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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

2008-09-15 17:00:27 UTC

Update Date

2021-09-14 15:37:08 UTC

HMDB ID

HMDB0010326

Secondary Accession Numbers

HMDB10326

Metabolite Identification

Common Name

Thyroxine glucuronide

Description

Thyroxine glucuronide is a natural human metabolite of thyroxine 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 02241200502D          

 36 38  0  0  1  0            999 V2000
   18.7957   -9.3638    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   15.9377   -9.3638    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   18.7957   -7.7137    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   17.3667   -5.2387    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   15.9377  -10.1888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9377  -12.6639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3667  -10.1888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5088  -11.8388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3667  -11.8388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7942  -10.6013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5088   -9.3638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3667   -6.8888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9391   -3.1761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6536   -4.4137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5101   -4.0012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9377  -11.8388    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.2232  -11.4263    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.6522  -11.4263    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.2232  -10.6013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.6522  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5088  -10.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3667   -9.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0812   -8.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6522   -8.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0812   -8.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6522   -8.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3667   -7.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2247   -5.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5101   -5.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2247   -4.4137    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.0812   -6.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5101   -6.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7957   -5.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7957   -6.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0812   -5.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9391   -4.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2 24  1  0  0  0  0
  3 34  1  0  0  0  0
  4 35  1  0  0  0  0
  5 19  1  0  0  0  0
  5 20  1  0  0  0  0
 16  6  1  1  0  0  0
  7 20  1  0  0  0  0
  7 22  1  0  0  0  0
 17  8  1  6  0  0  0
 18  9  1  6  0  0  0
 10 21  1  0  0  0  0
 11 21  2  0  0  0  0
 12 27  1  0  0  0  0
 12 31  1  0  0  0  0
 13 36  1  0  0  0  0
 14 36  2  0  0  0  0
 30 15  1  6  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  1  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  2  0  0  0  0
 25 27  2  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 29 32  2  0  0  0  0
 29 33  1  0  0  0  0
 30 36  1  0  0  0  0
 31 34  2  0  0  0  0
 31 35  1  0  0  0  0
 32 34  1  0  0  0  0
 33 35  2  0  0  0  0
M  END

HMDB0010326
     RDKit          3D
Thyroxine glucuronide
 55 57  0  0  0  0  0  0  0  0999 V2000
   -7.4526   -0.9282    0.1977 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5177    0.3168   -0.5131 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2784    0.5012   -1.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1143    0.4814   -0.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4833   -0.6824   -0.1129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4136   -0.7603    0.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4774   -2.5895    1.2203 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9767    0.4345    1.3139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9060    0.4248    2.1937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6081    0.5770    1.7027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4886    0.5720    2.5385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517    0.7266    2.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3706    0.7035    3.3749 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.9682    0.8873    0.6528 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2388    1.0348    0.1875 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1214    0.0275   -0.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2092   -0.0836    0.6776 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0227   -1.1467    0.3237 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0870   -1.2985    1.3287 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1964   -0.5474    2.3416 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0220   -2.3144    1.1639 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6624   -0.8914   -1.0304 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2755   -1.8489   -1.9710 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    0.4515   -1.5145 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4554    1.4569   -0.5827 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6483    0.3689   -1.5875 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2542   -0.5729   -2.5448 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8794    0.8932   -0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0478    1.1310   -2.2605 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964    0.7365    0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5916    1.6457    1.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9600    3.4569    1.8333 I   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6607    1.6558    0.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7221    0.3720   -1.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9609    1.3902   -2.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6309   -0.6880   -1.4114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7929   -1.6957   -0.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8709   -0.9016    1.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5977    1.1404    0.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3372    1.4879   -1.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2571   -0.3437   -2.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8292   -1.6017   -0.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3461    0.4472    3.5992 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6415   -0.9908   -0.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4425   -2.1159    0.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7334   -3.2725    0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7721   -0.8312   -0.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0151   -1.9000   -2.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5641    0.7093   -2.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2538    1.2376   -0.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3073    1.3986   -1.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5545   -1.1804   -2.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2493    0.7413   -0.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1732    2.5720   -0.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2298   -0.7947   -0.5802 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  1  0
 12 14  2  0
 14 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
 14 28  1  0
 28 29  1  0
 28 30  2  0
  8 31  1  0
 31 32  1  0
 31 33  2  0
  2 34  1  0
 34 35  2  0
 34 36  1  0
 33  4  1  0
 30 10  1  0
 26 16  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  1
  3 40  1  0
  3 41  1  0
  5 42  1  0
 11 43  1  0
 16 44  1  0
 18 45  1  6
 21 46  1  0
 22 47  1  1
 23 48  1  0
 24 49  1  6
 25 50  1  0
 26 51  1  6
 27 52  1  0
 30 53  1  0
 33 54  1  0
 36 55  1  0
M  END


  Mrv0541 02241200502D          

 36 38  0  0  1  0            999 V2000
   18.7957   -9.3638    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   15.9377   -9.3638    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   18.7957   -7.7137    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   17.3667   -5.2387    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   15.9377  -10.1888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9377  -12.6639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3667  -10.1888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5088  -11.8388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3667  -11.8388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7942  -10.6013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5088   -9.3638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3667   -6.8888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9391   -3.1761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6536   -4.4137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5101   -4.0012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9377  -11.8388    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.2232  -11.4263    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.6522  -11.4263    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.2232  -10.6013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.6522  -10.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5088  -10.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3667   -9.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0812   -8.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6522   -8.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0812   -8.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6522   -8.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3667   -7.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2247   -5.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5101   -5.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2247   -4.4137    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.0812   -6.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5101   -6.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7957   -5.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7957   -6.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0812   -5.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9391   -4.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2 24  1  0  0  0  0
  3 34  1  0  0  0  0
  4 35  1  0  0  0  0
  5 19  1  0  0  0  0
  5 20  1  0  0  0  0
 16  6  1  1  0  0  0
  7 20  1  0  0  0  0
  7 22  1  0  0  0  0
 17  8  1  6  0  0  0
 18  9  1  6  0  0  0
 10 21  1  0  0  0  0
 11 21  2  0  0  0  0
 12 27  1  0  0  0  0
 12 31  1  0  0  0  0
 13 36  1  0  0  0  0
 14 36  2  0  0  0  0
 30 15  1  6  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  1  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  2  0  0  0  0
 25 27  2  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 29 32  2  0  0  0  0
 29 33  1  0  0  0  0
 30 36  1  0  0  0  0
 31 34  2  0  0  0  0
 31 35  1  0  0  0  0
 32 34  1  0  0  0  0
 33 35  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0010326

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H](CC1=CC(I)=C(OC2=CC(I)=C(OC3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)C(I)=C2)C(I)=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H19I4NO10/c22-8-1-6(3-12(26)19(30)31)2-9(23)16(8)34-7-4-10(24)17(11(25)5-7)35-21-15(29)13(27)14(28)18(36-21)20(32)33/h1-2,4-5,12-15,18,21,27-29H,3,26H2,(H,30,31)(H,32,33)/t12-,13-,14-,15+,18-,21?/m0/s1

> <INCHI_KEY>
RGHRJBIKIYUHEV-SGPDEFQSSA-N

> <FORMULA>
C21H19I4NO10

> <MOLECULAR_WEIGHT>
952.9941

> <EXACT_MASS>
952.718769513

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
63.8172291860389

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.58

> <JCHEM_LOGP>
1.6902351417782895

> <ALOGPS_LOGS>
-4.11

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.0724679329963966

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.2606905566514337

> <JCHEM_PKA_STRONGEST_BASIC>
9.428297238708668

> <JCHEM_POLAR_SURFACE_AREA>
189.00000000000003

> <JCHEM_REFRACTIVITY>
158.79979999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.31e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thyroxine glucuronide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010326
     RDKit          3D
Thyroxine glucuronide
 55 57  0  0  0  0  0  0  0  0999 V2000
   -7.4526   -0.9282    0.1977 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5177    0.3168   -0.5131 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2784    0.5012   -1.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1143    0.4814   -0.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4833   -0.6824   -0.1129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4136   -0.7603    0.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4774   -2.5895    1.2203 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9767    0.4345    1.3139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9060    0.4248    2.1937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6081    0.5770    1.7027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4886    0.5720    2.5385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517    0.7266    2.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3706    0.7035    3.3749 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.9682    0.8873    0.6528 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2388    1.0348    0.1875 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1214    0.0275   -0.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2092   -0.0836    0.6776 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0227   -1.1467    0.3237 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0870   -1.2985    1.3287 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1964   -0.5474    2.3416 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0220   -2.3144    1.1639 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6624   -0.8914   -1.0304 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2755   -1.8489   -1.9710 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    0.4515   -1.5145 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4554    1.4569   -0.5827 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6483    0.3689   -1.5875 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2542   -0.5729   -2.5448 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8794    0.8932   -0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0478    1.1310   -2.2605 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964    0.7365    0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5916    1.6457    1.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9600    3.4569    1.8333 I   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6607    1.6558    0.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7221    0.3720   -1.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9609    1.3902   -2.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6309   -0.6880   -1.4114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7929   -1.6957   -0.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8709   -0.9016    1.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5977    1.1404    0.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3372    1.4879   -1.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2571   -0.3437   -2.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8292   -1.6017   -0.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3461    0.4472    3.5992 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6415   -0.9908   -0.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4425   -2.1159    0.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7334   -3.2725    0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7721   -0.8312   -0.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0151   -1.9000   -2.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5641    0.7093   -2.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2538    1.2376   -0.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3073    1.3986   -1.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5545   -1.1804   -2.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2493    0.7413   -0.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1732    2.5720   -0.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2298   -0.7947   -0.5802 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  1  0
 12 14  2  0
 14 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
 14 28  1  0
 28 29  1  0
 28 30  2  0
  8 31  1  0
 31 32  1  0
 31 33  2  0
  2 34  1  0
 34 35  2  0
 34 36  1  0
 33  4  1  0
 30 10  1  0
 26 16  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  1
  3 40  1  0
  3 41  1  0
  5 42  1  0
 11 43  1  0
 16 44  1  0
 18 45  1  6
 21 46  1  0
 22 47  1  1
 23 48  1  0
 24 49  1  6
 25 50  1  0
 26 51  1  6
 27 52  1  0
 30 53  1  0
 33 54  1  0
 36 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      35.085 -17.479   0.000  0.00  0.00           I+0
HETATM    2  I   UNK     0      29.750 -17.479   0.000  0.00  0.00           I+0
HETATM    3  I   UNK     0      35.085 -14.399   0.000  0.00  0.00           I+0
HETATM    4  I   UNK     0      32.418  -9.779   0.000  0.00  0.00           I+0
HETATM    5  O   UNK     0      29.750 -19.019   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      29.750 -23.639   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      32.418 -19.019   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      27.083 -22.099   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      32.418 -22.099   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      25.749 -19.789   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      27.083 -17.479   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      32.418 -12.859   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      39.086  -5.929   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      40.420  -8.239   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0      36.419  -7.469   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      29.750 -22.099   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      28.417 -21.329   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      31.084 -21.329   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      28.417 -19.789   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      31.084 -19.789   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      27.083 -19.019   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      32.418 -17.479   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      33.752 -16.709   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      31.084 -16.709   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      33.752 -15.169   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      31.084 -15.169   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      32.418 -14.399   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      37.753  -9.779   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      36.419 -10.549   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      37.753  -8.239   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      33.752 -12.089   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      36.419 -12.089   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      35.085  -9.779   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      35.085 -12.859   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      33.752 -10.549   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      39.086  -7.469   0.000  0.00  0.00           C+0
CONECT    1   23                                                            
CONECT    2   24                                                            
CONECT    3   34                                                            
CONECT    4   35                                                            
CONECT    5   19   20                                                       
CONECT    6   16                                                            
CONECT    7   20   22                                                       
CONECT    8   17                                                            
CONECT    9   18                                                            
CONECT   10   21                                                            
CONECT   11   21                                                            
CONECT   12   27   31                                                       
CONECT   13   36                                                            
CONECT   14   36                                                            
CONECT   15   30                                                            
CONECT   16    6   17   18                                                  
CONECT   17    8   16   19                                                  
CONECT   18    9   16   20                                                  
CONECT   19    5   17   21                                                  
CONECT   20    5    7   18                                                  
CONECT   21   10   11   19                                                  
CONECT   22    7   23   24                                                  
CONECT   23    1   22   25                                                  
CONECT   24    2   22   26                                                  
CONECT   25   23   27                                                       
CONECT   26   24   27                                                       
CONECT   27   12   25   26                                                  
CONECT   28   29   30                                                       
CONECT   29   28   32   33                                                  
CONECT   30   15   28   36                                                  
CONECT   31   12   34   35                                                  
CONECT   32   29   34                                                       
CONECT   33   29   35                                                       
CONECT   34    3   31   32                                                  
CONECT   35    4   31   33                                                  
CONECT   36   13   14   30                                                  
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

COMPND    HMDB0010326
HETATM    1  N1  UNL     1      -7.453  -0.928   0.198  1.00  0.00           N  
HETATM    2  C1  UNL     1      -7.518   0.317  -0.513  1.00  0.00           C  
HETATM    3  C2  UNL     1      -6.278   0.501  -1.393  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.114   0.481  -0.438  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.483  -0.682  -0.113  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.414  -0.760   0.755  1.00  0.00           C  
HETATM    7  I1  UNL     1      -2.477  -2.590   1.220  1.00  0.00           I  
HETATM    8  C6  UNL     1      -2.977   0.435   1.314  1.00  0.00           C  
HETATM    9  O1  UNL     1      -1.906   0.425   2.194  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.608   0.577   1.703  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.489   0.572   2.539  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.752   0.727   2.001  1.00  0.00           C  
HETATM   13  I2  UNL     1       3.371   0.704   3.375  1.00  0.00           I  
HETATM   14  C10 UNL     1       1.968   0.887   0.653  1.00  0.00           C  
HETATM   15  O2  UNL     1       3.239   1.035   0.187  1.00  0.00           O  
HETATM   16  C11 UNL     1       4.121   0.027  -0.217  1.00  0.00           C  
HETATM   17  O3  UNL     1       5.209  -0.084   0.678  1.00  0.00           O  
HETATM   18  C12 UNL     1       6.023  -1.147   0.324  1.00  0.00           C  
HETATM   19  C13 UNL     1       7.087  -1.298   1.329  1.00  0.00           C  
HETATM   20  O4  UNL     1       7.196  -0.547   2.342  1.00  0.00           O  
HETATM   21  O5  UNL     1       8.022  -2.314   1.164  1.00  0.00           O  
HETATM   22  C14 UNL     1       6.662  -0.891  -1.030  1.00  0.00           C  
HETATM   23  O6  UNL     1       6.276  -1.849  -1.971  1.00  0.00           O  
HETATM   24  C15 UNL     1       6.158   0.451  -1.514  1.00  0.00           C  
HETATM   25  O7  UNL     1       6.455   1.457  -0.583  1.00  0.00           O  
HETATM   26  C16 UNL     1       4.648   0.369  -1.587  1.00  0.00           C  
HETATM   27  O8  UNL     1       4.254  -0.573  -2.545  1.00  0.00           O  
HETATM   28  C17 UNL     1       0.879   0.893  -0.184  1.00  0.00           C  
HETATM   29  I3  UNL     1       1.048   1.131  -2.261  1.00  0.00           I  
HETATM   30  C18 UNL     1      -0.396   0.737   0.364  1.00  0.00           C  
HETATM   31  C19 UNL     1      -3.592   1.646   1.010  1.00  0.00           C  
HETATM   32  I4  UNL     1      -2.960   3.457   1.833  1.00  0.00           I  
HETATM   33  C20 UNL     1      -4.661   1.656   0.132  1.00  0.00           C  
HETATM   34  C21 UNL     1      -8.722   0.372  -1.361  1.00  0.00           C  
HETATM   35  O9  UNL     1      -8.961   1.390  -2.069  1.00  0.00           O  
HETATM   36  O10 UNL     1      -9.631  -0.688  -1.411  1.00  0.00           O  
HETATM   37  H1  UNL     1      -7.793  -1.696  -0.402  1.00  0.00           H  
HETATM   38  H2  UNL     1      -7.871  -0.902   1.142  1.00  0.00           H  
HETATM   39  H3  UNL     1      -7.598   1.140   0.231  1.00  0.00           H  
HETATM   40  H4  UNL     1      -6.337   1.488  -1.865  1.00  0.00           H  
HETATM   41  H5  UNL     1      -6.257  -0.344  -2.086  1.00  0.00           H  
HETATM   42  H6  UNL     1      -4.829  -1.602  -0.551  1.00  0.00           H  
HETATM   43  H7  UNL     1       0.346   0.447   3.599  1.00  0.00           H  
HETATM   44  H8  UNL     1       3.641  -0.991  -0.174  1.00  0.00           H  
HETATM   45  H9  UNL     1       5.442  -2.116   0.307  1.00  0.00           H  
HETATM   46  H10 UNL     1       7.733  -3.273   0.955  1.00  0.00           H  
HETATM   47  H11 UNL     1       7.772  -0.831  -0.945  1.00  0.00           H  
HETATM   48  H12 UNL     1       7.015  -1.900  -2.656  1.00  0.00           H  
HETATM   49  H13 UNL     1       6.564   0.709  -2.520  1.00  0.00           H  
HETATM   50  H14 UNL     1       7.254   1.238  -0.049  1.00  0.00           H  
HETATM   51  H15 UNL     1       4.307   1.399  -1.900  1.00  0.00           H  
HETATM   52  H16 UNL     1       3.554  -1.180  -2.180  1.00  0.00           H  
HETATM   53  H17 UNL     1      -1.249   0.741  -0.296  1.00  0.00           H  
HETATM   54  H18 UNL     1      -5.173   2.572  -0.136  1.00  0.00           H  
HETATM   55  H19 UNL     1     -10.230  -0.795  -0.580  1.00  0.00           H  
CONECT    1    2   37   38
CONECT    2    3   34   39
CONECT    3    4   40   41
CONECT    4    5    5   33
CONECT    5    6   42
CONECT    6    7    8    8
CONECT    8    9   31
CONECT    9   10
CONECT   10   11   11   30
CONECT   11   12   43
CONECT   12   13   14   14
CONECT   14   15   28
CONECT   15   16
CONECT   16   17   26   44
CONECT   17   18
CONECT   18   19   22   45
CONECT   19   20   20   21
CONECT   21   46
CONECT   22   23   24   47
CONECT   23   48
CONECT   24   25   26   49
CONECT   25   50
CONECT   26   27   51
CONECT   27   52
CONECT   28   29   30   30
CONECT   30   53
CONECT   31   32   33   33
CONECT   33   54
CONECT   34   35   35   36
CONECT   36   55
END

HMDB0010326
     RDKit          3D
Thyroxine glucuronide
 55 57  0  0  0  0  0  0  0  0999 V2000
   -7.4526   -0.9282    0.1977 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5177    0.3168   -0.5131 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2784    0.5012   -1.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1143    0.4814   -0.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4833   -0.6824   -0.1129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4136   -0.7603    0.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4774   -2.5895    1.2203 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9767    0.4345    1.3139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9060    0.4248    2.1937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6081    0.5770    1.7027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4886    0.5720    2.5385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517    0.7266    2.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3706    0.7035    3.3749 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.9682    0.8873    0.6528 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2388    1.0348    0.1875 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1214    0.0275   -0.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2092   -0.0836    0.6776 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0227   -1.1467    0.3237 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0870   -1.2985    1.3287 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1964   -0.5474    2.3416 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0220   -2.3144    1.1639 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6624   -0.8914   -1.0304 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2755   -1.8489   -1.9710 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    0.4515   -1.5145 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4554    1.4569   -0.5827 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6483    0.3689   -1.5875 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2542   -0.5729   -2.5448 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8794    0.8932   -0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0478    1.1310   -2.2605 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964    0.7365    0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5916    1.6457    1.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9600    3.4569    1.8333 I   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6607    1.6558    0.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7221    0.3720   -1.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9609    1.3902   -2.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6309   -0.6880   -1.4114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7929   -1.6957   -0.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8709   -0.9016    1.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5977    1.1404    0.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3372    1.4879   -1.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2571   -0.3437   -2.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8292   -1.6017   -0.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3461    0.4472    3.5992 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6415   -0.9908   -0.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4425   -2.1159    0.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7334   -3.2725    0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7721   -0.8312   -0.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0151   -1.9000   -2.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5641    0.7093   -2.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2538    1.2376   -0.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3073    1.3986   -1.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5545   -1.1804   -2.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2493    0.7413   -0.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1732    2.5720   -0.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2298   -0.7947   -0.5802 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  1  0
 12 14  2  0
 14 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
 14 28  1  0
 28 29  1  0
 28 30  2  0
  8 31  1  0
 31 32  1  0
 31 33  2  0
  2 34  1  0
 34 35  2  0
 34 36  1  0
 33  4  1  0
 30 10  1  0
 26 16  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  1
  3 40  1  0
  3 41  1  0
  5 42  1  0
 11 43  1  0
 16 44  1  0
 18 45  1  6
 21 46  1  0
 22 47  1  1
 23 48  1  0
 24 49  1  6
 25 50  1  0
 26 51  1  6
 27 52  1  0
 30 53  1  0
 33 54  1  0
 36 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(S)-4-[4-(2-Amino-2-carboxyethyl)-2,6-diiodophenoxy]-2,6-diiodophenyl beta-D-glucopyranosiduronic acid	HMDB
(S)-4-[4-(2-Amino-2-carboxyethyl)-2,6-diiodophenoxy]-2,6-diiodophenyl beta-delta-glucopyranosiduronate	HMDB
(S)-4-[4-(2-Amino-2-carboxyethyl)-2,6-diiodophenoxy]-2,6-diiodophenyl beta-delta-glucopyranosiduronic acid	HMDB
beta-D 4-[4-(L-2-Amino-2-carboxyethyl)-2,6-diiodophenoxy]-2,6-diiodophenyl glucopyranosiduronate	HMDB
beta-D 4-[4-(L-2-Amino-2-carboxyethyl)-2,6-diiodophenoxy]-2,6-diiodophenyl glucopyranosiduronic acid	HMDB
L-Thyroxine glucuronide	HMDB
T4G	HMDB
(2S,3S,4S,5R)-6-(4-{4-[(2S)-2-amino-2-carboxyethyl]-2,6-diiodophenoxy}-2,6-diiodophenoxy)-3,4,5-trihydroxyoxane-2-carboxylate	HMDB
Thyroxine glucuronide	MeSH

Chemical Formula

C₂₁H₁₉I₄NO₁₀

Average Molecular Weight

952.9941

Monoisotopic Molecular Weight

952.718769513

IUPAC Name

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

Traditional Name

thyroxine glucuronide

CAS Registry Number

21462-56-6

SMILES

N[C@@H](CC1=CC(I)=C(OC2=CC(I)=C(OC3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)C(I)=C2)C(I)=C1)C(O)=O

InChI Identifier

InChI=1S/C21H19I4NO10/c22-8-1-6(3-12(26)19(30)31)2-9(23)16(8)34-7-4-10(24)17(11(25)5-7)35-21-15(29)13(27)14(28)18(36-21)20(32)33/h1-2,4-5,12-15,18,21,27-29H,3,26H2,(H,30,31)(H,32,33)/t12-,13-,14-,15+,18-,21?/m0/s1

InChI Key

RGHRJBIKIYUHEV-SGPDEFQSSA-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

Blood (HMDB: HMDB0010326)
Urine (HMDB: HMDB0010326)

Organ

Liver (HMDB: HMDB0010326)
Kidney (HMDB: HMDB0010326)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0010326)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0010326)

Cellular substructure

Cytoplasm (HMDB: HMDB0010326)

Source

Endogenous

Endogenous (HMDB: HMDB0010326)

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

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Process

Not Available

Role

Biological role

Drug metabolite (HMDB: HMDB0010326)

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	0.073 g/L	ALOGPS
logP	0.58	ALOGPS
logP	1.69	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	0.26	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	158.8 m³·mol⁻¹	ChemAxon
Polarizability	63.82 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]+	264.524	30932474
DeepCCS	[M-H]-	262.699	30932474
DeepCCS	[M-2H]-	295.942	30932474
DeepCCS	[M+Na]+	270.13	30932474
AllCCS	[M+H]+	219.2	32859911
AllCCS	[M+H-H2O]+	219.5	32859911
AllCCS	[M+NH4]+	218.8	32859911
AllCCS	[M+Na]+	218.7	32859911
AllCCS	[M-H]-	265.1	32859911
AllCCS	[M+Na-2H]-	268.5	32859911
AllCCS	[M+HCOO]-	272.3	32859911

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thyroxine glucuronide 10V, Positive-QTOF	splash10-0570-0100000829-007067e140c82e289aa5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thyroxine glucuronide 20V, Positive-QTOF	splash10-0059-0000000911-ffbb02a33306d59fcf3e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thyroxine glucuronide 40V, Positive-QTOF	splash10-00or-0105101900-a99bad29a5f4d943a448	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thyroxine glucuronide 10V, Negative-QTOF	splash10-0zi0-2200000419-6e45f9eb3de576c1dccf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thyroxine glucuronide 20V, Negative-QTOF	splash10-004i-2200000913-975cfeaf3b0431c66057	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thyroxine glucuronide 40V, Negative-QTOF	splash10-004i-5001102900-4919d770a354ffa66d52	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thyroxine glucuronide 10V, Negative-QTOF	splash10-0udi-0100000009-db98cc430f2a892653da	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thyroxine glucuronide 20V, Negative-QTOF	splash10-004i-3900000163-2b58deec6a71a2fc624d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thyroxine glucuronide 40V, Negative-QTOF	splash10-004i-2900000010-83c393330b7a223333e3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thyroxine glucuronide 10V, Positive-QTOF	splash10-052r-0200000029-a7c78c49605a92d9155a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thyroxine glucuronide 20V, Positive-QTOF	splash10-06rl-0000000094-abb5c2686a06f363e2c0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thyroxine glucuronide 40V, Positive-QTOF	splash10-0f89-3600000933-079a4c4fee2a0421d2a2	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

FDB027478

KNApSAcK ID

Not Available

Chemspider ID

134339

KEGG Compound ID

Not Available

BioCyc ID

Beta-D-Glucuronides

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

152424

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.

Show all enzymes and transporters

Showing metabocard for Thyroxine glucuronide (HMDB0010326)

MOL for HMDB0010326 (Thyroxine glucuronide)

3D MOL for HMDB0010326 (Thyroxine glucuronide)

3D SDF for HMDB0010326 (Thyroxine glucuronide)

3D-SDF for HMDB0010326 (Thyroxine glucuronide)

PDB for HMDB0010326 (Thyroxine glucuronide)

3D PDB for HMDB0010326 (Thyroxine glucuronide)

SMILES for HMDB0010326 (Thyroxine glucuronide)

INCHI for HMDB0010326 (Thyroxine glucuronide)

Structure for HMDB0010326 (Thyroxine glucuronide)

3D Structure for HMDB0010326 (Thyroxine glucuronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra

Enzymes