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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (18) Show 18 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-09-16 08:08:59 UTC

Update Date

2021-09-14 15:37:11 UTC

HMDB ID

HMDB0010346

Secondary Accession Numbers

HMDB0062203
HMDB10346
HMDB62203

Metabolite Identification

Common Name

Triiodothyronine glucuronide

Description

Triiodothyronine glucuronide is a natural human metabolite of triiodothyronine generated in the liver by UDP glucuonyltransferase. Glucuronidation is used to assist in the excretion of toxic substances, drugs, or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys.

Structure

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


  Mrv0541 02241200512D          

 35 37  0  0  1  0            999 V2000
   19.1359   -9.3638    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   17.7070   -5.2387    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   16.2780   -7.7137    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   19.1359  -10.1888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1359  -12.6639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7070  -10.1888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5650  -11.8388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7070  -11.8388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2794  -10.6013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5650   -9.3638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7070   -6.8888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1345   -3.1761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4200   -4.4137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5635   -4.0012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1359  -11.8388    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.8504  -11.4263    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.4214  -11.4263    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.8504  -10.6013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.4214  -10.6013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5650  -10.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7070   -9.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4214   -8.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9925   -8.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4214   -8.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9925   -8.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7070   -7.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8491   -5.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5635   -5.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8491   -4.4137    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.9925   -6.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2780   -5.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5635   -6.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9925   -5.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2780   -6.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1345   -4.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 22  1  0  0  0  0
  2 33  1  0  0  0  0
  3 34  1  0  0  0  0
  4 18  1  0  0  0  0
  4 19  1  0  0  0  0
 15  5  1  6  0  0  0
 19  6  1  6  0  0  0
  6 21  1  0  0  0  0
 16  7  1  1  0  0  0
 17  8  1  1  0  0  0
  9 20  1  0  0  0  0
 10 20  2  0  0  0  0
 11 26  1  0  0  0  0
 11 30  1  0  0  0  0
 12 35  1  0  0  0  0
 13 35  2  0  0  0  0
 29 14  1  1  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  6  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  2  0  0  0  0
 25 26  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 31  2  0  0  0  0
 28 32  1  0  0  0  0
 29 35  1  0  0  0  0
 30 33  2  0  0  0  0
 30 34  1  0  0  0  0
 31 33  1  0  0  0  0
 32 34  2  0  0  0  0
M  END

HMDB0010346
     RDKit          3D
Triiodothyronine glucuronide
 55 57  0  0  0  0  0  0  0  0999 V2000
    8.8935   -2.2175   -0.4854 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8492   -1.1909   -0.4581 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5491   -1.9217   -0.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4279   -0.9688   -0.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8318   -0.5246   -1.4386 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7634    0.3595   -1.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9508    0.9543   -3.2673 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.2738    0.8137   -0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2149    1.6903   -0.1919 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8880    1.2881   -0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5199   -0.0383   -0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7840   -0.3941   -0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8575    0.5518   -0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0892    0.0424    0.0162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3758    0.3839    0.0578 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0452   -0.0694    1.2243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4030    0.0801    1.1757 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1407   -1.1982    1.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3854   -1.1894    1.0853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4718   -2.4000    1.1413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8862    1.0541    0.1244 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6681    2.3831    0.4887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4090    0.7189   -1.2468 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3936    0.1448   -2.0457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1700   -0.1274   -1.1685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3637    0.1575   -2.2811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4649    1.8656   -0.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9046    3.4027   -0.0304 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1176    2.2208   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8530    0.3831    0.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1725    1.0239    2.8314 I   0  0  0  0  0  0  0  0  0  0  0  0
    4.9311   -0.5094    0.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0602   -0.3104    0.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9505   -0.5869    1.5486 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3062    0.8318    0.9039 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4974   -3.1115   -0.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2839   -2.3287    0.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8739   -0.6170   -1.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5721   -2.4716    0.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3874   -2.6384   -1.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2211   -0.8859   -2.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3246   -0.7819   -0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0686   -1.4493   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5667    1.4658    0.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6983    0.5552    2.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4894   -2.5066    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0108    0.9399    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3657    2.3741    1.4349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1230    1.6772   -1.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8733    0.8236   -2.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3712   -1.2086   -1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6265   -0.3710   -3.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1127    3.2995   -0.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3640   -0.8354    1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0505    1.3672    0.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 13 27  1  0
 27 28  1  0
 27 29  2  0
  8 30  1  0
 30 31  1  0
 30 32  2  0
  2 33  1  0
 33 34  2  0
 33 35  1  0
 32  4  1  0
 29 10  1  0
 25 15  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  6
  3 39  1  0
  3 40  1  0
  5 41  1  0
 11 42  1  0
 12 43  1  0
 15 44  1  1
 17 45  1  1
 20 46  1  0
 21 47  1  6
 22 48  1  0
 23 49  1  6
 24 50  1  0
 25 51  1  1
 26 52  1  0
 29 53  1  0
 32 54  1  0
 35 55  1  0
M  END


  Mrv0541 02241200512D          

 35 37  0  0  1  0            999 V2000
   19.1359   -9.3638    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   17.7070   -5.2387    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   16.2780   -7.7137    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   19.1359  -10.1888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1359  -12.6639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7070  -10.1888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5650  -11.8388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7070  -11.8388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2794  -10.6013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5650   -9.3638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7070   -6.8888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1345   -3.1761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4200   -4.4137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5635   -4.0012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1359  -11.8388    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.8504  -11.4263    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.4214  -11.4263    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.8504  -10.6013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.4214  -10.6013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5650  -10.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7070   -9.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4214   -8.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9925   -8.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4214   -8.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9925   -8.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7070   -7.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8491   -5.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5635   -5.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8491   -4.4137    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.9925   -6.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2780   -5.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5635   -6.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9925   -5.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2780   -6.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1345   -4.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 22  1  0  0  0  0
  2 33  1  0  0  0  0
  3 34  1  0  0  0  0
  4 18  1  0  0  0  0
  4 19  1  0  0  0  0
 15  5  1  6  0  0  0
 19  6  1  6  0  0  0
  6 21  1  0  0  0  0
 16  7  1  1  0  0  0
 17  8  1  1  0  0  0
  9 20  1  0  0  0  0
 10 20  2  0  0  0  0
 11 26  1  0  0  0  0
 11 30  1  0  0  0  0
 12 35  1  0  0  0  0
 13 35  2  0  0  0  0
 29 14  1  1  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  6  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  2  0  0  0  0
 25 26  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 31  2  0  0  0  0
 28 32  1  0  0  0  0
 29 35  1  0  0  0  0
 30 33  2  0  0  0  0
 30 34  1  0  0  0  0
 31 33  1  0  0  0  0
 32 34  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0010346

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H](CC1=CC(I)=C(OC2=CC(I)=C(O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)C=C2)C(I)=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H20I3NO10/c22-9-6-8(33-17-10(23)3-7(4-11(17)24)5-12(25)19(29)30)1-2-13(9)34-21-16(28)14(26)15(27)18(35-21)20(31)32/h1-4,6,12,14-16,18,21,26-28H,5,25H2,(H,29,30)(H,31,32)/t12-,14-,15-,16+,18-,21+/m0/s1

> <INCHI_KEY>
YYFGGGCINNGOLE-ZDXOGFQLSA-N

> <FORMULA>
C21H20I3NO10

> <MOLECULAR_WEIGHT>
827.0976

> <EXACT_MASS>
826.822126125

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
59.63436483147578

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6S)-6-(4-{4-[(2S)-2-amino-2-carboxyethyl]-2,6-diiodophenoxy}-2-iodophenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
-0.15

> <JCHEM_LOGP>
0.7743509757003506

> <ALOGPS_LOGS>
-4.09

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.4476502290013857

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.29350109171910166

> <JCHEM_PKA_STRONGEST_BASIC>
9.428345098356106

> <JCHEM_POLAR_SURFACE_AREA>
189.00000000000003

> <JCHEM_REFRACTIVITY>
145.43729999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
triiodothyronine glucuronide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010346
     RDKit          3D
Triiodothyronine glucuronide
 55 57  0  0  0  0  0  0  0  0999 V2000
    8.8935   -2.2175   -0.4854 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8492   -1.1909   -0.4581 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5491   -1.9217   -0.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4279   -0.9688   -0.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8318   -0.5246   -1.4386 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7634    0.3595   -1.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9508    0.9543   -3.2673 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.2738    0.8137   -0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2149    1.6903   -0.1919 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8880    1.2881   -0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5199   -0.0383   -0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7840   -0.3941   -0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8575    0.5518   -0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0892    0.0424    0.0162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3758    0.3839    0.0578 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0452   -0.0694    1.2243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4030    0.0801    1.1757 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1407   -1.1982    1.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3854   -1.1894    1.0853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4718   -2.4000    1.1413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8862    1.0541    0.1244 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6681    2.3831    0.4887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4090    0.7189   -1.2468 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3936    0.1448   -2.0457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1700   -0.1274   -1.1685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3637    0.1575   -2.2811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4649    1.8656   -0.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9046    3.4027   -0.0304 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1176    2.2208   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8530    0.3831    0.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1725    1.0239    2.8314 I   0  0  0  0  0  0  0  0  0  0  0  0
    4.9311   -0.5094    0.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0602   -0.3104    0.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9505   -0.5869    1.5486 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3062    0.8318    0.9039 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4974   -3.1115   -0.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2839   -2.3287    0.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8739   -0.6170   -1.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5721   -2.4716    0.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3874   -2.6384   -1.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2211   -0.8859   -2.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3246   -0.7819   -0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0686   -1.4493   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5667    1.4658    0.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6983    0.5552    2.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4894   -2.5066    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0108    0.9399    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3657    2.3741    1.4349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1230    1.6772   -1.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8733    0.8236   -2.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3712   -1.2086   -1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6265   -0.3710   -3.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1127    3.2995   -0.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3640   -0.8354    1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0505    1.3672    0.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 13 27  1  0
 27 28  1  0
 27 29  2  0
  8 30  1  0
 30 31  1  0
 30 32  2  0
  2 33  1  0
 33 34  2  0
 33 35  1  0
 32  4  1  0
 29 10  1  0
 25 15  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  6
  3 39  1  0
  3 40  1  0
  5 41  1  0
 11 42  1  0
 12 43  1  0
 15 44  1  1
 17 45  1  1
 20 46  1  0
 21 47  1  6
 22 48  1  0
 23 49  1  6
 24 50  1  0
 25 51  1  1
 26 52  1  0
 29 53  1  0
 32 54  1  0
 35 55  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  I   UNK     0      35.720 -17.479   0.000  0.00  0.00           I+0
HETATM    2  I   UNK     0      33.053  -9.779   0.000  0.00  0.00           I+0
HETATM    3  I   UNK     0      30.386 -14.399   0.000  0.00  0.00           I+0
HETATM    4  O   UNK     0      35.720 -19.019   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      35.720 -23.639   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      33.053 -19.019   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      38.388 -22.099   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      33.053 -22.099   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      39.722 -19.789   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      38.388 -17.479   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      33.053 -12.859   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      26.384  -5.929   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      25.051  -8.239   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      29.052  -7.469   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      35.720 -22.099   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      37.054 -21.329   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      34.387 -21.329   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      37.054 -19.789   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      34.387 -19.789   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      38.388 -19.019   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      33.053 -17.479   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      34.387 -16.709   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      31.719 -16.709   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      34.387 -15.169   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      31.719 -15.169   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      33.053 -14.399   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      27.718  -9.779   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      29.052 -10.549   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      27.718  -8.239   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      31.719 -12.089   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      30.386  -9.779   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      29.052 -12.089   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      31.719 -10.549   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      30.386 -12.859   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      26.384  -7.469   0.000  0.00  0.00           C+0
CONECT    1   22                                                            
CONECT    2   33                                                            
CONECT    3   34                                                            
CONECT    4   18   19                                                       
CONECT    5   15                                                            
CONECT    6   19   21                                                       
CONECT    7   16                                                            
CONECT    8   17                                                            
CONECT    9   20                                                            
CONECT   10   20                                                            
CONECT   11   26   30                                                       
CONECT   12   35                                                            
CONECT   13   35                                                            
CONECT   14   29                                                            
CONECT   15    5   16   17                                                  
CONECT   16    7   15   18                                                  
CONECT   17    8   15   19                                                  
CONECT   18    4   16   20                                                  
CONECT   19    4    6   17                                                  
CONECT   20    9   10   18                                                  
CONECT   21    6   22   23                                                  
CONECT   22    1   21   24                                                  
CONECT   23   21   25                                                       
CONECT   24   22   26                                                       
CONECT   25   23   26                                                       
CONECT   26   11   24   25                                                  
CONECT   27   28   29                                                       
CONECT   28   27   31   32                                                  
CONECT   29   14   27   35                                                  
CONECT   30   11   33   34                                                  
CONECT   31   28   33                                                       
CONECT   32   28   34                                                       
CONECT   33    2   30   31                                                  
CONECT   34    3   30   32                                                  
CONECT   35   12   13   29                                                  
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

COMPND    HMDB0010346
HETATM    1  N1  UNL     1       8.894  -2.217  -0.485  1.00  0.00           N  
HETATM    2  C1  UNL     1       7.849  -1.191  -0.458  1.00  0.00           C  
HETATM    3  C2  UNL     1       6.549  -1.922  -0.310  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.428  -0.969  -0.269  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.832  -0.525  -1.439  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.763   0.359  -1.415  1.00  0.00           C  
HETATM    7  I1  UNL     1       2.951   0.954  -3.267  1.00  0.00           I  
HETATM    8  C6  UNL     1       3.274   0.814  -0.219  1.00  0.00           C  
HETATM    9  O1  UNL     1       2.215   1.690  -0.192  1.00  0.00           O  
HETATM   10  C7  UNL     1       0.888   1.288  -0.140  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.520  -0.038  -0.111  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.784  -0.394  -0.061  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.857   0.552  -0.034  1.00  0.00           C  
HETATM   14  O2  UNL     1      -3.089   0.042   0.016  1.00  0.00           O  
HETATM   15  C11 UNL     1      -4.376   0.384   0.058  1.00  0.00           C  
HETATM   16  O3  UNL     1      -5.045  -0.069   1.224  1.00  0.00           O  
HETATM   17  C12 UNL     1      -6.403   0.080   1.176  1.00  0.00           C  
HETATM   18  C13 UNL     1      -7.141  -1.198   1.132  1.00  0.00           C  
HETATM   19  O4  UNL     1      -8.385  -1.189   1.085  1.00  0.00           O  
HETATM   20  O5  UNL     1      -6.472  -2.400   1.141  1.00  0.00           O  
HETATM   21  C14 UNL     1      -6.886   1.054   0.124  1.00  0.00           C  
HETATM   22  O6  UNL     1      -6.668   2.383   0.489  1.00  0.00           O  
HETATM   23  C15 UNL     1      -6.409   0.719  -1.247  1.00  0.00           C  
HETATM   24  O7  UNL     1      -7.394   0.145  -2.046  1.00  0.00           O  
HETATM   25  C16 UNL     1      -5.170  -0.127  -1.168  1.00  0.00           C  
HETATM   26  O8  UNL     1      -4.364   0.158  -2.281  1.00  0.00           O  
HETATM   27  C17 UNL     1      -1.465   1.866  -0.063  1.00  0.00           C  
HETATM   28  I2  UNL     1      -2.905   3.403  -0.030  1.00  0.00           I  
HETATM   29  C18 UNL     1      -0.118   2.221  -0.115  1.00  0.00           C  
HETATM   30  C19 UNL     1       3.853   0.383   0.945  1.00  0.00           C  
HETATM   31  I3  UNL     1       3.173   1.024   2.831  1.00  0.00           I  
HETATM   32  C20 UNL     1       4.931  -0.509   0.915  1.00  0.00           C  
HETATM   33  C21 UNL     1       8.060  -0.310   0.703  1.00  0.00           C  
HETATM   34  O9  UNL     1       8.951  -0.587   1.549  1.00  0.00           O  
HETATM   35  O10 UNL     1       7.306   0.832   0.904  1.00  0.00           O  
HETATM   36  H1  UNL     1       8.497  -3.112  -0.855  1.00  0.00           H  
HETATM   37  H2  UNL     1       9.284  -2.329   0.481  1.00  0.00           H  
HETATM   38  H3  UNL     1       7.874  -0.617  -1.411  1.00  0.00           H  
HETATM   39  H4  UNL     1       6.572  -2.472   0.659  1.00  0.00           H  
HETATM   40  H5  UNL     1       6.387  -2.638  -1.162  1.00  0.00           H  
HETATM   41  H6  UNL     1       5.221  -0.886  -2.392  1.00  0.00           H  
HETATM   42  H7  UNL     1       1.325  -0.782  -0.131  1.00  0.00           H  
HETATM   43  H8  UNL     1      -1.069  -1.449  -0.038  1.00  0.00           H  
HETATM   44  H9  UNL     1      -4.567   1.466   0.052  1.00  0.00           H  
HETATM   45  H10 UNL     1      -6.698   0.555   2.161  1.00  0.00           H  
HETATM   46  H11 UNL     1      -5.489  -2.507   0.960  1.00  0.00           H  
HETATM   47  H12 UNL     1      -8.011   0.940   0.111  1.00  0.00           H  
HETATM   48  H13 UNL     1      -6.366   2.374   1.435  1.00  0.00           H  
HETATM   49  H14 UNL     1      -6.123   1.677  -1.760  1.00  0.00           H  
HETATM   50  H15 UNL     1      -7.873   0.824  -2.600  1.00  0.00           H  
HETATM   51  H16 UNL     1      -5.371  -1.209  -1.079  1.00  0.00           H  
HETATM   52  H17 UNL     1      -4.626  -0.371  -3.077  1.00  0.00           H  
HETATM   53  H18 UNL     1       0.113   3.299  -0.136  1.00  0.00           H  
HETATM   54  H19 UNL     1       5.364  -0.835   1.837  1.00  0.00           H  
HETATM   55  H20 UNL     1       7.050   1.367   0.080  1.00  0.00           H  
CONECT    1    2   36   37
CONECT    2    3   33   38
CONECT    3    4   39   40
CONECT    4    5    5   32
CONECT    5    6   41
CONECT    6    7    8    8
CONECT    8    9   30
CONECT    9   10
CONECT   10   11   11   29
CONECT   11   12   42
CONECT   12   13   13   43
CONECT   13   14   27
CONECT   14   15
CONECT   15   16   25   44
CONECT   16   17
CONECT   17   18   21   45
CONECT   18   19   19   20
CONECT   20   46
CONECT   21   22   23   47
CONECT   22   48
CONECT   23   24   25   49
CONECT   24   50
CONECT   25   26   51
CONECT   26   52
CONECT   27   28   29   29
CONECT   29   53
CONECT   30   31   32   32
CONECT   32   54
CONECT   33   34   34   35
CONECT   35   55
END

HMDB0010346
     RDKit          3D
Triiodothyronine glucuronide
 55 57  0  0  0  0  0  0  0  0999 V2000
    8.8935   -2.2175   -0.4854 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8492   -1.1909   -0.4581 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5491   -1.9217   -0.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4279   -0.9688   -0.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8318   -0.5246   -1.4386 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7634    0.3595   -1.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9508    0.9543   -3.2673 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.2738    0.8137   -0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2149    1.6903   -0.1919 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8880    1.2881   -0.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5199   -0.0383   -0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7840   -0.3941   -0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8575    0.5518   -0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0892    0.0424    0.0162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3758    0.3839    0.0578 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0452   -0.0694    1.2243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4030    0.0801    1.1757 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1407   -1.1982    1.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3854   -1.1894    1.0853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4718   -2.4000    1.1413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8862    1.0541    0.1244 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6681    2.3831    0.4887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4090    0.7189   -1.2468 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3936    0.1448   -2.0457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1700   -0.1274   -1.1685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3637    0.1575   -2.2811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4649    1.8656   -0.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9046    3.4027   -0.0304 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1176    2.2208   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8530    0.3831    0.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1725    1.0239    2.8314 I   0  0  0  0  0  0  0  0  0  0  0  0
    4.9311   -0.5094    0.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0602   -0.3104    0.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9505   -0.5869    1.5486 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3062    0.8318    0.9039 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4974   -3.1115   -0.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2839   -2.3287    0.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8739   -0.6170   -1.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5721   -2.4716    0.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3874   -2.6384   -1.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2211   -0.8859   -2.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3246   -0.7819   -0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0686   -1.4493   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5667    1.4658    0.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6983    0.5552    2.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4894   -2.5066    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0108    0.9399    0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3657    2.3741    1.4349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1230    1.6772   -1.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8733    0.8236   -2.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3712   -1.2086   -1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6265   -0.3710   -3.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1127    3.2995   -0.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3640   -0.8354    1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0505    1.3672    0.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 13 27  1  0
 27 28  1  0
 27 29  2  0
  8 30  1  0
 30 31  1  0
 30 32  2  0
  2 33  1  0
 33 34  2  0
 33 35  1  0
 32  4  1  0
 29 10  1  0
 25 15  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  6
  3 39  1  0
  3 40  1  0
  5 41  1  0
 11 42  1  0
 12 43  1  0
 15 44  1  1
 17 45  1  1
 20 46  1  0
 21 47  1  6
 22 48  1  0
 23 49  1  6
 24 50  1  0
 25 51  1  1
 26 52  1  0
 29 53  1  0
 32 54  1  0
 35 55  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(S)-4-(4-(2-Amino-2-carboxyethyl)-2,6-diiodophenoxy)-2-iodophenyl-beta-D-glucopyranosiduronic acid	HMDB
(S)-4-(4-(2-Amino-2-carboxyethyl)-2,6-diiodophenoxy)-2-iodophenyl-beta-delta-glucopyranosiduronic acid	HMDB
Triiodothyronine glucuronoside	HMDB
T3G	HMDB
(2S,3S,4S,5R,6S)-6-(4-{4-[(2S)-2-amino-2-carboxyethyl]-2,6-diiodophenoxy}-2-iodophenoxy)-3,4,5-trihydroxyoxane-2-carboxylate	HMDB
3,3',5-Triiodo-L-thyronine 4'-O-beta-D-glucuronide	HMDB
3,3',5-Triiodo-L-thyronine 4'-O-β-D-glucuronide	HMDB
3,3',5-Triiodo-L-thyronine O-beta-D-glucuronide	HMDB
3,3',5-Triiodothyronine O-beta-D-glucuronide	HMDB
3,3',5-Triiodothyronine glucuronide	HMDB
3,3,5-Triiodo-L-thyronine-beta-D-glucuronoside	HMDB
3,3,5-Triiodo-L-thyronine-β-D-glucuronoside	HMDB
3,3’,5-triiodo-L-thyronine 4’-O-β-D-glucuronide	HMDB
3,3’,5-triiodo-L-thyronine O-β-D-glucuronide	HMDB
3,3’,5-triiodothyronine O-β-D-glucuronide	HMDB
3,3’,5-triiodothyronine glucuronide	HMDB
3,5,3'-Triiodothyronine glucuronide	HMDB
3,5,3’-triiodothyronine glucuronide	HMDB
Triiodothyronine O-beta-D-glucuronide	HMDB
Triiodothyronine O-β-D-glucuronide	HMDB
Triiodothyronine glucuronide	MeSH

Chemical Formula

C₂₁H₂₀I₃NO₁₀

Average Molecular Weight

827.0976

Monoisotopic Molecular Weight

826.822126125

IUPAC Name

(2S,3S,4S,5R,6S)-6-(4-{4-[(2S)-2-amino-2-carboxyethyl]-2,6-diiodophenoxy}-2-iodophenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

triiodothyronine glucuronide

CAS Registry Number

29919-72-0

SMILES

N[C@@H](CC1=CC(I)=C(OC2=CC(I)=C(O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)C=C2)C(I)=C1)C(O)=O

InChI Identifier

InChI=1S/C21H20I3NO10/c22-9-6-8(33-17-10(23)3-7(4-11(17)24)5-12(25)19(29)30)1-2-13(9)34-21-16(28)14(26)15(27)18(35-21)20(31)32/h1-4,6,12,14-16,18,21,26-28H,5,25H2,(H,29,30)(H,31,32)/t12-,14-,15-,16+,18-,21+/m0/s1

InChI Key

YYFGGGCINNGOLE-ZDXOGFQLSA-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
Phenolic glycoside
O-glucuronide
1-o-glucuronide
Diphenylether
Glucuronic acid or derivatives
Hexose monosaccharide
3-phenylpropanoic-acid
O-glycosyl compound
Glycosyl compound
Diaryl ether
Amphetamine or derivatives
L-alpha-amino acid
Alpha-amino acid
Phenoxy compound
Phenol ether
Halobenzene
Aralkylamine
Iodobenzene
Beta-hydroxy acid
Aryl halide
Aryl iodide
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Hydroxy acid
Benzenoid
Monosaccharide
Pyran
Oxane
Secondary alcohol
Amino acid
Acetal
Polyol
Carboxylic acid
Organoheterocyclic compound
Oxacycle
Ether
Primary aliphatic amine
Hydrocarbon derivative
Amine
Organic oxide
Organic oxygen compound
Carbonyl group
Organopnictogen compound
Alcohol
Primary amine
Organohalogen compound
Organoiodide
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

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	0.067 g/L	ALOGPS
logP	-0.15	ALOGPS
logP	0.77	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	0.29	ChemAxon
pKa (Strongest Basic)	9.43	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	189 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	145.44 m³·mol⁻¹	ChemAxon
Polarizability	59.63 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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
DeepCCS	[M+H]+	248.711	30932474
DeepCCS	[M-H]-	246.886	30932474
DeepCCS	[M-2H]-	280.129	30932474
DeepCCS	[M+Na]+	254.317	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Triiodothyronine glucuronide	N[C@@H](CC1=CC(I)=C(OC2=CC(I)=C(O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)C=C2)C(I)=C1)C(O)=O	5047.8	Standard polar	33892256
Triiodothyronine glucuronide	N[C@@H](CC1=CC(I)=C(OC2=CC(I)=C(O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)C=C2)C(I)=C1)C(O)=O	4510.3	Standard non polar	33892256
Triiodothyronine glucuronide	N[C@@H](CC1=CC(I)=C(OC2=CC(I)=C(O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)C=C2)C(I)=C1)C(O)=O	5194.6	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 - Triiodothyronine glucuronide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triiodothyronine glucuronide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triiodothyronine glucuronide GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triiodothyronine glucuronide GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triiodothyronine glucuronide GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triiodothyronine glucuronide GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-19	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 - Triiodothyronine glucuronide 10V, Positive-QTOF	splash10-0pc0-0000009660-4b8db75411fb4ad3840b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triiodothyronine glucuronide 20V, Positive-QTOF	splash10-0zgi-0000009100-ae2bd193ecb19a0b6425	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triiodothyronine glucuronide 40V, Positive-QTOF	splash10-0uxr-0133159000-b987c4874aea3d80ebd5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triiodothyronine glucuronide 10V, Negative-QTOF	splash10-005a-2200006490-37ebd7b467add975a4c4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triiodothyronine glucuronide 20V, Negative-QTOF	splash10-000t-2200009210-1fc55e521a5e081aca43	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triiodothyronine glucuronide 40V, Negative-QTOF	splash10-007k-5100119000-cea3decba2c3578e5a88	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triiodothyronine glucuronide 10V, Positive-QTOF	splash10-0a7i-0100000590-8de78883eece517fca16	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triiodothyronine glucuronide 20V, Positive-QTOF	splash10-0lz9-0000004920-2e31e12e0f11a4836060	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triiodothyronine glucuronide 40V, Positive-QTOF	splash10-0fc0-3900017710-32e7a7f1dae3ad9b7e3d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triiodothyronine glucuronide 10V, Negative-QTOF	splash10-004i-0000000090-df43da69d824b61621e1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triiodothyronine glucuronide 20V, Negative-QTOF	splash10-004j-5700009220-eced4acd734d2fb4572e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triiodothyronine glucuronide 40V, Negative-QTOF	splash10-004i-1900000000-5f4728a2997b91c4a444	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB027498

KNApSAcK ID

Not Available

Chemspider ID

2338495

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3080759

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

Only showing the first 10 proteins. There are 18 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 2B28

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme has glucuronidating capacity with steroid substrates such as 5-beta-androstane 3-alpha,17-beta-diol, estradiol, ADT, eugenol and bile acids. Only isoform 1 seems to be active.
Gene Name:: UGT2B28
Uniprot ID:: Q9BY64
Molecular weight:: 38742.9

Enzyme Details

2. UDP-glucuronosyltransferase 2B4

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme is active on polyhydroxylated estrogens (such as estriol, 4-hydroxyestrone and 2-hydroxyestriol) and xenobiotics (such as 4-methylumbelliferone, 1-naphthol, 4-nitrophenol, 2-aminophenol, 4-hydroxybiphenyl and menthol). It is capable of 6 alpha-hydroxyglucuronidation of hyodeoxycholic acid.
Gene Name:: UGT2B4
Uniprot ID:: P06133
Molecular weight:: 60512.035

Enzyme Details

3. UDP-glucuronosyltransferase 1-4

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate.
Gene Name:: UGT1A4
Uniprot ID:: P22310
Molecular weight:: 60024.535

Enzyme Details

4. UDP-glucuronosyltransferase 2B7

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Its unique specificity for 3,4-catechol estrogens and estriol suggests it may play an important role in regulating the level and activity of these potent and active estrogen metabolites. Is also active with androsterone, hyodeoxycholic acid and tetrachlorocatechol (in vitro).
Gene Name:: UGT2B7
Uniprot ID:: P16662
Molecular weight:: 60720.15

Enzyme Details

5. UDP-glucuronosyltransferase 2B15

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme displays activity toward several classes of xenobiotic substrates, including simple phenolic compounds, 7-hydroxylated coumarins, flavonoids, anthraquinones, and certain drugs and their hydroxylated metabolites. It also catalyzes the glucuronidation of endogenous estrogens and androgens.
Gene Name:: UGT2B15
Uniprot ID:: P54855
Molecular weight:: 61035.815

Enzyme Details

6. UDP-glucuronosyltransferase 2A1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDP-glucuronosyltransferases catalyze phase II biotransformation reactions in which lipophilic substrates are conjugated with glucuronic acid to increase water solubility and enhance excretion. They are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Active on odorants and seems to be involved in olfaction; it could help clear lipophilic odorant molecules from the sensory epithelium.
Gene Name:: UGT2A1
Uniprot ID:: Q9Y4X1
Molecular weight:: 60771.605

Enzyme Details

7. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Enzyme Details

8. UDP-glucuronosyltransferase 1-9

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform has specificity for phenols.
Gene Name:: UGT1A9
Uniprot ID:: O60656
Molecular weight:: 59940.495

Enzyme Details

9. UDP-glucuronosyltransferase 1-3

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.
Gene Name:: UGT1A3
Uniprot ID:: P35503
Molecular weight:: 60337.835

Enzyme Details

10. UDP-glucuronosyltransferase 2B17

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. The major substrates of this isozyme are eugenol > 4-methylumbelliferone > dihydrotestosterone (DHT) > androstane-3-alpha,17-beta-diol (3-alpha-diol) > testosterone > androsterone (ADT).
Gene Name:: UGT2B17
Uniprot ID:: O75795
Molecular weight:: 61094.915

Only showing the first 10 proteins. There are 18 proteins in total.

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Showing metabocard for Triiodothyronine glucuronide (HMDB0010346)

MOL for HMDB0010346 (Triiodothyronine glucuronide)

3D MOL for HMDB0010346 (Triiodothyronine glucuronide)

3D SDF for HMDB0010346 (Triiodothyronine glucuronide)

3D-SDF for HMDB0010346 (Triiodothyronine glucuronide)

PDB for HMDB0010346 (Triiodothyronine glucuronide)

3D PDB for HMDB0010346 (Triiodothyronine glucuronide)

SMILES for HMDB0010346 (Triiodothyronine glucuronide)

INCHI for HMDB0010346 (Triiodothyronine glucuronide)

Structure for HMDB0010346 (Triiodothyronine glucuronide)

3D Structure for HMDB0010346 (Triiodothyronine glucuronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes