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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-08-28 18:35:47 UTC

Update Date

2021-09-26 22:47:35 UTC

HMDB ID

HMDB0242228

Secondary Accession Numbers

None

Metabolite Identification

Common Name

((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid

Description

3-amino-2-hydroxy-2-[(1H-imidazol-5-yl)methyl]-5-methylhexanoic acid belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. Based on a literature review very few articles have been published on 3-amino-2-hydroxy-2-[(1H-imidazol-5-yl)methyl]-5-methylhexanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). ((2r,3s)-3-amino-2-hydroxy-2-(1h-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically ((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0242228
     RDKit          3D
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexan...
 36 36  0  0  0  0  0  0  0  0999 V2000
   -3.7717   -0.3765    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9221    0.8507    0.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5171    2.0094   -0.4824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4927    0.5926   -0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8172   -0.4274    0.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5296   -1.7183    0.6470 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6532   -0.6653    0.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1131   -1.6036    1.2785 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    0.6024    0.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8191    0.5870    0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6993   -0.3808   -0.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9388    0.1781   -0.3246 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8151    1.4636    0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5610    1.7279    0.3291 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7393   -1.2557   -1.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4603   -0.5915   -2.0505 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301   -2.5718   -1.2182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6994   -0.9442    1.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3984   -1.0203   -0.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8330   -0.1228   -0.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9095    1.1666    1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5027    1.7067   -0.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8178    2.3658   -1.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7112    2.8951    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0109    1.5749   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5503    0.2129   -1.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8961   -0.1107    1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3030   -2.2288    1.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2281   -2.2541   -0.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0068   -1.3964    1.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9474    1.3975   -0.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1636    0.9661    1.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4131   -1.3961   -0.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7766   -0.3551   -0.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6118    2.2141    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743   -3.0917   -0.5383 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
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
  7 15  1  0
 15 16  2  0
 15 17  1  0
 14 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 17 36  1  0
M  END

  Mrv1533004161501512D          

 17 17  0  0  0  0            999 V2000
   -1.5757    4.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5757    4.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2901    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    2.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5757    2.3518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5592    1.6373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2658    3.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0908    3.0663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    3.7807    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 10 14  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242228

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(N)C(O)(CC1=CNC=N1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H19N3O3/c1-7(2)3-9(12)11(17,10(15)16)4-8-5-13-6-14-8/h5-7,9,17H,3-4,12H2,1-2H3,(H,13,14)(H,15,16)

> <INCHI_KEY>
WZFDNGAENBEYMA-UHFFFAOYSA-N

> <FORMULA>
C11H19N3O3

> <MOLECULAR_WEIGHT>
241.291

> <EXACT_MASS>
241.142641484

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
25.275933590578575

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-amino-2-hydroxy-2-[(1H-imidazol-4-yl)methyl]-5-methylhexanoic acid

> <ALOGPS_LOGP>
-1.82

> <JCHEM_LOGP>
-2.2337341067258967

> <ALOGPS_LOGS>
-1.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.813688970113159

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.241877337497048

> <JCHEM_PKA_STRONGEST_BASIC>
9.85072240018486

> <JCHEM_POLAR_SURFACE_AREA>
112.23

> <JCHEM_REFRACTIVITY>
61.8427

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methylhexanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242228
     RDKit          3D
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexan...
 36 36  0  0  0  0  0  0  0  0999 V2000
   -3.7717   -0.3765    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9221    0.8507    0.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5171    2.0094   -0.4824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4927    0.5926   -0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8172   -0.4274    0.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5296   -1.7183    0.6470 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6532   -0.6653    0.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1131   -1.6036    1.2785 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    0.6024    0.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8191    0.5870    0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6993   -0.3808   -0.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9388    0.1781   -0.3246 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8151    1.4636    0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5610    1.7279    0.3291 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7393   -1.2557   -1.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4603   -0.5915   -2.0505 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301   -2.5718   -1.2182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6994   -0.9442    1.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3984   -1.0203   -0.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8330   -0.1228   -0.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9095    1.1666    1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5027    1.7067   -0.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8178    2.3658   -1.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7112    2.8951    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0109    1.5749   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5503    0.2129   -1.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8961   -0.1107    1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3030   -2.2288    1.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2281   -2.2541   -0.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0068   -1.3964    1.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9474    1.3975   -0.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1636    0.9661    1.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4131   -1.3961   -0.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7766   -0.3551   -0.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6118    2.2141    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743   -3.0917   -0.5383 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
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
  7 15  1  0
 15 16  2  0
 15 17  1  0
 14 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 17 36  1  0
M  END

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -2.941   9.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.941   7.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.275   6.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.608   6.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.608   5.160   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -2.941   4.390   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -0.274   4.390   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.044   3.056   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.830  -0.290   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -0.186   1.175   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       0.496   5.724   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.036   5.724   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.274   7.057   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9   15                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15    7   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0242228
HETATM    1  C1  UNL     1      -3.772  -0.376   0.200  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.922   0.851   0.279  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.517   2.009  -0.482  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.493   0.593  -0.139  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.817  -0.427   0.713  1.00  0.00           C  
HETATM    6  N1  UNL     1      -1.530  -1.718   0.647  1.00  0.00           N  
HETATM    7  C6  UNL     1       0.653  -0.665   0.324  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.113  -1.604   1.279  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.388   0.602   0.512  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.819   0.587   0.214  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.699  -0.381  -0.198  1.00  0.00           C  
HETATM   12  N2  UNL     1       4.939   0.178  -0.325  1.00  0.00           N  
HETATM   13  C10 UNL     1       4.815   1.464   0.005  1.00  0.00           C  
HETATM   14  N3  UNL     1       3.561   1.728   0.329  1.00  0.00           N  
HETATM   15  C11 UNL     1       0.739  -1.256  -1.021  1.00  0.00           C  
HETATM   16  O2  UNL     1       0.460  -0.592  -2.051  1.00  0.00           O  
HETATM   17  O3  UNL     1       1.130  -2.572  -1.218  1.00  0.00           O  
HETATM   18  H1  UNL     1      -3.699  -0.944   1.164  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.398  -1.020  -0.616  1.00  0.00           H  
HETATM   20  H3  UNL     1      -4.833  -0.123  -0.027  1.00  0.00           H  
HETATM   21  H4  UNL     1      -2.910   1.167   1.358  1.00  0.00           H  
HETATM   22  H5  UNL     1      -4.503   1.707  -0.908  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.818   2.366  -1.289  1.00  0.00           H  
HETATM   24  H7  UNL     1      -3.711   2.895   0.153  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.011   1.575  -0.184  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.550   0.213  -1.193  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.896  -0.111   1.771  1.00  0.00           H  
HETATM   28  H11 UNL     1      -1.303  -2.229   1.524  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.228  -2.254  -0.218  1.00  0.00           H  
HETATM   30  H13 UNL     1       2.007  -1.396   1.594  1.00  0.00           H  
HETATM   31  H14 UNL     1       0.947   1.398  -0.161  1.00  0.00           H  
HETATM   32  H15 UNL     1       1.164   0.966   1.548  1.00  0.00           H  
HETATM   33  H16 UNL     1       3.413  -1.396  -0.375  1.00  0.00           H  
HETATM   34  H17 UNL     1       5.777  -0.355  -0.625  1.00  0.00           H  
HETATM   35  H18 UNL     1       5.612   2.214   0.016  1.00  0.00           H  
HETATM   36  H19 UNL     1       1.674  -3.092  -0.538  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4   21
CONECT    3   22   23   24
CONECT    4    5   25   26
CONECT    5    6    7   27
CONECT    6   28   29
CONECT    7    8    9   15
CONECT    8   30
CONECT    9   10   31   32
CONECT   10   11   11   14
CONECT   11   12   33
CONECT   12   13   34
CONECT   13   14   14   35
CONECT   15   16   16   17
CONECT   17   36
END

HMDB0242228
     RDKit          3D
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexan...
 36 36  0  0  0  0  0  0  0  0999 V2000
   -3.7717   -0.3765    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9221    0.8507    0.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5171    2.0094   -0.4824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4927    0.5926   -0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8172   -0.4274    0.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5296   -1.7183    0.6470 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6532   -0.6653    0.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1131   -1.6036    1.2785 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    0.6024    0.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8191    0.5870    0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6993   -0.3808   -0.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9388    0.1781   -0.3246 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8151    1.4636    0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5610    1.7279    0.3291 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7393   -1.2557   -1.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4603   -0.5915   -2.0505 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301   -2.5718   -1.2182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6994   -0.9442    1.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3984   -1.0203   -0.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8330   -0.1228   -0.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9095    1.1666    1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5027    1.7067   -0.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8178    2.3658   -1.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7112    2.8951    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0109    1.5749   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5503    0.2129   -1.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8961   -0.1107    1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3030   -2.2288    1.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2281   -2.2541   -0.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0068   -1.3964    1.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9474    1.3975   -0.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1636    0.9661    1.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4131   -1.3961   -0.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7766   -0.3551   -0.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6118    2.2141    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743   -3.0917   -0.5383 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
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
  7 15  1  0
 15 16  2  0
 15 17  1  0
 14 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 17 36  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Amino-2-hydroxy-2-[(1H-imidazol-5-yl)methyl]-5-methylhexanoate	Generator
3-amino-2-Hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methylhexanoic acid	MeSH, HMDB
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoate	Generator

Chemical Formula

C₁₁H₁₉N₃O₃

Average Molecular Weight

241.291

Monoisotopic Molecular Weight

241.142641484

IUPAC Name

3-amino-2-hydroxy-2-[(1H-imidazol-4-yl)methyl]-5-methylhexanoic acid

Traditional Name

3-amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methylhexanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)CC(N)C(O)(CC1=CNC=N1)C(O)=O

InChI Identifier

InChI=1S/C11H19N3O3/c1-7(2)3-9(12)11(17,10(15)16)4-8-5-13-6-14-8/h5-7,9,17H,3-4,12H2,1-2H3,(H,13,14)(H,15,16)

InChI Key

WZFDNGAENBEYMA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Beta amino acids and derivatives

Alternative Parents

Substituents

Beta amino acid or derivatives
Imidazolyl carboxylic acid derivative
Medium-chain fatty acid
Hydroxy fatty acid
Heterocyclic fatty acid
Amino fatty acid
Aralkylamine
Branched fatty acid
Fatty acyl
Fatty acid
Alpha-hydroxy acid
Hydroxy acid
Imidazole
Tertiary alcohol
Heteroaromatic compound
Azole
Amino acid
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carboxylic acid
Azacycle
Alcohol
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Organic nitrogen compound
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: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

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	-1.8	ALOGPS
logP	-2.2	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	3.24	ChemAxon
pKa (Strongest Basic)	9.85	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	112.23 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	61.84 m³·mol⁻¹	ChemAxon
Polarizability	25.28 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]+	156.318	30932474
DeepCCS	[M-H]-	153.905	30932474
DeepCCS	[M-2H]-	188.12	30932474
DeepCCS	[M+Na]+	164.143	30932474
AllCCS	[M+H]+	155.9	32859911
AllCCS	[M+H-H2O]+	152.3	32859911
AllCCS	[M+NH4]+	159.2	32859911
AllCCS	[M+Na]+	160.1	32859911
AllCCS	[M-H]-	156.8	32859911
AllCCS	[M+Na-2H]-	157.3	32859911
AllCCS	[M+HCOO]-	158.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid	CC(C)CC(N)C(O)(CC1=CNC=N1)C(O)=O	3208.8	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid	CC(C)CC(N)C(O)(CC1=CNC=N1)C(O)=O	1881.9	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid	CC(C)CC(N)C(O)(CC1=CNC=N1)C(O)=O	2270.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #1	CC(C)CC(N[Si](C)(C)C)C(CC1=C[NH]C=N1)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2161.8	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #1	CC(C)CC(N[Si](C)(C)C)C(CC1=C[NH]C=N1)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2174.5	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #1	CC(C)CC(N[Si](C)(C)C)C(CC1=C[NH]C=N1)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2491.7	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #2	CC(C)CC(N)C(CC1=CN([Si](C)(C)C)C=N1)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2265.2	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #2	CC(C)CC(N)C(CC1=CN([Si](C)(C)C)C=N1)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2215.5	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #2	CC(C)CC(N)C(CC1=CN([Si](C)(C)C)C=N1)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2852.8	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #3	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(CC1=C[NH]C=N1)(O[Si](C)(C)C)C(=O)O	2332.7	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #3	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(CC1=C[NH]C=N1)(O[Si](C)(C)C)C(=O)O	2274.2	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #3	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(CC1=C[NH]C=N1)(O[Si](C)(C)C)C(=O)O	2679.5	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #4	CC(C)CC(N[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C=N1)(O[Si](C)(C)C)C(=O)O	2300.7	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #4	CC(C)CC(N[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C=N1)(O[Si](C)(C)C)C(=O)O	2226.2	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #4	CC(C)CC(N[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C=N1)(O[Si](C)(C)C)C(=O)O	2697.9	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #5	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(O)(CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C	2309.7	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #5	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(O)(CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C	2234.4	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #5	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(O)(CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C	2629.1	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #6	CC(C)CC(N[Si](C)(C)C)C(O)(CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2308.6	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #6	CC(C)CC(N[Si](C)(C)C)C(O)(CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2178.6	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #6	CC(C)CC(N[Si](C)(C)C)C(O)(CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2665.9	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #7	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(O)(CC1=CN([Si](C)(C)C)C=N1)C(=O)O	2438.9	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #7	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(O)(CC1=CN([Si](C)(C)C)C=N1)C(=O)O	2296.0	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TMS,isomer #7	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(O)(CC1=CN([Si](C)(C)C)C=N1)C(=O)O	2812.1	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TMS,isomer #1	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(CC1=C[NH]C=N1)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2340.3	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TMS,isomer #1	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(CC1=C[NH]C=N1)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2306.0	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TMS,isomer #1	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(CC1=C[NH]C=N1)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2385.9	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TMS,isomer #2	CC(C)CC(N[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C=N1)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2263.3	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TMS,isomer #2	CC(C)CC(N[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C=N1)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2281.1	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TMS,isomer #2	CC(C)CC(N[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C=N1)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2510.0	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TMS,isomer #3	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C=N1)(O[Si](C)(C)C)C(=O)O	2417.8	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TMS,isomer #3	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C=N1)(O[Si](C)(C)C)C(=O)O	2364.1	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TMS,isomer #3	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C=N1)(O[Si](C)(C)C)C(=O)O	2659.7	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TMS,isomer #4	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(O)(CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2417.9	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TMS,isomer #4	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(O)(CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2340.0	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TMS,isomer #4	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(O)(CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2615.9	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,5TMS,isomer #1	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C=N1)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2412.9	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,5TMS,isomer #1	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C=N1)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2415.7	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,5TMS,isomer #1	CC(C)CC(N([Si](C)(C)C)[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C=N1)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2481.8	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #1	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(CC1=C[NH]C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2829.0	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #1	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(CC1=C[NH]C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2726.5	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #1	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(CC1=C[NH]C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2780.1	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #2	CC(C)CC(N)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2909.6	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #2	CC(C)CC(N)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2759.6	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #2	CC(C)CC(N)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3024.1	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #3	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CC1=C[NH]C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O	2977.3	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #3	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CC1=C[NH]C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O	2806.0	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #3	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CC1=C[NH]C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O	2881.6	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #4	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O	2946.2	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #4	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O	2759.5	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #4	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O	2925.2	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #5	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O)(CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C(C)(C)C	2968.3	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #5	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O)(CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C(C)(C)C	2793.9	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #5	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O)(CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C(C)(C)C	2847.3	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #6	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(O)(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	2985.3	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #6	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(O)(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	2738.8	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #6	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(O)(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	2903.1	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #7	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O)(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O	3117.3	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #7	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O)(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O	2803.9	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,3TBDMS,isomer #7	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O)(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O	3003.3	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TBDMS,isomer #1	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CC1=C[NH]C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3174.9	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TBDMS,isomer #1	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CC1=C[NH]C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2996.2	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TBDMS,isomer #1	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CC1=C[NH]C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2751.7	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TBDMS,isomer #2	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3107.5	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TBDMS,isomer #2	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2985.5	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TBDMS,isomer #2	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2863.4	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TBDMS,isomer #3	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O	3283.9	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TBDMS,isomer #3	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O	3026.8	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TBDMS,isomer #3	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O	2934.0	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TBDMS,isomer #4	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O)(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3268.5	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TBDMS,isomer #4	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O)(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3037.6	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,4TBDMS,isomer #4	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(O)(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	2904.0	Standard polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,5TBDMS,isomer #1	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3466.6	Semi standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,5TBDMS,isomer #1	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3271.3	Standard non polar	33892256
((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid,5TBDMS,isomer #1	CC(C)CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CC1=CN([Si](C)(C)C(C)(C)C)C=N1)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2891.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - ((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0540-9300000000-edf70409fa2108251e06	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - ((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid 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 - ((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid 10V, Positive-QTOF	splash10-0006-0090000000-1aa7528824ad1dc80f57	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid 20V, Positive-QTOF	splash10-014l-9680000000-2e638d9a0b24927645ee	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid 40V, Positive-QTOF	splash10-0159-9600000000-8029df3ef05f6d65968f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid 10V, Negative-QTOF	splash10-0006-1290000000-e70363e1588b1401a260	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid 20V, Negative-QTOF	splash10-06u6-4920000000-6c1cc19d85bfc3bd01da	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid 40V, Negative-QTOF	splash10-067i-9800000000-cf79e3580f952b572910	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

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	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3768

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3905

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for ((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid (HMDB0242228)

MOL for HMDB0242228 (((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid)

3D MOL for HMDB0242228 (((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid)

3D SDF for HMDB0242228 (((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid)

3D-SDF for HMDB0242228 (((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid)

PDB for HMDB0242228 (((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid)

3D PDB for HMDB0242228 (((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid)

SMILES for HMDB0242228 (((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid)

INCHI for HMDB0242228 (((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid)

Structure for HMDB0242228 (((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid)

3D Structure for HMDB0242228 (((2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methyl)-5-methylhexanoic Acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra