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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:39 UTC

HMDB ID

HMDB0014521

Secondary Accession Numbers

HMDB14521

Metabolite Identification

Common Name

Palonosetron

Description

Palonosetron (INN, trade name Aloxi) is a 5-HT3 antagonist used in the prevention and treatment of chemotherapy-induced nausea and vomiting (CINV). It is the most effective of the 5-HT3 antagonists in controlling delayed CINV nausea and vomiting that appear more than 24 hours after the first dose of a course of chemotherapy and is the only drug of its class approved for this use by the U.S. Food and Drug Administration. As of 2008, it is the most recent 5-HT3 antagonist to enter clinical use. [wikipedia]

Structure

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

HMDB0014521
     RDKit          3D
Palonosetron
 46 50  0  0  0  0  0  0  0  0999 V2000
   -0.1514    2.9335    0.5767 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3176    1.7852    0.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7655    1.6911    0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5891    2.7821    0.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9384    2.6430   -0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4597    1.4056   -0.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6423    0.2748   -0.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2928    0.4403   -0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4516   -0.7883   -0.0540 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2981   -1.8477    0.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3910   -2.2063   -0.3152 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2829   -1.0259   -0.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1912   -0.6155    0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5058    0.6088    0.3935 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813    0.7432    0.0966 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6970    0.3916    1.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9072   -0.2674    0.8008 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4735   -1.5419    0.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7310   -1.3836   -0.9931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3676    0.0545   -1.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7195    0.7411   -1.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5028    0.6023   -0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773    3.7604    0.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5891    3.5167   -0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5169    1.2960   -0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2656   -1.1205   -1.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7100   -1.3574    1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6580   -2.7255    0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9875   -3.0711    0.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8729   -2.4477   -1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1470   -1.1139    0.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7008   -1.0614   -1.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614   -1.4844    0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4808   -0.5538    1.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1010    1.8405   -0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873   -0.3906    1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0151    1.2518    1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7579   -1.9637    1.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2998   -2.2805    0.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9361   -2.1130   -1.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5040   -1.6245   -1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6606    0.2742   -1.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2202    0.1520   -2.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5578    1.7804   -1.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5804    0.3809   -0.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5073    1.6346    0.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 14  2  1  0
 20 15  1  0
  8  3  1  0
 22 17  1  0
 12  7  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  6
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  6
 16 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
M  END

377
  Mrv0541 02231214382D          

 23 27  0  0  1  0            999 V2000
    1.6254   -0.3211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3930    1.5911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9973   -0.3211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1852    1.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9973    0.4710    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4372    1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3902    3.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3053    0.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5980    3.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7452   -0.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6833   -1.5093    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6833   -0.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9973   -1.9053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4041   -1.9106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3113   -0.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3113   -1.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4104   -2.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9846   -2.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6959   -3.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5905   -1.9106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2987   -3.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5842   -2.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2296   -1.1882    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  2  0  0  0  0
  2  6  1  0  0  0  0
  2  9  1  0  0  0  0
  2 10  1  0  0  0  0
  5  3  1  6  0  0  0
  3 12  1  0  0  0  0
  3 15  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 11 23  1  1  0  0  0
 13 16  1  0  0  0  0
 13 18  2  0  0  0  0
 14 17  1  0  0  0  0
 15 16  1  0  0  0  0
 16 20  2  0  0  0  0
 17 19  1  0  0  0  0
 18 19  1  0  0  0  0
 18 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014521

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CCCC3=C1C(=CC=C3)C(=O)N(C2)[C@@H]1CN2CCC1CC2

> <INCHI_IDENTIFIER>
InChI=1S/C19H24N2O/c22-19-16-6-2-4-14-3-1-5-15(18(14)16)11-21(19)17-12-20-9-7-13(17)8-10-20/h2,4,6,13,15,17H,1,3,5,7-12H2/t15-,17+/m0/s1

> <INCHI_KEY>
CPZBLNMUGSZIPR-DOTOQJQBSA-N

> <FORMULA>
C19H24N2O

> <MOLECULAR_WEIGHT>
296.4067

> <EXACT_MASS>
296.1888634

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
33.87020935970281

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R)-3-[(3S)-1-azabicyclo[2.2.2]octan-3-yl]-3-azatricyclo[7.3.1.0⁵,¹³]trideca-1(12),9(13),10-trien-2-one

> <ALOGPS_LOGP>
2.72

> <JCHEM_LOGP>
2.5460127283333343

> <ALOGPS_LOGS>
-2.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.973688661046908

> <JCHEM_POLAR_SURFACE_AREA>
23.550000000000004

> <JCHEM_REFRACTIVITY>
88.52130000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.64e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
palonosetron

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014521
     RDKit          3D
Palonosetron
 46 50  0  0  0  0  0  0  0  0999 V2000
   -0.1514    2.9335    0.5767 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3176    1.7852    0.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7655    1.6911    0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5891    2.7821    0.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9384    2.6430   -0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4597    1.4056   -0.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6423    0.2748   -0.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2928    0.4403   -0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4516   -0.7883   -0.0540 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2981   -1.8477    0.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3910   -2.2063   -0.3152 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2829   -1.0259   -0.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1912   -0.6155    0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5058    0.6088    0.3935 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813    0.7432    0.0966 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6970    0.3916    1.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9072   -0.2674    0.8008 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4735   -1.5419    0.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7310   -1.3836   -0.9931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3676    0.0545   -1.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7195    0.7411   -1.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5028    0.6023   -0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773    3.7604    0.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5891    3.5167   -0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5169    1.2960   -0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2656   -1.1205   -1.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7100   -1.3574    1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6580   -2.7255    0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9875   -3.0711    0.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8729   -2.4477   -1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1470   -1.1139    0.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7008   -1.0614   -1.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614   -1.4844    0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4808   -0.5538    1.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1010    1.8405   -0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873   -0.3906    1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0151    1.2518    1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7579   -1.9637    1.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2998   -2.2805    0.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9361   -2.1130   -1.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5040   -1.6245   -1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6606    0.2742   -1.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2202    0.1520   -2.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5578    1.7804   -1.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5804    0.3809   -0.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5073    1.6346    0.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 14  2  1  0
 20 15  1  0
  8  3  1  0
 22 17  1  0
 12  7  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  6
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  6
 16 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 377                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       3.034  -0.599   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0       6.334   2.970   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       5.595  -0.599   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       7.812   2.970   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.595   0.879   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.549   1.925   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.195   5.877   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.903   0.879   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.716   5.877   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.858  -0.167   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.875  -2.817   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.875  -1.339   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.595  -3.557   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.221  -3.566   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.314  -1.339   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.314  -2.817   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.233  -5.107   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.571  -5.096   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.899  -5.877   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.969  -3.566   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.291  -5.877   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.957  -5.107   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0       7.895  -2.218   0.000  0.00  0.00           H+0
CONECT    1   15                                                            
CONECT    2    6    9   10                                                  
CONECT    3    5   12   15                                                  
CONECT    4    5    7    8                                                  
CONECT    5    3    4    6                                                  
CONECT    6    2    5                                                       
CONECT    7    4    9                                                       
CONECT    8    4   10                                                       
CONECT    9    2    7                                                       
CONECT   10    2    8                                                       
CONECT   11   12   13   14   23                                             
CONECT   12    3   11                                                       
CONECT   13   11   16   18                                                  
CONECT   14   11   17                                                       
CONECT   15    1    3   16                                                  
CONECT   16   13   15   20                                                  
CONECT   17   14   19                                                       
CONECT   18   13   19   21                                                  
CONECT   19   17   18                                                       
CONECT   20   16   22                                                       
CONECT   21   18   22                                                       
CONECT   22   20   21                                                       
CONECT   23   11                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   54    0
END

COMPND    HMDB0014521
HETATM    1  O1  UNL     1      -0.151   2.934   0.577  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.318   1.785   0.386  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.765   1.691   0.151  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.589   2.782   0.134  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.938   2.643  -0.091  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.460   1.406  -0.299  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.642   0.275  -0.288  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.293   0.440  -0.060  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.452  -0.788  -0.054  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.298  -1.848   0.666  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.391  -2.206  -0.315  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.283  -1.026  -0.522  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.191  -0.615   0.727  1.00  0.00           C  
HETATM   14  N1  UNL     1      -0.506   0.609   0.394  1.00  0.00           N  
HETATM   15  C13 UNL     1      -1.881   0.743   0.097  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.697   0.392   1.317  1.00  0.00           C  
HETATM   17  N2  UNL     1      -3.907  -0.267   0.801  1.00  0.00           N  
HETATM   18  C15 UNL     1      -3.474  -1.542   0.306  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.731  -1.384  -0.993  1.00  0.00           C  
HETATM   20  C17 UNL     1      -2.368   0.055  -1.156  1.00  0.00           C  
HETATM   21  C18 UNL     1      -3.719   0.741  -1.456  1.00  0.00           C  
HETATM   22  C19 UNL     1      -4.503   0.602  -0.152  1.00  0.00           C  
HETATM   23  H1  UNL     1       2.177   3.760   0.299  1.00  0.00           H  
HETATM   24  H2  UNL     1       4.589   3.517  -0.102  1.00  0.00           H  
HETATM   25  H3  UNL     1       5.517   1.296  -0.475  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.266  -1.120  -1.076  1.00  0.00           H  
HETATM   27  H5  UNL     1       2.710  -1.357   1.577  1.00  0.00           H  
HETATM   28  H6  UNL     1       1.658  -2.725   0.910  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.987  -3.071   0.034  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.873  -2.448  -1.283  1.00  0.00           H  
HETATM   31  H9  UNL     1       5.147  -1.114   0.184  1.00  0.00           H  
HETATM   32  H10 UNL     1       4.701  -1.061  -1.563  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.461  -1.484   0.554  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.481  -0.554   1.804  1.00  0.00           H  
HETATM   35  H13 UNL     1      -2.101   1.840  -0.088  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.187  -0.391   1.930  1.00  0.00           H  
HETATM   37  H15 UNL     1      -3.015   1.252   1.906  1.00  0.00           H  
HETATM   38  H16 UNL     1      -2.758  -1.964   1.042  1.00  0.00           H  
HETATM   39  H17 UNL     1      -4.300  -2.280   0.221  1.00  0.00           H  
HETATM   40  H18 UNL     1      -1.936  -2.113  -1.171  1.00  0.00           H  
HETATM   41  H19 UNL     1      -3.504  -1.625  -1.792  1.00  0.00           H  
HETATM   42  H20 UNL     1      -1.661   0.274  -1.955  1.00  0.00           H  
HETATM   43  H21 UNL     1      -4.220   0.152  -2.259  1.00  0.00           H  
HETATM   44  H22 UNL     1      -3.558   1.780  -1.746  1.00  0.00           H  
HETATM   45  H23 UNL     1      -5.580   0.381  -0.352  1.00  0.00           H  
HETATM   46  H24 UNL     1      -4.507   1.635   0.293  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   14
CONECT    3    4    4    8
CONECT    4    5   23
CONECT    5    6    6   24
CONECT    6    7   25
CONECT    7    8    8   12
CONECT    8    9
CONECT    9   10   13   26
CONECT   10   11   27   28
CONECT   11   12   29   30
CONECT   12   31   32
CONECT   13   14   33   34
CONECT   14   15
CONECT   15   16   20   35
CONECT   16   17   36   37
CONECT   17   18   22
CONECT   18   19   38   39
CONECT   19   20   40   41
CONECT   20   21   42
CONECT   21   22   43   44
CONECT   22   45   46
END

HMDB0014521
     RDKit          3D
Palonosetron
 46 50  0  0  0  0  0  0  0  0999 V2000
   -0.1514    2.9335    0.5767 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3176    1.7852    0.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7655    1.6911    0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5891    2.7821    0.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9384    2.6430   -0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4597    1.4056   -0.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6423    0.2748   -0.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2928    0.4403   -0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4516   -0.7883   -0.0540 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2981   -1.8477    0.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3910   -2.2063   -0.3152 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2829   -1.0259   -0.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1912   -0.6155    0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5058    0.6088    0.3935 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813    0.7432    0.0966 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6970    0.3916    1.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9072   -0.2674    0.8008 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4735   -1.5419    0.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7310   -1.3836   -0.9931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3676    0.0545   -1.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7195    0.7411   -1.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5028    0.6023   -0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773    3.7604    0.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5891    3.5167   -0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5169    1.2960   -0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2656   -1.1205   -1.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7100   -1.3574    1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6580   -2.7255    0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9875   -3.0711    0.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8729   -2.4477   -1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1470   -1.1139    0.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7008   -1.0614   -1.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614   -1.4844    0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4808   -0.5538    1.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1010    1.8405   -0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873   -0.3906    1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0151    1.2518    1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7579   -1.9637    1.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2998   -2.2805    0.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9361   -2.1130   -1.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5040   -1.6245   -1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6606    0.2742   -1.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2202    0.1520   -2.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5578    1.7804   -1.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5804    0.3809   -0.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5073    1.6346    0.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 14  2  1  0
 20 15  1  0
  8  3  1  0
 22 17  1  0
 12  7  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  6
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  6
 16 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-QHBIQO	HMDB
Palonosetron, (R-(r,s))-isomer	HMDB
Palonosetron, (S-(r,s))-isomer	HMDB
Palonosetron hydrochloride	HMDB
2-(1-Azabicyclo(2.2.2)oct-3-yl)-2,3,3a,4,5,6-hexahydro-1H-benz(de)isoquinolin-1-one	HMDB
Aloxi	HMDB
Palonosetron, (R-(r,r))-isomer	HMDB

Chemical Formula

C₁₉H₂₄N₂O

Average Molecular Weight

296.4067

Monoisotopic Molecular Weight

296.1888634

IUPAC Name

(5R)-3-[(3S)-1-azabicyclo[2.2.2]octan-3-yl]-3-azatricyclo[7.3.1.0⁵,¹³]trideca-1(12),9(13),10-trien-2-one

Traditional Name

palonosetron

CAS Registry Number

119904-90-4

SMILES

[H][C@@]12CCCC3=C1C(=CC=C3)C(=O)N(C2)[C@@H]1CN2CCC1CC2

InChI Identifier

InChI=1S/C19H24N2O/c22-19-16-6-2-4-14-3-1-5-15(18(14)16)11-21(19)17-12-20-9-7-13(17)8-10-20/h2,4,6,13,15,17H,1,3,5,7-12H2/t15-,17+/m0/s1

InChI Key

CPZBLNMUGSZIPR-DOTOQJQBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoquinolones and derivatives. These are aromatic polycyclic compounds containing a ketone bearing isoquinoline moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Isoquinolones and derivatives

Direct Parent

Isoquinolones and derivatives

Alternative Parents

Substituents

Isoquinolone
Tetrahydroisoquinoline
Tetralin
Quinuclidine
Piperidine
Benzenoid
Tertiary carboxylic acid amide
Amino acid or derivatives
Tertiary aliphatic amine
Carboxamide group
Lactam
Tertiary amine
Azacycle
Carboxylic acid derivative
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Amine
Organic oxygen 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: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014521)

Source

Exogenous

Exogenous (HMDB: HMDB0014521)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.46 g/L	Not Available
LogP	2.7	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.46 g/L	ALOGPS
logP	2.72	ALOGPS
logP	2.55	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Basic)	7.97	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	23.55 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	88.52 m³·mol⁻¹	ChemAxon
Polarizability	33.87 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	166.962	31661259
DarkChem	[M-H]-	165.838	31661259
DeepCCS	[M-2H]-	208.759	30932474
DeepCCS	[M+Na]+	184.112	30932474
AllCCS	[M+H]+	171.5	32859911
AllCCS	[M+H-H2O]+	168.4	32859911
AllCCS	[M+NH4]+	174.4	32859911
AllCCS	[M+Na]+	175.2	32859911
AllCCS	[M-H]-	175.7	32859911
AllCCS	[M+Na-2H]-	175.3	32859911
AllCCS	[M+HCOO]-	174.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.96 minutes	32390414
Predicted by Siyang on May 30, 2022	9.7698 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.69 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	101.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1041.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	184.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	152.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	89.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	290.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	343.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	579.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	724.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	296.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1097.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	217.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	256.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	521.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	288.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	134.3 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Palonosetron GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a59-1930000000-313ee8b58bac090cf92b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Palonosetron GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Palonosetron GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Palonosetron 10V, Positive-QTOF	splash10-0002-0390000000-1f369979b1f72a5ee284	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palonosetron 20V, Positive-QTOF	splash10-03di-0900000000-fb9aedbacdd6c36fc28f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palonosetron 40V, Positive-QTOF	splash10-03di-1900000000-c3e8de8e1e3144a09111	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palonosetron 10V, Negative-QTOF	splash10-0002-0090000000-863b9de7abaa4a8faed6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palonosetron 20V, Negative-QTOF	splash10-0002-0290000000-bc7a738473feda7daae8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palonosetron 40V, Negative-QTOF	splash10-0bwi-0920000000-8186e5fa7f2e00ab5822	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palonosetron 10V, Positive-QTOF	splash10-0002-0090000000-7a52ccd6b13581152274	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palonosetron 20V, Positive-QTOF	splash10-01ot-0890000000-255810544f96c817dc6b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palonosetron 40V, Positive-QTOF	splash10-03dj-0910000000-12f66bfb13295bb786d3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palonosetron 10V, Negative-QTOF	splash10-0002-0090000000-6097eef1edfc41faed9b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palonosetron 20V, Negative-QTOF	splash10-0002-0090000000-6097eef1edfc41faed9b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palonosetron 40V, Negative-QTOF	splash10-000i-0930000000-066882119f6fe95ff3f5	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00377	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00377	21059682	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

130656

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Palonosetron

METLIN ID

Not Available

PubChem Compound

148211

PDB ID

Not Available

ChEBI ID

812387

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

Stoltz R, Parisi S, Shah A, Macciocchi A: Pharmacokinetics, metabolism and excretion of intravenous [l4C]-palonosetron in healthy human volunteers. Biopharm Drug Dispos. 2004 Nov;25(8):329-37. [PubMed:15378559 ]
Stoltz R, Cyong JC, Shah A, Parisi S: Pharmacokinetic and safety evaluation of palonosetron, a 5-hydroxytryptamine-3 receptor antagonist, in U.S. and Japanese healthy subjects. J Clin Pharmacol. 2004 May;44(5):520-31. [PubMed:15102873 ]
Rubenstein EB: Palonosetron: a unique 5-HT3 receptor antagonist indicated for the prevention of acute and delayed chemotherapy-induced nausea and vomiting. Clin Adv Hematol Oncol. 2004 May;2(5):284-9. [PubMed:16163194 ]
De Leon A: Palonosetron (Aloxi): a second-generation 5-HT(3) receptor antagonist for chemotherapy-induced nausea and vomiting. Proc (Bayl Univ Med Cent). 2006 Oct;19(4):413-6. [PubMed:17106506 ]
Yang LP, Scott LJ: Palonosetron: in the prevention of nausea and vomiting. Drugs. 2009 Nov 12;69(16):2257-78. doi: 10.2165/11200980-000000000-00000. [PubMed:19852528 ]
Siddiqui MA, Scott LJ: Palonosetron. Drugs. 2004;64(10):1125-32; discussion 1133-4. [PubMed:15139789 ]
Eisenberg P, MacKintosh FR, Ritch P, Cornett PA, Macciocchi A: Efficacy, safety and pharmacokinetics of palonosetron in patients receiving highly emetogenic cisplatin-based chemotherapy: a dose-ranging clinical study. Ann Oncol. 2004 Feb;15(2):330-7. [PubMed:14760130 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Stoltz R, Parisi S, Shah A, Macciocchi A: Pharmacokinetics, metabolism and excretion of intravenous [l4C]-palonosetron in healthy human volunteers. Biopharm Drug Dispos. 2004 Nov;25(8):329-37. [PubMed:15378559 ]
Stoltz R, Cyong JC, Shah A, Parisi S: Pharmacokinetic and safety evaluation of palonosetron, a 5-hydroxytryptamine-3 receptor antagonist, in U.S. and Japanese healthy subjects. J Clin Pharmacol. 2004 May;44(5):520-31. [PubMed:15102873 ]

Enzyme Details

2. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Stoltz R, Parisi S, Shah A, Macciocchi A: Pharmacokinetics, metabolism and excretion of intravenous [l4C]-palonosetron in healthy human volunteers. Biopharm Drug Dispos. 2004 Nov;25(8):329-37. [PubMed:15378559 ]
Stoltz R, Cyong JC, Shah A, Parisi S: Pharmacokinetic and safety evaluation of palonosetron, a 5-hydroxytryptamine-3 receptor antagonist, in U.S. and Japanese healthy subjects. J Clin Pharmacol. 2004 May;44(5):520-31. [PubMed:15102873 ]
Janicki PK: Cytochrome P450 2D6 metabolism and 5-hydroxytryptamine type 3 receptor antagonists for postoperative nausea and vomiting. Med Sci Monit. 2005 Oct;11(10):RA322-8. Epub 2005 Sep 26. [PubMed:16192915 ]

Enzyme Details

3. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Stoltz R, Parisi S, Shah A, Macciocchi A: Pharmacokinetics, metabolism and excretion of intravenous [l4C]-palonosetron in healthy human volunteers. Biopharm Drug Dispos. 2004 Nov;25(8):329-37. [PubMed:15378559 ]
Stoltz R, Cyong JC, Shah A, Parisi S: Pharmacokinetic and safety evaluation of palonosetron, a 5-hydroxytryptamine-3 receptor antagonist, in U.S. and Japanese healthy subjects. J Clin Pharmacol. 2004 May;44(5):520-31. [PubMed:15102873 ]

Enzyme Details

4. 5-hydroxytryptamine receptor 3A

General function:: Involved in extracellular ligand-gated ion channel activity
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. This receptor is a ligand-gated ion channel, which when activated causes fast, depolarizing responses in neurons. It is a cation-specific, but otherwise relatively nonselective, ion channel
Gene Name:: HTR3A
Uniprot ID:: P46098
Molecular weight:: 55279.8

References

Hesketh PJ: New treatment options for chemotherapy-induced nausea and vomiting. Support Care Cancer. 2004 Aug;12(8):550-4. Epub 2004 Jun 30. [PubMed:15232725 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Grunberg SM, Koeller JM: Palonosetron: a unique 5-HT3-receptor antagonist for the prevention of chemotherapy-induced emesis. Expert Opin Pharmacother. 2003 Dec;4(12):2297-303. [PubMed:14640928 ]
Rubenstein EB: Palonosetron: a unique 5-HT3 receptor antagonist indicated for the prevention of acute and delayed chemotherapy-induced nausea and vomiting. Clin Adv Hematol Oncol. 2004 May;2(5):284-9. [PubMed:16163194 ]
Eisenberg P, Figueroa-Vadillo J, Zamora R, Charu V, Hajdenberg J, Cartmell A, Macciocchi A, Grunberg S: Improved prevention of moderately emetogenic chemotherapy-induced nausea and vomiting with palonosetron, a pharmacologically novel 5-HT3 receptor antagonist: results of a phase III, single-dose trial versus dolasetron. Cancer. 2003 Dec 1;98(11):2473-82. [PubMed:14635083 ]
Stoltz R, Cyong JC, Shah A, Parisi S: Pharmacokinetic and safety evaluation of palonosetron, a 5-hydroxytryptamine-3 receptor antagonist, in U.S. and Japanese healthy subjects. J Clin Pharmacol. 2004 May;44(5):520-31. [PubMed:15102873 ]
De Leon A: Palonosetron (Aloxi): a second-generation 5-HT(3) receptor antagonist for chemotherapy-induced nausea and vomiting. Proc (Bayl Univ Med Cent). 2006 Oct;19(4):413-6. [PubMed:17106506 ]
Yang LP, Scott LJ: Palonosetron: in the prevention of nausea and vomiting. Drugs. 2009 Nov 12;69(16):2257-78. doi: 10.2165/11200980-000000000-00000. [PubMed:19852528 ]
Navari RM: Palonosetron: a second-generation 5-hydroxytryptamine receptor antagonist. Future Oncol. 2006 Oct;2(5):591-602. [PubMed:17026451 ]
Gralla R, Lichinitser M, Van Der Vegt S, Sleeboom H, Mezger J, Peschel C, Tonini G, Labianca R, Macciocchi A, Aapro M: Palonosetron improves prevention of chemotherapy-induced nausea and vomiting following moderately emetogenic chemotherapy: results of a double-blind randomized phase III trial comparing single doses of palonosetron with ondansetron. Ann Oncol. 2003 Oct;14(10):1570-7. [PubMed:14504060 ]
Siddiqui MA, Scott LJ: Palonosetron. Drugs. 2004;64(10):1125-32; discussion 1133-4. [PubMed:15139789 ]
Eisenberg P, MacKintosh FR, Ritch P, Cornett PA, Macciocchi A: Efficacy, safety and pharmacokinetics of palonosetron in patients receiving highly emetogenic cisplatin-based chemotherapy: a dose-ranging clinical study. Ann Oncol. 2004 Feb;15(2):330-7. [PubMed:14760130 ]
Stoltz R, Parisi S, Shah A, Macciocchi A: Pharmacokinetics, metabolism and excretion of intravenous [l4C]-palonosetron in healthy human volunteers. Biopharm Drug Dispos. 2004 Nov;25(8):329-37. [PubMed:15378559 ]

Showing metabocard for Palonosetron (HMDB0014521)

MOL for HMDB0014521 (Palonosetron)

3D MOL for HMDB0014521 (Palonosetron)

3D SDF for HMDB0014521 (Palonosetron)

3D-SDF for HMDB0014521 (Palonosetron)

PDB for HMDB0014521 (Palonosetron)

3D PDB for HMDB0014521 (Palonosetron)

SMILES for HMDB0014521 (Palonosetron)

INCHI for HMDB0014521 (Palonosetron)

Structure for HMDB0014521 (Palonosetron)

3D Structure for HMDB0014521 (Palonosetron)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References