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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:50:27 UTC

Update Date

2022-03-07 02:53:23 UTC

HMDB ID

HMDB0032552

Secondary Accession Numbers

HMDB32552

Metabolite Identification

Common Name

Vanillin 1,2-butylene glycol acetal

Description

Vanillin 1,2-butylene glycol acetal belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Based on a literature review a significant number of articles have been published on Vanillin 1,2-butylene glycol acetal.

Structure

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

HMDB0032552
     RDKit          3D
Vanillin 1,2-butylene glycol acetal
 32 33  0  0  0  0  0  0  0  0999 V2000
    3.8583   -1.6466   -1.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8882   -0.2707   -0.8643 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8298    0.3923   -0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757   -0.2622    0.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178    0.3813    0.7314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5751   -0.4219    1.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8672   -1.2469    0.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1173   -0.8617   -0.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8628   -2.0098   -1.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7557   -0.3242    0.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9101    0.5994    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6767    0.3418    1.3832 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229    1.7385    0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8822    2.4201    0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9323    1.7491   -0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0899    2.4217   -0.4223 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4607   -2.1569   -0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8924   -1.9914   -1.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2401   -1.8165   -2.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6096   -1.3178   -0.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3228   -1.0034    2.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9955   -0.0696   -1.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6541   -1.6426   -1.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1352   -2.5601   -1.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2139   -2.7467   -0.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1360   -1.1453    1.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7508   -0.0342    0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6414    1.3901   -0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2181    1.1157    1.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0904    2.2571    1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9952    3.4700    0.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2282    3.4007   -0.2907 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  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
  5 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15  3  1  0
 12  6  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
  9 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
M  END


  Mrv0541 05061306332D          

 16 17  0  0  0  0            999 V2000
    0.1298    2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    3.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2130   -1.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0401    0.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5251   -0.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8841   -0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2197    0.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895   -0.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3690   -1.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6744   -1.6491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0335   -1.8216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097    1.0206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9897    1.8053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  8  7  1  0  0  0  0
  9  4  1  0  0  0  0
  9  6  2  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  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14  3  1  0  0  0  0
 14 11  1  0  0  0  0
 15  7  1  0  0  0  0
 15 12  1  0  0  0  0
 16  8  1  0  0  0  0
 16 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032552

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(=C1)C1OC(C)C(C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C12H16O4/c1-7-8(2)16-12(15-7)9-4-5-10(13)11(6-9)14-3/h4-8,12-13H,1-3H3

> <INCHI_KEY>
JZJHVHUFPUYAJF-UHFFFAOYSA-N

> <FORMULA>
C12H16O4

> <MOLECULAR_WEIGHT>
224.253

> <EXACT_MASS>
224.104859

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
23.978350197904163

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(4,5-dimethyl-1,3-dioxolan-2-yl)-2-methoxyphenol

> <ALOGPS_LOGP>
1.55

> <JCHEM_LOGP>
2.328313633

> <ALOGPS_LOGS>
-2.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.87761393482714

> <JCHEM_PKA_STRONGEST_BASIC>
-4.020879922395214

> <JCHEM_POLAR_SURFACE_AREA>
47.92

> <JCHEM_REFRACTIVITY>
58.71890000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.10e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(4,5-dimethyl-1,3-dioxolan-2-yl)-2-methoxyphenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032552
     RDKit          3D
Vanillin 1,2-butylene glycol acetal
 32 33  0  0  0  0  0  0  0  0999 V2000
    3.8583   -1.6466   -1.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8882   -0.2707   -0.8643 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8298    0.3923   -0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757   -0.2622    0.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178    0.3813    0.7314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5751   -0.4219    1.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8672   -1.2469    0.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1173   -0.8617   -0.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8628   -2.0098   -1.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7557   -0.3242    0.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9101    0.5994    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6767    0.3418    1.3832 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229    1.7385    0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8822    2.4201    0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9323    1.7491   -0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0899    2.4217   -0.4223 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4607   -2.1569   -0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8924   -1.9914   -1.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2401   -1.8165   -2.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6096   -1.3178   -0.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3228   -1.0034    2.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9955   -0.0696   -1.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6541   -1.6426   -1.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1352   -2.5601   -1.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2139   -2.7467   -0.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1360   -1.1453    1.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7508   -0.0342    0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6414    1.3901   -0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2181    1.1157    1.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0904    2.2571    1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9952    3.4700    0.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2282    3.4007   -0.2907 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  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
  5 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15  3  1  0
 12  6  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
  9 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 16 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       0.242   3.846   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.468   5.815   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.264  -3.561   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.675   0.820   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.580  -0.426   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.517  -0.748   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.222   3.370   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.468   4.275   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.143   0.659   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.954  -1.833   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.422  -1.993   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.238   1.905   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -6.859  -3.078   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -3.796  -3.400   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.698   1.905   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -3.714   3.370   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3   14                                                            
CONECT    4    5    9                                                       
CONECT    5    4   10                                                       
CONECT    6    9   11                                                       
CONECT    7    1    8   15                                                  
CONECT    8    2    7   16                                                  
CONECT    9    4    6   12                                                  
CONECT   10    5   11   13                                                  
CONECT   11    6   10   14                                                  
CONECT   12    9   15   16                                                  
CONECT   13   10                                                            
CONECT   14    3   11                                                       
CONECT   15    7   12                                                       
CONECT   16    8   12                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0032552
HETATM    1  C1  UNL     1       3.858  -1.647  -1.123  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.888  -0.271  -0.864  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.830   0.392  -0.258  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.676  -0.262   0.130  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.618   0.381   0.731  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.575  -0.422   1.108  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.867  -1.247   0.032  1.00  0.00           O  
HETATM    8  C6  UNL     1      -2.117  -0.862  -0.451  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.863  -2.010  -1.054  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.756  -0.324   0.804  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.910   0.599   0.516  1.00  0.00           C  
HETATM   12  O3  UNL     1      -1.677   0.342   1.383  1.00  0.00           O  
HETATM   13  C10 UNL     1       0.723   1.738   0.953  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.882   2.420   0.568  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.932   1.749  -0.036  1.00  0.00           C  
HETATM   16  O4  UNL     1       4.090   2.422  -0.422  1.00  0.00           O  
HETATM   17  H1  UNL     1       3.461  -2.157  -0.226  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.892  -1.991  -1.371  1.00  0.00           H  
HETATM   19  H3  UNL     1       3.240  -1.817  -2.028  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.610  -1.318  -0.049  1.00  0.00           H  
HETATM   21  H5  UNL     1      -0.323  -1.003   2.016  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.996  -0.070  -1.216  1.00  0.00           H  
HETATM   23  H7  UNL     1      -3.654  -1.643  -1.733  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.135  -2.560  -1.718  1.00  0.00           H  
HETATM   25  H9  UNL     1      -3.214  -2.747  -0.318  1.00  0.00           H  
HETATM   26  H10 UNL     1      -3.136  -1.145   1.426  1.00  0.00           H  
HETATM   27  H11 UNL     1      -4.751  -0.034   0.162  1.00  0.00           H  
HETATM   28  H12 UNL     1      -3.641   1.390  -0.234  1.00  0.00           H  
HETATM   29  H13 UNL     1      -4.218   1.116   1.422  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.090   2.257   1.420  1.00  0.00           H  
HETATM   31  H15 UNL     1       1.995   3.470   0.725  1.00  0.00           H  
HETATM   32  H16 UNL     1       4.228   3.401  -0.291  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3
CONECT    3    4    4   15
CONECT    4    5   20
CONECT    5    6   13   13
CONECT    6    7   12   21
CONECT    7    8
CONECT    8    9   10   22
CONECT    9   23   24   25
CONECT   10   11   12   26
CONECT   11   27   28   29
CONECT   13   14   30
CONECT   14   15   15   31
CONECT   15   16
CONECT   16   32
END

HMDB0032552
     RDKit          3D
Vanillin 1,2-butylene glycol acetal
 32 33  0  0  0  0  0  0  0  0999 V2000
    3.8583   -1.6466   -1.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8882   -0.2707   -0.8643 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8298    0.3923   -0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757   -0.2622    0.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178    0.3813    0.7314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5751   -0.4219    1.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8672   -1.2469    0.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1173   -0.8617   -0.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8628   -2.0098   -1.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7557   -0.3242    0.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9101    0.5994    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6767    0.3418    1.3832 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229    1.7385    0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8822    2.4201    0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9323    1.7491   -0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0899    2.4217   -0.4223 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4607   -2.1569   -0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8924   -1.9914   -1.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2401   -1.8165   -2.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6096   -1.3178   -0.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3228   -1.0034    2.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9955   -0.0696   -1.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6541   -1.6426   -1.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1352   -2.5601   -1.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2139   -2.7467   -0.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1360   -1.1453    1.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7508   -0.0342    0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6414    1.3901   -0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2181    1.1157    1.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0904    2.2571    1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9952    3.4700    0.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2282    3.4007   -0.2907 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  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
  5 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15  3  1  0
 12  6  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
  9 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₂H₁₆O₄

Average Molecular Weight

224.253

Monoisotopic Molecular Weight

224.104859

IUPAC Name

4-(4,5-dimethyl-1,3-dioxolan-2-yl)-2-methoxyphenol

Traditional Name

4-(4,5-dimethyl-1,3-dioxolan-2-yl)-2-methoxyphenol

CAS Registry Number

63253-24-7

SMILES

COC1=C(O)C=CC(=C1)C1OC(C)C(C)O1

InChI Identifier

InChI=1S/C12H16O4/c1-7-8(2)16-12(15-7)9-4-5-10(13)11(6-9)14-3/h4-8,12-13H,1-3H3

InChI Key

JZJHVHUFPUYAJF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Meta-dioxolane
Acetal
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

Vanilla

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032552)
Cytoplasm (HMDB: HMDB0032552)

Source

Endogenous

Endogenous (HMDB: HMDB0032552)

Exogenous

Food

Food (HMDB: HMDB0032552)

Exogenous (HMDB: HMDB0032552)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	48.00 to 52.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	324.00 to 326.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	1688 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.580 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.1 g/L	ALOGPS
logP	1.55	ALOGPS
logP	2.33	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	9.88	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	47.92 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	58.72 m³·mol⁻¹	ChemAxon
Polarizability	23.98 Å³	ChemAxon
Number of Rings	2	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]+	151.743	31661259
DarkChem	[M-H]-	153.102	31661259
DeepCCS	[M+H]+	154.967	30932474
DeepCCS	[M-H]-	152.609	30932474
DeepCCS	[M-2H]-	186.03	30932474
DeepCCS	[M+Na]+	161.127	30932474
AllCCS	[M+H]+	152.2	32859911
AllCCS	[M+H-H2O]+	148.2	32859911
AllCCS	[M+NH4]+	155.9	32859911
AllCCS	[M+Na]+	157.0	32859911
AllCCS	[M-H]-	153.5	32859911
AllCCS	[M+Na-2H]-	153.8	32859911
AllCCS	[M+HCOO]-	154.2	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.	4.63 minutes	32390414
Predicted by Siyang on May 30, 2022	12.9657 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.22 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2049.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	348.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	155.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	178.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	127.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	588.0 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	613.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	70.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1096.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	434.2 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	1282.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	370.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	397.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	354.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	323.9 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	14.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Vanillin 1,2-butylene glycol acetal	COC1=C(O)C=CC(=C1)C1OC(C)C(C)O1	2930.4	Standard polar	33892256
Vanillin 1,2-butylene glycol acetal	COC1=C(O)C=CC(=C1)C1OC(C)C(C)O1	1674.4	Standard non polar	33892256
Vanillin 1,2-butylene glycol acetal	COC1=C(O)C=CC(=C1)C1OC(C)C(C)O1	1742.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Vanillin 1,2-butylene glycol acetal,1TMS,isomer #1	COC1=CC(C2OC(C)C(C)O2)=CC=C1O[Si](C)(C)C	1842.0	Semi standard non polar	33892256
Vanillin 1,2-butylene glycol acetal,1TBDMS,isomer #1	COC1=CC(C2OC(C)C(C)O2)=CC=C1O[Si](C)(C)C(C)(C)C	2089.4	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 1,2-butylene glycol acetal GC-MS (Non-derivatized) - 70eV, Positive	splash10-05dr-4920000000-46c7501dcce7592ec7c7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vanillin 1,2-butylene glycol acetal GC-MS (1 TMS) - 70eV, Positive	splash10-0khc-4290000000-ce3f9e7c0cacdd6d4a6a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vanillin 1,2-butylene glycol acetal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vanillin 1,2-butylene glycol acetal 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 - Vanillin 1,2-butylene glycol acetal 10V, Positive-QTOF	splash10-004i-1190000000-f621d07fea9a6907acea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 1,2-butylene glycol acetal 20V, Positive-QTOF	splash10-004i-3590000000-c2cb3110a6169ffbf2f2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 1,2-butylene glycol acetal 40V, Positive-QTOF	splash10-0kmr-6900000000-a5633bb35ff6e7e93091	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 1,2-butylene glycol acetal 10V, Negative-QTOF	splash10-00di-0190000000-cc2352de81bb57ad32a4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 1,2-butylene glycol acetal 20V, Negative-QTOF	splash10-00di-2590000000-b0cef09ddaa6c2430d93	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 1,2-butylene glycol acetal 40V, Negative-QTOF	splash10-056s-2900000000-bb109cd28fba76ea9417	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 1,2-butylene glycol acetal 10V, Positive-QTOF	splash10-004r-0960000000-9c047fbb1d433cbc23db	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 1,2-butylene glycol acetal 20V, Positive-QTOF	splash10-0kii-1900000000-9f6038492f9e76a222d2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 1,2-butylene glycol acetal 40V, Positive-QTOF	splash10-0a4r-4900000000-4e1fdbb9ee0a36d39805	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 1,2-butylene glycol acetal 10V, Negative-QTOF	splash10-00di-0090000000-257e1b163803efb18296	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 1,2-butylene glycol acetal 20V, Negative-QTOF	splash10-00dl-2930000000-abaa82f32acec97e3f97	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 1,2-butylene glycol acetal 40V, Negative-QTOF	splash10-0kml-8930000000-82c3f373afd28cf198bd	2021-09-24	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

FDB010448

KNApSAcK ID

Not Available

Chemspider ID

21106006

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57358374

PDB ID

Not Available

ChEBI ID

174151

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1581861

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for Vanillin 1,2-butylene glycol acetal (HMDB0032552)

MOL for HMDB0032552 (Vanillin 1,2-butylene glycol acetal)

3D MOL for HMDB0032552 (Vanillin 1,2-butylene glycol acetal)

3D SDF for HMDB0032552 (Vanillin 1,2-butylene glycol acetal)

3D-SDF for HMDB0032552 (Vanillin 1,2-butylene glycol acetal)

PDB for HMDB0032552 (Vanillin 1,2-butylene glycol acetal)

3D PDB for HMDB0032552 (Vanillin 1,2-butylene glycol acetal)

SMILES for HMDB0032552 (Vanillin 1,2-butylene glycol acetal)

INCHI for HMDB0032552 (Vanillin 1,2-butylene glycol acetal)

Structure for HMDB0032552 (Vanillin 1,2-butylene glycol acetal)

3D Structure for HMDB0032552 (Vanillin 1,2-butylene glycol acetal)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra