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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:54 UTC

HMDB ID

HMDB0015228

Secondary Accession Numbers

HMDB15228

Metabolite Identification

Common Name

Oxamniquine

Description

Oxamniquine, also known as mansil, belongs to the class of organic compounds known as nitroquinolines and derivatives. Nitroquinolines and derivatives are compounds containing a nitro group attached to a quinoline moiety. Oxamniquine is a drug which is used for treatment of schistosomiasis caused by schistosoma mansoni. Based on a literature review a significant number of articles have been published on Oxamniquine.

Structure

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

HMDB0243767
     RDKit          3D
{(2s)-7-Nitro-2-[(Propan-2-Ylamino)methyl]-1,2,3,4-Tetrahydroquinolin-6-Yl}me...
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.8978    1.3075   -1.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1299    0.0515   -0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0547   -0.8109    0.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9332    0.4128    0.0383 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1184   -0.7453    0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8819   -0.3125    1.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0220   -1.5027    1.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8564   -1.8906    0.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7744   -0.7344    0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1077   -0.8744   -0.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9229    0.2369   -0.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3439    0.0013   -0.7835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6270   -1.3741   -0.8046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4284    1.5203   -0.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2504    2.6800   -0.5919 N   0  0  0  0  0  4  0  0  0  0  0  0
   -5.2035    2.6437   -1.3774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9915    3.8456    0.0799 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.0811    1.6607   -0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2741    0.5652    0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1055    0.6666    0.4091 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5601    2.1157   -0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9940    1.1676   -0.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7623    1.5820   -2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8555   -0.5126   -1.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9529   -0.5207    1.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1212   -0.6534   -0.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8576   -1.8945    0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1210    1.0018    0.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -1.2886   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7005   -1.4093    1.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2623    0.0747    2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -2.3656    1.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7028   -1.1528    2.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4307   -2.7921    0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286   -2.0794   -0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5203   -1.8829   -0.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6203    0.4186   -1.7806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9860    0.4556   -0.0284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3192   -1.8083   -1.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6549    2.6503   -0.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6021    1.5468    0.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  2  0
 19 20  1  0
 20  6  1  0
 19  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 18 40  1  0
 20 41  1  0
M  CHG  2  15   1  17  -1
M  END

1096
  Mrv0541 02231215142D          

 20 21  0  0  1  0            999 V2000
    2.3645    1.5348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.7652    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.5277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2454   -0.9688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4219   -0.5504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.9402    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.9929   -0.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9929    0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2454    0.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7058   -0.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1347   -0.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8509   -0.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1316   -1.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  1  0  0  0  0
  2  6  1  0  0  0  0
  3  6  2  0  0  0  0
  4  7  1  0  0  0  0
  4 12  1  0  0  0  0
  5 10  1  0  0  0  0
  5 14  1  0  0  0  0
  6 17  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 12 15  2  0  0  0  0
 13 16  1  0  0  0  0
 14 18  1  0  0  0  0
 14 19  1  0  0  0  0
 15 17  1  0  0  0  0
 16 17  2  0  0  0  0
 16 20  1  0  0  0  0
M  CHG  2   2  -1   6   1
M  END
> <DATABASE_ID>
HMDB0015228

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)NCC1CCC2=CC(CO)=C(C=C2N1)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H21N3O3/c1-9(2)15-7-12-4-3-10-5-11(8-18)14(17(19)20)6-13(10)16-12/h5-6,9,12,15-16,18H,3-4,7-8H2,1-2H3

> <INCHI_KEY>
XCGYUJZMCCFSRP-UHFFFAOYSA-N

> <FORMULA>
C14H21N3O3

> <MOLECULAR_WEIGHT>
279.3348

> <EXACT_MASS>
279.158291553

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
30.187250667650446

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(7-nitro-2-{[(propan-2-yl)amino]methyl}-1,2,3,4-tetrahydroquinolin-6-yl)methanol

> <ALOGPS_LOGP>
1.54

> <JCHEM_LOGP>
1.5718621709999994

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
18.731875471188026

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.552079948416804

> <JCHEM_PKA_STRONGEST_BASIC>
9.900047515795167

> <JCHEM_POLAR_SURFACE_AREA>
90.10999999999999

> <JCHEM_REFRACTIVITY>
79.86500000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oxamniquine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0243767
     RDKit          3D
{(2s)-7-Nitro-2-[(Propan-2-Ylamino)methyl]-1,2,3,4-Tetrahydroquinolin-6-Yl}me...
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.8978    1.3075   -1.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1299    0.0515   -0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0547   -0.8109    0.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9332    0.4128    0.0383 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1184   -0.7453    0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8819   -0.3125    1.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0220   -1.5027    1.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8564   -1.8906    0.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7744   -0.7344    0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1077   -0.8744   -0.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9229    0.2369   -0.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3439    0.0013   -0.7835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6270   -1.3741   -0.8046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4284    1.5203   -0.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2504    2.6800   -0.5919 N   0  0  0  0  0  4  0  0  0  0  0  0
   -5.2035    2.6437   -1.3774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9915    3.8456    0.0799 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.0811    1.6607   -0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2741    0.5652    0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1055    0.6666    0.4091 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5601    2.1157   -0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9940    1.1676   -0.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7623    1.5820   -2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8555   -0.5126   -1.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9529   -0.5207    1.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1212   -0.6534   -0.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8576   -1.8945    0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1210    1.0018    0.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -1.2886   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7005   -1.4093    1.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2623    0.0747    2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -2.3656    1.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7028   -1.1528    2.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4307   -2.7921    0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286   -2.0794   -0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5203   -1.8829   -0.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6203    0.4186   -1.7806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9860    0.4556   -0.0284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3192   -1.8083   -1.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6549    2.6503   -0.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6021    1.5468    0.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  2  0
 19 20  1  0
 20  6  1  0
 19  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 18 40  1  0
 20 41  1  0
M  CHG  2  15   1  17  -1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1096                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       4.414   2.865   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       4.414  -3.295   0.000  0.00  0.00           O-1
HETATM    3  O   UNK     0       3.080  -0.985   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       9.791  -1.808   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      13.854  -1.027   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       4.414  -1.755   0.000  0.00  0.00           N+1
HETATM    7  C   UNK     0      11.187  -1.017   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.187   0.587   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.791   1.379   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.517  -1.792   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.415   0.555   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.415  -0.985   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.081   1.325   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.185  -1.802   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.081  -1.755   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.747   0.555   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.747  -0.985   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.522  -1.038   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.179  -3.342   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.414   1.325   0.000  0.00  0.00           C+0
CONECT    1   20                                                            
CONECT    2    6                                                            
CONECT    3    6                                                            
CONECT    4    7   12                                                       
CONECT    5   10   14                                                       
CONECT    6    2    3   17                                                  
CONECT    7    4    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8   11                                                       
CONECT   10    5    7                                                       
CONECT   11    9   12   13                                                  
CONECT   12    4   11   15                                                  
CONECT   13   11   16                                                       
CONECT   14    5   18   19                                                  
CONECT   15   12   17                                                       
CONECT   16   13   17   20                                                  
CONECT   17    6   15   16                                                  
CONECT   18   14                                                            
CONECT   19   14                                                            
CONECT   20    1   16                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0243767
HETATM    1  C1  UNL     1       4.898   1.307  -1.005  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.130   0.052  -0.680  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.055  -0.811   0.171  1.00  0.00           C  
HETATM    4  N1  UNL     1       2.933   0.413   0.038  1.00  0.00           N  
HETATM    5  C4  UNL     1       2.118  -0.745   0.357  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.882  -0.313   1.118  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.022  -1.503   1.459  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.856  -1.891   0.261  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.774  -0.734   0.027  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.108  -0.874  -0.265  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.923   0.237  -0.470  1.00  0.00           C  
HETATM   12  C11 UNL     1      -5.344   0.001  -0.784  1.00  0.00           C  
HETATM   13  O1  UNL     1      -5.627  -1.374  -0.805  1.00  0.00           O  
HETATM   14  C12 UNL     1      -3.428   1.520  -0.391  1.00  0.00           C  
HETATM   15  N2  UNL     1      -4.250   2.680  -0.592  1.00  0.00           N1+
HETATM   16  O2  UNL     1      -5.204   2.644  -1.377  1.00  0.00           O  
HETATM   17  O3  UNL     1      -3.991   3.846   0.080  1.00  0.00           O1-
HETATM   18  C13 UNL     1      -2.081   1.661  -0.096  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.274   0.565   0.108  1.00  0.00           C  
HETATM   20  N3  UNL     1       0.105   0.667   0.409  1.00  0.00           N  
HETATM   21  H1  UNL     1       4.560   2.116  -0.357  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.994   1.168  -0.854  1.00  0.00           H  
HETATM   23  H3  UNL     1       4.762   1.582  -2.079  1.00  0.00           H  
HETATM   24  H4  UNL     1       3.855  -0.513  -1.576  1.00  0.00           H  
HETATM   25  H5  UNL     1       4.953  -0.521   1.251  1.00  0.00           H  
HETATM   26  H6  UNL     1       6.121  -0.653  -0.117  1.00  0.00           H  
HETATM   27  H7  UNL     1       4.858  -1.895   0.028  1.00  0.00           H  
HETATM   28  H8  UNL     1       3.121   1.002   0.872  1.00  0.00           H  
HETATM   29  H9  UNL     1       1.787  -1.289  -0.529  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.701  -1.409   1.029  1.00  0.00           H  
HETATM   31  H11 UNL     1       1.262   0.075   2.093  1.00  0.00           H  
HETATM   32  H12 UNL     1       0.604  -2.366   1.820  1.00  0.00           H  
HETATM   33  H13 UNL     1      -0.703  -1.153   2.242  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.431  -2.792   0.560  1.00  0.00           H  
HETATM   35  H15 UNL     1      -0.229  -2.079  -0.638  1.00  0.00           H  
HETATM   36  H16 UNL     1      -3.520  -1.883  -0.333  1.00  0.00           H  
HETATM   37  H17 UNL     1      -5.620   0.419  -1.781  1.00  0.00           H  
HETATM   38  H18 UNL     1      -5.986   0.456  -0.028  1.00  0.00           H  
HETATM   39  H19 UNL     1      -5.319  -1.808  -1.634  1.00  0.00           H  
HETATM   40  H20 UNL     1      -1.655   2.650  -0.026  1.00  0.00           H  
HETATM   41  H21 UNL     1       0.602   1.547   0.079  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4   24
CONECT    3   25   26   27
CONECT    4    5   28
CONECT    5    6   29   30
CONECT    6    7   20   31
CONECT    7    8   32   33
CONECT    8    9   34   35
CONECT    9   10   10   19
CONECT   10   11   36
CONECT   11   12   14   14
CONECT   12   13   37   38
CONECT   13   39
CONECT   14   15   18
CONECT   15   16   16   17
CONECT   18   19   19   40
CONECT   19   20
CONECT   20   41
END

HMDB0243767
     RDKit          3D
{(2s)-7-Nitro-2-[(Propan-2-Ylamino)methyl]-1,2,3,4-Tetrahydroquinolin-6-Yl}me...
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.8978    1.3075   -1.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1299    0.0515   -0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0547   -0.8109    0.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9332    0.4128    0.0383 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1184   -0.7453    0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8819   -0.3125    1.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0220   -1.5027    1.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8564   -1.8906    0.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7744   -0.7344    0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1077   -0.8744   -0.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9229    0.2369   -0.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3439    0.0013   -0.7835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6270   -1.3741   -0.8046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4284    1.5203   -0.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2504    2.6800   -0.5919 N   0  0  0  0  0  4  0  0  0  0  0  0
   -5.2035    2.6437   -1.3774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9915    3.8456    0.0799 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.0811    1.6607   -0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2741    0.5652    0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1055    0.6666    0.4091 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5601    2.1157   -0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9940    1.1676   -0.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7623    1.5820   -2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8555   -0.5126   -1.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9529   -0.5207    1.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1212   -0.6534   -0.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8576   -1.8945    0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1210    1.0018    0.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -1.2886   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7005   -1.4093    1.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2623    0.0747    2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -2.3656    1.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7028   -1.1528    2.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4307   -2.7921    0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286   -2.0794   -0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5203   -1.8829   -0.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6203    0.4186   -1.7806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9860    0.4556   -0.0284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3192   -1.8083   -1.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6549    2.6503   -0.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6021    1.5468    0.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  2  0
 19 20  1  0
 20  6  1  0
 19  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 18 40  1  0
 20 41  1  0
M  CHG  2  15   1  17  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Mansil	Kegg
Vansil	Kegg
Oxaminiquine	HMDB
Oxamniquine	MeSH

Chemical Formula

C₁₄H₂₁N₃O₃

Average Molecular Weight

279.3348

Monoisotopic Molecular Weight

279.158291553

IUPAC Name

(7-nitro-2-{[(propan-2-yl)amino]methyl}-1,2,3,4-tetrahydroquinolin-6-yl)methanol

Traditional Name

oxamniquine

CAS Registry Number

21738-42-1

SMILES

CC(C)NCC1CCC2=CC(CO)=C(C=C2N1)[N+]([O-])=O

InChI Identifier

InChI=1S/C14H21N3O3/c1-9(2)15-7-12-4-3-10-5-11(8-18)14(17(19)20)6-13(10)16-12/h5-6,9,12,15-16,18H,3-4,7-8H2,1-2H3

InChI Key

XCGYUJZMCCFSRP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitroquinolines and derivatives. Nitroquinolines and derivatives are compounds containing a nitro group attached to a quinoline moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Nitroquinolines and derivatives

Direct Parent

Nitroquinolines and derivatives

Alternative Parents

Substituents

Nitroquinoline
Tetrahydroquinoline
Nitroaromatic compound
Secondary aliphatic/aromatic amine
Aralkylamine
Benzenoid
C-nitro compound
Organic nitro compound
Secondary aliphatic amine
Organic oxoazanium
Secondary amine
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Azacycle
Organic oxide
Primary alcohol
Organooxygen compound
Organonitrogen compound
Amine
Aromatic alcohol
Organic zwitterion
Hydrocarbon derivative
Alcohol
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

C-nitro compound (CHEBI:78416 )
quinolines (CHEBI:78416 )
secondary amino compound (CHEBI:78416 )
aromatic primary alcohol (CHEBI:78416 )

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

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	147 - 149 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.12 g/L	Not Available
LogP	1.5	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	1.54	ALOGPS
logP	1.57	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	14.55	ChemAxon
pKa (Strongest Basic)	9.9	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.11 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	79.86 m³·mol⁻¹	ChemAxon
Polarizability	30.19 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	165.129	31661259
DarkChem	[M-H]-	165.028	31661259
DeepCCS	[M+H]+	164.027	30932474
DeepCCS	[M-H]-	160.574	30932474
DeepCCS	[M-2H]-	195.79	30932474
DeepCCS	[M+Na]+	172.081	30932474
AllCCS	[M+H]+	166.7	32859911
AllCCS	[M+H-H2O]+	163.3	32859911
AllCCS	[M+NH4]+	169.8	32859911
AllCCS	[M+Na]+	170.7	32859911
AllCCS	[M-H]-	169.0	32859911
AllCCS	[M+Na-2H]-	169.2	32859911
AllCCS	[M+HCOO]-	169.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Oxamniquine	CC(C)NCC1CCC2=CC(CO)=C(C=C2N1)[N+]([O-])=O	3615.0	Standard polar	33892256
Oxamniquine	CC(C)NCC1CCC2=CC(CO)=C(C=C2N1)[N+]([O-])=O	2402.0	Standard non polar	33892256
Oxamniquine	CC(C)NCC1CCC2=CC(CO)=C(C=C2N1)[N+]([O-])=O	2600.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Oxamniquine,1TMS,isomer #1	CC(C)NCC1CCC2=CC(CO[Si](C)(C)C)=C([N+](=O)[O-])C=C2N1	2499.2	Semi standard non polar	33892256
Oxamniquine,1TMS,isomer #2	CC(C)N(CC1CCC2=CC(CO)=C([N+](=O)[O-])C=C2N1)[Si](C)(C)C	2588.8	Semi standard non polar	33892256
Oxamniquine,1TMS,isomer #3	CC(C)NCC1CCC2=CC(CO)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C	2411.2	Semi standard non polar	33892256
Oxamniquine,2TMS,isomer #1	CC(C)N(CC1CCC2=CC(CO[Si](C)(C)C)=C([N+](=O)[O-])C=C2N1)[Si](C)(C)C	2563.7	Semi standard non polar	33892256
Oxamniquine,2TMS,isomer #1	CC(C)N(CC1CCC2=CC(CO[Si](C)(C)C)=C([N+](=O)[O-])C=C2N1)[Si](C)(C)C	2679.2	Standard non polar	33892256
Oxamniquine,2TMS,isomer #1	CC(C)N(CC1CCC2=CC(CO[Si](C)(C)C)=C([N+](=O)[O-])C=C2N1)[Si](C)(C)C	3149.3	Standard polar	33892256
Oxamniquine,2TMS,isomer #2	CC(C)NCC1CCC2=CC(CO[Si](C)(C)C)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C	2421.5	Semi standard non polar	33892256
Oxamniquine,2TMS,isomer #2	CC(C)NCC1CCC2=CC(CO[Si](C)(C)C)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C	2596.0	Standard non polar	33892256
Oxamniquine,2TMS,isomer #2	CC(C)NCC1CCC2=CC(CO[Si](C)(C)C)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C	2873.6	Standard polar	33892256
Oxamniquine,2TMS,isomer #3	CC(C)N(CC1CCC2=CC(CO)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C)[Si](C)(C)C	2467.2	Semi standard non polar	33892256
Oxamniquine,2TMS,isomer #3	CC(C)N(CC1CCC2=CC(CO)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C)[Si](C)(C)C	2734.7	Standard non polar	33892256
Oxamniquine,2TMS,isomer #3	CC(C)N(CC1CCC2=CC(CO)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C)[Si](C)(C)C	2967.0	Standard polar	33892256
Oxamniquine,3TMS,isomer #1	CC(C)N(CC1CCC2=CC(CO[Si](C)(C)C)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C)[Si](C)(C)C	2533.2	Semi standard non polar	33892256
Oxamniquine,3TMS,isomer #1	CC(C)N(CC1CCC2=CC(CO[Si](C)(C)C)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C)[Si](C)(C)C	2789.4	Standard non polar	33892256
Oxamniquine,3TMS,isomer #1	CC(C)N(CC1CCC2=CC(CO[Si](C)(C)C)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C)[Si](C)(C)C	2782.8	Standard polar	33892256
Oxamniquine,1TBDMS,isomer #1	CC(C)NCC1CCC2=CC(CO[Si](C)(C)C(C)(C)C)=C([N+](=O)[O-])C=C2N1	2708.3	Semi standard non polar	33892256
Oxamniquine,1TBDMS,isomer #2	CC(C)N(CC1CCC2=CC(CO)=C([N+](=O)[O-])C=C2N1)[Si](C)(C)C(C)(C)C	2849.2	Semi standard non polar	33892256
Oxamniquine,1TBDMS,isomer #3	CC(C)NCC1CCC2=CC(CO)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C(C)(C)C	2676.4	Semi standard non polar	33892256
Oxamniquine,2TBDMS,isomer #1	CC(C)N(CC1CCC2=CC(CO[Si](C)(C)C(C)(C)C)=C([N+](=O)[O-])C=C2N1)[Si](C)(C)C(C)(C)C	3027.6	Semi standard non polar	33892256
Oxamniquine,2TBDMS,isomer #1	CC(C)N(CC1CCC2=CC(CO[Si](C)(C)C(C)(C)C)=C([N+](=O)[O-])C=C2N1)[Si](C)(C)C(C)(C)C	3160.2	Standard non polar	33892256
Oxamniquine,2TBDMS,isomer #1	CC(C)N(CC1CCC2=CC(CO[Si](C)(C)C(C)(C)C)=C([N+](=O)[O-])C=C2N1)[Si](C)(C)C(C)(C)C	3274.0	Standard polar	33892256
Oxamniquine,2TBDMS,isomer #2	CC(C)NCC1CCC2=CC(CO[Si](C)(C)C(C)(C)C)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C(C)(C)C	2916.2	Semi standard non polar	33892256
Oxamniquine,2TBDMS,isomer #2	CC(C)NCC1CCC2=CC(CO[Si](C)(C)C(C)(C)C)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C(C)(C)C	3083.2	Standard non polar	33892256
Oxamniquine,2TBDMS,isomer #2	CC(C)NCC1CCC2=CC(CO[Si](C)(C)C(C)(C)C)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C(C)(C)C	3062.2	Standard polar	33892256
Oxamniquine,2TBDMS,isomer #3	CC(C)N(CC1CCC2=CC(CO)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2996.9	Semi standard non polar	33892256
Oxamniquine,2TBDMS,isomer #3	CC(C)N(CC1CCC2=CC(CO)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3216.2	Standard non polar	33892256
Oxamniquine,2TBDMS,isomer #3	CC(C)N(CC1CCC2=CC(CO)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3134.1	Standard polar	33892256
Oxamniquine,3TBDMS,isomer #1	CC(C)N(CC1CCC2=CC(CO[Si](C)(C)C(C)(C)C)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3266.1	Semi standard non polar	33892256
Oxamniquine,3TBDMS,isomer #1	CC(C)N(CC1CCC2=CC(CO[Si](C)(C)C(C)(C)C)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3470.1	Standard non polar	33892256
Oxamniquine,3TBDMS,isomer #1	CC(C)N(CC1CCC2=CC(CO[Si](C)(C)C(C)(C)C)=C([N+](=O)[O-])C=C2N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3030.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Oxamniquine GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-4290000000-26820b2602dda372b422	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxamniquine GC-MS (1 TMS) - 70eV, Positive	splash10-00el-7059000000-0486df00275bb05babfb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxamniquine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxamniquine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxamniquine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxamniquine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxamniquine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxamniquine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxamniquine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxamniquine LC-ESI-QTOF , positive-QTOF	splash10-001i-0090000000-cbc05dcd3c76cb5e6dbc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxamniquine LC-ESI-QTOF , positive-QTOF	splash10-00di-0090000000-13f1262c88faee196444	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxamniquine LC-ESI-QTOF , positive-QTOF	splash10-00di-0950000000-082ec38664b574d25a9c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxamniquine LC-ESI-QTOF , positive-QTOF	splash10-00dj-0900000000-781fed8c05ecf56fc5b6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxamniquine LC-ESI-QTOF , positive-QTOF	splash10-006t-0900000000-9e5d872a8378b48f787f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxamniquine , positive-QTOF	splash10-00dj-2910000000-90237e532f4d41c89192	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxamniquine 40V, Positive-QTOF	splash10-00dj-0900000000-6f592e82c12fcbf32988	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxamniquine 40V, Positive-QTOF	splash10-00dj-0900000000-781fed8c05ecf56fc5b6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxamniquine 50V, Positive-QTOF	splash10-006t-0900000000-c6fbb1af7c6e2bdcc2b3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxamniquine 50V, Positive-QTOF	splash10-006t-0900000000-12ee7e983c1bc1a0c6c1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxamniquine 40V, Positive-QTOF	splash10-00dj-0900000000-59cf50ada2529814df50	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxamniquine 50V, Positive-QTOF	splash10-006t-0900000000-9e5d872a8378b48f787f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxamniquine 30V, Positive-QTOF	splash10-00di-0950000000-082ec38664b574d25a9c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxamniquine 10V, Positive-QTOF	splash10-001i-0090000000-cbc05dcd3c76cb5e6dbc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxamniquine 20V, Positive-QTOF	splash10-00di-0090000000-13f1262c88faee196444	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxamniquine 10V, Positive-QTOF	splash10-001i-0090000000-4660df5011f198fa6c74	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxamniquine 20V, Positive-QTOF	splash10-0fk9-1090000000-e66ef42eef39585bc821	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxamniquine 40V, Positive-QTOF	splash10-0006-9110000000-6ada4b677afb226e2f5c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxamniquine 10V, Negative-QTOF	splash10-004i-1090000000-6b38752e9a8cb09df25f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxamniquine 20V, Negative-QTOF	splash10-056r-6090000000-dca977bec43ce6e6f4b7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxamniquine 40V, Negative-QTOF	splash10-0a4i-9000000000-fd142e629b6b79205490	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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 DB01096	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01096	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01096

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4451

KEGG Compound ID

C07341

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Oxamniquine

METLIN ID

Not Available

PubChem Compound

4612

PDB ID

Not Available

ChEBI ID

78416

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

See General references, Filho et. al. for synthesis of oxamniquine methacylate.

Material Safety Data Sheet (MSDS)

Not Available

General References

Filho RP, de Souza Menezes CM, Pinto PL, Paula GA, Brandt CA, da Silveira MA: Design, synthesis, and in vivo evaluation of oxamniquine methacrylate and acrylamide prodrugs. Bioorg Med Chem. 2007 Feb 1;15(3):1229-36. Epub 2006 Nov 16. [PubMed:17134907 ]

Enzymes

Enzyme Details

1. 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

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Showing metabocard for Oxamniquine (HMDB0015228)

MOL for HMDB0015228 (Oxamniquine)

3D MOL for HMDB0015228 (Oxamniquine)

3D SDF for HMDB0015228 (Oxamniquine)

3D-SDF for HMDB0015228 (Oxamniquine)

PDB for HMDB0015228 (Oxamniquine)

3D PDB for HMDB0015228 (Oxamniquine)

SMILES for HMDB0015228 (Oxamniquine)

INCHI for HMDB0015228 (Oxamniquine)

Structure for HMDB0015228 (Oxamniquine)

3D Structure for HMDB0015228 (Oxamniquine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References