Jump To Section:

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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2019-10-11 17:24:06 UTC

Update Date

2022-03-07 03:18:19 UTC

HMDB ID

HMDB0240572

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Vanillic acid glucuronide

Description

Vanillic acid glucuronide belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. Based on a literature review a small amount of articles have been published on Vanillic acid glucuronide.

Structure

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

  Mrv1652310111919242D          

 29 30  0  0  1  0            999 V2000
    0.0000    5.7750    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
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    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
    1.4289    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
   -0.0000    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
    0.7145    1.2375    0.0000 C   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
   -0.7145   -0.4125    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    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
   -0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  5  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  7  6  2  0  0  0  0
  9  8  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 11 12  1  1  0  0  0
 13  5  1  0  0  0  0
 14 10  1  0  0  0  0
 15  6  1  0  0  0  0
  8 16  1  6  0  0  0
  9 17  1  1  0  0  0
 10 18  1  1  0  0  0
 19 12  2  0  0  0  0
 20 12  1  0  0  0  0
 21 13  2  0  0  0  0
 22  1  1  0  0  0  0
 22  7  1  0  0  0  0
 23 11  1  0  0  0  0
 23 14  1  0  0  0  0
 24 13  1  0  0  0  0
 24 14  1  0  0  0  0
  8 25  1  1  0  0  0
  9 26  1  6  0  0  0
 10 27  1  6  0  0  0
 11 28  1  1  0  0  0
 29 14  1  0  0  0  0
M  END

HMDB0240572
     RDKit          3D
Vanillic acid glucuronide
 40 41  0  0  0  0  0  0  0  0999 V2000
    5.0078   -2.1935   -1.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3661   -1.1266   -0.9819 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4424   -0.3240   -0.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0926   -0.5540   -0.4808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1368    0.2168    0.1452 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173   -0.0718   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3736   -1.0245   -0.7868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2661    0.6694    0.5553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6267    0.3906    0.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2687    0.0596    1.5585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4936   -0.5269    1.3330 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4362   -1.9957    1.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4602   -2.6869    1.3135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2516   -2.6136    1.8115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0804   -0.1142    0.0010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4672   -0.2423    0.0563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7921    1.3793   -0.1726 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4125    1.8012   -1.3277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2887    1.5584   -0.3242 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9151    2.7750    0.1986 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680    1.2452    0.9412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9211    1.4950    1.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8590    0.6985    0.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2193    0.9427    0.6201 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9005   -2.8483   -1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1528   -2.7894   -1.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7642   -1.8288   -2.8409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7224   -1.3667   -1.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7166   -0.4798   -0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1900   -0.1504    2.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8415   -3.3980    1.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6735   -0.6889   -0.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7453   -1.0177   -0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1074    1.9141    0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3509    2.7822   -1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9858    1.5244   -1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5285    2.7186    1.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8513    1.8625    1.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2697    2.2948    1.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5337    1.7140    1.2173 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  5 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  3  1  0
 19  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  9 29  1  0
 11 30  1  1
 14 31  1  0
 15 32  1  6
 16 33  1  0
 17 34  1  1
 18 35  1  0
 19 36  1  6
 20 37  1  0
 21 38  1  0
 22 39  1  0
 24 40  1  0
M  END

  Mrv1652310111919242D          

 29 30  0  0  1  0            999 V2000
    0.0000    5.7750    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
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    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
    1.4289    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
   -0.0000    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
    0.7145    1.2375    0.0000 C   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
   -0.7145   -0.4125    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    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
   -0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  5  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  7  6  2  0  0  0  0
  9  8  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 11 12  1  1  0  0  0
 13  5  1  0  0  0  0
 14 10  1  0  0  0  0
 15  6  1  0  0  0  0
  8 16  1  6  0  0  0
  9 17  1  1  0  0  0
 10 18  1  1  0  0  0
 19 12  2  0  0  0  0
 20 12  1  0  0  0  0
 21 13  2  0  0  0  0
 22  1  1  0  0  0  0
 22  7  1  0  0  0  0
 23 11  1  0  0  0  0
 23 14  1  0  0  0  0
 24 13  1  0  0  0  0
 24 14  1  0  0  0  0
  8 25  1  1  0  0  0
  9 26  1  6  0  0  0
 10 27  1  6  0  0  0
 11 28  1  1  0  0  0
 29 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240572

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]C1(OC(=O)C2=CC(OC)=C(O)C=C2)O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C14H16O10/c1-22-7-4-5(2-3-6(7)15)13(21)24-14-10(18)8(16)9(17)11(23-14)12(19)20/h2-4,8-11,14-18H,1H3,(H,19,20)/t8-,9-,10+,11-,14?/m0/s1

> <INCHI_KEY>
BSTDQIXKAVCPLC-JLERCCTOSA-N

> <FORMULA>
C14H16O10

> <MOLECULAR_WEIGHT>
344.272

> <EXACT_MASS>
344.074346715

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
31.863358041507183

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-hydroxy-3-methoxybenzoyloxy)oxane-2-carboxylic acid

> <ALOGPS_LOGP>
-0.61

> <JCHEM_LOGP>
-0.5782014186666664

> <ALOGPS_LOGS>
-1.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.963638746577866

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7710089049580655

> <JCHEM_PKA_STRONGEST_BASIC>
-3.686906537954502

> <JCHEM_POLAR_SURFACE_AREA>
162.98

> <JCHEM_REFRACTIVITY>
74.0569

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.33e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-hydroxy-3-methoxybenzoyloxy)oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240572
     RDKit          3D
Vanillic acid glucuronide
 40 41  0  0  0  0  0  0  0  0999 V2000
    5.0078   -2.1935   -1.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3661   -1.1266   -0.9819 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4424   -0.3240   -0.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0926   -0.5540   -0.4808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1368    0.2168    0.1452 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173   -0.0718   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3736   -1.0245   -0.7868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2661    0.6694    0.5553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6267    0.3906    0.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2687    0.0596    1.5585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4936   -0.5269    1.3330 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4362   -1.9957    1.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4602   -2.6869    1.3135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2516   -2.6136    1.8115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0804   -0.1142    0.0010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4672   -0.2423    0.0563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7921    1.3793   -0.1726 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4125    1.8012   -1.3277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2887    1.5584   -0.3242 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9151    2.7750    0.1986 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680    1.2452    0.9412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9211    1.4950    1.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8590    0.6985    0.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2193    0.9427    0.6201 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9005   -2.8483   -1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1528   -2.7894   -1.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7642   -1.8288   -2.8409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7224   -1.3667   -1.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7166   -0.4798   -0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1900   -0.1504    2.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8415   -3.3980    1.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6735   -0.6889   -0.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7453   -1.0177   -0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1074    1.9141    0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3509    2.7822   -1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9858    1.5244   -1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5285    2.7186    1.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8513    1.8625    1.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2697    2.2948    1.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5337    1.7140    1.2173 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  5 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  3  1  0
 19  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  9 29  1  0
 11 30  1  1
 14 31  1  0
 15 32  1  6
 16 33  1  0
 17 34  1  1
 18 35  1  0
 19 36  1  6
 20 37  1  0
 21 38  1  0
 22 39  1  0
 24 40  1  0
M  END

HEADER    PROTEIN                                 11-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-OCT-19         0                                  
HETATM    1  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.000   0.000   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      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.667  10.780   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   9.240   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   25  H   UNK     0      -0.000  -1.540   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.667  -1.540   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.000   3.080   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.334   0.770   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.667   3.080   0.000  0.00  0.00           H+0
CONECT    1   22                                                            
CONECT    2    3    5                                                       
CONECT    3    2    6                                                       
CONECT    4    5    7                                                       
CONECT    5    2    4   13                                                  
CONECT    6    3    7   15                                                  
CONECT    7    4    6   22                                                  
CONECT    8    9   10   16   25                                             
CONECT    9    8   11   17   26                                             
CONECT   10    8   14   18   27                                             
CONECT   11    9   12   23   28                                             
CONECT   12   11   19   20                                                  
CONECT   13    5   21   24                                                  
CONECT   14   10   23   24   29                                             
CONECT   15    6                                                            
CONECT   16    8                                                            
CONECT   17    9                                                            
CONECT   18   10                                                            
CONECT   19   12                                                            
CONECT   20   12                                                            
CONECT   21   13                                                            
CONECT   22    1    7                                                       
CONECT   23   11   14                                                       
CONECT   24   13   14                                                       
CONECT   25    8                                                            
CONECT   26    9                                                            
CONECT   27   10                                                            
CONECT   28   11                                                            
CONECT   29   14                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

COMPND    HMDB0240572
HETATM    1  C1  UNL     1       5.008  -2.194  -1.810  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.366  -1.127  -0.982  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.442  -0.324  -0.332  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.093  -0.554  -0.481  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.137   0.217   0.145  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.717  -0.072  -0.048  1.00  0.00           C  
HETATM    7  O2  UNL     1       0.374  -1.024  -0.787  1.00  0.00           O  
HETATM    8  O3  UNL     1      -0.266   0.669   0.555  1.00  0.00           O  
HETATM    9  C6  UNL     1      -1.627   0.391   0.368  1.00  0.00           C  
HETATM   10  O4  UNL     1      -2.269   0.060   1.558  1.00  0.00           O  
HETATM   11  C7  UNL     1      -3.494  -0.527   1.333  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.436  -1.996   1.483  1.00  0.00           C  
HETATM   13  O5  UNL     1      -4.460  -2.687   1.313  1.00  0.00           O  
HETATM   14  O6  UNL     1      -2.252  -2.614   1.812  1.00  0.00           O  
HETATM   15  C9  UNL     1      -4.080  -0.114   0.001  1.00  0.00           C  
HETATM   16  O7  UNL     1      -5.467  -0.242   0.056  1.00  0.00           O  
HETATM   17  C10 UNL     1      -3.792   1.379  -0.173  1.00  0.00           C  
HETATM   18  O8  UNL     1      -4.413   1.801  -1.328  1.00  0.00           O  
HETATM   19  C11 UNL     1      -2.289   1.558  -0.324  1.00  0.00           C  
HETATM   20  O9  UNL     1      -1.915   2.775   0.199  1.00  0.00           O  
HETATM   21  C12 UNL     1       2.568   1.245   0.941  1.00  0.00           C  
HETATM   22  C13 UNL     1       3.921   1.495   1.106  1.00  0.00           C  
HETATM   23  C14 UNL     1       4.859   0.699   0.460  1.00  0.00           C  
HETATM   24  O10 UNL     1       6.219   0.943   0.620  1.00  0.00           O  
HETATM   25  H1  UNL     1       5.900  -2.848  -1.925  1.00  0.00           H  
HETATM   26  H2  UNL     1       4.153  -2.789  -1.441  1.00  0.00           H  
HETATM   27  H3  UNL     1       4.764  -1.829  -2.841  1.00  0.00           H  
HETATM   28  H4  UNL     1       2.722  -1.367  -1.109  1.00  0.00           H  
HETATM   29  H5  UNL     1      -1.717  -0.480  -0.312  1.00  0.00           H  
HETATM   30  H6  UNL     1      -4.190  -0.150   2.113  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.842  -3.398   1.361  1.00  0.00           H  
HETATM   32  H8  UNL     1      -3.673  -0.689  -0.849  1.00  0.00           H  
HETATM   33  H9  UNL     1      -5.745  -1.018  -0.493  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.107   1.914   0.735  1.00  0.00           H  
HETATM   35  H11 UNL     1      -4.351   2.782  -1.388  1.00  0.00           H  
HETATM   36  H12 UNL     1      -1.986   1.524  -1.388  1.00  0.00           H  
HETATM   37  H13 UNL     1      -1.529   2.719   1.106  1.00  0.00           H  
HETATM   38  H14 UNL     1       1.851   1.862   1.441  1.00  0.00           H  
HETATM   39  H15 UNL     1       4.270   2.295   1.725  1.00  0.00           H  
HETATM   40  H16 UNL     1       6.534   1.714   1.217  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   28
CONECT    5    6   21   21
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   19   29
CONECT   10   11
CONECT   11   12   15   30
CONECT   12   13   13   14
CONECT   14   31
CONECT   15   16   17   32
CONECT   16   33
CONECT   17   18   19   34
CONECT   18   35
CONECT   19   20   36
CONECT   20   37
CONECT   21   22   38
CONECT   22   23   23   39
CONECT   23   24
CONECT   24   40
END

HMDB0240572
     RDKit          3D
Vanillic acid glucuronide
 40 41  0  0  0  0  0  0  0  0999 V2000
    5.0078   -2.1935   -1.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3661   -1.1266   -0.9819 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4424   -0.3240   -0.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0926   -0.5540   -0.4808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1368    0.2168    0.1452 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173   -0.0718   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3736   -1.0245   -0.7868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2661    0.6694    0.5553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6267    0.3906    0.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2687    0.0596    1.5585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4936   -0.5269    1.3330 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4362   -1.9957    1.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4602   -2.6869    1.3135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2516   -2.6136    1.8115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0804   -0.1142    0.0010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4672   -0.2423    0.0563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7921    1.3793   -0.1726 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4125    1.8012   -1.3277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2887    1.5584   -0.3242 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9151    2.7750    0.1986 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680    1.2452    0.9412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9211    1.4950    1.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8590    0.6985    0.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2193    0.9427    0.6201 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9005   -2.8483   -1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1528   -2.7894   -1.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7642   -1.8288   -2.8409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7224   -1.3667   -1.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7166   -0.4798   -0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1900   -0.1504    2.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8415   -3.3980    1.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6735   -0.6889   -0.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7453   -1.0177   -0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1074    1.9141    0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3509    2.7822   -1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9858    1.5244   -1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5285    2.7186    1.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8513    1.8625    1.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2697    2.2948    1.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5337    1.7140    1.2173 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  5 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  3  1  0
 19  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  9 29  1  0
 11 30  1  1
 14 31  1  0
 15 32  1  6
 16 33  1  0
 17 34  1  1
 18 35  1  0
 19 36  1  6
 20 37  1  0
 21 38  1  0
 22 39  1  0
 24 40  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Vanillate glucuronide	Generator
(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-(4-hydroxy-3-methoxybenzoyloxy)oxane-2-carboxylate	HMDB

Chemical Formula

C₁₄H₁₆O₁₀

Average Molecular Weight

344.272

Monoisotopic Molecular Weight

344.074346715

IUPAC Name

(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-hydroxy-3-methoxybenzoyloxy)oxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-hydroxy-3-methoxybenzoyloxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C1(OC(=O)C2=CC(OC)=C(O)C=C2)O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

InChI Identifier

InChI=1S/C14H16O10/c1-22-7-4-5(2-3-6(7)15)13(21)24-14-10(18)8(16)9(17)11(23-14)12(19)20/h2-4,8-11,14-18H,1H3,(H,19,20)/t8-,9-,10+,11-,14?/m0/s1

InChI Key

BSTDQIXKAVCPLC-JLERCCTOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
M-methoxybenzoic acid or derivatives
Methoxyphenol
Benzoate ester
Benzoic acid or derivatives
Phenoxy compound
Methoxybenzene
Phenol ether
Benzoyl
Anisole
1-hydroxy-2-unsubstituted benzenoid
Phenol
Beta-hydroxy acid
Alkyl aryl ether
Benzenoid
Pyran
Oxane
Monosaccharide
Hydroxy acid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0240572)

Food

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0240572)

Coffee and coffee product

Coffee product

Coffee products (HMDB: HMDB0240572)

Tea

Tea products (HMDB: HMDB0240572)

Fat and oil

Olive oil (HMDB: HMDB0240572)

Fruit

Fruits (HMDB: HMDB0240572)

Vegetable

Vegetables (HMDB: HMDB0240572)

Legumes (HMDB: HMDB0240572)

Cereal and cereal product

Cereal product

Whole grain cereal products (HMDB: HMDB0240572)

Nut

Nuts (HMDB: HMDB0240572)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0240572)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.61	ALOGPS
logP	-0.58	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	2.77	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	74.06 m³·mol⁻¹	ChemAxon
Polarizability	31.86 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
DeepCCS	[M+H]+	169.862	30932474
DeepCCS	[M-H]-	167.339	30932474
DeepCCS	[M-2H]-	201.546	30932474
DeepCCS	[M+Na]+	177.006	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Vanillic acid glucuronide	[H]C1(OC(=O)C2=CC(OC)=C(O)C=C2)O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	4441.5	Standard polar	33892256
Vanillic acid glucuronide	[H]C1(OC(=O)C2=CC(OC)=C(O)C=C2)O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	2825.5	Standard non polar	33892256
Vanillic acid glucuronide	[H]C1(OC(=O)C2=CC(OC)=C(O)C=C2)O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	2900.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Vanillic acid glucuronide,1TMS,isomer #1	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	2831.3	Semi standard non polar	33892256
Vanillic acid glucuronide,1TMS,isomer #2	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O	2810.3	Semi standard non polar	33892256
Vanillic acid glucuronide,1TMS,isomer #3	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	2799.6	Semi standard non polar	33892256
Vanillic acid glucuronide,1TMS,isomer #4	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	2822.1	Semi standard non polar	33892256
Vanillic acid glucuronide,1TMS,isomer #5	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	2835.2	Semi standard non polar	33892256
Vanillic acid glucuronide,2TMS,isomer #1	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	2792.1	Semi standard non polar	33892256
Vanillic acid glucuronide,2TMS,isomer #10	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	2818.7	Semi standard non polar	33892256
Vanillic acid glucuronide,2TMS,isomer #2	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	2796.3	Semi standard non polar	33892256
Vanillic acid glucuronide,2TMS,isomer #3	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	2812.6	Semi standard non polar	33892256
Vanillic acid glucuronide,2TMS,isomer #4	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	2835.6	Semi standard non polar	33892256
Vanillic acid glucuronide,2TMS,isomer #5	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	2781.7	Semi standard non polar	33892256
Vanillic acid glucuronide,2TMS,isomer #6	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	2789.4	Semi standard non polar	33892256
Vanillic acid glucuronide,2TMS,isomer #7	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	2792.4	Semi standard non polar	33892256
Vanillic acid glucuronide,2TMS,isomer #8	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	2788.8	Semi standard non polar	33892256
Vanillic acid glucuronide,2TMS,isomer #9	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	2817.2	Semi standard non polar	33892256
Vanillic acid glucuronide,3TMS,isomer #1	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	2804.6	Semi standard non polar	33892256
Vanillic acid glucuronide,3TMS,isomer #10	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	2799.7	Semi standard non polar	33892256
Vanillic acid glucuronide,3TMS,isomer #2	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	2811.6	Semi standard non polar	33892256
Vanillic acid glucuronide,3TMS,isomer #3	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	2821.0	Semi standard non polar	33892256
Vanillic acid glucuronide,3TMS,isomer #4	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	2801.3	Semi standard non polar	33892256
Vanillic acid glucuronide,3TMS,isomer #5	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	2832.7	Semi standard non polar	33892256
Vanillic acid glucuronide,3TMS,isomer #6	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	2828.3	Semi standard non polar	33892256
Vanillic acid glucuronide,3TMS,isomer #7	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	2785.7	Semi standard non polar	33892256
Vanillic acid glucuronide,3TMS,isomer #8	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	2827.8	Semi standard non polar	33892256
Vanillic acid glucuronide,3TMS,isomer #9	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	2804.7	Semi standard non polar	33892256
Vanillic acid glucuronide,4TMS,isomer #1	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	2850.0	Semi standard non polar	33892256
Vanillic acid glucuronide,4TMS,isomer #2	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	2881.3	Semi standard non polar	33892256
Vanillic acid glucuronide,4TMS,isomer #3	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	2857.3	Semi standard non polar	33892256
Vanillic acid glucuronide,4TMS,isomer #4	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	2842.3	Semi standard non polar	33892256
Vanillic acid glucuronide,4TMS,isomer #5	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	2860.8	Semi standard non polar	33892256
Vanillic acid glucuronide,5TMS,isomer #1	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	2926.5	Semi standard non polar	33892256
Vanillic acid glucuronide,1TBDMS,isomer #1	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	3122.9	Semi standard non polar	33892256
Vanillic acid glucuronide,1TBDMS,isomer #2	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O	3099.3	Semi standard non polar	33892256
Vanillic acid glucuronide,1TBDMS,isomer #3	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	3073.5	Semi standard non polar	33892256
Vanillic acid glucuronide,1TBDMS,isomer #4	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O	3110.2	Semi standard non polar	33892256
Vanillic acid glucuronide,1TBDMS,isomer #5	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	3121.5	Semi standard non polar	33892256
Vanillic acid glucuronide,2TBDMS,isomer #1	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	3311.3	Semi standard non polar	33892256
Vanillic acid glucuronide,2TBDMS,isomer #10	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	3298.8	Semi standard non polar	33892256
Vanillic acid glucuronide,2TBDMS,isomer #2	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	3303.1	Semi standard non polar	33892256
Vanillic acid glucuronide,2TBDMS,isomer #3	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	3325.8	Semi standard non polar	33892256
Vanillic acid glucuronide,2TBDMS,isomer #4	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3334.2	Semi standard non polar	33892256
Vanillic acid glucuronide,2TBDMS,isomer #5	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	3302.6	Semi standard non polar	33892256
Vanillic acid glucuronide,2TBDMS,isomer #6	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O	3317.5	Semi standard non polar	33892256
Vanillic acid glucuronide,2TBDMS,isomer #7	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	3314.8	Semi standard non polar	33892256
Vanillic acid glucuronide,2TBDMS,isomer #8	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O	3276.1	Semi standard non polar	33892256
Vanillic acid glucuronide,2TBDMS,isomer #9	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	3303.5	Semi standard non polar	33892256
Vanillic acid glucuronide,3TBDMS,isomer #1	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	3509.6	Semi standard non polar	33892256
Vanillic acid glucuronide,3TBDMS,isomer #10	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	3464.4	Semi standard non polar	33892256
Vanillic acid glucuronide,3TBDMS,isomer #2	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	3526.4	Semi standard non polar	33892256
Vanillic acid glucuronide,3TBDMS,isomer #3	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3528.3	Semi standard non polar	33892256
Vanillic acid glucuronide,3TBDMS,isomer #4	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	3489.5	Semi standard non polar	33892256
Vanillic acid glucuronide,3TBDMS,isomer #5	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3518.1	Semi standard non polar	33892256
Vanillic acid glucuronide,3TBDMS,isomer #6	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3507.2	Semi standard non polar	33892256
Vanillic acid glucuronide,3TBDMS,isomer #7	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O	3496.7	Semi standard non polar	33892256
Vanillic acid glucuronide,3TBDMS,isomer #8	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	3543.3	Semi standard non polar	33892256
Vanillic acid glucuronide,3TBDMS,isomer #9	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	3497.4	Semi standard non polar	33892256
Vanillic acid glucuronide,4TBDMS,isomer #1	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	3670.1	Semi standard non polar	33892256
Vanillic acid glucuronide,4TBDMS,isomer #2	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3717.2	Semi standard non polar	33892256
Vanillic acid glucuronide,4TBDMS,isomer #3	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3683.3	Semi standard non polar	33892256
Vanillic acid glucuronide,4TBDMS,isomer #4	COC1=CC(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3660.5	Semi standard non polar	33892256
Vanillic acid glucuronide,4TBDMS,isomer #5	COC1=CC(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	3699.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Vanillic acid glucuronide 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 - Vanillic acid glucuronide 10V, Negative-QTOF	splash10-014l-0902000000-446fb354e8231df01f1d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillic acid glucuronide 20V, Negative-QTOF	splash10-0fe1-0921000000-dea514a98ec212fafb51	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillic acid glucuronide 40V, Negative-QTOF	splash10-0q2i-4910000000-b2ea773e59836c1a193c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillic acid glucuronide 10V, Positive-QTOF	splash10-0fi0-0900000000-c3702bacae82c086ee47	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillic acid glucuronide 20V, Positive-QTOF	splash10-0uk9-1900000000-7b11576e52897365bbf1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillic acid glucuronide 40V, Positive-QTOF	splash10-0uk9-5900000000-3965e6b9b8282b376d6d	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

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

FDB093771

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122402642

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Vanillic acid glucuronide (HMDB0240572)

MOL for HMDB0240572 (Vanillic acid glucuronide)

3D MOL for HMDB0240572 (Vanillic acid glucuronide)

3D SDF for HMDB0240572 (Vanillic acid glucuronide)

3D-SDF for HMDB0240572 (Vanillic acid glucuronide)

PDB for HMDB0240572 (Vanillic acid glucuronide)

3D PDB for HMDB0240572 (Vanillic acid glucuronide)

SMILES for HMDB0240572 (Vanillic acid glucuronide)

INCHI for HMDB0240572 (Vanillic acid glucuronide)

Structure for HMDB0240572 (Vanillic acid glucuronide)

3D Structure for HMDB0240572 (Vanillic acid glucuronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra