Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:43:45 UTC

Update Date

2023-02-21 17:20:42 UTC

HMDB ID

HMDB0031510

Secondary Accession Numbers

HMDB31510

Metabolite Identification

Common Name

R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl

Description

R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl, also known as Alpha-isovaleroxyisovaleric acid or α-isovaleroxyisovalerate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review a small amount of articles have been published on R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl.

Structure

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

HMDB0031510
     RDKit          3D
R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl
 32 31  0  0  0  0  0  0  0  0999 V2000
    3.7532    0.7051    0.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0882   -0.2878   -0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888   -1.3340   -1.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9055   -0.9783   -0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8683   -0.0219    0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0958    0.9851    1.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4339   -0.2191   -0.0390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4923    0.6237    0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0559    1.2188   -0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5297    0.9160   -2.0615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1351    2.0878   -0.9370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5938   -0.1915    0.9313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7623    0.6904    1.3190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0629   -1.3148    0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3232    1.7354    0.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6500    0.4855    1.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8442    0.8280   -0.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6826    0.2881   -1.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5866   -1.0546   -2.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6328   -2.3357   -1.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9088   -1.4573   -0.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2703   -1.5028    0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4684   -1.6875   -0.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2254    1.4746    0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9089    3.0810   -1.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2067   -0.6142    1.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4053    1.7572    1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1692    0.4195    2.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5939    0.6183    0.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1660   -1.2970    0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7832   -2.3222    0.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6420   -1.2960   -0.9649 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  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  8 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
M  END


  Mrv0541 05061305582D          

 14 13  0  0  0  0            999 V2000
   -2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  6  2  1  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  7  1  0  0  0  0
 10  9  1  0  0  0  0
 11  8  2  0  0  0  0
 12 10  2  0  0  0  0
 13 10  1  0  0  0  0
 14  8  1  0  0  0  0
 14  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031510

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(=O)OC(C(C)C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O4/c1-6(2)5-8(11)14-9(7(3)4)10(12)13/h6-7,9H,5H2,1-4H3,(H,12,13)

> <INCHI_KEY>
SOJFCTIYHPWXGZ-UHFFFAOYSA-N

> <FORMULA>
C10H18O4

> <MOLECULAR_WEIGHT>
202.2475

> <EXACT_MASS>
202.120509064

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
21.670314423829655

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl-2-[(3-methylbutanoyl)oxy]butanoic acid

> <ALOGPS_LOGP>
2.03

> <JCHEM_LOGP>
2.2889147220000003

> <ALOGPS_LOGS>
-1.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.14665434870142

> <JCHEM_PKA_STRONGEST_BASIC>
-7.069177331031392

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
50.76340000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.43e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-2-[(3-methylbutanoyl)oxy]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031510
     RDKit          3D
R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl
 32 31  0  0  0  0  0  0  0  0999 V2000
    3.7532    0.7051    0.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0882   -0.2878   -0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888   -1.3340   -1.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9055   -0.9783   -0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8683   -0.0219    0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0958    0.9851    1.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4339   -0.2191   -0.0390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4923    0.6237    0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0559    1.2188   -0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5297    0.9160   -2.0615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1351    2.0878   -0.9370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5938   -0.1915    0.9313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7623    0.6904    1.3190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0629   -1.3148    0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3232    1.7354    0.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6500    0.4855    1.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8442    0.8280   -0.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6826    0.2881   -1.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5866   -1.0546   -2.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6328   -2.3357   -1.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9088   -1.4573   -0.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2703   -1.5028    0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4684   -1.6875   -0.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2254    1.4746    0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9089    3.0810   -1.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2067   -0.6142    1.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4053    1.7572    1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1692    0.4195    2.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5939    0.6183    0.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1660   -1.2970    0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7832   -2.3222    0.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6420   -1.2960   -0.9649 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  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  8 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -4.620   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.310   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540  -2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.310   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.080   2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.000   2.667   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       1.540   2.667   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       3.850   1.334   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    6                                                            
CONECT    3    7                                                            
CONECT    4    7                                                            
CONECT    5    6    8                                                       
CONECT    6    1    2    5                                                  
CONECT    7    3    4    9                                                  
CONECT    8    5   11   14                                                  
CONECT    9    7   10   14                                                  
CONECT   10    9   12   13                                                  
CONECT   11    8                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
CONECT   14    8    9                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    HMDB0031510
HETATM    1  C1  UNL     1       3.753   0.705   0.204  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.088  -0.288  -0.692  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.089  -1.334  -1.136  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.905  -0.978  -0.035  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.868  -0.022   0.375  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.096   0.985   1.095  1.00  0.00           O  
HETATM    7  O2  UNL     1      -0.434  -0.219  -0.039  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.492   0.624   0.293  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.056   1.219  -0.958  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.530   0.916  -2.061  1.00  0.00           O  
HETATM   11  O4  UNL     1      -3.135   2.088  -0.937  1.00  0.00           O  
HETATM   12  C8  UNL     1      -2.594  -0.191   0.931  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.762   0.690   1.319  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.063  -1.315   0.072  1.00  0.00           C  
HETATM   15  H1  UNL     1       3.323   1.735   0.058  1.00  0.00           H  
HETATM   16  H2  UNL     1       3.650   0.485   1.272  1.00  0.00           H  
HETATM   17  H3  UNL     1       4.844   0.828  -0.032  1.00  0.00           H  
HETATM   18  H4  UNL     1       2.683   0.288  -1.568  1.00  0.00           H  
HETATM   19  H5  UNL     1       4.587  -1.055  -2.095  1.00  0.00           H  
HETATM   20  H6  UNL     1       3.633  -2.336  -1.261  1.00  0.00           H  
HETATM   21  H7  UNL     1       4.909  -1.457  -0.391  1.00  0.00           H  
HETATM   22  H8  UNL     1       2.270  -1.503   0.892  1.00  0.00           H  
HETATM   23  H9  UNL     1       1.468  -1.687  -0.753  1.00  0.00           H  
HETATM   24  H10 UNL     1      -1.225   1.475   0.951  1.00  0.00           H  
HETATM   25  H11 UNL     1      -2.909   3.081  -1.009  1.00  0.00           H  
HETATM   26  H12 UNL     1      -2.207  -0.614   1.884  1.00  0.00           H  
HETATM   27  H13 UNL     1      -3.405   1.757   1.328  1.00  0.00           H  
HETATM   28  H14 UNL     1      -4.169   0.420   2.315  1.00  0.00           H  
HETATM   29  H15 UNL     1      -4.594   0.618   0.593  1.00  0.00           H  
HETATM   30  H16 UNL     1      -4.166  -1.297   0.028  1.00  0.00           H  
HETATM   31  H17 UNL     1      -2.783  -2.322   0.481  1.00  0.00           H  
HETATM   32  H18 UNL     1      -2.642  -1.296  -0.965  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    4   18
CONECT    3   19   20   21
CONECT    4    5   22   23
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   12   24
CONECT    9   10   10   11
CONECT   11   25
CONECT   12   13   14   26
CONECT   13   27   28   29
CONECT   14   30   31   32
END

HMDB0031510
     RDKit          3D
R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl
 32 31  0  0  0  0  0  0  0  0999 V2000
    3.7532    0.7051    0.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0882   -0.2878   -0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888   -1.3340   -1.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9055   -0.9783   -0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8683   -0.0219    0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0958    0.9851    1.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4339   -0.2191   -0.0390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4923    0.6237    0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0559    1.2188   -0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5297    0.9160   -2.0615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1351    2.0878   -0.9370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5938   -0.1915    0.9313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7623    0.6904    1.3190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0629   -1.3148    0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3232    1.7354    0.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6500    0.4855    1.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8442    0.8280   -0.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6826    0.2881   -1.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5866   -1.0546   -2.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6328   -2.3357   -1.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9088   -1.4573   -0.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2703   -1.5028    0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4684   -1.6875   -0.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2254    1.4746    0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9089    3.0810   -1.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2067   -0.6142    1.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4053    1.7572    1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1692    0.4195    2.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5939    0.6183    0.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1660   -1.2970    0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7832   -2.3222    0.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6420   -1.2960   -0.9649 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  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  8 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
R-2-Hydroxy-3-methylbutanoate 3-methylbutanoyl	Generator
Alpha-Isovaleroxyisovaleric acid	HMDB
a-Isovaleroxyisovalerate	HMDB
a-Isovaleroxyisovaleric acid	HMDB
alpha-Isovaleroxyisovalerate	HMDB
Α-isovaleroxyisovalerate	HMDB
Α-isovaleroxyisovaleric acid	HMDB

Chemical Formula

C₁₀H₁₈O₄

Average Molecular Weight

202.2475

Monoisotopic Molecular Weight

202.120509064

IUPAC Name

3-methyl-2-[(3-methylbutanoyl)oxy]butanoic acid

Traditional Name

3-methyl-2-[(3-methylbutanoyl)oxy]butanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)OC(C(C)C)C(O)=O

InChI Identifier

InChI=1S/C10H18O4/c1-6(2)5-8(11)14-9(7(3)4)10(12)13/h6-7,9H,5H2,1-4H3,(H,12,13)

InChI Key

SOJFCTIYHPWXGZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Methyl-branched fatty acid
Fatty acid ester
Branched fatty acid
Dicarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0031510)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031510)

Source

Endogenous

Endogenous (HMDB: HMDB0031510)

Plant

Plant (HMDB: HMDB0031510)

Animal

Animal (HMDB: HMDB0031510)

Exogenous

Food

Food (HMDB: HMDB0031510)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0031510)

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0031510)

Cellular process

Cell signaling (HMDB: HMDB0031510)

Biochemical process

Lipid transport (HMDB: HMDB0031510)

Role

Biological role

Energy storage (HMDB: HMDB0031510)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031510)

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
Water Solubility	3.43 g/L	ALOGPS
logP	2.03	ALOGPS
logP	2.29	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	4.15	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	50.76 m³·mol⁻¹	ChemAxon
Polarizability	21.67 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	147.967	31661259
DarkChem	[M-H]-	145.898	31661259
DeepCCS	[M+H]+	150.362	30932474
DeepCCS	[M-H]-	146.534	30932474
DeepCCS	[M-2H]-	183.929	30932474
DeepCCS	[M+Na]+	159.593	30932474
AllCCS	[M+H]+	146.9	32859911
AllCCS	[M+H-H2O]+	143.4	32859911
AllCCS	[M+NH4]+	150.1	32859911
AllCCS	[M+Na]+	151.0	32859911
AllCCS	[M-H]-	147.0	32859911
AllCCS	[M+Na-2H]-	148.4	32859911
AllCCS	[M+HCOO]-	150.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl	CC(C)CC(=O)OC(C(C)C)C(O)=O	2312.7	Standard polar	33892256
R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl	CC(C)CC(=O)OC(C(C)C)C(O)=O	1352.5	Standard non polar	33892256
R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl	CC(C)CC(=O)OC(C(C)C)C(O)=O	1379.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl,1TMS,isomer #1	CC(C)CC(=O)OC(C(=O)O[Si](C)(C)C)C(C)C	1416.0	Semi standard non polar	33892256
R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl,1TBDMS,isomer #1	CC(C)CC(=O)OC(C(=O)O[Si](C)(C)C(C)(C)C)C(C)C	1628.9	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 - R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl GC-MS (Non-derivatized) - 70eV, Positive	splash10-0k9f-9300000000-54724501c89bebe0652c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl GC-MS (1 TMS) - 70eV, Positive	splash10-052r-9210000000-e8de0e1bb0e994365216	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl 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 - R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl 10V, Positive-QTOF	splash10-0udr-6960000000-e70cadbfcc003a566fef	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl 20V, Positive-QTOF	splash10-052o-9300000000-a3f6d9dec6a482c67d7c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl 40V, Positive-QTOF	splash10-052f-9100000000-e318bf9037b995242cc6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl 10V, Negative-QTOF	splash10-0udi-4790000000-3e83e56ee5693f8682f8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl 20V, Negative-QTOF	splash10-1000-8910000000-f8f2a62265dfe798cd65	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl 40V, Negative-QTOF	splash10-0kn9-9200000000-cfec3f9dad5c15c00f06	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl 10V, Negative-QTOF	splash10-0gb9-2960000000-7049b0c6ee9191736b0d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl 20V, Negative-QTOF	splash10-014i-6900000000-ef1dc5e7715ffb65b63f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl 40V, Negative-QTOF	splash10-014l-9000000000-c65afeccd8313ff87c07	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl 10V, Positive-QTOF	splash10-0k9i-9620000000-c0126027e1380169325c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl 20V, Positive-QTOF	splash10-0pb9-9200000000-260c1bfde73e70a72771	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl 40V, Positive-QTOF	splash10-052f-9000000000-c8a2dc9af3c5391165f9	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008101

KNApSAcK ID

Not Available

Chemspider ID

28505508

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22922043

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl (HMDB0031510)

MOL for HMDB0031510 (R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl)

3D MOL for HMDB0031510 (R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl)

3D SDF for HMDB0031510 (R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl)

3D-SDF for HMDB0031510 (R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl)

PDB for HMDB0031510 (R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl)

3D PDB for HMDB0031510 (R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl)

SMILES for HMDB0031510 (R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl)

INCHI for HMDB0031510 (R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl)

Structure for HMDB0031510 (R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl)

3D Structure for HMDB0031510 (R-2-Hydroxy-3-methylbutanoic acid 3-Methylbutanoyl)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra