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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2019-10-08 18:10:52 UTC

Update Date

2022-03-07 03:18:17 UTC

HMDB ID

HMDB0240471

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide

Description

5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. 5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on 5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide.

Structure

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


  Mrv1652310081920102D          

 32 34  0  0  1  0            999 V2000
    1.3222    7.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    6.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    8.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    5.5178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531    4.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    8.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    7.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    8.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781    4.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   10.9527    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1067   10.5402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3222   10.5402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1067    9.7152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8212    9.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    9.7152    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3631    4.0657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   11.7777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212   10.9527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   10.9527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    8.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5356    9.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331    5.5178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    9.3027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    9.3027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2007    6.3772    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067   11.3652    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212   10.1277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   10.1277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   10.1277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    8.8902    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  8  2  1  0  0  0  0
  8  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  3  2  0  0  0  0
  9  6  1  0  0  0  0
 10  4  1  0  0  0  0
 10  7  1  0  0  0  0
 11  5  1  0  0  0  0
 13 12  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 15 16  1  1  0  0  0
 17 14  1  0  0  0  0
 18 11  2  0  0  0  0
 12 19  1  6  0  0  0
 13 20  1  1  0  0  0
 14 21  1  1  0  0  0
 22 16  2  0  0  0  0
 23 16  1  0  0  0  0
 24 10  1  0  0  0  0
 24 11  1  0  0  0  0
 25  9  1  0  0  0  0
 17 25  1  6  0  0  0
 26 15  1  0  0  0  0
 26 17  1  0  0  0  0
 27 10  1  0  0  0  0
 12 28  1  1  0  0  0
 13 29  1  6  0  0  0
 14 30  1  6  0  0  0
 15 31  1  1  0  0  0
 17 32  1  1  0  0  0
M  END

HMDB0240471
     RDKit          3D
5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide
 46 48  0  0  0  0  0  0  0  0999 V2000
    7.7932    0.4009   -1.2062 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5775    0.3238   -0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5594   -0.3860   -1.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2776   -0.0020   -0.9296 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8005    0.0878    0.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8766    0.8716    1.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5349    0.3079    1.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2155   -0.6137    2.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9724   -1.1596    2.5965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0299   -0.7647    1.6980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2398    0.1503    0.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7296    0.5388   -0.1649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0258    0.0836   -0.1658 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2869   -0.5178   -1.4078 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5492   -1.0746   -1.3238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8000   -2.0937   -2.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9242   -2.3879   -3.1773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0185   -2.7418   -2.3877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5482    0.0674   -1.3720 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8560   -0.3841   -1.4485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3690    0.8596   -0.0829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2243    1.9355   -0.0516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9358    1.2979    0.0255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6878    1.7655    1.3193 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5383    0.6818    0.6220 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9848    0.8542    0.2934 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5464   -0.0766   -2.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6520   -1.4956   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4799   -0.7278   -1.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0208    1.0237   -1.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1034   -0.8743    0.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7692    1.8872    0.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3522    0.9890    2.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977   -0.9069    3.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7820   -1.8749    3.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786   -1.2445    1.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232   -0.6500    0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6334   -1.5130   -0.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5533   -2.8230   -1.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2799    0.7416   -2.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4258    0.3628   -1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5848    0.1817    0.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8644    2.7092   -0.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6634    2.0384   -0.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5030    2.7479    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7209    1.4044   -0.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 11 25  2  0
  5 26  1  0
 26  2  1  0
 25  7  1  0
 23 13  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 13 37  1  1
 15 38  1  1
 18 39  1  0
 19 40  1  6
 20 41  1  0
 21 42  1  1
 22 43  1  0
 23 44  1  6
 24 45  1  0
 25 46  1  0
M  END


  Mrv1652310081920102D          

 32 34  0  0  1  0            999 V2000
    1.3222    7.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    6.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    8.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    5.5178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531    4.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    8.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    7.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    8.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781    4.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   10.9527    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1067   10.5402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3222   10.5402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1067    9.7152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8212    9.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    9.7152    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3631    4.0657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   11.7777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212   10.9527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   10.9527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    8.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5356    9.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331    5.5178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    9.3027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    9.3027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2007    6.3772    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067   11.3652    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212   10.1277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   10.1277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   10.1277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    8.8902    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  8  2  1  0  0  0  0
  8  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  3  2  0  0  0  0
  9  6  1  0  0  0  0
 10  4  1  0  0  0  0
 10  7  1  0  0  0  0
 11  5  1  0  0  0  0
 13 12  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 15 16  1  1  0  0  0
 17 14  1  0  0  0  0
 18 11  2  0  0  0  0
 12 19  1  6  0  0  0
 13 20  1  1  0  0  0
 14 21  1  1  0  0  0
 22 16  2  0  0  0  0
 23 16  1  0  0  0  0
 24 10  1  0  0  0  0
 24 11  1  0  0  0  0
 25  9  1  0  0  0  0
 17 25  1  6  0  0  0
 26 15  1  0  0  0  0
 26 17  1  0  0  0  0
 27 10  1  0  0  0  0
 12 28  1  1  0  0  0
 13 29  1  6  0  0  0
 14 30  1  6  0  0  0
 15 31  1  1  0  0  0
 17 32  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0240471

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H20O9/c18-11-5-4-10(24-11)7-8-2-1-3-9(6-8)25-17-14(21)12(19)13(20)15(26-17)16(22)23/h1-3,6,10,12-15,17,19-21H,4-5,7H2,(H,22,23)/t10?,12-,13-,14+,15-,17+/m0/s1

> <INCHI_KEY>
DPSUQBKEHXAIDY-YHNANPAJSA-N

> <FORMULA>
C17H20O9

> <MOLECULAR_WEIGHT>
368.338

> <EXACT_MASS>
368.110732224

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.043765005227634

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
-0.34

> <JCHEM_LOGP>
-0.028906179000000302

> <ALOGPS_LOGS>
-1.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.216821233306204

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.336204374851729

> <JCHEM_PKA_STRONGEST_BASIC>
-3.686826762246195

> <JCHEM_POLAR_SURFACE_AREA>
142.75

> <JCHEM_REFRACTIVITY>
83.3386

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.97e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240471
     RDKit          3D
5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide
 46 48  0  0  0  0  0  0  0  0999 V2000
    7.7932    0.4009   -1.2062 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5775    0.3238   -0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5594   -0.3860   -1.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2776   -0.0020   -0.9296 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8005    0.0878    0.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8766    0.8716    1.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5349    0.3079    1.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2155   -0.6137    2.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9724   -1.1596    2.5965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0299   -0.7647    1.6980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2398    0.1503    0.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7296    0.5388   -0.1649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0258    0.0836   -0.1658 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2869   -0.5178   -1.4078 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5492   -1.0746   -1.3238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8000   -2.0937   -2.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9242   -2.3879   -3.1773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0185   -2.7418   -2.3877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5482    0.0674   -1.3720 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8560   -0.3841   -1.4485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3690    0.8596   -0.0829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2243    1.9355   -0.0516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9358    1.2979    0.0255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6878    1.7655    1.3193 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5383    0.6818    0.6220 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9848    0.8542    0.2934 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5464   -0.0766   -2.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6520   -1.4956   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4799   -0.7278   -1.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0208    1.0237   -1.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1034   -0.8743    0.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7692    1.8872    0.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3522    0.9890    2.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977   -0.9069    3.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7820   -1.8749    3.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786   -1.2445    1.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232   -0.6500    0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6334   -1.5130   -0.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5533   -2.8230   -1.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2799    0.7416   -2.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4258    0.3628   -1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5848    0.1817    0.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8644    2.7092   -0.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6634    2.0384   -0.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5030    2.7479    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7209    1.4044   -0.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 11 25  2  0
  5 26  1  0
 26  2  1  0
 25  7  1  0
 23 13  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 13 37  1  1
 15 38  1  1
 18 39  1  0
 19 40  1  6
 20 41  1  0
 21 42  1  1
 22 43  1  0
 23 44  1  6
 24 45  1  0
 25 46  1  0
M  END

HEADER    PROTEIN                                 08-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-OCT-19         0                                  
HETATM    1  C   UNK     0       2.468  13.515   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.802  12.745   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.468  15.055   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.223  10.300   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.699   8.835   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.136  15.055   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.469  12.745   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.136  13.515   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.802  15.825   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.469  11.205   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.239   8.835   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.134  20.445   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.199  19.675   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.468  19.675   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.199  18.135   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.533  17.365   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.468  18.135   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.144   7.589   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.134  21.985   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.533  20.445   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.802  20.445   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.533  15.825   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.867  18.135   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.715  10.300   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.802  17.365   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.134  17.365   0.000  0.00  0.00           O+0
HETATM   27  H   UNK     0       7.841  11.904   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.199  21.215   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.533  18.905   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.802  18.905   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.134  18.905   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.468  16.595   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    8                                                       
CONECT    3    1    9                                                       
CONECT    4    5   10                                                       
CONECT    5    4   11                                                       
CONECT    6    8    9                                                       
CONECT    7    8   10                                                       
CONECT    8    2    6    7                                                  
CONECT    9    3    6   25                                                  
CONECT   10    4    7   24   27                                             
CONECT   11    5   18   24                                                  
CONECT   12   13   14   19   28                                             
CONECT   13   12   15   20   29                                             
CONECT   14   12   17   21   30                                             
CONECT   15   13   16   26   31                                             
CONECT   16   15   22   23                                                  
CONECT   17   14   25   26   32                                             
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22   16                                                            
CONECT   23   16                                                            
CONECT   24   10   11                                                       
CONECT   25    9   17                                                       
CONECT   26   15   17                                                       
CONECT   27   10                                                            
CONECT   28   12                                                            
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   17                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0240471
HETATM    1  O1  UNL     1       7.793   0.401  -1.206  1.00  0.00           O  
HETATM    2  C1  UNL     1       6.577   0.324  -0.856  1.00  0.00           C  
HETATM    3  C2  UNL     1       5.559  -0.386  -1.675  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.278  -0.002  -0.930  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.801   0.088   0.486  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.877   0.872   1.382  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.535   0.308   1.493  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.216  -0.614   2.466  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.972  -1.160   2.596  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.030  -0.765   1.698  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.240   0.150   0.712  1.00  0.00           C  
HETATM   12  O2  UNL     1      -0.730   0.539  -0.165  1.00  0.00           O  
HETATM   13  C11 UNL     1      -2.026   0.084  -0.166  1.00  0.00           C  
HETATM   14  O3  UNL     1      -2.287  -0.518  -1.408  1.00  0.00           O  
HETATM   15  C12 UNL     1      -3.549  -1.075  -1.324  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.800  -2.094  -2.343  1.00  0.00           C  
HETATM   17  O4  UNL     1      -2.924  -2.388  -3.177  1.00  0.00           O  
HETATM   18  O5  UNL     1      -5.018  -2.742  -2.388  1.00  0.00           O  
HETATM   19  C14 UNL     1      -4.548   0.067  -1.372  1.00  0.00           C  
HETATM   20  O6  UNL     1      -5.856  -0.384  -1.449  1.00  0.00           O  
HETATM   21  C15 UNL     1      -4.369   0.860  -0.083  1.00  0.00           C  
HETATM   22  O7  UNL     1      -5.224   1.935  -0.052  1.00  0.00           O  
HETATM   23  C16 UNL     1      -2.936   1.298   0.026  1.00  0.00           C  
HETATM   24  O8  UNL     1      -2.688   1.766   1.319  1.00  0.00           O  
HETATM   25  C17 UNL     1       1.538   0.682   0.622  1.00  0.00           C  
HETATM   26  O9  UNL     1       5.985   0.854   0.293  1.00  0.00           O  
HETATM   27  H1  UNL     1       5.546  -0.077  -2.719  1.00  0.00           H  
HETATM   28  H2  UNL     1       5.652  -1.496  -1.539  1.00  0.00           H  
HETATM   29  H3  UNL     1       3.480  -0.728  -1.064  1.00  0.00           H  
HETATM   30  H4  UNL     1       4.021   1.024  -1.265  1.00  0.00           H  
HETATM   31  H5  UNL     1       5.103  -0.874   0.898  1.00  0.00           H  
HETATM   32  H6  UNL     1       3.769   1.887   0.900  1.00  0.00           H  
HETATM   33  H7  UNL     1       4.352   0.989   2.374  1.00  0.00           H  
HETATM   34  H8  UNL     1       2.998  -0.907   3.149  1.00  0.00           H  
HETATM   35  H9  UNL     1       0.782  -1.875   3.376  1.00  0.00           H  
HETATM   36  H10 UNL     1      -0.979  -1.244   1.874  1.00  0.00           H  
HETATM   37  H11 UNL     1      -2.323  -0.650   0.590  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.633  -1.513  -0.291  1.00  0.00           H  
HETATM   39  H13 UNL     1      -5.553  -2.823  -1.546  1.00  0.00           H  
HETATM   40  H14 UNL     1      -4.280   0.742  -2.200  1.00  0.00           H  
HETATM   41  H15 UNL     1      -6.426   0.363  -1.095  1.00  0.00           H  
HETATM   42  H16 UNL     1      -4.585   0.182   0.775  1.00  0.00           H  
HETATM   43  H17 UNL     1      -4.864   2.709  -0.581  1.00  0.00           H  
HETATM   44  H18 UNL     1      -2.663   2.038  -0.732  1.00  0.00           H  
HETATM   45  H19 UNL     1      -2.503   2.748   1.312  1.00  0.00           H  
HETATM   46  H20 UNL     1       1.721   1.404  -0.169  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6   26   31
CONECT    6    7   32   33
CONECT    7    8    8   25
CONECT    8    9   34
CONECT    9   10   10   35
CONECT   10   11   36
CONECT   11   12   25   25
CONECT   12   13
CONECT   13   14   23   37
CONECT   14   15
CONECT   15   16   19   38
CONECT   16   17   17   18
CONECT   18   39
CONECT   19   20   21   40
CONECT   20   41
CONECT   21   22   23   42
CONECT   22   43
CONECT   23   24   44
CONECT   24   45
CONECT   25   46
END

HMDB0240471
     RDKit          3D
5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide
 46 48  0  0  0  0  0  0  0  0999 V2000
    7.7932    0.4009   -1.2062 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5775    0.3238   -0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5594   -0.3860   -1.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2776   -0.0020   -0.9296 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8005    0.0878    0.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8766    0.8716    1.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5349    0.3079    1.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2155   -0.6137    2.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9724   -1.1596    2.5965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0299   -0.7647    1.6980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2398    0.1503    0.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7296    0.5388   -0.1649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0258    0.0836   -0.1658 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2869   -0.5178   -1.4078 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5492   -1.0746   -1.3238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8000   -2.0937   -2.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9242   -2.3879   -3.1773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0185   -2.7418   -2.3877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5482    0.0674   -1.3720 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8560   -0.3841   -1.4485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3690    0.8596   -0.0829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2243    1.9355   -0.0516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9358    1.2979    0.0255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6878    1.7655    1.3193 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5383    0.6818    0.6220 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9848    0.8542    0.2934 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5464   -0.0766   -2.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6520   -1.4956   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4799   -0.7278   -1.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0208    1.0237   -1.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1034   -0.8743    0.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7692    1.8872    0.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3522    0.9890    2.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977   -0.9069    3.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7820   -1.8749    3.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786   -1.2445    1.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232   -0.6500    0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6334   -1.5130   -0.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5533   -2.8230   -1.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2799    0.7416   -2.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4258    0.3628   -1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5848    0.1817    0.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8644    2.7092   -0.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6634    2.0384   -0.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5030    2.7479    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7209    1.4044   -0.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 11 25  2  0
  5 26  1  0
 26  2  1  0
 25  7  1  0
 23 13  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 13 37  1  1
 15 38  1  1
 18 39  1  0
 19 40  1  6
 20 41  1  0
 21 42  1  1
 22 43  1  0
 23 44  1  6
 24 45  1  0
 25 46  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5-(3'-Hydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide	ChEBI
5-(3'-Hydroxyphenyl)-g-valerolactone-3'-O-glucuronide	Generator
5-(3'-Hydroxyphenyl)-γ-valerolactone-3'-O-glucuronide	Generator
5-(3'-Hydroxyphenyl)-g-valerolactone-3'-O-b-D-glucuronide	HMDB
5-(3'-Hydroxyphenyl)-γ-valerolactone-3'-O-β-D-glucuronide	HMDB

Chemical Formula

C₁₇H₂₀O₉

Average Molecular Weight

368.338

Monoisotopic Molecular Weight

368.110732224

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C17H20O9/c18-11-5-4-10(24-11)7-8-2-1-3-9(6-8)25-17-14(21)12(19)13(20)15(26-17)16(22)23/h1-3,6,10,12-15,17,19-21H,4-5,7H2,(H,22,23)/t10?,12-,13-,14+,15-,17+/m0/s1

InChI Key

DPSUQBKEHXAIDY-YHNANPAJSA-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
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Phenoxy compound
Phenol ether
Beta-hydroxy acid
Benzenoid
Pyran
Oxane
Monosaccharide
Hydroxy acid
Gamma butyrolactone
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Tetrahydrofuran
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Source

Exogenous

Exogenous (HMDB: HMDB0240471)

Food

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0240471)

Tea

Tea products (HMDB: HMDB0240471)

Nut

Nuts (HMDB: HMDB0240471)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0240471)

Fruit

Berries (HMDB: HMDB0240471)

Pome

Apple (HMDB: HMDB0240471)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.34	ALOGPS
logP	-0.029	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.34	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	142.75 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	83.34 m³·mol⁻¹	ChemAxon
Polarizability	35.04 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
DeepCCS	[M+H]+	179.574	30932474
DeepCCS	[M-H]-	177.749	30932474
DeepCCS	[M-2H]-	211.005	30932474
DeepCCS	[M+Na]+	185.18	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.79 minutes	32390414
Predicted by Siyang on May 30, 2022	11.1114 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.32 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1647.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	223.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	120.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	98.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	359.3 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	397.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	357.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	776.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	412.7 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	1204.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	268.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	292.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	380.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	213.5 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	162.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide	[H]C1(CC2=CC(O[C@]3([H])O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)=CC=C2)CCC(=O)O1	4584.0	Standard polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide	[H]C1(CC2=CC(O[C@]3([H])O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)=CC=C2)CCC(=O)O1	3025.8	Standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide	[H]C1(CC2=CC(O[C@]3([H])O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)=CC=C2)CCC(=O)O1	3391.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,1TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O)[C@@H]1O	3039.7	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@H]1O	3061.7	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,1TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)O[C@H](C(=O)O)[C@H]1O	3072.6	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,1TMS,isomer #4	C[Si](C)(C)O[C@H]1[C@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)O[C@H](C(=O)O)[C@@H](O)[C@@H]1O	3061.4	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3041.0	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,2TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3055.3	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3062.1	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,2TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C)[C@H]1O	3078.8	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,2TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@H]1O[Si](C)(C)C	3081.0	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,2TMS,isomer #6	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@@H]1O[Si](C)(C)C	3074.6	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3060.9	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3070.2	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3067.9	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,3TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)O[C@H](C(=O)O)[C@H]1O[Si](C)(C)C	3081.9	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=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	3092.6	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O)[C@@H]1O	3305.0	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@H]1O	3320.1	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)O[C@H](C(=O)O)[C@H]1O	3326.5	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)O[C@H](C(=O)O)[C@@H](O)[C@@H]1O	3324.2	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	3536.4	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3530.0	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3544.3	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3541.7	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3533.9	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	3531.1	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=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	3731.0	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=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	3762.6	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=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	3734.3	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC=CC(CC3CCC(=O)O3)=C2)O[C@H](C(=O)O)[C@H]1O[Si](C)(C)C(C)(C)C	3721.3	Semi standard non polar	33892256
5-(3'-Hydroxyphenyl)-??-valerolactone 3'-glucuronide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=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	3922.4	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)-γ-valerolactone 3'-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)-γ-valerolactone 3'-glucuronide 10V, Positive-QTOF	splash10-0006-0902000000-7a259bb292401f5d04d2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide 20V, Positive-QTOF	splash10-0a4l-1900000000-3397c102d68eca53cbcc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide 40V, Positive-QTOF	splash10-0a4l-2900000000-4398d67e7893c5ab321b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide 10V, Negative-QTOF	splash10-00kf-0903000000-42b1e0c082c8ebd2745a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide 20V, Negative-QTOF	splash10-05mo-4901000000-3ee58d3265d7908a6b0b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide 40V, Negative-QTOF	splash10-0006-4901000000-737bc121b0d6b29151d3	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)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093651

KNApSAcK ID

Not Available

Chemspider ID

76962778

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132472300

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

Not Available

Showing metabocard for 5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide (HMDB0240471)

MOL for HMDB0240471 (5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide)

3D MOL for HMDB0240471 (5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide)

3D SDF for HMDB0240471 (5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide)

3D-SDF for HMDB0240471 (5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide)

PDB for HMDB0240471 (5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide)

3D PDB for HMDB0240471 (5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide)

SMILES for HMDB0240471 (5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide)

INCHI for HMDB0240471 (5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide)

Structure for HMDB0240471 (5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide)

3D Structure for HMDB0240471 (5-(3'-Hydroxyphenyl)-γ-valerolactone 3'-glucuronide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra