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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:26:32 UTC

Update Date

2021-09-26 22:57:08 UTC

HMDB ID

HMDB0247435

Secondary Accession Numbers

None

Metabolite Identification

Common Name

8-Hydroxyondansetron

Description

8-Hydroxyondansetron belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring. Based on a literature review very few articles have been published on 8-Hydroxyondansetron. This compound has been identified in human blood as reported by (PMID: 31557052 ). 8-hydroxyondansetron is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 8-Hydroxyondansetron 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

HMDB0247435
     RDKit          3D
8-Hydroxyondansetron
 42 45  0  0  0  0  0  0  0  0999 V2000
    5.0921    0.4360   -1.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7429   -0.2906   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5748   -1.1710    0.5597 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546   -1.6242    1.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7246   -1.0119    1.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6098   -0.1846    0.6879 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713    0.6604    0.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4536   -0.0088   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8887   -1.2561    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3225   -1.7691   -0.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4139   -0.7727   -0.4594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0749    0.5595   -0.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2417    1.2826   -0.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5490    2.6311   -0.3532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8267    3.1053   -0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8638    2.2043   -0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5994    0.8495   -0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6244   -0.0719   -0.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2875    0.3869   -0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7516   -0.8385   -0.3136 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5055   -2.0659   -0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3181    0.9302   -0.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5910    2.1331   -0.9669 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6217    1.4582   -1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1893    0.5908   -1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7245   -0.1375   -2.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3448   -2.3614    2.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9955   -1.1960    2.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8738    1.5306   -0.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0065    1.0788    1.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8672   -0.2836   -1.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6413   -2.0968    0.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5681   -1.0377    1.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0926   -1.9857   -1.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6593   -2.6832   -0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273    3.3161   -0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0774    4.1558   -0.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8962    2.5614    0.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5571    0.2446    0.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9182   -2.9544   -0.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8517   -2.2603    0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134   -2.0532   -0.8454 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 12 22  1  0
 22 23  2  0
  6  2  1  0
 22  8  1  0
 20 11  1  0
 19 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 18 39  1  0
 21 40  1  0
 21 41  1  0
 21 42  1  0
M  END

  Mrv1652309112102262D          

 23 26  0  0  0  0            999 V2000
    5.5913    2.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6775    2.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3920    1.6067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2205    0.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4000    0.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    1.4672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6435    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -1.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046   -1.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 22  1  0  0  0  0
 19 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247435

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C2=C(C3=C1C(O)=CC=C3)C(=O)C(CN1C=CN=C1C)CC2

> <INCHI_IDENTIFIER>
InChI=1S/C18H19N3O2/c1-11-19-8-9-21(11)10-12-6-7-14-16(18(12)23)13-4-3-5-15(22)17(13)20(14)2/h3-5,8-9,12,22H,6-7,10H2,1-2H3

> <INCHI_KEY>
XVDKMEPUFIAQFH-UHFFFAOYSA-N

> <FORMULA>
C18H19N3O2

> <MOLECULAR_WEIGHT>
309.369

> <EXACT_MASS>
309.147726864

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.04311552654998

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-hydroxy-9-methyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]-2,3,4,9-tetrahydro-1H-carbazol-4-one

> <ALOGPS_LOGP>
2.03

> <JCHEM_LOGP>
1.9336073236451607

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.83473558531255

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.092646453314421

> <JCHEM_PKA_STRONGEST_BASIC>
7.336491166041968

> <JCHEM_POLAR_SURFACE_AREA>
60.05

> <JCHEM_REFRACTIVITY>
88.7604

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-hydroxy-9-methyl-3-[(2-methylimidazol-1-yl)methyl]-2,3-dihydro-1H-carbazol-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247435
     RDKit          3D
8-Hydroxyondansetron
 42 45  0  0  0  0  0  0  0  0999 V2000
    5.0921    0.4360   -1.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7429   -0.2906   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5748   -1.1710    0.5597 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546   -1.6242    1.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7246   -1.0119    1.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6098   -0.1846    0.6879 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713    0.6604    0.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4536   -0.0088   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8887   -1.2561    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3225   -1.7691   -0.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4139   -0.7727   -0.4594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0749    0.5595   -0.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2417    1.2826   -0.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5490    2.6311   -0.3532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8267    3.1053   -0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8638    2.2043   -0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5994    0.8495   -0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6244   -0.0719   -0.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2875    0.3869   -0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7516   -0.8385   -0.3136 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5055   -2.0659   -0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3181    0.9302   -0.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5910    2.1331   -0.9669 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6217    1.4582   -1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1893    0.5908   -1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7245   -0.1375   -2.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3448   -2.3614    2.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9955   -1.1960    2.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8738    1.5306   -0.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0065    1.0788    1.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8672   -0.2836   -1.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6413   -2.0968    0.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5681   -1.0377    1.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0926   -1.9857   -1.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6593   -2.6832   -0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273    3.3161   -0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0774    4.1558   -0.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8962    2.5614    0.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5571    0.2446    0.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9182   -2.9544   -0.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8517   -2.2603    0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134   -2.0532   -0.8454 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 12 22  1  0
 22 23  2  0
  6  2  1  0
 22  8  1  0
 20 11  1  0
 19 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 18 39  1  0
 21 40  1  0
 21 41  1  0
 21 42  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      10.437   5.301   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.598   3.769   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      11.932   2.999   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      11.612   1.493   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.080   1.332   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       9.454   2.739   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       7.947   3.059   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.393   0.450   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.410   2.235   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.935   3.699   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       3.610  -1.280   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.610  -2.820   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.382  -2.159   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    2    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12    8   14                                                  
CONECT   14   13                                                            
CONECT   15   12   16   22                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16   11   18                                                  
CONECT   18   17                                                            
CONECT   19   16   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   15                                                       
CONECT   23   19                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0247435
HETATM    1  C1  UNL     1       5.092   0.436  -1.280  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.743  -0.291  -0.021  1.00  0.00           C  
HETATM    3  N1  UNL     1       5.575  -1.171   0.560  1.00  0.00           N  
HETATM    4  C3  UNL     1       4.955  -1.624   1.649  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.725  -1.012   1.736  1.00  0.00           C  
HETATM    6  N2  UNL     1       3.610  -0.185   0.688  1.00  0.00           N  
HETATM    7  C5  UNL     1       2.471   0.660   0.387  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.454  -0.009  -0.472  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.889  -1.256   0.172  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.323  -1.769  -0.574  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.414  -0.773  -0.459  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.075   0.559  -0.503  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.242   1.283  -0.380  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.549   2.631  -0.353  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.827   3.105  -0.217  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.864   2.204  -0.099  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.599   0.850  -0.121  1.00  0.00           C  
HETATM   18  O1  UNL     1      -5.624  -0.072  -0.005  1.00  0.00           O  
HETATM   19  C16 UNL     1      -3.288   0.387  -0.262  1.00  0.00           C  
HETATM   20  N3  UNL     1      -2.752  -0.839  -0.314  1.00  0.00           N  
HETATM   21  C17 UNL     1      -3.505  -2.066  -0.226  1.00  0.00           C  
HETATM   22  C18 UNL     1       0.318   0.930  -0.656  1.00  0.00           C  
HETATM   23  O2  UNL     1       0.591   2.133  -0.967  1.00  0.00           O  
HETATM   24  H1  UNL     1       4.622   1.458  -1.237  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.189   0.591  -1.322  1.00  0.00           H  
HETATM   26  H3  UNL     1       4.724  -0.137  -2.159  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.345  -2.361   2.365  1.00  0.00           H  
HETATM   28  H5  UNL     1       2.996  -1.196   2.538  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.874   1.531  -0.182  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.007   1.079   1.295  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.867  -0.284  -1.459  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.641  -2.097   0.135  1.00  0.00           H  
HETATM   33  H10 UNL     1       0.568  -1.038   1.210  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.093  -1.986  -1.640  1.00  0.00           H  
HETATM   35  H12 UNL     1      -0.659  -2.683  -0.031  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.727   3.316  -0.446  1.00  0.00           H  
HETATM   37  H14 UNL     1      -4.077   4.156  -0.195  1.00  0.00           H  
HETATM   38  H15 UNL     1      -5.896   2.561   0.011  1.00  0.00           H  
HETATM   39  H16 UNL     1      -6.557   0.245   0.095  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.918  -2.954  -0.513  1.00  0.00           H  
HETATM   41  H18 UNL     1      -3.852  -2.260   0.824  1.00  0.00           H  
HETATM   42  H19 UNL     1      -4.413  -2.053  -0.845  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    3    6
CONECT    3    4
CONECT    4    5    5   27
CONECT    5    6   28
CONECT    6    7
CONECT    7    8   29   30
CONECT    8    9   22   31
CONECT    9   10   32   33
CONECT   10   11   34   35
CONECT   11   12   12   20
CONECT   12   13   22
CONECT   13   14   14   19
CONECT   14   15   36
CONECT   15   16   16   37
CONECT   16   17   38
CONECT   17   18   19   19
CONECT   18   39
CONECT   19   20
CONECT   20   21
CONECT   21   40   41   42
CONECT   22   23   23
END

HMDB0247435
     RDKit          3D
8-Hydroxyondansetron
 42 45  0  0  0  0  0  0  0  0999 V2000
    5.0921    0.4360   -1.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7429   -0.2906   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5748   -1.1710    0.5597 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546   -1.6242    1.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7246   -1.0119    1.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6098   -0.1846    0.6879 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713    0.6604    0.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4536   -0.0088   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8887   -1.2561    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3225   -1.7691   -0.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4139   -0.7727   -0.4594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0749    0.5595   -0.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2417    1.2826   -0.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5490    2.6311   -0.3532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8267    3.1053   -0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8638    2.2043   -0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5994    0.8495   -0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6244   -0.0719   -0.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2875    0.3869   -0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7516   -0.8385   -0.3136 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5055   -2.0659   -0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3181    0.9302   -0.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5910    2.1331   -0.9669 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6217    1.4582   -1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1893    0.5908   -1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7245   -0.1375   -2.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3448   -2.3614    2.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9955   -1.1960    2.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8738    1.5306   -0.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0065    1.0788    1.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8672   -0.2836   -1.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6413   -2.0968    0.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5681   -1.0377    1.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0926   -1.9857   -1.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6593   -2.6832   -0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273    3.3161   -0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0774    4.1558   -0.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8962    2.5614    0.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5571    0.2446    0.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9182   -2.9544   -0.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8517   -2.2603    0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4134   -2.0532   -0.8454 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 12 22  1  0
 22 23  2  0
  6  2  1  0
 22  8  1  0
 20 11  1  0
 19 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 18 39  1  0
 21 40  1  0
 21 41  1  0
 21 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₁₉N₃O₂

Average Molecular Weight

309.369

Monoisotopic Molecular Weight

309.147726864

IUPAC Name

8-hydroxy-9-methyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]-2,3,4,9-tetrahydro-1H-carbazol-4-one

Traditional Name

8-hydroxy-9-methyl-3-[(2-methylimidazol-1-yl)methyl]-2,3-dihydro-1H-carbazol-4-one

CAS Registry Number

Not Available

SMILES

CN1C2=C(C3=C1C(O)=CC=C3)C(=O)C(CN1C=CN=C1C)CC2

InChI Identifier

InChI=1S/C18H19N3O2/c1-11-19-8-9-21(11)10-12-6-7-14-16(18(12)23)13-4-3-5-15(22)17(13)20(14)2/h3-5,8-9,12,22H,6-7,10H2,1-2H3

InChI Key

XVDKMEPUFIAQFH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Carbazoles

Alternative Parents

Substituents

Carbazole
N-alkylindole
Hydroxyindole
Indole
Aryl ketone
Aryl alkyl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
N-methylpyrrole
N-substituted imidazole
Substituted pyrrole
Benzenoid
Imidazole
Pyrrole
Azole
Heteroaromatic compound
Vinylogous amide
Ketone
Azacycle
Organic nitrogen compound
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Hydrocarbon derivative
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	2.03	ALOGPS
logP	1.93	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.09	ChemAxon
pKa (Strongest Basic)	7.34	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.05 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	88.76 m³·mol⁻¹	ChemAxon
Polarizability	34.04 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]+	169.18	30932474
DeepCCS	[M-H]-	166.822	30932474
DeepCCS	[M-2H]-	200.434	30932474
DeepCCS	[M+Na]+	175.662	30932474
AllCCS	[M+H]+	174.3	32859911
AllCCS	[M+H-H2O]+	171.1	32859911
AllCCS	[M+NH4]+	177.3	32859911
AllCCS	[M+Na]+	178.1	32859911
AllCCS	[M-H]-	176.5	32859911
AllCCS	[M+Na-2H]-	176.0	32859911
AllCCS	[M+HCOO]-	175.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Hydroxyondansetron	CN1C2=C(C3=C1C(O)=CC=C3)C(=O)C(CN1C=CN=C1C)CC2	4273.0	Standard polar	33892256
8-Hydroxyondansetron	CN1C2=C(C3=C1C(O)=CC=C3)C(=O)C(CN1C=CN=C1C)CC2	2933.5	Standard non polar	33892256
8-Hydroxyondansetron	CN1C2=C(C3=C1C(O)=CC=C3)C(=O)C(CN1C=CN=C1C)CC2	3195.0	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 - 8-Hydroxyondansetron GC-MS (Non-derivatized) - 70eV, Positive	splash10-001j-8590000000-166bd84223c27cd2d3e3	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxyondansetron GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxyondansetron GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxyondansetron GC-MS (TBDMS_1_1) - 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 - 8-Hydroxyondansetron 10V, Positive-QTOF	splash10-03di-0019000000-db405120b6c0ac839884	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyondansetron 20V, Positive-QTOF	splash10-03di-0059000000-a4884bfd52afe31925b3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyondansetron 40V, Positive-QTOF	splash10-03dj-1490000000-33e77dff0713804794ba	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyondansetron 10V, Negative-QTOF	splash10-0a4i-0009000000-efd4203a15a2f3514f68	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyondansetron 20V, Negative-QTOF	splash10-0a6r-1079000000-24c9132d5ce87c070059	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyondansetron 40V, Negative-QTOF	splash10-06tr-1290000000-8faf87b2502f362bdf09	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

14351141

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

19734439

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 8-Hydroxyondansetron (HMDB0247435)

MOL for HMDB0247435 (8-Hydroxyondansetron)

3D MOL for HMDB0247435 (8-Hydroxyondansetron)

3D SDF for HMDB0247435 (8-Hydroxyondansetron)

3D-SDF for HMDB0247435 (8-Hydroxyondansetron)

PDB for HMDB0247435 (8-Hydroxyondansetron)

3D PDB for HMDB0247435 (8-Hydroxyondansetron)

SMILES for HMDB0247435 (8-Hydroxyondansetron)

INCHI for HMDB0247435 (8-Hydroxyondansetron)

Structure for HMDB0247435 (8-Hydroxyondansetron)

3D Structure for HMDB0247435 (8-Hydroxyondansetron)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra