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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2019-10-11 15:51:51 UTC

Update Date

2022-03-07 03:18:18 UTC

HMDB ID

HMDB0240538

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Isovanillic acid glucuronide

Description

Isovanillic acid glucuronide belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond. Based on a literature review very few articles have been published on Isovanillic acid glucuronide.

Structure

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


  Mrv1652310111917512D          

 29 30  0  0  1  0            999 V2000
    0.7145    6.1875    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
    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
   -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
    0.0000    4.9500    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
    1.4289    5.7750    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  4  1  0  0  0  0
  7  3  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

HMDB0240538
     RDKit          3D
Isovanillic acid glucuronide
 40 41  0  0  0  0  0  0  0  0999 V2000
    7.1096   -0.1010    0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0344    0.0024    1.0115 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7527   -0.0391    0.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4873   -0.1753   -0.8387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1712   -0.2116   -1.2984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1256   -0.1119   -0.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7623   -0.1500   -0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4806   -0.2737   -2.1221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735   -0.0503   -0.0126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6425   -0.0733   -0.3476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2020    1.1040    0.1612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4993    1.2111   -0.2753 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0288    2.5231    0.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2087    2.8190   -0.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2715    3.4334    0.8247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3850    0.0957    0.2402 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6004    0.1802   -0.4546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7669   -1.2349   -0.0766 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4834   -2.2566    0.5049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241   -1.2191    0.4117 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6931   -2.4266    0.1725 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3770    0.0240    0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6945    0.0593    1.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9572    0.1964    2.7250 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0933   -0.0136    0.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9754    0.6100   -0.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0436   -1.1318   -0.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3109   -0.2537   -1.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0298   -0.3215   -2.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8012   -0.1828   -1.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4971    1.1697   -1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2792    4.4217    0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5368    0.1633    1.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3812    0.2633   -1.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7541   -1.3731   -1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8508   -2.8936   -0.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3490   -0.9627    1.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3115   -3.1928    0.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5426    0.1020    1.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1923    0.2703    3.3794 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  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  6 22  1  0
 22 23  2  0
 23 24  1  0
 23  3  1  0
 20 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 10 30  1  0
 12 31  1  6
 15 32  1  0
 16 33  1  1
 17 34  1  0
 18 35  1  6
 19 36  1  0
 20 37  1  1
 21 38  1  0
 22 39  1  0
 24 40  1  0
M  END


  Mrv1652310111917512D          

 29 30  0  0  1  0            999 V2000
    0.7145    6.1875    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
    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
   -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
    0.0000    4.9500    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
    1.4289    5.7750    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  4  1  0  0  0  0
  7  3  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>
HMDB0240538

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H16O10/c1-22-7-3-2-5(4-6(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>
HATMKBLUSXVYDS-JLERCCTOSA-N

> <FORMULA>
C14H16O10

> <MOLECULAR_WEIGHT>
344.272

> <EXACT_MASS>
344.074346715

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
31.908363732246404

> <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-(3-hydroxy-4-methoxybenzoyloxy)oxane-2-carboxylic acid

> <ALOGPS_LOGP>
-0.59

> <JCHEM_LOGP>
-0.5782014186666664

> <ALOGPS_LOGS>
-1.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.58957435511463

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7710768150122806

> <JCHEM_PKA_STRONGEST_BASIC>
-3.686906537954499

> <JCHEM_POLAR_SURFACE_AREA>
162.98

> <JCHEM_REFRACTIVITY>
74.0569

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.27e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240538
     RDKit          3D
Isovanillic acid glucuronide
 40 41  0  0  0  0  0  0  0  0999 V2000
    7.1096   -0.1010    0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0344    0.0024    1.0115 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7527   -0.0391    0.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4873   -0.1753   -0.8387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1712   -0.2116   -1.2984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1256   -0.1119   -0.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7623   -0.1500   -0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4806   -0.2737   -2.1221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735   -0.0503   -0.0126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6425   -0.0733   -0.3476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2020    1.1040    0.1612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4993    1.2111   -0.2753 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0288    2.5231    0.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2087    2.8190   -0.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2715    3.4334    0.8247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3850    0.0957    0.2402 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6004    0.1802   -0.4546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7669   -1.2349   -0.0766 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4834   -2.2566    0.5049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241   -1.2191    0.4117 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6931   -2.4266    0.1725 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3770    0.0240    0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6945    0.0593    1.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9572    0.1964    2.7250 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0933   -0.0136    0.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9754    0.6100   -0.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0436   -1.1318   -0.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3109   -0.2537   -1.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0298   -0.3215   -2.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8012   -0.1828   -1.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4971    1.1697   -1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2792    4.4217    0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5368    0.1633    1.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3812    0.2633   -1.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7541   -1.3731   -1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8508   -2.8936   -0.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3490   -0.9627    1.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3115   -3.1928    0.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5426    0.1020    1.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1923    0.2703    3.3794 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  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  6 22  1  0
 22 23  2  0
 23 24  1  0
 23  3  1  0
 20 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 10 30  1  0
 12 31  1  6
 15 32  1  0
 16 33  1  1
 17 34  1  0
 18 35  1  6
 19 36  1  0
 20 37  1  1
 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       1.334  11.550   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       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   9.240   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       0.000   9.240   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       2.667  10.780   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    7                                                       
CONECT    4    5    6                                                       
CONECT    5    2    4   13                                                  
CONECT    6    4    7   15                                                  
CONECT    7    3    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    HMDB0240538
HETATM    1  C1  UNL     1       7.110  -0.101   0.096  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.034   0.002   1.011  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.753  -0.039   0.504  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.487  -0.175  -0.839  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.171  -0.212  -1.298  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.126  -0.112  -0.416  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.762  -0.150  -0.898  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.481  -0.274  -2.122  1.00  0.00           O  
HETATM    9  O3  UNL     1      -0.274  -0.050  -0.013  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.642  -0.073  -0.348  1.00  0.00           C  
HETATM   11  O4  UNL     1      -2.202   1.104   0.161  1.00  0.00           O  
HETATM   12  C8  UNL     1      -3.499   1.211  -0.275  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.029   2.523   0.126  1.00  0.00           C  
HETATM   14  O5  UNL     1      -5.209   2.819  -0.181  1.00  0.00           O  
HETATM   15  O6  UNL     1      -3.272   3.433   0.825  1.00  0.00           O  
HETATM   16  C10 UNL     1      -4.385   0.096   0.240  1.00  0.00           C  
HETATM   17  O7  UNL     1      -5.600   0.180  -0.455  1.00  0.00           O  
HETATM   18  C11 UNL     1      -3.767  -1.235  -0.077  1.00  0.00           C  
HETATM   19  O8  UNL     1      -4.483  -2.257   0.505  1.00  0.00           O  
HETATM   20  C12 UNL     1      -2.324  -1.219   0.412  1.00  0.00           C  
HETATM   21  O9  UNL     1      -1.693  -2.427   0.172  1.00  0.00           O  
HETATM   22  C13 UNL     1       2.377   0.024   0.923  1.00  0.00           C  
HETATM   23  C14 UNL     1       3.695   0.059   1.373  1.00  0.00           C  
HETATM   24  O10 UNL     1       3.957   0.196   2.725  1.00  0.00           O  
HETATM   25  H1  UNL     1       8.093  -0.014   0.598  1.00  0.00           H  
HETATM   26  H2  UNL     1       6.975   0.610  -0.728  1.00  0.00           H  
HETATM   27  H3  UNL     1       7.044  -1.132  -0.341  1.00  0.00           H  
HETATM   28  H4  UNL     1       5.311  -0.254  -1.533  1.00  0.00           H  
HETATM   29  H5  UNL     1       3.030  -0.322  -2.377  1.00  0.00           H  
HETATM   30  H6  UNL     1      -1.801  -0.183  -1.425  1.00  0.00           H  
HETATM   31  H7  UNL     1      -3.497   1.170  -1.387  1.00  0.00           H  
HETATM   32  H8  UNL     1      -3.279   4.422   0.724  1.00  0.00           H  
HETATM   33  H9  UNL     1      -4.537   0.163   1.322  1.00  0.00           H  
HETATM   34  H10 UNL     1      -5.381   0.263  -1.406  1.00  0.00           H  
HETATM   35  H11 UNL     1      -3.754  -1.373  -1.181  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.851  -2.894  -0.176  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.349  -0.963   1.474  1.00  0.00           H  
HETATM   38  H14 UNL     1      -2.311  -3.193   0.255  1.00  0.00           H  
HETATM   39  H15 UNL     1       1.543   0.102   1.612  1.00  0.00           H  
HETATM   40  H16 UNL     1       3.192   0.270   3.379  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    6   29
CONECT    6    7   22
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   11   20   30
CONECT   11   12
CONECT   12   13   16   31
CONECT   13   14   14   15
CONECT   15   32
CONECT   16   17   18   33
CONECT   17   34
CONECT   18   19   20   35
CONECT   19   36
CONECT   20   21   37
CONECT   21   38
CONECT   22   23   23   39
CONECT   23   24
CONECT   24   40
END

HMDB0240538
     RDKit          3D
Isovanillic acid glucuronide
 40 41  0  0  0  0  0  0  0  0999 V2000
    7.1096   -0.1010    0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0344    0.0024    1.0115 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7527   -0.0391    0.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4873   -0.1753   -0.8387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1712   -0.2116   -1.2984 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1256   -0.1119   -0.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7623   -0.1500   -0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4806   -0.2737   -2.1221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735   -0.0503   -0.0126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6425   -0.0733   -0.3476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2020    1.1040    0.1612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4993    1.2111   -0.2753 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0288    2.5231    0.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2087    2.8190   -0.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2715    3.4334    0.8247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3850    0.0957    0.2402 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6004    0.1802   -0.4546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7669   -1.2349   -0.0766 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4834   -2.2566    0.5049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241   -1.2191    0.4117 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6931   -2.4266    0.1725 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3770    0.0240    0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6945    0.0593    1.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9572    0.1964    2.7250 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0933   -0.0136    0.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9754    0.6100   -0.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0436   -1.1318   -0.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3109   -0.2537   -1.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0298   -0.3215   -2.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8012   -0.1828   -1.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4971    1.1697   -1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2792    4.4217    0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5368    0.1633    1.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3812    0.2633   -1.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7541   -1.3731   -1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8508   -2.8936   -0.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3490   -0.9627    1.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3115   -3.1928    0.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5426    0.1020    1.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1923    0.2703    3.3794 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  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  6 22  1  0
 22 23  2  0
 23 24  1  0
 23  3  1  0
 20 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 10 30  1  0
 12 31  1  6
 15 32  1  0
 16 33  1  1
 17 34  1  0
 18 35  1  6
 19 36  1  0
 20 37  1  1
 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
Isovanillate glucuronide	Generator
(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-(3-hydroxy-4-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-(3-hydroxy-4-methoxybenzoyloxy)oxane-2-carboxylic acid

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C14H16O10/c1-22-7-3-2-5(4-6(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

HATMKBLUSXVYDS-JLERCCTOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

O-glucuronide
1-o-glucuronide
M-hydroxybenzoic acid ester
P-methoxybenzoic acid or derivatives
Methoxyphenol
Benzoate ester
Benzoic acid or derivatives
Phenoxy compound
Methoxybenzene
Phenol ether
Benzoyl
Anisole
1-hydroxy-4-unsubstituted benzenoid
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 oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Source

Exogenous

Exogenous (HMDB: HMDB0240538)

Food

Cereal and cereal product

Cereal product

Whole grain cereal products (HMDB: HMDB0240538)

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0240538)

Coffee and coffee product

Coffee product

Coffee products (HMDB: HMDB0240538)

Tea

Tea products (HMDB: HMDB0240538)

Fat and oil

Olive oil (HMDB: HMDB0240538)

Fruit

Fruits (HMDB: HMDB0240538)

Vegetable

Vegetables (HMDB: HMDB0240538)

Legumes (HMDB: HMDB0240538)

Nut

Nuts (HMDB: HMDB0240538)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0240538)

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	-0.59	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	31.91 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]+	168.567	30932474
DeepCCS	[M-H]-	166.098	30932474
DeepCCS	[M-2H]-	200.164	30932474
DeepCCS	[M+Na]+	175.711	30932474

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.	3.2 minutes	32390414
Predicted by Siyang on May 30, 2022	10.8871 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.12 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1207.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	219.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	76.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	154.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	59.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	332.5 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	404.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	140.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	639.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	258.8 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	1300.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	233.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	265.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	584.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	169.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	394.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isovanillic acid glucuronide	[H]C1(OC(=O)C2=CC(O)=C(OC)C=C2)O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	4432.1	Standard polar	33892256
Isovanillic acid glucuronide	[H]C1(OC(=O)C2=CC(O)=C(OC)C=C2)O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	2843.6	Standard non polar	33892256
Isovanillic acid glucuronide	[H]C1(OC(=O)C2=CC(O)=C(OC)C=C2)O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	2918.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isovanillic acid glucuronide,1TMS,isomer #1	COC1=CC=C(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)C=C1O[Si](C)(C)C	2827.3	Semi standard non polar	33892256
Isovanillic acid glucuronide,1TMS,isomer #2	COC1=CC=C(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C1O	2818.9	Semi standard non polar	33892256
Isovanillic acid glucuronide,1TMS,isomer #3	COC1=CC=C(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C1O	2807.8	Semi standard non polar	33892256
Isovanillic acid glucuronide,1TMS,isomer #4	COC1=CC=C(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C1O	2826.5	Semi standard non polar	33892256
Isovanillic acid glucuronide,1TMS,isomer #5	COC1=CC=C(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C1O	2843.1	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TMS,isomer #1	COC1=CC=C(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C1O[Si](C)(C)C	2778.0	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TMS,isomer #10	COC1=CC=C(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)C=C1O	2805.0	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TMS,isomer #2	COC1=CC=C(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C1O[Si](C)(C)C	2787.1	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TMS,isomer #3	COC1=CC=C(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C1O[Si](C)(C)C	2804.4	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TMS,isomer #4	COC1=CC=C(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C1O[Si](C)(C)C	2826.0	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TMS,isomer #5	COC1=CC=C(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)C=C1O	2776.7	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TMS,isomer #6	COC1=CC=C(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)C=C1O	2782.9	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TMS,isomer #7	COC1=CC=C(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)C=C1O	2783.2	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TMS,isomer #8	COC1=CC=C(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)C=C1O	2783.6	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TMS,isomer #9	COC1=CC=C(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)C=C1O	2808.8	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TMS,isomer #1	COC1=CC=C(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)C=C1O[Si](C)(C)C	2787.7	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TMS,isomer #10	COC1=CC=C(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)C=C1O	2793.6	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TMS,isomer #2	COC1=CC=C(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)C=C1O[Si](C)(C)C	2796.9	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TMS,isomer #3	COC1=CC=C(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)C=C1O[Si](C)(C)C	2804.4	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TMS,isomer #4	COC1=CC=C(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)C=C1O[Si](C)(C)C	2789.4	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TMS,isomer #5	COC1=CC=C(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)C=C1O[Si](C)(C)C	2822.8	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TMS,isomer #6	COC1=CC=C(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)C=C1O[Si](C)(C)C	2816.0	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TMS,isomer #7	COC1=CC=C(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)C=C1O	2779.8	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TMS,isomer #8	COC1=CC=C(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)C=C1O	2821.4	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TMS,isomer #9	COC1=CC=C(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)C=C1O	2795.5	Semi standard non polar	33892256
Isovanillic acid glucuronide,4TMS,isomer #1	COC1=CC=C(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)C=C1O[Si](C)(C)C	2840.5	Semi standard non polar	33892256
Isovanillic acid glucuronide,4TMS,isomer #2	COC1=CC=C(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)C=C1O[Si](C)(C)C	2874.3	Semi standard non polar	33892256
Isovanillic acid glucuronide,4TMS,isomer #3	COC1=CC=C(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)C=C1O[Si](C)(C)C	2848.6	Semi standard non polar	33892256
Isovanillic acid glucuronide,4TMS,isomer #4	COC1=CC=C(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)C=C1O[Si](C)(C)C	2833.3	Semi standard non polar	33892256
Isovanillic acid glucuronide,4TMS,isomer #5	COC1=CC=C(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)C=C1O	2860.6	Semi standard non polar	33892256
Isovanillic acid glucuronide,5TMS,isomer #1	COC1=CC=C(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)C=C1O[Si](C)(C)C	2915.1	Semi standard non polar	33892256
Isovanillic acid glucuronide,1TBDMS,isomer #1	COC1=CC=C(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)C=C1O[Si](C)(C)C(C)(C)C	3114.8	Semi standard non polar	33892256
Isovanillic acid glucuronide,1TBDMS,isomer #2	COC1=CC=C(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C1O	3105.6	Semi standard non polar	33892256
Isovanillic acid glucuronide,1TBDMS,isomer #3	COC1=CC=C(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C1O	3073.8	Semi standard non polar	33892256
Isovanillic acid glucuronide,1TBDMS,isomer #4	COC1=CC=C(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C1O	3111.6	Semi standard non polar	33892256
Isovanillic acid glucuronide,1TBDMS,isomer #5	COC1=CC=C(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1O	3118.9	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TBDMS,isomer #1	COC1=CC=C(C(=O)OC2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C1O[Si](C)(C)C(C)(C)C	3288.2	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TBDMS,isomer #10	COC1=CC=C(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)C=C1O	3295.9	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TBDMS,isomer #2	COC1=CC=C(C(=O)OC2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C1O[Si](C)(C)C(C)(C)C	3283.1	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TBDMS,isomer #3	COC1=CC=C(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C1O[Si](C)(C)C(C)(C)C	3306.3	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TBDMS,isomer #4	COC1=CC=C(C(=O)OC2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	3316.3	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TBDMS,isomer #5	COC1=CC=C(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)C=C1O	3300.2	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TBDMS,isomer #6	COC1=CC=C(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)C=C1O	3310.2	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TBDMS,isomer #7	COC1=CC=C(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)C=C1O	3310.6	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TBDMS,isomer #8	COC1=CC=C(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)C=C1O	3272.7	Semi standard non polar	33892256
Isovanillic acid glucuronide,2TBDMS,isomer #9	COC1=CC=C(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)C=C1O	3302.7	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TBDMS,isomer #1	COC1=CC=C(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)C=C1O[Si](C)(C)C(C)(C)C	3490.0	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TBDMS,isomer #10	COC1=CC=C(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)C=C1O	3477.2	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TBDMS,isomer #2	COC1=CC=C(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)C=C1O[Si](C)(C)C(C)(C)C	3506.2	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TBDMS,isomer #3	COC1=CC=C(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)C=C1O[Si](C)(C)C(C)(C)C	3509.2	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TBDMS,isomer #4	COC1=CC=C(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)C=C1O[Si](C)(C)C(C)(C)C	3472.2	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TBDMS,isomer #5	COC1=CC=C(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)C=C1O[Si](C)(C)C(C)(C)C	3501.8	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TBDMS,isomer #6	COC1=CC=C(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)C=C1O[Si](C)(C)C(C)(C)C	3489.0	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TBDMS,isomer #7	COC1=CC=C(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)C=C1O	3500.6	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TBDMS,isomer #8	COC1=CC=C(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)C=C1O	3550.1	Semi standard non polar	33892256
Isovanillic acid glucuronide,3TBDMS,isomer #9	COC1=CC=C(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)C=C1O	3501.6	Semi standard non polar	33892256
Isovanillic acid glucuronide,4TBDMS,isomer #1	COC1=CC=C(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)C=C1O[Si](C)(C)C(C)(C)C	3654.6	Semi standard non polar	33892256
Isovanillic acid glucuronide,4TBDMS,isomer #2	COC1=CC=C(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)C=C1O[Si](C)(C)C(C)(C)C	3704.7	Semi standard non polar	33892256
Isovanillic acid glucuronide,4TBDMS,isomer #3	COC1=CC=C(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)C=C1O[Si](C)(C)C(C)(C)C	3668.8	Semi standard non polar	33892256
Isovanillic acid glucuronide,4TBDMS,isomer #4	COC1=CC=C(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)C=C1O[Si](C)(C)C(C)(C)C	3646.6	Semi standard non polar	33892256
Isovanillic acid glucuronide,4TBDMS,isomer #5	COC1=CC=C(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)C=C1O	3700.5	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 - Isovanillic acid glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isovanillic 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 - Isovanillic acid glucuronide 10V, Positive-QTOF	splash10-0gk9-0900000000-40019c7455104a80cf36	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isovanillic acid glucuronide 20V, Positive-QTOF	splash10-0uxr-1900000000-7ccc6850b585207b9d53	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isovanillic acid glucuronide 40V, Positive-QTOF	splash10-0v6r-3900000000-9eac36eddc441d16884a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isovanillic acid glucuronide 10V, Negative-QTOF	splash10-0uxr-0901000000-2bbc69caf9afcb704a42	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isovanillic acid glucuronide 20V, Negative-QTOF	splash10-0a4i-1900000000-b825cc80563595546776	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isovanillic acid glucuronide 40V, Negative-QTOF	splash10-0pi0-3900000000-7e0de18809b6350563e1	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

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

FDB093732

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

122402643

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 Isovanillic acid glucuronide (HMDB0240538)

MOL for HMDB0240538 (Isovanillic acid glucuronide)

3D MOL for HMDB0240538 (Isovanillic acid glucuronide)

3D SDF for HMDB0240538 (Isovanillic acid glucuronide)

3D-SDF for HMDB0240538 (Isovanillic acid glucuronide)

PDB for HMDB0240538 (Isovanillic acid glucuronide)

3D PDB for HMDB0240538 (Isovanillic acid glucuronide)

SMILES for HMDB0240538 (Isovanillic acid glucuronide)

INCHI for HMDB0240538 (Isovanillic acid glucuronide)

Structure for HMDB0240538 (Isovanillic acid glucuronide)

3D Structure for HMDB0240538 (Isovanillic acid glucuronide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra