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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:35:55 UTC

Update Date

2021-09-26 22:52:11 UTC

HMDB ID

HMDB0244440

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-Hydroxydesloratadine

Description

3-Hydroxydesloratadine belongs to the class of organic compounds known as benzocycloheptapyridines. These are aromatic compounds containing a benzene ring and a pyridine ring fused to a seven membered carbocycle. Based on a literature review a significant number of articles have been published on 3-Hydroxydesloratadine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-hydroxydesloratadine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-Hydroxydesloratadine 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

HMDB0244440
     RDKit          3D
3-Hydroxydesloratadine
 42 45  0  0  0  0  0  0  0  0999 V2000
   -2.5793   -4.6891   -1.0070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9893   -3.4531   -0.7423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6287   -3.3467   -1.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0753   -2.1611   -0.7529 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7453   -1.1400   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0922   -1.1593    0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7145   -2.3927   -0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0528   -0.2010    0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6190    1.0964    1.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6108    1.8472    0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9889    3.1495    0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1783    4.0049   -0.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6425    5.6712   -0.9788 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0109    3.5207   -1.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4058    2.2169   -0.9897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4089    1.4201   -0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1264    0.0652   -0.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3587   -0.0829    0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3256    1.0068    0.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5729    0.7099   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2190   -0.4413    0.2958 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3506   -1.3522    0.9468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643   -1.4722    0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5600   -4.8418   -0.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0919   -4.1968   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7627   -2.5191   -0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6177   -0.7214    1.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8822    0.0043   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5262    1.7393    1.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2604    1.0126    2.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9114    3.5568    0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6640    4.1666   -1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2916    1.7461   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9887    2.0047    0.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6792    0.7550    1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3057    0.4478   -1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2302    1.6056   -0.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9434   -0.1316    1.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8262   -2.3711    0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2590   -1.1486    2.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0721   -1.8432   -0.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3444   -2.0825    0.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  3
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  7  2  1  0
 16 10  1  0
 23 18  1  0
 17  5  1  0
  1 24  1  0
  3 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 19 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
 23 42  1  0
M  END

  Mrv1572004251603072D          

 23 26  0  0  0  0            999 V2000
    4.2162    0.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912    0.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401   -0.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1517   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0892   -2.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5181   -2.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0892   -2.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5181   -2.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5189    0.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884    0.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673   -0.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037   -1.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7305    0.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768    0.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -0.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037   -0.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604   -0.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9120    0.2172    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8037   -3.3453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4556   -1.0735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6953    0.2172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 12  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13  9  2  0  0  0  0
 14  2  1  0  0  0  0
 14 10  2  0  0  0  0
 15  3  2  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 16 11  2  0  0  0  0
 17  4  2  0  0  0  0
 17 13  1  0  0  0  0
 18 12  2  0  0  0  0
 18 17  1  0  0  0  0
 19 14  1  0  0  0  0
 19 18  1  0  0  0  0
 20 15  1  0  0  0  0
 21  7  1  0  0  0  0
 21  8  1  0  0  0  0
 22 11  1  0  0  0  0
 22 19  2  0  0  0  0
 23 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244440

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CN=C2C(CCC3=CC(Cl)=CC=C3C2=C2CCNCC2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H19ClN2O/c20-15-3-4-17-13(9-15)1-2-14-10-16(23)11-22-19(14)18(17)12-5-7-21-8-6-12/h3-4,9-11,21,23H,1-2,5-8H2

> <INCHI_KEY>
NDFMTPISBHBIKE-UHFFFAOYSA-N

> <FORMULA>
C19H19ClN2O

> <MOLECULAR_WEIGHT>
326.82

> <EXACT_MASS>
326.1185909

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
35.45317457839619

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
13-chloro-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaen-6-ol

> <ALOGPS_LOGP>
3.15

> <JCHEM_LOGP>
2.888908152996857

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.81894686784518

> <JCHEM_PKA_STRONGEST_BASIC>
9.786109461412563

> <JCHEM_POLAR_SURFACE_AREA>
45.150000000000006

> <JCHEM_REFRACTIVITY>
103.0197

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.51e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13-chloro-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaen-6-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244440
     RDKit          3D
3-Hydroxydesloratadine
 42 45  0  0  0  0  0  0  0  0999 V2000
   -2.5793   -4.6891   -1.0070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9893   -3.4531   -0.7423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6287   -3.3467   -1.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0753   -2.1611   -0.7529 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7453   -1.1400   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0922   -1.1593    0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7145   -2.3927   -0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0528   -0.2010    0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6190    1.0964    1.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6108    1.8472    0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9889    3.1495    0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1783    4.0049   -0.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6425    5.6712   -0.9788 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0109    3.5207   -1.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4058    2.2169   -0.9897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4089    1.4201   -0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1264    0.0652   -0.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3587   -0.0829    0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3256    1.0068    0.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5729    0.7099   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2190   -0.4413    0.2958 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3506   -1.3522    0.9468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643   -1.4722    0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5600   -4.8418   -0.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0919   -4.1968   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7627   -2.5191   -0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6177   -0.7214    1.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8822    0.0043   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5262    1.7393    1.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2604    1.0126    2.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9114    3.5568    0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6640    4.1666   -1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2916    1.7461   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9887    2.0047    0.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6792    0.7550    1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3057    0.4478   -1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2302    1.6056   -0.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9434   -0.1316    1.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8262   -2.3711    0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2590   -1.1486    2.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0721   -1.8432   -0.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3444   -2.0825    0.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  3
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  7  2  1  0
 16 10  1  0
 23 18  1  0
 17  5  1  0
  1 24  1  0
  3 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 19 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
 23 42  1  0
M  END

HEADER    PROTEIN                                 25-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-16         0                                  
HETATM    1  C   UNK     0       7.870   1.749   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.330   1.749   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.088  -1.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.617  -2.004   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.766  -3.935   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.434  -3.935   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.766  -5.475   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.434  -5.475   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.302   0.999   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.898   0.999   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.112  -1.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.100  -3.165   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.830   0.545   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.370   0.545   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.431  -0.048   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.770  -0.048   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.488  -0.956   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.100  -1.625   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.713  -0.956   0.000  0.00  0.00           C+0
HETATM   20 Cl   UNK     0      12.902   0.405   0.000  0.00  0.00          Cl+0
HETATM   21  N   UNK     0       7.100  -6.245   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       4.584  -2.004   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0       1.298   0.405   0.000  0.00  0.00           O+0
CONECT    1    2   13                                                       
CONECT    2    1   14                                                       
CONECT    3    4   15                                                       
CONECT    4    3   17                                                       
CONECT    5    7   12                                                       
CONECT    6    8   12                                                       
CONECT    7    5   21                                                       
CONECT    8    6   21                                                       
CONECT    9   13   15                                                       
CONECT   10   14   16                                                       
CONECT   11   16   22                                                       
CONECT   12    5    6   18                                                  
CONECT   13    1    9   17                                                  
CONECT   14    2   10   19                                                  
CONECT   15    3    9   20                                                  
CONECT   16   10   11   23                                                  
CONECT   17    4   13   18                                                  
CONECT   18   12   17   19                                                  
CONECT   19   14   18   22                                                  
CONECT   20   15                                                            
CONECT   21    7    8                                                       
CONECT   22   11   19                                                       
CONECT   23   16                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0244440
HETATM    1  O1  UNL     1      -2.579  -4.689  -1.007  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.989  -3.453  -0.742  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.629  -3.347  -1.010  1.00  0.00           C  
HETATM    4  N1  UNL     1      -0.075  -2.161  -0.753  1.00  0.00           N  
HETATM    5  C3  UNL     1      -0.745  -1.140  -0.276  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.092  -1.159   0.015  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.715  -2.393  -0.242  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.053  -0.201   0.509  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.619   1.096   1.076  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.611   1.847   0.304  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.989   3.150   0.078  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.178   4.005  -0.681  1.00  0.00           C  
HETATM   13 CL1  UNL     1      -1.643   5.671  -0.979  1.00  0.00          CL  
HETATM   14  C11 UNL     1       0.011   3.521  -1.205  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.406   2.217  -0.990  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.409   1.420  -0.243  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.126   0.065  -0.053  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.359  -0.083   0.249  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.326   1.007   0.522  1.00  0.00           C  
HETATM   20  C17 UNL     1       3.573   0.710  -0.279  1.00  0.00           C  
HETATM   21  N2  UNL     1       4.219  -0.441   0.296  1.00  0.00           N  
HETATM   22  C18 UNL     1       3.351  -1.352   0.947  1.00  0.00           C  
HETATM   23  C19 UNL     1       1.964  -1.472   0.315  1.00  0.00           C  
HETATM   24  H1  UNL     1      -3.560  -4.842  -0.838  1.00  0.00           H  
HETATM   25  H2  UNL     1      -0.092  -4.197  -1.402  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.763  -2.519  -0.050  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.618  -0.721   1.352  1.00  0.00           H  
HETATM   28  H5  UNL     1      -3.882   0.004  -0.226  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.526   1.739   1.149  1.00  0.00           H  
HETATM   30  H7  UNL     1      -2.260   1.013   2.129  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.911   3.557   0.472  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.664   4.167  -1.799  1.00  0.00           H  
HETATM   33  H10 UNL     1       1.292   1.746  -1.409  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.989   2.005   0.604  1.00  0.00           H  
HETATM   35  H12 UNL     1       2.679   0.755   1.623  1.00  0.00           H  
HETATM   36  H13 UNL     1       3.306   0.448  -1.340  1.00  0.00           H  
HETATM   37  H14 UNL     1       4.230   1.606  -0.272  1.00  0.00           H  
HETATM   38  H15 UNL     1       4.943  -0.132   1.010  1.00  0.00           H  
HETATM   39  H16 UNL     1       3.826  -2.371   0.879  1.00  0.00           H  
HETATM   40  H17 UNL     1       3.259  -1.149   2.026  1.00  0.00           H  
HETATM   41  H18 UNL     1       2.072  -1.843  -0.701  1.00  0.00           H  
HETATM   42  H19 UNL     1       1.344  -2.083   0.941  1.00  0.00           H  
CONECT    1    2   24
CONECT    2    3    3    7
CONECT    3    4   25
CONECT    4    5    5
CONECT    5    6   17
CONECT    6    7    7    8
CONECT    7   26
CONECT    8    9   27   28
CONECT    9   10   29   30
CONECT   10   11   11   16
CONECT   11   12   31
CONECT   12   13   14   14
CONECT   14   15   32
CONECT   15   16   16   33
CONECT   16   17
CONECT   17   18   18
CONECT   18   19   23
CONECT   19   20   34   35
CONECT   20   21   36   37
CONECT   21   22   38
CONECT   22   23   39   40
CONECT   23   41   42
END

HMDB0244440
     RDKit          3D
3-Hydroxydesloratadine
 42 45  0  0  0  0  0  0  0  0999 V2000
   -2.5793   -4.6891   -1.0070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9893   -3.4531   -0.7423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6287   -3.3467   -1.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0753   -2.1611   -0.7529 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7453   -1.1400   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0922   -1.1593    0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7145   -2.3927   -0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0528   -0.2010    0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6190    1.0964    1.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6108    1.8472    0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9889    3.1495    0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1783    4.0049   -0.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6425    5.6712   -0.9788 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0109    3.5207   -1.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4058    2.2169   -0.9897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4089    1.4201   -0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1264    0.0652   -0.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3587   -0.0829    0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3256    1.0068    0.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5729    0.7099   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2190   -0.4413    0.2958 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3506   -1.3522    0.9468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643   -1.4722    0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5600   -4.8418   -0.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0919   -4.1968   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7627   -2.5191   -0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6177   -0.7214    1.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8822    0.0043   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5262    1.7393    1.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2604    1.0126    2.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9114    3.5568    0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6640    4.1666   -1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2916    1.7461   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9887    2.0047    0.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6792    0.7550    1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3057    0.4478   -1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2302    1.6056   -0.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9434   -0.1316    1.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8262   -2.3711    0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2590   -1.1486    2.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0721   -1.8432   -0.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3444   -2.0825    0.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  3
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  7  2  1  0
 16 10  1  0
 23 18  1  0
 17  5  1  0
  1 24  1  0
  3 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 19 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
 23 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8-Chloro-11-(4-piperidinylidene)-6,11-dihydro-5H-benzo(5,6)cyclohepta(1,2-b)pyridin-3-ol	HMDB
3-Hydroxydesloratadine	MeSH

Chemical Formula

C₁₉H₁₉ClN₂O

Average Molecular Weight

326.82

Monoisotopic Molecular Weight

326.1185909

IUPAC Name

13-chloro-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaen-6-ol

Traditional Name

13-chloro-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaen-6-ol

CAS Registry Number

Not Available

SMILES

OC1=CN=C2C(CCC3=CC(Cl)=CC=C3C2=C2CCNCC2)=C1

InChI Identifier

InChI=1S/C19H19ClN2O/c20-15-3-4-17-13(9-15)1-2-14-10-16(23)11-22-19(14)18(17)12-5-7-21-8-6-12/h3-4,9-11,21,23H,1-2,5-8H2

InChI Key

NDFMTPISBHBIKE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzocycloheptapyridines. These are aromatic compounds containing a benzene ring and a pyridine ring fused to a seven membered carbocycle.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzocycloheptapyridines

Sub Class

Not Available

Direct Parent

Benzocycloheptapyridines

Alternative Parents

Substituents

Benzocycloheptapyridine
Hydroxypyridine
Aryl chloride
Aryl halide
Piperidine
Pyridine
Benzenoid
Heteroaromatic compound
Secondary amine
Secondary aliphatic amine
Azacycle
Amine
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	3.15	ALOGPS
logP	2.89	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	8.82	ChemAxon
pKa (Strongest Basic)	9.79	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	45.15 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	103.02 m³·mol⁻¹	ChemAxon
Polarizability	35.45 Å³	ChemAxon
Number of Rings	4	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]+	175.888	30932474
DeepCCS	[M-H]-	173.53	30932474
DeepCCS	[M-2H]-	206.416	30932474
DeepCCS	[M+Na]+	181.981	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxydesloratadine	OC1=CN=C2C(CCC3=CC(Cl)=CC=C3C2=C2CCNCC2)=C1	4216.8	Standard polar	33892256
3-Hydroxydesloratadine	OC1=CN=C2C(CCC3=CC(Cl)=CC=C3C2=C2CCNCC2)=C1	2738.0	Standard non polar	33892256
3-Hydroxydesloratadine	OC1=CN=C2C(CCC3=CC(Cl)=CC=C3C2=C2CCNCC2)=C1	2917.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxydesloratadine,2TMS,isomer #1	C[Si](C)(C)OC1=CN=C2C(=C3CCN([Si](C)(C)C)CC3)C3=CC=C(Cl)C=C3CCC2=C1	3211.1	Semi standard non polar	33892256
3-Hydroxydesloratadine,2TMS,isomer #1	C[Si](C)(C)OC1=CN=C2C(=C3CCN([Si](C)(C)C)CC3)C3=CC=C(Cl)C=C3CCC2=C1	2994.3	Standard non polar	33892256
3-Hydroxydesloratadine,2TMS,isomer #1	C[Si](C)(C)OC1=CN=C2C(=C3CCN([Si](C)(C)C)CC3)C3=CC=C(Cl)C=C3CCC2=C1	3744.1	Standard polar	33892256
3-Hydroxydesloratadine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CN=C2C(=C3CCN([Si](C)(C)C(C)(C)C)CC3)C3=CC=C(Cl)C=C3CCC2=C1	3608.2	Semi standard non polar	33892256
3-Hydroxydesloratadine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CN=C2C(=C3CCN([Si](C)(C)C(C)(C)C)CC3)C3=CC=C(Cl)C=C3CCC2=C1	3434.9	Standard non polar	33892256
3-Hydroxydesloratadine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CN=C2C(=C3CCN([Si](C)(C)C(C)(C)C)CC3)C3=CC=C(Cl)C=C3CCC2=C1	3917.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxydesloratadine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-1091000000-271c429fe3abada2f886	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxydesloratadine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxydesloratadine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxydesloratadine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxydesloratadine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxydesloratadine GC-MS (TBDMS_1_2) - 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 - 3-Hydroxydesloratadine 10V, Positive-QTOF	splash10-004i-0019000000-96fa344b67024d45f612	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxydesloratadine 20V, Positive-QTOF	splash10-004i-4059000000-03950a89c2fe015227a5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxydesloratadine 40V, Positive-QTOF	splash10-001i-9041000000-e05b3e5b1c98e4c1d948	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxydesloratadine 10V, Negative-QTOF	splash10-004i-0009000000-974ce2b65fc6b4c82a8c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxydesloratadine 20V, Negative-QTOF	splash10-004i-1029000000-1a2fa9b34352b42d3322	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxydesloratadine 40V, Negative-QTOF	splash10-0543-4091000000-de5e13ae50ddca313edc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxydesloratadine 10V, Positive-QTOF	splash10-004i-0009000000-997ee0e6268ab8b291b4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxydesloratadine 20V, Positive-QTOF	splash10-004i-0009000000-5b274705bc07a94073ec	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxydesloratadine 40V, Positive-QTOF	splash10-06yo-0191000000-eb525cd05a142d341826	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxydesloratadine 10V, Negative-QTOF	splash10-004i-1009000000-5f4569ca43dc05a1e8cf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxydesloratadine 20V, Negative-QTOF	splash10-00c0-3029000000-2e618e970a56f31c23eb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxydesloratadine 40V, Negative-QTOF	splash10-001i-9000000000-c2fa753da65a4bac80a1	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

8534499

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10359050

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 3-Hydroxydesloratadine (HMDB0244440)

MOL for HMDB0244440 (3-Hydroxydesloratadine)

3D MOL for HMDB0244440 (3-Hydroxydesloratadine)

3D SDF for HMDB0244440 (3-Hydroxydesloratadine)

3D-SDF for HMDB0244440 (3-Hydroxydesloratadine)

PDB for HMDB0244440 (3-Hydroxydesloratadine)

3D PDB for HMDB0244440 (3-Hydroxydesloratadine)

SMILES for HMDB0244440 (3-Hydroxydesloratadine)

INCHI for HMDB0244440 (3-Hydroxydesloratadine)

Structure for HMDB0244440 (3-Hydroxydesloratadine)

3D Structure for HMDB0244440 (3-Hydroxydesloratadine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra