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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:31:54 UTC

Update Date

2022-03-07 02:52:14 UTC

HMDB ID

HMDB0029664

Secondary Accession Numbers

HMDB29664

Metabolite Identification

Common Name

Vanilloside

Description

Vanilloside belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Vanilloside is a very mild, bitter, and vanilla tasting compound. Vanilloside has been detected, but not quantified in, a few different foods, such as breakfast cereal, cereals and cereal products, and oats (Avena sativa). This could make vanilloside a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Vanilloside.

Structure

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

HMDB0029664
     RDKit          3D
Vanilloside
 40 41  0  0  0  0  0  0  0  0999 V2000
    4.0443    1.2599   -2.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8359    0.8744   -1.3680 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    0.0966   -0.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0496   -0.3189    0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0831   -1.0982    1.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3427   -1.5433    2.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4570   -1.2604    1.5708 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8639   -1.4239    2.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696   -1.0052    1.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6317   -0.2317    0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4621    0.2150   -0.2476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8376   -0.0150    0.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6122   -0.6542   -0.8258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9186   -0.7646   -0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6734   -1.8577   -1.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9839   -1.9478   -0.6482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6305    0.5560   -0.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3445    0.6747   -1.6718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5735    1.6412   -0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0997    2.8830   -0.2306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4609    1.3447    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9368    1.4043    1.7950 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7810    1.6142   -1.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8366    2.0393   -2.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4267    0.3547   -2.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0190   -0.0636   -0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3025   -2.1427    2.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9082   -2.0365    2.9351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7324   -1.2911    1.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -0.6252    1.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8756   -1.0734    0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2057   -2.8401   -0.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7120   -1.5818   -2.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0711   -1.7302    0.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3450    0.6814    0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6776    0.4517   -2.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018    1.6646   -1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5282    3.2141   -1.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7251    2.1692    0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0271    2.3666    2.0323 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  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 10  3  1  0
 21 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
M  END


  Mrv0541 05061304502D          

 22 23  0  0  0  0            999 V2000
    3.5724    4.5375    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
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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    7.0125    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
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  7  2  1  0  0  0  0
  7  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
  9  8  2  0  0  0  0
 10  6  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15  5  2  0  0  0  0
 16  6  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20  1  1  0  0  0  0
 20  9  1  0  0  0  0
 21  8  1  0  0  0  0
 21 14  1  0  0  0  0
 22 10  1  0  0  0  0
 22 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029664

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC2OC(CO)C(O)C(O)C2O)C=CC(C=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O8/c1-20-9-4-7(5-15)2-3-8(9)21-14-13(19)12(18)11(17)10(6-16)22-14/h2-5,10-14,16-19H,6H2,1H3

> <INCHI_KEY>
LPRNQMUKVDHCFX-UHFFFAOYSA-N

> <FORMULA>
C14H18O8

> <MOLECULAR_WEIGHT>
314.2879

> <EXACT_MASS>
314.100167552

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
30.06392909021999

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methoxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzaldehyde

> <ALOGPS_LOGP>
-0.95

> <JCHEM_LOGP>
-1.04355652

> <ALOGPS_LOGS>
-1.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.196043728315104

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.200014896758374

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923549072026

> <JCHEM_POLAR_SURFACE_AREA>
125.68000000000002

> <JCHEM_REFRACTIVITY>
73.2305

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glucovanillin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029664
     RDKit          3D
Vanilloside
 40 41  0  0  0  0  0  0  0  0999 V2000
    4.0443    1.2599   -2.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8359    0.8744   -1.3680 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    0.0966   -0.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0496   -0.3189    0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0831   -1.0982    1.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3427   -1.5433    2.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4570   -1.2604    1.5708 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8639   -1.4239    2.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696   -1.0052    1.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6317   -0.2317    0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4621    0.2150   -0.2476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8376   -0.0150    0.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6122   -0.6542   -0.8258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9186   -0.7646   -0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6734   -1.8577   -1.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9839   -1.9478   -0.6482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6305    0.5560   -0.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3445    0.6747   -1.6718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5735    1.6412   -0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0997    2.8830   -0.2306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4609    1.3447    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9368    1.4043    1.7950 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7810    1.6142   -1.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8366    2.0393   -2.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4267    0.3547   -2.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0190   -0.0636   -0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3025   -2.1427    2.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9082   -2.0365    2.9351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7324   -1.2911    1.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -0.6252    1.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8756   -1.0734    0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2057   -2.8401   -0.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7120   -1.5818   -2.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0711   -1.7302    0.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3450    0.6814    0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6776    0.4517   -2.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018    1.6646   -1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5282    3.2141   -1.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7251    2.1692    0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0271    2.3666    2.0323 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  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 10  3  1  0
 21 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  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       6.668   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       0.000  13.860   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.334  11.550   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.668   6.930   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.001   8.470   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.667  10.780   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2    3    7                                                       
CONECT    3    2    8                                                       
CONECT    4    7    9                                                       
CONECT    5    7   15                                                       
CONECT    6   10   16                                                       
CONECT    7    2    4    5                                                  
CONECT    8    3    9   21                                                  
CONECT    9    4    8   20                                                  
CONECT   10    6   11   22                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13   21   22                                                  
CONECT   15    5                                                            
CONECT   16    6                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19   13                                                            
CONECT   20    1    9                                                       
CONECT   21    8   14                                                       
CONECT   22   10   14                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0029664
HETATM    1  C1  UNL     1       4.044   1.260  -2.012  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.836   0.874  -1.368  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.857   0.097  -0.218  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.050  -0.319   0.324  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.083  -1.098   1.475  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.343  -1.543   2.057  1.00  0.00           C  
HETATM    7  O2  UNL     1       6.457  -1.260   1.571  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.864  -1.424   2.031  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.670  -1.005   1.484  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.632  -0.232   0.342  1.00  0.00           C  
HETATM   11  O3  UNL     1       0.462   0.215  -0.248  1.00  0.00           O  
HETATM   12  C9  UNL     1      -0.838  -0.015   0.172  1.00  0.00           C  
HETATM   13  O4  UNL     1      -1.612  -0.654  -0.826  1.00  0.00           O  
HETATM   14  C10 UNL     1      -2.919  -0.765  -0.383  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.673  -1.858  -1.112  1.00  0.00           C  
HETATM   16  O5  UNL     1      -4.984  -1.948  -0.648  1.00  0.00           O  
HETATM   17  C12 UNL     1      -3.631   0.556  -0.461  1.00  0.00           C  
HETATM   18  O6  UNL     1      -4.345   0.675  -1.672  1.00  0.00           O  
HETATM   19  C13 UNL     1      -2.573   1.641  -0.495  1.00  0.00           C  
HETATM   20  O7  UNL     1      -3.100   2.883  -0.231  1.00  0.00           O  
HETATM   21  C14 UNL     1      -1.461   1.345   0.497  1.00  0.00           C  
HETATM   22  O8  UNL     1      -1.937   1.404   1.795  1.00  0.00           O  
HETATM   23  H1  UNL     1       4.781   1.614  -1.248  1.00  0.00           H  
HETATM   24  H2  UNL     1       3.837   2.039  -2.764  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.427   0.355  -2.528  1.00  0.00           H  
HETATM   26  H4  UNL     1       5.019  -0.064  -0.113  1.00  0.00           H  
HETATM   27  H5  UNL     1       5.303  -2.143   2.947  1.00  0.00           H  
HETATM   28  H6  UNL     1       2.908  -2.037   2.935  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.732  -1.291   1.965  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.962  -0.625   1.083  1.00  0.00           H  
HETATM   31  H9  UNL     1      -2.876  -1.073   0.697  1.00  0.00           H  
HETATM   32  H10 UNL     1      -3.206  -2.840  -0.995  1.00  0.00           H  
HETATM   33  H11 UNL     1      -3.712  -1.582  -2.192  1.00  0.00           H  
HETATM   34  H12 UNL     1      -5.071  -1.730   0.305  1.00  0.00           H  
HETATM   35  H13 UNL     1      -4.345   0.681   0.358  1.00  0.00           H  
HETATM   36  H14 UNL     1      -3.678   0.452  -2.379  1.00  0.00           H  
HETATM   37  H15 UNL     1      -2.102   1.665  -1.499  1.00  0.00           H  
HETATM   38  H16 UNL     1      -3.528   3.214  -1.067  1.00  0.00           H  
HETATM   39  H17 UNL     1      -0.725   2.169   0.386  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.027   2.367   2.032  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   10
CONECT    4    5   26
CONECT    5    6    8    8
CONECT    6    7    7   27
CONECT    8    9   28
CONECT    9   10   10   29
CONECT   10   11
CONECT   11   12
CONECT   12   13   21   30
CONECT   13   14
CONECT   14   15   17   31
CONECT   15   16   32   33
CONECT   16   34
CONECT   17   18   19   35
CONECT   18   36
CONECT   19   20   21   37
CONECT   20   38
CONECT   21   22   39
CONECT   22   40
END

HMDB0029664
     RDKit          3D
Vanilloside
 40 41  0  0  0  0  0  0  0  0999 V2000
    4.0443    1.2599   -2.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8359    0.8744   -1.3680 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    0.0966   -0.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0496   -0.3189    0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0831   -1.0982    1.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3427   -1.5433    2.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4570   -1.2604    1.5708 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8639   -1.4239    2.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696   -1.0052    1.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6317   -0.2317    0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4621    0.2150   -0.2476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8376   -0.0150    0.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6122   -0.6542   -0.8258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9186   -0.7646   -0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6734   -1.8577   -1.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9839   -1.9478   -0.6482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6305    0.5560   -0.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3445    0.6747   -1.6718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5735    1.6412   -0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0997    2.8830   -0.2306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4609    1.3447    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9368    1.4043    1.7950 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7810    1.6142   -1.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8366    2.0393   -2.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4267    0.3547   -2.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0190   -0.0636   -0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3025   -2.1427    2.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9082   -2.0365    2.9351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7324   -1.2911    1.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -0.6252    1.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8756   -1.0734    0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2057   -2.8401   -0.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7120   -1.5818   -2.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0711   -1.7302    0.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3450    0.6814    0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6776    0.4517   -2.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018    1.6646   -1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5282    3.2141   -1.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7251    2.1692    0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0271    2.3666    2.0323 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  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 10  3  1  0
 21 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-(beta-D-Glucopyranosyloxy)-3-methoxy-benzaldehyde	HMDB
Avenein	HMDB
Glucovanillin	HMDB

Chemical Formula

C₁₄H₁₈O₈

Average Molecular Weight

314.2879

Monoisotopic Molecular Weight

314.100167552

IUPAC Name

3-methoxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzaldehyde

Traditional Name

glucovanillin

CAS Registry Number

494-08-6

SMILES

COC1=C(OC2OC(CO)C(O)C(O)C2O)C=CC(C=O)=C1

InChI Identifier

InChI=1S/C14H18O8/c1-20-9-4-7(5-15)2-3-8(9)21-14-13(19)12(18)11(17)10(6-16)22-14/h2-5,10-14,16-19H,6H2,1H3

InChI Key

LPRNQMUKVDHCFX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Phenoxy compound
Anisole
Benzaldehyde
Methoxybenzene
Benzoyl
Phenol ether
Alkyl aryl ether
Aryl-aldehyde
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Oxane
Secondary alcohol
Ether
Organoheterocyclic compound
Acetal
Oxacycle
Polyol
Aldehyde
Alcohol
Hydrocarbon derivative
Organic oxide
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Bitter

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029664)
Cytoplasm (HMDB: HMDB0029664)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029664)

Source

Endogenous

Endogenous (HMDB: HMDB0029664)

Plant

Poaceae (HMDB: HMDB0029664)

Exogenous

Food

Food (HMDB: HMDB0029664)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereal

Oat (FooDB: FOOD00022)

Cereals and cereal products (FooDB: FOOD00858)

Exogenous (HMDB: HMDB0029664)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	188 - 192 °C	Not Available
Boiling Point	571.00 to 573.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	110500 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	-1.252 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	10.9 g/L	ALOGPS
logP	-0.95	ALOGPS
logP	-1	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	73.23 m³·mol⁻¹	ChemAxon
Polarizability	30.06 Å³	ChemAxon
Number of Rings	2	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]+	174.559	31661259
DarkChem	[M-H]-	169.728	31661259
DeepCCS	[M+H]+	175.81	30932474
DeepCCS	[M-H]-	173.452	30932474
DeepCCS	[M-2H]-	206.338	30932474
DeepCCS	[M+Na]+	181.903	30932474
AllCCS	[M+H]+	173.7	32859911
AllCCS	[M+H-H2O]+	170.5	32859911
AllCCS	[M+NH4]+	176.7	32859911
AllCCS	[M+Na]+	177.5	32859911
AllCCS	[M-H]-	170.3	32859911
AllCCS	[M+Na-2H]-	170.3	32859911
AllCCS	[M+HCOO]-	170.5	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.	2.63 minutes	32390414
Predicted by Siyang on May 30, 2022	10.0927 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.81 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	162.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1131.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	237.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	85.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	178.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	53.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	273.7 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	335.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	499.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	636.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	222.8 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	955.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	213.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	234.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	493.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	366.2 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	227.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Vanilloside	COC1=C(OC2OC(CO)C(O)C(O)C2O)C=CC(C=O)=C1	3786.3	Standard polar	33892256
Vanilloside	COC1=C(OC2OC(CO)C(O)C(O)C2O)C=CC(C=O)=C1	2778.3	Standard non polar	33892256
Vanilloside	COC1=C(OC2OC(CO)C(O)C(O)C2O)C=CC(C=O)=C1	2875.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Vanilloside,1TMS,isomer #1	COC1=CC(C=O)=CC=C1OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O	2733.8	Semi standard non polar	33892256
Vanilloside,1TMS,isomer #2	COC1=CC(C=O)=CC=C1OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O	2720.3	Semi standard non polar	33892256
Vanilloside,1TMS,isomer #3	COC1=CC(C=O)=CC=C1OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O	2727.7	Semi standard non polar	33892256
Vanilloside,1TMS,isomer #4	COC1=CC(C=O)=CC=C1OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C	2721.8	Semi standard non polar	33892256
Vanilloside,2TMS,isomer #1	COC1=CC(C=O)=CC=C1OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O	2724.4	Semi standard non polar	33892256
Vanilloside,2TMS,isomer #2	COC1=CC(C=O)=CC=C1OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	2727.5	Semi standard non polar	33892256
Vanilloside,2TMS,isomer #3	COC1=CC(C=O)=CC=C1OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C	2717.1	Semi standard non polar	33892256
Vanilloside,2TMS,isomer #4	COC1=CC(C=O)=CC=C1OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2689.1	Semi standard non polar	33892256
Vanilloside,2TMS,isomer #5	COC1=CC(C=O)=CC=C1OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2693.4	Semi standard non polar	33892256
Vanilloside,2TMS,isomer #6	COC1=CC(C=O)=CC=C1OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2709.9	Semi standard non polar	33892256
Vanilloside,3TMS,isomer #1	COC1=CC(C=O)=CC=C1OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2714.6	Semi standard non polar	33892256
Vanilloside,3TMS,isomer #2	COC1=CC(C=O)=CC=C1OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2746.5	Semi standard non polar	33892256
Vanilloside,3TMS,isomer #3	COC1=CC(C=O)=CC=C1OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2706.3	Semi standard non polar	33892256
Vanilloside,3TMS,isomer #4	COC1=CC(C=O)=CC=C1OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2688.9	Semi standard non polar	33892256
Vanilloside,4TMS,isomer #1	COC1=CC(C=O)=CC=C1OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2741.2	Semi standard non polar	33892256
Vanilloside,1TBDMS,isomer #1	COC1=CC(C=O)=CC=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O	2979.6	Semi standard non polar	33892256
Vanilloside,1TBDMS,isomer #2	COC1=CC(C=O)=CC=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	2993.4	Semi standard non polar	33892256
Vanilloside,1TBDMS,isomer #3	COC1=CC(C=O)=CC=C1OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	2999.7	Semi standard non polar	33892256
Vanilloside,1TBDMS,isomer #4	COC1=CC(C=O)=CC=C1OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	2990.3	Semi standard non polar	33892256
Vanilloside,2TBDMS,isomer #1	COC1=CC(C=O)=CC=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3212.2	Semi standard non polar	33892256
Vanilloside,2TBDMS,isomer #2	COC1=CC(C=O)=CC=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3212.6	Semi standard non polar	33892256
Vanilloside,2TBDMS,isomer #3	COC1=CC(C=O)=CC=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3196.6	Semi standard non polar	33892256
Vanilloside,2TBDMS,isomer #4	COC1=CC(C=O)=CC=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3206.1	Semi standard non polar	33892256
Vanilloside,2TBDMS,isomer #5	COC1=CC(C=O)=CC=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3214.8	Semi standard non polar	33892256
Vanilloside,2TBDMS,isomer #6	COC1=CC(C=O)=CC=C1OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3221.5	Semi standard non polar	33892256
Vanilloside,3TBDMS,isomer #1	COC1=CC(C=O)=CC=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3397.9	Semi standard non polar	33892256
Vanilloside,3TBDMS,isomer #2	COC1=CC(C=O)=CC=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3435.0	Semi standard non polar	33892256
Vanilloside,3TBDMS,isomer #3	COC1=CC(C=O)=CC=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3386.9	Semi standard non polar	33892256
Vanilloside,3TBDMS,isomer #4	COC1=CC(C=O)=CC=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3370.9	Semi standard non polar	33892256
Vanilloside,4TBDMS,isomer #1	COC1=CC(C=O)=CC=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3595.6	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 - Vanilloside GC-MS (Non-derivatized) - 70eV, Positive	splash10-0kgk-9480000000-c158d3c2c5d79698074f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vanilloside GC-MS (4 TMS) - 70eV, Positive	splash10-000i-1211190000-856afe3b8b9ed78fa842	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vanilloside 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 - Vanilloside 10V, Positive-QTOF	splash10-0uxr-0933000000-452354c3868de898b5c4	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanilloside 20V, Positive-QTOF	splash10-0udi-0900000000-240644336a6730864119	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanilloside 40V, Positive-QTOF	splash10-0f79-2900000000-d838e0093c0048ed3a85	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanilloside 10V, Negative-QTOF	splash10-0ik9-1938000000-1c0ed402c606cd2029f0	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanilloside 20V, Negative-QTOF	splash10-0udr-1920000000-a313f0fd42a192b9e740	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanilloside 40V, Negative-QTOF	splash10-0f79-4900000000-11a9d143106555fac0db	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanilloside 10V, Negative-QTOF	splash10-0w2i-0904000000-3f236699a279a1ea8744	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanilloside 20V, Negative-QTOF	splash10-0k9i-3920000000-49daaa8810f4d82a28f7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanilloside 40V, Negative-QTOF	splash10-06ri-3902000000-d38a9afed48f9df0081f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanilloside 10V, Positive-QTOF	splash10-014j-0759000000-e167034d7b96df80df5d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanilloside 20V, Positive-QTOF	splash10-0ums-0910000000-ff7902020073bfe3e0f4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanilloside 40V, Positive-QTOF	splash10-0zfr-3910000000-ee55c7697274b5fc674c	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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

FDB000840

KNApSAcK ID

C00045132

Chemspider ID

2882053

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3648225

PDB ID

Not Available

ChEBI ID

168797

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1407591

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 Vanilloside (HMDB0029664)

MOL for HMDB0029664 (Vanilloside)

3D MOL for HMDB0029664 (Vanilloside)

3D SDF for HMDB0029664 (Vanilloside)

3D-SDF for HMDB0029664 (Vanilloside)

PDB for HMDB0029664 (Vanilloside)

3D PDB for HMDB0029664 (Vanilloside)

SMILES for HMDB0029664 (Vanilloside)

INCHI for HMDB0029664 (Vanilloside)

Structure for HMDB0029664 (Vanilloside)

3D Structure for HMDB0029664 (Vanilloside)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra