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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:34:06 UTC

Update Date

2021-09-26 23:07:08 UTC

HMDB ID

HMDB0253720

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Itanoxone

Description

Itanoxone belongs to the class of organic compounds known as chlorinated biphenyls. These are organic compounds containing at least one chlorine atom attached to either benzene ring of the biphenyl moiety. Based on a literature review a significant number of articles have been published on Itanoxone. This compound has been identified in human blood as reported by (PMID: 31557052 ). Itanoxone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Itanoxone 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

HMDB0253720
     RDKit          3D
Itanoxone
 34 35  0  0  0  0  0  0  0  0999 V2000
    5.3608    0.9411    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6010    0.1188    0.1109 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1764    0.4406   -0.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2737   -0.6010    0.4979 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6963   -1.6482    1.0452 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8472   -0.3930    0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586    0.7468   -0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0273    0.9462   -0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888   -0.0034    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3250    0.1632    0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0673   -0.9356   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4389   -0.8698   -0.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0924    0.2975   -0.0971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3475    1.3798    0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9800    1.3435    0.4255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0480    2.7249    0.9429 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3673   -1.1283    0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0161   -1.3404    0.8944 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2192   -1.0665   -0.4608 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5007   -1.8514   -1.1243 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5590   -1.3725   -0.3102 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4315    0.7534    0.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9527    1.8355    1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9260    1.3918    0.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8934    0.5753   -1.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0598    1.4812   -0.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3797    1.8345   -0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5594   -1.8657   -0.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9501   -1.7651   -0.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1827    0.3227   -0.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8432    2.3144    0.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0492   -1.8632    1.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4115   -2.2200    1.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2951   -0.6874   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  9 17  1  0
 17 18  2  0
  2 19  1  0
 19 20  2  0
 19 21  1  0
 18  6  1  0
 15 10  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  7 26  1  0
  8 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 17 32  1  0
 18 33  1  0
 21 34  1  0
M  END

  Mrv1652309112114342D          

 21 22  0  0  0  0            999 V2000
    0.7145   -2.8875    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
    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
   -0.7145   -2.8875    0.0000 O   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
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 Cl  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
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
  9 12  1  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
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253720

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C(=C)CC(=O)C1=CC=C(C=C1)C1=CC=CC=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C17H13ClO3/c1-11(17(20)21)10-16(19)13-8-6-12(7-9-13)14-4-2-3-5-15(14)18/h2-9H,1,10H2,(H,20,21)

> <INCHI_KEY>
HJWLWNLAIBFKDO-UHFFFAOYSA-N

> <FORMULA>
C17H13ClO3

> <MOLECULAR_WEIGHT>
300.74

> <EXACT_MASS>
300.055322

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
30.33970522263731

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{2'-chloro-[1,1'-biphenyl]-4-yl}-2-methylidene-4-oxobutanoic acid

> <ALOGPS_LOGP>
4.19

> <JCHEM_LOGP>
4.058333769333333

> <ALOGPS_LOGS>
-5.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.041448604868062

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.224400165216513

> <JCHEM_PKA_STRONGEST_BASIC>
-7.530185377470241

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
81.67299999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.33e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
itanoxone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253720
     RDKit          3D
Itanoxone
 34 35  0  0  0  0  0  0  0  0999 V2000
    5.3608    0.9411    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6010    0.1188    0.1109 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1764    0.4406   -0.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2737   -0.6010    0.4979 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6963   -1.6482    1.0452 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8472   -0.3930    0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586    0.7468   -0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0273    0.9462   -0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888   -0.0034    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3250    0.1632    0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0673   -0.9356   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4389   -0.8698   -0.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0924    0.2975   -0.0971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3475    1.3798    0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9800    1.3435    0.4255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0480    2.7249    0.9429 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3673   -1.1283    0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0161   -1.3404    0.8944 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2192   -1.0665   -0.4608 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5007   -1.8514   -1.1243 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5590   -1.3725   -0.3102 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4315    0.7534    0.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9527    1.8355    1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9260    1.3918    0.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8934    0.5753   -1.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0598    1.4812   -0.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3797    1.8345   -0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5594   -1.8657   -0.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9501   -1.7651   -0.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1827    0.3227   -0.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8432    2.3144    0.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0492   -1.8632    1.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4115   -2.2200    1.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2951   -0.6874   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  9 17  1  0
 17 18  2  0
  2 19  1  0
 19 20  2  0
 19 21  1  0
 18  6  1  0
 15 10  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  7 26  1  0
  8 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 17 32  1  0
 18 33  1  0
 21 34  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       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   18 Cl   UNK     0      -8.002  -7.700   0.000  0.00  0.00          Cl+0
HETATM   19  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
CONECT   12    9   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18                                                  
CONECT   18   17                                                            
CONECT   19    2   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0253720
HETATM    1  C1  UNL     1       5.361   0.941   0.808  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.601   0.119   0.111  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.176   0.441  -0.051  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.274  -0.601   0.498  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.696  -1.648   1.045  1.00  0.00           O  
HETATM    6  C5  UNL     1       0.847  -0.393   0.394  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.359   0.747  -0.201  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.027   0.946  -0.300  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.889  -0.003   0.201  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.325   0.163   0.119  1.00  0.00           C  
HETATM   11  C10 UNL     1      -4.067  -0.936  -0.292  1.00  0.00           C  
HETATM   12  C11 UNL     1      -5.439  -0.870  -0.399  1.00  0.00           C  
HETATM   13  C12 UNL     1      -6.092   0.297  -0.097  1.00  0.00           C  
HETATM   14  C13 UNL     1      -5.347   1.380   0.309  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.980   1.343   0.425  1.00  0.00           C  
HETATM   16 CL1  UNL     1      -3.048   2.725   0.943  1.00  0.00          CL  
HETATM   17  C15 UNL     1      -1.367  -1.128   0.788  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.016  -1.340   0.894  1.00  0.00           C  
HETATM   19  C17 UNL     1       5.219  -1.066  -0.461  1.00  0.00           C  
HETATM   20  O2  UNL     1       4.501  -1.851  -1.124  1.00  0.00           O  
HETATM   21  O3  UNL     1       6.559  -1.372  -0.310  1.00  0.00           O  
HETATM   22  H1  UNL     1       6.431   0.753   0.963  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.953   1.836   1.254  1.00  0.00           H  
HETATM   24  H3  UNL     1       2.926   1.392   0.457  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.893   0.575  -1.128  1.00  0.00           H  
HETATM   26  H5  UNL     1       1.060   1.481  -0.589  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.380   1.835  -0.765  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.559  -1.866  -0.534  1.00  0.00           H  
HETATM   29  H8  UNL     1      -5.950  -1.765  -0.726  1.00  0.00           H  
HETATM   30  H9  UNL     1      -7.183   0.323  -0.191  1.00  0.00           H  
HETATM   31  H10 UNL     1      -5.843   2.314   0.554  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.049  -1.863   1.176  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.411  -2.220   1.354  1.00  0.00           H  
HETATM   34  H13 UNL     1       7.295  -0.687  -0.195  1.00  0.00           H  
CONECT    1    2    2   22   23
CONECT    2    3   19
CONECT    3    4   24   25
CONECT    4    5    5    6
CONECT    6    7    7   18
CONECT    7    8   26
CONECT    8    9    9   27
CONECT    9   10   17
CONECT   10   11   11   15
CONECT   11   12   28
CONECT   12   13   13   29
CONECT   13   14   30
CONECT   14   15   15   31
CONECT   15   16
CONECT   17   18   18   32
CONECT   18   33
CONECT   19   20   20   21
CONECT   21   34
END

HMDB0253720
     RDKit          3D
Itanoxone
 34 35  0  0  0  0  0  0  0  0999 V2000
    5.3608    0.9411    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6010    0.1188    0.1109 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1764    0.4406   -0.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2737   -0.6010    0.4979 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6963   -1.6482    1.0452 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8472   -0.3930    0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586    0.7468   -0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0273    0.9462   -0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888   -0.0034    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3250    0.1632    0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0673   -0.9356   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4389   -0.8698   -0.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0924    0.2975   -0.0971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3475    1.3798    0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9800    1.3435    0.4255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0480    2.7249    0.9429 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3673   -1.1283    0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0161   -1.3404    0.8944 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2192   -1.0665   -0.4608 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5007   -1.8514   -1.1243 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5590   -1.3725   -0.3102 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4315    0.7534    0.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9527    1.8355    1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9260    1.3918    0.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8934    0.5753   -1.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0598    1.4812   -0.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3797    1.8345   -0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5594   -1.8657   -0.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9501   -1.7651   -0.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1827    0.3227   -0.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8432    2.3144    0.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0492   -1.8632    1.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4115   -2.2200    1.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2951   -0.6874   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  9 17  1  0
 17 18  2  0
  2 19  1  0
 19 20  2  0
 19 21  1  0
 18  6  1  0
 15 10  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  7 26  1  0
  8 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 17 32  1  0
 18 33  1  0
 21 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-(4'-(2-Chlorophenyl)phenyl)-4-oxo-2-methylenebutanoic acid	HMDB

Chemical Formula

C₁₇H₁₃ClO₃

Average Molecular Weight

300.74

Monoisotopic Molecular Weight

300.055322

IUPAC Name

4-{2'-chloro-[1,1'-biphenyl]-4-yl}-2-methylidene-4-oxobutanoic acid

Traditional Name

itanoxone

CAS Registry Number

Not Available

SMILES

OC(=O)C(=C)CC(=O)C1=CC=C(C=C1)C1=CC=CC=C1Cl

InChI Identifier

InChI=1S/C17H13ClO3/c1-11(17(20)21)10-16(19)13-8-6-12(7-9-13)14-4-2-3-5-15(14)18/h2-9H,1,10H2,(H,20,21)

InChI Key

HJWLWNLAIBFKDO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chlorinated biphenyls. These are organic compounds containing at least one chlorine atom attached to either benzene ring of the biphenyl moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenyls and derivatives

Direct Parent

Chlorinated biphenyls

Alternative Parents

Substituents

Alkyl-phenylketone
Chlorinated biphenyl
Butyrophenone
Phenylketone
Benzoyl
Aryl alkyl ketone
Aryl ketone
Gamma-keto acid
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Keto acid
Ketone
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organohalogen compound
Organochloride
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
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)

Source

Exogenous

Exogenous (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	4.19	ALOGPS
logP	4.06	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	4.22	ChemAxon
pKa (Strongest Basic)	-7.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	81.67 m³·mol⁻¹	ChemAxon
Polarizability	30.34 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	165.883	30932474
DeepCCS	[M-H]-	163.525	30932474
DeepCCS	[M-2H]-	197.295	30932474
DeepCCS	[M+Na]+	172.522	30932474
AllCCS	[M+H]+	168.1	32859911
AllCCS	[M+H-H2O]+	164.5	32859911
AllCCS	[M+NH4]+	171.4	32859911
AllCCS	[M+Na]+	172.4	32859911
AllCCS	[M-H]-	165.8	32859911
AllCCS	[M+Na-2H]-	165.3	32859911
AllCCS	[M+HCOO]-	165.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Itanoxone	OC(=O)C(=C)CC(=O)C1=CC=C(C=C1)C1=CC=CC=C1Cl	3717.5	Standard polar	33892256
Itanoxone	OC(=O)C(=C)CC(=O)C1=CC=C(C=C1)C1=CC=CC=C1Cl	2215.4	Standard non polar	33892256
Itanoxone	OC(=O)C(=C)CC(=O)C1=CC=C(C=C1)C1=CC=CC=C1Cl	2515.1	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 - Itanoxone GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-1090000000-35dcf994d8c3fdec08cf	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Itanoxone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Itanoxone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Itanoxone GC-MS (TBDMS_1_1) - 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 - Itanoxone 10V, Positive-QTOF	splash10-0zgi-0095000000-f99470aa4044958c5b72	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Itanoxone 20V, Positive-QTOF	splash10-0a4i-0090000000-caf713766888a8880e07	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Itanoxone 40V, Positive-QTOF	splash10-00kr-0090000000-9cb050a1b76dd3464db6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Itanoxone 10V, Negative-QTOF	splash10-05mk-0090000000-af288c29df2423f0d9c5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Itanoxone 20V, Negative-QTOF	splash10-05o0-5090000000-45469a4c7faa4df742de	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Itanoxone 40V, Negative-QTOF	splash10-001r-9570000000-a8052de4ffa58d9ed8e1	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

38917

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42667

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 Itanoxone (HMDB0253720)

MOL for HMDB0253720 (Itanoxone)

3D MOL for HMDB0253720 (Itanoxone)

3D SDF for HMDB0253720 (Itanoxone)

3D-SDF for HMDB0253720 (Itanoxone)

PDB for HMDB0253720 (Itanoxone)

3D PDB for HMDB0253720 (Itanoxone)

SMILES for HMDB0253720 (Itanoxone)

INCHI for HMDB0253720 (Itanoxone)

Structure for HMDB0253720 (Itanoxone)

3D Structure for HMDB0253720 (Itanoxone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra