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Showing metabocard for Lamotrigine (HMDB0014695)

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enzymes (3)transporters (1) Show 4 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:50 UTC
Update Date2020-02-26 21:40:10 UTC
HMDB IDHMDB0014695
Secondary Accession Numbers
  • HMDB14695
Metabolite Identification
Common NameLamotrigine
DescriptionLamotrigine is an anticonvulsant drug used in the treatment of epilepsy and bipolar disorder. For epilepsy it is used to treat partial seizures, primary and secondary tonic-clonic seizures, and seizures associated with Lennox-Gastaut syndrome. Lamotrigine also acts as a mood stabilizer. It is the first medication since lithium granted Food and Drug Administration (FDA) approval for the maintenance treatment of bipolar type I. Chemically unrelated to other anticonvulsants, lamotrigine has relatively few side-effects and does not require blood monitoring. The exact way lamotrigine works is unknown. [Wikipedia ]
Structure
Data?1582753210
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0014695 (Lamotrigine)

555
  Mrv0541 02231214462D          

 16 17  0  0  0  0            999 V2000
    4.9509    0.9529    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    2.6029    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.2846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -1.1096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    0.1279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -1.1096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -2.3472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    2.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  2 13  1  0  0  0  0
  3  6  2  0  0  0  0
  3  9  1  0  0  0  0
  4 12  1  0  0  0  0
  4 16  2  0  0  0  0
  5 12  1  0  0  0  0
  6 16  1  0  0  0  0
  7 16  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
  9 12  2  0  0  0  0
 10 13  1  0  0  0  0
 11 14  2  0  0  0  0
 13 15  2  0  0  0  0
 14 15  1  0  0  0  0
M  END
Download

3D MOL for HMDB0014695 (Lamotrigine)

HMDB0014695
     RDKit          3D
Lamotrigine
 23 24  0  0  0  0  0  0  0  0999 V2000
   -4.6978    0.7227   -0.3725 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2927    0.5773   -0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5120    1.6172    0.1823 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2032    1.5286    0.3370 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5381    0.3585    0.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8965    0.2278    0.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4160   -0.6654    1.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8108   -0.7877    1.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6605   -0.0214    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1521    0.8896   -0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2747    1.8610   -1.3790 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8001    0.9811   -0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1223    2.1050   -1.6853 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3041   -0.7123   -0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6101   -1.9344   -0.5672 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6423   -0.5822   -0.4535 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3377    0.2174    0.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1079    1.3287   -1.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390   -1.3209    1.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2422   -1.4831    1.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7515   -0.0874    0.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0628   -2.0754   -1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7827   -2.7448    0.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 14 16  2  0
 16  2  1  0
 12  6  1  0
  1 17  1  0
  1 18  1  0
  7 19  1  0
  8 20  1  0
  9 21  1  0
 15 22  1  0
 15 23  1  0
M  END
Download

3D SDF for HMDB0014695 (Lamotrigine)

555
  Mrv0541 02231214462D          

 16 17  0  0  0  0            999 V2000
    4.9509    0.9529    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    2.6029    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.2846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -1.1096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    0.1279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -1.1096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -2.3472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    2.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  2 13  1  0  0  0  0
  3  6  2  0  0  0  0
  3  9  1  0  0  0  0
  4 12  1  0  0  0  0
  4 16  2  0  0  0  0
  5 12  1  0  0  0  0
  6 16  1  0  0  0  0
  7 16  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
  9 12  2  0  0  0  0
 10 13  1  0  0  0  0
 11 14  2  0  0  0  0
 13 15  2  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014695

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC(N)=C(N=N1)C1=C(Cl)C(Cl)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H7Cl2N5/c10-5-3-1-2-4(6(5)11)7-8(12)14-9(13)16-15-7/h1-3H,(H4,12,13,14,16)

> <INCHI_KEY>
PYZRQGJRPPTADH-UHFFFAOYSA-N

> <FORMULA>
C9H7Cl2N5

> <MOLECULAR_WEIGHT>
256.091

> <EXACT_MASS>
255.007850663

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
23.10429797036266

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(2,3-dichlorophenyl)-1,2,4-triazine-3,5-diamine

> <ALOGPS_LOGP>
1.87

> <JCHEM_LOGP>
1.9265221886666666

> <ALOGPS_LOGS>
-2.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.21539181005468

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.97924095981977

> <JCHEM_PKA_STRONGEST_BASIC>
5.874296269611684

> <JCHEM_POLAR_SURFACE_AREA>
90.71

> <JCHEM_REFRACTIVITY>
66.61970000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
lamotrigine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0014695 (Lamotrigine)

HMDB0014695
     RDKit          3D
Lamotrigine
 23 24  0  0  0  0  0  0  0  0999 V2000
   -4.6978    0.7227   -0.3725 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2927    0.5773   -0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5120    1.6172    0.1823 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2032    1.5286    0.3370 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5381    0.3585    0.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8965    0.2278    0.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4160   -0.6654    1.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8108   -0.7877    1.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6605   -0.0214    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1521    0.8896   -0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2747    1.8610   -1.3790 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8001    0.9811   -0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1223    2.1050   -1.6853 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3041   -0.7123   -0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6101   -1.9344   -0.5672 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6423   -0.5822   -0.4535 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3377    0.2174    0.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1079    1.3287   -1.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390   -1.3209    1.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2422   -1.4831    1.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7515   -0.0874    0.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0628   -2.0754   -1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7827   -2.7448    0.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 14 16  2  0
 16  2  1  0
 12  6  1  0
  1 17  1  0
  1 18  1  0
  7 19  1  0
  8 20  1  0
  9 21  1  0
 15 22  1  0
 15 23  1  0
M  END
Download

PDB for HMDB0014695 (Lamotrigine)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 555                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       9.242   1.779   0.000  0.00  0.00          Cl+0
HETATM    2 Cl   UNK     0       9.242   4.859   0.000  0.00  0.00          Cl+0
HETATM    3  N   UNK     0       7.908  -0.531   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       5.241  -2.071   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       3.907   0.239   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       7.908  -2.071   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       6.574  -4.381   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.574   1.779   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.574   0.239   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.908   2.549   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.241   2.549   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.241  -0.531   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.908   4.089   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.241   4.089   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.574   4.859   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.574  -2.841   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2   13                                                            
CONECT    3    6    9                                                       
CONECT    4   12   16                                                       
CONECT    5   12                                                            
CONECT    6    3   16                                                       
CONECT    7   16                                                            
CONECT    8    9   10   11                                                  
CONECT    9    3    8   12                                                  
CONECT   10    1    8   13                                                  
CONECT   11    8   14                                                       
CONECT   12    4    5    9                                                  
CONECT   13    2   10   15                                                  
CONECT   14   11   15                                                       
CONECT   15   13   14                                                       
CONECT   16    4    6    7                                                  
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END
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3D PDB for HMDB0014695 (Lamotrigine)

COMPND    HMDB0014695
HETATM    1  N1  UNL     1      -4.698   0.723  -0.373  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.293   0.577  -0.217  1.00  0.00           C  
HETATM    3  N2  UNL     1      -2.512   1.617   0.182  1.00  0.00           N  
HETATM    4  N3  UNL     1      -1.203   1.529   0.337  1.00  0.00           N  
HETATM    5  C2  UNL     1      -0.538   0.359   0.099  1.00  0.00           C  
HETATM    6  C3  UNL     1       0.896   0.228   0.219  1.00  0.00           C  
HETATM    7  C4  UNL     1       1.416  -0.665   1.118  1.00  0.00           C  
HETATM    8  C5  UNL     1       2.811  -0.788   1.260  1.00  0.00           C  
HETATM    9  C6  UNL     1       3.661  -0.021   0.505  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.152   0.890  -0.414  1.00  0.00           C  
HETATM   11 CL1  UNL     1       4.275   1.861  -1.379  1.00  0.00          CL  
HETATM   12  C8  UNL     1       1.800   0.981  -0.523  1.00  0.00           C  
HETATM   13 CL2  UNL     1       1.122   2.105  -1.685  1.00  0.00          CL  
HETATM   14  C9  UNL     1      -1.304  -0.712  -0.308  1.00  0.00           C  
HETATM   15  N4  UNL     1      -0.610  -1.934  -0.567  1.00  0.00           N  
HETATM   16  N5  UNL     1      -2.642  -0.582  -0.453  1.00  0.00           N  
HETATM   17  H1  UNL     1      -5.338   0.217   0.268  1.00  0.00           H  
HETATM   18  H2  UNL     1      -5.108   1.329  -1.107  1.00  0.00           H  
HETATM   19  H3  UNL     1       0.839  -1.321   1.768  1.00  0.00           H  
HETATM   20  H4  UNL     1       3.242  -1.483   1.967  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.752  -0.087   0.580  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.063  -2.075  -1.352  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.783  -2.745   0.074  1.00  0.00           H  
CONECT    1    2   17   18
CONECT    2    3    3   16
CONECT    3    4
CONECT    4    5    5
CONECT    5    6   14
CONECT    6    7    7   12
CONECT    7    8   19
CONECT    8    9    9   20
CONECT    9   10   21
CONECT   10   11   12   12
CONECT   12   13
CONECT   14   15   16   16
CONECT   15   22   23
END
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SMILES for HMDB0014695 (Lamotrigine)

NC1=NC(N)=C(N=N1)C1=C(Cl)C(Cl)=CC=C1
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INCHI for HMDB0014695 (Lamotrigine)

InChI=1S/C9H7Cl2N5/c10-5-3-1-2-4(6(5)11)7-8(12)14-9(13)16-15-7/h1-3H,(H4,12,13,14,16)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
3,5-Diamino-6-(2,3-dichlorophenyl)-1,2,4-triazineChEBI
LamictalChEBI
LamotriginaChEBI
LamotriginumChEBI
GW 273293HMDB
LabilenoHMDB
3,5-Diamino-6-(2,3-dichlorophenyl)-as-triazineHMDB
BW-430CHMDB
CrisometHMDB
LamiktalHMDB
BW 430CHMDB
Chemical FormulaC9H7Cl2N5
Average Molecular Weight256.091
Monoisotopic Molecular Weight255.007850663
IUPAC Name6-(2,3-dichlorophenyl)-1,2,4-triazine-3,5-diamine
Traditional Namelamotrigine
CAS Registry Number84057-84-1
SMILES
NC1=NC(N)=C(N=N1)C1=C(Cl)C(Cl)=CC=C1
InChI Identifier
InChI=1S/C9H7Cl2N5/c10-5-3-1-2-4(6(5)11)7-8(12)14-9(13)16-15-7/h1-3H,(H4,12,13,14,16)
InChI KeyPYZRQGJRPPTADH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassHalobenzenes
Direct ParentDichlorobenzenes
Alternative Parents
Substituents
  • 1,2-dichlorobenzene
  • Aminotriazine
  • Aryl chloride
  • Aryl halide
  • Triazine
  • Imidolactam
  • 1,2,4-triazine
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Azacycle
  • Amine
  • Primary amine
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organopnictogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point216 - 218 °C (uncorr.)Not Available
Boiling PointNot AvailableNot Available
Water Solubility0.49 g/LNot Available
LogP2.5Not Available
Experimental Spectral Properties

Experimental Collision Cross Sections

PredictorAdduct TypeData SourceCCS Value (Å2)Reference
DeepCCS[M+H]+CBM151.230932474
AllCCS[M+H]+Not Available150.554http://allccs.zhulab.cn/database/detail?ID=AllCCS00000852
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.49 g/LALOGPS
logP10(1.87) g/LALOGPS
logP10(1.93) g/LChemAxon
logS10(-2.7) g/LALOGPS
pKa (Strongest Acidic)14.98ChemAxon
pKa (Strongest Basic)5.87ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area90.71 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity66.62 m³·mol⁻¹ChemAxon
Polarizability23.1 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Kovats Retention Indices

Not Available
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Lamotrigine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-1890000000-760d1195ef5ceae750262017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lamotrigine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lamotrigine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine LC-ESI-qTof , Positive-QTOFsplash10-0a4i-2940000000-1a4f3a098b426ac4febb2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine LC-ESI-QTOF , positive-QTOFsplash10-0a4i-0090000000-0ca7be847ef73a25032b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine LC-ESI-ITFT , positive-QTOFsplash10-0c09-0890000000-f7244245bf6816d03dc72017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine LC-ESI-ITFT , positive-QTOFsplash10-0a4i-0090000000-97d10d3ad5d45edcaeba2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine LC-ESI-ITFT , positive-QTOFsplash10-0a4i-0090000000-b2dbf89c13423bc1b59f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine LC-ESI-ITFT , positive-QTOFsplash10-0a4i-0090000000-d26cb5886894916aa1d82017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine LC-ESI-ITFT , positive-QTOFsplash10-0a4i-0590000000-528845465e0a140f6b602017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine LC-ESI-ITFT , positive-QTOFsplash10-0a4i-0930000000-9a68c83a3573a48cf6c22017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine LC-ESI-ITFT , positive-QTOFsplash10-0kmi-0900000000-bb97e1aecda1747cbf292017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine LC-ESI-ITFT , positive-QTOFsplash10-0a4i-0090000000-97d10d3ad5d45edcaeba2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine LC-ESI-ITFT , positive-QTOFsplash10-0a4i-0090000000-97d10d3ad5d45edcaeba2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine LC-ESI-ITFT , positive-QTOFsplash10-0a4i-0090000000-1e756e80b9a7d4b0dd182017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine LC-ESI-ITFT , positive-QTOFsplash10-0a4i-0490000000-a29a09ef58e19c7e62e12017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine LC-ESI-ITFT , positive-QTOFsplash10-0a4i-0940000000-85279d67921a0106c4e22017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine LC-ESI-ITFT , positive-QTOFsplash10-0kmi-0900000000-eba38744d927d1c39a742017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine LC-ESI-ITFT , positive-QTOFsplash10-0ab9-0790000000-036c53ed1835e3d333482017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine , positive-QTOFsplash10-0a4i-0290000000-26664a56093e292ec5512017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine , positive-QTOFsplash10-0a4i-0190000000-33187897c9fb0b0a178f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Lamotrigine , positive-QTOFsplash10-0a4i-2940000000-1a4f3a098b426ac4febb2017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lamotrigine 10V, Positive-QTOFsplash10-0a4i-0090000000-4283661a0ad9c11f2e422016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lamotrigine 20V, Positive-QTOFsplash10-0a4i-0090000000-7f7abcbaad5c89ee81092016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lamotrigine 40V, Positive-QTOFsplash10-01w0-2490000000-3dbf5856c09bbcdde1842016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lamotrigine 10V, Negative-QTOFsplash10-0udi-0090000000-55f38f4a1708215a25092016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lamotrigine 20V, Negative-QTOFsplash10-0ug0-0090000000-067db3f005caf26c9b9a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lamotrigine 40V, Negative-QTOFsplash10-0006-9010000000-87e51d16bdb0c8facd592016-08-03Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00555 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00555 details
Abnormal Concentrations
Not Available
Predicted Concentrations
BiospecimenValueOriginal ageOriginal sexOriginal conditionComments
Blood0.000 uMAdult (>18 years old)BothNormalPredicted based on drug qualities
Blood0.000 umol/mmol creatinineAdult (>18 years old)BothNormalPredicted based on drug qualities
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00555
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID3741
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkLamotrigine
METLIN IDNot Available
PubChem Compound3878
PDB IDNot Available
ChEBI ID6367
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Jensen TS: Anticonvulsants in neuropathic pain: rationale and clinical evidence. Eur J Pain. 2002;6 Suppl A:61-8. [PubMed:11888243 ]
  2. Barbosa L, Berk M, Vorster M: A double-blind, randomized, placebo-controlled trial of augmentation with lamotrigine or placebo in patients concomitantly treated with fluoxetine for resistant major depressive episodes. J Clin Psychiatry. 2003 Apr;64(4):403-7. [PubMed:12716240 ]
  3. Pappagallo M: Newer antiepileptic drugs: possible uses in the treatment of neuropathic pain and migraine. Clin Ther. 2003 Oct;25(10):2506-38. [PubMed:14667954 ]
  4. Backonja M: Neuromodulating drugs for the symptomatic treatment of neuropathic pain. Curr Pain Headache Rep. 2004 Jun;8(3):212-6. [PubMed:15115640 ]
  5. Tehrani SP, Daryaafzoon M, Bakhtiarian A, Ejtemaeemehr S, Sahraei H: The effects of lamotrigine on the acquisition and expression of morphine-induced place preference in mice. Pak J Biol Sci. 2009 Jan 1;12(1):33-9. [PubMed:19579915 ]

Enzymes

Enzyme Details
1. UDP-glucuronosyltransferase 1-4
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate.
Gene Name:
UGT1A4
Uniprot ID:
P22310
Molecular weight:
60024.535
References
  1. Argikar UA, Senekeo-Effenberger K, Larson EE, Tukey RH, Remmel RP: Studies on induction of lamotrigine metabolism in transgenic UGT1 mice. Xenobiotica. 2009 Nov;39(11):826-35. doi: 10.3109/00498250903188985. [PubMed:19845433 ]
  2. Chen H, Yang K, Choi S, Fischer JH, Jeong H: Up-regulation of UDP-glucuronosyltransferase (UGT) 1A4 by 17beta-estradiol: a potential mechanism of increased lamotrigine elimination in pregnancy. Drug Metab Dispos. 2009 Sep;37(9):1841-7. doi: 10.1124/dmd.109.026609. Epub 2009 Jun 22. [PubMed:19546240 ]
  3. Argikar UA, Remmel RP: Variation in glucuronidation of lamotrigine in human liver microsomes. Xenobiotica. 2009 May;39(5):355-63. doi: 10.1080/00498250902745082. [PubMed:19387891 ]
Enzyme Details
2. UDP-glucuronosyltransferase 1-3
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.
Gene Name:
UGT1A3
Uniprot ID:
P35503
Molecular weight:
60337.835
References
  1. Argikar UA, Remmel RP: Variation in glucuronidation of lamotrigine in human liver microsomes. Xenobiotica. 2009 May;39(5):355-63. doi: 10.1080/00498250902745082. [PubMed:19387891 ]
Enzyme Details
3. Sodium channel protein type 2 subunit alpha
General function:
Involved in ion channel activity
Specific function:
Mediates the voltage-dependent sodium ion permeability of excitable membranes. Assuming opened or closed conformations in response to the voltage difference across the membrane, the protein forms a sodium-selective channel through which Na(+) ions may pass in accordance with their electrochemical gradient
Gene Name:
SCN2A
Uniprot ID:
Q99250
Molecular weight:
227972.6
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Lipkind GM, Fozzard HA: Molecular modeling of local anesthetic drug binding by voltage-gated sodium channels. Mol Pharmacol. 2005 Dec;68(6):1611-22. Epub 2005 Sep 20. [PubMed:16174788 ]

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
  1. Luna-Tortos C, Fedrowitz M, Loscher W: Several major antiepileptic drugs are substrates for human P-glycoprotein. Neuropharmacology. 2008 Dec;55(8):1364-75. doi: 10.1016/j.neuropharm.2008.08.032. Epub 2008 Sep 11. [PubMed:18824002 ]