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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:41:11 UTC

Update Date

2021-09-26 22:57:27 UTC

HMDB ID

HMDB0247652

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Gemfibrozil 1-O-beta-Glucuronide

Description

Gemfibrozil 1-O-beta-Glucuronide belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond. Based on a literature review a significant number of articles have been published on Gemfibrozil 1-O-beta-Glucuronide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Gemfibrozil 1-o-beta-glucuronide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Gemfibrozil 1-O-beta-Glucuronide is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv0541 09011309402D          

 30 31  0  0  0  0            999 V2000
    3.0791   -0.8745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.8381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.8381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330    1.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6830    1.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -3.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223    3.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9368    4.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9367    4.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2222    5.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5078    4.9005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5078    4.0755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6512    3.6631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6512    5.3131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1360    6.1336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7541    5.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5826    6.0431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0396    4.8236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 11  1  0  0  0  0
  2 10  1  0  0  0  0
  3 10  2  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4 10  1  0  0  0  0
  5  6  1  0  0  0  0
  6  9  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 12 15  1  0  0  0  0
 12 17  1  0  0  0  0
 13 14  2  0  0  0  0
 14 16  1  0  0  0  0
 14 18  1  0  0  0  0
 15 16  2  0  0  0  0
 19 20  1  0  0  0  0
 19 24  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  2 19  1  0  0  0  0
 20 25  1  0  0  0  0
 21 26  1  0  0  0  0
 22 27  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
M  END

HMDB0247652
     RDKit          3D
Gemfibrozil 1-O-beta-Glucuronide
 60 61  0  0  0  0  0  0  0  0999 V2000
   -6.8245   -0.3867   -2.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3307   -0.4422   -1.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1905   -0.2527   -0.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7660   -0.2981    1.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4183   -0.5451    1.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9312   -0.5995    2.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5179   -0.7412    0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2088   -0.9788    0.6436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1840   -1.1963   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8987   -1.4188    0.4167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4346   -0.3281    1.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0863    0.9954    0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1751    1.7224    0.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3439    1.8589    1.9339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1098    0.9019   -0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0532    1.2199   -1.3885 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2795    0.4497    0.3454 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4884    0.3016   -0.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0436   -0.9586   -0.2479 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0568   -1.0733   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6460   -2.4522   -1.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2104   -3.2776   -0.1850 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7041   -2.8720   -1.8286 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1326   -0.0694   -1.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5848    0.2064   -2.3843 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8062    1.2142   -0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8003    1.5642    0.4993 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4927    1.2482    0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9143    2.5096    0.3293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0028   -0.6839   -0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5744   -1.3211   -3.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4078    0.4896   -3.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9337   -0.3490   -2.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2292   -0.0636   -0.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4601   -0.1464    1.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7306   -0.3499    3.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0180    0.0263    2.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5915   -1.6557    2.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4517   -2.1222   -0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1178   -0.3851   -1.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804   -1.7500   -0.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0634   -2.3437    1.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4589   -0.6505    1.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1976   -0.1003    2.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0768    2.8410    0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1514    1.6799   -1.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    1.4776    0.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8923    2.7081    1.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9528    1.2336    2.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5645    2.2197    2.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3083    0.6121   -1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5795   -1.0734   -2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5785   -3.2136   -1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0303   -0.5341   -0.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0541   -0.5595   -2.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7774    2.0682   -1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8063    2.5207    0.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6324    0.8459    1.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3793    3.1132    0.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3087   -0.8358   -1.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  7 30  2  0
 30  2  1  0
 28 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  4 35  1  0
  6 36  1  0
  6 37  1  0
  6 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 13 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 18 51  1  0
 20 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 26 56  1  0
 27 57  1  0
 28 58  1  0
 29 59  1  0
 30 60  1  0
M  END

  Mrv0541 09011309402D          

 30 31  0  0  0  0            999 V2000
    3.0791   -0.8745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.8381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.8381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330    1.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6830    1.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -3.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223    3.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9368    4.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9367    4.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2222    5.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5078    4.9005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5078    4.0755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6512    3.6631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6512    5.3131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1360    6.1336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7541    5.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5826    6.0431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0396    4.8236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 11  1  0  0  0  0
  2 10  1  0  0  0  0
  3 10  2  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4 10  1  0  0  0  0
  5  6  1  0  0  0  0
  6  9  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 12 15  1  0  0  0  0
 12 17  1  0  0  0  0
 13 14  2  0  0  0  0
 14 16  1  0  0  0  0
 14 18  1  0  0  0  0
 15 16  2  0  0  0  0
 19 20  1  0  0  0  0
 19 24  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  2 19  1  0  0  0  0
 20 25  1  0  0  0  0
 21 26  1  0  0  0  0
 22 27  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247652

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(OCCCC(C)(C)C(=O)OC2OC(C(O)C(O)C2O)C(O)=O)=C(C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O9/c1-11-6-7-12(2)13(10-11)28-9-5-8-21(3,4)20(27)30-19-16(24)14(22)15(23)17(29-19)18(25)26/h6-7,10,14-17,19,22-24H,5,8-9H2,1-4H3,(H,25,26)

> <INCHI_KEY>
CJMNXSKEVNPQOK-UHFFFAOYSA-N

> <FORMULA>
C21H30O9

> <MOLECULAR_WEIGHT>
426.4575

> <EXACT_MASS>
426.188982558

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
44.18671949278894

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-{[5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
1.22

> <JCHEM_LOGP>
2.4418502686666668

> <ALOGPS_LOGS>
-2.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.212676597335875

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4917974554271494

> <JCHEM_PKA_STRONGEST_BASIC>
-3.68689879139356

> <JCHEM_POLAR_SURFACE_AREA>
142.75000000000003

> <JCHEM_REFRACTIVITY>
104.11769999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.89e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-{[5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247652
     RDKit          3D
Gemfibrozil 1-O-beta-Glucuronide
 60 61  0  0  0  0  0  0  0  0999 V2000
   -6.8245   -0.3867   -2.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3307   -0.4422   -1.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1905   -0.2527   -0.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7660   -0.2981    1.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4183   -0.5451    1.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9312   -0.5995    2.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5179   -0.7412    0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2088   -0.9788    0.6436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1840   -1.1963   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8987   -1.4188    0.4167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4346   -0.3281    1.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0863    0.9954    0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1751    1.7224    0.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3439    1.8589    1.9339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1098    0.9019   -0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0532    1.2199   -1.3885 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2795    0.4497    0.3454 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4884    0.3016   -0.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0436   -0.9586   -0.2479 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0568   -1.0733   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6460   -2.4522   -1.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2104   -3.2776   -0.1850 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7041   -2.8720   -1.8286 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1326   -0.0694   -1.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5848    0.2064   -2.3843 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8062    1.2142   -0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8003    1.5642    0.4993 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4927    1.2482    0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9143    2.5096    0.3293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0028   -0.6839   -0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5744   -1.3211   -3.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4078    0.4896   -3.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9337   -0.3490   -2.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2292   -0.0636   -0.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4601   -0.1464    1.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7306   -0.3499    3.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0180    0.0263    2.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5915   -1.6557    2.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4517   -2.1222   -0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1178   -0.3851   -1.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804   -1.7500   -0.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0634   -2.3437    1.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4589   -0.6505    1.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1976   -0.1003    2.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0768    2.8410    0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1514    1.6799   -1.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    1.4776    0.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8923    2.7081    1.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9528    1.2336    2.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5645    2.2197    2.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3083    0.6121   -1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5795   -1.0734   -2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5785   -3.2136   -1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0303   -0.5341   -0.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0541   -0.5595   -2.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7774    2.0682   -1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8063    2.5207    0.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6324    0.8459    1.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3793    3.1132    0.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3087   -0.8358   -1.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  7 30  2  0
 30  2  1  0
 28 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  4 35  1  0
  6 36  1  0
  6 37  1  0
  6 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 13 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 18 51  1  0
 20 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 26 56  1  0
 27 57  1  0
 28 58  1  0
 29 59  1  0
 30 60  1  0
M  END

HEADER    PROTEIN                                 01-SEP-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-SEP-13         0                                  
HETATM    1  O   UNK     0       5.748  -1.632   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       9.748   5.298   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       7.081   5.298   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       8.415   2.988   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.415   1.448   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.081   0.678   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.955   2.988   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.875   2.988   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.081  -0.862   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.415   4.528   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.748  -3.172   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.414  -3.942   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.081  -3.942   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.081  -5.483   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.414  -5.483   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.748  -6.253   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.080  -3.172   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.415  -6.253   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.748   6.838   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.082   7.608   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.082   9.148   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.748   9.918   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.415   9.148   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.415   7.608   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      12.416   6.838   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      12.416   9.918   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       9.587  11.449   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       7.008   9.774   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       6.688  11.280   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.674   9.004   0.000  0.00  0.00           O+0
CONECT    1    9   11                                                       
CONECT    2   10   19                                                       
CONECT    3   10                                                            
CONECT    4    5    7    8   10                                             
CONECT    5    4    6                                                       
CONECT    6    5    9                                                       
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    1    6                                                       
CONECT   10    2    3    4                                                  
CONECT   11    1   12   13                                                  
CONECT   12   11   15   17                                                  
CONECT   13   11   14                                                       
CONECT   14   13   16   18                                                  
CONECT   15   12   16                                                       
CONECT   16   14   15                                                       
CONECT   17   12                                                            
CONECT   18   14                                                            
CONECT   19   20   24    2                                                  
CONECT   20   19   21   25                                                  
CONECT   21   20   22   26                                                  
CONECT   22   21   23   27                                                  
CONECT   23   22   24   28                                                  
CONECT   24   19   23                                                       
CONECT   25   20                                                            
CONECT   26   21                                                            
CONECT   27   22                                                            
CONECT   28   23   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

COMPND    HMDB0247652
HETATM    1  C1  UNL     1      -6.824  -0.387  -2.685  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.331  -0.442  -1.264  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.190  -0.253  -0.200  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.766  -0.298   1.111  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.418  -0.545   1.350  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.931  -0.600   2.764  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.518  -0.741   0.323  1.00  0.00           C  
HETATM    8  O1  UNL     1      -3.209  -0.979   0.644  1.00  0.00           O  
HETATM    9  C8  UNL     1      -2.184  -1.196  -0.309  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.899  -1.419   0.417  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.435  -0.328   1.285  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.086   0.995   0.719  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.175   1.722   0.040  1.00  0.00           C  
HETATM   14  C13 UNL     1       0.344   1.859   1.934  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.110   0.902  -0.191  1.00  0.00           C  
HETATM   16  O2  UNL     1       1.053   1.220  -1.389  1.00  0.00           O  
HETATM   17  O3  UNL     1       2.280   0.450   0.345  1.00  0.00           O  
HETATM   18  C15 UNL     1       3.488   0.302  -0.363  1.00  0.00           C  
HETATM   19  O4  UNL     1       4.044  -0.959  -0.248  1.00  0.00           O  
HETATM   20  C16 UNL     1       5.057  -1.073  -1.164  1.00  0.00           C  
HETATM   21  C17 UNL     1       5.646  -2.452  -1.026  1.00  0.00           C  
HETATM   22  O5  UNL     1       5.210  -3.278  -0.185  1.00  0.00           O  
HETATM   23  O6  UNL     1       6.704  -2.872  -1.829  1.00  0.00           O  
HETATM   24  C18 UNL     1       6.133  -0.069  -1.072  1.00  0.00           C  
HETATM   25  O7  UNL     1       6.585   0.206  -2.384  1.00  0.00           O  
HETATM   26  C19 UNL     1       5.806   1.214  -0.424  1.00  0.00           C  
HETATM   27  O8  UNL     1       6.800   1.564   0.499  1.00  0.00           O  
HETATM   28  C20 UNL     1       4.493   1.248   0.304  1.00  0.00           C  
HETATM   29  O9  UNL     1       3.914   2.510   0.329  1.00  0.00           O  
HETATM   30  C21 UNL     1      -5.003  -0.684  -0.967  1.00  0.00           C  
HETATM   31  H1  UNL     1      -6.574  -1.321  -3.232  1.00  0.00           H  
HETATM   32  H2  UNL     1      -6.408   0.490  -3.213  1.00  0.00           H  
HETATM   33  H3  UNL     1      -7.934  -0.349  -2.638  1.00  0.00           H  
HETATM   34  H4  UNL     1      -8.229  -0.064  -0.430  1.00  0.00           H  
HETATM   35  H5  UNL     1      -7.460  -0.146   1.920  1.00  0.00           H  
HETATM   36  H6  UNL     1      -5.731  -0.350   3.462  1.00  0.00           H  
HETATM   37  H7  UNL     1      -4.018   0.026   2.892  1.00  0.00           H  
HETATM   38  H8  UNL     1      -4.592  -1.656   2.917  1.00  0.00           H  
HETATM   39  H9  UNL     1      -2.452  -2.122  -0.918  1.00  0.00           H  
HETATM   40  H10 UNL     1      -2.118  -0.385  -1.039  1.00  0.00           H  
HETATM   41  H11 UNL     1      -0.080  -1.750  -0.282  1.00  0.00           H  
HETATM   42  H12 UNL     1      -1.063  -2.344   1.070  1.00  0.00           H  
HETATM   43  H13 UNL     1       0.459  -0.650   1.903  1.00  0.00           H  
HETATM   44  H14 UNL     1      -1.198  -0.100   2.115  1.00  0.00           H  
HETATM   45  H15 UNL     1      -1.077   2.841   0.312  1.00  0.00           H  
HETATM   46  H16 UNL     1      -1.151   1.680  -1.076  1.00  0.00           H  
HETATM   47  H17 UNL     1      -2.190   1.478   0.375  1.00  0.00           H  
HETATM   48  H18 UNL     1       0.892   2.708   1.482  1.00  0.00           H  
HETATM   49  H19 UNL     1       0.953   1.234   2.598  1.00  0.00           H  
HETATM   50  H20 UNL     1      -0.565   2.220   2.424  1.00  0.00           H  
HETATM   51  H21 UNL     1       3.308   0.612  -1.398  1.00  0.00           H  
HETATM   52  H22 UNL     1       4.579  -1.073  -2.187  1.00  0.00           H  
HETATM   53  H23 UNL     1       7.579  -3.214  -1.468  1.00  0.00           H  
HETATM   54  H24 UNL     1       7.030  -0.534  -0.568  1.00  0.00           H  
HETATM   55  H25 UNL     1       7.054  -0.559  -2.772  1.00  0.00           H  
HETATM   56  H26 UNL     1       5.777   2.068  -1.163  1.00  0.00           H  
HETATM   57  H27 UNL     1       6.806   2.521   0.671  1.00  0.00           H  
HETATM   58  H28 UNL     1       4.632   0.846   1.331  1.00  0.00           H  
HETATM   59  H29 UNL     1       4.379   3.113   0.965  1.00  0.00           H  
HETATM   60  H30 UNL     1      -4.309  -0.836  -1.783  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3   30
CONECT    3    4   34
CONECT    4    5    5   35
CONECT    5    6    7
CONECT    6   36   37   38
CONECT    7    8   30   30
CONECT    8    9
CONECT    9   10   39   40
CONECT   10   11   41   42
CONECT   11   12   43   44
CONECT   12   13   14   15
CONECT   13   45   46   47
CONECT   14   48   49   50
CONECT   15   16   16   17
CONECT   17   18
CONECT   18   19   28   51
CONECT   19   20
CONECT   20   21   24   52
CONECT   21   22   22   23
CONECT   23   53
CONECT   24   25   26   54
CONECT   25   55
CONECT   26   27   28   56
CONECT   27   57
CONECT   28   29   58
CONECT   29   59
CONECT   30   60
END

HMDB0247652
     RDKit          3D
Gemfibrozil 1-O-beta-Glucuronide
 60 61  0  0  0  0  0  0  0  0999 V2000
   -6.8245   -0.3867   -2.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3307   -0.4422   -1.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1905   -0.2527   -0.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7660   -0.2981    1.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4183   -0.5451    1.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9312   -0.5995    2.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5179   -0.7412    0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2088   -0.9788    0.6436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1840   -1.1963   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8987   -1.4188    0.4167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4346   -0.3281    1.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0863    0.9954    0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1751    1.7224    0.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3439    1.8589    1.9339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1098    0.9019   -0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0532    1.2199   -1.3885 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2795    0.4497    0.3454 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4884    0.3016   -0.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0436   -0.9586   -0.2479 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0568   -1.0733   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6460   -2.4522   -1.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2104   -3.2776   -0.1850 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7041   -2.8720   -1.8286 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1326   -0.0694   -1.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5848    0.2064   -2.3843 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8062    1.2142   -0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8003    1.5642    0.4993 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4927    1.2482    0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9143    2.5096    0.3293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0028   -0.6839   -0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5744   -1.3211   -3.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4078    0.4896   -3.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9337   -0.3490   -2.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2292   -0.0636   -0.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4601   -0.1464    1.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7306   -0.3499    3.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0180    0.0263    2.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5915   -1.6557    2.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4517   -2.1222   -0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1178   -0.3851   -1.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804   -1.7500   -0.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0634   -2.3437    1.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4589   -0.6505    1.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1976   -0.1003    2.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0768    2.8410    0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1514    1.6799   -1.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    1.4776    0.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8923    2.7081    1.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9528    1.2336    2.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5645    2.2197    2.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3083    0.6121   -1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5795   -1.0734   -2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5785   -3.2136   -1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0303   -0.5341   -0.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0541   -0.5595   -2.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7774    2.0682   -1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8063    2.5207    0.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6324    0.8459    1.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3793    3.1132    0.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3087   -0.8358   -1.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  7 30  2  0
 30  2  1  0
 28 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  4 35  1  0
  6 36  1  0
  6 37  1  0
  6 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 13 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 18 51  1  0
 20 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 26 56  1  0
 27 57  1  0
 28 58  1  0
 29 59  1  0
 30 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Gemfibrozil 1-O-b-glucuronide	Generator
Gemfibrozil 1-O-β-glucuronide	Generator
6-{[5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	HMDB

Chemical Formula

C₂₁H₃₀O₉

Average Molecular Weight

426.4575

Monoisotopic Molecular Weight

426.188982558

IUPAC Name

6-{[5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1=CC(OCCCC(C)(C)C(=O)OC2OC(C(O)C(O)C2O)C(O)=O)=C(C)C=C1

InChI Identifier

InChI=1S/C21H30O9/c1-11-6-7-12(2)13(10-11)28-9-5-8-21(3,4)20(27)30-19-16(24)14(22)15(23)17(29-19)18(25)26/h6-7,10,14-17,19,22-24H,5,8-9H2,1-4H3,(H,25,26)

InChI Key

CJMNXSKEVNPQOK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

1-o-glucuronide
O-glucuronide
Hexose monosaccharide
Phenoxy compound
P-xylene
Xylene
Phenol ether
Alkyl aryl ether
Beta-hydroxy acid
Fatty acid ester
Pyran
Benzenoid
Dicarboxylic acid or derivatives
Oxane
Fatty acyl
Monocyclic benzene moiety
Monosaccharide
Hydroxy acid
Carboxylic acid ester
Secondary alcohol
Ether
Organoheterocyclic compound
Carboxylic acid
Acetal
Carboxylic acid derivative
Oxacycle
Polyol
Carbonyl group
Hydrocarbon derivative
Organic oxide
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 (HMDB: HMDB0061274)

Organ

Kidney (HMDB: HMDB0061274)
Liver (HMDB: HMDB0061274)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061274)

Cellular substructure

Cytoplasm (HMDB: HMDB0061274)

Source

Endogenous

Endogenous (HMDB: HMDB0061274)

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	1.22	ALOGPS
logP	2.44	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.49	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	9	ChemAxon
Refractivity	104.12 m³·mol⁻¹	ChemAxon
Polarizability	44.19 Å³	ChemAxon
Number of Rings	2	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]+	202.038	30932474
DeepCCS	[M-H]-	199.68	30932474
DeepCCS	[M-2H]-	233.792	30932474
DeepCCS	[M+Na]+	209.771	30932474
AllCCS	[M+H]+	204.2	32859911
AllCCS	[M+H-H2O]+	201.9	32859911
AllCCS	[M+NH4]+	206.3	32859911
AllCCS	[M+Na]+	206.9	32859911
AllCCS	[M-H]-	197.9	32859911
AllCCS	[M+Na-2H]-	198.9	32859911
AllCCS	[M+HCOO]-	200.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gemfibrozil 1-O-beta-Glucuronide	CC1=CC(OCCCC(C)(C)C(=O)OC2OC(C(O)C(O)C2O)C(O)=O)=C(C)C=C1	3695.3	Standard polar	33892256
Gemfibrozil 1-O-beta-Glucuronide	CC1=CC(OCCCC(C)(C)C(=O)OC2OC(C(O)C(O)C2O)C(O)=O)=C(C)C=C1	3100.5	Standard non polar	33892256
Gemfibrozil 1-O-beta-Glucuronide	CC1=CC(OCCCC(C)(C)C(=O)OC2OC(C(O)C(O)C2O)C(O)=O)=C(C)C=C1	3214.9	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 - Gemfibrozil 1-beta-glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9222100000-0a57f95f5de6bc1ca6d9	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gemfibrozil 1-beta-glucuronide GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-03	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 - Gemfibrozil 1-O-beta-Glucuronide 10V, Positive-QTOF	splash10-0pe9-0590400000-6148bced65a4d5499c90	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemfibrozil 1-O-beta-Glucuronide 20V, Positive-QTOF	splash10-0pc0-0890100000-1c2359d85674f063f2fe	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemfibrozil 1-O-beta-Glucuronide 40V, Positive-QTOF	splash10-0a6r-2920000000-3d41c6400fdb0d71929c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemfibrozil 1-O-beta-Glucuronide 10V, Negative-QTOF	splash10-009t-1692500000-54c85472111450bff806	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemfibrozil 1-O-beta-Glucuronide 20V, Negative-QTOF	splash10-00dj-3951100000-a4af36d22741de08520b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemfibrozil 1-O-beta-Glucuronide 40V, Negative-QTOF	splash10-00di-4910000000-a7f93d08768a6e82ef4c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemfibrozil 1-O-beta-Glucuronide 10V, Positive-QTOF	splash10-0a6r-0938600000-4523b2b5b81e7df1b5f5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemfibrozil 1-O-beta-Glucuronide 20V, Positive-QTOF	splash10-0c29-0900000000-5cf9ec6b881a19a79ca6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemfibrozil 1-O-beta-Glucuronide 40V, Positive-QTOF	splash10-0adi-2900000000-ef395bf160cc1e15f9c2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemfibrozil 1-O-beta-Glucuronide 10V, Negative-QTOF	splash10-004i-0120900000-7106ccce5655f4dcdd38	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemfibrozil 1-O-beta-Glucuronide 20V, Negative-QTOF	splash10-006t-0930100000-0028fb87c1a248357c66	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gemfibrozil 1-O-beta-Glucuronide 40V, Negative-QTOF	splash10-0100-2921000000-1b5fc11a9ed0a9c293a6	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

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	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

21896737

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45039339

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Gemfibrozil 1-O-beta-Glucuronide (HMDB0247652)

MOL for HMDB0247652 (Gemfibrozil 1-O-beta-Glucuronide)

3D MOL for HMDB0247652 (Gemfibrozil 1-O-beta-Glucuronide)

3D SDF for HMDB0247652 (Gemfibrozil 1-O-beta-Glucuronide)

3D-SDF for HMDB0247652 (Gemfibrozil 1-O-beta-Glucuronide)

PDB for HMDB0247652 (Gemfibrozil 1-O-beta-Glucuronide)

3D PDB for HMDB0247652 (Gemfibrozil 1-O-beta-Glucuronide)

SMILES for HMDB0247652 (Gemfibrozil 1-O-beta-Glucuronide)

INCHI for HMDB0247652 (Gemfibrozil 1-O-beta-Glucuronide)

Structure for HMDB0247652 (Gemfibrozil 1-O-beta-Glucuronide)

3D Structure for HMDB0247652 (Gemfibrozil 1-O-beta-Glucuronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra