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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2019-04-04 16:08:50 UTC

Update Date

2022-09-22 17:44:16 UTC

HMDB ID

HMDB0240341

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Acetyl-3-methylhistidine

Description

N-Acetyl-3-methylhistidine, an N-acetyl-L-amino acid, belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing histidine or a derivative thereof resulting from a reaction of histidine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-Acetyl-3-methylhistidine is an acetylated derivative of 3-methylhistidine and a very strong basic compound (based on its pKa). N-Acetyl-3-methylhistidine has been found to be associated with prostate cancer (PMID: 28423352 ).

Structure

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

HMDB0240341
     RDKit          3D
N-Acetyl-3-methylhistidine
 28 28  0  0  0  0  0  0  0  0999 V2000
    3.6702    1.5102   -0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6569    0.8104    0.5310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5815    0.9956    1.7664 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7469   -0.0940   -0.0811 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7775   -0.7630    0.7233 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6130   -0.7882    0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2787    0.4982    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8190    1.7658    0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8156    2.6161   -0.1009 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8452    1.8799   -0.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5451    0.5821   -0.4708 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3909   -0.5290   -0.8473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2191   -2.2109    0.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2549   -2.6159    0.2301 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4334   -3.1040    1.5454 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3244    2.1003    0.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2716    0.7734   -0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1179    2.1638   -1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7624   -0.2889   -1.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7813   -0.3904    1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7446   -1.4305   -0.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2229   -1.3250    1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1175    2.1023    0.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8048    2.2494   -0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4255   -0.2144   -0.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3328   -1.3317   -0.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0116   -0.9802   -1.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1345   -3.9814    1.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  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
 11 12  1  0
  5 13  1  0
 13 14  2  0
 13 15  1  0
 11  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  1
  6 21  1  0
  6 22  1  0
  8 23  1  0
 10 24  1  0
 12 25  1  0
 12 26  1  0
 12 27  1  0
 15 28  1  0
M  END


  Mrv1652304242019182D          

 15 15  0  0  0  0            999 V2000
    0.0759    0.5128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7908    0.1006    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5035    0.5128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2184    0.1006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5035    1.3367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7908   -0.7233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3074    0.5953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9749    0.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7200   -0.6745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8949   -0.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6400    0.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3075    1.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5055   -1.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5055   -1.9611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2201   -0.7233    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  6  1  1  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
 10 11  2  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  1 11  1  0  0  0  0
  7 12  1  0  0  0  0
  6 13  1  0  0  0  0
 13 15  1  0  0  0  0
 13 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240341

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C=NC=C1C[C@H](NC(C)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H13N3O3/c1-6(13)11-8(9(14)15)3-7-4-10-5-12(7)2/h4-5,8H,3H2,1-2H3,(H,11,13)(H,14,15)/t8-/m0/s1

> <INCHI_KEY>
FKTXRTPBUWLETL-QMMMGPOBSA-N

> <FORMULA>
C9H13N3O3

> <MOLECULAR_WEIGHT>
211.221

> <EXACT_MASS>
211.095691291

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
20.787906829159077

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-acetamido-3-(1-methyl-1H-imidazol-5-yl)propanoic acid

> <ALOGPS_LOGP>
-0.73

> <JCHEM_LOGP>
-2.122498734087121

> <ALOGPS_LOGS>
-1.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.823185511362041

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6265176258230563

> <JCHEM_PKA_STRONGEST_BASIC>
6.601669710018454

> <JCHEM_POLAR_SURFACE_AREA>
84.22

> <JCHEM_REFRACTIVITY>
52.399499999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.51e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-acetamido-3-(3-methylimidazol-4-yl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240341
     RDKit          3D
N-Acetyl-3-methylhistidine
 28 28  0  0  0  0  0  0  0  0999 V2000
    3.6702    1.5102   -0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6569    0.8104    0.5310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5815    0.9956    1.7664 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7469   -0.0940   -0.0811 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7775   -0.7630    0.7233 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6130   -0.7882    0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2787    0.4982    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8190    1.7658    0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8156    2.6161   -0.1009 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8452    1.8799   -0.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5451    0.5821   -0.4708 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3909   -0.5290   -0.8473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2191   -2.2109    0.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2549   -2.6159    0.2301 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4334   -3.1040    1.5454 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3244    2.1003    0.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2716    0.7734   -0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1179    2.1638   -1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7624   -0.2889   -1.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7813   -0.3904    1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7446   -1.4305   -0.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2229   -1.3250    1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1175    2.1023    0.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8048    2.2494   -0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4255   -0.2144   -0.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3328   -1.3317   -0.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0116   -0.9802   -1.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1345   -3.9814    1.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  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
 11 12  1  0
  5 13  1  0
 13 14  2  0
 13 15  1  0
 11  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  1
  6 21  1  0
  6 22  1  0
  8 23  1  0
 10 24  1  0
 12 25  1  0
 12 26  1  0
 12 27  1  0
 15 28  1  0
M  END

HEADER    PROTEIN                                 24-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-20         0                                  
HETATM    1  C   UNK     0       0.142   0.957   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.476   0.188   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.806   0.957   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.141   0.188   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       2.806   2.495   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       1.476  -1.350   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      -2.441   1.111   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -3.686   0.205   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -3.211  -1.259   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -1.671  -1.259   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.195   0.205   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.441   2.652   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.810  -2.120   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.810  -3.661   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.144  -1.350   0.000  0.00  0.00           C+0
CONECT    1    2   11                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    2   13                                                       
CONECT    7    8   11   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10   11    9                                                       
CONECT   11   10    7    1                                                  
CONECT   12    7                                                            
CONECT   13    6   15   14                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0240341
HETATM    1  C1  UNL     1       3.670   1.510  -0.307  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.657   0.810   0.531  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.581   0.996   1.766  1.00  0.00           O  
HETATM    4  N1  UNL     1       1.747  -0.094  -0.081  1.00  0.00           N  
HETATM    5  C3  UNL     1       0.777  -0.763   0.723  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.613  -0.788   0.221  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.279   0.498   0.019  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.819   1.766   0.252  1.00  0.00           C  
HETATM    9  N2  UNL     1      -1.816   2.616  -0.101  1.00  0.00           N  
HETATM   10  C7  UNL     1      -2.845   1.880  -0.533  1.00  0.00           C  
HETATM   11  N3  UNL     1      -2.545   0.582  -0.471  1.00  0.00           N  
HETATM   12  C8  UNL     1      -3.391  -0.529  -0.847  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.219  -2.211   0.804  1.00  0.00           C  
HETATM   14  O2  UNL     1       2.255  -2.616   0.230  1.00  0.00           O  
HETATM   15  O3  UNL     1       0.433  -3.104   1.545  1.00  0.00           O  
HETATM   16  H1  UNL     1       4.324   2.100   0.358  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.272   0.773  -0.885  1.00  0.00           H  
HETATM   18  H3  UNL     1       3.118   2.164  -1.028  1.00  0.00           H  
HETATM   19  H4  UNL     1       1.762  -0.289  -1.112  1.00  0.00           H  
HETATM   20  H5  UNL     1       0.781  -0.390   1.784  1.00  0.00           H  
HETATM   21  H6  UNL     1      -0.745  -1.431  -0.681  1.00  0.00           H  
HETATM   22  H7  UNL     1      -1.223  -1.325   1.011  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.117   2.102   0.634  1.00  0.00           H  
HETATM   24  H9  UNL     1      -3.805   2.249  -0.892  1.00  0.00           H  
HETATM   25  H10 UNL     1      -4.425  -0.214  -0.965  1.00  0.00           H  
HETATM   26  H11 UNL     1      -3.333  -1.332  -0.060  1.00  0.00           H  
HETATM   27  H12 UNL     1      -3.012  -0.980  -1.790  1.00  0.00           H  
HETATM   28  H13 UNL     1       0.135  -3.981   1.119  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3    4
CONECT    4    5   19
CONECT    5    6   13   20
CONECT    6    7   21   22
CONECT    7    8    8   11
CONECT    8    9   23
CONECT    9   10   10
CONECT   10   11   24
CONECT   11   12
CONECT   12   25   26   27
CONECT   13   14   14   15
CONECT   15   28
END

HMDB0240341
     RDKit          3D
N-Acetyl-3-methylhistidine
 28 28  0  0  0  0  0  0  0  0999 V2000
    3.6702    1.5102   -0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6569    0.8104    0.5310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5815    0.9956    1.7664 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7469   -0.0940   -0.0811 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7775   -0.7630    0.7233 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6130   -0.7882    0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2787    0.4982    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8190    1.7658    0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8156    2.6161   -0.1009 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8452    1.8799   -0.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5451    0.5821   -0.4708 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3909   -0.5290   -0.8473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2191   -2.2109    0.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2549   -2.6159    0.2301 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4334   -3.1040    1.5454 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3244    2.1003    0.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2716    0.7734   -0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1179    2.1638   -1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7624   -0.2889   -1.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7813   -0.3904    1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7446   -1.4305   -0.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2229   -1.3250    1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1175    2.1023    0.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8048    2.2494   -0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4255   -0.2144   -0.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3328   -1.3317   -0.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0116   -0.9802   -1.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1345   -3.9814    1.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  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
 11 12  1  0
  5 13  1  0
 13 14  2  0
 13 15  1  0
 11  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  1
  6 21  1  0
  6 22  1  0
  8 23  1  0
 10 24  1  0
 12 25  1  0
 12 26  1  0
 12 27  1  0
 15 28  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2S)-2-Acetamido-3-(1-methyl-1H-imidazol-5-yl)propanoic acid	HMDB
(2S)-2-Acetamido-3-(1-methyl-1H-imidazol-5-yl)propionic acid	HMDB
N-Acetyl-3-methyl-L-histidine	HMDB
N-Acetyl-L-3-methylhistidine	HMDB
N-Acetyl-3-methylhistidine	HMDB

Chemical Formula

C₉H₁₃N₃O₃

Average Molecular Weight

211.221

Monoisotopic Molecular Weight

211.095691291

IUPAC Name

(2S)-2-acetamido-3-(1-methyl-1H-imidazol-5-yl)propanoic acid

Traditional Name

(2S)-2-acetamido-3-(3-methylimidazol-4-yl)propanoic acid

CAS Registry Number

37841-04-6

SMILES

CN1C=NC=C1C[C@H](NC(C)=O)C(O)=O

InChI Identifier

InChI=1S/C9H13N3O3/c1-6(13)11-8(9(14)15)3-7-4-10-5-12(7)2/h4-5,8H,3H2,1-2H3,(H,11,13)(H,14,15)/t8-/m0/s1

InChI Key

FKTXRTPBUWLETL-QMMMGPOBSA-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
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Imidazolyl carboxylic acid derivative
N-substituted imidazole
Azole
Imidazole
Acetamide
Heteroaromatic compound
Secondary carboxylic acid amide
Carboxamide group
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Azacycle
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Carbonyl group
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

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	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.73	ALOGPS
logP	-2.1	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.63	ChemAxon
pKa (Strongest Basic)	6.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	84.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	52.4 m³·mol⁻¹	ChemAxon
Polarizability	20.79 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]+	141.406	30932474
DeepCCS	[M-H]-	139.048	30932474
DeepCCS	[M-2H]-	174.277	30932474
DeepCCS	[M+Na]+	149.531	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Acetyl-3-methylhistidine	CN1C=NC=C1C[C@H](NC(C)=O)C(O)=O	3093.9	Standard polar	33892256
N-Acetyl-3-methylhistidine	CN1C=NC=C1C[C@H](NC(C)=O)C(O)=O	1922.8	Standard non polar	33892256
N-Acetyl-3-methylhistidine	CN1C=NC=C1C[C@H](NC(C)=O)C(O)=O	2008.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Acetyl-3-methylhistidine,1TMS,isomer #1	CC(=O)N[C@@H](CC1=CN=CN1C)C(=O)O[Si](C)(C)C	2034.5	Semi standard non polar	33892256
N-Acetyl-3-methylhistidine,1TMS,isomer #2	CC(=O)N([C@@H](CC1=CN=CN1C)C(=O)O)[Si](C)(C)C	2002.2	Semi standard non polar	33892256
N-Acetyl-3-methylhistidine,2TMS,isomer #1	CC(=O)N([C@@H](CC1=CN=CN1C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2009.7	Semi standard non polar	33892256
N-Acetyl-3-methylhistidine,2TMS,isomer #1	CC(=O)N([C@@H](CC1=CN=CN1C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1992.0	Standard non polar	33892256
N-Acetyl-3-methylhistidine,2TMS,isomer #1	CC(=O)N([C@@H](CC1=CN=CN1C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2475.3	Standard polar	33892256
N-Acetyl-3-methylhistidine,1TBDMS,isomer #1	CC(=O)N[C@@H](CC1=CN=CN1C)C(=O)O[Si](C)(C)C(C)(C)C	2296.2	Semi standard non polar	33892256
N-Acetyl-3-methylhistidine,1TBDMS,isomer #2	CC(=O)N([C@@H](CC1=CN=CN1C)C(=O)O)[Si](C)(C)C(C)(C)C	2259.4	Semi standard non polar	33892256
N-Acetyl-3-methylhistidine,2TBDMS,isomer #1	CC(=O)N([C@@H](CC1=CN=CN1C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2489.2	Semi standard non polar	33892256
N-Acetyl-3-methylhistidine,2TBDMS,isomer #1	CC(=O)N([C@@H](CC1=CN=CN1C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2453.8	Standard non polar	33892256
N-Acetyl-3-methylhistidine,2TBDMS,isomer #1	CC(=O)N([C@@H](CC1=CN=CN1C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2652.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-3-methylhistidine 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 - N-Acetyl-3-methylhistidine 10V, Negative-QTOF	splash10-014i-2920000000-aced5e819643bac5715d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-3-methylhistidine 20V, Negative-QTOF	splash10-0pb9-6910000000-4ef054c99d313da2b859	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-3-methylhistidine 40V, Negative-QTOF	splash10-0536-9100000000-75f3b2e0f85194d6fcff	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-3-methylhistidine 10V, Positive-QTOF	splash10-03di-0890000000-43c6d11dc317f14bbcdb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-3-methylhistidine 20V, Positive-QTOF	splash10-0fk9-1900000000-e92aed51b6356c6b5bf9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-3-methylhistidine 40V, Positive-QTOF	splash10-0592-8900000000-46c61afa915f97c0888d	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)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (40 years old)	Both	Normal	26317986	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
Blood	Detected but not Quantified	Not Quantified	Elderly (>65 years old)	Male	Renal failure with dialysis	26317986	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

167717

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

193270

PDB ID

Not Available

ChEBI ID

133183

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

Huang J, Mondul AM, Weinstein SJ, Karoly ED, Sampson JN, Albanes D: Prospective serum metabolomic profile of prostate cancer by size and extent of primary tumor. Oncotarget. 2017 Jul 11;8(28):45190-45199. doi: 10.18632/oncotarget.16775. [PubMed:28423352 ]

Showing metabocard for N-Acetyl-3-methylhistidine (HMDB0240341)

MOL for HMDB0240341 (N-Acetyl-3-methylhistidine)

3D MOL for HMDB0240341 (N-Acetyl-3-methylhistidine)

3D SDF for HMDB0240341 (N-Acetyl-3-methylhistidine)

3D-SDF for HMDB0240341 (N-Acetyl-3-methylhistidine)

PDB for HMDB0240341 (N-Acetyl-3-methylhistidine)

3D PDB for HMDB0240341 (N-Acetyl-3-methylhistidine)

SMILES for HMDB0240341 (N-Acetyl-3-methylhistidine)

INCHI for HMDB0240341 (N-Acetyl-3-methylhistidine)

Structure for HMDB0240341 (N-Acetyl-3-methylhistidine)

3D Structure for HMDB0240341 (N-Acetyl-3-methylhistidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra