MiMeDB: Showing metabocard for Liothyronine (MMDBc0031978)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:57:18 UTC

Update Date

2024-04-30 19:53:53 UTC

Metabolite ID

MMDBc0031978

Metabolite Identification

Common Name

Liothyronine

Description

NULL

Structure

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

HMDB0000265
     RDKit          3D
Liothyronine
 35 36  0  0  0  0  0  0  0  0999 V2000
    4.1888    0.7831   -0.2732 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1775   -0.6176    0.1513 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9616   -1.2546   -0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7146   -0.6075   -0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0319   -1.0418    1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1353   -0.4104    1.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1864   -1.0580    3.1057 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6384    0.6431    0.6955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7986    1.2987    1.0247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0496    0.9316    0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1695   -0.1353   -0.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4439   -0.4783   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5449    0.2514   -0.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8336   -0.0445   -0.7664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4284    1.3482    0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1214    2.4458    1.1042 I   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1522    1.6575    0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0471    1.0843   -0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6686    2.6977   -1.5806 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.2095    0.4484   -0.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3799   -1.2806   -0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5871   -2.5027   -0.1915 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2967   -0.6034   -1.2124 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7864    1.3668    0.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4592    0.8263   -1.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1437   -0.7131    1.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9892   -2.3389   -0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0328   -1.2191   -1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3856   -1.8716    1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3128   -0.6940   -0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5954   -1.3112   -1.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0560   -0.8069   -1.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0463    2.5077    1.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7478    0.7938   -1.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0417   -0.0950   -0.7451 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
 13 15  1  0
 15 16  1  0
 15 17  2  0
  8 18  1  0
 18 19  1  0
 18 20  2  0
  2 21  1  0
 21 22  2  0
 21 23  1  0
 20  4  1  0
 17 10  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  1
  3 27  1  0
  3 28  1  0
  5 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 17 33  1  0
 20 34  1  0
 23 35  1  0
M  END


  Mrv1652311121923412D          

 23 24  0  0  0  0            999 V2000
10001.806310001.5689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.378310002.3928    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
10001.8063 9999.9209    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9511 9999.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.237510000.3339    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.5239 9999.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.810310000.3339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5239 9999.0969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.237510001.1568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10003.2339 9999.0969    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
10004.6594 9999.9209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.092610001.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.378210001.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.663610001.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.663510000.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3781 9999.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.092710000.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.947810001.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.233310001.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.518610001.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.518610000.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.2331 9999.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.947810000.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  1  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 12  1  0  0  0  0
  1 12  1  0  0  0  0
 13  2  1  0  0  0  0
 15  4  1  0  0  0  0
 17  3  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 18  1  0  0  0  0
  1 20  1  0  0  0  0
 22 10  1  0  0  0  0
 23 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031978

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H12I3NO4/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22/h1-4,6,12,20H,5,19H2,(H,21,22)/t12-/m0/s1

> <INCHI_KEY>
AUYYCJSJGJYCDS-LBPRGKRZSA-N

> <FORMULA>
C15H12I3NO4

> <MOLECULAR_WEIGHT>
650.9735

> <EXACT_MASS>
650.790038137

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
43.92059819460361

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoic acid

> <ALOGPS_LOGP>
0.82

> <JCHEM_LOGP>
2.798504958851472

> <ALOGPS_LOGS>
-4.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.49112819466963

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.3025527340740366

> <JCHEM_PKA_STRONGEST_BASIC>
9.48230448922794

> <JCHEM_POLAR_SURFACE_AREA>
92.78

> <JCHEM_REFRACTIVITY>
113.42549999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.95e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
liothyronine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000265
     RDKit          3D
Liothyronine
 35 36  0  0  0  0  0  0  0  0999 V2000
    4.1888    0.7831   -0.2732 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1775   -0.6176    0.1513 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9616   -1.2546   -0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7146   -0.6075   -0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0319   -1.0418    1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1353   -0.4104    1.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1864   -1.0580    3.1057 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6384    0.6431    0.6955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7986    1.2987    1.0247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0496    0.9316    0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1695   -0.1353   -0.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4439   -0.4783   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5449    0.2514   -0.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8336   -0.0445   -0.7664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4284    1.3482    0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1214    2.4458    1.1042 I   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1522    1.6575    0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0471    1.0843   -0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6686    2.6977   -1.5806 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.2095    0.4484   -0.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3799   -1.2806   -0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5871   -2.5027   -0.1915 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2967   -0.6034   -1.2124 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7864    1.3668    0.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4592    0.8263   -1.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1437   -0.7131    1.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9892   -2.3389   -0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0328   -1.2191   -1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3856   -1.8716    1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3128   -0.6940   -0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5954   -1.3112   -1.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0560   -0.8069   -1.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0463    2.5077    1.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7478    0.7938   -1.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0417   -0.0950   -0.7451 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
 13 15  1  0
 15 16  1  0
 15 17  2  0
  8 18  1  0
 18 19  1  0
 18 20  2  0
  2 21  1  0
 21 22  2  0
 21 23  1  0
 20  4  1  0
 17 10  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  1
  3 27  1  0
  3 28  1  0
  5 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 17 33  1  0
 20 34  1  0
 23 35  1  0
M  END

HEADER    PROTEIN                                 12-NOV-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-NOV-19         0                                  
HETATM    1  O   UNK     0    8670.0388669.595   0.000  0.00  0.00           O+0
HETATM    2  I   UNK     0    8667.3738671.133   0.000  0.00  0.00           I+0
HETATM    3  I   UNK     0    8670.0388666.519   0.000  0.00  0.00           I+0
HETATM    4  C   UNK     0    8664.7098666.519   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8663.3778667.290   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8662.0458666.519   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8660.7138667.290   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8662.0458664.981   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0    8663.3778668.826   0.000  0.00  0.00           N+0
HETATM   10  I   UNK     0    8672.7038664.981   0.000  0.00  0.00           I+0
HETATM   11  O   UNK     0    8675.3648666.519   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8668.7068668.828   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8667.3738669.598   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8666.0398668.828   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8666.0398667.288   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8667.3728666.518   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8668.7068667.288   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8674.0368668.828   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8672.7028669.598   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8671.3688668.828   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8671.3688667.288   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8672.7028666.518   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8674.0368667.288   0.000  0.00  0.00           C+0
CONECT    1   12   20                                                       
CONECT    2   13                                                            
CONECT    3   17                                                            
CONECT    4    5   15                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    5                                                            
CONECT   10   22                                                            
CONECT   11   23                                                            
CONECT   12   13   17    1                                                  
CONECT   13   12   14    2                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16    4                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12    3                                                  
CONECT   18   19   23                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21    1                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   10                                                  
CONECT   23   22   18   11                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0000265
HETATM    1  N1  UNL     1       4.189   0.783  -0.273  1.00  0.00           N  
HETATM    2  C1  UNL     1       4.178  -0.618   0.151  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.962  -1.255  -0.479  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.715  -0.607  -0.061  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.032  -1.042   1.053  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.135  -0.410   1.415  1.00  0.00           C  
HETATM    7  I1  UNL     1      -1.186  -1.058   3.106  1.00  0.00           I  
HETATM    8  C6  UNL     1      -0.638   0.643   0.696  1.00  0.00           C  
HETATM    9  O1  UNL     1      -1.799   1.299   1.025  1.00  0.00           O  
HETATM   10  C7  UNL     1      -3.050   0.932   0.554  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.169  -0.135  -0.284  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.444  -0.478  -0.740  1.00  0.00           C  
HETATM   13  C10 UNL     1      -5.545   0.251  -0.345  1.00  0.00           C  
HETATM   14  O2  UNL     1      -6.834  -0.044  -0.766  1.00  0.00           O  
HETATM   15  C11 UNL     1      -5.428   1.348   0.516  1.00  0.00           C  
HETATM   16  I2  UNL     1      -7.121   2.446   1.104  1.00  0.00           I  
HETATM   17  C12 UNL     1      -4.152   1.657   0.946  1.00  0.00           C  
HETATM   18  C13 UNL     1       0.047   1.084  -0.428  1.00  0.00           C  
HETATM   19  I3  UNL     1      -0.669   2.698  -1.581  1.00  0.00           I  
HETATM   20  C14 UNL     1       1.209   0.448  -0.781  1.00  0.00           C  
HETATM   21  C15 UNL     1       5.380  -1.281  -0.423  1.00  0.00           C  
HETATM   22  O3  UNL     1       5.587  -2.503  -0.192  1.00  0.00           O  
HETATM   23  O4  UNL     1       6.297  -0.603  -1.212  1.00  0.00           O  
HETATM   24  H1  UNL     1       4.786   1.367   0.342  1.00  0.00           H  
HETATM   25  H2  UNL     1       4.459   0.826  -1.275  1.00  0.00           H  
HETATM   26  H3  UNL     1       4.144  -0.713   1.239  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.989  -2.339  -0.201  1.00  0.00           H  
HETATM   28  H5  UNL     1       3.033  -1.219  -1.584  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.386  -1.872   1.659  1.00  0.00           H  
HETATM   30  H7  UNL     1      -2.313  -0.694  -0.584  1.00  0.00           H  
HETATM   31  H8  UNL     1      -4.595  -1.311  -1.403  1.00  0.00           H  
HETATM   32  H9  UNL     1      -7.056  -0.807  -1.386  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.046   2.508   1.615  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.748   0.794  -1.663  1.00  0.00           H  
HETATM   35  H12 UNL     1       7.042  -0.095  -0.745  1.00  0.00           H  
CONECT    1    2   24   25
CONECT    2    3   21   26
CONECT    3    4   27   28
CONECT    4    5    5   20
CONECT    5    6   29
CONECT    6    7    8    8
CONECT    8    9   18
CONECT    9   10
CONECT   10   11   11   17
CONECT   11   12   30
CONECT   12   13   13   31
CONECT   13   14   15
CONECT   14   32
CONECT   15   16   17   17
CONECT   17   33
CONECT   18   19   20   20
CONECT   20   34
CONECT   21   22   22   23
CONECT   23   35
END

HMDB0000265
     RDKit          3D
Liothyronine
 35 36  0  0  0  0  0  0  0  0999 V2000
    4.1888    0.7831   -0.2732 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1775   -0.6176    0.1513 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9616   -1.2546   -0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7146   -0.6075   -0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0319   -1.0418    1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1353   -0.4104    1.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1864   -1.0580    3.1057 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6384    0.6431    0.6955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7986    1.2987    1.0247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0496    0.9316    0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1695   -0.1353   -0.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4439   -0.4783   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5449    0.2514   -0.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8336   -0.0445   -0.7664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4284    1.3482    0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1214    2.4458    1.1042 I   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1522    1.6575    0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0471    1.0843   -0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6686    2.6977   -1.5806 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.2095    0.4484   -0.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3799   -1.2806   -0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5871   -2.5027   -0.1915 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2967   -0.6034   -1.2124 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7864    1.3668    0.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4592    0.8263   -1.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1437   -0.7131    1.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9892   -2.3389   -0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0328   -1.2191   -1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3856   -1.8716    1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3128   -0.6940   -0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5954   -1.3112   -1.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0560   -0.8069   -1.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0463    2.5077    1.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7478    0.7938   -1.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0417   -0.0950   -0.7451 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
 13 15  1  0
 15 16  1  0
 15 17  2  0
  8 18  1  0
 18 19  1  0
 18 20  2  0
  2 21  1  0
 21 22  2  0
 21 23  1  0
 20  4  1  0
 17 10  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  1
  3 27  1  0
  3 28  1  0
  5 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 17 33  1  0
 20 34  1  0
 23 35  1  0
M  END

Synonyms

Value	Source
3,5,3'-Triiodo-L-thyronine	ChEBI
3,5,3'-Triiodothyronine	ChEBI
3,5,3'TRIIODOTHYRONINE	ChEBI
4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodo-L-phenylalanine	ChEBI
L-3,5,3'-Triiodothyronine	ChEBI
L-T3	ChEBI
Liothyroninum	ChEBI
Liotironina	ChEBI
O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine	ChEBI
T3	ChEBI
Tertroxin	ChEBI
Tresitope	ChEBI
Triiodothyronine	ChEBI
3,3',5-Triiodo-L-thyronine	Kegg
Thyrolar	Kegg
3,3',5-Triiodothyronine	HMDB
Cytomel	HMDB
T3 Thyroid hormone	HMDB
Thyroid hormone, T3	HMDB
Liothyronine sodium	HMDB
3,3',5'-Triiodo-L-thyronine	HMDB
3,3',5'-Triiodothyronine	HMDB
4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodophenylalanine	HMDB
Cyronine	HMDB
L-3,3',5-Triiodo-thyronine	HMDB
L-3,3',5-Triiodothyronine	HMDB
L-3-[4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodophenyl]-alanine	HMDB
L-Liothyronine	HMDB
L-Triiodothyronine	HMDB
Liothyronin	HMDB
Triiodo-L-thyronine	HMDB

Molecular Formula

C₁₅H₁₂I₃NO₄

Average Mass

650.9735

Monoisotopic Mass

650.790038137

IUPAC Name

(2S)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoic acid

Traditional Name

liothyronine

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H12I3NO4/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22/h1-4,6,12,20H,5,19H2,(H,21,22)/t12-/m0/s1

InChI Key

AUYYCJSJGJYCDS-LBPRGKRZSA-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
Diphenylether
Diaryl ether
3-phenylpropanoic-acid
Alpha-amino acid
Amphetamine or derivatives
L-alpha-amino acid
Phenoxy compound
2-iodophenol
2-halophenol
Phenol ether
Iodobenzene
1-hydroxy-2-unsubstituted benzenoid
Halobenzene
Phenol
Aralkylamine
Aryl iodide
Aryl halide
Monocyclic benzene moiety
Benzenoid
Amino acid
Ether
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Primary aliphatic amine
Organohalogen compound
Organoiodide
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

iodothyronine (CHEBI:18258 )
iodophenol (CHEBI:18258 )
2-halophenol (CHEBI:18258 )
thyroxine (C02465 )
Other amino acids (C02465 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.02 g/L	ALOGPS
logP	0.82	ALOGPS
logP	2.8	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	0.3	ChemAxon
pKa (Strongest Basic)	9.48	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.78 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	113.43 m³·mol⁻¹	ChemAxon
Polarizability	43.92 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-05a9-5090378000-014ef55558b58a3d38f2	2017-08-28	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS ("Liothyronine,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-11-02	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)	splash10-000i-0009001000-1d47041336da63b556e4	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)	splash10-000i-1009001000-15f70073b9018f013c9c	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)	splash10-000i-0009000000-71c231d7a3ab505815ff	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-0udi-0000009000-f932659d1e6d8a622985	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-0udi-0000009000-6506a7a71dab928abfb0	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-0fc0-0700119000-1df6db0e3031eb2739fa	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-004i-0900000000-973fc871534b19242cc8	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-004i-0900000000-ac3c4a198bb017dc7ccc	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-0udi-0000009000-2770ece749a9fa1042f4	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-0udi-0000009000-881174c66da97022d645	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-0a4i-0000019000-6f798ae76702a3053339	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-0a4i-0000219000-d2ca9f0cc3c1b47176b5	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-056r-0021915000-6f3810619f383bce651a	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0udi-0000009000-f932659d1e6d8a622985	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0udi-0000009000-6506a7a71dab928abfb0	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0fc0-0700119000-1df6db0e3031eb2739fa	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004i-0900000000-973fc871534b19242cc8	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004i-0900000000-ac3c4a198bb017dc7ccc	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0udi-0000009000-2770ece749a9fa1042f4	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0pb9-0000009000-4d60e144164273111464	2017-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0000149000-87babecf610c68223da5	2017-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-016r-0039010000-b57f6dd23e6456cf7c1e	2017-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0010009000-50e441d89395debe176b	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001j-0050139000-a259e39ad1204b60b373	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00e9-9262431000-bcc1f7554c4e309cef17	2017-07-26	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, 100%_DMSO, experimental)		2012-12-04	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental)		2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Adipose Tissue
Adrenal Gland
Blood
Epidermis
Feces
Fibroblasts
Intestine
Neuron
Placenta
Platelet
Saliva
Skeletal Muscle
Testis
Thyroid Gland
Urine

Tissue Locations

Adipose Tissue
Adrenal Gland
Epidermis
Fibroblasts
Intestine
Neuron
Placenta
Platelet
Skeletal Muscle
Testis
Thyroid Gland

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191946	Thyroid peroxidase	Unknown	P07202	Homo sapiens
MMDBp0192670	Type I iodothyronine deiodinase	Enzyme	P49895	Homo sapiens
MMDBp0192671	Type II iodothyronine deiodinase	Enzyme	Q92813	Homo sapiens
MMDBp0193289	Transthyretin	Enzyme	P02766	Homo sapiens
MMDBp0193408	Serum albumin	Unknown	P02768	Homo sapiens
MMDBp0193712	Thyroxine-binding globulin	Enzyme	P05543	Homo sapiens
MMDBp0193718	Thyroid hormone receptor beta	Enzyme	P10828	Homo sapiens
MMDBp0196040	Type III iodothyronine deiodinase	Enzyme	P55073	Homo sapiens
MMDBp0196296	Thyroid hormone receptor alpha	Unknown	P10827	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0001497	3,5-Diiodo-L-tyrosine	2-Aminoacrylic acid	Thyroid peroxidase	Iodide:Hydrogen-Peroxide Oxidoreductase 3	VMH	2997169 3153466 3475693
MMDBr0002272	Phosphoadenosine phosphosulfate	Hydrogen Ion	Sulfotransferase family, cytosolic, 1a, phenol-preferring, member 1	Triiodothyronine Sulfotransferase	VMH	11535246 15293241
MMDBr0002273	Hydrogen carbonate	Hydrogen carbonate	Solute carrier organic anion transporter family, member 1a2	T3 Transport via Bicarbonate Antiport	VMH	12507753 9007731 9334206
MMDBr0002274	Liothyronine	Liothyronine	Solute carrier family 16, member 2 (thyroid hormone transporter)	T3 Transport via Facilitated Diffusion	VMH	12871948 7981683
MMDBr0003594	Glutathione	Glutathione	Solute carrier organic anion transporter family, member 1a2	Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.14	VMH	11076394 11076396 14579113
MMDBr0003606	1-(S-Glutathionyl)-2,4-Dinitrobenzene	1-(S-Glutathionyl)-2,4-Dinitrobenzene	Solute carrier organic anion transporter family, member 1a2	Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.14	VMH	11076396 14579113
MMDBr0003607	S-Glutathionyl-Ethacrynic-Acid	S-Glutathionyl-Ethacrynic-Acid	Solute carrier organic anion transporter family, member 1a2	Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.14	VMH	11076396 14579113
MMDBr0003914	Liothyronine	3,5,3-Triiodo-L-Thyronine-Beta-D-Glucuronoside	Udp glucuronosyltransferase 1 family, polypeptide a8	Glucuronosyltransferase	VMH	7263841 8405382
MMDBr0003915	Liothyronine	3,5,3-Triiodo-L-Thyronine-Beta-D-Glucuronoside	Udp glucuronosyltransferase 1 family, polypeptide a10	Glucuronosyltransferase	VMH	7263841 8405382
MMDBr0010421	Liothyronine	Liothyronine	Not Available	HMR_6797	VMH	30371894
MMDBr0010424	3,3-Diiodo-L-Thyronine	NADPH	Deiodinase, iodothyronine, type i	Thyroxine 5'-Deiodinase	VMH	30371894
MMDBr0010425	3,3-Diiodo-L-Thyronine	NADPH	Deiodinase, iodothyronine, type i	Thyroxine 5'-Deiodinase	VMH	30371894
MMDBr0010430	3,5-Diiodo-L-Thyronine	NADPH	Deiodinase, iodothyronine, type i	Thyroxine 5'-Deiodinase	VMH	30371894
MMDBr0010431	3,5-Diiodo-L-Thyronine	NADPH	Deiodinase, iodothyronine, type i	Thyroxine 5'-Deiodinase	VMH	30371894
MMDBr0010436	Iodide	NADPH	Deiodinase, iodothyronine, type i	L-Thyroxine Iodohydrolase (Reducing)	VMH; KEGG	30371894
MMDBr0010437	Iodide	NADPH	Deiodinase, iodothyronine, type i	Thyroxine 5'-Deiodinase	VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Anorexia nervosa	Slight Decrease	Association	Human Blood	HMDB	10197568
Hyperthyroidism		Association	Human Urine	HMDB	7256725
Hypothyroidism		Association	Human Urine	HMDB	7256725

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Blood	Detected and Quantified	0.00169				uM	Adult (>18 years old)	Female	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	HMDB	7951484
Human Blood	Detected and Quantified	0.0014	0.0004			uM	Adolescent (13-18 years old)	Female	Anorexia nervosa	HMDB	10197568
Human Urine	Detected and Quantified	0.00075	0.00033			umol/mmol creatinine	Adult (>18 years old)	Both	Hyperthyroidism	HMDB	7256725
Human Urine	Detected and Quantified	0.000014	0.000015			umol/mmol creatinine	Adult (>18 years old)	Both	Hypothyroidism	HMDB	7256725
Human Blood	Detected and Quantified	0.0000041				uM	Adult (>18 years old)	Female	Proprotein Convertase 1/3 Deficiency	HMDB	7477119
Human Saliva	Detected and Quantified			0.0	1.0	uM	Adult (>18 years old)	Both	Normal	HMDB	15179829
Human Blood	Detected and Quantified			0.0000031	0.0000077	uM	Adult (>18 years old)	Not Specified	Normal	HMDB	7477119
Human Blood	Detected and Quantified	0.002	0.0006			uM	Adolescent (13-18 years old)	Female	Normal	HMDB	10197568
Human Blood	Detected and Quantified	0.0029	0.00019			uM	Children (1-13 years old)	Both	Normal	HMDB	10731506
Human Blood	Detected and Quantified			0.0000038	0.0000060	uM	Adult (>18 years old)	Both	Normal	HMDB	K&S Clinical Diagnostics (http://www.ksdiagnostics.com)
Human Blood	Detected and Quantified			0.000013	0.000028	uM	Adult (>18 years old)	Both	Normal	HMDB	K&S Clinical Diagnostics (http://www.ksdiagnostics.com)
Human Adipose tissue	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Adrenal gland	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Epidermis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Intestine	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Neuron	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Platelet	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal muscle	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Testis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Thyroid gland	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0000265

DrugBank ID

DB00279

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C02465

BioCyc ID

CPD-10813

BiGG ID

Not Available

Wikipedia Link

Triiodothyronine

METLIN ID

Not Available

PubChem Compound

5920

PDB ID

Not Available

ChEBI ID

18258

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Holt PJ: In vitro responses of the epidermis to triiodothyronine. J Invest Dermatol. 1978 Sep;71(3):202-4. doi: 10.1111/1523-1747.ep12547158. [PubMed:690484 ]
Gledhill RF, Dessein PH, Van der Merwe CA: Treatment of Raynaud's phenomenon with triiodothyronine corrects co-existent autonomic dysfunction: preliminary findings. Postgrad Med J. 1992 Apr;68(798):263-7. doi: 10.1136/pgmj.68.798.263. [PubMed:1409189 ]
Iwao H, Abe Y: [Expression of the renin and angiotensinogen genes]. Nihon Yakurigaku Zasshi. 1991 Jan;97(1):1-11. doi: 10.1254/fpj.97.1_1. [PubMed:2045011 ]
Himms-Hagen J: Brown adipose tissue thermogenesis: interdisciplinary studies. FASEB J. 1990 Aug;4(11):2890-8. [PubMed:2199286 ]
Calvo R, Obregon MJ, Ruiz de Ona C, Escobar del Rey F, Morreale de Escobar G: Congenital hypothyroidism, as studied in rats. Crucial role of maternal thyroxine but not of 3,5,3'-triiodothyronine in the protection of the fetal brain. J Clin Invest. 1990 Sep;86(3):889-99. doi: 10.1172/JCI114790. [PubMed:2394838 ]
Dutkiewicz S, Witeska A, Nauman A: The deiodination of thyroxine to triiodothyronine in the testes of patients with prostate cancer. Int Urol Nephrol. 1995;27(1):81-5. doi: 10.1007/BF02575224. [PubMed:7615374 ]
Llewellyn L, Ramsurn VP, Wigham T, Sweeney GE, Power DM: Cloning, characterisation and expression of the apolipoprotein A-I gene in the sea bream (Sparus aurata). Biochim Biophys Acta. 1998 Nov 8;1442(2-3):399-404. doi: 10.1016/s0167-4781(98)00171-7. [PubMed:9804999 ]
Zimmermann-Belsing T, Dreyer M, Holst JJ, Feldt-Rasmussen U: The relationship between the serum leptin concentrations of thyrotoxic patients during treatment and their total fat mass is different from that of normal subjects. Clin Endocrinol (Oxf). 1998 Nov;49(5):589-95. doi: 10.1046/j.1365-2265.1998.00627.x. [PubMed:10197073 ]
Kassem M, Brixen K, Mosekilde L, Blum WF, Flyvbjerg A: Effects of growth hormone treatment on serum levels of insulin-like growth factors (IGFs) and IGF binding proteins 1-4 in postmenopausal women. Clin Endocrinol (Oxf). 1998 Dec;49(6):747-56. doi: 10.1046/j.1365-2265.1998.00606.x. [PubMed:10209562 ]
Urcelay E, Jareno MA, Menaya J, Parrilla R, Ayuso MS, Martin-Requero A: Cloning and functional characterization of the 5' regulatory region of the human mitochondrial glycerol-3-phosphate dehydrogenase gene. Lack of 3,5,3'-triiodothyronine responsiveness in adipose tissue. Eur J Biochem. 2000 Dec;267(24):7209-17. doi: 10.1046/j.1432-1327.2000.01832.x. [PubMed:11106433 ]
Mizuma H, Murakami M, Mori M: Thyroid hormone activation in human vascular smooth muscle cells: expression of type II iodothyronine deiodinase. Circ Res. 2001 Feb 16;88(3):313-8. doi: 10.1161/01.res.88.3.313. [PubMed:11179199 ]
Lebon V, Dufour S, Petersen KF, Ren J, Jucker BM, Slezak LA, Cline GW, Rothman DL, Shulman GI: Effect of triiodothyronine on mitochondrial energy coupling in human skeletal muscle. J Clin Invest. 2001 Sep;108(5):733-7. doi: 10.1172/JCI11775. [PubMed:11544279 ]
Stalenheim EG: Long-term validity of biological markers of psychopathy and criminal recidivism: follow-up 6-8 years after forensic psychiatric investigation. Psychiatry Res. 2004 Jan 1;121(3):281-91. doi: 10.1016/j.psychres.2003.07.002. [PubMed:14675747 ]
Gil'miiarova FN, Pervova IuV, Radomskaia VM, Gergel' NI, Tarasova SV: [Levels of unified metabolites and thyroid hormones in blood and oral fluid of children with minimal brain dysfunction]. Biomed Khim. 2004 Mar-Apr;50(2):204-10. [PubMed:15179829 ]
Haas MJ, Fishman M, Mreyoud A, Mooradian AD: Thyroid hormone responsive protein (THRP) mediates thyroid hormone-induced cytotoxicity in primary neuronal cultures. Exp Brain Res. 2005 Jan;160(4):424-32. doi: 10.1007/s00221-004-2027-6. Epub 2004 Oct 15. [PubMed:15490139 ]
Escobar-Morreale HF, Botella-Carretero JI, Gomez-Bueno M, Galan JM, Barrios V, Sancho J: Thyroid hormone replacement therapy in primary hypothyroidism: a randomized trial comparing L-thyroxine plus liothyronine with L-thyroxine alone. Ann Intern Med. 2005 Mar 15;142(6):412-24. doi: 10.7326/0003-4819-142-6-200503150-00007. [PubMed:15767619 ]
Schwartz CE, May MM, Carpenter NJ, Rogers RC, Martin J, Bialer MG, Ward J, Sanabria J, Marsa S, Lewis JA, Echeverri R, Lubs HA, Voeller K, Simensen RJ, Stevenson RE: Allan-Herndon-Dudley syndrome and the monocarboxylate transporter 8 (MCT8) gene. Am J Hum Genet. 2005 Jul;77(1):41-53. doi: 10.1086/431313. Epub 2005 May 11. [PubMed:15889350 ]
Rosenbaum M, Goldsmith R, Bloomfield D, Magnano A, Weimer L, Heymsfield S, Gallagher D, Mayer L, Murphy E, Leibel RL: Low-dose leptin reverses skeletal muscle, autonomic, and neuroendocrine adaptations to maintenance of reduced weight. J Clin Invest. 2005 Dec;115(12):3579-86. doi: 10.1172/JCI25977. [PubMed:16322796 ]

Showing metabocard for Liothyronine (MMDBc0031978)

MOL for #<Metabolite:0x00007fa4e4c2b678>

3D MOL for #<Metabolite:0x00007fa4e4c2b678>

3D SDF for #<Metabolite:0x00007fa4e4c2b678>

3D-SDF for #<Metabolite:0x00007fa4e4c2b678>

PDB for #<Metabolite:0x00007fa4e4c2b678>

3D PDB for #<Metabolite:0x00007fa4e4c2b678>

SMILES for #<Metabolite:0x00007fa4e4c2b678>

INCHI for #<Metabolite:0x00007fa4e4c2b678>

Structure for #<Metabolite:0x00007fa4e4c2b678>

3D Structure for #<Metabolite:0x00007fa4e4c2b678>