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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (18) Show 18 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:36 UTC

Update Date

2021-09-14 15:47:57 UTC

HMDB ID

HMDB0002091

Secondary Accession Numbers

HMDB02091

Metabolite Identification

Common Name

Isovalerylglucuronide

Description

Isovaleryl glucuronide has been identified in the urine of patients with isovaleric acidemia made possible by using gas chromatograph-mass spectrometry (GC-MS). Isovaleryl glucuronide is more likely to be excreted when the amount of urinary 3-hydroxyisovaleric acid excretion is high. Isovaleryl glucuronide is more likely to be excreted when the amount of urinary 3-hydroxyisovaleric acid excretion is high. (PMID: 6547525 ). Isovaleric acidemia is caused by mutation in the isovaleryl CoA dehydrogenase gene and is closely related to maple syrup urine disease. It presents in two forms: the acute neonatal form, leading to massive metabolic acidosis from the first days of life and rapid death and a chronic form in which periodic attacks of severe ketoacidosis occur with asymptomatic intervening periods. (OMIM 243500 ).

Structure

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

HMDB0002091
     RDKit          3D
Isovalerylglucuronide
 37 37  0  0  0  0  0  0  0  0999 V2000
    5.1884    0.6781    0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8097    0.2662   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4508   -1.1243    0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215    1.2204    0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4630    0.8372   -0.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1674    1.0810   -1.5786 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4974    0.2431    0.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7737   -0.0732   -0.1783 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6761    0.7713    0.4870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9140    0.6106   -0.1178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8263    1.6572    0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0159    1.7252    0.0158 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3673    2.5485    1.3687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4589   -0.7666    0.1921 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8432   -1.4062   -0.9812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3885   -1.6081    0.8478 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0616   -1.1158    2.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1335   -1.5157   -0.0012 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4320   -2.0906   -1.2457 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816    1.6815   -0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1138    0.8238    1.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9826   -0.0097   -0.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7775    0.3364   -1.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2825   -1.8498   -0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2762   -1.0419    1.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5353   -1.4327   -0.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8507    1.2399    1.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9958    2.2560   -0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8202    0.2242   -1.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7905    0.7687   -1.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1519    3.5118    1.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3468   -0.6612    0.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0690   -0.7271   -1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7157   -2.6736    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8540   -0.9143    2.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3313   -2.1118    0.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6241   -1.3586   -1.8955 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  8 29  1  6
 10 30  1  6
 13 31  1  0
 14 32  1  1
 15 33  1  0
 16 34  1  1
 17 35  1  0
 18 36  1  1
 19 37  1  0
M  END

Untitled Document-3
  Mrv0541 02231219212D          

 19 19  0  0  0  0            999 V2000
   -0.3572   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3572   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3572   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0717   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0717   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3572    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.8250    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  6  1  0  0  0  0
  6  1  1  0  0  0  0
  1  7  1  6  0  0  0
  5  8  1  6  0  0  0
  3  9  1  6  0  0  0
  2 10  1  1  0  0  0
  4 11  1  1  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 12 17  2  0  0  0  0
  8 18  1  0  0  0  0
  8 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002091

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(=O)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H18O8/c1-4(2)3-5(12)18-11-8(15)6(13)7(14)9(19-11)10(16)17/h4,6-9,11,13-15H,3H2,1-2H3,(H,16,17)/t6-,7-,8+,9-,11+/m0/s1

> <INCHI_KEY>
VOJAALAAOYUSCT-ZCLKDUABSA-N

> <FORMULA>
C11H18O8

> <MOLECULAR_WEIGHT>
278.2558

> <EXACT_MASS>
278.100167552

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
25.8854472053622

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(3-methylbutanoyl)oxy]oxane-2-carboxylic acid

> <ALOGPS_LOGP>
-0.98

> <JCHEM_LOGP>
-0.7390156613333335

> <ALOGPS_LOGS>
-0.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.212697876087336

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5066592285481293

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6868985920767434

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
58.718799999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.58e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isovalerylglucuronide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002091
     RDKit          3D
Isovalerylglucuronide
 37 37  0  0  0  0  0  0  0  0999 V2000
    5.1884    0.6781    0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8097    0.2662   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4508   -1.1243    0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215    1.2204    0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4630    0.8372   -0.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1674    1.0810   -1.5786 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4974    0.2431    0.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7737   -0.0732   -0.1783 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6761    0.7713    0.4870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9140    0.6106   -0.1178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8263    1.6572    0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0159    1.7252    0.0158 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3673    2.5485    1.3687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4589   -0.7666    0.1921 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8432   -1.4062   -0.9812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3885   -1.6081    0.8478 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0616   -1.1158    2.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1335   -1.5157   -0.0012 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4320   -2.0906   -1.2457 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816    1.6815   -0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1138    0.8238    1.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9826   -0.0097   -0.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7775    0.3364   -1.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2825   -1.8498   -0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2762   -1.0419    1.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5353   -1.4327   -0.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8507    1.2399    1.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9958    2.2560   -0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8202    0.2242   -1.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7905    0.7687   -1.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1519    3.5118    1.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3468   -0.6612    0.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0690   -0.7271   -1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7157   -2.6736    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8540   -0.9143    2.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3313   -2.1118    0.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6241   -1.3586   -1.8955 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  8 29  1  6
 10 30  1  6
 13 31  1  0
 14 32  1  1
 15 33  1  0
 16 34  1  1
 17 35  1  0
 18 36  1  1
 19 37  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-3                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.667  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.667  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.001  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.667   0.000   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -2.001   0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.334   0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.667  -4.620   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -2.001  -3.080   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       3.334  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.001   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.668   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.001   4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.667   2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.668  -0.770   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.334   1.540   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3   10                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1                                                       
CONECT    7    1   12                                                       
CONECT    8    5   18   19                                                  
CONECT    9    3                                                            
CONECT   10    2                                                            
CONECT   11    4                                                            
CONECT   12    7   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   12                                                            
CONECT   18    8                                                            
CONECT   19    8                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0002091
HETATM    1  C1  UNL     1       5.188   0.678   0.015  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.810   0.266  -0.487  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.451  -1.124   0.018  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.822   1.220   0.121  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.463   0.837  -0.360  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.167   1.081  -1.579  1.00  0.00           O  
HETATM    7  O2  UNL     1       0.497   0.243   0.397  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.774  -0.073  -0.178  1.00  0.00           C  
HETATM    9  O3  UNL     1      -1.676   0.771   0.487  1.00  0.00           O  
HETATM   10  C7  UNL     1      -2.914   0.611  -0.118  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.826   1.657   0.423  1.00  0.00           C  
HETATM   12  O4  UNL     1      -5.016   1.725   0.016  1.00  0.00           O  
HETATM   13  O5  UNL     1      -3.367   2.549   1.369  1.00  0.00           O  
HETATM   14  C9  UNL     1      -3.459  -0.767   0.192  1.00  0.00           C  
HETATM   15  O6  UNL     1      -3.843  -1.406  -0.981  1.00  0.00           O  
HETATM   16  C10 UNL     1      -2.388  -1.608   0.848  1.00  0.00           C  
HETATM   17  O7  UNL     1      -2.062  -1.116   2.116  1.00  0.00           O  
HETATM   18  C11 UNL     1      -1.134  -1.516  -0.001  1.00  0.00           C  
HETATM   19  O8  UNL     1      -1.432  -2.091  -1.246  1.00  0.00           O  
HETATM   20  H1  UNL     1       5.382   1.681  -0.423  1.00  0.00           H  
HETATM   21  H2  UNL     1       5.114   0.824   1.109  1.00  0.00           H  
HETATM   22  H3  UNL     1       5.983  -0.010  -0.301  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.777   0.336  -1.585  1.00  0.00           H  
HETATM   24  H5  UNL     1       4.283  -1.850  -0.167  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.276  -1.042   1.110  1.00  0.00           H  
HETATM   26  H7  UNL     1       2.535  -1.433  -0.519  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.851   1.240   1.221  1.00  0.00           H  
HETATM   28  H9  UNL     1       2.996   2.256  -0.261  1.00  0.00           H  
HETATM   29  H10 UNL     1      -0.820   0.224  -1.250  1.00  0.00           H  
HETATM   30  H11 UNL     1      -2.791   0.769  -1.220  1.00  0.00           H  
HETATM   31  H12 UNL     1      -3.152   3.512   1.192  1.00  0.00           H  
HETATM   32  H13 UNL     1      -4.347  -0.661   0.852  1.00  0.00           H  
HETATM   33  H14 UNL     1      -4.069  -0.727  -1.694  1.00  0.00           H  
HETATM   34  H15 UNL     1      -2.716  -2.674   0.914  1.00  0.00           H  
HETATM   35  H16 UNL     1      -2.854  -0.914   2.655  1.00  0.00           H  
HETATM   36  H17 UNL     1      -0.331  -2.112   0.488  1.00  0.00           H  
HETATM   37  H18 UNL     1      -1.624  -1.359  -1.895  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4   23
CONECT    3   24   25   26
CONECT    4    5   27   28
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   18   29
CONECT    9   10
CONECT   10   11   14   30
CONECT   11   12   12   13
CONECT   13   31
CONECT   14   15   16   32
CONECT   15   33
CONECT   16   17   18   34
CONECT   17   35
CONECT   18   19   36
CONECT   19   37
END

HMDB0002091
     RDKit          3D
Isovalerylglucuronide
 37 37  0  0  0  0  0  0  0  0999 V2000
    5.1884    0.6781    0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8097    0.2662   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4508   -1.1243    0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215    1.2204    0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4630    0.8372   -0.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1674    1.0810   -1.5786 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4974    0.2431    0.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7737   -0.0732   -0.1783 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6761    0.7713    0.4870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9140    0.6106   -0.1178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8263    1.6572    0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0159    1.7252    0.0158 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3673    2.5485    1.3687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4589   -0.7666    0.1921 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8432   -1.4062   -0.9812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3885   -1.6081    0.8478 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0616   -1.1158    2.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1335   -1.5157   -0.0012 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4320   -2.0906   -1.2457 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816    1.6815   -0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1138    0.8238    1.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9826   -0.0097   -0.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7775    0.3364   -1.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2825   -1.8498   -0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2762   -1.0419    1.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5353   -1.4327   -0.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8507    1.2399    1.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9958    2.2560   -0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8202    0.2242   -1.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7905    0.7687   -1.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1519    3.5118    1.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3468   -0.6612    0.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0690   -0.7271   -1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7157   -2.6736    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8540   -0.9143    2.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3313   -2.1118    0.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6241   -1.3586   -1.8955 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  8 29  1  6
 10 30  1  6
 13 31  1  0
 14 32  1  1
 15 33  1  0
 16 34  1  1
 17 35  1  0
 18 36  1  1
 19 37  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Isovaleryl-beta-D-glucuronide	HMDB
Isovaleryl-beta-delta-glucuronide	HMDB

Chemical Formula

C₁₁H₁₈O₈

Average Molecular Weight

278.2558

Monoisotopic Molecular Weight

278.100167552

IUPAC Name

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(3-methylbutanoyl)oxy]oxane-2-carboxylic acid

Traditional Name

isovalerylglucuronide

CAS Registry Number

88070-93-3

SMILES

CC(C)CC(=O)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C11H18O8/c1-4(2)3-5(12)18-11-8(15)6(13)7(14)9(19-11)10(16)17/h4,6-9,11,13-15H,3H2,1-2H3,(H,16,17)/t6-,7-,8+,9-,11+/m0/s1

InChI Key

VOJAALAAOYUSCT-ZCLKDUABSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

1-o-glucuronide
O-glucuronide
Beta-hydroxy acid
Fatty acid ester
Dicarboxylic acid or derivatives
Hydroxy acid
Monosaccharide
Fatty acyl
Oxane
Pyran
Carboxylic acid ester
Secondary alcohol
Oxacycle
Acetal
Carboxylic acid
Polyol
Carboxylic acid derivative
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0002091)

Organ

Liver (HMDB: HMDB0002091)
Kidney (HMDB: HMDB0002091)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0002091)

Cellular substructure

Cytoplasm (HMDB: HMDB0002091)

Source

Endogenous

Endogenous (HMDB: HMDB0002091)

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

Role

Biological role

Drug metabolite (HMDB: HMDB0002091)

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	65.8 g/L	ALOGPS
logP	-0.98	ALOGPS
logP	-0.74	ChemAxon
logS	-0.63	ALOGPS
pKa (Strongest Acidic)	3.51	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	58.72 m³·mol⁻¹	ChemAxon
Polarizability	25.89 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
DarkChem	[M+H]+	167.303	31661259
DarkChem	[M-H]-	164.927	31661259
DeepCCS	[M+H]+	177.11	30932474
DeepCCS	[M-H]-	174.714	30932474
DeepCCS	[M-2H]-	208.862	30932474
DeepCCS	[M+Na]+	184.352	30932474
AllCCS	[M+H]+	163.3	32859911
AllCCS	[M+H-H2O]+	160.0	32859911
AllCCS	[M+NH4]+	166.3	32859911
AllCCS	[M+Na]+	167.2	32859911
AllCCS	[M-H]-	161.3	32859911
AllCCS	[M+Na-2H]-	161.6	32859911
AllCCS	[M+HCOO]-	162.1	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.	2.59 minutes	32390414
Predicted by Siyang on May 30, 2022	11.3322 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.26 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	107.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1397.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	245.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	68.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	161.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	57.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	303.6 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	353.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	148.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	662.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	312.6 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	1178.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	225.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	227.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	390.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	236.1 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	189.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isovalerylglucuronide	CC(C)CC(=O)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	3400.3	Standard polar	33892256
Isovalerylglucuronide	CC(C)CC(=O)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	1942.6	Standard non polar	33892256
Isovalerylglucuronide	CC(C)CC(=O)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	2080.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isovalerylglucuronide,1TMS,isomer #1	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	2015.4	Semi standard non polar	33892256
Isovalerylglucuronide,1TMS,isomer #2	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	2030.0	Semi standard non polar	33892256
Isovalerylglucuronide,1TMS,isomer #3	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	2025.1	Semi standard non polar	33892256
Isovalerylglucuronide,1TMS,isomer #4	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	1985.9	Semi standard non polar	33892256
Isovalerylglucuronide,2TMS,isomer #1	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	2024.9	Semi standard non polar	33892256
Isovalerylglucuronide,2TMS,isomer #2	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	2078.3	Semi standard non polar	33892256
Isovalerylglucuronide,2TMS,isomer #3	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	2081.8	Semi standard non polar	33892256
Isovalerylglucuronide,2TMS,isomer #4	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	2055.9	Semi standard non polar	33892256
Isovalerylglucuronide,2TMS,isomer #5	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2082.9	Semi standard non polar	33892256
Isovalerylglucuronide,2TMS,isomer #6	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	2021.7	Semi standard non polar	33892256
Isovalerylglucuronide,3TMS,isomer #1	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	2156.5	Semi standard non polar	33892256
Isovalerylglucuronide,3TMS,isomer #2	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	2184.4	Semi standard non polar	33892256
Isovalerylglucuronide,3TMS,isomer #3	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2143.0	Semi standard non polar	33892256
Isovalerylglucuronide,3TMS,isomer #4	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2157.5	Semi standard non polar	33892256
Isovalerylglucuronide,4TMS,isomer #1	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2207.1	Semi standard non polar	33892256
Isovalerylglucuronide,1TBDMS,isomer #1	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	2253.4	Semi standard non polar	33892256
Isovalerylglucuronide,1TBDMS,isomer #2	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	2272.7	Semi standard non polar	33892256
Isovalerylglucuronide,1TBDMS,isomer #3	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2273.1	Semi standard non polar	33892256
Isovalerylglucuronide,1TBDMS,isomer #4	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	2242.6	Semi standard non polar	33892256
Isovalerylglucuronide,2TBDMS,isomer #1	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	2524.4	Semi standard non polar	33892256
Isovalerylglucuronide,2TBDMS,isomer #2	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	2514.4	Semi standard non polar	33892256
Isovalerylglucuronide,2TBDMS,isomer #3	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2524.4	Semi standard non polar	33892256
Isovalerylglucuronide,2TBDMS,isomer #4	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	2533.8	Semi standard non polar	33892256
Isovalerylglucuronide,2TBDMS,isomer #5	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	2523.8	Semi standard non polar	33892256
Isovalerylglucuronide,2TBDMS,isomer #6	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2527.8	Semi standard non polar	33892256
Isovalerylglucuronide,3TBDMS,isomer #1	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	2779.9	Semi standard non polar	33892256
Isovalerylglucuronide,3TBDMS,isomer #2	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2813.7	Semi standard non polar	33892256
Isovalerylglucuronide,3TBDMS,isomer #3	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	2769.1	Semi standard non polar	33892256
Isovalerylglucuronide,3TBDMS,isomer #4	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	2786.0	Semi standard non polar	33892256
Isovalerylglucuronide,4TBDMS,isomer #1	CC(C)CC(=O)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3038.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Isovalerylglucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bti-9220000000-6e98f010cd0467b072dc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isovalerylglucuronide GC-MS (4 TMS) - 70eV, Positive	splash10-0f79-9211530000-ed8a112c3ce8a22c41ab	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isovalerylglucuronide 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 - Isovalerylglucuronide 10V, Positive-QTOF	splash10-0f9i-7950000000-fb152377058310592d46	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isovalerylglucuronide 20V, Positive-QTOF	splash10-0k9f-9400000000-964d15690557099e9566	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isovalerylglucuronide 40V, Positive-QTOF	splash10-0a4u-9300000000-be3f4689594e707c27aa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isovalerylglucuronide 10V, Negative-QTOF	splash10-001i-9530000000-9ab66c3cef3bb9fae9d1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isovalerylglucuronide 20V, Negative-QTOF	splash10-0ue9-6910000000-35cc942e2f34ec6c85e6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isovalerylglucuronide 40V, Negative-QTOF	splash10-0kal-9500000000-8a10e23ebdbc62d76440	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isovalerylglucuronide 10V, Negative-QTOF	splash10-004i-4490000000-513a7a09db01fdc791b6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isovalerylglucuronide 20V, Negative-QTOF	splash10-004j-8910000000-555c1a494191dce24909	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isovalerylglucuronide 40V, Negative-QTOF	splash10-0pwc-9100000000-4a4fed85a07fc8473468	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isovalerylglucuronide 10V, Positive-QTOF	splash10-004i-0490000000-d451737097d2392c8bb6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isovalerylglucuronide 20V, Positive-QTOF	splash10-0006-9400000000-44f04e96b887fd4a753e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isovalerylglucuronide 40V, Positive-QTOF	splash10-000f-9300000000-546f807e53b36a703d86	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Starch and Sucrose Metabolism
Glycogen synthetase deficiency		Not Available
Glycogenosis, Type III. Cori disease, Debrancher glycogenosis		Not Available
Glycogenosis, Type IV. Amylopectinosis, Anderson disease		Not Available
Glycogenosis, Type VI. Hers disease		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

FDB022841

KNApSAcK ID

Not Available

Chemspider ID

121058

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6482

PubChem Compound

137383

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

Dorland L, Duran M, Wadman SK, Niederwieser A, Bruinvis L, Ketting D: Isovalerylglucuronide, a new urinary metabolite in isovaleric acidemia. Identification problems due to rearrangement reactions. Clin Chim Acta. 1983 Oct 31;134(1-2):77-83. [PubMed:6652913 ]
Hine DG, Tanaka K: The identification and the excretion pattern of isovaleryl glucuronide in the urine of patients with isovaleric acidemia. Pediatr Res. 1984 Jun;18(6):508-12. [PubMed:6547525 ]

Only showing the first 10 proteins. There are 18 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 2B28

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme has glucuronidating capacity with steroid substrates such as 5-beta-androstane 3-alpha,17-beta-diol, estradiol, ADT, eugenol and bile acids. Only isoform 1 seems to be active.
Gene Name:: UGT2B28
Uniprot ID:: Q9BY64
Molecular weight:: 38742.9

Enzyme Details

2. UDP-glucuronosyltransferase 2B4

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme is active on polyhydroxylated estrogens (such as estriol, 4-hydroxyestrone and 2-hydroxyestriol) and xenobiotics (such as 4-methylumbelliferone, 1-naphthol, 4-nitrophenol, 2-aminophenol, 4-hydroxybiphenyl and menthol). It is capable of 6 alpha-hydroxyglucuronidation of hyodeoxycholic acid.
Gene Name:: UGT2B4
Uniprot ID:: P06133
Molecular weight:: 60512.035

Enzyme Details

3. UDP-glucuronosyltransferase 1-4

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate.
Gene Name:: UGT1A4
Uniprot ID:: P22310
Molecular weight:: 60024.535

Enzyme Details

4. UDP-glucuronosyltransferase 2B7

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Its unique specificity for 3,4-catechol estrogens and estriol suggests it may play an important role in regulating the level and activity of these potent and active estrogen metabolites. Is also active with androsterone, hyodeoxycholic acid and tetrachlorocatechol (in vitro).
Gene Name:: UGT2B7
Uniprot ID:: P16662
Molecular weight:: 60720.15

Enzyme Details

5. UDP-glucuronosyltransferase 2B15

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme displays activity toward several classes of xenobiotic substrates, including simple phenolic compounds, 7-hydroxylated coumarins, flavonoids, anthraquinones, and certain drugs and their hydroxylated metabolites. It also catalyzes the glucuronidation of endogenous estrogens and androgens.
Gene Name:: UGT2B15
Uniprot ID:: P54855
Molecular weight:: 61035.815

Enzyme Details

6. UDP-glucuronosyltransferase 2A1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDP-glucuronosyltransferases catalyze phase II biotransformation reactions in which lipophilic substrates are conjugated with glucuronic acid to increase water solubility and enhance excretion. They are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Active on odorants and seems to be involved in olfaction; it could help clear lipophilic odorant molecules from the sensory epithelium.
Gene Name:: UGT2A1
Uniprot ID:: Q9Y4X1
Molecular weight:: 60771.605

Enzyme Details

7. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Enzyme Details

8. UDP-glucuronosyltransferase 1-9

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform has specificity for phenols.
Gene Name:: UGT1A9
Uniprot ID:: O60656
Molecular weight:: 59940.495

Enzyme Details

9. UDP-glucuronosyltransferase 1-3

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.
Gene Name:: UGT1A3
Uniprot ID:: P35503
Molecular weight:: 60337.835

Enzyme Details

10. UDP-glucuronosyltransferase 2B17

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. The major substrates of this isozyme are eugenol > 4-methylumbelliferone > dihydrotestosterone (DHT) > androstane-3-alpha,17-beta-diol (3-alpha-diol) > testosterone > androsterone (ADT).
Gene Name:: UGT2B17
Uniprot ID:: O75795
Molecular weight:: 61094.915

Only showing the first 10 proteins. There are 18 proteins in total.

Show all enzymes and transporters

Showing metabocard for Isovalerylglucuronide (HMDB0002091)

MOL for HMDB0002091 (Isovalerylglucuronide)

3D MOL for HMDB0002091 (Isovalerylglucuronide)

3D SDF for HMDB0002091 (Isovalerylglucuronide)

3D-SDF for HMDB0002091 (Isovalerylglucuronide)

PDB for HMDB0002091 (Isovalerylglucuronide)

3D PDB for HMDB0002091 (Isovalerylglucuronide)

SMILES for HMDB0002091 (Isovalerylglucuronide)

INCHI for HMDB0002091 (Isovalerylglucuronide)

Structure for HMDB0002091 (Isovalerylglucuronide)

3D Structure for HMDB0002091 (Isovalerylglucuronide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes