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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:20:01 UTC

Update Date

2021-09-26 23:01:44 UTC

HMDB ID

HMDB0250328

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Clioquinol glucuronide

Description

SCHEMBL13589358 belongs to the class of organic compounds known as chloroquinolines. Chloroquinolines are compounds containing a quinoline moiety, which carries one or more chlorine atoms. Based on a literature review very few articles have been published on SCHEMBL13589358. This compound has been identified in human blood as reported by (PMID: 31557052 ). Clioquinol glucuronide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Clioquinol glucuronide 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

HMDB0250328
     RDKit          3D
Clioquinol glucuronide
 38 40  0  0  0  0  0  0  0  0999 V2000
    2.4994   -0.6639    4.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662   -0.7683    3.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1936   -1.7909    2.3124 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7852    0.1799    2.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2913   -0.1876    1.5722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386    0.9175    0.7509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9675    0.4782   -0.1369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0657    0.1002   -1.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3302    0.8968   -2.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6150    2.9258   -2.1217 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4147    0.3897   -3.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2264   -0.9559   -3.9983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3331   -1.5682   -5.6208 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9557   -1.7927   -2.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7721   -3.1351   -3.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5042   -3.9775   -2.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4293   -3.4433   -0.8841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6110   -2.1323   -0.6478 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8792   -1.2681   -1.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6443    1.9959    1.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5891    1.4496    2.5109 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4913    2.6525    2.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1733    3.4524    1.4470 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4041    1.5596    2.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973    1.6117    2.1275 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5007   -2.4061    1.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0276    0.0999    3.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9434    1.2386    0.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6309    1.0920   -4.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8397   -3.5227   -4.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3627   -5.0262   -2.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2125   -4.1559   -0.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1852    2.7598    1.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3617    1.2044    1.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1189    3.2861    3.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3266    4.3630    1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6298    1.7639    3.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1199    2.3775    2.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24  4  1  0
 19  8  1  0
 19 14  1  0
  3 26  1  0
  4 27  1  0
  6 28  1  0
 11 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 20 33  1  0
 21 34  1  0
 22 35  1  0
 23 36  1  0
 24 37  1  0
 25 38  1  0
M  END


  Mrv1652309112109202D          

 25 27  0  0  0  0            999 V2000
   -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
    0.7145   -1.2375    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
    1.4289   -0.0000    0.0000 C   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
    2.1434   -1.2375    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
    1.4289   -2.4750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   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
    0.7145    2.0625    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    2.0625    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    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    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
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 N   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
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  6 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 15 21  1  0  0  0  0
 14 22  1  0  0  0  0
 13 23  1  0  0  0  0
  4 24  1  0  0  0  0
 24 25  2  0  0  0  0
  1 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250328

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1C(O)C(OC2=C(I)C=C(Cl)C3=C2N=CC=C3)OC(C1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H13ClINO7/c16-6-4-7(17)12(8-5(6)2-1-3-18-8)24-15-11(21)9(19)10(20)13(25-15)14(22)23/h1-4,9-11,13,15,19-21H,(H,22,23)

> <INCHI_KEY>
ZXPACOCAPRBPFP-UHFFFAOYSA-N

> <FORMULA>
C15H13ClINO7

> <MOLECULAR_WEIGHT>
481.62

> <EXACT_MASS>
480.94252

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
37.47438746273574

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-[(5-chloro-7-iodoquinolin-8-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
1.69

> <JCHEM_LOGP>
1.2795618940296378

> <ALOGPS_LOGS>
-2.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.216662830454997

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8486879283332485

> <JCHEM_PKA_STRONGEST_BASIC>
1.2309020495586231

> <JCHEM_POLAR_SURFACE_AREA>
129.34000000000003

> <JCHEM_REFRACTIVITY>
92.13929999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.29e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[(5-chloro-7-iodoquinolin-8-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250328
     RDKit          3D
Clioquinol glucuronide
 38 40  0  0  0  0  0  0  0  0999 V2000
    2.4994   -0.6639    4.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662   -0.7683    3.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1936   -1.7909    2.3124 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7852    0.1799    2.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2913   -0.1876    1.5722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386    0.9175    0.7509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9675    0.4782   -0.1369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0657    0.1002   -1.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3302    0.8968   -2.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6150    2.9258   -2.1217 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4147    0.3897   -3.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2264   -0.9559   -3.9983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3331   -1.5682   -5.6208 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9557   -1.7927   -2.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7721   -3.1351   -3.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5042   -3.9775   -2.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4293   -3.4433   -0.8841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6110   -2.1323   -0.6478 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8792   -1.2681   -1.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6443    1.9959    1.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5891    1.4496    2.5109 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4913    2.6525    2.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1733    3.4524    1.4470 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4041    1.5596    2.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973    1.6117    2.1275 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5007   -2.4061    1.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0276    0.0999    3.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9434    1.2386    0.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6309    1.0920   -4.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8397   -3.5227   -4.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3627   -5.0262   -2.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2125   -4.1559   -0.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1852    2.7598    1.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3617    1.2044    1.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1189    3.2861    3.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3266    4.3630    1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6298    1.7639    3.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1199    2.3775    2.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24  4  1  0
 19  8  1  0
 19 14  1  0
  3 26  1  0
  4 27  1  0
  6 28  1  0
 11 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 20 33  1  0
 21 34  1  0
 22 35  1  0
 23 36  1  0
 24 37  1  0
 25 38  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  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9 Cl   UNK     0       2.667  -4.620   0.000  0.00  0.00          Cl+0
HETATM   10  I   UNK     0       5.335  -0.000   0.000  0.00  0.00           I+0
HETATM   11  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.000   6.160   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0       0.000  -0.000   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2   25                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   24                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    6                                                            
CONECT   11    5   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   23                                                  
CONECT   14   13   15   22                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   12                                                       
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   15                                                            
CONECT   22   14                                                            
CONECT   23   13                                                            
CONECT   24    4   25                                                       
CONECT   25   24    1                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0250328
HETATM    1  O1  UNL     1       2.499  -0.664   4.250  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.866  -0.768   3.165  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.194  -1.791   2.312  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.785   0.180   2.793  1.00  0.00           C  
HETATM    5  O3  UNL     1       0.291  -0.188   1.572  1.00  0.00           O  
HETATM    6  C3  UNL     1      -0.039   0.917   0.751  1.00  0.00           C  
HETATM    7  O4  UNL     1      -0.968   0.478  -0.137  1.00  0.00           O  
HETATM    8  C4  UNL     1      -1.066   0.100  -1.389  1.00  0.00           C  
HETATM    9  C5  UNL     1      -1.330   0.897  -2.458  1.00  0.00           C  
HETATM   10  I1  UNL     1      -1.615   2.926  -2.122  1.00  0.00           I  
HETATM   11  C6  UNL     1      -1.415   0.390  -3.769  1.00  0.00           C  
HETATM   12  C7  UNL     1      -1.226  -0.956  -3.998  1.00  0.00           C  
HETATM   13 CL1  UNL     1      -1.333  -1.568  -5.621  1.00  0.00          CL  
HETATM   14  C8  UNL     1      -0.956  -1.793  -2.932  1.00  0.00           C  
HETATM   15  C9  UNL     1      -0.772  -3.135  -3.193  1.00  0.00           C  
HETATM   16  C10 UNL     1      -0.504  -3.978  -2.154  1.00  0.00           C  
HETATM   17  C11 UNL     1      -0.429  -3.443  -0.884  1.00  0.00           C  
HETATM   18  N1  UNL     1      -0.611  -2.132  -0.648  1.00  0.00           N  
HETATM   19  C12 UNL     1      -0.879  -1.268  -1.662  1.00  0.00           C  
HETATM   20  C13 UNL     1      -0.644   1.996   1.606  1.00  0.00           C  
HETATM   21  O5  UNL     1      -1.589   1.450   2.511  1.00  0.00           O  
HETATM   22  C14 UNL     1       0.491   2.652   2.361  1.00  0.00           C  
HETATM   23  O6  UNL     1       1.173   3.452   1.447  1.00  0.00           O  
HETATM   24  C15 UNL     1       1.404   1.560   2.813  1.00  0.00           C  
HETATM   25  O7  UNL     1       2.597   1.612   2.127  1.00  0.00           O  
HETATM   26  H1  UNL     1       1.501  -2.406   1.881  1.00  0.00           H  
HETATM   27  H2  UNL     1       0.028   0.100   3.614  1.00  0.00           H  
HETATM   28  H3  UNL     1       0.943   1.239   0.383  1.00  0.00           H  
HETATM   29  H4  UNL     1      -1.631   1.092  -4.579  1.00  0.00           H  
HETATM   30  H5  UNL     1      -0.840  -3.523  -4.220  1.00  0.00           H  
HETATM   31  H6  UNL     1      -0.363  -5.026  -2.371  1.00  0.00           H  
HETATM   32  H7  UNL     1      -0.213  -4.156  -0.083  1.00  0.00           H  
HETATM   33  H8  UNL     1      -1.185   2.760   1.070  1.00  0.00           H  
HETATM   34  H9  UNL     1      -2.362   1.204   1.941  1.00  0.00           H  
HETATM   35  H10 UNL     1       0.119   3.286   3.195  1.00  0.00           H  
HETATM   36  H11 UNL     1       1.327   4.363   1.782  1.00  0.00           H  
HETATM   37  H12 UNL     1       1.630   1.764   3.902  1.00  0.00           H  
HETATM   38  H13 UNL     1       3.120   2.378   2.479  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   26
CONECT    4    5   24   27
CONECT    5    6
CONECT    6    7   20   28
CONECT    7    8
CONECT    8    9    9   19
CONECT    9   10   11
CONECT   11   12   12   29
CONECT   12   13   14
CONECT   14   15   15   19
CONECT   15   16   30
CONECT   16   17   17   31
CONECT   17   18   32
CONECT   18   19   19
CONECT   20   21   22   33
CONECT   21   34
CONECT   22   23   24   35
CONECT   23   36
CONECT   24   25   37
CONECT   25   38
END

HMDB0250328
     RDKit          3D
Clioquinol glucuronide
 38 40  0  0  0  0  0  0  0  0999 V2000
    2.4994   -0.6639    4.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662   -0.7683    3.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1936   -1.7909    2.3124 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7852    0.1799    2.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2913   -0.1876    1.5722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386    0.9175    0.7509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9675    0.4782   -0.1369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0657    0.1002   -1.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3302    0.8968   -2.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6150    2.9258   -2.1217 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4147    0.3897   -3.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2264   -0.9559   -3.9983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3331   -1.5682   -5.6208 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9557   -1.7927   -2.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7721   -3.1351   -3.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5042   -3.9775   -2.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4293   -3.4433   -0.8841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6110   -2.1323   -0.6478 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8792   -1.2681   -1.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6443    1.9959    1.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5891    1.4496    2.5109 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4913    2.6525    2.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1733    3.4524    1.4470 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4041    1.5596    2.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973    1.6117    2.1275 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5007   -2.4061    1.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0276    0.0999    3.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9434    1.2386    0.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6309    1.0920   -4.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8397   -3.5227   -4.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3627   -5.0262   -2.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2125   -4.1559   -0.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1852    2.7598    1.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3617    1.2044    1.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1189    3.2861    3.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3266    4.3630    1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6298    1.7639    3.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1199    2.3775    2.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24  4  1  0
 19  8  1  0
 19 14  1  0
  3 26  1  0
  4 27  1  0
  6 28  1  0
 11 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 20 33  1  0
 21 34  1  0
 22 35  1  0
 23 36  1  0
 24 37  1  0
 25 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₃ClINO₇

Average Molecular Weight

481.62

Monoisotopic Molecular Weight

480.94252

IUPAC Name

6-[(5-chloro-7-iodoquinolin-8-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-[(5-chloro-7-iodoquinolin-8-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OC2=C(I)C=C(Cl)C3=C2N=CC=C3)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C15H13ClINO7/c16-6-4-7(17)12(8-5(6)2-1-3-18-8)24-15-11(21)9(19)10(20)13(25-15)14(22)23/h1-4,9-11,13,15,19-21H,(H,22,23)

InChI Key

ZXPACOCAPRBPFP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chloroquinolines. Chloroquinolines are compounds containing a quinoline moiety, which carries one or more chlorine atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Haloquinolines

Direct Parent

Chloroquinolines

Alternative Parents

Substituents

Chloroquinoline
8-hydroxyquinoline
2-iodophenol
Aryl chloride
Aryl halide
Aryl iodide
Pyridine
Benzenoid
Heteroaromatic compound
Azacycle
Organooxygen compound
Organonitrogen compound
Organoiodide
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organoiodine compound (CHEBI:74460 )
organochlorine compound (CHEBI:74460 )
monohydroxyquinoline (CHEBI:74460 )

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	1.69	ALOGPS
logP	1.28	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	2.85	ChemAxon
pKa (Strongest Basic)	1.23	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.34 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	92.14 m³·mol⁻¹	ChemAxon
Polarizability	37.47 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	192.017	30932474
DeepCCS	[M-H]-	189.66	30932474
DeepCCS	[M-2H]-	223.402	30932474
DeepCCS	[M+Na]+	198.755	30932474
AllCCS	[M+H]+	193.8	32859911
AllCCS	[M+H-H2O]+	191.6	32859911
AllCCS	[M+NH4]+	195.9	32859911
AllCCS	[M+Na]+	196.5	32859911
AllCCS	[M-H]-	183.5	32859911
AllCCS	[M+Na-2H]-	183.9	32859911
AllCCS	[M+HCOO]-	184.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Clioquinol glucuronide	OC1C(O)C(OC2=C(I)C=C(Cl)C3=C2N=CC=C3)OC(C1O)C(O)=O	4050.0	Standard polar	33892256
Clioquinol glucuronide	OC1C(O)C(OC2=C(I)C=C(Cl)C3=C2N=CC=C3)OC(C1O)C(O)=O	3331.9	Standard non polar	33892256
Clioquinol glucuronide	OC1C(O)C(OC2=C(I)C=C(Cl)C3=C2N=CC=C3)OC(C1O)C(O)=O	3514.2	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 - Clioquinol glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bt9-9203100000-a387d9928ac95b83c7e7	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clioquinol glucuronide GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-03	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 - Clioquinol glucuronide 10V, Positive-QTOF	splash10-001i-0002900000-bf6dcc74bbfbc370da75	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clioquinol glucuronide 20V, Positive-QTOF	splash10-0bu0-0101900000-82884ce20634d0c39d2e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clioquinol glucuronide 40V, Positive-QTOF	splash10-0a4i-2229000000-b9b8feffbe301580b0cc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clioquinol glucuronide 10V, Negative-QTOF	splash10-01t9-0000900000-0748e561d88973107dc0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clioquinol glucuronide 20V, Negative-QTOF	splash10-004i-3108900000-97f59b205223ff4211bd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clioquinol glucuronide 40V, Negative-QTOF	splash10-0udr-5169000000-20fb48030c5527678880	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

11655922

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

18756244

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 Clioquinol glucuronide (HMDB0250328)

MOL for HMDB0250328 (Clioquinol glucuronide)

3D MOL for HMDB0250328 (Clioquinol glucuronide)

3D SDF for HMDB0250328 (Clioquinol glucuronide)

3D-SDF for HMDB0250328 (Clioquinol glucuronide)

PDB for HMDB0250328 (Clioquinol glucuronide)

3D PDB for HMDB0250328 (Clioquinol glucuronide)

SMILES for HMDB0250328 (Clioquinol glucuronide)

INCHI for HMDB0250328 (Clioquinol glucuronide)

Structure for HMDB0250328 (Clioquinol glucuronide)

3D Structure for HMDB0250328 (Clioquinol glucuronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra