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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:47:19 UTC

Update Date

2021-09-26 23:04:30 UTC

HMDB ID

HMDB0252107

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Etiroxate

Description

Etiroxate, also known as etiroxic acid or skleronorm, belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group. Based on a literature review a significant number of articles have been published on Etiroxate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Etiroxate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Etiroxate is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652309112111472D          

 27 28  0  0  0  0            999 V2000
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 13 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 19 25  1  0  0  0  0
 11 26  1  0  0  0  0
  6 27  1  0  0  0  0
M  END

HMDB0252107
     RDKit          3D
Etiroxate
 44 45  0  0  0  0  0  0  0  0999 V2000
   -6.8877   -0.7564    1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7238   -0.8617    1.9638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5445   -0.4824    1.3116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0478   -1.1188    0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6831   -2.0997   -0.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7859   -0.6181   -0.4092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0242    0.8153   -0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4551   -1.4256   -1.5666 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7040   -0.7204    0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3941   -0.2372    0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0028    1.0647    0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2302    1.4413   -0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    3.4426   -0.1274 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.0863    0.5486   -0.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3053    0.9105   -1.3710 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4965    0.9033   -0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5781    0.5101    0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7529    0.4934    1.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8255   -0.1162    3.3331 I   0  0  0  0  0  0  0  0  0  0  0  0
    6.9015    0.8948    0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0831    0.8698    1.3935 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8329    1.2890   -0.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6202    1.8883   -1.5993 I   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422    1.2998   -1.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6471   -0.7561   -0.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8862   -2.1727   -1.8766 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.4235   -1.1633   -0.4742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5263   -1.6645    1.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5413   -0.7026   -0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5200    0.0987    1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6328   -1.8741    2.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8569   -0.1466    2.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0632    0.9355   -1.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3360    1.0729   -1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144    1.5263    0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5605   -2.4243   -1.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1150   -1.2458   -2.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6312   -1.8096    0.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0255   -0.1714    1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6291    1.7902    0.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6900    0.1838    1.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9327    1.1532    0.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6448    1.6228   -2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1127   -2.1871   -0.5604 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
  4  6  1  0
  6  7  1  0
  6  8  1  0
  6  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  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  2  0
 14 25  1  0
 25 26  1  0
 25 27  2  0
 27 10  1  0
 24 16  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  7 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
 17 41  1  0
 21 42  1  0
 24 43  1  0
 27 44  1  0
M  END


  Mrv1652309112111472D          

 27 28  0  0  0  0            999 V2000
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 13 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 19 25  1  0  0  0  0
 11 26  1  0  0  0  0
  6 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252107

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C(C)(N)CC1=CC(I)=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H17I4NO4/c1-3-26-17(25)18(2,23)8-9-4-13(21)16(14(22)5-9)27-10-6-11(19)15(24)12(20)7-10/h4-7,24H,3,8,23H2,1-2H3

> <INCHI_KEY>
LWZCMKGGFONJPB-UHFFFAOYSA-N

> <FORMULA>
C18H17I4NO4

> <MOLECULAR_WEIGHT>
818.955

> <EXACT_MASS>
818.73364

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
54.20747529326725

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl 2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]-2-methylpropanoate

> <ALOGPS_LOGP>
5.23

> <JCHEM_LOGP>
6.40938638471814

> <ALOGPS_LOGS>
-5.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.633069659288983

> <JCHEM_PKA_STRONGEST_BASIC>
7.0015185690497965

> <JCHEM_POLAR_SURFACE_AREA>
81.78

> <JCHEM_REFRACTIVITY>
141.01900000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.56e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl 2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]-2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252107
     RDKit          3D
Etiroxate
 44 45  0  0  0  0  0  0  0  0999 V2000
   -6.8877   -0.7564    1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7238   -0.8617    1.9638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5445   -0.4824    1.3116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0478   -1.1188    0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6831   -2.0997   -0.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7859   -0.6181   -0.4092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0242    0.8153   -0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4551   -1.4256   -1.5666 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7040   -0.7204    0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3941   -0.2372    0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0028    1.0647    0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2302    1.4413   -0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    3.4426   -0.1274 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.0863    0.5486   -0.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3053    0.9105   -1.3710 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4965    0.9033   -0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5781    0.5101    0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7529    0.4934    1.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8255   -0.1162    3.3331 I   0  0  0  0  0  0  0  0  0  0  0  0
    6.9015    0.8948    0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0831    0.8698    1.3935 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8329    1.2890   -0.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6202    1.8883   -1.5993 I   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422    1.2998   -1.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6471   -0.7561   -0.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8862   -2.1727   -1.8766 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.4235   -1.1633   -0.4742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5263   -1.6645    1.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5413   -0.7026   -0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5200    0.0987    1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6328   -1.8741    2.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8569   -0.1466    2.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0632    0.9355   -1.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3360    1.0729   -1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144    1.5263    0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5605   -2.4243   -1.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1150   -1.2458   -2.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6312   -1.8096    0.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0255   -0.1714    1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6291    1.7902    0.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6900    0.1838    1.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9327    1.1532    0.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6448    1.6228   -2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1127   -2.1871   -0.5604 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
  4  6  1  0
  6  7  1  0
  6  8  1  0
  6  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  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  2  0
 14 25  1  0
 25 26  1  0
 25 27  2  0
 27 10  1  0
 24 16  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  7 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
 17 41  1  0
 21 42  1  0
 24 43  1  0
 27 44  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335   3.080   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -5.335   0.000   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.437  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  I   UNK     0      -4.001  -5.390   0.000  0.00  0.00           I+0
HETATM   16  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   23  I   UNK     0       1.334 -11.550   0.000  0.00  0.00           I+0
HETATM   24  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   25  I   UNK     0       4.001  -6.930   0.000  0.00  0.00           I+0
HETATM   26  I   UNK     0       1.334  -5.390   0.000  0.00  0.00           I+0
HETATM   27  N   UNK     0      -1.897   1.334   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8   27                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   26                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13    9                                                       
CONECT   15   13                                                            
CONECT   16   12   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   25                                                  
CONECT   20   19   21   24                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21   17                                                       
CONECT   23   21                                                            
CONECT   24   20                                                            
CONECT   25   19                                                            
CONECT   26   11                                                            
CONECT   27    6                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

COMPND    HMDB0252107
HETATM    1  C1  UNL     1      -6.888  -0.756   1.012  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.724  -0.862   1.964  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.545  -0.482   1.312  1.00  0.00           O  
HETATM    4  C3  UNL     1      -4.048  -1.119   0.188  1.00  0.00           C  
HETATM    5  O2  UNL     1      -4.683  -2.100  -0.289  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.786  -0.618  -0.409  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.024   0.815  -0.828  1.00  0.00           C  
HETATM    8  N1  UNL     1      -2.455  -1.426  -1.567  1.00  0.00           N  
HETATM    9  C6  UNL     1      -1.704  -0.720   0.639  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.394  -0.237   0.127  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.003   1.065   0.235  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.230   1.441  -0.262  1.00  0.00           C  
HETATM   13  I1  UNL     1       1.908   3.443  -0.127  1.00  0.00           I  
HETATM   14  C10 UNL     1       2.086   0.549  -0.874  1.00  0.00           C  
HETATM   15  O3  UNL     1       3.305   0.911  -1.371  1.00  0.00           O  
HETATM   16  C11 UNL     1       4.497   0.903  -0.691  1.00  0.00           C  
HETATM   17  C12 UNL     1       4.578   0.510   0.624  1.00  0.00           C  
HETATM   18  C13 UNL     1       5.753   0.493   1.325  1.00  0.00           C  
HETATM   19  I2  UNL     1       5.826  -0.116   3.333  1.00  0.00           I  
HETATM   20  C14 UNL     1       6.901   0.895   0.662  1.00  0.00           C  
HETATM   21  O4  UNL     1       8.083   0.870   1.394  1.00  0.00           O  
HETATM   22  C15 UNL     1       6.833   1.289  -0.649  1.00  0.00           C  
HETATM   23  I3  UNL     1       8.620   1.888  -1.599  1.00  0.00           I  
HETATM   24  C16 UNL     1       5.642   1.300  -1.340  1.00  0.00           C  
HETATM   25  C17 UNL     1       1.647  -0.756  -0.963  1.00  0.00           C  
HETATM   26  I4  UNL     1       2.886  -2.173  -1.877  1.00  0.00           I  
HETATM   27  C18 UNL     1       0.423  -1.163  -0.474  1.00  0.00           C  
HETATM   28  H1  UNL     1      -7.526  -1.664   1.076  1.00  0.00           H  
HETATM   29  H2  UNL     1      -6.541  -0.703  -0.044  1.00  0.00           H  
HETATM   30  H3  UNL     1      -7.520   0.099   1.300  1.00  0.00           H  
HETATM   31  H4  UNL     1      -5.633  -1.874   2.406  1.00  0.00           H  
HETATM   32  H5  UNL     1      -5.857  -0.147   2.823  1.00  0.00           H  
HETATM   33  H6  UNL     1      -4.063   0.935  -1.237  1.00  0.00           H  
HETATM   34  H7  UNL     1      -2.336   1.073  -1.657  1.00  0.00           H  
HETATM   35  H8  UNL     1      -2.914   1.526   0.018  1.00  0.00           H  
HETATM   36  H9  UNL     1      -2.561  -2.424  -1.296  1.00  0.00           H  
HETATM   37  H10 UNL     1      -3.115  -1.246  -2.339  1.00  0.00           H  
HETATM   38  H11 UNL     1      -1.631  -1.810   0.903  1.00  0.00           H  
HETATM   39  H12 UNL     1      -2.025  -0.171   1.545  1.00  0.00           H  
HETATM   40  H13 UNL     1      -0.629   1.790   0.702  1.00  0.00           H  
HETATM   41  H14 UNL     1       3.690   0.184   1.188  1.00  0.00           H  
HETATM   42  H15 UNL     1       8.933   1.153   0.947  1.00  0.00           H  
HETATM   43  H16 UNL     1       5.645   1.623  -2.381  1.00  0.00           H  
HETATM   44  H17 UNL     1       0.113  -2.187  -0.560  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    8    9
CONECT    7   33   34   35
CONECT    8   36   37
CONECT    9   10   38   39
CONECT   10   11   11   27
CONECT   11   12   40
CONECT   12   13   14   14
CONECT   14   15   25
CONECT   15   16
CONECT   16   17   17   24
CONECT   17   18   41
CONECT   18   19   20   20
CONECT   20   21   22
CONECT   21   42
CONECT   22   23   24   24
CONECT   24   43
CONECT   25   26   27   27
CONECT   27   44
END

HMDB0252107
     RDKit          3D
Etiroxate
 44 45  0  0  0  0  0  0  0  0999 V2000
   -6.8877   -0.7564    1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7238   -0.8617    1.9638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5445   -0.4824    1.3116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0478   -1.1188    0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6831   -2.0997   -0.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7859   -0.6181   -0.4092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0242    0.8153   -0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4551   -1.4256   -1.5666 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7040   -0.7204    0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3941   -0.2372    0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0028    1.0647    0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2302    1.4413   -0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    3.4426   -0.1274 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.0863    0.5486   -0.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3053    0.9105   -1.3710 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4965    0.9033   -0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5781    0.5101    0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7529    0.4934    1.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8255   -0.1162    3.3331 I   0  0  0  0  0  0  0  0  0  0  0  0
    6.9015    0.8948    0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0831    0.8698    1.3935 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8329    1.2890   -0.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6202    1.8883   -1.5993 I   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422    1.2998   -1.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6471   -0.7561   -0.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8862   -2.1727   -1.8766 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.4235   -1.1633   -0.4742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5263   -1.6645    1.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5413   -0.7026   -0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5200    0.0987    1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6328   -1.8741    2.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8569   -0.1466    2.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0632    0.9355   -1.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3360    1.0729   -1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144    1.5263    0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5605   -2.4243   -1.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1150   -1.2458   -2.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6312   -1.8096    0.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0255   -0.1714    1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6291    1.7902    0.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6900    0.1838    1.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9327    1.1532    0.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6448    1.6228   -2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1127   -2.1871   -0.5604 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
  4  6  1  0
  6  7  1  0
  6  8  1  0
  6  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  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  2  0
 14 25  1  0
 25 26  1  0
 25 27  2  0
 27 10  1  0
 24 16  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  7 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
 17 41  1  0
 21 42  1  0
 24 43  1  0
 27 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Etiroxic acid	Generator
DL-alpha-Methylthyroxine ethyl ester	MeSH
Skleronorm	MeSH
Etiroxat	MeSH
Etiroxate hydrochloride	MeSH
Etiroxate, (L)-isomer	MeSH
Etiroxate, hydrochloride, (DL)-isomer	MeSH

Chemical Formula

C₁₈H₁₇I₄NO₄

Average Molecular Weight

818.955

Monoisotopic Molecular Weight

818.73364

IUPAC Name

ethyl 2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]-2-methylpropanoate

Traditional Name

ethyl 2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]-2-methylpropanoate

CAS Registry Number

Not Available

SMILES

CCOC(=O)C(C)(N)CC1=CC(I)=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1

InChI Identifier

InChI=1S/C18H17I4NO4/c1-3-26-17(25)18(2,23)8-9-4-13(21)16(14(22)5-9)27-10-6-11(19)15(24)12(20)7-10/h4-7,24H,3,8,23H2,1-2H3

InChI Key

LWZCMKGGFONJPB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
Diaryl ether
Alpha-amino acid or derivatives
Amphetamine or derivatives
Phenylpropane
Phenoxy compound
2-halophenol
2-iodophenol
Phenol ether
Fatty acid ester
Halobenzene
Iodobenzene
Phenol
Aralkylamine
Fatty acyl
Aryl halide
Aryl iodide
Carboxylic acid ester
Amino acid or derivatives
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Carbonyl group
Organohalogen compound
Organoiodide
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
Primary aliphatic amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.23	ALOGPS
logP	6.41	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	7.63	ChemAxon
pKa (Strongest Basic)	7	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	81.78 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	141.02 m³·mol⁻¹	ChemAxon
Polarizability	54.21 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	234.972	30932474
DeepCCS	[M-H]-	232.614	30932474
DeepCCS	[M-2H]-	266.437	30932474
DeepCCS	[M+Na]+	241.665	30932474
AllCCS	[M+H]+	215.2	32859911
AllCCS	[M+H-H2O]+	214.7	32859911
AllCCS	[M+NH4]+	215.6	32859911
AllCCS	[M+Na]+	215.7	32859911
AllCCS	[M-H]-	210.6	32859911
AllCCS	[M+Na-2H]-	212.9	32859911
AllCCS	[M+HCOO]-	215.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Etiroxate	CCOC(=O)C(C)(N)CC1=CC(I)=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1	5044.7	Standard polar	33892256
Etiroxate	CCOC(=O)C(C)(N)CC1=CC(I)=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1	3779.4	Standard non polar	33892256
Etiroxate	CCOC(=O)C(C)(N)CC1=CC(I)=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1	3948.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Etiroxate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Etiroxate GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etiroxate 10V, Positive-QTOF	splash10-014i-0000000790-98efd67549b86752358e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etiroxate 20V, Positive-QTOF	splash10-00xs-0000001910-5955c712133407da9cb8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etiroxate 40V, Positive-QTOF	splash10-0zia-5000012900-f0a830683072f1e1c311	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etiroxate 10V, Negative-QTOF	splash10-014i-0000000490-a2c3a0cd3d0f4ee7e28f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etiroxate 20V, Negative-QTOF	splash10-004i-0700002910-ef84d840b9fea92bc570	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etiroxate 40V, Negative-QTOF	splash10-004i-0900000000-0dba40d354fa6a5575e0	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

59112

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

65683

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Etiroxate (HMDB0252107)

MOL for HMDB0252107 (Etiroxate)

3D MOL for HMDB0252107 (Etiroxate)

3D SDF for HMDB0252107 (Etiroxate)

3D-SDF for HMDB0252107 (Etiroxate)

PDB for HMDB0252107 (Etiroxate)

3D PDB for HMDB0252107 (Etiroxate)

SMILES for HMDB0252107 (Etiroxate)

INCHI for HMDB0252107 (Etiroxate)

Structure for HMDB0252107 (Etiroxate)

3D Structure for HMDB0252107 (Etiroxate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra