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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2013-04-09 21:18:08 UTC

Update Date

2021-09-14 15:18:17 UTC

HMDB ID

HMDB0059989

Secondary Accession Numbers

HMDB59989

Metabolite Identification

Common Name

5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide

Description

5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv1652303102016572D          

 33 35  0  0  1  0            999 V2000
    4.1801    5.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272    3.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4821    2.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    4.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    4.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    5.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3071    2.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    5.7134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1067    4.8884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6078    6.1259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6078    4.4759    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6078    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    5.7134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0367    4.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7920    1.7139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    6.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    4.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    6.9509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    3.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    3.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5620    3.1660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    6.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    4.8884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6297    4.0254    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    5.3009    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    4.0634    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    6.5384    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    5.3009    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    5.3009    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  1  0  0  0  0
  7  1  1  0  0  0  0
  7  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  2  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  3  1  0  0  0  0
 10  9  2  0  0  0  0
 11  4  1  0  0  0  0
 13 12  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 15 16  1  6  0  0  0
 17 14  1  0  0  0  0
 18  9  1  0  0  0  0
 19 11  2  0  0  0  0
 12 20  1  1  0  0  0
 13 21  1  6  0  0  0
 14 22  1  6  0  0  0
 23 16  2  0  0  0  0
 24 16  1  0  0  0  0
 25  8  1  0  0  0  0
 25 11  1  0  0  0  0
 26 10  1  0  0  0  0
 17 26  1  1  0  0  0
 27 15  1  0  0  0  0
 27 17  1  0  0  0  0
 28  8  1  0  0  0  0
 12 29  1  6  0  0  0
 13 30  1  1  0  0  0
 14 31  1  1  0  0  0
 15 32  1  6  0  0  0
 17 33  1  6  0  0  0
M  END

HMDB0059989
     RDKit          3D
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide
 47 49  0  0  0  0  0  0  0  0999 V2000
    5.5666    2.4429    1.8838 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5260    1.3701    1.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6943    0.6087    0.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1508    0.0227   -0.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6698    0.1133   -0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9852   -1.2450   -0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5428   -1.0145   -0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7360   -0.7870   -1.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3782   -0.5672   -1.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1716   -0.5789   -0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4954   -0.3741    0.1934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5424   -0.1213   -0.6996 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5248   -1.0619   -0.6932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6077   -0.8994    0.0767 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3730   -1.4446    1.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2577   -1.9619    1.6929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3160   -1.4140    2.4403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1887    0.4821    0.1559 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5363    0.5392   -0.1816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4666    1.4429   -0.7934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8445    2.7425   -0.5054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0065    1.2886   -0.4362 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1870    2.1717   -1.0974 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6289   -0.8072    1.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0533   -0.8173    2.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9738   -1.0221    0.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4141    0.6275    0.8264 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9295   -0.2130    1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5335    1.3070    0.4887 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4827    0.6718   -1.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5047   -1.0059   -0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1698    0.7720   -1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3832   -1.9080    0.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1312   -1.7093   -1.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1490   -0.7733   -2.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2248   -0.3890   -2.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1171   -0.1077   -1.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4361   -1.5443   -0.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1152   -1.3925    3.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0521    0.8845    1.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0897    0.1287    0.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6609    1.1867   -1.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1876    3.3673   -0.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9262    1.4638    0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4307    1.7005   -1.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5970   -0.9784    3.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5578   -1.1968    1.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 10 24  1  0
 24 25  1  0
 24 26  2  0
  5 27  1  0
 27  2  1  0
 26  7  1  0
 22 12  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  8 35  1  0
  9 36  1  0
 12 37  1  6
 14 38  1  6
 17 39  1  0
 18 40  1  1
 19 41  1  0
 20 42  1  6
 21 43  1  0
 22 44  1  1
 23 45  1  0
 25 46  1  0
 26 47  1  0
M  END


  Mrv1652303102016572D          

 33 35  0  0  1  0            999 V2000
    4.1801    5.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272    3.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4821    2.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    4.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    4.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    5.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3071    2.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    5.7134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1067    4.8884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6078    6.1259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6078    4.4759    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6078    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    5.7134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0367    4.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7920    1.7139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    6.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    4.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    6.9509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    3.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    3.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5620    3.1660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    6.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    4.8884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6297    4.0254    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    5.3009    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    4.0634    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    6.5384    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    5.3009    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    5.3009    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  1  0  0  0  0
  7  1  1  0  0  0  0
  7  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  2  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  3  1  0  0  0  0
 10  9  2  0  0  0  0
 11  4  1  0  0  0  0
 13 12  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 15 16  1  6  0  0  0
 17 14  1  0  0  0  0
 18  9  1  0  0  0  0
 19 11  2  0  0  0  0
 12 20  1  1  0  0  0
 13 21  1  6  0  0  0
 14 22  1  6  0  0  0
 23 16  2  0  0  0  0
 24 16  1  0  0  0  0
 25  8  1  0  0  0  0
 25 11  1  0  0  0  0
 26 10  1  0  0  0  0
 17 26  1  1  0  0  0
 27 15  1  0  0  0  0
 27 17  1  0  0  0  0
 28  8  1  0  0  0  0
 12 29  1  6  0  0  0
 13 30  1  1  0  0  0
 14 31  1  1  0  0  0
 15 32  1  6  0  0  0
 17 33  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0059989

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]C1(CC2=CC(O)=C(O[C@@]3([H])O[C@@]([H])(C(O)=O)[C@]([H])(O)[C@@]([H])(O)[C@]3([H])O)C=C2)CCC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C17H20O10/c18-9-6-7(5-8-2-4-11(19)25-8)1-3-10(9)26-17-14(22)12(20)13(21)15(27-17)16(23)24/h1,3,6,8,12-15,17-18,20-22H,2,4-5H2,(H,23,24)/t8?,12-,13-,14+,15-,17+/m1/s1

> <INCHI_KEY>
OTBJYBQGMPICIK-GHPVWUPISA-N

> <FORMULA>
C17H20O10

> <MOLECULAR_WEIGHT>
384.3347

> <EXACT_MASS>
384.10564686

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
36.296432526345605

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-{2-hydroxy-4-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic acid

> <ALOGPS_LOGP>
-0.22

> <JCHEM_LOGP>
-0.3324715006666663

> <ALOGPS_LOGS>
-1.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.739423147911136

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0598960355045155

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6868279752750155

> <JCHEM_POLAR_SURFACE_AREA>
162.98

> <JCHEM_REFRACTIVITY>
85.3195

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.45e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-{2-hydroxy-4-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059989
     RDKit          3D
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide
 47 49  0  0  0  0  0  0  0  0999 V2000
    5.5666    2.4429    1.8838 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5260    1.3701    1.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6943    0.6087    0.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1508    0.0227   -0.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6698    0.1133   -0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9852   -1.2450   -0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5428   -1.0145   -0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7360   -0.7870   -1.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3782   -0.5672   -1.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1716   -0.5789   -0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4954   -0.3741    0.1934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5424   -0.1213   -0.6996 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5248   -1.0619   -0.6932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6077   -0.8994    0.0767 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3730   -1.4446    1.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2577   -1.9619    1.6929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3160   -1.4140    2.4403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1887    0.4821    0.1559 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5363    0.5392   -0.1816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4666    1.4429   -0.7934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8445    2.7425   -0.5054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0065    1.2886   -0.4362 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1870    2.1717   -1.0974 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6289   -0.8072    1.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0533   -0.8173    2.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9738   -1.0221    0.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4141    0.6275    0.8264 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9295   -0.2130    1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5335    1.3070    0.4887 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4827    0.6718   -1.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5047   -1.0059   -0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1698    0.7720   -1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3832   -1.9080    0.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1312   -1.7093   -1.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1490   -0.7733   -2.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2248   -0.3890   -2.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1171   -0.1077   -1.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4361   -1.5443   -0.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1152   -1.3925    3.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0521    0.8845    1.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0897    0.1287    0.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6609    1.1867   -1.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1876    3.3673   -0.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9262    1.4638    0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4307    1.7005   -1.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5970   -0.9784    3.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5578   -1.1968    1.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 10 24  1  0
 24 25  1  0
 24 26  2  0
  5 27  1  0
 27  2  1  0
 26  7  1  0
 22 12  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  8 35  1  0
  9 36  1  0
 12 37  1  6
 14 38  1  6
 17 39  1  0
 18 40  1  1
 19 41  1  0
 20 42  1  6
 21 43  1  0
 22 44  1  1
 23 45  1  0
 25 46  1  0
 26 47  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0       7.803  10.665   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.891   5.910   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.469  11.435   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.367   4.445   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.137   8.355   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.469   8.355   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.803   9.125   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.137   6.815   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.136   9.125   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.136  10.665   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.907   4.445   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.199  10.665   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.199   9.125   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.135  11.435   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.135   8.355   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.135   6.815   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.468  10.665   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.802   8.355   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      10.812   3.199   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.533  11.435   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.533   8.355   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.135  12.975   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.468   6.045   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.199   6.045   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      10.382   5.910   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       3.802  11.435   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.468   9.125   0.000  0.00  0.00           O+0
HETATM   28  H   UNK     0      10.509   7.514   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.533   9.895   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.199   7.585   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.468  12.205   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.135   9.895   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.802   9.895   0.000  0.00  0.00           H+0
CONECT    1    3    7                                                       
CONECT    2    4    8                                                       
CONECT    3    1   10                                                       
CONECT    4    2   11                                                       
CONECT    5    7    8                                                       
CONECT    6    7    9                                                       
CONECT    7    1    5    6                                                  
CONECT    8    2    5   25   28                                             
CONECT    9    6   10   18                                                  
CONECT   10    3    9   26                                                  
CONECT   11    4   19   25                                                  
CONECT   12   13   14   20   29                                             
CONECT   13   12   15   21   30                                             
CONECT   14   12   17   22   31                                             
CONECT   15   13   16   27   32                                             
CONECT   16   15   23   24                                                  
CONECT   17   14   26   27   33                                             
CONECT   18    9                                                            
CONECT   19   11                                                            
CONECT   20   12                                                            
CONECT   21   13                                                            
CONECT   22   14                                                            
CONECT   23   16                                                            
CONECT   24   16                                                            
CONECT   25    8   11                                                       
CONECT   26   10   17                                                       
CONECT   27   15   17                                                       
CONECT   28    8                                                            
CONECT   29   12                                                            
CONECT   30   13                                                            
CONECT   31   14                                                            
CONECT   32   15                                                            
CONECT   33   17                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

COMPND    HMDB0059989
HETATM    1  O1  UNL     1       5.567   2.443   1.884  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.526   1.370   1.214  1.00  0.00           C  
HETATM    3  C2  UNL     1       6.694   0.609   0.655  1.00  0.00           C  
HETATM    4  C3  UNL     1       6.151   0.023  -0.632  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.670   0.113  -0.467  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.985  -1.245  -0.533  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.543  -1.014  -0.357  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.736  -0.787  -1.435  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.378  -0.567  -1.303  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.172  -0.579  -0.049  1.00  0.00           C  
HETATM   11  O2  UNL     1      -1.495  -0.374   0.193  1.00  0.00           O  
HETATM   12  C10 UNL     1      -2.542  -0.121  -0.700  1.00  0.00           C  
HETATM   13  O3  UNL     1      -3.525  -1.062  -0.693  1.00  0.00           O  
HETATM   14  C11 UNL     1      -4.608  -0.899   0.077  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.373  -1.445   1.438  1.00  0.00           C  
HETATM   16  O4  UNL     1      -3.258  -1.962   1.693  1.00  0.00           O  
HETATM   17  O5  UNL     1      -5.316  -1.414   2.440  1.00  0.00           O  
HETATM   18  C13 UNL     1      -5.189   0.482   0.156  1.00  0.00           C  
HETATM   19  O6  UNL     1      -6.536   0.539  -0.182  1.00  0.00           O  
HETATM   20  C14 UNL     1      -4.467   1.443  -0.793  1.00  0.00           C  
HETATM   21  O7  UNL     1      -4.844   2.742  -0.505  1.00  0.00           O  
HETATM   22  C15 UNL     1      -3.007   1.289  -0.436  1.00  0.00           C  
HETATM   23  O8  UNL     1      -2.187   2.172  -1.097  1.00  0.00           O  
HETATM   24  C16 UNL     1       0.629  -0.807   1.052  1.00  0.00           C  
HETATM   25  O9  UNL     1       0.053  -0.817   2.341  1.00  0.00           O  
HETATM   26  C17 UNL     1       1.974  -1.022   0.888  1.00  0.00           C  
HETATM   27  O10 UNL     1       4.414   0.627   0.826  1.00  0.00           O  
HETATM   28  H1  UNL     1       6.930  -0.213   1.357  1.00  0.00           H  
HETATM   29  H2  UNL     1       7.534   1.307   0.489  1.00  0.00           H  
HETATM   30  H3  UNL     1       6.483   0.672  -1.457  1.00  0.00           H  
HETATM   31  H4  UNL     1       6.505  -1.006  -0.802  1.00  0.00           H  
HETATM   32  H5  UNL     1       4.170   0.772  -1.207  1.00  0.00           H  
HETATM   33  H6  UNL     1       4.383  -1.908   0.276  1.00  0.00           H  
HETATM   34  H7  UNL     1       4.131  -1.709  -1.533  1.00  0.00           H  
HETATM   35  H8  UNL     1       2.149  -0.773  -2.436  1.00  0.00           H  
HETATM   36  H9  UNL     1      -0.225  -0.389  -2.206  1.00  0.00           H  
HETATM   37  H10 UNL     1      -2.117  -0.108  -1.721  1.00  0.00           H  
HETATM   38  H11 UNL     1      -5.436  -1.544  -0.352  1.00  0.00           H  
HETATM   39  H12 UNL     1      -5.115  -1.392   3.414  1.00  0.00           H  
HETATM   40  H13 UNL     1      -5.052   0.885   1.171  1.00  0.00           H  
HETATM   41  H14 UNL     1      -7.090   0.129   0.533  1.00  0.00           H  
HETATM   42  H15 UNL     1      -4.661   1.187  -1.837  1.00  0.00           H  
HETATM   43  H16 UNL     1      -4.188   3.367  -0.911  1.00  0.00           H  
HETATM   44  H17 UNL     1      -2.926   1.464   0.658  1.00  0.00           H  
HETATM   45  H18 UNL     1      -1.431   1.700  -1.539  1.00  0.00           H  
HETATM   46  H19 UNL     1       0.597  -0.978   3.160  1.00  0.00           H  
HETATM   47  H20 UNL     1       2.558  -1.197   1.789  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   27
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6   27   32
CONECT    6    7   33   34
CONECT    7    8    8   26
CONECT    8    9   35
CONECT    9   10   10   36
CONECT   10   11   24
CONECT   11   12
CONECT   12   13   22   37
CONECT   13   14
CONECT   14   15   18   38
CONECT   15   16   16   17
CONECT   17   39
CONECT   18   19   20   40
CONECT   19   41
CONECT   20   21   22   42
CONECT   21   43
CONECT   22   23   44
CONECT   23   45
CONECT   24   25   26   26
CONECT   25   46
CONECT   26   47
END

HMDB0059989
     RDKit          3D
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide
 47 49  0  0  0  0  0  0  0  0999 V2000
    5.5666    2.4429    1.8838 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5260    1.3701    1.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6943    0.6087    0.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1508    0.0227   -0.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6698    0.1133   -0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9852   -1.2450   -0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5428   -1.0145   -0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7360   -0.7870   -1.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3782   -0.5672   -1.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1716   -0.5789   -0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4954   -0.3741    0.1934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5424   -0.1213   -0.6996 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5248   -1.0619   -0.6932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6077   -0.8994    0.0767 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3730   -1.4446    1.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2577   -1.9619    1.6929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3160   -1.4140    2.4403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1887    0.4821    0.1559 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5363    0.5392   -0.1816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4666    1.4429   -0.7934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8445    2.7425   -0.5054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0065    1.2886   -0.4362 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1870    2.1717   -1.0974 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6289   -0.8072    1.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0533   -0.8173    2.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9738   -1.0221    0.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4141    0.6275    0.8264 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9295   -0.2130    1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5335    1.3070    0.4887 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4827    0.6718   -1.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5047   -1.0059   -0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1698    0.7720   -1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3832   -1.9080    0.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1312   -1.7093   -1.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1490   -0.7733   -2.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2248   -0.3890   -2.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1171   -0.1077   -1.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4361   -1.5443   -0.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1152   -1.3925    3.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0521    0.8845    1.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0897    0.1287    0.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6609    1.1867   -1.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1876    3.3673   -0.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9262    1.4638    0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4307    1.7005   -1.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5970   -0.9784    3.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5578   -1.1968    1.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 10 24  1  0
 24 25  1  0
 24 26  2  0
  5 27  1  0
 27  2  1  0
 26  7  1  0
 22 12  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  8 35  1  0
  9 36  1  0
 12 37  1  6
 14 38  1  6
 17 39  1  0
 18 40  1  1
 19 41  1  0
 20 42  1  6
 21 43  1  0
 22 44  1  1
 23 45  1  0
 25 46  1  0
 26 47  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5-(3',4'-Dihydroxyphenyl)-g-valerolactone-4'-O-glucuronide	Generator
5-(3',4'-Dihydroxyphenyl)-γ-valerolactone-4'-O-glucuronide	Generator

Chemical Formula

C₁₇H₂₀O₁₀

Average Molecular Weight

384.3347

Monoisotopic Molecular Weight

384.10564686

IUPAC Name

(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-{2-hydroxy-4-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic acid

Traditional Name

(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-{2-hydroxy-4-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

O[C@H]1[C@H](O)[C@@H](OC2=C(O)C=C(CC3CCC(=O)O3)C=C2)O[C@H]([C@@H]1O)C(O)=O

InChI Identifier

InChI=1S/C17H20O10/c18-9-6-7(5-8-2-4-11(19)25-8)1-3-10(9)26-17-14(22)12(20)13(21)15(27-17)16(23)24/h1,3,6,8,12-15,17-18,20-22H,2,4-5H2,(H,23,24)/t8?,12-,13-,14+,15-,17+/m1/s1

InChI Key

OTBJYBQGMPICIK-GHPVWUPISA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Alkyl glycoside
O-glycosyl compound
Phenoxy compound
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Phenol
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Gamma butyrolactone
Hydroxy acid
Monosaccharide
Benzenoid
Oxane
Pyran
Tetrahydrofuran
Lactone
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Acetal
Carboxylic acid derivative
Polyol
Organic oxide
Alcohol
Hydrocarbon derivative
Carbonyl group
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)

Organ

Liver (HMDB: HMDB0059989)
Kidney (HMDB: HMDB0059989)

Excreta

Biofluid or Excreta

Urine (PMID: 22827565)

Source

Endogenous

Endogenous (HMDB: HMDB0059989)

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
Water Solubility	6.45 g/L	ALOGPS
logP	-0.22	ALOGPS
logP	-0.33	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.06	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	85.32 m³·mol⁻¹	ChemAxon
Polarizability	36.3 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	190.265	31661259
DarkChem	[M-H]-	188.025	31661259
DeepCCS	[M+H]+	186.486	30932474
DeepCCS	[M-H]-	184.091	30932474
DeepCCS	[M-2H]-	216.974	30932474
DeepCCS	[M+Na]+	192.399	30932474
AllCCS	[M+H]+	188.8	32859911
AllCCS	[M+H-H2O]+	186.1	32859911
AllCCS	[M+NH4]+	191.3	32859911
AllCCS	[M+Na]+	192.0	32859911
AllCCS	[M-H]-	185.5	32859911
AllCCS	[M+Na-2H]-	185.6	32859911
AllCCS	[M+HCOO]-	185.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	3.37 minutes	32390414
Predicted by Siyang on May 30, 2022	10.579 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.06 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1339.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	211.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	91.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	67.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	320.3 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	323.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	554.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	668.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	355.1 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	1061.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	231.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	247.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	480.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	307.8 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	275.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide	O[C@H]1[C@H](O)[C@@H](OC2=C(O)C=C(CC3CCC(=O)O3)C=C2)O[C@H]([C@@H]1O)C(O)=O	4857.3	Standard polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide	O[C@H]1[C@H](O)[C@@H](OC2=C(O)C=C(CC3CCC(=O)O3)C=C2)O[C@H]([C@@H]1O)C(O)=O	3209.5	Standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide	O[C@H]1[C@H](O)[C@@H](OC2=C(O)C=C(CC3CCC(=O)O3)C=C2)O[C@H]([C@@H]1O)C(O)=O	3556.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,1TMS,isomer #1	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)O[C@@H](C(=O)O)[C@@H]1O	3262.2	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)O[C@@H](C(=O)O)[C@H](O)[C@H]1O	3255.7	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,1TMS,isomer #3	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O)[C@@H]1O	3246.8	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,1TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)O[C@H]1C(=O)O	3237.8	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,1TMS,isomer #5	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)[C@@H](O)[C@H](O)[C@H]1O	3216.9	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)O[C@@H](C(=O)O)[C@H](O)[C@H]1O[Si](C)(C)C	3245.1	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TMS,isomer #10	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	3237.5	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TMS,isomer #2	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3259.8	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	3232.7	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TMS,isomer #4	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)O[C@@H](C(=O)O)[C@@H]1O[Si](C)(C)C	3246.9	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TMS,isomer #5	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3236.6	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TMS,isomer #6	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	3226.8	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C)[C@H]1O	3250.0	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TMS,isomer #8	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	3229.2	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TMS,isomer #9	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3243.3	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TMS,isomer #1	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3237.3	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TMS,isomer #10	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	3234.6	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	3228.2	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3237.2	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	3237.3	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TMS,isomer #5	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3249.1	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TMS,isomer #6	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3237.8	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TMS,isomer #7	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	3224.4	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TMS,isomer #8	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3258.3	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TMS,isomer #9	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	3251.7	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	3215.6	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,4TMS,isomer #2	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3242.8	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,4TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3219.8	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3229.8	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,4TMS,isomer #5	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	3236.4	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3252.3	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)O[C@@H](C(=O)O)[C@@H]1O	3512.9	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)O[C@@H](C(=O)O)[C@H](O)[C@H]1O	3520.7	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O)[C@@H]1O	3531.0	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)O[C@H]1C(=O)O	3498.0	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)[C@@H](O)[C@H](O)[C@H]1O	3494.8	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)O[C@@H](C(=O)O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3705.6	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3709.8	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3740.8	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3697.7	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)O[C@@H](C(=O)O)[C@@H]1O[Si](C)(C)C(C)(C)C	3697.0	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3736.5	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3710.5	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3709.5	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	3709.2	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	3727.5	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3908.1	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3921.0	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3894.5	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3886.8	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3916.6	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1O[C@H]1O[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]1O	3909.5	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3900.3	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3924.5	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3930.0	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3926.7	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O[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]1O	4088.3	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1O[C@H]1O[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]1O[Si](C)(C)C(C)(C)C	4072.8	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	4087.0	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	4091.4	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=C(CC3CCC(=O)O3)C=C2O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4120.2	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 - 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-07vs-7393000000-9e5d2516c1bfcf90a3a4	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide GC-MS (4 TMS) - 70eV, Positive	splash10-0a4i-3022029000-4fb28db4992e513764ac	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-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 - 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide 10V, Positive-QTOF	splash10-0ap0-0449000000-fe5b377019be11eb4318	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide 20V, Positive-QTOF	splash10-0a4r-0931000000-e2aac4e8d4e763754c3e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide 40V, Positive-QTOF	splash10-0aba-1910000000-f04fb36a8d821e654fa4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide 10V, Negative-QTOF	splash10-0540-1339000000-777b495cd5dadc619ff3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide 20V, Negative-QTOF	splash10-0a4i-4895000000-511a2a454fae1b223a24	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide 40V, Negative-QTOF	splash10-052f-9420000000-274ad576dfc356cebb55	2017-10-06	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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)	Male	Normal	22827565	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	20853910	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Diabetes mellitus	23637065	details

Associated Disorders and Diseases

Disease References

Diabetes mellitus type 2
Llorach R, Urpi-Sarda M, Tulipani S, Garcia-Aloy M, Monagas M, Andres-Lacueva C: Metabolomic fingerprint in patients at high risk of cardiovascular disease by cocoa intervention. Mol Nutr Food Res. 2013 Jun;57(6):962-73. doi: 10.1002/mnfr.201200736. Epub 2013 May 2. [PubMed:23637065 ]

Associated OMIM IDs

125853 (Diabetes mellitus type 2)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093654

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

124202077

PDB ID

Not Available

ChEBI ID

88695

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

van der Hooft JJ, de Vos RC, Mihaleva V, Bino RJ, Ridder L, de Roo N, Jacobs DM, van Duynhoven JP, Vervoort J: Structural elucidation and quantification of phenolic conjugates present in human urine after tea intake. Anal Chem. 2012 Aug 21;84(16):7263-71. doi: 10.1021/ac3017339. Epub 2012 Aug 2. [PubMed:22827565 ]

Showing metabocard for 5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide (HMDB0059989)

MOL for HMDB0059989 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

3D MOL for HMDB0059989 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

3D SDF for HMDB0059989 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

3D-SDF for HMDB0059989 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

PDB for HMDB0059989 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

3D PDB for HMDB0059989 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

SMILES for HMDB0059989 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

INCHI for HMDB0059989 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

Structure for HMDB0059989 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

3D Structure for HMDB0059989 (5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-glucuronide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra