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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2013-04-09 21:18:15 UTC

Update Date

2021-09-14 15:39:02 UTC

HMDB ID

HMDB0059991

Secondary Accession Numbers

HMDB59991

Metabolite Identification

Common Name

5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide

Description

5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. 5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-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


  Mrv1652304062013122D          

 26 28  0  0  0  0            999 V2000
    4.4491    0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7346    0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7346   -0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4491   -1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1636   -0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1636    0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0202   -1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3057   -0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2195    0.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4125    0.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0000   -0.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5520   -1.0132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1795   -0.4864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4491    1.3848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1636    1.7973    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8780    3.0349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1636    2.6224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8780    1.3848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5925    1.7973    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5925    2.6224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3070    1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0215    1.7973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3070    0.5598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8780    3.8599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3070    3.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4491    3.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  1 14  1  0  0  0  0
 15 14  1  1  0  0  0
 17 15  1  0  0  0  0
 15 18  1  0  0  0  0
 16 17  1  0  0  0  0
 16 20  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  1  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 16 24  1  1  0  0  0
 20 25  1  6  0  0  0
 17 26  1  6  0  0  0
M  END

HMDB0059991
     RDKit          3D
5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide
 52 54  0  0  0  0  0  0  0  0999 V2000
   -5.6056   -0.1622    0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1878   -0.4213   -0.0018 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2913   -0.6585    1.1931 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8152   -1.6711    2.1328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9874   -1.5203    2.5613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1062   -2.7694    2.5715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9924   -0.9660    0.8215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4061    0.0221    0.0357 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0877   -0.2164   -0.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9710    0.5807    0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9011    1.7480    0.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0419    2.5022    1.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2919    2.1051    0.7123 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3830    0.9228   -0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7163    0.4969   -0.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3885   -0.3237    0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6168   -1.5587    0.9392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9136   -2.4418   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2318   -1.9422   -0.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8336   -2.4640   -1.7328 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5861   -0.8693    0.0342 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2639    0.1906   -0.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2384    0.2682   -1.2295 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5316    1.1977   -2.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762    0.7576   -0.7619 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4622    1.2572   -1.8490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1153   -1.1234    0.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5925    0.3832    1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1466    0.4402   -0.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1446   -1.2875   -0.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2451    0.3085    1.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0636   -2.9091    3.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5146    0.9534    0.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0550    2.1034    1.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9392    3.4107    1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1889    2.6625    0.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3673    1.3813   -0.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6648   -0.1091   -1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6301    0.2909    1.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0130   -2.0312    1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5462   -1.3496    1.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0146   -3.4928    0.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1100   -2.3389   -0.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329   -0.7396   -0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3772   -0.7023   -1.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5311    2.2450   -1.8176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4541    0.8746   -2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9217    1.0675   -3.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4311    1.5645   -0.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8264    1.7692   -2.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1235    0.5047   -2.2822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1161    2.0602   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  3  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 14 22  2  0
  8 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25  2  1  0
 22 10  1  0
 21 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  6
  3 31  1  1
  6 32  1  0
  8 33  1  1
 11 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 22 44  1  0
 23 45  1  6
 24 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  1
 26 50  1  0
 26 51  1  0
 26 52  1  0
M  END


  Mrv1652304062013122D          

 26 28  0  0  0  0            999 V2000
    4.4491    0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7346    0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7346   -0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4491   -1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1636   -0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1636    0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0202   -1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3057   -0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2195    0.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4125    0.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0000   -0.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5520   -1.0132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1795   -0.4864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4491    1.3848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1636    1.7973    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8780    3.0349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1636    2.6224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8780    1.3848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5925    1.7973    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5925    2.6224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3070    1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0215    1.7973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3070    0.5598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8780    3.8599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3070    3.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4491    3.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  1 14  1  0  0  0  0
 15 14  1  1  0  0  0
 17 15  1  0  0  0  0
 15 18  1  0  0  0  0
 16 17  1  0  0  0  0
 16 20  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  1  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 16 24  1  1  0  0  0
 20 25  1  6  0  0  0
 17 26  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0059991

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H]1[C@@H](C)[C@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)O[C@@H]([C@H]1C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O6/c1-11-12(2)18(19(22)23)26-20(13(11)3)25-15-6-4-5-14(9-15)10-16-7-8-17(21)24-16/h4-6,9,11-13,16,18,20H,7-8,10H2,1-3H3,(H,22,23)/t11-,12-,13+,16?,18-,20+/m0/s1

> <INCHI_KEY>
GZLRAFFGSYXMES-UAISQINXSA-N

> <FORMULA>
C20H26O6

> <MOLECULAR_WEIGHT>
362.4168

> <EXACT_MASS>
362.172938564

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
38.685461637679694

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.21

> <JCHEM_LOGP>
3.7866037379999997

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.872102378393403

> <JCHEM_PKA_STRONGEST_BASIC>
-4.311484398213483

> <JCHEM_POLAR_SURFACE_AREA>
82.06

> <JCHEM_REFRACTIVITY>
93.1091

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.65e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059991
     RDKit          3D
5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide
 52 54  0  0  0  0  0  0  0  0999 V2000
   -5.6056   -0.1622    0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1878   -0.4213   -0.0018 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2913   -0.6585    1.1931 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8152   -1.6711    2.1328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9874   -1.5203    2.5613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1062   -2.7694    2.5715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9924   -0.9660    0.8215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4061    0.0221    0.0357 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0877   -0.2164   -0.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9710    0.5807    0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9011    1.7480    0.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0419    2.5022    1.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2919    2.1051    0.7123 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3830    0.9228   -0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7163    0.4969   -0.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3885   -0.3237    0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6168   -1.5587    0.9392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9136   -2.4418   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2318   -1.9422   -0.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8336   -2.4640   -1.7328 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5861   -0.8693    0.0342 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2639    0.1906   -0.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2384    0.2682   -1.2295 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5316    1.1977   -2.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762    0.7576   -0.7619 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4622    1.2572   -1.8490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1153   -1.1234    0.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5925    0.3832    1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1466    0.4402   -0.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1446   -1.2875   -0.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2451    0.3085    1.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0636   -2.9091    3.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5146    0.9534    0.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0550    2.1034    1.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9392    3.4107    1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1889    2.6625    0.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3673    1.3813   -0.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6648   -0.1091   -1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6301    0.2909    1.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0130   -2.0312    1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5462   -1.3496    1.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0146   -3.4928    0.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1100   -2.3389   -0.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329   -0.7396   -0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3772   -0.7023   -1.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5311    2.2450   -1.8176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4541    0.8746   -2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9217    1.0675   -3.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4311    1.5645   -0.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8264    1.7692   -2.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1235    0.5047   -2.2822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1161    2.0602   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  3  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 14 22  2  0
  8 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25  2  1  0
 22 10  1  0
 21 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  6
  3 31  1  1
  6 32  1  0
  8 33  1  1
 11 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 22 44  1  0
 23 45  1  6
 24 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  1
 26 50  1  0
 26 51  1  0
 26 52  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0       8.305   1.045   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.971   0.275   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.971  -1.265   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.305  -2.035   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.639  -1.265   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.639   0.275   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.638  -2.035   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.304  -1.265   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.143   0.267   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.637   0.587   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.867  -0.747   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.897  -1.891   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.335  -0.908   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       8.305   2.585   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       9.639   3.355   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.972   5.665   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.639   4.895   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.972   2.585   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      12.306   3.355   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.306   4.895   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.640   2.585   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      14.973   3.355   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      13.640   1.045   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      10.972   7.205   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.640   5.665   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.305   5.665   0.000  0.00  0.00           C+0
CONECT    1    2    6   14                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5                                                       
CONECT    7    3    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12    8   11                                                       
CONECT   13   11                                                            
CONECT   14    1   15                                                       
CONECT   15   14   17   18                                                  
CONECT   16   17   20   24                                                  
CONECT   17   15   16   26                                                  
CONECT   18   15   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   16   19   25                                                  
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   16                                                            
CONECT   25   20                                                            
CONECT   26   17                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0059991
HETATM    1  C1  UNL     1      -5.606  -0.162   0.378  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.188  -0.421  -0.002  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.291  -0.659   1.193  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.815  -1.671   2.133  1.00  0.00           C  
HETATM    5  O1  UNL     1      -4.987  -1.520   2.561  1.00  0.00           O  
HETATM    6  O2  UNL     1      -3.106  -2.769   2.571  1.00  0.00           O  
HETATM    7  O3  UNL     1      -1.992  -0.966   0.821  1.00  0.00           O  
HETATM    8  C5  UNL     1      -1.406   0.022   0.036  1.00  0.00           C  
HETATM    9  O4  UNL     1      -0.088  -0.216  -0.274  1.00  0.00           O  
HETATM   10  C6  UNL     1       0.971   0.581   0.077  1.00  0.00           C  
HETATM   11  C7  UNL     1       0.901   1.748   0.794  1.00  0.00           C  
HETATM   12  C8  UNL     1       2.042   2.502   1.110  1.00  0.00           C  
HETATM   13  C9  UNL     1       3.292   2.105   0.712  1.00  0.00           C  
HETATM   14  C10 UNL     1       3.383   0.923  -0.017  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.716   0.497  -0.459  1.00  0.00           C  
HETATM   16  C12 UNL     1       5.388  -0.324   0.603  1.00  0.00           C  
HETATM   17  C13 UNL     1       4.617  -1.559   0.939  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.914  -2.442  -0.265  1.00  0.00           C  
HETATM   19  C15 UNL     1       6.232  -1.942  -0.763  1.00  0.00           C  
HETATM   20  O5  UNL     1       6.834  -2.464  -1.733  1.00  0.00           O  
HETATM   21  O6  UNL     1       6.586  -0.869   0.034  1.00  0.00           O  
HETATM   22  C16 UNL     1       2.264   0.191  -0.321  1.00  0.00           C  
HETATM   23  C17 UNL     1      -2.238   0.268  -1.229  1.00  0.00           C  
HETATM   24  C18 UNL     1      -1.532   1.198  -2.150  1.00  0.00           C  
HETATM   25  C19 UNL     1      -3.576   0.758  -0.762  1.00  0.00           C  
HETATM   26  C20 UNL     1      -4.462   1.257  -1.849  1.00  0.00           C  
HETATM   27  H1  UNL     1      -6.115  -1.123   0.559  1.00  0.00           H  
HETATM   28  H2  UNL     1      -5.592   0.383   1.358  1.00  0.00           H  
HETATM   29  H3  UNL     1      -6.147   0.440  -0.382  1.00  0.00           H  
HETATM   30  H4  UNL     1      -4.145  -1.287  -0.681  1.00  0.00           H  
HETATM   31  H5  UNL     1      -3.245   0.309   1.744  1.00  0.00           H  
HETATM   32  H6  UNL     1      -3.064  -2.909   3.593  1.00  0.00           H  
HETATM   33  H7  UNL     1      -1.515   0.953   0.613  1.00  0.00           H  
HETATM   34  H8  UNL     1      -0.055   2.103   1.130  1.00  0.00           H  
HETATM   35  H9  UNL     1       1.939   3.411   1.674  1.00  0.00           H  
HETATM   36  H10 UNL     1       4.189   2.663   0.939  1.00  0.00           H  
HETATM   37  H11 UNL     1       5.367   1.381  -0.675  1.00  0.00           H  
HETATM   38  H12 UNL     1       4.665  -0.109  -1.389  1.00  0.00           H  
HETATM   39  H13 UNL     1       5.630   0.291   1.494  1.00  0.00           H  
HETATM   40  H14 UNL     1       5.013  -2.031   1.873  1.00  0.00           H  
HETATM   41  H15 UNL     1       3.546  -1.350   1.059  1.00  0.00           H  
HETATM   42  H16 UNL     1       5.015  -3.493   0.084  1.00  0.00           H  
HETATM   43  H17 UNL     1       4.110  -2.339  -0.998  1.00  0.00           H  
HETATM   44  H18 UNL     1       2.333  -0.740  -0.899  1.00  0.00           H  
HETATM   45  H19 UNL     1      -2.377  -0.702  -1.735  1.00  0.00           H  
HETATM   46  H20 UNL     1      -1.531   2.245  -1.818  1.00  0.00           H  
HETATM   47  H21 UNL     1      -0.454   0.875  -2.195  1.00  0.00           H  
HETATM   48  H22 UNL     1      -1.922   1.067  -3.174  1.00  0.00           H  
HETATM   49  H23 UNL     1      -3.431   1.564  -0.008  1.00  0.00           H  
HETATM   50  H24 UNL     1      -3.826   1.769  -2.602  1.00  0.00           H  
HETATM   51  H25 UNL     1      -5.123   0.505  -2.282  1.00  0.00           H  
HETATM   52  H26 UNL     1      -5.116   2.060  -1.422  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   25   30
CONECT    3    4    7   31
CONECT    4    5    5    6
CONECT    6   32
CONECT    7    8
CONECT    8    9   23   33
CONECT    9   10
CONECT   10   11   11   22
CONECT   11   12   34
CONECT   12   13   13   35
CONECT   13   14   36
CONECT   14   15   22   22
CONECT   15   16   37   38
CONECT   16   17   21   39
CONECT   17   18   40   41
CONECT   18   19   42   43
CONECT   19   20   20   21
CONECT   22   44
CONECT   23   24   25   45
CONECT   24   46   47   48
CONECT   25   26   49
CONECT   26   50   51   52
END

HMDB0059991
     RDKit          3D
5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide
 52 54  0  0  0  0  0  0  0  0999 V2000
   -5.6056   -0.1622    0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1878   -0.4213   -0.0018 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2913   -0.6585    1.1931 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8152   -1.6711    2.1328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9874   -1.5203    2.5613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1062   -2.7694    2.5715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9924   -0.9660    0.8215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4061    0.0221    0.0357 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0877   -0.2164   -0.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9710    0.5807    0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9011    1.7480    0.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0419    2.5022    1.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2919    2.1051    0.7123 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3830    0.9228   -0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7163    0.4969   -0.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3885   -0.3237    0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6168   -1.5587    0.9392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9136   -2.4418   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2318   -1.9422   -0.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8336   -2.4640   -1.7328 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5861   -0.8693    0.0342 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2639    0.1906   -0.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2384    0.2682   -1.2295 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5316    1.1977   -2.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762    0.7576   -0.7619 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4622    1.2572   -1.8490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1153   -1.1234    0.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5925    0.3832    1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1466    0.4402   -0.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1446   -1.2875   -0.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2451    0.3085    1.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0636   -2.9091    3.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5146    0.9534    0.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0550    2.1034    1.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9392    3.4107    1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1889    2.6625    0.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3673    1.3813   -0.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6648   -0.1091   -1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6301    0.2909    1.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0130   -2.0312    1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5462   -1.3496    1.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0146   -3.4928    0.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1100   -2.3389   -0.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329   -0.7396   -0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3772   -0.7023   -1.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5311    2.2450   -1.8176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4541    0.8746   -2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9217    1.0675   -3.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4311    1.5645   -0.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8264    1.7692   -2.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1235    0.5047   -2.2822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1161    2.0602   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  3  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 14 22  2  0
  8 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25  2  1  0
 22 10  1  0
 21 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  6
  3 31  1  1
  6 32  1  0
  8 33  1  1
 11 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 22 44  1  0
 23 45  1  6
 24 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  1
 26 50  1  0
 26 51  1  0
 26 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-(3'-Hydroxyphenyl)-g-valerolactone-3'-O-glucuronide	Generator
5-(3'-Hydroxyphenyl)-γ-valerolactone-3'-O-glucuronide	Generator
(2S,3S,4S,5R,6S)-3,4,5-Trimethyl-6-{3-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₀H₂₆O₆

Average Molecular Weight

362.4168

Monoisotopic Molecular Weight

362.172938564

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H26O6/c1-11-12(2)18(19(22)23)26-20(13(11)3)25-15-6-4-5-14(9-15)10-16-7-8-17(21)24-16/h4-6,9,11-13,16,18,20H,7-8,10H2,1-3H3,(H,22,23)/t11-,12-,13+,16?,18-,20+/m0/s1

InChI Key

GZLRAFFGSYXMES-UAISQINXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Gamma butyrolactone
Pyran
Oxane
Tetrahydrofuran
Carboxylic acid ester
Lactone
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
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 (HMDB: HMDB0059991)

Organ

Liver (HMDB: HMDB0059991)
Kidney (HMDB: HMDB0059991)

Excreta

Biofluid or Excreta

Urine (PMID: 22827565)

Cellular substructure

Membrane (HMDB: HMDB0059991)

Source

Endogenous

Endogenous (HMDB: HMDB0059991)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

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	0.046 g/L	ALOGPS
logP	3.21	ALOGPS
logP	3.79	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	3.87	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	93.11 m³·mol⁻¹	ChemAxon
Polarizability	38.69 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]+	189.006	31661259
DarkChem	[M-H]-	188.226	31661259
DeepCCS	[M+H]+	191.85	30932474
DeepCCS	[M-H]-	189.455	30932474
DeepCCS	[M-2H]-	222.339	30932474
DeepCCS	[M+Na]+	197.832	30932474
AllCCS	[M+H]+	188.1	32859911
AllCCS	[M+H-H2O]+	185.3	32859911
AllCCS	[M+NH4]+	190.8	32859911
AllCCS	[M+Na]+	191.5	32859911
AllCCS	[M-H]-	188.9	32859911
AllCCS	[M+Na-2H]-	189.3	32859911
AllCCS	[M+HCOO]-	189.9	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 × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.14 minutes	32390414
Predicted by Siyang on May 30, 2022	15.6623 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.77 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2683.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	359.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	201.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	189.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	157.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	677.3 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	712.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	74.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1305.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	596.5 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	1532.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	384.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	458.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	240.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	324.3 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	11.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide	C[C@@H]1[C@@H](C)[C@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)O[C@@H]([C@H]1C)C(O)=O	4331.7	Standard polar	33892256
5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide	C[C@@H]1[C@@H](C)[C@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)O[C@@H]([C@H]1C)C(O)=O	2716.6	Standard non polar	33892256
5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide	C[C@@H]1[C@@H](C)[C@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)O[C@@H]([C@H]1C)C(O)=O	3035.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide,1TMS,isomer #1	C[C@@H]1[C@@H](C(=O)O[Si](C)(C)C)O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](C)[C@H]1C	2831.8	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide,1TBDMS,isomer #1	C[C@@H]1[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](C)[C@H]1C	3076.2	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'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-9353000000-46faeb7eb0f2bdf0ef57	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide GC-MS (1 TMS) - 70eV, Positive	splash10-0awl-9334200000-6d73379eca753e80c7f9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-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'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide 10V, Positive-QTOF	splash10-03dj-0419000000-e633ab79876583cf4e20	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide 20V, Positive-QTOF	splash10-05xr-2924000000-4a650961e98555684a49	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide 40V, Positive-QTOF	splash10-0pb9-9500000000-da9ab5a0bfc4b9e4c1a9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide 10V, Negative-QTOF	splash10-03di-0109000000-639d3e82d5da345a59ea	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide 20V, Negative-QTOF	splash10-00kf-2729000000-363fcd3a71f07d2d7e0c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide 40V, Negative-QTOF	splash10-0006-9500000000-9163a90d773c8d0d8039	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide 10V, Positive-QTOF	splash10-03di-0219000000-82ee0352bbd9bd1bf617	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide 20V, Positive-QTOF	splash10-0udi-2259000000-431a336c0c5684b3d2cc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide 40V, Positive-QTOF	splash10-0pbc-8924000000-6aa359b1bb059f112aec	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide 10V, Negative-QTOF	splash10-02tc-0927000000-9685615713ab205cef05	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide 20V, Negative-QTOF	splash10-052f-5923000000-80e7f3607e2c61f811ab	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide 40V, Negative-QTOF	splash10-0006-4900000000-0c2f171fcd8fe8a2b2dc	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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
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

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

Not Available

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

124202062

PDB ID

Not Available

ChEBI ID

88746

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'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide (HMDB0059991)

MOL for HMDB0059991 (5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide)

3D MOL for HMDB0059991 (5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide)

3D SDF for HMDB0059991 (5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide)

3D-SDF for HMDB0059991 (5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide)

PDB for HMDB0059991 (5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide)

3D PDB for HMDB0059991 (5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide)

SMILES for HMDB0059991 (5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide)

INCHI for HMDB0059991 (5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide)

Structure for HMDB0059991 (5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide)

3D Structure for HMDB0059991 (5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra