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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (10)transporters (2) Show 12 proteins XML

enzymes (10)transporters (2) Show 12 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:34 UTC

HMDB ID

HMDB0014322

Secondary Accession Numbers

HMDB14322

Metabolite Identification

Common Name

Fluvoxamine

Description

Fluvoxamine is an antidepressant which functions pharmacologically as a selective serotonin reuptake inhibitor. Though it is in the same class as other SSRI drugs, it is most often used to treat obsessive-compulsive disorder. Fluvoxamine has been in use in clinical practice since 1983 and has a clinical trial database comprised of approximately 35,000 patients. It was launched in the US in December 1994 and in Japan in June 1999. As of the end of 1995, more than 10 million patients worldwide have been treated with fluvoxamine.

Structure

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

HMDB0014322
     RDKit          3D
Fluvoxamine
 43 43  0  0  0  0  0  0  0  0999 V2000
    6.1245   -0.4724    0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7738   -0.8993    0.7001 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0063    0.0038   -0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5555   -0.4032   -0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9250    0.6161   -1.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5546    0.1836   -1.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4539    0.1753   -0.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7811    1.0542    0.4136 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5182    2.2875    0.7964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0530    3.2938   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2260    3.8558    0.7774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9238    4.8210    0.0578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3188   -1.0052   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0739   -1.8743    0.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8704   -2.9771    0.8593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9160   -3.1787   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7622   -4.3355    0.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0260   -3.9783    0.5474 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2342   -5.1373    1.1850 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7507   -5.0228   -1.0323 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1396   -2.2885   -1.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3372   -1.1792   -1.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7115   -1.2751    1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4435   -0.4186   -0.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1622    0.5090    1.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4120    0.0966   -1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0429    1.0244    0.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4557   -1.3834   -0.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193   -0.3927    0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5814    0.8588   -1.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9170    1.5667   -0.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2653    0.6788   -2.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6821   -0.9423   -1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3934    2.7944   -1.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3215    4.1285   -0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7585    4.2243    1.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8693    2.9094    0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8640    4.5718   -0.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5844    5.7584    0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2530   -1.6710    1.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7159   -3.6966    1.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9532   -2.4087   -1.7716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5344   -0.4720   -1.9930 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  7 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  1  0
 17 20  1  0
 16 21  1  0
 21 22  2  0
 22 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 14 40  1  0
 15 41  1  0
 21 42  1  0
 22 43  1  0
M  END

176
  Mrv0541 02231214292D          

 22 22  0  0  0  0            999 V2000
    3.4115    3.0938    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.0615    3.0938    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    3.9188    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -3.0938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.6188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -3.0938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 19  1  0  0  0  0
  3 19  1  0  0  0  0
  4 13  1  0  0  0  0
  4 21  1  0  0  0  0
  5  6  1  0  0  0  0
  5 20  1  0  0  0  0
  6 11  2  3  0  0  0
  7 22  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 14 17  1  0  0  0  0
 15 18  2  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014322

> <DATABASE_NAME>
hmdb

> <SMILES>
COCCCCC(=NOCCN)C1=CC=C(C=C1)C(F)(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C15H21F3N2O2/c1-21-10-3-2-4-14(20-22-11-9-19)12-5-7-13(8-6-12)15(16,17)18/h5-8H,2-4,9-11,19H2,1H3

> <INCHI_KEY>
CJOFXWAVKWHTFT-UHFFFAOYSA-N

> <FORMULA>
C15H21F3N2O2

> <MOLECULAR_WEIGHT>
318.3346

> <EXACT_MASS>
318.155512541

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
32.44223060664697

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2-aminoethoxy)({5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene})amine

> <ALOGPS_LOGP>
2.89

> <JCHEM_LOGP>
2.7953195803333326

> <ALOGPS_LOGS>
-4.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.163029545122631

> <JCHEM_POLAR_SURFACE_AREA>
56.84

> <JCHEM_REFRACTIVITY>
79.1971

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.34e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
luvox

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014322
     RDKit          3D
Fluvoxamine
 43 43  0  0  0  0  0  0  0  0999 V2000
    6.1245   -0.4724    0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7738   -0.8993    0.7001 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0063    0.0038   -0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5555   -0.4032   -0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9250    0.6161   -1.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5546    0.1836   -1.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4539    0.1753   -0.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7811    1.0542    0.4136 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5182    2.2875    0.7964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0530    3.2938   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2260    3.8558    0.7774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9238    4.8210    0.0578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3188   -1.0052   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0739   -1.8743    0.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8704   -2.9771    0.8593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9160   -3.1787   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7622   -4.3355    0.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0260   -3.9783    0.5474 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2342   -5.1373    1.1850 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7507   -5.0228   -1.0323 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1396   -2.2885   -1.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3372   -1.1792   -1.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7115   -1.2751    1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4435   -0.4186   -0.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1622    0.5090    1.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4120    0.0966   -1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0429    1.0244    0.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4557   -1.3834   -0.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193   -0.3927    0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5814    0.8588   -1.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9170    1.5667   -0.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2653    0.6788   -2.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6821   -0.9423   -1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3934    2.7944   -1.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3215    4.1285   -0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7585    4.2243    1.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8693    2.9094    0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8640    4.5718   -0.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5844    5.7584    0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2530   -1.6710    1.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7159   -3.6966    1.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9532   -2.4087   -1.7716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5344   -0.4720   -1.9930 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  7 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  1  0
 17 20  1  0
 16 21  1  0
 21 22  2  0
 22 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 14 40  1  0
 15 41  1  0
 21 42  1  0
 22 43  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 176                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0       6.368   5.775   0.000  0.00  0.00           F+0
HETATM    2  F   UNK     0       9.448   5.775   0.000  0.00  0.00           F+0
HETATM    3  F   UNK     0       7.908   7.315   0.000  0.00  0.00           F+0
HETATM    4  O   UNK     0      11.909  -5.775   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       6.574  -2.695   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       6.574  -1.155   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       3.907  -5.775   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       9.242  -2.695   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.242  -1.155   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.576  -3.465   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.908  -0.385   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.908   1.155   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.576  -5.005   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.574   1.925   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.242   1.925   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.908   4.235   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.574   3.465   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.242   3.465   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.908   5.775   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.241  -3.465   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.909  -7.315   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.241  -5.005   0.000  0.00  0.00           C+0
CONECT    1   19                                                            
CONECT    2   19                                                            
CONECT    3   19                                                            
CONECT    4   13   21                                                       
CONECT    5    6   20                                                       
CONECT    6    5   11                                                       
CONECT    7   22                                                            
CONECT    8    9   10                                                       
CONECT    9    8   11                                                       
CONECT   10    8   13                                                       
CONECT   11    6    9   12                                                  
CONECT   12   11   14   15                                                  
CONECT   13    4   10                                                       
CONECT   14   12   17                                                       
CONECT   15   12   18                                                       
CONECT   16   17   18   19                                                  
CONECT   17   14   16                                                       
CONECT   18   15   16                                                       
CONECT   19    1    2    3   16                                             
CONECT   20    5   22                                                       
CONECT   21    4                                                            
CONECT   22    7   20                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0014322
HETATM    1  C1  UNL     1       6.124  -0.472   0.625  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.774  -0.899   0.700  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.006   0.004  -0.036  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.556  -0.403  -0.109  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.925   0.616  -1.077  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.555   0.184  -1.408  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.454   0.175  -0.403  1.00  0.00           C  
HETATM    8  N1  UNL     1      -0.781   1.054   0.414  1.00  0.00           N  
HETATM    9  O2  UNL     1      -0.518   2.288   0.796  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.053   3.294  -0.119  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.226   3.856   0.777  1.00  0.00           C  
HETATM   12  N2  UNL     1      -2.924   4.821   0.058  1.00  0.00           N  
HETATM   13  C9  UNL     1      -1.319  -1.005  -0.308  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.074  -1.874   0.717  1.00  0.00           C  
HETATM   15  C11 UNL     1      -1.870  -2.977   0.859  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.916  -3.179  -0.030  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.762  -4.335   0.180  1.00  0.00           C  
HETATM   18  F1  UNL     1      -5.026  -3.978   0.547  1.00  0.00           F  
HETATM   19  F2  UNL     1      -3.234  -5.137   1.185  1.00  0.00           F  
HETATM   20  F3  UNL     1      -3.751  -5.023  -1.032  1.00  0.00           F  
HETATM   21  C14 UNL     1      -3.140  -2.288  -1.055  1.00  0.00           C  
HETATM   22  C15 UNL     1      -2.337  -1.179  -1.205  1.00  0.00           C  
HETATM   23  H1  UNL     1       6.711  -1.275   1.153  1.00  0.00           H  
HETATM   24  H2  UNL     1       6.443  -0.419  -0.431  1.00  0.00           H  
HETATM   25  H3  UNL     1       6.162   0.509   1.142  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.412   0.097  -1.064  1.00  0.00           H  
HETATM   27  H5  UNL     1       4.043   1.024   0.427  1.00  0.00           H  
HETATM   28  H6  UNL     1       2.456  -1.383  -0.590  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.019  -0.393   0.840  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.581   0.859  -1.887  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.917   1.567  -0.427  1.00  0.00           H  
HETATM   32  H10 UNL     1       0.265   0.679  -2.387  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.682  -0.942  -1.824  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.393   2.794  -1.001  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.322   4.128  -0.257  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.759   4.224   1.682  1.00  0.00           H  
HETATM   37  H15 UNL     1      -2.869   2.909   0.961  1.00  0.00           H  
HETATM   38  H16 UNL     1      -3.864   4.572  -0.233  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.584   5.758   0.005  1.00  0.00           H  
HETATM   40  H18 UNL     1      -0.253  -1.671   1.432  1.00  0.00           H  
HETATM   41  H19 UNL     1      -1.716  -3.697   1.648  1.00  0.00           H  
HETATM   42  H20 UNL     1      -3.953  -2.409  -1.772  1.00  0.00           H  
HETATM   43  H21 UNL     1      -2.534  -0.472  -1.993  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8    8   13
CONECT    8    9
CONECT    9   10
CONECT   10   11   34   35
CONECT   11   12   36   37
CONECT   12   38   39
CONECT   13   14   14   22
CONECT   14   15   40
CONECT   15   16   16   41
CONECT   16   17   21
CONECT   17   18   19   20
CONECT   21   22   22   42
CONECT   22   43
END

HMDB0014322
     RDKit          3D
Fluvoxamine
 43 43  0  0  0  0  0  0  0  0999 V2000
    6.1245   -0.4724    0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7738   -0.8993    0.7001 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0063    0.0038   -0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5555   -0.4032   -0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9250    0.6161   -1.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5546    0.1836   -1.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4539    0.1753   -0.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7811    1.0542    0.4136 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5182    2.2875    0.7964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0530    3.2938   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2260    3.8558    0.7774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9238    4.8210    0.0578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3188   -1.0052   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0739   -1.8743    0.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8704   -2.9771    0.8593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9160   -3.1787   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7622   -4.3355    0.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0260   -3.9783    0.5474 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2342   -5.1373    1.1850 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7507   -5.0228   -1.0323 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1396   -2.2885   -1.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3372   -1.1792   -1.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7115   -1.2751    1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4435   -0.4186   -0.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1622    0.5090    1.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4120    0.0966   -1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0429    1.0244    0.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4557   -1.3834   -0.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193   -0.3927    0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5814    0.8588   -1.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9170    1.5667   -0.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2653    0.6788   -2.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6821   -0.9423   -1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3934    2.7944   -1.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3215    4.1285   -0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7585    4.2243    1.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8693    2.9094    0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8640    4.5718   -0.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5844    5.7584    0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2530   -1.6710    1.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7159   -3.6966    1.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9532   -2.4087   -1.7716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5344   -0.4720   -1.9930 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  7 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  1  0
 17 20  1  0
 16 21  1  0
 21 22  2  0
 22 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 14 40  1  0
 15 41  1  0
 21 42  1  0
 22 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Fluvoxamine maleate	HMDB
Fluvoxamine-CR	HMDB
Floxyfral	HMDB
Novo-fluvoxamine	HMDB
Novopharm brand OF fluvoxamine maleate	HMDB
PMS-Fluvoxamine	HMDB
Neuraxpharm brand OF fluvoxamine maleate	HMDB
Declimed brand OF fluvoxamine maleate	HMDB
Desiflu	HMDB
Dumirox	HMDB
Fluvoxadura	HMDB
Fluvoxamin stada	HMDB
Fluvoxamin beta	HMDB
Fluvoxamin-ratiopharm	HMDB
Fluvoxamina geminis	HMDB
Geminis, fluvoxamina	HMDB
Luvox	HMDB
Nu fluvoxamine	HMDB
Nu-pharm brand OF fluvoxamine maleate	HMDB
PMS Fluvoxamine	HMDB
Pharmascience brand OF fluvoxamine maleate	HMDB
Solvay brand OF fluvoxamine maleate	HMDB
Stadapharm brand OF fluvoxamine maleate	HMDB
Aliud brand OF fluvoxamine maleate	HMDB
Faverin	HMDB
Fevarin	HMDB
Fluvoxamin al	HMDB
Fluvoxamine maleate, (e)-isomer	HMDB
Geminis brand OF fluvoxamine maleate	HMDB
Nu-fluvoxamine	HMDB
Betapharm brand OF fluvoxamine maleate	HMDB
Ratio fluvoxamine	HMDB
Fluvoxamin neuraxpharm	HMDB
Fluvoxamin ratiopharm	HMDB
Fluvoxamin-neuraxpharm	HMDB
Fluvoxamine, (Z)-isomer	HMDB
Merck dura brand OF fluvoxamine maleate	HMDB
Novo fluvoxamine	HMDB
Nu pharm brand OF fluvoxamine maleate	HMDB
Ratiopharm brand OF fluvoxamine maleate	HMDB
Ratio-fluvoxamine	HMDB

Chemical Formula

C₁₅H₂₁F₃N₂O₂

Average Molecular Weight

318.3346

Monoisotopic Molecular Weight

318.155512541

IUPAC Name

(2-aminoethoxy)({5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene})amine

Traditional Name

luvox

CAS Registry Number

54739-18-3

SMILES

COCCCCC(=NOCCN)C1=CC=C(C=C1)C(F)(F)F

InChI Identifier

InChI=1S/C15H21F3N2O2/c1-21-10-3-2-4-14(20-22-11-9-19)12-5-7-13(8-6-12)15(16,17)18/h5-8H,2-4,9-11,19H2,1H3

InChI Key

CJOFXWAVKWHTFT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trifluoromethylbenzenes. These are organofluorine compounds that contain a benzene ring substituted with one or more trifluoromethyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Trifluoromethylbenzenes

Direct Parent

Trifluoromethylbenzenes

Alternative Parents

Substituents

Trifluoromethylbenzene
Dialkyl ether
Ether
Alkyl fluoride
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Primary aliphatic amine
Organic oxygen compound
Organic nitrogen compound
Amine
Alkyl halide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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: HMDB0014322)

Source

Exogenous

Exogenous (HMDB: HMDB0014322)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

Antidepressant (HMDB: HMDB0014322)

Pharmaceutical industry

Anxiolytic drug (HMDB: HMDB0014322)

Biological role

Serotonin uptake inhibitor (HMDB: HMDB0014322)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	120 - 122.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0073 g/L	Not Available
LogP	3.2	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	177.0	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0073 g/L	ALOGPS
logP	2.89	ALOGPS
logP	2.8	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	9.16	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	56.84 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	79.2 m³·mol⁻¹	ChemAxon
Polarizability	32.44 Å³	ChemAxon
Number of Rings	1	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]+	178.853	30932474
DeepCCS	[M-H]-	176.33	30932474
DeepCCS	[M-2H]-	209.506	30932474
DeepCCS	[M+Na]+	185.424	30932474
AllCCS	[M+H]+	173.5	32859911
AllCCS	[M+H-H2O]+	170.4	32859911
AllCCS	[M+NH4]+	176.4	32859911
AllCCS	[M+Na]+	177.3	32859911
AllCCS	[M-H]-	174.1	32859911
AllCCS	[M+Na-2H]-	174.6	32859911
AllCCS	[M+HCOO]-	175.2	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.	4.63 minutes	32390414
Predicted by Siyang on May 30, 2022	13.2564 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.91 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	42.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2128.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	317.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	176.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	187.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	188.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	545.6 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	512.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	135.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1170.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	476.7 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	1201.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	369.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	358.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	261.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	136.5 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	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fluvoxamine	COCCCCC(=NOCCN)C1=CC=C(C=C1)C(F)(F)F	2316.3	Standard polar	33892256
Fluvoxamine	COCCCCC(=NOCCN)C1=CC=C(C=C1)C(F)(F)F	2065.0	Standard non polar	33892256
Fluvoxamine	COCCCCC(=NOCCN)C1=CC=C(C=C1)C(F)(F)F	1903.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fluvoxamine,1TMS,isomer #1	COCCCCC(=NOCCN[Si](C)(C)C)C1=CC=C(C(F)(F)F)C=C1	2037.1	Semi standard non polar	33892256
Fluvoxamine,1TMS,isomer #1	COCCCCC(=NOCCN[Si](C)(C)C)C1=CC=C(C(F)(F)F)C=C1	2161.3	Standard non polar	33892256
Fluvoxamine,1TMS,isomer #1	COCCCCC(=NOCCN[Si](C)(C)C)C1=CC=C(C(F)(F)F)C=C1	2495.7	Standard polar	33892256
Fluvoxamine,2TMS,isomer #1	COCCCCC(=NOCCN([Si](C)(C)C)[Si](C)(C)C)C1=CC=C(C(F)(F)F)C=C1	2294.3	Semi standard non polar	33892256
Fluvoxamine,2TMS,isomer #1	COCCCCC(=NOCCN([Si](C)(C)C)[Si](C)(C)C)C1=CC=C(C(F)(F)F)C=C1	2257.7	Standard non polar	33892256
Fluvoxamine,2TMS,isomer #1	COCCCCC(=NOCCN([Si](C)(C)C)[Si](C)(C)C)C1=CC=C(C(F)(F)F)C=C1	2412.1	Standard polar	33892256
Fluvoxamine,1TBDMS,isomer #1	COCCCCC(=NOCCN[Si](C)(C)C(C)(C)C)C1=CC=C(C(F)(F)F)C=C1	2259.1	Semi standard non polar	33892256
Fluvoxamine,1TBDMS,isomer #1	COCCCCC(=NOCCN[Si](C)(C)C(C)(C)C)C1=CC=C(C(F)(F)F)C=C1	2321.0	Standard non polar	33892256
Fluvoxamine,1TBDMS,isomer #1	COCCCCC(=NOCCN[Si](C)(C)C(C)(C)C)C1=CC=C(C(F)(F)F)C=C1	2580.6	Standard polar	33892256
Fluvoxamine,2TBDMS,isomer #1	COCCCCC(=NOCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=C(C(F)(F)F)C=C1	2712.5	Semi standard non polar	33892256
Fluvoxamine,2TBDMS,isomer #1	COCCCCC(=NOCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=C(C(F)(F)F)C=C1	2601.2	Standard non polar	33892256
Fluvoxamine,2TBDMS,isomer #1	COCCCCC(=NOCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=C(C(F)(F)F)C=C1	2576.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fluvoxamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000y-9050000000-9f5fd5838cffb95c77dc	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluvoxamine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluvoxamine LC-ESI-qTof , Positive-QTOF	splash10-066r-0179000000-511765bf69bd5c60c543	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluvoxamine , positive-QTOF	splash10-066r-0179000000-511765bf69bd5c60c543	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluvoxamine 30V, Positive-QTOF	splash10-0udi-0390000000-54678a8e243c405d34d3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluvoxamine 40V, Positive-QTOF	splash10-0ue9-0950000000-33c5386b88efe1870f95	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluvoxamine 20V, Positive-QTOF	splash10-0zi0-0090000000-973c1e0254ef4a22f266	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluvoxamine 10V, Positive-QTOF	splash10-014i-0029000000-60e771618139ce10e086	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluvoxamine 50V, Positive-QTOF	splash10-001j-0910000000-865bfd124b5bc4decaea	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluvoxamine 10V, Positive-QTOF	splash10-014l-4097000000-bd73d7b04a9cbd6e10a2	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluvoxamine 20V, Positive-QTOF	splash10-0006-7191000000-b8ff0c1ca5bbe3302bf6	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluvoxamine 40V, Positive-QTOF	splash10-01vx-9260000000-61d88b8b55778271c507	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluvoxamine 10V, Negative-QTOF	splash10-014i-1049000000-16bb56f2edbb8d418047	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluvoxamine 20V, Negative-QTOF	splash10-0a4i-1191000000-aa43007dad9f770e769d	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluvoxamine 40V, Negative-QTOF	splash10-0bvl-9260000000-8b12b73c65cee8c561ed	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluvoxamine 10V, Negative-QTOF	splash10-0ab9-0191000000-77ed45ebfa115b7144ad	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluvoxamine 20V, Negative-QTOF	splash10-0007-1191000000-d6d1a7703d9ab9b76a74	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluvoxamine 40V, Negative-QTOF	splash10-014i-1295000000-6f4d13fd65d715a1afca	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluvoxamine 10V, Positive-QTOF	splash10-014i-0049000000-f8a69edae3c7eaf023f6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluvoxamine 20V, Positive-QTOF	splash10-01oy-2191000000-65e65dd93d8b18225121	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluvoxamine 40V, Positive-QTOF	splash10-054o-6291000000-6ee0b334022ccdcfbf3c	2021-09-24	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 DB00176	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00176	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00176

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4481878

KEGG Compound ID

C07571

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fluvoxamine

METLIN ID

Not Available

PubChem Compound

5324346

PDB ID

FVX

ChEBI ID

5138

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

Dell'Osso B, Allen A, Hollander E: Fluvoxamine: a selective serotonin re-uptake inhibitor for the treatment of obsessive-compulsive disorder. Expert Opin Pharmacother. 2005 Dec;6(15):2727-40. [PubMed:16316311 ]
Irons J: Fluvoxamine in the treatment of anxiety disorders. Neuropsychiatr Dis Treat. 2005 Dec;1(4):289-99. [PubMed:18568110 ]

Only showing the first 10 proteins. There are 12 proteins in total.

Show all enzymes and transporters

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

Baumann P: Pharmacokinetic-pharmacodynamic relationship of the selective serotonin reuptake inhibitors. Clin Pharmacokinet. 1996 Dec;31(6):444-69. [PubMed:8968657 ]
Micallef J, Fakra E, Blin O: [Use of antidepressant drugs in schizophrenic patients with depression]. Encephale. 2006 Mar-Apr;32(2 Pt 1):263-9. [PubMed:16910628 ]
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 ]

Enzyme Details

2. Cytochrome P450 2C9

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. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Micallef J, Fakra E, Blin O: [Use of antidepressant drugs in schizophrenic patients with depression]. Encephale. 2006 Mar-Apr;32(2 Pt 1):263-9. [PubMed:16910628 ]
Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
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 ]

Enzyme Details

3. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Baumann P: Pharmacokinetic-pharmacodynamic relationship of the selective serotonin reuptake inhibitors. Clin Pharmacokinet. 1996 Dec;31(6):444-69. [PubMed:8968657 ]
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 ]

Enzyme Details

4. Cytochrome P450 2E1

General function:: Involved in monooxygenase activity
Specific function:: Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:: CYP2E1
Uniprot ID:: P05181
Molecular weight:: 56848.42

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 ]

Enzyme Details

5. 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

Baumann P: Pharmacokinetic-pharmacodynamic relationship of the selective serotonin reuptake inhibitors. Clin Pharmacokinet. 1996 Dec;31(6):444-69. [PubMed:8968657 ]
Rasmussen BB, Brosen K: Is therapeutic drug monitoring a case for optimizing clinical outcome and avoiding interactions of the selective serotonin reuptake inhibitors? Ther Drug Monit. 2000 Apr;22(2):143-54. [PubMed:10774624 ]
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 ]

Enzyme Details

6. Cytochrome P450 2B6

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. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:: CYP2B6
Uniprot ID:: P20813
Molecular weight:: 56277.81

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 ]

Enzyme Details

7. Cytochrome P450 3A5

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.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

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 ]

Enzyme Details

8. Cytochrome P450 1A1

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.
Gene Name:: CYP1A1
Uniprot ID:: P04798
Molecular weight:: 58164.815

References

Baumann P: Pharmacokinetic-pharmacodynamic relationship of the selective serotonin reuptake inhibitors. Clin Pharmacokinet. 1996 Dec;31(6):444-69. [PubMed:8968657 ]
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 ]

Enzyme Details

9. Cytochrome P450 3A7

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.
Gene Name:: CYP3A7
Uniprot ID:: P24462
Molecular weight:: 57525.03

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 ]

Enzyme Details

10. 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

Rasmussen BB, Nielsen TL, Brosen K: Fluvoxamine is a potent inhibitor of the metabolism of caffeine in vitro. Pharmacol Toxicol. 1998 Dec;83(6):240-5. [PubMed:9868741 ]
Baumann P: Pharmacokinetic-pharmacodynamic relationship of the selective serotonin reuptake inhibitors. Clin Pharmacokinet. 1996 Dec;31(6):444-69. [PubMed:8968657 ]
Brosen K: Drug interactions and the cytochrome P450 system. The role of cytochrome P450 1A2. Clin Pharmacokinet. 1995;29 Suppl 1:20-5. [PubMed:8846619 ]
Micallef J, Fakra E, Blin O: [Use of antidepressant drugs in schizophrenic patients with depression]. Encephale. 2006 Mar-Apr;32(2 Pt 1):263-9. [PubMed:16910628 ]
Rasmussen BB, Brosen K: Is therapeutic drug monitoring a case for optimizing clinical outcome and avoiding interactions of the selective serotonin reuptake inhibitors? Ther Drug Monit. 2000 Apr;22(2):143-54. [PubMed:10774624 ]
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 ]
Yasui-Furukori N, Inoue Y, Kaneko S, Otani K: Determination of fluvoxamine and its metabolite fluvoxamino acid by liquid-liquid extraction and column-switching high-performance liquid chromatography. J Pharm Biomed Anal. 2005 Feb 7;37(1):121-5. [PubMed:15664751 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Mahar Doan KM, Humphreys JE, Webster LO, Wring SA, Shampine LJ, Serabjit-Singh CJ, Adkison KK, Polli JW: Passive permeability and P-glycoprotein-mediated efflux differentiate central nervous system (CNS) and non-CNS marketed drugs. J Pharmacol Exp Ther. 2002 Dec;303(3):1029-37. [PubMed:12438524 ]
Weiss J, Dormann SM, Martin-Facklam M, Kerpen CJ, Ketabi-Kiyanvash N, Haefeli WE: Inhibition of P-glycoprotein by newer antidepressants. J Pharmacol Exp Ther. 2003 Apr;305(1):197-204. [PubMed:12649369 ]

Enzyme Details

2. Sodium-dependent serotonin transporter

General function:: Involved in neurotransmitter:sodium symporter activity
Specific function:: Serotonin transporter whose primary function in the central nervous system involves the regulation of serotonergic signaling via transport of serotonin molecules from the synaptic cleft back into the pre-synaptic terminal for re-utilization. Plays a key role in mediating regulation of the availability of serotonin to other receptors of serotonergic systems. Terminates the action of serotonin and recycles it in a sodium-dependent manner.
Gene Name:: SLC6A4
Uniprot ID:: P31645
Molecular weight:: 70324.165

References

Kakiuchi T, Tsukada H, Fukumoto D, Nishiyama S: Effects of aging on serotonin transporter availability and its response to fluvoxamine in the living brain: PET study with [(11)C](+)McN5652 and [(11)C](-)McN5652 in conscious monkeys. Synapse. 2001 Jun 1;40(3):170-9. [PubMed:11304754 ]
Yoshida K, Ito K, Sato K, Takahashi H, Kamata M, Higuchi H, Shimizu T, Itoh K, Inoue K, Tezuka T, Suzuki T, Ohkubo T, Sugawara K, Otani K: Influence of the serotonin transporter gene-linked polymorphic region on the antidepressant response to fluvoxamine in Japanese depressed patients. Prog Neuropsychopharmacol Biol Psychiatry. 2002 Feb;26(2):383-6. [PubMed:11817517 ]
Miolo G, Caffieri S, Levorato L, Imbesi M, Giusti P, Uz T, Manev R, Manev H: Photoisomerization of fluvoxamine generates an isomer that has reduced activity on the 5-hydroxytryptamine transporter and does not affect cell proliferation. Eur J Pharmacol. 2002 Aug 30;450(3):223-9. [PubMed:12208313 ]
Suhara T, Takano A, Sudo Y, Ichimiya T, Inoue M, Yasuno F, Ikoma Y, Okubo Y: High levels of serotonin transporter occupancy with low-dose clomipramine in comparative occupancy study with fluvoxamine using positron emission tomography. Arch Gen Psychiatry. 2003 Apr;60(4):386-91. [PubMed:12695316 ]
Inoue K: [Analysis and its application for prevention of side-effects of drugs and for evaluation of drug responsiveness]. Yakugaku Zasshi. 2004 Jun;124(6):293-9. [PubMed:15170064 ]
McMahon LR, Cunningham KA: Role of 5-HT(2a) and 5-HT(2B/2C) receptors in the behavioral interactions between serotonin and catecholamine reuptake inhibitors. Neuropsychopharmacology. 2001 Mar;24(3):319-29. [PubMed:11166521 ]
Millan MJ, Veiga S, Girardon S, Brocco M: Blockade of serotonin 5-HT1B and 5-HT2A receptors suppresses the induction of locomotor activity by 5-HT reuptake inhibitors, citalopram and fluvoxamine, in NMRI mice exposed to a novel environment: a comparison to other 5-HT receptor subtypes. Psychopharmacology (Berl). 2003 Aug;168(4):397-409. Epub 2003 Apr 30. [PubMed:12721776 ]
Dell'Osso B, Allen A, Hollander E: Fluvoxamine: a selective serotonin re-uptake inhibitor for the treatment of obsessive-compulsive disorder. Expert Opin Pharmacother. 2005 Dec;6(15):2727-40. [PubMed:16316311 ]
Irons J: Fluvoxamine in the treatment of anxiety disorders. Neuropsychiatr Dis Treat. 2005 Dec;1(4):289-99. [PubMed:18568110 ]
Williams K, Wheeler DM, Silove N, Hazell P: Selective serotonin reuptake inhibitors (SSRIs) for autism spectrum disorders (ASD). Cochrane Database Syst Rev. 2010 Aug 4;(8):CD004677. doi: 10.1002/14651858.CD004677.pub2. [PubMed:20687077 ]

Only showing the first 10 proteins. There are 12 proteins in total.

Show all enzymes and transporters

Showing metabocard for Fluvoxamine (HMDB0014322)

MOL for HMDB0014322 (Fluvoxamine)

3D MOL for HMDB0014322 (Fluvoxamine)

3D SDF for HMDB0014322 (Fluvoxamine)

3D-SDF for HMDB0014322 (Fluvoxamine)

PDB for HMDB0014322 (Fluvoxamine)

3D PDB for HMDB0014322 (Fluvoxamine)

SMILES for HMDB0014322 (Fluvoxamine)

INCHI for HMDB0014322 (Fluvoxamine)

Structure for HMDB0014322 (Fluvoxamine)

3D Structure for HMDB0014322 (Fluvoxamine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References

References

References

References

References

Transporters

References

References