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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 14:17:35 UTC

Update Date

2021-09-14 15:29:56 UTC

HMDB ID

HMDB0002089

Secondary Accession Numbers

HMDB02089

Metabolite Identification

Common Name

N-Ribosylhistidine

Description

N tau-ribosylhistidine (His-R) is a histidine derivative found in the urine of histidinemic patients (histidinemia is an autosomal recessive metabolic disorder characterized by increased levels of histidine in blood, urine, and cerebrospinal fluid). The enzymes responsible for the formation of His-R are NAD (P) + nucleosidase [EC 3.2.2.5], nucleotide pyrophosphatase [EC 3.5.1.9] and 5'-nucleotidase [EC 3.1.3.5] (PMID: 2992472 ).

Structure

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

HMDB0002089
     RDKit          3D
N-Ribosylhistidine
 37 38  0  0  0  0  0  0  0  0999 V2000
    5.4895   -0.8972   -0.0618 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1884   -0.3384   -0.4121 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2663   -0.5781    0.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8980   -0.0577    0.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8602   -0.7620   -0.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2164    0.0778   -0.0573 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4883   -0.3080   -0.5764 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2162    0.6915   -1.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5484    0.5051   -0.8967 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0116    1.6901   -0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3465    1.5949    0.2748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7111   -0.7525   -0.0951 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8104   -1.8876   -0.9021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3400   -0.8364    0.5847 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9870   -2.1312    0.8738 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1316    1.2462    0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4272    1.1536    0.8229 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2999    1.1165   -0.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2743    1.7542   -1.0166 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    1.7657   -0.6063 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3752   -1.9290   -0.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7661   -0.6213    0.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8061   -0.8788   -1.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2496   -1.6862    0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7095   -0.1515    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8769   -1.7922   -0.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3987   -1.1423   -1.2967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1315    0.4618   -1.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7956    2.5933   -0.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3397    1.7241    0.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4154    1.1292    1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5277   -0.7126    0.6339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4107   -2.6438   -0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2898   -0.1491    1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2716   -2.1003    1.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4730    2.1373    0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5870    2.7148   -0.2531 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  2  0
 18 20  1  0
 17  4  1  0
 14  7  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  6
  3 24  1  0
  3 25  1  0
  5 26  1  0
  7 27  1  6
  9 28  1  6
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  1
 13 33  1  0
 14 34  1  1
 15 35  1  0
 16 36  1  0
 20 37  1  0
M  END

Untitled Document-6
  Mrv0541 02231219212D          

 20 21  0  0  0  0            999 V2000
    2.0652   -0.9083    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7326   -0.4234    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4777    0.3613    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6527    0.3613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3977   -0.4234    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4668   -1.4629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3582   -1.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6131   -0.6783    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0543   -0.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7218   -0.6783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5064   -0.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1195   -0.9754    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9041   -0.7205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5172   -1.2725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0756    0.0865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9480   -1.7824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9626    1.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0652   -1.7333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5172   -0.6783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6270    1.7824    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  1  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10  6  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 12 16  1  6  0  0  0
  5  8  1  6  0  0  0
  3 17  1  6  0  0  0
  1 18  1  1  0  0  0
  2 19  1  1  0  0  0
 17 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002089

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H](CC1=CN(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H17N3O6/c12-6(11(18)19)1-5-2-14(4-13-5)10-9(17)8(16)7(3-15)20-10/h2,4,6-10,15-17H,1,3,12H2,(H,18,19)/t6-,7+,8+,9+,10+/m0/s1

> <INCHI_KEY>
TTYCFBAOLXCFAB-VAPHQMJDSA-N

> <FORMULA>
C11H17N3O6

> <MOLECULAR_WEIGHT>
287.2692

> <EXACT_MASS>
287.111735291

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
27.153659710548624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-3-{1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-imidazol-4-yl}propanoic acid

> <ALOGPS_LOGP>
-2.96

> <JCHEM_LOGP>
-4.85220119088643

> <ALOGPS_LOGS>
-1.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.456468815494357

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5295408048889358

> <JCHEM_PKA_STRONGEST_BASIC>
9.244859670190673

> <JCHEM_POLAR_SURFACE_AREA>
151.05999999999997

> <JCHEM_REFRACTIVITY>
64.0896

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.00e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
his-R

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002089
     RDKit          3D
N-Ribosylhistidine
 37 38  0  0  0  0  0  0  0  0999 V2000
    5.4895   -0.8972   -0.0618 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1884   -0.3384   -0.4121 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2663   -0.5781    0.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8980   -0.0577    0.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8602   -0.7620   -0.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2164    0.0778   -0.0573 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4883   -0.3080   -0.5764 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2162    0.6915   -1.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5484    0.5051   -0.8967 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0116    1.6901   -0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3465    1.5949    0.2748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7111   -0.7525   -0.0951 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8104   -1.8876   -0.9021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3400   -0.8364    0.5847 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9870   -2.1312    0.8738 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1316    1.2462    0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4272    1.1536    0.8229 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2999    1.1165   -0.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2743    1.7542   -1.0166 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    1.7657   -0.6063 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3752   -1.9290   -0.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7661   -0.6213    0.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8061   -0.8788   -1.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2496   -1.6862    0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7095   -0.1515    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8769   -1.7922   -0.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3987   -1.1423   -1.2967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1315    0.4618   -1.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7956    2.5933   -0.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3397    1.7241    0.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4154    1.1292    1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5277   -0.7126    0.6339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4107   -2.6438   -0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2898   -0.1491    1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2716   -2.1003    1.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4730    2.1373    0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5870    2.7148   -0.2531 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  2  0
 18 20  1  0
 17  4  1  0
 14  7  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  6
  3 24  1  0
  3 25  1  0
  5 26  1  0
  7 27  1  6
  9 28  1  6
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  1
 13 33  1  0
 14 34  1  1
 15 35  1  0
 16 36  1  0
 20 37  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-6                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       3.855  -1.695   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.101  -0.790   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.625   0.674   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.085   0.674   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.609  -0.790   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -0.871  -2.731   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       0.669  -2.731   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.144  -1.266   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -0.101  -0.361   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.347  -1.266   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.812  -0.790   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.956  -1.821   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.421  -1.345   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -6.565  -2.375   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -5.741   0.161   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0      -3.636  -3.327   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       5.530   1.920   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.855  -3.235   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       6.565  -1.266   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.904   3.327   0.000  0.00  0.00           O+0
CONECT    1    2    5   18                                                  
CONECT    2    1    3   19                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1    8                                                  
CONECT    6    7   10                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9    5                                                  
CONECT    9    8   10                                                       
CONECT   10    9    6   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   12                                                            
CONECT   17    3   20                                                       
CONECT   18    1                                                            
CONECT   19    2                                                            
CONECT   20   17                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0002089
HETATM    1  N1  UNL     1       5.490  -0.897  -0.062  1.00  0.00           N  
HETATM    2  C1  UNL     1       4.188  -0.338  -0.412  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.266  -0.578   0.744  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.898  -0.058   0.524  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.860  -0.762  -0.041  1.00  0.00           C  
HETATM    6  N2  UNL     1      -0.216   0.078  -0.057  1.00  0.00           N  
HETATM    7  C5  UNL     1      -1.488  -0.308  -0.576  1.00  0.00           C  
HETATM    8  O1  UNL     1      -2.216   0.692  -1.155  1.00  0.00           O  
HETATM    9  C6  UNL     1      -3.548   0.505  -0.897  1.00  0.00           C  
HETATM   10  C7  UNL     1      -4.012   1.690  -0.040  1.00  0.00           C  
HETATM   11  O2  UNL     1      -5.346   1.595   0.275  1.00  0.00           O  
HETATM   12  C8  UNL     1      -3.711  -0.753  -0.095  1.00  0.00           C  
HETATM   13  O3  UNL     1      -3.810  -1.888  -0.902  1.00  0.00           O  
HETATM   14  C9  UNL     1      -2.340  -0.836   0.585  1.00  0.00           C  
HETATM   15  O4  UNL     1      -1.987  -2.131   0.874  1.00  0.00           O  
HETATM   16  C10 UNL     1       0.132   1.246   0.470  1.00  0.00           C  
HETATM   17  N3  UNL     1       1.427   1.154   0.823  1.00  0.00           N  
HETATM   18  C11 UNL     1       4.300   1.117  -0.695  1.00  0.00           C  
HETATM   19  O5  UNL     1       3.274   1.754  -1.017  1.00  0.00           O  
HETATM   20  O6  UNL     1       5.524   1.766  -0.606  1.00  0.00           O  
HETATM   21  H1  UNL     1       5.375  -1.929  -0.078  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.766  -0.621   0.909  1.00  0.00           H  
HETATM   23  H3  UNL     1       3.806  -0.879  -1.284  1.00  0.00           H  
HETATM   24  H4  UNL     1       3.250  -1.686   0.922  1.00  0.00           H  
HETATM   25  H5  UNL     1       3.710  -0.151   1.678  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.877  -1.792  -0.409  1.00  0.00           H  
HETATM   27  H7  UNL     1      -1.399  -1.142  -1.297  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.132   0.462  -1.854  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.796   2.593  -0.660  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.340   1.724   0.829  1.00  0.00           H  
HETATM   31  H11 UNL     1      -5.415   1.129   1.158  1.00  0.00           H  
HETATM   32  H12 UNL     1      -4.528  -0.713   0.634  1.00  0.00           H  
HETATM   33  H13 UNL     1      -3.411  -2.644  -0.390  1.00  0.00           H  
HETATM   34  H14 UNL     1      -2.290  -0.149   1.452  1.00  0.00           H  
HETATM   35  H15 UNL     1      -1.272  -2.100   1.572  1.00  0.00           H  
HETATM   36  H16 UNL     1      -0.473   2.137   0.613  1.00  0.00           H  
HETATM   37  H17 UNL     1       5.587   2.715  -0.253  1.00  0.00           H  
CONECT    1    2   21   22
CONECT    2    3   18   23
CONECT    3    4   24   25
CONECT    4    5    5   17
CONECT    5    6   26
CONECT    6    7   16
CONECT    7    8   14   27
CONECT    8    9
CONECT    9   10   12   28
CONECT   10   11   29   30
CONECT   11   31
CONECT   12   13   14   32
CONECT   13   33
CONECT   14   15   34
CONECT   15   35
CONECT   16   17   17   36
CONECT   18   19   19   20
CONECT   20   37
END

HMDB0002089
     RDKit          3D
N-Ribosylhistidine
 37 38  0  0  0  0  0  0  0  0999 V2000
    5.4895   -0.8972   -0.0618 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1884   -0.3384   -0.4121 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2663   -0.5781    0.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8980   -0.0577    0.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8602   -0.7620   -0.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2164    0.0778   -0.0573 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4883   -0.3080   -0.5764 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2162    0.6915   -1.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5484    0.5051   -0.8967 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0116    1.6901   -0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3465    1.5949    0.2748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7111   -0.7525   -0.0951 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8104   -1.8876   -0.9021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3400   -0.8364    0.5847 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9870   -2.1312    0.8738 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1316    1.2462    0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4272    1.1536    0.8229 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2999    1.1165   -0.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2743    1.7542   -1.0166 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    1.7657   -0.6063 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3752   -1.9290   -0.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7661   -0.6213    0.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8061   -0.8788   -1.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2496   -1.6862    0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7095   -0.1515    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8769   -1.7922   -0.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3987   -1.1423   -1.2967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1315    0.4618   -1.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7956    2.5933   -0.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3397    1.7241    0.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4154    1.1292    1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5277   -0.7126    0.6339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4107   -2.6438   -0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2898   -0.1491    1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2716   -2.1003    1.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4730    2.1373    0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5870    2.7148   -0.2531 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  2  0
 18 20  1  0
 17  4  1  0
 14  7  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  6
  3 24  1  0
  3 25  1  0
  5 26  1  0
  7 27  1  6
  9 28  1  6
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  1
 13 33  1  0
 14 34  1  1
 15 35  1  0
 16 36  1  0
 20 37  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
His-R	HMDB, MeSH
N(Tau)-ribosylhistidine	HMDB, MeSH
(2S)-2-Amino-3-{1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-imidazol-4-yl}propanoate	Generator, HMDB

Chemical Formula

C₁₁H₁₇N₃O₆

Average Molecular Weight

287.2692

Monoisotopic Molecular Weight

287.111735291

IUPAC Name

(2S)-2-amino-3-{1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-imidazol-4-yl}propanoic acid

Traditional Name

his-R

CAS Registry Number

98379-91-0

SMILES

N[C@@H](CC1=CN(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C11H17N3O6/c12-6(11(18)19)1-5-2-14(4-13-5)10-9(17)8(16)7(3-15)20-10/h2,4,6-10,15-17H,1,3,12H2,(H,18,19)/t6-,7+,8+,9+,10+/m0/s1

InChI Key

TTYCFBAOLXCFAB-VAPHQMJDSA-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
Imidazole ribonucleoside
Glycosyl compound
N-glycosyl compound
Alpha-amino acid
Pentose monosaccharide
L-alpha-amino acid
Imidazolyl carboxylic acid derivative
Aralkylamine
Monosaccharide
N-substituted imidazole
Azole
Heteroaromatic compound
Imidazole
Tetrahydrofuran
Amino acid
Secondary alcohol
Carboxylic acid
Oxacycle
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Primary amine
Organic oxide
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Amine
Hydrocarbon derivative
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 4030756)

Cellular substructure

Membrane (HMDB: HMDB0002089)
Cell membrane (HMDB: HMDB0002089)

Excreta

Biofluid or Excreta

Urine (PMID: 4030756)

Source

Endogenous

Endogenous (HMDB: HMDB0002089)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Biomarker

Histidinemia (MarkerDB: MDB00000375)

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	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	20 g/L	ALOGPS
logP	-3	ALOGPS
logP	-4.9	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	1.53	ChemAxon
pKa (Strongest Basic)	9.24	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	151.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	64.09 m³·mol⁻¹	ChemAxon
Polarizability	27.15 Å³	ChemAxon
Number of Rings	2	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
DarkChem	[M+H]+	165.715	31661259
DarkChem	[M-H]-	163.743	31661259
DeepCCS	[M+H]+	162.823	30932474
DeepCCS	[M-H]-	160.427	30932474
DeepCCS	[M-2H]-	194.3	30932474
DeepCCS	[M+Na]+	169.261	30932474
AllCCS	[M+H]+	165.2	32859911
AllCCS	[M+H-H2O]+	162.0	32859911
AllCCS	[M+NH4]+	168.2	32859911
AllCCS	[M+Na]+	169.1	32859911
AllCCS	[M-H]-	164.5	32859911
AllCCS	[M+Na-2H]-	164.4	32859911
AllCCS	[M+HCOO]-	164.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	1.68 minutes	32390414
Predicted by Siyang on May 30, 2022	9.9501 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.45 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	525.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	393.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	273.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	27.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	85.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	341.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	240.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	1139.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	551.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	50.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	657.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	191.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	355.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	894.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	858.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	499.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Ribosylhistidine	N[C@@H](CC1=CN(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O)C(O)=O	3630.9	Standard polar	33892256
N-Ribosylhistidine	N[C@@H](CC1=CN(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O)C(O)=O	2489.1	Standard non polar	33892256
N-Ribosylhistidine	N[C@@H](CC1=CN(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O)C(O)=O	2743.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Ribosylhistidine,1TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@H](N)C(=O)O)=C2)[C@H](O)[C@@H]1O	2704.7	Semi standard non polar	33892256
N-Ribosylhistidine,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C[C@H](N)C(=O)O)=C2)[C@@H]1O	2680.0	Semi standard non polar	33892256
N-Ribosylhistidine,1TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC(C[C@H](N)C(=O)O)=C1	2693.0	Semi standard non polar	33892256
N-Ribosylhistidine,1TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H](N)CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1	2584.6	Semi standard non polar	33892256
N-Ribosylhistidine,1TMS,isomer #5	C[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1)C(=O)O	2693.9	Semi standard non polar	33892256
N-Ribosylhistidine,2TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@H](N)C(=O)O[Si](C)(C)C)=C2)[C@H](O)[C@@H]1O	2609.0	Semi standard non polar	33892256
N-Ribosylhistidine,2TMS,isomer #10	C[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1)C(=O)O[Si](C)(C)C	2622.1	Semi standard non polar	33892256
N-Ribosylhistidine,2TMS,isomer #11	C[Si](C)(C)N([C@@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1)C(=O)O)[Si](C)(C)C	2768.5	Semi standard non polar	33892256
N-Ribosylhistidine,2TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@H](N)C(=O)O)=C2)[C@H](O[Si](C)(C)C)[C@@H]1O	2660.1	Semi standard non polar	33892256
N-Ribosylhistidine,2TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@H](N)C(=O)O)=C2)[C@H](O)[C@@H]1O[Si](C)(C)C	2629.5	Semi standard non polar	33892256
N-Ribosylhistidine,2TMS,isomer #4	C[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O)C=N1)C(=O)O	2664.8	Semi standard non polar	33892256
N-Ribosylhistidine,2TMS,isomer #5	C[Si](C)(C)OC(=O)[C@@H](N)CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1	2589.1	Semi standard non polar	33892256
N-Ribosylhistidine,2TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C[C@H](N)C(=O)O)=C2)[C@@H]1O[Si](C)(C)C	2632.5	Semi standard non polar	33892256
N-Ribosylhistidine,2TMS,isomer #7	C[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1)C(=O)O	2654.4	Semi standard non polar	33892256
N-Ribosylhistidine,2TMS,isomer #8	C[Si](C)(C)OC(=O)[C@@H](N)CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1	2592.4	Semi standard non polar	33892256
N-Ribosylhistidine,2TMS,isomer #9	C[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1)C(=O)O	2665.4	Semi standard non polar	33892256
N-Ribosylhistidine,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@H](N)C(=O)O[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H]1O	2586.2	Semi standard non polar	33892256
N-Ribosylhistidine,3TMS,isomer #10	C[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1)C(=O)O	2613.5	Semi standard non polar	33892256
N-Ribosylhistidine,3TMS,isomer #11	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@@H]1O	2720.7	Semi standard non polar	33892256
N-Ribosylhistidine,3TMS,isomer #12	C[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2604.7	Semi standard non polar	33892256
N-Ribosylhistidine,3TMS,isomer #13	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2723.7	Semi standard non polar	33892256
N-Ribosylhistidine,3TMS,isomer #14	C[Si](C)(C)OC(=O)[C@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1)N([Si](C)(C)C)[Si](C)(C)C	2729.8	Semi standard non polar	33892256
N-Ribosylhistidine,3TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@H](N)C(=O)O[Si](C)(C)C)=C2)[C@H](O)[C@@H]1O[Si](C)(C)C	2573.9	Semi standard non polar	33892256
N-Ribosylhistidine,3TMS,isomer #3	C[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O)C=N1)C(=O)O[Si](C)(C)C	2607.8	Semi standard non polar	33892256
N-Ribosylhistidine,3TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@H](N)C(=O)O)=C2)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2588.5	Semi standard non polar	33892256
N-Ribosylhistidine,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1)C(=O)O	2647.1	Semi standard non polar	33892256
N-Ribosylhistidine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1)C(=O)O	2628.8	Semi standard non polar	33892256
N-Ribosylhistidine,3TMS,isomer #7	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O)[C@@H]1O	2729.0	Semi standard non polar	33892256
N-Ribosylhistidine,3TMS,isomer #8	C[Si](C)(C)OC(=O)[C@@H](N)CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1	2558.1	Semi standard non polar	33892256
N-Ribosylhistidine,3TMS,isomer #9	C[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1)C(=O)O[Si](C)(C)C	2610.4	Semi standard non polar	33892256
N-Ribosylhistidine,4TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@H](N)C(=O)O[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2544.3	Semi standard non polar	33892256
N-Ribosylhistidine,4TMS,isomer #10	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@@H]1O[Si](C)(C)C	2693.3	Semi standard non polar	33892256
N-Ribosylhistidine,4TMS,isomer #11	C[Si](C)(C)OC(=O)[C@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C	2734.4	Semi standard non polar	33892256
N-Ribosylhistidine,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2614.3	Semi standard non polar	33892256
N-Ribosylhistidine,4TMS,isomer #3	C[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1)C(=O)O[Si](C)(C)C	2614.5	Semi standard non polar	33892256
N-Ribosylhistidine,4TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O)[C@@H]1O	2729.7	Semi standard non polar	33892256
N-Ribosylhistidine,4TMS,isomer #5	C[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1)C(=O)O	2619.0	Semi standard non polar	33892256
N-Ribosylhistidine,4TMS,isomer #6	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H]1O	2713.7	Semi standard non polar	33892256
N-Ribosylhistidine,4TMS,isomer #7	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O)[C@@H]1O[Si](C)(C)C	2705.3	Semi standard non polar	33892256
N-Ribosylhistidine,4TMS,isomer #8	C[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2590.3	Semi standard non polar	33892256
N-Ribosylhistidine,4TMS,isomer #9	C[Si](C)(C)OC(=O)[C@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1)N([Si](C)(C)C)[Si](C)(C)C	2735.7	Semi standard non polar	33892256
N-Ribosylhistidine,5TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2622.8	Semi standard non polar	33892256
N-Ribosylhistidine,5TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2668.5	Standard non polar	33892256
N-Ribosylhistidine,5TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2990.8	Standard polar	33892256
N-Ribosylhistidine,5TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H]1O	2748.9	Semi standard non polar	33892256
N-Ribosylhistidine,5TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H]1O	2751.8	Standard non polar	33892256
N-Ribosylhistidine,5TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H]1O	3119.5	Standard polar	33892256
N-Ribosylhistidine,5TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O)[C@@H]1O[Si](C)(C)C	2745.0	Semi standard non polar	33892256
N-Ribosylhistidine,5TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O)[C@@H]1O[Si](C)(C)C	2737.2	Standard non polar	33892256
N-Ribosylhistidine,5TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O)[C@@H]1O[Si](C)(C)C	3038.8	Standard polar	33892256
N-Ribosylhistidine,5TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2696.0	Semi standard non polar	33892256
N-Ribosylhistidine,5TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2786.3	Standard non polar	33892256
N-Ribosylhistidine,5TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3129.6	Standard polar	33892256
N-Ribosylhistidine,5TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C	2756.1	Semi standard non polar	33892256
N-Ribosylhistidine,5TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C	2753.7	Standard non polar	33892256
N-Ribosylhistidine,5TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C	3049.9	Standard polar	33892256
N-Ribosylhistidine,6TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2780.9	Semi standard non polar	33892256
N-Ribosylhistidine,6TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2756.0	Standard non polar	33892256
N-Ribosylhistidine,6TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2897.8	Standard polar	33892256
N-Ribosylhistidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@H](N)C(=O)O)=C2)[C@H](O)[C@@H]1O	2953.9	Semi standard non polar	33892256
N-Ribosylhistidine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C[C@H](N)C(=O)O)=C2)[C@@H]1O	2928.7	Semi standard non polar	33892256
N-Ribosylhistidine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC(C[C@H](N)C(=O)O)=C1	2931.1	Semi standard non polar	33892256
N-Ribosylhistidine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1	2845.2	Semi standard non polar	33892256
N-Ribosylhistidine,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1)C(=O)O	2951.8	Semi standard non polar	33892256
N-Ribosylhistidine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)=C2)[C@H](O)[C@@H]1O	3095.3	Semi standard non polar	33892256
N-Ribosylhistidine,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3101.1	Semi standard non polar	33892256
N-Ribosylhistidine,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)N([C@@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1)C(=O)O)[Si](C)(C)C(C)(C)C	3252.6	Semi standard non polar	33892256
N-Ribosylhistidine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@H](N)C(=O)O)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3145.7	Semi standard non polar	33892256
N-Ribosylhistidine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@H](N)C(=O)O)=C2)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3114.4	Semi standard non polar	33892256
N-Ribosylhistidine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)C=N1)C(=O)O	3175.2	Semi standard non polar	33892256
N-Ribosylhistidine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1	3071.6	Semi standard non polar	33892256
N-Ribosylhistidine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C[C@H](N)C(=O)O)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3100.8	Semi standard non polar	33892256
N-Ribosylhistidine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1)C(=O)O	3160.4	Semi standard non polar	33892256
N-Ribosylhistidine,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3077.8	Semi standard non polar	33892256
N-Ribosylhistidine,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)C(=O)O	3164.6	Semi standard non polar	33892256
N-Ribosylhistidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3271.2	Semi standard non polar	33892256
N-Ribosylhistidine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)C(=O)O	3303.1	Semi standard non polar	33892256
N-Ribosylhistidine,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)[C@@H]1O	3464.0	Semi standard non polar	33892256
N-Ribosylhistidine,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3285.9	Semi standard non polar	33892256
N-Ribosylhistidine,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3461.1	Semi standard non polar	33892256
N-Ribosylhistidine,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3416.7	Semi standard non polar	33892256
N-Ribosylhistidine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)=C2)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3263.0	Semi standard non polar	33892256
N-Ribosylhistidine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3293.5	Semi standard non polar	33892256
N-Ribosylhistidine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@H](N)C(=O)O)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3295.9	Semi standard non polar	33892256
N-Ribosylhistidine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)C(=O)O	3332.1	Semi standard non polar	33892256
N-Ribosylhistidine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1)C(=O)O	3318.1	Semi standard non polar	33892256
N-Ribosylhistidine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)[C@H](O)[C@@H]1O	3455.6	Semi standard non polar	33892256
N-Ribosylhistidine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3243.7	Semi standard non polar	33892256
N-Ribosylhistidine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3282.1	Semi standard non polar	33892256
N-Ribosylhistidine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3457.7	Semi standard non polar	33892256
N-Ribosylhistidine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3635.4	Semi standard non polar	33892256
N-Ribosylhistidine,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3619.5	Semi standard non polar	33892256
N-Ribosylhistidine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3463.9	Semi standard non polar	33892256
N-Ribosylhistidine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3460.4	Semi standard non polar	33892256
N-Ribosylhistidine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)[C@H](O)[C@@H]1O	3619.5	Semi standard non polar	33892256
N-Ribosylhistidine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)C(=O)O	3491.9	Semi standard non polar	33892256
N-Ribosylhistidine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3650.0	Semi standard non polar	33892256
N-Ribosylhistidine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3643.9	Semi standard non polar	33892256
N-Ribosylhistidine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3441.7	Semi standard non polar	33892256
N-Ribosylhistidine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3624.9	Semi standard non polar	33892256
N-Ribosylhistidine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3626.6	Semi standard non polar	33892256
N-Ribosylhistidine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3495.5	Standard non polar	33892256
N-Ribosylhistidine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3423.8	Standard polar	33892256
N-Ribosylhistidine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3807.8	Semi standard non polar	33892256
N-Ribosylhistidine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3599.6	Standard non polar	33892256
N-Ribosylhistidine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3463.7	Standard polar	33892256
N-Ribosylhistidine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3805.8	Semi standard non polar	33892256
N-Ribosylhistidine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3592.6	Standard non polar	33892256
N-Ribosylhistidine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3407.9	Standard polar	33892256
N-Ribosylhistidine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3818.5	Semi standard non polar	33892256
N-Ribosylhistidine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3594.8	Standard non polar	33892256
N-Ribosylhistidine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3464.7	Standard polar	33892256
N-Ribosylhistidine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3798.4	Semi standard non polar	33892256
N-Ribosylhistidine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3606.4	Standard non polar	33892256
N-Ribosylhistidine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3414.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Ribosylhistidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0c03-9340000000-73a8b2e9cc938d75e44d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Ribosylhistidine GC-MS (4 TMS) - 70eV, Positive	splash10-03di-5931480000-4cb1f922181f0911e2b4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Ribosylhistidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Ribosylhistidine 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-Ribosylhistidine 10V, Positive-QTOF	splash10-0a4r-0970000000-759c0a607b1032d25416	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Ribosylhistidine 20V, Positive-QTOF	splash10-0bt9-0900000000-41b17087fc81992d35db	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Ribosylhistidine 40V, Positive-QTOF	splash10-0a4i-2900000000-f9d545c4e96bd470c45b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Ribosylhistidine 10V, Negative-QTOF	splash10-000i-1590000000-f70782e731781bde63ea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Ribosylhistidine 20V, Negative-QTOF	splash10-0udi-2920000000-13d9d67f4af488782478	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Ribosylhistidine 40V, Negative-QTOF	splash10-0uki-8900000000-1be5db599106844bf7a9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Ribosylhistidine 10V, Negative-QTOF	splash10-000i-0970000000-fc274386b5c899448b97	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Ribosylhistidine 20V, Negative-QTOF	splash10-0ly9-3910000000-46e62b12bfe2a748410f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Ribosylhistidine 40V, Negative-QTOF	splash10-0cdi-7900000000-23583c1237b0c9d3c3d7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Ribosylhistidine 10V, Positive-QTOF	splash10-052r-0940000000-e3080474d7b607493432	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Ribosylhistidine 20V, Positive-QTOF	splash10-01p9-0900000000-e2042ee8b69a08b06af3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Ribosylhistidine 40V, Positive-QTOF	splash10-03e9-7910000000-5eab11cb72a4d406d4ff	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)	2021-09-25	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

Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.073 +/- 0.015 uM	Adult (>18 years old)	Both	Normal	4030756	details
Urine	Detected and Quantified	2.01 +/- 1.52 umol/mmol creatinine	Children (1-13 years old)	Both	Normal	4030756	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected and Quantified	14.25 +/- 5.7 umol/mmol creatinine	Children (1-13 years old)	Both	Histidinemia	4030756	details

Associated Disorders and Diseases

Disease References

Histidinemia
Imamura I, Watanabe T, Sakamoto Y, Wakamiya T, Shiba T, Hase Y, Tsuruhara T, Wada H: N tau-Ribosylhistidine, a novel histidine derivative in urine of histidinemic patients. Isolation, structure, and tissue level. J Biol Chem. 1985 Sep 5;260(19):10528-30. [PubMed:4030756 ]

Associated OMIM IDs

235800 (Histidinemia)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022840

KNApSAcK ID

Not Available

Chemspider ID

112711

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6481

PubChem Compound

126923

PDB ID

Not Available

ChEBI ID

90055

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00000375

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Imamura I, Watanabe T, Wada H: Formation of N tau-ribosylhistidine, a novel histidine derivative found in the urine in histidinemia, from histidine and NAD(P)+ catalyzed by an NAD(P)+ glycohydrolase system. Biochem Biophys Res Commun. 1985 Jul 31;130(2):501-7. [PubMed:2992472 ]

Showing metabocard for N-Ribosylhistidine (HMDB0002089)

MOL for HMDB0002089 (N-Ribosylhistidine)

3D MOL for HMDB0002089 (N-Ribosylhistidine)

3D SDF for HMDB0002089 (N-Ribosylhistidine)

3D-SDF for HMDB0002089 (N-Ribosylhistidine)

PDB for HMDB0002089 (N-Ribosylhistidine)

3D PDB for HMDB0002089 (N-Ribosylhistidine)

SMILES for HMDB0002089 (N-Ribosylhistidine)

INCHI for HMDB0002089 (N-Ribosylhistidine)

Structure for HMDB0002089 (N-Ribosylhistidine)

3D Structure for HMDB0002089 (N-Ribosylhistidine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra