000000-2136d232e21b4b12147e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Histidine trimethylbetaine 10V, Negative-QTOF	splash10-0002-0900000000-ba289682c11435c8f209	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Histidine trimethylbetaine 20V, Negative-QTOF	splash10-00ke-9800000000-fbb8252e9226ab5b847e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Histidine trimethylbetaine 40V, Negative-QTOF	splash10-014i-9000000000-1713f23414373a2f966a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Histidine trimethylbetaine 10V, Positive-QTOF	splash10-0udj-0900000000-b177e99c7ff8a9465b06	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Histidine trimethylbetaine 20V, Positive-QTOF	splash10-000e-9600000000-9f5a204e2d0d49fe252c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Histidine trimethylbetaine 40V, Positive-QTOF	splash10-0007-9100000000-92f5132ba7516c7495de	2021-09-24	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

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000520

KNApSAcK ID

Not Available

Chemspider ID

2340795

KEGG Compound ID

C05575

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3083620

PDB ID

Not Available

ChEBI ID

15781

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1012891

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for L-Histidine trimethylbetaine (HMDB0029422)

MOL for HMDB0029422 (L-Histidine trimethylbetaine)

3D MOL for HMDB0029422 (L-Histidine trimethylbetaine)

3D SDF for HMDB0029422 (L-Histidine trimethylbetaine)

3D-SDF for HMDB0029422 (L-Histidine trimethylbetaine)

PDB for HMDB0029422 (L-Histidine trimethylbetaine)

3D PDB for HMDB0029422 (L-Histidine trimethylbetaine)

SMILES for HMDB0029422 (L-Histidine trimethylbetaine)

INCHI for HMDB0029422 (L-Histidine trimethylbetaine)

Structure for HMDB0029422 (L-Histidine trimethylbetaine)

3D Structure for HMDB0029422 (L-Histidine trimethylbetaine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra