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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-12 03:36:44 UTC

Update Date

2022-03-07 02:57:08 UTC

HMDB ID

HMDB0041693

Secondary Accession Numbers

HMDB41693

Metabolite Identification

Common Name

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

Description

5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-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. Based on a literature review very few articles have been published on 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide.

Structure

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


  Mrv0541 12021206462D          

 27 29  0  0  0  0            999 V2000
    1.8056    0.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2181   -0.6257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8056   -1.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2181   -2.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0431   -2.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4556   -1.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0431   -0.6257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8056   -2.7692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2806   -1.3402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767   -2.7692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3378   -3.1817    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3378   -4.0067    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3767   -4.4192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0911   -4.0067    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0911   -3.1817    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8056   -4.4192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767   -5.2442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0523   -4.4192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0523   -2.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7667   -3.1817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0523   -1.9442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2181    0.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6306    2.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9631    1.5878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0431    0.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2980    1.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6306    2.8977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  9  1  0  0  0  0
 15  8  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 14 16  1  6  0  0  0
 13 17  1  1  0  0  0
 12 18  1  6  0  0  0
 11 19  1  1  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
  1 22  1  0  0  0  0
 24 22  1  0  0  0  0
 22 25  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 23 26  1  0  0  0  0
 23 27  2  0  0  0  0
M  END

HMDB0041693
     RDKit          3D
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide
 47 49  0  0  0  0  0  0  0  0999 V2000
    7.6017    0.2413    1.2450 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4960    0.7116    0.9035 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0355    0.8039   -0.5233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7133    1.5034   -0.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2981    1.1562    1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7582   -0.2482    1.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5698   -0.4751    0.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7310   -0.9339   -0.9780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6178   -1.1437   -1.7596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -1.6126   -3.0811 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3468   -0.9064   -1.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1652   -0.4497   -0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0252   -0.1732    0.5807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3199   -0.2812    0.0598 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8950    0.9882    0.1447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2090    1.0223   -0.2286 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6813    2.4054   -0.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8616    2.6743   -0.6132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8190    3.4453    0.0101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9916    0.1927    0.7968 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3456    0.3803    0.6975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5670   -1.2479    0.5610 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2393   -2.1264    1.3862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0706   -1.2936    0.8940 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5588   -2.5453    0.6557 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3005   -0.2373    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5160    1.2202    1.7401 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9062   -0.2305   -0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7535    1.3898   -1.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9826    1.2413   -1.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9128    2.5927   -0.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6021    1.8991    1.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5504   -0.9701    0.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5328   -0.3913    2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7280   -1.1360   -1.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7161   -2.6406   -3.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5330   -1.0716   -1.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2607   -0.6448   -0.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4136    0.5423   -1.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1142    4.3469    0.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5662    0.4816    1.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8197   -0.3485    1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6691   -1.4672   -0.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0100   -3.0417    1.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9339   -1.0335    1.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8422   -2.7184    1.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1790    0.1305    1.8099 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  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 12 26  2  0
  5 27  1  0
 27  2  1  0
 26  7  1  0
 24 14  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
 10 36  1  0
 11 37  1  0
 14 38  1  6
 16 39  1  6
 19 40  1  0
 20 41  1  1
 21 42  1  0
 22 43  1  6
 23 44  1  0
 24 45  1  1
 25 46  1  0
 26 47  1  0
M  END


  Mrv0541 12021206462D          

 27 29  0  0  0  0            999 V2000
    1.8056    0.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2181   -0.6257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8056   -1.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2181   -2.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0431   -2.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4556   -1.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0431   -0.6257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8056   -2.7692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2806   -1.3402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767   -2.7692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3378   -3.1817    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3378   -4.0067    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3767   -4.4192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0911   -4.0067    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0911   -3.1817    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8056   -4.4192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767   -5.2442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0523   -4.4192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0523   -2.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7667   -3.1817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0523   -1.9442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2181    0.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6306    2.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9631    1.5878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0431    0.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2980    1.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6306    2.8977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  9  1  0  0  0  0
 15  8  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 14 16  1  6  0  0  0
 13 17  1  1  0  0  0
 12 18  1  6  0  0  0
 11 19  1  1  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
  1 22  1  0  0  0  0
 24 22  1  0  0  0  0
 22 25  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 23 26  1  0  0  0  0
 23 27  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041693

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H20O10/c18-8-3-7(4-9-1-2-11(19)25-9)5-10(6-8)26-17-14(22)12(20)13(21)15(27-17)16(23)24/h3,5-6,9,12-15,17-18,20-22H,1-2,4H2,(H,23,24)/t9?,12-,13-,14+,15-,17+/m0/s1

> <INCHI_KEY>
RUSMDDXSDLDLKU-PHPHFFAHSA-N

> <FORMULA>
C17H20O10

> <MOLECULAR_WEIGHT>
384.3347

> <EXACT_MASS>
384.10564686

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
35.88770612265086

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
-0.26

> <JCHEM_LOGP>
-0.3324715006666663

> <ALOGPS_LOGS>
-1.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.35566941118355

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1367917938399303

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6868267705830995

> <JCHEM_POLAR_SURFACE_AREA>
162.98

> <JCHEM_REFRACTIVITY>
85.31949999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.91e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041693
     RDKit          3D
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide
 47 49  0  0  0  0  0  0  0  0999 V2000
    7.6017    0.2413    1.2450 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4960    0.7116    0.9035 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0355    0.8039   -0.5233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7133    1.5034   -0.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2981    1.1562    1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7582   -0.2482    1.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5698   -0.4751    0.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7310   -0.9339   -0.9780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6178   -1.1437   -1.7596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -1.6126   -3.0811 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3468   -0.9064   -1.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1652   -0.4497   -0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0252   -0.1732    0.5807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3199   -0.2812    0.0598 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8950    0.9882    0.1447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2090    1.0223   -0.2286 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6813    2.4054   -0.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8616    2.6743   -0.6132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8190    3.4453    0.0101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9916    0.1927    0.7968 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3456    0.3803    0.6975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5670   -1.2479    0.5610 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2393   -2.1264    1.3862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0706   -1.2936    0.8940 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5588   -2.5453    0.6557 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3005   -0.2373    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5160    1.2202    1.7401 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9062   -0.2305   -0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7535    1.3898   -1.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9826    1.2413   -1.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9128    2.5927   -0.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6021    1.8991    1.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5504   -0.9701    0.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5328   -0.3913    2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7280   -1.1360   -1.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7161   -2.6406   -3.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5330   -1.0716   -1.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2607   -0.6448   -0.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4136    0.5423   -1.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1142    4.3469    0.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5662    0.4816    1.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8197   -0.3485    1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6691   -1.4672   -0.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0100   -3.0417    1.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9339   -1.0335    1.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8422   -2.7184    1.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1790    0.1305    1.8099 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  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 12 26  2  0
  5 27  1  0
 27  2  1  0
 26  7  1  0
 24 14  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
 10 36  1  0
 11 37  1  0
 14 38  1  6
 16 39  1  6
 19 40  1  0
 20 41  1  1
 21 42  1  0
 22 43  1  6
 23 44  1  0
 24 45  1  1
 25 46  1  0
 26 47  1  0
M  END

HEADER    PROTEIN                                 02-DEC-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-DEC-12         0                                  
HETATM    1  C   UNK     0       3.370   0.166   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.140  -1.168   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.370  -2.502   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.140  -3.835   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.680  -3.835   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.450  -2.502   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.680  -1.168   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.370  -5.169   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       7.990  -2.502   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.703  -5.169   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.631  -5.939   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.631  -7.479   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.703  -8.249   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.037  -7.479   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.037  -5.939   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.370  -8.249   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.703  -9.789   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.964  -8.249   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.964  -5.169   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.298  -5.939   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.964  -3.629   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.140   1.499   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.910   3.869   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.664   2.964   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.680   1.499   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.156   2.964   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.910   5.409   0.000  0.00  0.00           O+0
CONECT    1    2   22                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    2    6                                                       
CONECT    8    4   15                                                       
CONECT    9    6                                                            
CONECT   10   11   15                                                       
CONECT   11   10   12   19                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13   15   16                                                  
CONECT   15    8   14   10                                                  
CONECT   16   14                                                            
CONECT   17   13                                                            
CONECT   18   12                                                            
CONECT   19   11   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22    1   24   25                                                  
CONECT   23   24   26   27                                                  
CONECT   24   22   23                                                       
CONECT   25   22   26                                                       
CONECT   26   25   23                                                       
CONECT   27   23                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0041693
HETATM    1  O1  UNL     1       7.602   0.241   1.245  1.00  0.00           O  
HETATM    2  C1  UNL     1       6.496   0.712   0.903  1.00  0.00           C  
HETATM    3  C2  UNL     1       6.036   0.804  -0.523  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.713   1.503  -0.372  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.298   1.156   1.019  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.758  -0.248   1.150  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.570  -0.475   0.307  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.731  -0.934  -0.978  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.618  -1.144  -1.760  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.733  -1.613  -3.081  1.00  0.00           O  
HETATM   11  C9  UNL     1       0.347  -0.906  -1.290  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.165  -0.450  -0.014  1.00  0.00           C  
HETATM   13  O3  UNL     1      -1.025  -0.173   0.581  1.00  0.00           O  
HETATM   14  C11 UNL     1      -2.320  -0.281   0.060  1.00  0.00           C  
HETATM   15  O4  UNL     1      -2.895   0.988   0.145  1.00  0.00           O  
HETATM   16  C12 UNL     1      -4.209   1.022  -0.229  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.681   2.405  -0.291  1.00  0.00           C  
HETATM   18  O5  UNL     1      -5.862   2.674  -0.613  1.00  0.00           O  
HETATM   19  O6  UNL     1      -3.819   3.445   0.010  1.00  0.00           O  
HETATM   20  C14 UNL     1      -4.992   0.193   0.797  1.00  0.00           C  
HETATM   21  O7  UNL     1      -6.346   0.380   0.698  1.00  0.00           O  
HETATM   22  C15 UNL     1      -4.567  -1.248   0.561  1.00  0.00           C  
HETATM   23  O8  UNL     1      -5.239  -2.126   1.386  1.00  0.00           O  
HETATM   24  C16 UNL     1      -3.071  -1.294   0.894  1.00  0.00           C  
HETATM   25  O9  UNL     1      -2.559  -2.545   0.656  1.00  0.00           O  
HETATM   26  C17 UNL     1       1.300  -0.237   0.779  1.00  0.00           C  
HETATM   27  O10 UNL     1       5.516   1.220   1.740  1.00  0.00           O  
HETATM   28  H1  UNL     1       5.906  -0.231  -0.897  1.00  0.00           H  
HETATM   29  H2  UNL     1       6.754   1.390  -1.140  1.00  0.00           H  
HETATM   30  H3  UNL     1       3.983   1.241  -1.147  1.00  0.00           H  
HETATM   31  H4  UNL     1       4.913   2.593  -0.406  1.00  0.00           H  
HETATM   32  H5  UNL     1       3.602   1.899   1.468  1.00  0.00           H  
HETATM   33  H6  UNL     1       4.550  -0.970   0.914  1.00  0.00           H  
HETATM   34  H7  UNL     1       3.533  -0.391   2.244  1.00  0.00           H  
HETATM   35  H8  UNL     1       3.728  -1.136  -1.392  1.00  0.00           H  
HETATM   36  H9  UNL     1       1.716  -2.641  -3.161  1.00  0.00           H  
HETATM   37  H10 UNL     1      -0.533  -1.072  -1.906  1.00  0.00           H  
HETATM   38  H11 UNL     1      -2.261  -0.645  -0.969  1.00  0.00           H  
HETATM   39  H12 UNL     1      -4.414   0.542  -1.207  1.00  0.00           H  
HETATM   40  H13 UNL     1      -4.114   4.347   0.334  1.00  0.00           H  
HETATM   41  H14 UNL     1      -4.566   0.482   1.790  1.00  0.00           H  
HETATM   42  H15 UNL     1      -6.820  -0.349   1.130  1.00  0.00           H  
HETATM   43  H16 UNL     1      -4.669  -1.467  -0.514  1.00  0.00           H  
HETATM   44  H17 UNL     1      -5.010  -3.042   1.086  1.00  0.00           H  
HETATM   45  H18 UNL     1      -2.934  -1.033   1.949  1.00  0.00           H  
HETATM   46  H19 UNL     1      -1.842  -2.718   1.318  1.00  0.00           H  
HETATM   47  H20 UNL     1       1.179   0.131   1.810  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   11   11
CONECT   10   36
CONECT   11   12   37
CONECT   12   13   26   26
CONECT   13   14
CONECT   14   15   24   38
CONECT   15   16
CONECT   16   17   20   39
CONECT   17   18   18   19
CONECT   19   40
CONECT   20   21   22   41
CONECT   21   42
CONECT   22   23   24   43
CONECT   23   44
CONECT   24   25   45
CONECT   25   46
CONECT   26   47
END

HMDB0041693
     RDKit          3D
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide
 47 49  0  0  0  0  0  0  0  0999 V2000
    7.6017    0.2413    1.2450 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4960    0.7116    0.9035 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0355    0.8039   -0.5233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7133    1.5034   -0.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2981    1.1562    1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7582   -0.2482    1.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5698   -0.4751    0.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7310   -0.9339   -0.9780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6178   -1.1437   -1.7596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -1.6126   -3.0811 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3468   -0.9064   -1.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1652   -0.4497   -0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0252   -0.1732    0.5807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3199   -0.2812    0.0598 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8950    0.9882    0.1447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2090    1.0223   -0.2286 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6813    2.4054   -0.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8616    2.6743   -0.6132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8190    3.4453    0.0101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9916    0.1927    0.7968 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3456    0.3803    0.6975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5670   -1.2479    0.5610 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2393   -2.1264    1.3862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0706   -1.2936    0.8940 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5588   -2.5453    0.6557 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3005   -0.2373    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5160    1.2202    1.7401 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9062   -0.2305   -0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7535    1.3898   -1.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9826    1.2413   -1.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9128    2.5927   -0.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6021    1.8991    1.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5504   -0.9701    0.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5328   -0.3913    2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7280   -1.1360   -1.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7161   -2.6406   -3.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5330   -1.0716   -1.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2607   -0.6448   -0.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4136    0.5423   -1.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1142    4.3469    0.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5662    0.4816    1.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8197   -0.3485    1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6691   -1.4672   -0.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0100   -3.0417    1.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9339   -1.0335    1.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8422   -2.7184    1.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1790    0.1305    1.8099 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  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 12 26  2  0
  5 27  1  0
 27  2  1  0
 26  7  1  0
 24 14  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
 10 36  1  0
 11 37  1  0
 14 38  1  6
 16 39  1  6
 19 40  1  0
 20 41  1  1
 21 42  1  0
 22 43  1  6
 23 44  1  0
 24 45  1  1
 25 46  1  0
 26 47  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

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

Chemical Formula

C₁₇H₂₀O₁₀

Average Molecular Weight

384.3347

Monoisotopic Molecular Weight

384.10564686

IUPAC Name

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

Traditional Name

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{3-hydroxy-5-[(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=CC(O)=CC(CC3CCC(=O)O3)=C2)O[C@@H]([C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C17H20O10/c18-8-3-7(4-9-1-2-11(19)25-9)5-10(6-8)26-17-14(22)12(20)13(21)15(27-17)16(23)24/h3,5-6,9,12-15,17-18,20-22H,1-2,4H2,(H,23,24)/t9?,12-,13-,14+,15-,17+/m0/s1

InChI Key

RUSMDDXSDLDLKU-PHPHFFAHSA-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
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
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
Gamma butyrolactone
Hydroxy acid
Monosaccharide
Benzenoid
Oxane
Pyran
Tetrahydrofuran
Lactone
Secondary alcohol
Carboxylic acid ester
Acetal
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Polyol
Organic oxide
Hydrocarbon derivative
Alcohol
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: HMDB0041693)
Kidney (HMDB: HMDB0041693)

Excreta

Biofluid or Excreta

Urine (PMID: 18433082)

Cellular substructure

Extracellular (HMDB: HMDB0041693)
Cytoplasm (HMDB: HMDB0041693)

Source

Endogenous

Endogenous (HMDB: HMDB0041693)

Exogenous

Food

Food (HMDB: HMDB0041693)

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0041693)

Tea

Tea products (HMDB: HMDB0041693)

Nut

Nuts (HMDB: HMDB0041693)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0041693)

Fruit

Berries (HMDB: HMDB0041693)

Pome

Apple (HMDB: HMDB0041693)

Exogenous (HMDB: HMDB0041693)

Process

Not Available

Role

Biological role

Waste product (HMDB: HMDB0041693)

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	6.91 g/L	ALOGPS
logP	-0.26	ALOGPS
logP	-0.33	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.14	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	35.89 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]+	190.383	31661259
DarkChem	[M-H]-	188.152	31661259
DeepCCS	[M+H]+	185.174	30932474
DeepCCS	[M-H]-	182.79	30932474
DeepCCS	[M-2H]-	215.675	30932474
DeepCCS	[M+Na]+	191.307	30932474
AllCCS	[M+H]+	188.6	32859911
AllCCS	[M+H-H2O]+	185.9	32859911
AllCCS	[M+NH4]+	191.1	32859911
AllCCS	[M+Na]+	191.9	32859911
AllCCS	[M-H]-	185.4	32859911
AllCCS	[M+Na-2H]-	185.5	32859911
AllCCS	[M+HCOO]-	185.7	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.	3.45 minutes	32390414
Predicted by Siyang on May 30, 2022	10.6006 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.85 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	146.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1420.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	210.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	99.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	78.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	334.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	335.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	533.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	684.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	357.2 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	1166.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	242.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	252.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	465.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	275.3 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	249.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide	O[C@@H]1[C@@H](O)[C@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)O[C@@H]([C@H]1O)C(O)=O	4856.8	Standard polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide	O[C@@H]1[C@@H](O)[C@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)O[C@@H]([C@H]1O)C(O)=O	3294.0	Standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide	O[C@@H]1[C@@H](O)[C@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)O[C@@H]([C@H]1O)C(O)=O	3667.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,1TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)O[C@H](C(=O)O)[C@H]1O	3235.5	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,1TMS,isomer #2	C[Si](C)(C)O[C@H]1[C@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)O[C@H](C(=O)O)[C@@H](O)[C@@H]1O	3234.8	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,1TMS,isomer #3	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)=C1	3288.3	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,1TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@H]1O	3241.4	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,1TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O)[C@@H]1O	3217.5	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TMS,isomer #1	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@@H]1O[Si](C)(C)C	3223.2	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3224.6	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TMS,isomer #2	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=C1	3290.4	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3203.9	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@H]1O[Si](C)(C)C	3228.1	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TMS,isomer #5	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=C1	3280.0	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3198.7	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C)[C@H]1O	3226.5	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C)=C2)[C@H](O)[C@@H](O)[C@@H]1O	3272.3	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TMS,isomer #9	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=C1	3278.4	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)[C@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)O[C@H](C(=O)O)[C@H]1O[Si](C)(C)C	3214.4	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C)=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3272.3	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3211.6	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TMS,isomer #3	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1	3280.7	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C)=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3273.5	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TMS,isomer #5	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=C1	3285.8	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3227.4	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3262.7	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TMS,isomer #8	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=C1	3292.9	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TMS,isomer #9	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3233.3	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,4TMS,isomer #1	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1	3289.0	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3224.3	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,4TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3261.3	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C)=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3268.1	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,4TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3277.0	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3293.7	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)O[C@H](C(=O)O)[C@H]1O	3494.8	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)O[C@H](C(=O)O)[C@@H](O)[C@@H]1O	3498.5	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)=C1	3546.2	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@H]1O	3497.7	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O)[C@@H]1O	3495.1	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3673.5	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3691.4	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=C1	3746.9	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3673.8	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3663.3	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	3745.1	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	3676.5	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3670.1	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C(C)(C)C)=C2)[C@H](O)[C@@H](O)[C@@H]1O	3728.1	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=C1	3741.9	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)O[C@H](C(=O)O)[C@H]1O[Si](C)(C)C(C)(C)C	3851.5	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C(C)(C)C)=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3949.9	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3862.8	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	3943.6	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C(C)(C)C)=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3937.1	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=C1	3939.9	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3869.6	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C(C)(C)C)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	3950.3	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	3959.4	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3894.3	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	4114.9	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(O)=CC(CC3CCC(=O)O3)=C2)[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	4073.4	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C(C)(C)C)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4121.2	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C(C)(C)C)=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	4120.4	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC(CC3CCC(=O)O3)=CC(O[Si](C)(C)C(C)(C)C)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4154.1	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',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-07vs-7393000000-9e5d2516c1bfcf90a3a4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-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',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-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',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide 10V, Positive-QTOF	splash10-0ap0-0449000000-5139e0a7c2df22349522	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide 20V, Positive-QTOF	splash10-0a4s-0931000000-a4004bfe97b134711408	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide 40V, Positive-QTOF	splash10-059e-1910000000-7c6816701e1c3ff504d6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide 10V, Negative-QTOF	splash10-0540-1339000000-318726d27da0c33c62a1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide 20V, Negative-QTOF	splash10-0a4i-3795000000-1307b07d619b8baedc2a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide 40V, Negative-QTOF	splash10-0btc-8930000000-931db6da95b7bf8a978a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide 10V, Negative-QTOF	splash10-05o0-0239000000-7c65704b4b9e8f33f4b7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide 20V, Negative-QTOF	splash10-0a4i-6793000000-3e14f71356901c28cab5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide 40V, Negative-QTOF	splash10-0a4i-2910000000-f49273419e127ee75359	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide 10V, Positive-QTOF	splash10-052r-0249000000-62eab577644c14d2d54a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide 20V, Positive-QTOF	splash10-0699-0549000000-5b06ea36602ad433dfaf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide 40V, Positive-QTOF	splash10-0ar0-2931000000-c85dd8dcf56ecae9b078	2021-09-24	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

Cytoplasm
Extracellular

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	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 988	18433082	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

FDB029857

KNApSAcK ID

Not Available

Chemspider ID

35015220

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124202085

PDB ID

Not Available

ChEBI ID

88659

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

Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]

Showing metabocard for 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide (HMDB0041693)

MOL for HMDB0041693 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide)

3D MOL for HMDB0041693 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide)

3D SDF for HMDB0041693 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide)

3D-SDF for HMDB0041693 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide)

PDB for HMDB0041693 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide)

3D PDB for HMDB0041693 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide)

SMILES for HMDB0041693 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide)

INCHI for HMDB0041693 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide)

Structure for HMDB0041693 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone 3-O-glucuronide)

3D Structure for HMDB0041693 (5-(3',5'-Dihydroxyphenyl)-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

NMR Spectra