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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (5)transporters (1) Show 6 proteins XML

enzymes (5)transporters (1) Show 6 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:42 UTC

HMDB ID

HMDB0014659

Secondary Accession Numbers

HMDB14659

Metabolite Identification

Common Name

Albendazole

Description

Albendazole is only found in individuals that have used or taken this drug. It is a benzimidazole broad-spectrum anthelmintic structurally related to mebendazole that is effective against many diseases. (From Martindale, The Extra Pharmacopoeia, 30th ed, p38)Albendazole causes degenerative alterations in the tegument and intestinal cells of the worm by binding to the colchicine-sensitive site of tubulin, thus inhibiting its polymerization or assembly into microtubules. The loss of the cytoplasmic microtubules leads to impaired uptake of glucose by the larval and adult stages of the susceptible parasites, and depletes their glycogen stores. Degenerative changes in the endoplasmic reticulum, the mitochondria of the germinal layer, and the subsequent release of lysosomes result in decreased production of adenosine triphosphate (ATP), which is the energy required for the survival of the helminth. Due to diminished energy production, the parasite is immobilized and eventually dies.

Structure

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

HMDB0014659
     RDKit          3D
Albendazole
 33 34  0  0  0  0  0  0  0  0999 V2000
    5.2551   -0.2002   -0.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4355   -0.9760    0.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2538   -0.1320    1.4278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3842    1.4006    1.0335 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6674    1.1439    0.6315 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8945    2.2054    0.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4393    2.0949   -0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0589    0.8765    0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3078    0.4354   -0.2089 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3895   -0.8730    0.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5360   -1.6727   -0.0332 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7910   -1.1326   -0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7934   -1.8451   -0.5654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8877    0.2104   -0.8077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1272    0.7159   -1.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1766   -1.2710    0.4709 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3243   -0.2031    0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0335   -0.0723    0.7528 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2230   -0.6543   -1.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8297    0.8276   -0.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3133   -0.1807   -0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9524   -1.9219    0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4444   -1.2061   -0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6083   -0.6829    2.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2507    0.0705    1.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450    3.1850    0.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9976    2.9791   -0.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4900   -2.6856    0.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1203    1.8148   -0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1697    0.6402   -2.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9957    0.2584   -0.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8529   -2.2158    0.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5673   -0.9333    1.1006 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 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 10 16  1  0
 16 17  1  0
 17 18  2  0
 18  5  1  0
 17  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  6 26  1  0
  7 27  1  0
 11 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 18 33  1  0
M  END

518
  Mrv1652305052017392D          

 18 19  0  0  0  0            999 V2000
    3.7935    0.9644    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.2617   -0.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0241   -1.2896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7176    0.8033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7176   -0.5245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0241    0.1394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1991    0.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4366   -0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6742   -1.2896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 13  1  0  0  0  0
  2 17  1  0  0  0  0
  2 18  1  0  0  0  0
  3 17  2  0  0  0  0
  4  7  1  0  0  0  0
  4 12  1  0  0  0  0
  5  8  1  0  0  0  0
  5 12  2  0  0  0  0
  6 12  1  0  0  0  0
  6 17  1  0  0  0  0
  7  8  2  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
  9 10  2  0  0  0  0
  9 14  1  0  0  0  0
 11 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014659

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCSC1=CC2=C(C=C1)N=C(NC(=O)OC)N2

> <INCHI_IDENTIFIER>
InChI=1S/C12H15N3O2S/c1-3-6-18-8-4-5-9-10(7-8)14-11(13-9)15-12(16)17-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)

> <INCHI_KEY>
HXHWSAZORRCQMX-UHFFFAOYSA-N

> <FORMULA>
C12H15N3O2S

> <MOLECULAR_WEIGHT>
265.331

> <EXACT_MASS>
265.088497429

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
29.29952651730075

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl N-[6-(propylsulfanyl)-1H-1,3-benzodiazol-2-yl]carbamate

> <ALOGPS_LOGP>
3.22

> <JCHEM_LOGP>
3.2045250309999993

> <ALOGPS_LOGS>
-4.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.942293907999733

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.513021589528856

> <JCHEM_PKA_STRONGEST_BASIC>
4.274294292080159

> <JCHEM_POLAR_SURFACE_AREA>
67.01

> <JCHEM_REFRACTIVITY>
73.00909999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.28e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
albendazol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014659
     RDKit          3D
Albendazole
 33 34  0  0  0  0  0  0  0  0999 V2000
    5.2551   -0.2002   -0.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4355   -0.9760    0.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2538   -0.1320    1.4278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3842    1.4006    1.0335 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6674    1.1439    0.6315 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8945    2.2054    0.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4393    2.0949   -0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0589    0.8765    0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3078    0.4354   -0.2089 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3895   -0.8730    0.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5360   -1.6727   -0.0332 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7910   -1.1326   -0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7934   -1.8451   -0.5654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8877    0.2104   -0.8077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1272    0.7159   -1.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1766   -1.2710    0.4709 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3243   -0.2031    0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0335   -0.0723    0.7528 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2230   -0.6543   -1.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8297    0.8276   -0.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3133   -0.1807   -0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9524   -1.9219    0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4444   -1.2061   -0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6083   -0.6829    2.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2507    0.0705    1.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450    3.1850    0.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9976    2.9791   -0.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4900   -2.6856    0.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1203    1.8148   -0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1697    0.6402   -2.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9957    0.2584   -0.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8529   -2.2158    0.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5673   -0.9333    1.1006 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 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 10 16  1  0
 16 17  1  0
 17 18  2  0
 18  5  1  0
 17  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  6 26  1  0
  7 27  1  0
 11 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 18 33  1  0
M  END

HEADER    PROTEIN                                 05-MAY-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 518                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-MAY-20         0                                  
HETATM    1  S   UNK     0       7.081   1.800   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      17.289  -1.073   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      14.978  -2.407   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      12.540   1.499   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      12.540  -0.979   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      14.978   0.260   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      11.082   1.030   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.082  -0.510   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.415   1.030   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.748   1.800   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.748  -1.280   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.438   0.260   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.748   1.030   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.415  -0.510   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.414   1.800   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.080   1.030   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.748  -1.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.059  -2.407   0.000  0.00  0.00           C+0
CONECT    1    9   13                                                       
CONECT    2   17   18                                                       
CONECT    3   17                                                            
CONECT    4    7   12                                                       
CONECT    5    8   12                                                       
CONECT    6   12   17                                                       
CONECT    7    4    8   10                                                  
CONECT    8    5    7   11                                                  
CONECT    9    1   10   14                                                  
CONECT   10    7    9                                                       
CONECT   11    8   14                                                       
CONECT   12    4    5    6                                                  
CONECT   13    1   15                                                       
CONECT   14    9   11                                                       
CONECT   15   13   16                                                       
CONECT   16   15                                                            
CONECT   17    2    3    6                                                  
CONECT   18    2                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0014659
HETATM    1  C1  UNL     1       5.255  -0.200  -0.823  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.435  -0.976   0.196  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.254  -0.132   1.428  1.00  0.00           C  
HETATM    4  S1  UNL     1       3.384   1.401   1.034  1.00  0.00           S  
HETATM    5  C4  UNL     1       1.667   1.144   0.631  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.894   2.205   0.191  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.439   2.095  -0.120  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.059   0.877   0.005  1.00  0.00           C  
HETATM    9  N1  UNL     1      -2.308   0.435  -0.209  1.00  0.00           N  
HETATM   10  C8  UNL     1      -2.389  -0.873   0.072  1.00  0.00           C  
HETATM   11  N2  UNL     1      -3.536  -1.673  -0.033  1.00  0.00           N  
HETATM   12  C9  UNL     1      -4.791  -1.133  -0.475  1.00  0.00           C  
HETATM   13  O1  UNL     1      -5.793  -1.845  -0.565  1.00  0.00           O  
HETATM   14  O2  UNL     1      -4.888   0.210  -0.808  1.00  0.00           O  
HETATM   15  C10 UNL     1      -6.127   0.716  -1.238  1.00  0.00           C  
HETATM   16  N3  UNL     1      -1.177  -1.271   0.471  1.00  0.00           N  
HETATM   17  C11 UNL     1      -0.324  -0.203   0.440  1.00  0.00           C  
HETATM   18  C12 UNL     1       1.033  -0.072   0.753  1.00  0.00           C  
HETATM   19  H1  UNL     1       5.223  -0.654  -1.825  1.00  0.00           H  
HETATM   20  H2  UNL     1       4.830   0.828  -0.866  1.00  0.00           H  
HETATM   21  H3  UNL     1       6.313  -0.181  -0.510  1.00  0.00           H  
HETATM   22  H4  UNL     1       4.952  -1.922   0.387  1.00  0.00           H  
HETATM   23  H5  UNL     1       3.444  -1.206  -0.226  1.00  0.00           H  
HETATM   24  H6  UNL     1       3.608  -0.683   2.175  1.00  0.00           H  
HETATM   25  H7  UNL     1       5.251   0.071   1.856  1.00  0.00           H  
HETATM   26  H8  UNL     1       1.345   3.185   0.079  1.00  0.00           H  
HETATM   27  H9  UNL     1      -0.998   2.979  -0.465  1.00  0.00           H  
HETATM   28  H10 UNL     1      -3.490  -2.686   0.211  1.00  0.00           H  
HETATM   29  H11 UNL     1      -6.120   1.815  -0.997  1.00  0.00           H  
HETATM   30  H12 UNL     1      -6.170   0.640  -2.335  1.00  0.00           H  
HETATM   31  H13 UNL     1      -6.996   0.258  -0.733  1.00  0.00           H  
HETATM   32  H14 UNL     1      -0.853  -2.216   0.771  1.00  0.00           H  
HETATM   33  H15 UNL     1       1.567  -0.933   1.101  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4   24   25
CONECT    4    5
CONECT    5    6    6   18
CONECT    6    7   26
CONECT    7    8    8   27
CONECT    8    9   17
CONECT    9   10   10
CONECT   10   11   16
CONECT   11   12   28
CONECT   12   13   13   14
CONECT   14   15
CONECT   15   29   30   31
CONECT   16   17   32
CONECT   17   18   18
CONECT   18   33
END

HMDB0014659
     RDKit          3D
Albendazole
 33 34  0  0  0  0  0  0  0  0999 V2000
    5.2551   -0.2002   -0.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4355   -0.9760    0.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2538   -0.1320    1.4278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3842    1.4006    1.0335 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6674    1.1439    0.6315 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8945    2.2054    0.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4393    2.0949   -0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0589    0.8765    0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3078    0.4354   -0.2089 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3895   -0.8730    0.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5360   -1.6727   -0.0332 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7910   -1.1326   -0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7934   -1.8451   -0.5654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8877    0.2104   -0.8077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1272    0.7159   -1.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1766   -1.2710    0.4709 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3243   -0.2031    0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0335   -0.0723    0.7528 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2230   -0.6543   -1.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8297    0.8276   -0.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3133   -0.1807   -0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9524   -1.9219    0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4444   -1.2061   -0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6083   -0.6829    2.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2507    0.0705    1.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450    3.1850    0.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9976    2.9791   -0.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4900   -2.6856    0.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1203    1.8148   -0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1697    0.6402   -2.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9957    0.2584   -0.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8529   -2.2158    0.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5673   -0.9333    1.1006 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 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 10 16  1  0
 16 17  1  0
 17 18  2  0
 18  5  1  0
 17  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  6 26  1  0
  7 27  1  0
 11 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 18 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5-(Propylthio)-1H-benzimidazol-2-yl)carbamic acid methyl ester	ChEBI
5-(Propylthio)-2-carbomethoxyaminobenzimidazole	ChEBI
Albenza	ChEBI
Eskazole	ChEBI
O-Methyl N-(5-(propylthio)-2-benzimidazolyl)carbamate	ChEBI
Proftril	ChEBI
Valbazen	ChEBI
Zentel	ChEBI
(5-(Propylthio)-1H-benzimidazol-2-yl)carbamate methyl ester	Generator
O-Methyl N-(5-(propylthio)-2-benzimidazolyl)carbamic acid	Generator
Albendazole armstrong brand	HMDB
Albendazole diba brand	HMDB
Albendazole pfizer brand	HMDB
Albendoral	HMDB
Armstrong brand OF albendazole	HMDB
SK And F62979	HMDB
Albendazole sanicoopa brand	HMDB
Albendazole valdecasas brand	HMDB
Bendapar	HMDB
Digezanol	HMDB
Endoplus	HMDB
Fustery brand OF albendazole	HMDB
Hormona brand OF albendazole	HMDB
Liferpal brand OF albendazole	HMDB
Lurdex	HMDB
Mediamix V disthelm	HMDB
Metiazol	HMDB
Monohydrochloride, albendazole	HMDB
SK And F-62979	HMDB
Sanicoopa brand OF albendazole	HMDB
Albendazole fustery brand	HMDB
Gascop	HMDB
Noé-socopharm brand OF albendazole	HMDB
Pfizer brand OF albendazole	HMDB
SmithKline beecham brand OF albendazole	HMDB
V Disthelm, mediamix	HMDB
Albendazole hormona brand	HMDB
Albendazole liferpal brand	HMDB
Albendazole monohydrochloride	HMDB
Albendazole noé-socopharm brand	HMDB
Bilutac	HMDB
Diba brand OF albendazole	HMDB
Disthelm	HMDB
Disthelm, mediamix V	HMDB
Noé socopharm brand OF albendazole	HMDB
SK And F 62979	HMDB
Valdecasas brand OF albendazole	HMDB
Andazol	MeSH

Chemical Formula

C₁₂H₁₅N₃O₂S

Average Molecular Weight

265.331

Monoisotopic Molecular Weight

265.088497429

IUPAC Name

methyl N-[6-(propylsulfanyl)-1H-1,3-benzodiazol-2-yl]carbamate

Traditional Name

albendazol

CAS Registry Number

54965-21-8

SMILES

CCCSC1=CC2=C(C=C1)N=C(NC(=O)OC)N2

InChI Identifier

InChI=1S/C12H15N3O2S/c1-3-6-18-8-4-5-9-10(7-8)14-11(13-9)15-12(16)17-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)

InChI Key

HXHWSAZORRCQMX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-benzimidazolylcarbamic acid esters. These are aromatic heteropolycyclic compounds that contain a carbamic acid ester group, which is N-linked to the C2-atom of a benzimidazole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzimidazoles

Sub Class

2-benzimidazolylcarbamic acid esters

Direct Parent

2-benzimidazolylcarbamic acid esters

Alternative Parents

Substituents

2-benzimidazolylcarbamic acid ester
Aryl thioether
Thiophenol ether
Alkylarylthioether
Benzenoid
Azole
Imidazole
Carbamic acid ester
Heteroaromatic compound
Carbonic acid derivative
Thioether
Azacycle
Sulfenyl compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

carbamate ester (CHEBI:16664 )
benzimidazoles (CHEBI:16664 )
benzimidazolylcarbamate fungicide (CHEBI:16664 )
a small molecule (ALBENDAZOLE )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0014659)

Biofluid or Excreta

Urine (HMDB: HMDB0014659)

Tissue substructure

Hepatic tissue (HMDB: HMDB0014659)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0014659)

Source

Endogenous

Endogenous (HMDB: HMDB0014659)

Plant

Plant (HMDB: HMDB0014659)

Animal

Animal (HMDB: HMDB0014659)

Exogenous

Food

Food (HMDB: HMDB0014659)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0014659)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0014659)

Cellular process

Cell signaling (HMDB: HMDB0014659)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0014659)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	209 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.023 g/L	Not Available
LogP	2.7	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	161.991	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001055

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.023 g/L	ALOGPS
logP	3.22	ALOGPS
logP	3.2	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	9.51	ChemAxon
pKa (Strongest Basic)	4.27	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	67.01 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	73.01 m³·mol⁻¹	ChemAxon
Polarizability	29.3 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	162.212	31661259
DarkChem	[M-H]-	164.162	31661259
DeepCCS	[M+H]+	163.793	30932474
DeepCCS	[M-H]-	161.435	30932474
DeepCCS	[M-2H]-	194.32	30932474
DeepCCS	[M+Na]+	169.886	30932474
AllCCS	[M+H]+	159.3	32859911
AllCCS	[M+H-H2O]+	156.0	32859911
AllCCS	[M+NH4]+	162.5	32859911
AllCCS	[M+Na]+	163.4	32859911
AllCCS	[M-H]-	162.2	32859911
AllCCS	[M+Na-2H]-	162.2	32859911
AllCCS	[M+HCOO]-	162.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Albendazole	CCCSC1=CC2=C(C=C1)N=C(NC(=O)OC)N2	3469.3	Standard polar	33892256
Albendazole	CCCSC1=CC2=C(C=C1)N=C(NC(=O)OC)N2	2307.6	Standard non polar	33892256
Albendazole	CCCSC1=CC2=C(C=C1)N=C(NC(=O)OC)N2	2670.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Albendazole,1TMS,isomer #1	CCCSC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C)[NH]C2=C1	2371.1	Semi standard non polar	33892256
Albendazole,1TMS,isomer #1	CCCSC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C)[NH]C2=C1	2253.2	Standard non polar	33892256
Albendazole,1TMS,isomer #1	CCCSC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C)[NH]C2=C1	3263.5	Standard polar	33892256
Albendazole,1TMS,isomer #2	CCCSC1=CC=C2N=C(NC(=O)OC)N([Si](C)(C)C)C2=C1	2453.5	Semi standard non polar	33892256
Albendazole,1TMS,isomer #2	CCCSC1=CC=C2N=C(NC(=O)OC)N([Si](C)(C)C)C2=C1	2258.7	Standard non polar	33892256
Albendazole,1TMS,isomer #2	CCCSC1=CC=C2N=C(NC(=O)OC)N([Si](C)(C)C)C2=C1	3419.6	Standard polar	33892256
Albendazole,2TMS,isomer #1	CCCSC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C)N([Si](C)(C)C)C2=C1	2408.8	Semi standard non polar	33892256
Albendazole,2TMS,isomer #1	CCCSC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C)N([Si](C)(C)C)C2=C1	2353.9	Standard non polar	33892256
Albendazole,2TMS,isomer #1	CCCSC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C)N([Si](C)(C)C)C2=C1	2893.8	Standard polar	33892256
Albendazole,1TBDMS,isomer #1	CCCSC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C(C)(C)C)[NH]C2=C1	2585.4	Semi standard non polar	33892256
Albendazole,1TBDMS,isomer #1	CCCSC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C(C)(C)C)[NH]C2=C1	2465.7	Standard non polar	33892256
Albendazole,1TBDMS,isomer #1	CCCSC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C(C)(C)C)[NH]C2=C1	3262.9	Standard polar	33892256
Albendazole,1TBDMS,isomer #2	CCCSC1=CC=C2N=C(NC(=O)OC)N([Si](C)(C)C(C)(C)C)C2=C1	2657.9	Semi standard non polar	33892256
Albendazole,1TBDMS,isomer #2	CCCSC1=CC=C2N=C(NC(=O)OC)N([Si](C)(C)C(C)(C)C)C2=C1	2481.4	Standard non polar	33892256
Albendazole,1TBDMS,isomer #2	CCCSC1=CC=C2N=C(NC(=O)OC)N([Si](C)(C)C(C)(C)C)C2=C1	3415.6	Standard polar	33892256
Albendazole,2TBDMS,isomer #1	CCCSC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=C1	2777.0	Semi standard non polar	33892256
Albendazole,2TBDMS,isomer #1	CCCSC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=C1	2732.0	Standard non polar	33892256
Albendazole,2TBDMS,isomer #1	CCCSC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=C1	3023.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Albendazole GC-EI-TOF (Non-derivatized)	splash10-0zg0-1469000000-46c2b274ef14c131df22	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Albendazole GC-EI-TOF (Non-derivatized)	splash10-00dl-2920000000-8bfa1e52a364c2e1f3ac	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Albendazole GC-EI-TOF (Non-derivatized)	splash10-0zg0-1469000000-46c2b274ef14c131df22	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Albendazole GC-EI-TOF (Non-derivatized)	splash10-00dl-2920000000-8bfa1e52a364c2e1f3ac	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Albendazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-00vl-3960000000-6405beb97aaf7baeef1e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Albendazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QFT , negative-QTOF	splash10-01q9-0090000000-672ce5296af7aee8b705	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QFT , negative-QTOF	splash10-001i-0390000000-5714d326ce05257dd82d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QFT , negative-QTOF	splash10-000i-0910000000-e659044fe535a4187c4c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QFT , negative-QTOF	splash10-000i-0900000000-a1c7141f3f860d69dca2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QFT , negative-QTOF	splash10-000i-0900000000-96ae063a35ee4fe53390	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QFT , negative-QTOF	splash10-052r-2900000000-6103a7173b7b7689ee52	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QFT , negative-QTOF	splash10-0a4i-9600000000-7a4cee3070ee6f08b2cb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QFT , negative-QTOF	splash10-0a4i-9200000000-109010056dd851a50ae4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QFT , negative-QTOF	splash10-0a4i-9000000000-9f06e0952a63ae1312b3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QFT , negative-QTOF	splash10-001r-0790000000-8ba2b09e2eefe111496f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QTOF , positive-QTOF	splash10-001i-0290000000-db0e07ed437380dd7f56	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QTOF , positive-QTOF	splash10-0006-0910000000-80dd825626a5009e8924	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QTOF , positive-QTOF	splash10-052f-0900000000-ea3849a4ab993b24b4f0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QFT , positive-QTOF	splash10-014i-0090000000-fe82219d2c01efc3494d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QFT , positive-QTOF	splash10-00lr-0090000000-6d1f652e7ecf943d7400	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QFT , positive-QTOF	splash10-001i-0190000000-ab8f5993bbc5ebfcb04c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QFT , positive-QTOF	splash10-000x-0950000000-0c5ca5956802aa312e11	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QFT , positive-QTOF	splash10-0006-0900000000-02e757b669a99db25608	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole LC-ESI-QFT , positive-QTOF	splash10-052f-0900000000-bef5aa7a328477b1c279	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albendazole 10V, Positive-QTOF	splash10-0uxr-1190000000-b3b5e0c1c81c186e0323	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albendazole 20V, Positive-QTOF	splash10-0a6u-6390000000-49710f98d2607932e74d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albendazole 40V, Positive-QTOF	splash10-01vo-6920000000-f7a76ee929303af68012	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albendazole 10V, Negative-QTOF	splash10-06si-5390000000-662c83573e8207d72065	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albendazole 20V, Negative-QTOF	splash10-0a4i-5960000000-7fffbfea1f1e67fdbb9c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albendazole 40V, Negative-QTOF	splash10-01rx-9610000000-014e3ec45924170b49d0	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00518	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00518	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

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

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00518

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1998

KEGG Compound ID

C01779

BioCyc ID

ALBENDAZOLE

BiGG ID

Not Available

Wikipedia Link

Albendazole

METLIN ID

Not Available

PubChem Compound

2082

PDB ID

Not Available

ChEBI ID

16664

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Ramirez T, Benitez-Bribiesca L, Ostrosky-Wegman P, Herrera LA: In vitro effects of albendazole and its metabolites on the cell proliferation kinetics and micronuclei frequency of stimulated human lymphocytes. Arch Med Res. 2001 Mar-Apr;32(2):119-22. [PubMed:11343808 ]
Haque A, Hollister WS, Willcox A, Canning EU: The antimicrosporidial activity of albendazole. J Invertebr Pathol. 1993 Sep;62(2):171-7. [PubMed:8228321 ]
Oxberry ME, Reynoldson JA, Thompson RC: The binding and distribution of albendazole and its principal metabolites in Giardia duodenalis. J Vet Pharmacol Ther. 2000 Jun;23(3):113-20. [PubMed:11110097 ]
Molina AJ, Merino G, Prieto JG, Real R, Mendoza G, Alvarez AI: Absorption and metabolism of albendazole after intestinal ischemia/reperfusion. Eur J Pharm Sci. 2007 May;31(1):16-24. Epub 2007 Feb 6. [PubMed:17350811 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

Reactions

Albendazole + NADPH + Oxygen → albendazole S-oxide + NADP + Water	details

References

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

Enzyme Details

2. Cytochrome P450 1A1

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP1A1
Uniprot ID:: P04798
Molecular weight:: 58164.815

References

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

Enzyme Details

3. Cytochrome P450 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

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

Enzyme Details

4. Tubulin beta-2C chain

General function:: Involved in structural molecule activity
Specific function:: Tubulin is the major constituent of microtubules. It binds two moles of GTP, one at an exchangeable site on the beta chain and one at a non-exchangeable site on the alpha-chain
Gene Name:: TUBB2C
Uniprot ID:: P68371
Molecular weight:: 49830.7

References

Solana HD, Sallovitz JM, Lanusse CE, Rodriguez JA: Enantioselective binding of albendazole sulphoxide to cytosolic proteins from helminth parasites. Methods Find Exp Clin Pharmacol. 2002 Jan-Feb;24(1):7-13. [PubMed:11980387 ]
Chu SW, Badar S, Morris DL, Pourgholami MH: Potent inhibition of tubulin polymerisation and proliferation of paclitaxel-resistant 1A9PTX22 human ovarian cancer cells by albendazole. Anticancer Res. 2009 Oct;29(10):3791-6. [PubMed:19846910 ]
Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Enzyme Details

5. Tubulin alpha-1A chain

General function:: Involved in structural molecule activity
Specific function:: Tubulin is the major constituent of microtubules. It binds two moles of GTP, one at an exchangeable site on the beta chain and one at a non-exchangeable site on the alpha-chain
Gene Name:: TUBA1A
Uniprot ID:: Q71U36
Molecular weight:: 50135.2

References

Ramirez T, Benitez-Bribiesca L, Ostrosky-Wegman P, Herrera LA: In vitro effects of albendazole and its metabolites on the cell proliferation kinetics and micronuclei frequency of stimulated human lymphocytes. Arch Med Res. 2001 Mar-Apr;32(2):119-22. [PubMed:11343808 ]
Chu SW, Badar S, Morris DL, Pourgholami MH: Potent inhibition of tubulin polymerisation and proliferation of paclitaxel-resistant 1A9PTX22 human ovarian cancer cells by albendazole. Anticancer Res. 2009 Oct;29(10):3791-6. [PubMed:19846910 ]
Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

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

Merino G, Alvarez AI, Prieto JG, Kim RB: The anthelminthic agent albendazole does not interact with p-glycoprotein. Drug Metab Dispos. 2002 Apr;30(4):365-9. [PubMed:11901088 ]

Showing metabocard for Albendazole (HMDB0014659)

MOL for HMDB0014659 (Albendazole)

3D MOL for HMDB0014659 (Albendazole)

3D SDF for HMDB0014659 (Albendazole)

3D-SDF for HMDB0014659 (Albendazole)

PDB for HMDB0014659 (Albendazole)

3D PDB for HMDB0014659 (Albendazole)

SMILES for HMDB0014659 (Albendazole)

INCHI for HMDB0014659 (Albendazole)

Structure for HMDB0014659 (Albendazole)

3D Structure for HMDB0014659 (Albendazole)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

References

References

References

References

References

Transporters

References