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Showing metabocard for Terbinafine (HMDB0014995)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:51 UTC
Update Date2022-03-07 02:51:49 UTC
HMDB IDHMDB0014995
Secondary Accession Numbers
  • HMDB14995
Metabolite Identification
Common NameTerbinafine
DescriptionTerbinafine, also known as lamasil or TDT-067, belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. Terbinafine is a very strong basic compound (based on its pKa). Terbinafine is a potentially toxic compound. A tertiary amine that is N-methyl-1-naphthalenemethylamine in which the amino hydrogen is replaced by a 3-(tertbutylethynyl)allyl group.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0014995 (Terbinafine)

  Mrv0541 08061321032D          

 22 23  0  0  1  0            999 V2000
    5.2224    0.5492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    3.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3889    1.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    3.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    3.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3889    3.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -2.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1365    2.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1365    3.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.9258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  8  2  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  5 11  1  0  0  0  0
  5 13  2  0  0  0  0
  6 14  1  0  0  0  0
  6 15  1  0  0  0  0
  6 16  1  0  0  0  0
  6 20  1  0  0  0  0
  7 17  1  0  0  0  0
  8 12  1  0  0  0  0
  9 18  1  0  0  0  0
 11 12  2  0  0  0  0
 13 19  1  0  0  0  0
 18 19  2  0  0  0  0
 20 22  3  0  0  0  0
 21 22  1  0  0  0  0
 17 21  2  0  0  0  0
M  END
Download

3D MOL for HMDB0014995 (Terbinafine)

HMDB0014995
     RDKit          3D
Terbinafine
 47 48  0  0  0  0  0  0  0  0999 V2000
   -1.2707   -2.7623    0.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476   -1.9928   -0.2053 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1814   -2.1432   -1.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1340   -1.6600   -0.6410 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7681   -0.7144   -1.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0443   -0.2262   -0.8696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1371    0.1962   -0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4508    0.7192   -0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1391    1.3934   -1.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2548   -0.4258    0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2750    1.7982    0.9400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4158   -1.3239   -0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9118   -0.2542    0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2374    0.0880    1.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7385    1.1051    2.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8893    1.7759    1.8576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5820    1.4453    0.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7405    2.1161    0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3660    1.7240   -0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8888    0.7190   -1.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7291    0.0546   -1.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0704    0.4139   -0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2466   -2.6296    1.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4155   -2.6196    1.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2994   -3.8520    0.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1311   -3.2166   -1.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4655   -1.5993   -2.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5515   -2.0990    0.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3066   -0.2913   -2.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3386    1.8350   -1.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7310    2.2580   -0.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7647    0.6905   -1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3325   -0.3828    1.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3262   -0.3114    0.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9324   -1.4157    0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0550    2.5818    0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2801    1.3671    1.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2911    2.2579    0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2041   -0.8444   -1.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2066   -2.0758   -0.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3232   -0.4357    1.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2035    1.3701    3.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2908    2.5755    2.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0867    2.8952    0.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2718    2.2474   -1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3731    0.3989   -2.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3260   -0.7503   -1.8722 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  2  0
  5  6  1  0
  6  7  3  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 13  1  0
 22 17  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
  5 29  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
M  END
Download

3D SDF for HMDB0014995 (Terbinafine)

  Mrv0541 08061321032D          

 22 23  0  0  1  0            999 V2000
    5.2224    0.5492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    3.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3889    1.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    3.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    3.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3889    3.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -2.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1365    2.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1365    3.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.9258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  8  2  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  5 11  1  0  0  0  0
  5 13  2  0  0  0  0
  6 14  1  0  0  0  0
  6 15  1  0  0  0  0
  6 16  1  0  0  0  0
  6 20  1  0  0  0  0
  7 17  1  0  0  0  0
  8 12  1  0  0  0  0
  9 18  1  0  0  0  0
 11 12  2  0  0  0  0
 13 19  1  0  0  0  0
 18 19  2  0  0  0  0
 20 22  3  0  0  0  0
 21 22  1  0  0  0  0
 17 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014995

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C\C=C\C#CC(C)(C)C)CC1=CC=CC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C21H25N/c1-21(2,3)15-8-5-9-16-22(4)17-19-13-10-12-18-11-6-7-14-20(18)19/h5-7,9-14H,16-17H2,1-4H3/b9-5+

> <INCHI_KEY>
DOMXUEMWDBAQBQ-WEVVVXLNSA-N

> <FORMULA>
C21H25N

> <MOLECULAR_WEIGHT>
291.4299

> <EXACT_MASS>
291.198699805

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
35.82671244521646

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2E)-6,6-dimethylhept-2-en-4-yn-1-yl](methyl)(naphthalen-1-ylmethyl)amine

> <ALOGPS_LOGP>
5.51

> <JCHEM_LOGP>
5.527483033666666

> <ALOGPS_LOGS>
-5.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.943206802624116

> <JCHEM_POLAR_SURFACE_AREA>
3.24

> <JCHEM_REFRACTIVITY>
98.07520000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.38e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
terbinafine

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0014995 (Terbinafine)

HMDB0014995
     RDKit          3D
Terbinafine
 47 48  0  0  0  0  0  0  0  0999 V2000
   -1.2707   -2.7623    0.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476   -1.9928   -0.2053 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1814   -2.1432   -1.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1340   -1.6600   -0.6410 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7681   -0.7144   -1.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0443   -0.2262   -0.8696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1371    0.1962   -0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4508    0.7192   -0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1391    1.3934   -1.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2548   -0.4258    0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2750    1.7982    0.9400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4158   -1.3239   -0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9118   -0.2542    0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2374    0.0880    1.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7385    1.1051    2.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8893    1.7759    1.8576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5820    1.4453    0.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7405    2.1161    0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3660    1.7240   -0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8888    0.7190   -1.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7291    0.0546   -1.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0704    0.4139   -0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2466   -2.6296    1.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4155   -2.6196    1.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2994   -3.8520    0.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1311   -3.2166   -1.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4655   -1.5993   -2.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5515   -2.0990    0.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3066   -0.2913   -2.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3386    1.8350   -1.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7310    2.2580   -0.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7647    0.6905   -1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3325   -0.3828    1.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3262   -0.3114    0.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9324   -1.4157    0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0550    2.5818    0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2801    1.3671    1.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2911    2.2579    0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2041   -0.8444   -1.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2066   -2.0758   -0.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3232   -0.4357    1.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2035    1.3701    3.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2908    2.5755    2.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0867    2.8952    0.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2718    2.2474   -1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3731    0.3989   -2.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3260   -0.7503   -1.8722 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  2  0
  5  6  1  0
  6  7  3  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 13  1  0
 22 17  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
  5 29  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
M  END
Download

PDB for HMDB0014995 (Terbinafine)

HEADER    PROTEIN                                 06-AUG-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-AUG-13         0                                  
HETATM    1  N   UNK     0       9.748   1.025   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      11.082   1.795   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.082   3.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.416   4.105   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.416   5.645   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.414  -5.135   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.748  -0.515   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.748   4.105   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.793   3.282   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.415   1.795   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.082   6.415   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.748   5.645   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.793   6.469   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.644  -3.801   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.184  -6.469   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.080  -5.905   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.415  -1.285   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.188   4.073   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.188   5.677   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.748  -4.365   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.415  -2.825   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.081  -3.595   0.000  0.00  0.00           C+0
CONECT    1    2    7   10                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4   11   13                                                  
CONECT    6   14   15   16   20                                             
CONECT    7    1   17                                                       
CONECT    8    3   12                                                       
CONECT    9    4   18                                                       
CONECT   10    1                                                            
CONECT   11    5   12                                                       
CONECT   12    8   11                                                       
CONECT   13    5   19                                                       
CONECT   14    6                                                            
CONECT   15    6                                                            
CONECT   16    6                                                            
CONECT   17    7   21                                                       
CONECT   18    9   19                                                       
CONECT   19   13   18                                                       
CONECT   20    6   22                                                       
CONECT   21   22   17                                                       
CONECT   22   20   21                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END
Download

3D PDB for HMDB0014995 (Terbinafine)

COMPND    HMDB0014995
HETATM    1  C1  UNL     1      -1.271  -2.762   0.972  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.248  -1.993  -0.205  1.00  0.00           N  
HETATM    3  C2  UNL     1      -0.181  -2.143  -1.111  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.134  -1.660  -0.641  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.768  -0.714  -1.302  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.044  -0.226  -0.870  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.137   0.196  -0.520  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.451   0.719  -0.128  1.00  0.00           C  
HETATM    9  C8  UNL     1       6.139   1.393  -1.307  1.00  0.00           C  
HETATM   10  C9  UNL     1       6.255  -0.426   0.414  1.00  0.00           C  
HETATM   11  C10 UNL     1       5.275   1.798   0.940  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.416  -1.324  -0.618  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.912  -0.254   0.264  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.237   0.088   1.417  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.738   1.105   2.204  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.889   1.776   1.858  1.00  0.00           C  
HETATM   17  C16 UNL     1      -4.582   1.445   0.700  1.00  0.00           C  
HETATM   18  C17 UNL     1      -5.740   2.116   0.351  1.00  0.00           C  
HETATM   19  C18 UNL     1      -6.366   1.724  -0.811  1.00  0.00           C  
HETATM   20  C19 UNL     1      -5.889   0.719  -1.607  1.00  0.00           C  
HETATM   21  C20 UNL     1      -4.729   0.055  -1.250  1.00  0.00           C  
HETATM   22  C21 UNL     1      -4.070   0.414  -0.095  1.00  0.00           C  
HETATM   23  H1  UNL     1      -2.247  -2.630   1.488  1.00  0.00           H  
HETATM   24  H2  UNL     1      -0.416  -2.620   1.664  1.00  0.00           H  
HETATM   25  H3  UNL     1      -1.299  -3.852   0.650  1.00  0.00           H  
HETATM   26  H4  UNL     1      -0.131  -3.217  -1.440  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.466  -1.599  -2.059  1.00  0.00           H  
HETATM   28  H6  UNL     1       1.552  -2.099   0.250  1.00  0.00           H  
HETATM   29  H7  UNL     1       1.307  -0.291  -2.201  1.00  0.00           H  
HETATM   30  H8  UNL     1       5.339   1.835  -1.935  1.00  0.00           H  
HETATM   31  H9  UNL     1       6.731   2.258  -0.930  1.00  0.00           H  
HETATM   32  H10 UNL     1       6.765   0.690  -1.887  1.00  0.00           H  
HETATM   33  H11 UNL     1       6.332  -0.383   1.534  1.00  0.00           H  
HETATM   34  H12 UNL     1       7.326  -0.311   0.079  1.00  0.00           H  
HETATM   35  H13 UNL     1       5.932  -1.416   0.088  1.00  0.00           H  
HETATM   36  H14 UNL     1       6.055   2.582   0.792  1.00  0.00           H  
HETATM   37  H15 UNL     1       5.280   1.367   1.939  1.00  0.00           H  
HETATM   38  H16 UNL     1       4.291   2.258   0.739  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.204  -0.844  -1.613  1.00  0.00           H  
HETATM   40  H18 UNL     1      -3.207  -2.076  -0.855  1.00  0.00           H  
HETATM   41  H19 UNL     1      -1.323  -0.436   1.686  1.00  0.00           H  
HETATM   42  H20 UNL     1      -2.203   1.370   3.114  1.00  0.00           H  
HETATM   43  H21 UNL     1      -4.291   2.576   2.465  1.00  0.00           H  
HETATM   44  H22 UNL     1      -6.087   2.895   0.994  1.00  0.00           H  
HETATM   45  H23 UNL     1      -7.272   2.247  -1.082  1.00  0.00           H  
HETATM   46  H24 UNL     1      -6.373   0.399  -2.529  1.00  0.00           H  
HETATM   47  H25 UNL     1      -4.326  -0.750  -1.872  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   12
CONECT    3    4   26   27
CONECT    4    5    5   28
CONECT    5    6   29
CONECT    6    7    7    7
CONECT    7    8
CONECT    8    9   10   11
CONECT    9   30   31   32
CONECT   10   33   34   35
CONECT   11   36   37   38
CONECT   12   13   39   40
CONECT   13   14   14   22
CONECT   14   15   41
CONECT   15   16   16   42
CONECT   16   17   43
CONECT   17   18   18   22
CONECT   18   19   44
CONECT   19   20   20   45
CONECT   20   21   46
CONECT   21   22   22   47
END
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SMILES for HMDB0014995 (Terbinafine)

CN(C\C=C\C#CC(C)(C)C)CC1=CC=CC2=CC=CC=C12
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INCHI for HMDB0014995 (Terbinafine)

InChI=1S/C21H25N/c1-21(2,3)15-8-5-9-16-22(4)17-19-13-10-12-18-11-6-7-14-20(18)19/h5-7,9-14H,16-17H2,1-4H3/b9-5+
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(e)-N-(6,6-Dimethyl-2-hepten-4-ynyl)-N-methyl-1-naphthalene methanamineChEBI
(e)-N-(6,6-Dimethyl-2-hepten-4-ynyl)-N-methyl-1-naphthalenemethylamineChEBI
TerbinafinaChEBI
TerbinafinumChEBI
LamasilKegg
(e)-N-(6,6-Dimethyl-2-heptenynyl)-N-methyl-1-naphthalenementhamin hydrochlorideHMDB
TDT-067HMDB
LamisilHMDB
Terbinafine hydrochlorideHMDB
Terbinafine, (Z)-isomerHMDB
TDT 067MeSH
Chemical FormulaC21H25N
Average Molecular Weight291.4299
Monoisotopic Molecular Weight291.198699805
IUPAC Name[(2E)-6,6-dimethylhept-2-en-4-yn-1-yl](methyl)(naphthalen-1-ylmethyl)amine
Traditional Nameterbinafine
CAS Registry Number91161-71-6
SMILES
CN(C\C=C\C#CC(C)(C)C)CC1=CC=CC2=CC=CC=C12
InChI Identifier
InChI=1S/C21H25N/c1-21(2,3)15-8-5-9-16-22(4)17-19-13-10-12-18-11-6-7-14-20(18)19/h5-7,9-14H,16-17H2,1-4H3/b9-5+
InChI KeyDOMXUEMWDBAQBQ-WEVVVXLNSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNot Available
Direct ParentNaphthalenes
Alternative Parents
Substituents
  • Naphthalene
  • Aralkylamine
  • Tertiary aliphatic amine
  • Tertiary amine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Amine
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point195 - 198 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.00074 g/LNot Available
LogP5.9Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+CBM187.230932474
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 DB00857 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00857 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00857
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID1266005
KEGG Compound IDC08079
BioCyc IDCPD-10571
BiGG IDNot Available
Wikipedia LinkTerbinafine
METLIN IDNot Available
PubChem Compound1549008
PDB IDNot Available
ChEBI ID9448
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. Darkes MJ, Scott LJ, Goa KL: Terbinafine: a review of its use in onychomycosis in adults. Am J Clin Dermatol. 2003;4(1):39-65. [PubMed:12477372 ]
  2. Klobucnikova V, Kohut P, Leber R, Fuchsbichler S, Schweighofer N, Turnowsky F, Hapala I: Terbinafine resistance in a pleiotropic yeast mutant is caused by a single point mutation in the ERG1 gene. Biochem Biophys Res Commun. 2003 Sep 26;309(3):666-71. [PubMed:12963042 ]
  3. Ryder NS: Terbinafine: mode of action and properties of the squalene epoxidase inhibition. Br J Dermatol. 1992 Feb;126 Suppl 39:2-7. [PubMed:1543672 ]
  4. Krishnan-Natesan S: Terbinafine: a pharmacological and clinical review. Expert Opin Pharmacother. 2009 Nov;10(16):2723-33. doi: 10.1517/14656560903307462. [PubMed:19874252 ]
  5. Birnbaum JE: Pharmacology of the allylamines. J Am Acad Dermatol. 1990 Oct;23(4 Pt 2):782-5. [PubMed:2229523 ]
  6. McClellan KJ, Wiseman LR, Markham A: Terbinafine. An update of its use in superficial mycoses. Drugs. 1999 Jul;58(1):179-202. [PubMed:10439936 ]
  7. Korting HC, Kiencke P, Nelles S, Rychlik R: Comparable efficacy and safety of various topical formulations of terbinafine in tinea pedis irrespective of the treatment regimen: results of a meta-analysis. Am J Clin Dermatol. 2007;8(6):357-64. [PubMed:18039018 ]
  8. Gianni C: Update on antifungal therapy with terbinafine. G Ital Dermatol Venereol. 2010 Jun;145(3):415-24. [PubMed:20461049 ]

Enzymes

Enzyme Details
1. Squalene monooxygenase
General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the first oxygenation step in sterol biosynthesis and is suggested to be one of the rate-limiting enzymes in this pathway.
Gene Name:
SQLE
Uniprot ID:
Q14534
Molecular weight:
63922.505
References
  1. Sander CS, Hipler UC, Wollina U, Elsner P: Inhibitory effect of terbinafine on reactive oxygen species (ROS) generation by Candida albicans. Mycoses. 2002 Jun;45(5-6):152-5. [PubMed:12100530 ]
  2. Wentzinger LF, Bach TJ, Hartmann MA: Inhibition of squalene synthase and squalene epoxidase in tobacco cells triggers an up-regulation of 3-hydroxy-3-methylglutaryl coenzyme a reductase. Plant Physiol. 2002 Sep;130(1):334-46. [PubMed:12226513 ]
  3. Darkes MJ, Scott LJ, Goa KL: Terbinafine: a review of its use in onychomycosis in adults. Am J Clin Dermatol. 2003;4(1):39-65. [PubMed:12477372 ]
  4. Klobucnikova V, Kohut P, Leber R, Fuchsbichler S, Schweighofer N, Turnowsky F, Hapala I: Terbinafine resistance in a pleiotropic yeast mutant is caused by a single point mutation in the ERG1 gene. Biochem Biophys Res Commun. 2003 Sep 26;309(3):666-71. [PubMed:12963042 ]
  5. Leber R, Fuchsbichler S, Klobucnikova V, Schweighofer N, Pitters E, Wohlfarter K, Lederer M, Landl K, Ruckenstuhl C, Hapala I, Turnowsky F: Molecular mechanism of terbinafine resistance in Saccharomyces cerevisiae. Antimicrob Agents Chemother. 2003 Dec;47(12):3890-900. [PubMed:14638499 ]
  6. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
  7. Ryder NS: Terbinafine: mode of action and properties of the squalene epoxidase inhibition. Br J Dermatol. 1992 Feb;126 Suppl 39:2-7. [PubMed:1543672 ]
  8. Krishnan-Natesan S: Terbinafine: a pharmacological and clinical review. Expert Opin Pharmacother. 2009 Nov;10(16):2723-33. doi: 10.1517/14656560903307462. [PubMed:19874252 ]
Enzyme Details
2. Cholesterol side-chain cleavage enzyme, mitochondrial
General function:
Involved in monooxygenase activity
Specific function:
Catalyzes the side-chain cleavage reaction of cholesterol to pregnenolone.
Gene Name:
CYP11A1
Uniprot ID:
P05108
Molecular weight:
60101.87
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
3. Prostaglandin G/H synthase 1
General function:
Involved in peroxidase activity
Specific function:
May play an important role in regulating or promoting cell proliferation in some normal and neoplastically transformed cells.
Gene Name:
PTGS1
Uniprot ID:
P23219
Molecular weight:
68685.82
References
  1. 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 ]
Enzyme Details
4. 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. 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 ]
  2. 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 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
  1. 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 ]
  2. 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 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. 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 ]
  2. 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 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
  1. Abdel-Rahman SM, Marcucci K, Boge T, Gotschall RR, Kearns GL, Leeder JS: Potent inhibition of cytochrome P-450 2D6-mediated dextromethorphan O-demethylation by terbinafine. Drug Metab Dispos. 1999 Jul;27(7):770-5. [PubMed:10383919 ]
  2. Madani S, Barilla D, Cramer J, Wang Y, Paul C: Effect of terbinafine on the pharmacokinetics and pharmacodynamics of desipramine in healthy volunteers identified as cytochrome P450 2D6 (CYP2D6) extensive metabolizers. J Clin Pharmacol. 2002 Nov;42(11):1211-8. [PubMed:12412819 ]
  3. Debruyne D, Coquerel A: Pharmacokinetics of antifungal agents in onychomycoses. Clin Pharmacokinet. 2001;40(6):441-72. [PubMed:11475469 ]
  4. Abdel-Rahman SM, Gotschall RR, Kauffman RE, Leeder JS, Kearns GL: Investigation of terbinafine as a CYP2D6 inhibitor in vivo. Clin Pharmacol Ther. 1999 May;65(5):465-72. [PubMed:10340911 ]
  5. 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 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
  1. 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 ]
  2. 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 19A1
General function:
Involved in monooxygenase activity
Specific function:
Catalyzes the formation of aromatic C18 estrogens from C19 androgens.
Gene Name:
CYP19A1
Uniprot ID:
P11511
Molecular weight:
57882.48
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 2C8
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. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:
CYP2C8
Uniprot ID:
P10632
Molecular weight:
55824.275
References
  1. 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 ]
  2. 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 ]