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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:56:36 UTC

Update Date

2022-03-07 02:55:27 UTC

HMDB ID

HMDB0037681

Secondary Accession Numbers

HMDB37681

Metabolite Identification

Common Name

Vanillin isobutyrate

Description

Vanillin isobutyrate belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. Vanillin isobutyrate is a sweet, caramel, and chocolate tasting compound. Based on a literature review very few articles have been published on Vanillin isobutyrate.

Structure

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

HMDB0037681
     RDKit          3D
Vanillin isobutyrate
 30 30  0  0  0  0  0  0  0  0999 V2000
   -1.4179    2.6609    0.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6731    1.4716    0.7768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3055    0.2964    0.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6722    0.3142    0.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3030   -0.8582   -0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7272   -0.8562   -0.3779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3325   -1.9046   -0.7082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5852   -2.0227   -0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2287   -2.0061   -0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5510   -0.8546    0.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8148   -0.8012    0.4962 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7512   -0.5245   -0.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3253   -0.3074   -1.6352 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2036   -0.4919   -0.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3698    0.5938    0.9428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0518   -0.0931   -1.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7482    3.4773    1.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8756    2.8749   -0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2405    2.4455    1.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2646    1.2319    0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3176    0.0427   -0.2672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147   -2.9156   -0.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6739   -2.9321   -0.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5662   -1.4660    0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2455    1.5842    0.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3105    0.4939    1.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4697    0.4814    1.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1324   -0.8660   -2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7064    0.8594   -1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0844    0.0721   -0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 10  3  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  6 21  1  0
  8 22  1  0
  9 23  1  0
 14 24  1  0
 15 25  1  0
 15 26  1  0
 15 27  1  0
 16 28  1  0
 16 29  1  0
 16 30  1  0
M  END


  Mrv0541 05061309572D          

 16 16  0  0  0  0            999 V2000
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  8  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  4  1  0  0  0  0
  9  6  2  0  0  0  0
  9  7  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  1  0  0  0  0
 13  7  2  0  0  0  0
 14 12  2  0  0  0  0
 15  3  1  0  0  0  0
 15 11  1  0  0  0  0
 16 10  1  0  0  0  0
 16 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037681

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC(=O)C(C)C)C=CC(C=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H14O4/c1-8(2)12(14)16-10-5-4-9(7-13)6-11(10)15-3/h4-8H,1-3H3

> <INCHI_KEY>
BGKAKRUFBSTALK-UHFFFAOYSA-N

> <FORMULA>
C12H14O4

> <MOLECULAR_WEIGHT>
222.2372

> <EXACT_MASS>
222.089208936

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
23.137323568914773

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-formyl-2-methoxyphenyl 2-methylpropanoate

> <ALOGPS_LOGP>
2.25

> <JCHEM_LOGP>
2.3788599946666666

> <ALOGPS_LOGS>
-2.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.905148171833265

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
59.439000000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.23e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-formyl-2-methoxyphenyl 2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037681
     RDKit          3D
Vanillin isobutyrate
 30 30  0  0  0  0  0  0  0  0999 V2000
   -1.4179    2.6609    0.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6731    1.4716    0.7768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3055    0.2964    0.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6722    0.3142    0.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3030   -0.8582   -0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7272   -0.8562   -0.3779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3325   -1.9046   -0.7082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5852   -2.0227   -0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2287   -2.0061   -0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5510   -0.8546    0.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8148   -0.8012    0.4962 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7512   -0.5245   -0.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3253   -0.3074   -1.6352 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2036   -0.4919   -0.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3698    0.5938    0.9428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0518   -0.0931   -1.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7482    3.4773    1.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8756    2.8749   -0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2405    2.4455    1.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2646    1.2319    0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3176    0.0427   -0.2672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147   -2.9156   -0.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6739   -2.9321   -0.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5662   -1.4660    0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2455    1.5842    0.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3105    0.4939    1.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4697    0.4814    1.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1324   -0.8660   -2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7064    0.8594   -1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0844    0.0721   -0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 10  3  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  6 21  1  0
  8 22  1  0
  9 23  1  0
 14 24  1  0
 15 25  1  0
 15 26  1  0
 15 27  1  0
 16 28  1  0
 16 29  1  0
 16 30  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       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    8                                                            
CONECT    3   15                                                            
CONECT    4    5    9                                                       
CONECT    5    4   10                                                       
CONECT    6    9   11                                                       
CONECT    7    9   13                                                       
CONECT    8    1    2   12                                                  
CONECT    9    4    6    7                                                  
CONECT   10    5   11   16                                                  
CONECT   11    6   10   15                                                  
CONECT   12    8   14   16                                                  
CONECT   13    7                                                            
CONECT   14   12                                                            
CONECT   15    3   11                                                       
CONECT   16   10   12                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0037681
HETATM    1  C1  UNL     1      -1.418   2.661   0.929  1.00  0.00           C  
HETATM    2  O1  UNL     1      -0.673   1.472   0.777  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.306   0.296   0.414  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.672   0.314   0.205  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.303  -0.858  -0.157  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.727  -0.856  -0.378  1.00  0.00           C  
HETATM    7  O2  UNL     1      -5.332  -1.905  -0.708  1.00  0.00           O  
HETATM    8  C6  UNL     1      -2.585  -2.023  -0.308  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.229  -2.006  -0.093  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.551  -0.855   0.272  1.00  0.00           C  
HETATM   11  O3  UNL     1       0.815  -0.801   0.496  1.00  0.00           O  
HETATM   12  C9  UNL     1       1.751  -0.524  -0.472  1.00  0.00           C  
HETATM   13  O4  UNL     1       1.325  -0.307  -1.635  1.00  0.00           O  
HETATM   14  C10 UNL     1       3.204  -0.492  -0.120  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.370   0.594   0.943  1.00  0.00           C  
HETATM   16  C12 UNL     1       4.052  -0.093  -1.289  1.00  0.00           C  
HETATM   17  H1  UNL     1      -0.748   3.477   1.260  1.00  0.00           H  
HETATM   18  H2  UNL     1      -1.876   2.875  -0.071  1.00  0.00           H  
HETATM   19  H3  UNL     1      -2.240   2.446   1.628  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.265   1.232   0.320  1.00  0.00           H  
HETATM   21  H5  UNL     1      -5.318   0.043  -0.267  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.115  -2.916  -0.591  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.674  -2.932  -0.215  1.00  0.00           H  
HETATM   24  H8  UNL     1       3.566  -1.466   0.249  1.00  0.00           H  
HETATM   25  H9  UNL     1       3.245   1.584   0.445  1.00  0.00           H  
HETATM   26  H10 UNL     1       4.310   0.494   1.486  1.00  0.00           H  
HETATM   27  H11 UNL     1       2.470   0.481   1.609  1.00  0.00           H  
HETATM   28  H12 UNL     1       4.132  -0.866  -2.071  1.00  0.00           H  
HETATM   29  H13 UNL     1       3.706   0.859  -1.752  1.00  0.00           H  
HETATM   30  H14 UNL     1       5.084   0.072  -0.906  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3
CONECT    3    4    4   10
CONECT    4    5   20
CONECT    5    6    8    8
CONECT    6    7    7   21
CONECT    8    9   22
CONECT    9   10   10   23
CONECT   10   11
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   16   24
CONECT   15   25   26   27
CONECT   16   28   29   30
END

HMDB0037681
     RDKit          3D
Vanillin isobutyrate
 30 30  0  0  0  0  0  0  0  0999 V2000
   -1.4179    2.6609    0.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6731    1.4716    0.7768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3055    0.2964    0.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6722    0.3142    0.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3030   -0.8582   -0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7272   -0.8562   -0.3779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3325   -1.9046   -0.7082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5852   -2.0227   -0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2287   -2.0061   -0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5510   -0.8546    0.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8148   -0.8012    0.4962 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7512   -0.5245   -0.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3253   -0.3074   -1.6352 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2036   -0.4919   -0.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3698    0.5938    0.9428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0518   -0.0931   -1.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7482    3.4773    1.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8756    2.8749   -0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2405    2.4455    1.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2646    1.2319    0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3176    0.0427   -0.2672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147   -2.9156   -0.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6739   -2.9321   -0.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5662   -1.4660    0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2455    1.5842    0.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3105    0.4939    1.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4697    0.4814    1.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1324   -0.8660   -2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7064    0.8594   -1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0844    0.0721   -0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 10  3  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  6 21  1  0
  8 22  1  0
  9 23  1  0
 14 24  1  0
 15 25  1  0
 15 26  1  0
 15 27  1  0
 16 28  1  0
 16 29  1  0
 16 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Vanillin isobutyric acid	Generator
FEMA 3754	HMDB
Isobutavan	HMDB
4-Formyl-2-methoxyphenyl 2-methylpropanoic acid	Generator

Chemical Formula

C₁₂H₁₄O₄

Average Molecular Weight

222.2372

Monoisotopic Molecular Weight

222.089208936

IUPAC Name

4-formyl-2-methoxyphenyl 2-methylpropanoate

Traditional Name

4-formyl-2-methoxyphenyl 2-methylpropanoate

CAS Registry Number

20665-85-4

SMILES

COC1=C(OC(=O)C(C)C)C=CC(C=O)=C1

InChI Identifier

InChI=1S/C12H14O4/c1-8(2)12(14)16-10-5-4-9(7-13)6-11(10)15-3/h4-8H,1-3H3

InChI Key

BGKAKRUFBSTALK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol esters

Sub Class

Not Available

Direct Parent

Phenol esters

Alternative Parents

Substituents

Phenol ester
Phenoxy compound
Anisole
Benzaldehyde
Methoxybenzene
Phenol ether
Benzoyl
Alkyl aryl ether
Aryl-aldehyde
Monocyclic benzene moiety
Carboxylic acid ester
Ether
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carbonyl group
Organooxygen compound
Aldehyde
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Taste

Sweet

Odor

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0037681)
Cytoplasm (HMDB: HMDB0037681)

Source

Exogenous

Exogenous (HMDB: HMDB0037681)

Food

Food (HMDB: HMDB0037681)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0037681)

Biological role

Nutrient (HMDB: HMDB0037681)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	165.00 to 166.00 °C. @ 2.00 mm Hg	The Good Scents Company Information System
Water Solubility	0	The Good Scents Company Information System
LogP	1.980 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.42 g/L	ALOGPS
logP	2.25	ALOGPS
logP	2.38	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	59.44 m³·mol⁻¹	ChemAxon
Polarizability	23.14 Å³	ChemAxon
Number of Rings	1	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]+	151.876	31661259
DarkChem	[M-H]-	151.919	31661259
DeepCCS	[M+H]+	152.543	30932474
DeepCCS	[M-H]-	150.185	30932474
DeepCCS	[M-2H]-	183.181	30932474
DeepCCS	[M+Na]+	158.636	30932474
AllCCS	[M+H]+	149.2	32859911
AllCCS	[M+H-H2O]+	145.5	32859911
AllCCS	[M+NH4]+	152.8	32859911
AllCCS	[M+Na]+	153.8	32859911
AllCCS	[M-H]-	151.8	32859911
AllCCS	[M+Na-2H]-	152.2	32859911
AllCCS	[M+HCOO]-	152.7	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.	5.48 minutes	32390414
Predicted by Siyang on May 30, 2022	14.7281 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.03 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2059.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	450.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	161.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	242.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	96.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	561.4 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	704.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	126.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1149.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	447.8 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	1448.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	373.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	419.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	441.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	479.4 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	58.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Vanillin isobutyrate	COC1=C(OC(=O)C(C)C)C=CC(C=O)=C1	2680.8	Standard polar	33892256
Vanillin isobutyrate	COC1=C(OC(=O)C(C)C)C=CC(C=O)=C1	1705.1	Standard non polar	33892256
Vanillin isobutyrate	COC1=C(OC(=O)C(C)C)C=CC(C=O)=C1	1703.0	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 - Vanillin isobutyrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fdo-8910000000-2d7cfa83307798d0afbf	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vanillin isobutyrate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vanillin isobutyrate 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Vanillin isobutyrate 30V, Positive-QTOF	splash10-004i-0900000000-e14af552e9b8db2e9364	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Vanillin isobutyrate 15V, Positive-QTOF	splash10-014i-9000000000-ed8d9d8c1adcba78ab3e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Vanillin isobutyrate 45V, Positive-QTOF	splash10-00ou-9800000000-3e69e882204361a9a257	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Vanillin isobutyrate 60V, Positive-QTOF	splash10-00bc-3900000000-20330bc7cb80b4cf2ef2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Vanillin isobutyrate 30V, Negative-QTOF	splash10-00di-0900000000-1a1e3d54f88fd157a5de	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Vanillin isobutyrate 15V, Negative-QTOF	splash10-00di-0910000000-70714079ed7e95d6ef74	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Vanillin isobutyrate 75V, Positive-QTOF	splash10-0umj-5900000000-82639734b79004580e2b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Vanillin isobutyrate 90V, Positive-QTOF	splash10-0udj-7900000000-a0eea15924ac087b77f8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Vanillin isobutyrate 90V, Negative-QTOF	splash10-004i-9200000000-bab0e6b59be9a589fdf8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Vanillin isobutyrate 75V, Negative-QTOF	splash10-00b9-9700000000-2002a92aa776f731f547	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Vanillin isobutyrate 45V, Negative-QTOF	splash10-00di-0900000000-3a6c7d7f9113fed59174	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Vanillin isobutyrate 60V, Negative-QTOF	splash10-00di-3900000000-a00fe976c698b4ed6325	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin isobutyrate 10V, Positive-QTOF	splash10-00di-4290000000-5ab713e0abcc3537b105	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin isobutyrate 20V, Positive-QTOF	splash10-00dl-9220000000-bf4860b04da09072ce68	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin isobutyrate 40V, Positive-QTOF	splash10-05fu-9200000000-e1d19d9c5fa12d20d89d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin isobutyrate 10V, Negative-QTOF	splash10-00di-0190000000-04c60ba217267f440811	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin isobutyrate 20V, Negative-QTOF	splash10-00di-3890000000-5182553d6b920ad8598c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin isobutyrate 40V, Negative-QTOF	splash10-014r-9600000000-b70b1735f77e1b1a194e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin isobutyrate 10V, Negative-QTOF	splash10-00dr-8090000000-4152470ffe84d9eca4c8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin isobutyrate 20V, Negative-QTOF	splash10-000i-9740000000-6b680ec6779d356e92b8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin isobutyrate 40V, Negative-QTOF	splash10-014r-9230000000-a17cfa7b37261c0463db	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin isobutyrate 10V, Positive-QTOF	splash10-00di-1190000000-a0add6e6a2add28948c5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin isobutyrate 20V, Positive-QTOF	splash10-05fu-9660000000-81e2f89e6192568e3bc4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin isobutyrate 40V, Positive-QTOF	splash10-0f6x-9600000000-82f6a1d940d36f040b68	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB016808

KNApSAcK ID

Not Available

Chemspider ID

470078

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

539829

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1024071

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Vanillin isobutyrate (HMDB0037681)

MOL for HMDB0037681 (Vanillin isobutyrate)

3D MOL for HMDB0037681 (Vanillin isobutyrate)

3D SDF for HMDB0037681 (Vanillin isobutyrate)

3D-SDF for HMDB0037681 (Vanillin isobutyrate)

PDB for HMDB0037681 (Vanillin isobutyrate)

3D PDB for HMDB0037681 (Vanillin isobutyrate)

SMILES for HMDB0037681 (Vanillin isobutyrate)

INCHI for HMDB0037681 (Vanillin isobutyrate)

Structure for HMDB0037681 (Vanillin isobutyrate)

3D Structure for HMDB0037681 (Vanillin isobutyrate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra