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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2013-02-26 19:02:36 UTC

Update Date

2021-09-14 15:39:03 UTC

HMDB ID

HMDB0059759

Secondary Accession Numbers

HMDB59759

Metabolite Identification

Common Name

1-Hydroxypyrene glucuronide

Description

1-Hydroxypyrene glucuronide, also known as 1-OHP-gluc, belongs to the class of organic compounds known as pyrenes. Pyrenes are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system. 1-Hydroxypyrene glucuronide is an extremely weak basic (essentially neutral) compound (based on its pKa). These are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system.

Structure

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


  Mrv1652303102016562D          

 29 33  0  0  1  0            999 V2000
   -1.6500    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    0.9355    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6500    0.2211    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0625   -0.4934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.4934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3000    0.2211    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1250    0.2211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    0.9355    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3000    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000   -1.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -1.2079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -1.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.2211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  6  0  0  0
  5 10  1  6  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  3 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 14 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  2  0  0  0  0
 22 29  1  0  0  0  0
M  END

HMDB0059759
     RDKit          3D
1-Hydroxypyrene glucuronide
 47 51  0  0  0  0  0  0  0  0999 V2000
   -2.5841   -2.0537    0.8913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7353   -1.5729    1.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8091   -2.4370    0.9637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9085   -0.1175    1.2878 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7416    0.5718    1.3282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1438    0.8483    0.1173 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9124    0.2101    0.0766 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    0.7212    0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6323    2.0600   -0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    2.4934   -0.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0188    1.6172   -0.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3384    2.0406   -0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3962    1.1656   -0.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0891   -0.1873   -0.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1170   -1.0808   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8918   -2.4400   -0.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5885   -2.8938   -0.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5633   -1.9766   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2658   -2.4314   -0.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2012   -1.5248    0.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4072   -0.1659   -0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7177    0.2665   -0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7844   -0.6193   -0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0126    0.5400   -1.0762 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4601    1.2424   -2.1665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3611    1.1828   -0.8081 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1765    1.1811   -1.9143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9565    0.4559    0.3705 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8604    1.2775    1.0325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8728   -3.0122    0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3575   -0.0531    2.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9703    1.9433    0.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1532    2.7973    0.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1676    3.5469   -0.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5547    3.0928   -0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4268    1.4680   -0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1636   -0.7617   -0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7199   -3.1627   -0.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4080   -3.9644   -0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0322   -3.4783    0.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2010   -1.9122    0.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0721   -0.5154   -1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9547    0.9274   -2.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1390    2.2280   -0.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5548    2.0892   -2.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5432   -0.4040   -0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7081    0.7979    1.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
  6 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28  4  1  0
 21  8  1  0
 22 11  1  0
 23 14  1  0
 23 18  1  0
  3 30  1  0
  4 31  1  1
  6 32  1  1
  9 33  1  0
 10 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 24 42  1  6
 25 43  1  0
 26 44  1  1
 27 45  1  0
 28 46  1  6
 29 47  1  0
M  END


  Mrv1652303102016562D          

 29 33  0  0  1  0            999 V2000
   -1.6500    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    0.9355    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6500    0.2211    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0625   -0.4934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.4934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3000    0.2211    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1250    0.2211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    0.9355    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3000    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000   -1.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -1.2079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -1.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.2211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  6  0  0  0
  5 10  1  6  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  3 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 14 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  2  0  0  0  0
 22 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059759

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@@H]1[C@@H](O)[C@H](OC2=C3C=CC4=CC=CC5=C4C3=C(C=C2)C=C5)O[C@@H]([C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H18O7/c23-17-18(24)20(21(26)27)29-22(19(17)25)28-14-9-7-12-5-4-10-2-1-3-11-6-8-13(14)16(12)15(10)11/h1-9,17-20,22-25H,(H,26,27)/t17-,18-,19+,20-,22+/m0/s1

> <INCHI_KEY>
BUCREAQPYGLZLI-SXFAUFNYSA-N

> <FORMULA>
C22H18O7

> <MOLECULAR_WEIGHT>
394.3741

> <EXACT_MASS>
394.10525293

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
39.530277920700975

> <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-(pyren-1-yloxy)oxane-2-carboxylic acid

> <ALOGPS_LOGP>
2.24

> <JCHEM_LOGP>
2.0325686036666664

> <ALOGPS_LOGS>
-3.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.216791518174118

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.783134449237209

> <JCHEM_PKA_STRONGEST_BASIC>
-3.686827034480441

> <JCHEM_POLAR_SURFACE_AREA>
116.45

> <JCHEM_REFRACTIVITY>
100.7153

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(pyren-1-yloxy)oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059759
     RDKit          3D
1-Hydroxypyrene glucuronide
 47 51  0  0  0  0  0  0  0  0999 V2000
   -2.5841   -2.0537    0.8913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7353   -1.5729    1.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8091   -2.4370    0.9637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9085   -0.1175    1.2878 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7416    0.5718    1.3282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1438    0.8483    0.1173 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9124    0.2101    0.0766 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    0.7212    0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6323    2.0600   -0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    2.4934   -0.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0188    1.6172   -0.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3384    2.0406   -0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3962    1.1656   -0.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0891   -0.1873   -0.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1170   -1.0808   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8918   -2.4400   -0.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5885   -2.8938   -0.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5633   -1.9766   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2658   -2.4314   -0.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2012   -1.5248    0.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4072   -0.1659   -0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7177    0.2665   -0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7844   -0.6193   -0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0126    0.5400   -1.0762 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4601    1.2424   -2.1665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3611    1.1828   -0.8081 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1765    1.1811   -1.9143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9565    0.4559    0.3705 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8604    1.2775    1.0325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8728   -3.0122    0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3575   -0.0531    2.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9703    1.9433    0.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1532    2.7973    0.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1676    3.5469   -0.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5547    3.0928   -0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4268    1.4680   -0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1636   -0.7617   -0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7199   -3.1627   -0.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4080   -3.9644   -0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0322   -3.4783    0.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2010   -1.9122    0.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0721   -0.5154   -1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9547    0.9274   -2.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1390    2.2280   -0.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5548    2.0892   -2.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5432   -0.4040   -0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7081    0.7979    1.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
  6 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28  4  1  0
 21  8  1  0
 22 11  1  0
 23 14  1  0
 23 18  1  0
  3 30  1  0
  4 31  1  1
  6 32  1  1
  9 33  1  0
 10 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 24 42  1  6
 25 43  1  0
 26 44  1  1
 27 45  1  0
 28 46  1  6
 29 47  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  O   UNK     0      -3.080   3.080   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -3.850   1.746   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.080   0.413   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.850  -0.921   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -5.390  -0.921   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.160   0.413   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -7.700   0.413   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -5.390   1.746   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -6.160   3.080   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -6.160  -2.255   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -7.700  -2.255   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -5.390  -3.588   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.540   0.413   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.770   1.746   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.770   1.746   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.540   0.413   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.080   0.413   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.850   1.746   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.390   1.746   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.160   3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.390   4.414   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.850   4.414   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.080   3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.540   3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.770   4.414   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.770   4.414   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.540   3.080   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.540   5.747   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.080   5.747   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    2    9                                                  
CONECT    9    8                                                            
CONECT   10    5   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    3   14                                                       
CONECT   14   13   15   27                                                  
CONECT   15   14   16   24                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   29                                                  
CONECT   23   22   18   24                                                  
CONECT   24   23   15   25                                                  
CONECT   25   24   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26   14                                                       
CONECT   28   25   29                                                       
CONECT   29   28   22                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

COMPND    HMDB0059759
HETATM    1  O1  UNL     1      -2.584  -2.054   0.891  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.735  -1.573   1.040  1.00  0.00           C  
HETATM    3  O2  UNL     1      -4.809  -2.437   0.964  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.908  -0.118   1.288  1.00  0.00           C  
HETATM    5  O3  UNL     1      -2.742   0.572   1.328  1.00  0.00           O  
HETATM    6  C3  UNL     1      -2.144   0.848   0.117  1.00  0.00           C  
HETATM    7  O4  UNL     1      -0.912   0.210   0.077  1.00  0.00           O  
HETATM    8  C4  UNL     1       0.341   0.721   0.018  1.00  0.00           C  
HETATM    9  C5  UNL     1       0.632   2.060  -0.014  1.00  0.00           C  
HETATM   10  C6  UNL     1       1.961   2.493  -0.074  1.00  0.00           C  
HETATM   11  C7  UNL     1       3.019   1.617  -0.104  1.00  0.00           C  
HETATM   12  C8  UNL     1       4.338   2.041  -0.164  1.00  0.00           C  
HETATM   13  C9  UNL     1       5.396   1.166  -0.194  1.00  0.00           C  
HETATM   14  C10 UNL     1       5.089  -0.187  -0.162  1.00  0.00           C  
HETATM   15  C11 UNL     1       6.117  -1.081  -0.190  1.00  0.00           C  
HETATM   16  C12 UNL     1       5.892  -2.440  -0.161  1.00  0.00           C  
HETATM   17  C13 UNL     1       4.588  -2.894  -0.101  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.563  -1.977  -0.073  1.00  0.00           C  
HETATM   19  C15 UNL     1       2.266  -2.431  -0.014  1.00  0.00           C  
HETATM   20  C16 UNL     1       1.201  -1.525   0.016  1.00  0.00           C  
HETATM   21  C17 UNL     1       1.407  -0.166  -0.012  1.00  0.00           C  
HETATM   22  C18 UNL     1       2.718   0.267  -0.072  1.00  0.00           C  
HETATM   23  C19 UNL     1       3.784  -0.619  -0.102  1.00  0.00           C  
HETATM   24  C20 UNL     1      -3.013   0.540  -1.076  1.00  0.00           C  
HETATM   25  O5  UNL     1      -2.460   1.242  -2.166  1.00  0.00           O  
HETATM   26  C21 UNL     1      -4.361   1.183  -0.808  1.00  0.00           C  
HETATM   27  O6  UNL     1      -5.176   1.181  -1.914  1.00  0.00           O  
HETATM   28  C22 UNL     1      -4.956   0.456   0.370  1.00  0.00           C  
HETATM   29  O7  UNL     1      -5.860   1.277   1.033  1.00  0.00           O  
HETATM   30  H1  UNL     1      -4.873  -3.012   0.131  1.00  0.00           H  
HETATM   31  H2  UNL     1      -4.358  -0.053   2.326  1.00  0.00           H  
HETATM   32  H3  UNL     1      -1.970   1.943   0.094  1.00  0.00           H  
HETATM   33  H4  UNL     1      -0.153   2.797   0.007  1.00  0.00           H  
HETATM   34  H5  UNL     1       2.168   3.547  -0.098  1.00  0.00           H  
HETATM   35  H6  UNL     1       4.555   3.093  -0.189  1.00  0.00           H  
HETATM   36  H7  UNL     1       6.427   1.468  -0.241  1.00  0.00           H  
HETATM   37  H8  UNL     1       7.164  -0.762  -0.238  1.00  0.00           H  
HETATM   38  H9  UNL     1       6.720  -3.163  -0.184  1.00  0.00           H  
HETATM   39  H10 UNL     1       4.408  -3.964  -0.078  1.00  0.00           H  
HETATM   40  H11 UNL     1       2.032  -3.478   0.012  1.00  0.00           H  
HETATM   41  H12 UNL     1       0.201  -1.912   0.063  1.00  0.00           H  
HETATM   42  H13 UNL     1      -3.072  -0.515  -1.334  1.00  0.00           H  
HETATM   43  H14 UNL     1      -2.955   0.927  -2.972  1.00  0.00           H  
HETATM   44  H15 UNL     1      -4.139   2.228  -0.445  1.00  0.00           H  
HETATM   45  H16 UNL     1      -5.555   2.089  -2.034  1.00  0.00           H  
HETATM   46  H17 UNL     1      -5.543  -0.404  -0.045  1.00  0.00           H  
HETATM   47  H18 UNL     1      -6.708   0.798   1.228  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   30
CONECT    4    5   28   31
CONECT    5    6
CONECT    6    7   24   32
CONECT    7    8
CONECT    8    9    9   21
CONECT    9   10   33
CONECT   10   11   11   34
CONECT   11   12   22
CONECT   12   13   13   35
CONECT   13   14   36
CONECT   14   15   15   23
CONECT   15   16   37
CONECT   16   17   17   38
CONECT   17   18   39
CONECT   18   19   19   23
CONECT   19   20   40
CONECT   20   21   21   41
CONECT   21   22
CONECT   22   23   23
CONECT   24   25   26   42
CONECT   25   43
CONECT   26   27   28   44
CONECT   27   45
CONECT   28   29   46
CONECT   29   47
END

HMDB0059759
     RDKit          3D
1-Hydroxypyrene glucuronide
 47 51  0  0  0  0  0  0  0  0999 V2000
   -2.5841   -2.0537    0.8913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7353   -1.5729    1.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8091   -2.4370    0.9637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9085   -0.1175    1.2878 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7416    0.5718    1.3282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1438    0.8483    0.1173 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9124    0.2101    0.0766 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3415    0.7212    0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6323    2.0600   -0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    2.4934   -0.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0188    1.6172   -0.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3384    2.0406   -0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3962    1.1656   -0.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0891   -0.1873   -0.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1170   -1.0808   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8918   -2.4400   -0.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5885   -2.8938   -0.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5633   -1.9766   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2658   -2.4314   -0.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2012   -1.5248    0.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4072   -0.1659   -0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7177    0.2665   -0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7844   -0.6193   -0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0126    0.5400   -1.0762 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4601    1.2424   -2.1665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3611    1.1828   -0.8081 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1765    1.1811   -1.9143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9565    0.4559    0.3705 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8604    1.2775    1.0325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8728   -3.0122    0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3575   -0.0531    2.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9703    1.9433    0.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1532    2.7973    0.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1676    3.5469   -0.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5547    3.0928   -0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4268    1.4680   -0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1636   -0.7617   -0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7199   -3.1627   -0.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4080   -3.9644   -0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0322   -3.4783    0.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2010   -1.9122    0.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0721   -0.5154   -1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9547    0.9274   -2.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1390    2.2280   -0.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5548    2.0892   -2.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5432   -0.4040   -0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7081    0.7979    1.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
  6 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28  4  1  0
 21  8  1  0
 22 11  1  0
 23 14  1  0
 23 18  1  0
  3 30  1  0
  4 31  1  1
  6 32  1  1
  9 33  1  0
 10 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 24 42  1  6
 25 43  1  0
 26 44  1  1
 27 45  1  0
 28 46  1  6
 29 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-OHP-Gluc	HMDB
1-Hydroxypyrene-glucuronide	HMDB
(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(pyren-1-yloxy)oxane-2-carboxylate	Generator
1-Hydroxypyrene glucuronide	MeSH

Chemical Formula

C₂₂H₁₈O₇

Average Molecular Weight

394.3741

Monoisotopic Molecular Weight

394.10525293

IUPAC Name

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(pyren-1-yloxy)oxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(pyren-1-yloxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

O[C@@H]1[C@@H](O)[C@H](OC2=C3C=CC4=CC=CC5=C4C3=C(C=C2)C=C5)O[C@@H]([C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C22H18O7/c23-17-18(24)20(21(26)27)29-22(19(17)25)28-14-9-7-12-5-4-10-2-1-3-11-6-8-13(14)16(12)15(10)11/h1-9,17-20,22-25H,(H,26,27)/t17-,18-,19+,20-,22+/m0/s1

InChI Key

BUCREAQPYGLZLI-SXFAUFNYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrenes. Pyrenes are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Pyrenes

Sub Class

Not Available

Direct Parent

Pyrenes

Alternative Parents

Substituents

Pyrene
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Phenanthrene
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Naphthalene
Beta-hydroxy acid
Pyran
Hydroxy acid
Oxane
Monosaccharide
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Polyol
Monocarboxylic acid or derivatives
Acetal
Organic oxygen compound
Carbonyl group
Organic oxide
Organooxygen compound
Alcohol
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Cellular substructure

Membrane (HMDB: HMDB0059759)
Cell membrane (HMDB: HMDB0059759)

Organ

Liver (HMDB: HMDB0059759)
Kidney (HMDB: HMDB0059759)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Source

Endogenous

Endogenous (HMDB: HMDB0059759)

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

Lagomorph

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Poultry

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

Equine

Horse (FooDB: FOOD00378)

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Meats (HMDB: HMDB0059759)

Process

Not Available

Role

Biological role

Waste product (HMDB: HMDB0059759)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.097 g/L	ALOGPS
logP	2.24	ALOGPS
logP	2.03	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.78	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	100.72 m³·mol⁻¹	ChemAxon
Polarizability	39.53 Å³	ChemAxon
Number of Rings	5	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]+	185.535	31661259
DarkChem	[M-H]-	180.292	31661259
DeepCCS	[M+H]+	196.528	30932474
DeepCCS	[M-H]-	194.133	30932474
DeepCCS	[M-2H]-	227.017	30932474
DeepCCS	[M+Na]+	202.441	30932474
AllCCS	[M+H]+	192.8	32859911
AllCCS	[M+H-H2O]+	190.2	32859911
AllCCS	[M+NH4]+	195.2	32859911
AllCCS	[M+Na]+	195.9	32859911
AllCCS	[M-H]-	190.7	32859911
AllCCS	[M+Na-2H]-	190.2	32859911
AllCCS	[M+HCOO]-	189.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.61 minutes	32390414
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.	5.81 minutes	32390414
Predicted by Siyang on May 30, 2022	12.2895 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.22 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1876.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	249.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	152.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	122.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	570.4 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	602.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	107.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	656.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	545.4 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	1784.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	264.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	373.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	348.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	198.3 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	16.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Hydroxypyrene glucuronide	O[C@@H]1[C@@H](O)[C@H](OC2=C3C=CC4=CC=CC5=C4C3=C(C=C2)C=C5)O[C@@H]([C@H]1O)C(O)=O	5239.7	Standard polar	33892256
1-Hydroxypyrene glucuronide	O[C@@H]1[C@@H](O)[C@H](OC2=C3C=CC4=CC=CC5=C4C3=C(C=C2)C=C5)O[C@@H]([C@H]1O)C(O)=O	3600.5	Standard non polar	33892256
1-Hydroxypyrene glucuronide	O[C@@H]1[C@@H](O)[C@H](OC2=C3C=CC4=CC=CC5=C4C3=C(C=C2)C=C5)O[C@@H]([C@H]1O)C(O)=O	4079.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Hydroxypyrene glucuronide,1TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)O[C@H](C(=O)O)[C@H]1O	3703.0	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,1TMS,isomer #2	C[Si](C)(C)O[C@H]1[C@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)O[C@H](C(=O)O)[C@@H](O)[C@@H]1O	3692.2	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,1TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O)[C@H]1O	3694.2	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,1TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O)[C@@H](O)[C@@H]1O	3670.8	Semi standard non polar	33892256
1-Hydroxypyrene 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=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@@H]1O[Si](C)(C)C	3608.8	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,2TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3610.7	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,2TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O)[C@H]1O[Si](C)(C)C	3614.0	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,2TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3591.6	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,2TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O[Si](C)(C)C)[C@H]1O	3611.8	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,2TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3602.9	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)O[C@H](C(=O)O)[C@H]1O[Si](C)(C)C	3575.9	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3594.0	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3603.5	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3615.2	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3643.2	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)O[C@H](C(=O)O)[C@H]1O	3933.3	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)O[C@H](C(=O)O)[C@@H](O)[C@@H]1O	3930.0	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O)[C@H]1O	3917.6	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O)[C@@H](O)[C@@H]1O	3924.1	Semi standard non polar	33892256
1-Hydroxypyrene 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=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@@H]1O[Si](C)(C)C(C)(C)C	4142.8	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4133.0	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4131.2	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4138.0	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4145.5	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4136.1	Semi standard non polar	33892256
1-Hydroxypyrene 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=C3C=CC4=CC=CC5=CC=C2C3=C45)O[C@H](C(=O)O)[C@H]1O[Si](C)(C)C(C)(C)C	4313.1	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4289.6	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	4290.1	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4321.8	Semi standard non polar	33892256
1-Hydroxypyrene glucuronide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)[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	4497.0	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 - 1-Hydroxypyrene glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9132000000-badd3de125fe93d303a0	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxypyrene glucuronide GC-MS (4 TMS) - 70eV, Positive	splash10-014i-3072049000-8f5dab7fcb19991c52bc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxypyrene 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 - 1-Hydroxypyrene glucuronide 10V, Positive-QTOF	splash10-016r-0079000000-e37f34f12dd680a2b877	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene glucuronide 20V, Positive-QTOF	splash10-014i-0190000000-764385b82403e1523807	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene glucuronide 40V, Positive-QTOF	splash10-014l-1960000000-bce4331580600eeae296	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene glucuronide 10V, Negative-QTOF	splash10-00kf-0149000000-f7e3a49cc253478ab379	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene glucuronide 20V, Negative-QTOF	splash10-014i-1093000000-b34fb086cda7db80dc0d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene glucuronide 40V, Negative-QTOF	splash10-014i-2290000000-5f313dcdf950764fe3aa	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene glucuronide 10V, Positive-QTOF	splash10-0002-0119000000-19f46b8b17191c7a191a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene glucuronide 20V, Positive-QTOF	splash10-014j-0069000000-0c01aef55f12e10c5dda	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene glucuronide 40V, Positive-QTOF	splash10-014i-0190000000-9cdd7d01cfece9e6bf1b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene glucuronide 10V, Negative-QTOF	splash10-002f-0019000000-c7e5ae981ba948fb7d60	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene glucuronide 20V, Negative-QTOF	splash10-014i-4093000000-4b0f6207d452bf655984	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxypyrene glucuronide 40V, Negative-QTOF	splash10-014i-1190000000-16fc1c42f05f7014e131	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	0.000416 +/- 0.0000152 nmol/mmol creatinine	Adolescent (13-18 years old)	Both	Normal	Not Available	details
Urine	Detected and Quantified	0.00021 +/- 0.00006 umol/mmol creatinine	Adult (>18 years old)	Male	Normal	Not Available	details
Urine	Detected and Quantified	0.00016 +/- 0.00007 umol/mmol creatinine	Adult (>18 years old)	Male	Normal	Not Available	details
Urine	Detected and Quantified	0.00020 +/- 0.00007 umol/mmol creatinine	Adult (>18 years old)	Male	Normal	Not Available	details
Urine	Detected and Quantified	0.00017 +/- 0.00007 umol/mmol creatinine	Adult (>18 years old)	Male	Normal	Not Available	details
Urine	Detected and Quantified	0.00016 +/- 0.00004 umol/mmol creatinine	Adult (>18 years old)	Male	Normal	Not Available	details
Urine	Detected and Quantified	0.00019 +/- 0.00009 umol/mmol creatinine	Adult (>18 years old)	Male	Normal	Not Available	details
Urine	Detected and Quantified	0.216 +/- 0.042 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	Not Available	details
Urine	Detected and Quantified	0.038 +/- 0.0005 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	Not Available	details
Urine	Detected and Quantified	0.0376 (0.0152–0.0857) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Not Available	details
Urine	Detected and Quantified	0.114 (0.005–0.235) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Not Available	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

FDB034571

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

59751652

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 1-Hydroxypyrene glucuronide (HMDB0059759)

MOL for HMDB0059759 (1-Hydroxypyrene glucuronide)

3D MOL for HMDB0059759 (1-Hydroxypyrene glucuronide)

3D SDF for HMDB0059759 (1-Hydroxypyrene glucuronide)

3D-SDF for HMDB0059759 (1-Hydroxypyrene glucuronide)

PDB for HMDB0059759 (1-Hydroxypyrene glucuronide)

3D PDB for HMDB0059759 (1-Hydroxypyrene glucuronide)

SMILES for HMDB0059759 (1-Hydroxypyrene glucuronide)

INCHI for HMDB0059759 (1-Hydroxypyrene glucuronide)

Structure for HMDB0059759 (1-Hydroxypyrene glucuronide)

3D Structure for HMDB0059759 (1-Hydroxypyrene glucuronide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra