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Showing metabocard for Phenelzine (HMDB0014918)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:50 UTC
Update Date2023-02-21 17:18:19 UTC
HMDB IDHMDB0014918
Secondary Accession Numbers
  • HMDB14918
Metabolite Identification
Common NamePhenelzine
DescriptionPhenelzine is only found in individuals that have used or taken this drug. It is an irreversible non-selective inhibitor of monoamine oxidase. May be used to treat major depressive disorder.Although the exact mechanism of action has not been determined, it appears that the irreversible, nonselective inhibition of MAO by phenelzine relieves depressive symptoms by causing an increase in the levels of serotonin, norepinephrine, and dopamine in the neuron.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0014918 (Phenelzine)

780
  Mrv0541 02231215002D          

 10 10  0  0  0  0            999 V2000
    3.0790    1.3942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.8067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    0.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644   -0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644   -2.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  2  0  0  0  0
  4  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  2  0  0  0  0
  8 10  2  0  0  0  0
  9 10  1  0  0  0  0
M  END
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3D MOL for HMDB0014918 (Phenelzine)

HMDB0014918
     RDKit          3D
Phenelzine
 22 22  0  0  0  0  0  0  0  0999 V2000
    3.7672   -0.4909   -0.6111 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9661    0.0921    0.3622 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5769   -0.1545   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6726    0.4693    1.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7402    0.2099    0.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4359    1.0961   -0.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7380    0.8698   -0.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3908   -0.2675   -0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7370   -1.1683    0.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4336   -0.9157    1.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9943    0.1344   -1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5991   -0.9054   -0.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1069    1.1112    0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3971    0.2570   -1.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4511   -1.2456   -0.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8333   -0.0217    1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8627    1.5571    1.1225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102    1.9913   -0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2942    1.5476   -1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4230   -0.4602   -0.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2169   -2.0843    0.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9075   -1.6217    1.6423 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  6 18  1  0
  7 19  1  0
  8 20  1  0
  9 21  1  0
 10 22  1  0
M  END
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3D SDF for HMDB0014918 (Phenelzine)

780
  Mrv0541 02231215002D          

 10 10  0  0  0  0            999 V2000
    3.0790    1.3942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.8067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    0.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644   -0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644   -2.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  2  0  0  0  0
  4  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  2  0  0  0  0
  8 10  2  0  0  0  0
  9 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014918

> <DATABASE_NAME>
hmdb

> <SMILES>
NNCCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H12N2/c9-10-7-6-8-4-2-1-3-5-8/h1-5,10H,6-7,9H2

> <INCHI_KEY>
RMUCZJUITONUFY-UHFFFAOYSA-N

> <FORMULA>
C8H12N2

> <MOLECULAR_WEIGHT>
136.1943

> <EXACT_MASS>
136.100048394

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
15.80491818632689

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-phenylethyl)hydrazine

> <ALOGPS_LOGP>
1.20

> <JCHEM_LOGP>
1.2030200426666668

> <ALOGPS_LOGS>
-1.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.552264894779207

> <JCHEM_POLAR_SURFACE_AREA>
38.05

> <JCHEM_REFRACTIVITY>
54.263300000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.11e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phenelzine

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0014918 (Phenelzine)

HMDB0014918
     RDKit          3D
Phenelzine
 22 22  0  0  0  0  0  0  0  0999 V2000
    3.7672   -0.4909   -0.6111 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9661    0.0921    0.3622 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5769   -0.1545   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6726    0.4693    1.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7402    0.2099    0.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4359    1.0961   -0.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7380    0.8698   -0.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3908   -0.2675   -0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7370   -1.1683    0.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4336   -0.9157    1.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9943    0.1344   -1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5991   -0.9054   -0.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1069    1.1112    0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3971    0.2570   -1.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4511   -1.2456   -0.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8333   -0.0217    1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8627    1.5571    1.1225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102    1.9913   -0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2942    1.5476   -1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4230   -0.4602   -0.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2169   -2.0843    0.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9075   -1.6217    1.6423 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  6 18  1  0
  7 19  1  0
  8 20  1  0
  9 21  1  0
 10 22  1  0
M  END
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PDB for HMDB0014918 (Phenelzine)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 780                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0       5.747   2.603   0.000  0.00  0.00           N+0
HETATM    2  N   UNK     0       7.081   3.373   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       4.414   0.293   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.414  -1.247   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.747   1.063   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.747  -2.017   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.080  -2.017   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.747  -3.557   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.080  -3.557   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.414  -4.327   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6    7                                                  
CONECT    5    1    3                                                       
CONECT    6    4    8                                                       
CONECT    7    4    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   10                                                       
CONECT   10    8    9                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for HMDB0014918 (Phenelzine)

COMPND    HMDB0014918
HETATM    1  N1  UNL     1       3.767  -0.491  -0.611  1.00  0.00           N  
HETATM    2  N2  UNL     1       2.966   0.092   0.362  1.00  0.00           N  
HETATM    3  C1  UNL     1       1.577  -0.154  -0.026  1.00  0.00           C  
HETATM    4  C2  UNL     1       0.673   0.469   1.016  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.740   0.210   0.606  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.436   1.096  -0.206  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.738   0.870  -0.592  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.391  -0.267  -0.168  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.737  -1.168   0.636  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.434  -0.916   1.006  1.00  0.00           C  
HETATM   11  H1  UNL     1       3.994   0.134  -1.400  1.00  0.00           H  
HETATM   12  H2  UNL     1       4.599  -0.905  -0.136  1.00  0.00           H  
HETATM   13  H3  UNL     1       3.107   1.111   0.429  1.00  0.00           H  
HETATM   14  H4  UNL     1       1.397   0.257  -1.031  1.00  0.00           H  
HETATM   15  H5  UNL     1       1.451  -1.246  -0.034  1.00  0.00           H  
HETATM   16  H6  UNL     1       0.833  -0.022   1.997  1.00  0.00           H  
HETATM   17  H7  UNL     1       0.863   1.557   1.123  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.910   1.991  -0.535  1.00  0.00           H  
HETATM   19  H9  UNL     1      -3.294   1.548  -1.223  1.00  0.00           H  
HETATM   20  H10 UNL     1      -4.423  -0.460  -0.466  1.00  0.00           H  
HETATM   21  H11 UNL     1      -3.217  -2.084   0.995  1.00  0.00           H  
HETATM   22  H12 UNL     1      -0.907  -1.622   1.642  1.00  0.00           H  
CONECT    1    2   11   12
CONECT    2    3   13
CONECT    3    4   14   15
CONECT    4    5   16   17
CONECT    5    6    6   10
CONECT    6    7   18
CONECT    7    8    8   19
CONECT    8    9   20
CONECT    9   10   10   21
CONECT   10   22
END
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SMILES for HMDB0014918 (Phenelzine)

NNCCC1=CC=CC=C1
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INCHI for HMDB0014918 (Phenelzine)

InChI=1S/C8H12N2/c9-10-7-6-8-4-2-1-3-5-8/h1-5,10H,6-7,9H2
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
NardilHMDB
2 PhenethylhydrazineHMDB
2-PhenethylhydrazineHMDB
NardelzineHMDB
beta PhenylethylhydrazineHMDB
Phenelzine sulfateHMDB
Parke davis brand OF phenelzine sulfateHMDB
PhenethylhydrazineHMDB
beta-PhenylethylhydrazineHMDB
FenelzinHMDB
Pfizer brand OF phenelzine sulfateHMDB
Sulfate, phenelzineHMDB
United drug brand OF phenelzine sulfateHMDB
Warner chilcott brand OF phenelzine sulfateHMDB
Chemical FormulaC8H12N2
Average Molecular Weight136.1943
Monoisotopic Molecular Weight136.100048394
IUPAC Name(2-phenylethyl)hydrazine
Traditional Namephenelzine
CAS Registry Number51-71-8
SMILES
NNCCC1=CC=CC=C1
InChI Identifier
InChI=1S/C8H12N2/c9-10-7-6-8-4-2-1-3-5-8/h1-5,10H,6-7,9H2
InChI KeyRMUCZJUITONUFY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Substituents
  • Monocyclic benzene moiety
  • Alkylhydrazine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Hydrazine derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility11.1 g/LNot Available
LogP1.1Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00780 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00780 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 IDDB00780
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID3547
KEGG Compound IDC07430
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPhenelzine
METLIN IDNot Available
PubChem Compound3675
PDB IDNot Available
ChEBI ID248018
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. Nolen WA: [Classical monoamine oxidase inhibitor: not registered for, but still a place in the treatment of depression]. Ned Tijdschr Geneeskd. 2003 Oct 4;147(40):1940-3. [PubMed:14574774 ]
  2. Sowa BN, Holt A, Todd KG, Baker GB: Monoamine oxidase inhibitors, their structural analogues, and neuroprotection. Indian J Exp Biol. 2004 Sep;42(9):851-7. [PubMed:15462176 ]

Only showing the first 10 proteins. There are 14 proteins in total.

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Enzymes

Enzyme Details
1. Amine oxidase [flavin-containing] B
General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral tissues. MAOB preferentially degrades benzylamine and phenylethylamine.
Gene Name:
MAOB
Uniprot ID:
P27338
Molecular weight:
58762.475
References
  1. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
  2. Chiche F, Le Guillou M, Chetrite G, Lasnier F, Dugail I, Carpene C, Moldes M, Feve B: Antidepressant phenelzine alters differentiation of cultured human and mouse preadipocytes. Mol Pharmacol. 2009 May;75(5):1052-61. doi: 10.1124/mol.108.052563. Epub 2009 Feb 6. [PubMed:19201819 ]
  3. Chenu F, El Mansari M, Blier P: Long-term administration of monoamine oxidase inhibitors alters the firing rate and pattern of dopamine neurons in the ventral tegmental area. Int J Neuropsychopharmacol. 2009 May;12(4):475-85. doi: 10.1017/S1461145708009218. Epub 2008 Aug 13. [PubMed:18700056 ]
  4. Wooters TE, Bardo MT: The monoamine oxidase inhibitor phenelzine enhances the discriminative stimulus effect of nicotine in rats. Behav Pharmacol. 2007 Nov;18(7):601-8. [PubMed:17912044 ]
  5. Volz HP, Gleiter CH: Monoamine oxidase inhibitors. A perspective on their use in the elderly. Drugs Aging. 1998 Nov;13(5):341-55. [PubMed:9829163 ]
  6. Nolen WA: [Classical monoamine oxidase inhibitor: not registered for, but still a place in the treatment of depression]. Ned Tijdschr Geneeskd. 2003 Oct 4;147(40):1940-3. [PubMed:14574774 ]
  7. Pickar D, Murphy DL, Cohen RM, Campbell IC, Lipper S: Selective and nonselective monoamine oxidase inhibitors: behavioral disturbances during their administration to depressed patients. Arch Gen Psychiatry. 1982 May;39(5):535-40. [PubMed:7092487 ]
  8. McIntyre RS, Soczynska JK, Konarski JZ, Kennedy SH: The effect of antidepressants on glucose homeostasis and insulin sensitivity: synthesis and mechanisms. Expert Opin Drug Saf. 2006 Jan;5(1):157-68. [PubMed:16370964 ]
  9. MacKenzie EM, Grant SL, Baker GB, Wood PL: Phenelzine causes an increase in brain ornithine that is prevented by prior monoamine oxidase inhibition. Neurochem Res. 2008 Mar;33(3):430-6. Epub 2007 Aug 31. [PubMed:17768678 ]
Enzyme Details
2. Amine oxidase [flavin-containing] A
General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral tissues. MAOA preferentially oxidizes biogenic amines such as 5-hydroxytryptamine (5-HT), norepinephrine and epinephrine.
Gene Name:
MAOA
Uniprot ID:
P21397
Molecular weight:
59681.27
References
  1. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
  2. Chiche F, Le Guillou M, Chetrite G, Lasnier F, Dugail I, Carpene C, Moldes M, Feve B: Antidepressant phenelzine alters differentiation of cultured human and mouse preadipocytes. Mol Pharmacol. 2009 May;75(5):1052-61. doi: 10.1124/mol.108.052563. Epub 2009 Feb 6. [PubMed:19201819 ]
  3. Chenu F, El Mansari M, Blier P: Long-term administration of monoamine oxidase inhibitors alters the firing rate and pattern of dopamine neurons in the ventral tegmental area. Int J Neuropsychopharmacol. 2009 May;12(4):475-85. doi: 10.1017/S1461145708009218. Epub 2008 Aug 13. [PubMed:18700056 ]
  4. Wooters TE, Bardo MT: The monoamine oxidase inhibitor phenelzine enhances the discriminative stimulus effect of nicotine in rats. Behav Pharmacol. 2007 Nov;18(7):601-8. [PubMed:17912044 ]
  5. Volz HP, Gleiter CH: Monoamine oxidase inhibitors. A perspective on their use in the elderly. Drugs Aging. 1998 Nov;13(5):341-55. [PubMed:9829163 ]
  6. Nolen WA: [Classical monoamine oxidase inhibitor: not registered for, but still a place in the treatment of depression]. Ned Tijdschr Geneeskd. 2003 Oct 4;147(40):1940-3. [PubMed:14574774 ]
  7. Pickar D, Murphy DL, Cohen RM, Campbell IC, Lipper S: Selective and nonselective monoamine oxidase inhibitors: behavioral disturbances during their administration to depressed patients. Arch Gen Psychiatry. 1982 May;39(5):535-40. [PubMed:7092487 ]
  8. MacKenzie EM, Grant SL, Baker GB, Wood PL: Phenelzine causes an increase in brain ornithine that is prevented by prior monoamine oxidase inhibition. Neurochem Res. 2008 Mar;33(3):430-6. Epub 2007 Aug 31. [PubMed:17768678 ]
  9. McIntyre RS, Soczynska JK, Konarski JZ, Kennedy SH: The effect of antidepressants on glucose homeostasis and insulin sensitivity: synthesis and mechanisms. Expert Opin Drug Saf. 2006 Jan;5(1):157-68. [PubMed:16370964 ]
Enzyme Details
3. 4-aminobutyrate aminotransferase, mitochondrial
General function:
Involved in 4-aminobutyrate transaminase activity
Specific function:
Catalyzes the conversion of gamma-aminobutyrate and L-beta-aminoisobutyrate to succinate semialdehyde and methylmalonate semialdehyde, respectively. Can also convert delta-aminovalerate and beta-alanine.
Gene Name:
ABAT
Uniprot ID:
P80404
Molecular weight:
56438.405
References
  1. MacKenzie EM, Grant SL, Baker GB, Wood PL: Phenelzine causes an increase in brain ornithine that is prevented by prior monoamine oxidase inhibition. Neurochem Res. 2008 Mar;33(3):430-6. Epub 2007 Aug 31. [PubMed:17768678 ]
  2. Tanay VA, Parent MB, Wong JT, Paslawski T, Martin IL, Baker GB: Effects of the antidepressant/antipanic drug phenelzine on alanine and alanine transaminase in rat brain. Cell Mol Neurobiol. 2001 Aug;21(4):325-39. [PubMed:11775064 ]
  3. McKenna KF, McManus DJ, Baker GB, Coutts RT: Chronic administration of the antidepressant phenelzine and its N-acetyl analogue: effects on GABAergic function. J Neural Transm Suppl. 1994;41:115-22. [PubMed:7931216 ]
  4. McManus DJ, Baker GB, Martin IL, Greenshaw AJ, McKenna KF: Effects of the antidepressant/antipanic drug phenelzine on GABA concentrations and GABA-transaminase activity in rat brain. Biochem Pharmacol. 1992 Jun 9;43(11):2486-9. [PubMed:1610412 ]
  5. Todd KG, Baker GB: GABA-elevating effects of the antidepressant/antipanic drug phenelzine in brain: effects of pretreatment with tranylcypromine, (-)-deprenyl and clorgyline. J Affect Disord. 1995 Dec 13;35(3):125-9. [PubMed:8749840 ]
  6. Todd KG, Baker GB: Neurochemical effects of the monoamine oxidase inhibitor phenelzine on brain GABA and alanine: A comparison with vigabatrin. J Pharm Pharm Sci. 2008 May 16;11(2):14s-21s. [PubMed:19203467 ]
  7. McKenna KF, Baker GB, Coutts RT: N2-acetylphenelzine: effects on rat brain GABA, alanine and biogenic amines. Naunyn Schmiedebergs Arch Pharmacol. 1991 May;343(5):478-82. [PubMed:1881457 ]
Enzyme Details
4. Membrane primary amine oxidase
General function:
Involved in copper ion binding
Specific function:
Cell adhesion protein that participates in lymphocyte recirculation by mediating the binding of lymphocytes to peripheral lymph node vascular endothelial cells in an L-selectin-independent fashion. Has a monoamine oxidase activity. May play a role in adipogenesis.
Gene Name:
AOC3
Uniprot ID:
Q16853
Molecular weight:
84621.27
References
  1. Tipnis UR, Tao M, Boor PJ: Purification and characterization of semicarbazide-sensitive amine oxidase from porcine aorta. Cell Mol Biol (Noisy-le-grand). 1992 Aug-Sep;38(5-6):575-84. [PubMed:1483111 ]
  2. Kumar D, Trent MB, Boor PJ: Allylamine and beta-aminopropionitrile induced aortic medial necrosis: mechanisms of synergism. Toxicology. 1998 Feb 6;125(2-3):107-15. [PubMed:9570326 ]
  3. Chiche F, Le Guillou M, Chetrite G, Lasnier F, Dugail I, Carpene C, Moldes M, Feve B: Antidepressant phenelzine alters differentiation of cultured human and mouse preadipocytes. Mol Pharmacol. 2009 May;75(5):1052-61. doi: 10.1124/mol.108.052563. Epub 2009 Feb 6. [PubMed:19201819 ]
  4. Biasi D, Caramaschi P, Pacor ML, Carletto A, Melchiori S, Manzo T, Bambara LM: [Multiple osseous avascular necrosis in a patient with systemic lupus erythematosus with antiphospholipid antibody positivity]. Recenti Prog Med. 1995 Nov;86(11):449-50. [PubMed:8539478 ]
  5. MacKenzie EM, Grant SL, Baker GB, Wood PL: Phenelzine causes an increase in brain ornithine that is prevented by prior monoamine oxidase inhibition. Neurochem Res. 2008 Mar;33(3):430-6. Epub 2007 Aug 31. [PubMed:17768678 ]
  6. Lizcano JM, Fernandez de Arriba A, Tipton KF, Unzeta M: Inhibition of bovine lung semicarbazide-sensitive amine oxidase (SSAO) by some hydrazine derivatives. Biochem Pharmacol. 1996 Jul 26;52(2):187-95. [PubMed:8694842 ]
Enzyme Details
5. Alanine aminotransferase 1
General function:
Involved in 1-aminocyclopropane-1-carboxylate synthase activity
Specific function:
Catalyzes the reversible transamination between alanine and 2-oxoglutarate to form pyruvate and glutamate. Participates in cellular nitrogen metabolism and also in liver gluconeogenesis starting with precursors transported from skeletal muscles (By similarity).
Gene Name:
GPT
Uniprot ID:
P24298
Molecular weight:
54636.415
References
  1. Todd KG, Baker GB: Neurochemical effects of the monoamine oxidase inhibitor phenelzine on brain GABA and alanine: A comparison with vigabatrin. J Pharm Pharm Sci. 2008 May 16;11(2):14s-21s. [PubMed:19203467 ]
  2. Tanay VA, Parent MB, Wong JT, Paslawski T, Martin IL, Baker GB: Effects of the antidepressant/antipanic drug phenelzine on alanine and alanine transaminase in rat brain. Cell Mol Neurobiol. 2001 Aug;21(4):325-39. [PubMed:11775064 ]
  3. McKenna KF, Baker GB, Coutts RT: N2-acetylphenelzine: effects on rat brain GABA, alanine and biogenic amines. Naunyn Schmiedebergs Arch Pharmacol. 1991 May;343(5):478-82. [PubMed:1881457 ]
Enzyme Details
6. 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
  1. 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 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
  1. 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 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
  1. Runge-Morris M, Feng Y, Zangar RC, Novak RF: Effects of hydrazine, phenelzine, and hydralazine treatment on rat hepatic and renal drug-metabolizing enzyme expression. Drug Metab Dispos. 1996 Jul;24(7):734-7. [PubMed:8818569 ]
Enzyme Details
9. Cytochrome P450 3A43
General function:
Involved in monooxygenase activity
Specific function:
Exhibits low testosterone 6-beta-hydroxylase activity.
Gene Name:
CYP3A43
Uniprot ID:
Q9HB55
Molecular weight:
57756.285
References
  1. 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 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
  1. 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 ]

Only showing the first 10 proteins. There are 14 proteins in total.

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