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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:55:45 UTC

Update Date

2021-09-14 15:47:57 UTC

HMDB ID

HMDB0042044

Secondary Accession Numbers

HMDB42044

Metabolite Identification

Common Name

Tolmetin glucuronide

Description

Tolmetin glucuronide belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on Tolmetin glucuronide.

Structure

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


  Mrv0541 05301310582D          

 31 33  0  0  0  0            999 V2000
    5.6091    7.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2991    4.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    7.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    6.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    5.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637    3.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4186    4.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538    2.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    6.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    3.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1893    2.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    5.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8906   -0.7677    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7111   -0.8539    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5550   -0.0140    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1960   -0.1865    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0165   -0.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0399    0.6534    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0837    4.2803    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0098    1.9883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    6.0027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4057   -1.4351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0466   -1.6076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7345    0.0722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5014    0.3947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3520   -1.0264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7044    1.4071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8604    0.5672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  7  1  0  0  0  0
 10  1  1  0  0  0  0
 10  3  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 12  9  1  0  0  0  0
 13  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
 17 16  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 19 20  1  6  0  0  0
 21 18  1  0  0  0  0
 22  2  1  0  0  0  0
 22 12  1  0  0  0  0
 22 13  1  0  0  0  0
 23 14  2  0  0  0  0
 24 15  2  0  0  0  0
 16 25  1  6  0  0  0
 17 26  1  1  0  0  0
 18 27  1  1  0  0  0
 28 20  2  0  0  0  0
 29 20  1  0  0  0  0
 30 14  1  0  0  0  0
 21 30  1  6  0  0  0
 31 19  1  0  0  0  0
 31 21  1  0  0  0  0
M  END

HMDB0042044
     RDKit          3D
Tolmetin glucuronide
 54 56  0  0  0  0  0  0  0  0999 V2000
    8.3916    2.2141   -0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2691    1.2476   -0.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4592   -0.0941   -0.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3832   -0.9541   -0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0696   -0.5148   -0.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597   -1.4726   -0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1423   -2.5265   -0.9036 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7345   -1.1873    0.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6405   -0.4005    1.6297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3122   -0.3999    1.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6541   -1.1823    1.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8267   -1.4180    1.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4673   -0.3264    0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8127    0.5789   -0.2226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8599   -0.2494    0.2219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4601    0.8075   -0.5386 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2253    1.5459    0.3434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5892    1.4478    0.1238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2753    2.0508    1.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6537    2.5389    2.2649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6625    2.0739    1.3129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9671   -0.0004    0.0758 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3382   -0.1889   -0.0861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2733   -0.7441   -1.0371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5597   -1.8263   -0.4721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2426    0.1737   -1.6451 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7538    1.0618   -2.5595 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5217   -1.6607    0.1673 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1373   -2.5292   -0.9467 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8974    0.8403   -0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9862    1.6982   -0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5645    2.5173   -1.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0802    3.1195    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3122    1.7656    0.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4715   -0.4899   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5136   -2.0226   -0.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4703    0.1198    2.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9152    0.1356    2.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1993   -1.3891    2.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0803   -2.3663    0.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6704    1.4780   -0.9500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9186    2.0143   -0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1836    1.9935    0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7012   -0.4347    1.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4683   -1.1068   -0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9697   -1.1751   -1.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6123   -1.7903    0.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212   -0.4970   -2.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2248    1.8960   -2.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3392   -3.2213   -0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6743   -1.9729   -1.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9402   -3.1655   -1.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8838    1.2337    0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7932    2.7543    0.0415 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
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 11 28  1  0
 28 29  1  0
  5 30  1  0
 30 31  2  0
 31  2  1  0
 28  8  1  0
 26 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  4 36  1  0
  9 37  1  0
 10 38  1  0
 12 39  1  0
 12 40  1  0
 16 41  1  6
 18 42  1  6
 21 43  1  0
 22 44  1  1
 23 45  1  0
 24 46  1  6
 25 47  1  0
 26 48  1  6
 27 49  1  0
 29 50  1  0
 29 51  1  0
 29 52  1  0
 30 53  1  0
 31 54  1  0
M  END


  Mrv0541 05301310582D          

 31 33  0  0  0  0            999 V2000
    5.6091    7.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2991    4.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    7.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    6.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    5.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637    3.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4186    4.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538    2.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    6.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    3.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1893    2.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    5.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8906   -0.7677    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7111   -0.8539    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5550   -0.0140    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1960   -0.1865    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0165   -0.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0399    0.6534    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0837    4.2803    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0098    1.9883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    6.0027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4057   -1.4351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0466   -1.6076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7345    0.0722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5014    0.3947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3520   -1.0264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7044    1.4071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8604    0.5672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  7  1  0  0  0  0
 10  1  1  0  0  0  0
 10  3  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 12  9  1  0  0  0  0
 13  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
 17 16  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 19 20  1  6  0  0  0
 21 18  1  0  0  0  0
 22  2  1  0  0  0  0
 22 12  1  0  0  0  0
 22 13  1  0  0  0  0
 23 14  2  0  0  0  0
 24 15  2  0  0  0  0
 16 25  1  6  0  0  0
 17 26  1  1  0  0  0
 18 27  1  1  0  0  0
 28 20  2  0  0  0  0
 29 20  1  0  0  0  0
 30 14  1  0  0  0  0
 21 30  1  6  0  0  0
 31 19  1  0  0  0  0
 31 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0042044

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C(CC(=O)O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)=CC=C1C(=O)C1=CC=C(C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H23NO9/c1-10-3-5-11(6-4-10)15(24)13-8-7-12(22(13)2)9-14(23)30-21-18(27)16(25)17(26)19(31-21)20(28)29/h3-8,16-19,21,25-27H,9H2,1-2H3,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1

> <INCHI_KEY>
MEFIGCPEYJZFFC-ZFORQUDYSA-N

> <FORMULA>
C21H23NO9

> <MOLECULAR_WEIGHT>
433.4086

> <EXACT_MASS>
433.137281339

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
43.760388189947925

> <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-({2-[1-methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetyl}oxy)oxane-2-carboxylic acid

> <ALOGPS_LOGP>
0.80

> <JCHEM_LOGP>
0.7795374023333337

> <ALOGPS_LOGS>
-2.76

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.212685333583904

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1217867986924044

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6868987028456255

> <JCHEM_POLAR_SURFACE_AREA>
155.51999999999998

> <JCHEM_REFRACTIVITY>
104.69139999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({2-[1-methyl-5-(4-methylbenzoyl)pyrrol-2-yl]acetyl}oxy)oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0042044
     RDKit          3D
Tolmetin glucuronide
 54 56  0  0  0  0  0  0  0  0999 V2000
    8.3916    2.2141   -0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2691    1.2476   -0.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4592   -0.0941   -0.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3832   -0.9541   -0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0696   -0.5148   -0.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597   -1.4726   -0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1423   -2.5265   -0.9036 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7345   -1.1873    0.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6405   -0.4005    1.6297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3122   -0.3999    1.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6541   -1.1823    1.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8267   -1.4180    1.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4673   -0.3264    0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8127    0.5789   -0.2226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8599   -0.2494    0.2219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4601    0.8075   -0.5386 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2253    1.5459    0.3434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5892    1.4478    0.1238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2753    2.0508    1.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6537    2.5389    2.2649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6625    2.0739    1.3129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9671   -0.0004    0.0758 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3382   -0.1889   -0.0861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2733   -0.7441   -1.0371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5597   -1.8263   -0.4721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2426    0.1737   -1.6451 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7538    1.0618   -2.5595 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5217   -1.6607    0.1673 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1373   -2.5292   -0.9467 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8974    0.8403   -0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9862    1.6982   -0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5645    2.5173   -1.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0802    3.1195    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3122    1.7656    0.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4715   -0.4899   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5136   -2.0226   -0.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4703    0.1198    2.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9152    0.1356    2.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1993   -1.3891    2.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0803   -2.3663    0.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6704    1.4780   -0.9500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9186    2.0143   -0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1836    1.9935    0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7012   -0.4347    1.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4683   -1.1068   -0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9697   -1.1751   -1.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6123   -1.7903    0.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212   -0.4970   -2.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2248    1.8960   -2.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3392   -3.2213   -0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6743   -1.9729   -1.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9402   -3.1655   -1.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8838    1.2337    0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7932    2.7543    0.0415 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
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 11 28  1  0
 28 29  1  0
  5 30  1  0
 30 31  2  0
 31  2  1  0
 28  8  1  0
 26 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  4 36  1  0
  9 37  1  0
 10 38  1  0
 12 39  1  0
 12 40  1  0
 16 41  1  6
 18 42  1  6
 21 43  1  0
 22 44  1  1
 23 45  1  0
 24 46  1  6
 25 47  1  0
 26 48  1  6
 27 49  1  0
 29 50  1  0
 29 51  1  0
 29 52  1  0
 30 53  1  0
 31 54  1  0
M  END

HEADER    PROTEIN                                 30-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-MAY-13         0                                  
HETATM    1  C   UNK     0      10.470  13.515   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.425   8.466   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.803  13.515   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.137  11.205   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.469  12.745   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.803  10.435   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.906   6.525   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.381   7.990   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.460   5.279   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.137  12.745   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.469  11.205   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.366   6.525   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.136   8.895   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.087   3.872   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.136  10.435   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.529  -1.433   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.061  -1.594   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.903  -0.026   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.966  -0.348   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.497  -0.509   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.808   1.220   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       3.890   7.990   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0       5.618   3.711   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.802  11.205   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.624  -2.679   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.687  -3.001   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.371   0.135   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.403   0.737   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       8.124  -1.916   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.182   2.627   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.339   1.059   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   22                                                            
CONECT    3    5   10                                                       
CONECT    4    6   10                                                       
CONECT    5    3   11                                                       
CONECT    6    4   11                                                       
CONECT    7    8   12                                                       
CONECT    8    7   13                                                       
CONECT    9   12   14                                                       
CONECT   10    1    3    4                                                  
CONECT   11    5    6   15                                                  
CONECT   12    7    9   22                                                  
CONECT   13    8   15   22                                                  
CONECT   14    9   23   30                                                  
CONECT   15   11   13   24                                                  
CONECT   16   17   18   25                                                  
CONECT   17   16   19   26                                                  
CONECT   18   16   21   27                                                  
CONECT   19   17   20   31                                                  
CONECT   20   19   28   29                                                  
CONECT   21   18   30   31                                                  
CONECT   22    2   12   13                                                  
CONECT   23   14                                                            
CONECT   24   15                                                            
CONECT   25   16                                                            
CONECT   26   17                                                            
CONECT   27   18                                                            
CONECT   28   20                                                            
CONECT   29   20                                                            
CONECT   30   14   21                                                       
CONECT   31   19   21                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0042044
HETATM    1  C1  UNL     1       8.392   2.214  -0.309  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.269   1.248  -0.294  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.459  -0.094  -0.467  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.383  -0.954  -0.445  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.070  -0.515  -0.249  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.960  -1.473  -0.241  1.00  0.00           C  
HETATM    7  O1  UNL     1       4.142  -2.526  -0.904  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.734  -1.187   0.501  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.640  -0.400   1.630  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.312  -0.400   1.992  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.654  -1.182   1.074  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.827  -1.418   1.146  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.467  -0.326   0.359  1.00  0.00           C  
HETATM   14  O2  UNL     1      -0.813   0.579  -0.223  1.00  0.00           O  
HETATM   15  O3  UNL     1      -2.860  -0.249   0.222  1.00  0.00           O  
HETATM   16  C13 UNL     1      -3.460   0.807  -0.539  1.00  0.00           C  
HETATM   17  O4  UNL     1      -4.225   1.546   0.343  1.00  0.00           O  
HETATM   18  C14 UNL     1      -5.589   1.448   0.124  1.00  0.00           C  
HETATM   19  C15 UNL     1      -6.275   2.051   1.295  1.00  0.00           C  
HETATM   20  O5  UNL     1      -5.654   2.539   2.265  1.00  0.00           O  
HETATM   21  O6  UNL     1      -7.663   2.074   1.313  1.00  0.00           O  
HETATM   22  C16 UNL     1      -5.967  -0.000   0.076  1.00  0.00           C  
HETATM   23  O7  UNL     1      -7.338  -0.189  -0.086  1.00  0.00           O  
HETATM   24  C17 UNL     1      -5.273  -0.744  -1.037  1.00  0.00           C  
HETATM   25  O8  UNL     1      -4.560  -1.826  -0.472  1.00  0.00           O  
HETATM   26  C18 UNL     1      -4.243   0.174  -1.645  1.00  0.00           C  
HETATM   27  O9  UNL     1      -4.754   1.062  -2.560  1.00  0.00           O  
HETATM   28  N1  UNL     1       1.522  -1.661   0.167  1.00  0.00           N  
HETATM   29  C19 UNL     1       1.137  -2.529  -0.947  1.00  0.00           C  
HETATM   30  C20 UNL     1       4.897   0.840  -0.076  1.00  0.00           C  
HETATM   31  C21 UNL     1       5.986   1.698  -0.100  1.00  0.00           C  
HETATM   32  H1  UNL     1       8.565   2.517  -1.355  1.00  0.00           H  
HETATM   33  H2  UNL     1       8.080   3.120   0.271  1.00  0.00           H  
HETATM   34  H3  UNL     1       9.312   1.766   0.135  1.00  0.00           H  
HETATM   35  H4  UNL     1       8.472  -0.490  -0.625  1.00  0.00           H  
HETATM   36  H5  UNL     1       6.514  -2.023  -0.581  1.00  0.00           H  
HETATM   37  H6  UNL     1       3.470   0.120   2.138  1.00  0.00           H  
HETATM   38  H7  UNL     1       0.915   0.136   2.850  1.00  0.00           H  
HETATM   39  H8  UNL     1      -1.199  -1.389   2.178  1.00  0.00           H  
HETATM   40  H9  UNL     1      -1.080  -2.366   0.629  1.00  0.00           H  
HETATM   41  H10 UNL     1      -2.670   1.478  -0.950  1.00  0.00           H  
HETATM   42  H11 UNL     1      -5.919   2.014  -0.771  1.00  0.00           H  
HETATM   43  H12 UNL     1      -8.184   1.993   0.433  1.00  0.00           H  
HETATM   44  H13 UNL     1      -5.701  -0.435   1.078  1.00  0.00           H  
HETATM   45  H14 UNL     1      -7.468  -1.107  -0.469  1.00  0.00           H  
HETATM   46  H15 UNL     1      -5.970  -1.175  -1.766  1.00  0.00           H  
HETATM   47  H16 UNL     1      -4.612  -1.790   0.517  1.00  0.00           H  
HETATM   48  H17 UNL     1      -3.521  -0.497  -2.197  1.00  0.00           H  
HETATM   49  H18 UNL     1      -4.225   1.896  -2.579  1.00  0.00           H  
HETATM   50  H19 UNL     1       0.339  -3.221  -0.556  1.00  0.00           H  
HETATM   51  H20 UNL     1       0.674  -1.973  -1.774  1.00  0.00           H  
HETATM   52  H21 UNL     1       1.940  -3.166  -1.309  1.00  0.00           H  
HETATM   53  H22 UNL     1       3.884   1.234   0.078  1.00  0.00           H  
HETATM   54  H23 UNL     1       5.793   2.754   0.042  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    3   31
CONECT    3    4   35
CONECT    4    5    5   36
CONECT    5    6   30
CONECT    6    7    7    8
CONECT    8    9    9   28
CONECT    9   10   37
CONECT   10   11   11   38
CONECT   11   12   28
CONECT   12   13   39   40
CONECT   13   14   14   15
CONECT   15   16
CONECT   16   17   26   41
CONECT   17   18
CONECT   18   19   22   42
CONECT   19   20   20   21
CONECT   21   43
CONECT   22   23   24   44
CONECT   23   45
CONECT   24   25   26   46
CONECT   25   47
CONECT   26   27   48
CONECT   27   49
CONECT   28   29
CONECT   29   50   51   52
CONECT   30   31   31   53
CONECT   31   54
END

HMDB0042044
     RDKit          3D
Tolmetin glucuronide
 54 56  0  0  0  0  0  0  0  0999 V2000
    8.3916    2.2141   -0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2691    1.2476   -0.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4592   -0.0941   -0.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3832   -0.9541   -0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0696   -0.5148   -0.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597   -1.4726   -0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1423   -2.5265   -0.9036 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7345   -1.1873    0.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6405   -0.4005    1.6297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3122   -0.3999    1.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6541   -1.1823    1.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8267   -1.4180    1.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4673   -0.3264    0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8127    0.5789   -0.2226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8599   -0.2494    0.2219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4601    0.8075   -0.5386 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2253    1.5459    0.3434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5892    1.4478    0.1238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2753    2.0508    1.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6537    2.5389    2.2649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6625    2.0739    1.3129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9671   -0.0004    0.0758 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3382   -0.1889   -0.0861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2733   -0.7441   -1.0371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5597   -1.8263   -0.4721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2426    0.1737   -1.6451 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7538    1.0618   -2.5595 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5217   -1.6607    0.1673 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1373   -2.5292   -0.9467 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8974    0.8403   -0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9862    1.6982   -0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5645    2.5173   -1.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0802    3.1195    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3122    1.7656    0.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4715   -0.4899   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5136   -2.0226   -0.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4703    0.1198    2.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9152    0.1356    2.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1993   -1.3891    2.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0803   -2.3663    0.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6704    1.4780   -0.9500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9186    2.0143   -0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1836    1.9935    0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7012   -0.4347    1.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4683   -1.1068   -0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9697   -1.1751   -1.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6123   -1.7903    0.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212   -0.4970   -2.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2248    1.8960   -2.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3392   -3.2213   -0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6743   -1.9729   -1.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9402   -3.1655   -1.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8838    1.2337    0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7932    2.7543    0.0415 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
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 11 28  1  0
 28 29  1  0
  5 30  1  0
 30 31  2  0
 31  2  1  0
 28  8  1  0
 26 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  4 36  1  0
  9 37  1  0
 10 38  1  0
 12 39  1  0
 12 40  1  0
 16 41  1  6
 18 42  1  6
 21 43  1  0
 22 44  1  1
 23 45  1  0
 24 46  1  6
 25 47  1  0
 26 48  1  6
 27 49  1  0
 29 50  1  0
 29 51  1  0
 29 52  1  0
 30 53  1  0
 31 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-({2-[1-methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetyl}oxy)oxane-2-carboxylate	HMDB
Tolmetin glucuronide	MeSH

Chemical Formula

C₂₁H₂₃NO₉

Average Molecular Weight

433.4086

Monoisotopic Molecular Weight

433.137281339

IUPAC Name

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({2-[1-methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetyl}oxy)oxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({2-[1-methyl-5-(4-methylbenzoyl)pyrrol-2-yl]acetyl}oxy)oxane-2-carboxylic acid

CAS Registry Number

71595-19-2

SMILES

CN1C(CC(=O)O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)=CC=C1C(=O)C1=CC=C(C)C=C1

InChI Identifier

InChI=1S/C21H23NO9/c1-10-3-5-11(6-4-10)15(24)13-8-7-12(22(13)2)9-14(23)30-21-18(27)16(25)17(26)19(31-21)20(28)29/h3-8,16-19,21,25-27H,9H2,1-2H3,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1

InChI Key

MEFIGCPEYJZFFC-ZFORQUDYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Phenylalanine and derivatives

Alternative Parents

Substituents

Phenylalanine or derivatives
Hippuric acid or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Amphetamine or derivatives
Benzamide
Benzoic acid or derivatives
Phenoxy compound
Benzoyl
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Tertiary aliphatic amine
Carboxamide group
Tertiary amine
Secondary carboxylic acid amide
Ether
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0042044)

Organ

Liver (HMDB: HMDB0042044)
Kidney (HMDB: HMDB0042044)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0042044)

Cellular substructure

Cytoplasm (HMDB: HMDB0042044)

Source

Endogenous

Endogenous (HMDB: HMDB0042044)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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	0.75 g/L	ALOGPS
logP	0.8	ALOGPS
logP	0.78	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.12	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	155.52 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	104.69 m³·mol⁻¹	ChemAxon
Polarizability	43.76 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	202.064	31661259
DarkChem	[M-H]-	200.979	31661259
DeepCCS	[M+H]+	199.847	30932474
DeepCCS	[M-H]-	198.023	30932474
DeepCCS	[M-2H]-	231.266	30932474
DeepCCS	[M+Na]+	205.454	30932474
AllCCS	[M+H]+	204.6	32859911
AllCCS	[M+H-H2O]+	202.1	32859911
AllCCS	[M+NH4]+	206.9	32859911
AllCCS	[M+Na]+	207.6	32859911
AllCCS	[M-H]-	200.5	32859911
AllCCS	[M+Na-2H]-	201.3	32859911
AllCCS	[M+HCOO]-	202.3	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.	5.59 minutes	32390414
Predicted by Siyang on May 30, 2022	12.1348 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.7 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2109.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	219.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	128.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	103.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	452.0 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	488.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	139.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	912.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	469.6 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	1399.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	306.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	335.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	319.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	173.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	94.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tolmetin glucuronide	CN1C(CC(=O)O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)=CC=C1C(=O)C1=CC=C(C)C=C1	4498.7	Standard polar	33892256
Tolmetin glucuronide	CN1C(CC(=O)O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)=CC=C1C(=O)C1=CC=C(C)C=C1	3167.0	Standard non polar	33892256
Tolmetin glucuronide	CN1C(CC(=O)O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)=CC=C1C(=O)C1=CC=C(C)C=C1	3651.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tolmetin glucuronide,1TMS,isomer #1	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)N2C)C=C1	3411.8	Semi standard non polar	33892256
Tolmetin glucuronide,1TMS,isomer #2	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)N2C)C=C1	3412.0	Semi standard non polar	33892256
Tolmetin glucuronide,1TMS,isomer #3	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)N2C)C=C1	3414.3	Semi standard non polar	33892256
Tolmetin glucuronide,1TMS,isomer #4	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]3O)N2C)C=C1	3407.7	Semi standard non polar	33892256
Tolmetin glucuronide,2TMS,isomer #1	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)N2C)C=C1	3427.1	Semi standard non polar	33892256
Tolmetin glucuronide,2TMS,isomer #2	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O)N2C)C=C1	3413.6	Semi standard non polar	33892256
Tolmetin glucuronide,2TMS,isomer #3	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C)N2C)C=C1	3422.2	Semi standard non polar	33892256
Tolmetin glucuronide,2TMS,isomer #4	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)N2C)C=C1	3407.6	Semi standard non polar	33892256
Tolmetin glucuronide,2TMS,isomer #5	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)N2C)C=C1	3405.9	Semi standard non polar	33892256
Tolmetin glucuronide,2TMS,isomer #6	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)N2C)C=C1	3410.4	Semi standard non polar	33892256
Tolmetin glucuronide,3TMS,isomer #1	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O)N2C)C=C1	3430.5	Semi standard non polar	33892256
Tolmetin glucuronide,3TMS,isomer #2	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C)N2C)C=C1	3450.4	Semi standard non polar	33892256
Tolmetin glucuronide,3TMS,isomer #3	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)N2C)C=C1	3441.7	Semi standard non polar	33892256
Tolmetin glucuronide,3TMS,isomer #4	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)N2C)C=C1	3427.7	Semi standard non polar	33892256
Tolmetin glucuronide,4TMS,isomer #1	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)N2C)C=C1	3471.8	Semi standard non polar	33892256
Tolmetin glucuronide,1TBDMS,isomer #1	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O)N2C)C=C1	3654.8	Semi standard non polar	33892256
Tolmetin glucuronide,1TBDMS,isomer #2	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)N2C)C=C1	3667.2	Semi standard non polar	33892256
Tolmetin glucuronide,1TBDMS,isomer #3	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)N2C)C=C1	3665.8	Semi standard non polar	33892256
Tolmetin glucuronide,1TBDMS,isomer #4	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]3O)N2C)C=C1	3666.0	Semi standard non polar	33892256
Tolmetin glucuronide,2TBDMS,isomer #1	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O)N2C)C=C1	3900.2	Semi standard non polar	33892256
Tolmetin glucuronide,2TBDMS,isomer #2	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)N2C)C=C1	3877.0	Semi standard non polar	33892256
Tolmetin glucuronide,2TBDMS,isomer #3	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)N2C)C=C1	3885.9	Semi standard non polar	33892256
Tolmetin glucuronide,2TBDMS,isomer #4	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)N2C)C=C1	3894.3	Semi standard non polar	33892256
Tolmetin glucuronide,2TBDMS,isomer #5	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)N2C)C=C1	3885.3	Semi standard non polar	33892256
Tolmetin glucuronide,2TBDMS,isomer #6	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)N2C)C=C1	3901.4	Semi standard non polar	33892256
Tolmetin glucuronide,3TBDMS,isomer #1	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)N2C)C=C1	4079.0	Semi standard non polar	33892256
Tolmetin glucuronide,3TBDMS,isomer #2	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)N2C)C=C1	4108.3	Semi standard non polar	33892256
Tolmetin glucuronide,3TBDMS,isomer #3	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)N2C)C=C1	4067.4	Semi standard non polar	33892256
Tolmetin glucuronide,3TBDMS,isomer #4	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)N2C)C=C1	4077.1	Semi standard non polar	33892256
Tolmetin glucuronide,4TBDMS,isomer #1	CC1=CC=C(C(=O)C2=CC=C(CC(=O)O[C@@H]3O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)N2C)C=C1	4263.7	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 - Tolmetin glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-066r-9412100000-77dacc15b58f01cf7237	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tolmetin glucuronide GC-MS (3 TMS) - 70eV, Positive	splash10-001u-7393047000-9d23f8385fbb263b4c27	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tolmetin 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 - Tolmetin glucuronide 10V, Positive-QTOF	splash10-05mo-0490400000-f623cdbf93269347b53e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tolmetin glucuronide 20V, Positive-QTOF	splash10-066u-0980000000-ff8b6e6b1ae30fdcbd4c	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tolmetin glucuronide 40V, Positive-QTOF	splash10-014r-2910000000-1f86c8da9417287e442c	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tolmetin glucuronide 10V, Negative-QTOF	splash10-000i-1191200000-d037ea3e202cdb8ff50c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tolmetin glucuronide 20V, Negative-QTOF	splash10-0a73-3791100000-d934c3dc59294ee86999	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tolmetin glucuronide 40V, Negative-QTOF	splash10-0a4u-8690000000-fa447f3a73feccb3f551	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tolmetin glucuronide 10V, Positive-QTOF	splash10-014i-0334900000-025c5b45742f5ab94afc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tolmetin glucuronide 20V, Positive-QTOF	splash10-014l-3794200000-8c2cce65aa69e93e4ec8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tolmetin glucuronide 40V, Positive-QTOF	splash10-0006-9631000000-cba1a21eb758d20d28ca	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tolmetin glucuronide 10V, Negative-QTOF	splash10-08gi-0190200000-8a768ee4f397e8c81e44	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tolmetin glucuronide 20V, Negative-QTOF	splash10-03du-4390100000-19f9dfabad674d825a34	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tolmetin glucuronide 40V, Negative-QTOF	splash10-074u-9761100000-983c88ad870dfa0a88f2	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

137120

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

155656

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 Tolmetin glucuronide (HMDB0042044)

MOL for HMDB0042044 (Tolmetin glucuronide)

3D MOL for HMDB0042044 (Tolmetin glucuronide)

3D SDF for HMDB0042044 (Tolmetin glucuronide)

3D-SDF for HMDB0042044 (Tolmetin glucuronide)

PDB for HMDB0042044 (Tolmetin glucuronide)

3D PDB for HMDB0042044 (Tolmetin glucuronide)

SMILES for HMDB0042044 (Tolmetin glucuronide)

INCHI for HMDB0042044 (Tolmetin glucuronide)

Structure for HMDB0042044 (Tolmetin glucuronide)

3D Structure for HMDB0042044 (Tolmetin glucuronide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra