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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (12)transporters (2) Show 14 proteins XML

enzymes (12)transporters (2) Show 14 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:12 UTC

Update Date

2020-07-06 16:00:56 UTC

HMDB ID

HMDB0013846

Secondary Accession Numbers

HMDB13846

Metabolite Identification

Common Name

E-3179

Description

E-3179 or Losartan carboxaldehyde is a CYP3A4 or CYP2C9 metabolite of Losartan. E-3179 belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond. E-3179 is also classified as a biphenyltetrazole. E-3179 is a Losartan intermediate aldehyde that is eventually converted via CYP450 oxidation to Losartan carboxylate (E3174) which is pharmacologically more active than Losartan (PMID: 7736913 ). E-3179 is only found in individuals who have consumed the drug Losartan. Losartan is an angiotensin converting enzyme inhibitor used to treat hypertension.

Structure

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


  Mrv0541 06151315462D          

 30 33  0  0  0  0            999 V2000
    4.2961   -5.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1167   -5.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6016   -4.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8042   -5.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1398   -4.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9838   -5.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6548   -3.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4221   -5.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5223   -5.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3730   -4.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3428   -5.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1935   -4.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2169   -5.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7716   -3.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0373   -4.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6784   -4.7912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4989   -4.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8344   -3.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9870   -3.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9070   -4.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3195   -3.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3495   -3.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3195   -2.2879    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.6521   -3.5978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6044   -2.4992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5245   -3.2839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9370   -2.0143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2696   -2.4992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7320   -4.3825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9430   -2.5359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  3  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
 15  9  2  0  0  0  0
 15 10  1  0  0  0  0
 15 13  1  0  0  0  0
 16 11  2  0  0  0  0
 16 12  1  0  0  0  0
 17  6  2  0  0  0  0
 17 16  1  0  0  0  0
 18  7  2  0  0  0  0
 18 17  1  0  0  0  0
 19 14  1  0  0  0  0
 20  8  1  0  0  0  0
 21 19  2  0  0  0  0
 22 18  1  0  0  0  0
 23 21  1  0  0  0  0
 24 20  2  0  0  0  0
 24 21  1  0  0  0  0
 25 22  2  0  0  0  0
 26 22  1  0  0  0  0
 27 25  1  0  0  0  0
 28 26  1  0  0  0  0
 28 27  2  0  0  0  0
 29 13  1  0  0  0  0
 29 19  1  0  0  0  0
 29 20  1  0  0  0  0
 30 14  2  0  0  0  0
M  END

HMDB0013846
     RDKit          3D
E-3179
 51 54  0  0  0  0  0  0  0  0999 V2000
   -5.9203    0.0458    2.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7915   -1.0265    0.9402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4964   -1.7737    1.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2670   -0.8994    0.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2336   -0.2507   -0.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0880   -0.5572   -1.4091 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8493    0.2212   -2.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6476    0.2664   -4.0037 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7884    1.0535   -2.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2329    2.0861   -2.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3032    2.8500   -2.6778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4208    0.7499   -0.8349 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4179    1.3651   -0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0198    0.8827   -0.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4162   -0.3793    0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7566   -0.7490   -0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7034    0.1269   -0.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0832   -0.2986   -0.6606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6000   -0.4366   -1.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8864   -0.8416   -2.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6648   -1.1116   -1.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1529   -0.9746    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8520   -0.5652    0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3123   -0.4095    1.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1192   -0.0130    2.2315 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0836   -0.0228    3.5533 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2650   -0.4296    3.9803 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0270   -0.6704    2.9269 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2693    1.3945   -0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587    1.7807   -0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8546   -0.4358    2.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1241    0.7929    1.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8889    0.5612    1.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9552   -0.6385   -0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5981   -1.8055    1.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4365   -2.2935    2.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5082   -2.5529    0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4004   -1.5641    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2901   -0.1041    1.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6429    2.2064   -3.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4334    2.4655   -0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6868    1.3449    1.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2939   -1.1032    0.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0543   -1.7660    0.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9821   -0.2236   -2.8253 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2637   -0.9411   -3.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6747   -1.4289   -1.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7787   -1.1907    1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0003   -1.0011    2.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0155    2.1028   -1.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6696    2.7978   -0.9140 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  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 17 29  1  0
 29 30  2  0
 12  5  1  0
 30 14  1  0
 23 18  1  0
 28 24  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
 10 40  1  0
 13 41  1  0
 13 42  1  0
 15 43  1  0
 16 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 22 48  1  0
 28 49  1  0
 29 50  1  0
 30 51  1  0
M  END


  Mrv0541 06151315462D          

 30 33  0  0  0  0            999 V2000
    4.2961   -5.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1167   -5.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6016   -4.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8042   -5.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1398   -4.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9838   -5.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6548   -3.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4221   -5.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5223   -5.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3730   -4.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3428   -5.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1935   -4.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2169   -5.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7716   -3.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0373   -4.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6784   -4.7912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4989   -4.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8344   -3.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9870   -3.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9070   -4.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3195   -3.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3495   -3.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3195   -2.2879    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.6521   -3.5978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6044   -2.4992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5245   -3.2839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9370   -2.0143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2696   -2.4992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7320   -4.3825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9430   -2.5359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  3  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
 15  9  2  0  0  0  0
 15 10  1  0  0  0  0
 15 13  1  0  0  0  0
 16 11  2  0  0  0  0
 16 12  1  0  0  0  0
 17  6  2  0  0  0  0
 17 16  1  0  0  0  0
 18  7  2  0  0  0  0
 18 17  1  0  0  0  0
 19 14  1  0  0  0  0
 20  8  1  0  0  0  0
 21 19  2  0  0  0  0
 22 18  1  0  0  0  0
 23 21  1  0  0  0  0
 24 20  2  0  0  0  0
 24 21  1  0  0  0  0
 25 22  2  0  0  0  0
 26 22  1  0  0  0  0
 27 25  1  0  0  0  0
 28 26  1  0  0  0  0
 28 27  2  0  0  0  0
 29 13  1  0  0  0  0
 29 19  1  0  0  0  0
 29 20  1  0  0  0  0
 30 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013846

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC1=NC(Cl)=C(C=O)N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NN=NN1

> <INCHI_IDENTIFIER>
InChI=1S/C22H21ClN6O/c1-2-3-8-20-24-21(23)19(14-30)29(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)22-25-27-28-26-22/h4-7,9-12,14H,2-3,8,13H2,1H3,(H,25,26,27,28)

> <INCHI_KEY>
FQZSMTSTFMNWQF-UHFFFAOYSA-N

> <FORMULA>
C22H21ClN6O

> <MOLECULAR_WEIGHT>
420.895

> <EXACT_MASS>
420.146537031

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
43.8496292595323

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-butyl-4-chloro-1-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-imidazole-5-carbaldehyde

> <ALOGPS_LOGP>
4.56

> <JCHEM_LOGP>
4.670216030618571

> <ALOGPS_LOGS>
-5.12

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.23861300309946

> <JCHEM_PKA_STRONGEST_BASIC>
3.10687686093177

> <JCHEM_POLAR_SURFACE_AREA>
89.35

> <JCHEM_REFRACTIVITY>
131.6177

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.17e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-butyl-5-chloro-3-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)imidazole-4-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013846
     RDKit          3D
E-3179
 51 54  0  0  0  0  0  0  0  0999 V2000
   -5.9203    0.0458    2.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7915   -1.0265    0.9402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4964   -1.7737    1.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2670   -0.8994    0.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2336   -0.2507   -0.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0880   -0.5572   -1.4091 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8493    0.2212   -2.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6476    0.2664   -4.0037 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7884    1.0535   -2.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2329    2.0861   -2.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3032    2.8500   -2.6778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4208    0.7499   -0.8349 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4179    1.3651   -0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0198    0.8827   -0.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4162   -0.3793    0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7566   -0.7490   -0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7034    0.1269   -0.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0832   -0.2986   -0.6606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6000   -0.4366   -1.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8864   -0.8416   -2.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6648   -1.1116   -1.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1529   -0.9746    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8520   -0.5652    0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3123   -0.4095    1.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1192   -0.0130    2.2315 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0836   -0.0228    3.5533 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2650   -0.4296    3.9803 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0270   -0.6704    2.9269 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2693    1.3945   -0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587    1.7807   -0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8546   -0.4358    2.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1241    0.7929    1.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8889    0.5612    1.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9552   -0.6385   -0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5981   -1.8055    1.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4365   -2.2935    2.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5082   -2.5529    0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4004   -1.5641    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2901   -0.1041    1.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6429    2.2064   -3.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4334    2.4655   -0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6868    1.3449    1.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2939   -1.1032    0.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0543   -1.7660    0.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9821   -0.2236   -2.8253 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2637   -0.9411   -3.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6747   -1.4289   -1.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7787   -1.1907    1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0003   -1.0011    2.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0155    2.1028   -1.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6696    2.7978   -0.9140 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  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 17 29  1  0
 29 30  2  0
 12  5  1  0
 30 14  1  0
 23 18  1  0
 28 24  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
 10 40  1  0
 13 41  1  0
 13 42  1  0
 15 43  1  0
 16 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 22 48  1  0
 28 49  1  0
 29 50  1  0
 30 51  1  0
M  END

HEADER    PROTEIN                                 15-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JUN-13         0                                  
HETATM    1  C   UNK     0       8.019 -10.351   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.551 -10.511   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.456  -9.266   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      23.901  -9.868   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.528  -8.461   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.370 -10.028   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.622  -7.215   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.988  -9.426   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.775 -10.511   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.496  -7.859   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.307 -10.351   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.028  -7.698   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.338  -9.426   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.374  -6.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.870  -9.266   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.933  -8.944   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      21.465  -8.783   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.091  -7.376   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.909  -6.716   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.893  -8.181   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.663  -5.811   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.186  -6.130   0.000  0.00  0.00           C+0
HETATM   23 Cl   UNK     0      13.663  -4.271   0.000  0.00  0.00          Cl+0
HETATM   24  N   UNK     0      12.417  -6.716   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      21.662  -4.665   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      19.646  -6.130   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      20.416  -3.760   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      19.170  -4.665   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      14.433  -8.181   0.000  0.00  0.00           N+0
HETATM   30  O   UNK     0      16.694  -4.734   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    8                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4   17                                                       
CONECT    7    5   18                                                       
CONECT    8    3   20                                                       
CONECT    9   11   15                                                       
CONECT   10   12   15                                                       
CONECT   11    9   16                                                       
CONECT   12   10   16                                                       
CONECT   13   15   29                                                       
CONECT   14   19   30                                                       
CONECT   15    9   10   13                                                  
CONECT   16   11   12   17                                                  
CONECT   17    6   16   18                                                  
CONECT   18    7   17   22                                                  
CONECT   19   14   21   29                                                  
CONECT   20    8   24   29                                                  
CONECT   21   19   23   24                                                  
CONECT   22   18   25   26                                                  
CONECT   23   21                                                            
CONECT   24   20   21                                                       
CONECT   25   22   27                                                       
CONECT   26   22   28                                                       
CONECT   27   25   28                                                       
CONECT   28   26   27                                                       
CONECT   29   13   19   20                                                  
CONECT   30   14                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0013846
HETATM    1  C1  UNL     1      -5.920   0.046   2.011  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.791  -1.027   0.940  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.496  -1.774   1.057  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.267  -0.899   0.929  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.234  -0.251  -0.421  1.00  0.00           C  
HETATM    6  N1  UNL     1      -4.088  -0.557  -1.409  1.00  0.00           N  
HETATM    7  C6  UNL     1      -3.849   0.221  -2.451  1.00  0.00           C  
HETATM    8 CL1  UNL     1      -4.648   0.266  -4.004  1.00  0.00          CL  
HETATM    9  C7  UNL     1      -2.788   1.054  -2.084  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.233   2.086  -2.984  1.00  0.00           C  
HETATM   11  O1  UNL     1      -1.303   2.850  -2.678  1.00  0.00           O  
HETATM   12  N2  UNL     1      -2.421   0.750  -0.835  1.00  0.00           N  
HETATM   13  C9  UNL     1      -1.418   1.365  -0.042  1.00  0.00           C  
HETATM   14  C10 UNL     1      -0.020   0.883  -0.213  1.00  0.00           C  
HETATM   15  C11 UNL     1       0.416  -0.379   0.084  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.757  -0.749  -0.068  1.00  0.00           C  
HETATM   17  C13 UNL     1       2.703   0.127  -0.521  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.083  -0.299  -0.661  1.00  0.00           C  
HETATM   19  C15 UNL     1       4.600  -0.437  -1.960  1.00  0.00           C  
HETATM   20  C16 UNL     1       5.886  -0.842  -2.152  1.00  0.00           C  
HETATM   21  C17 UNL     1       6.665  -1.112  -1.047  1.00  0.00           C  
HETATM   22  C18 UNL     1       6.153  -0.975   0.226  1.00  0.00           C  
HETATM   23  C19 UNL     1       4.852  -0.565   0.449  1.00  0.00           C  
HETATM   24  C20 UNL     1       4.312  -0.410   1.791  1.00  0.00           C  
HETATM   25  N3  UNL     1       3.119  -0.013   2.231  1.00  0.00           N  
HETATM   26  N4  UNL     1       3.084  -0.023   3.553  1.00  0.00           N  
HETATM   27  N5  UNL     1       4.265  -0.430   3.980  1.00  0.00           N  
HETATM   28  N6  UNL     1       5.027  -0.670   2.927  1.00  0.00           N  
HETATM   29  C21 UNL     1       2.269   1.394  -0.821  1.00  0.00           C  
HETATM   30  C22 UNL     1       0.959   1.781  -0.679  1.00  0.00           C  
HETATM   31  H1  UNL     1      -5.855  -0.436   2.996  1.00  0.00           H  
HETATM   32  H2  UNL     1      -5.124   0.793   1.826  1.00  0.00           H  
HETATM   33  H3  UNL     1      -6.889   0.561   1.852  1.00  0.00           H  
HETATM   34  H4  UNL     1      -5.955  -0.638  -0.062  1.00  0.00           H  
HETATM   35  H5  UNL     1      -6.598  -1.806   1.113  1.00  0.00           H  
HETATM   36  H6  UNL     1      -4.436  -2.293   2.038  1.00  0.00           H  
HETATM   37  H7  UNL     1      -4.508  -2.553   0.263  1.00  0.00           H  
HETATM   38  H8  UNL     1      -2.400  -1.564   1.026  1.00  0.00           H  
HETATM   39  H9  UNL     1      -3.290  -0.104   1.677  1.00  0.00           H  
HETATM   40  H10 UNL     1      -2.643   2.206  -3.979  1.00  0.00           H  
HETATM   41  H11 UNL     1      -1.433   2.466  -0.274  1.00  0.00           H  
HETATM   42  H12 UNL     1      -1.687   1.345   1.060  1.00  0.00           H  
HETATM   43  H13 UNL     1      -0.294  -1.103   0.444  1.00  0.00           H  
HETATM   44  H14 UNL     1       2.054  -1.766   0.180  1.00  0.00           H  
HETATM   45  H15 UNL     1       3.982  -0.224  -2.825  1.00  0.00           H  
HETATM   46  H16 UNL     1       6.264  -0.941  -3.178  1.00  0.00           H  
HETATM   47  H17 UNL     1       7.675  -1.429  -1.240  1.00  0.00           H  
HETATM   48  H18 UNL     1       6.779  -1.191   1.074  1.00  0.00           H  
HETATM   49  H19 UNL     1       6.000  -1.001   2.957  1.00  0.00           H  
HETATM   50  H20 UNL     1       3.015   2.103  -1.183  1.00  0.00           H  
HETATM   51  H21 UNL     1       0.670   2.798  -0.914  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6    6   12
CONECT    6    7
CONECT    7    8    9    9
CONECT    9   10   12
CONECT   10   11   11   40
CONECT   12   13
CONECT   13   14   41   42
CONECT   14   15   15   30
CONECT   15   16   43
CONECT   16   17   17   44
CONECT   17   18   29
CONECT   18   19   19   23
CONECT   19   20   45
CONECT   20   21   21   46
CONECT   21   22   47
CONECT   22   23   23   48
CONECT   23   24
CONECT   24   25   25   28
CONECT   25   26
CONECT   26   27   27
CONECT   27   28
CONECT   28   49
CONECT   29   30   30   50
CONECT   30   51
END

HMDB0013846
     RDKit          3D
E-3179
 51 54  0  0  0  0  0  0  0  0999 V2000
   -5.9203    0.0458    2.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7915   -1.0265    0.9402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4964   -1.7737    1.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2670   -0.8994    0.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2336   -0.2507   -0.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0880   -0.5572   -1.4091 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8493    0.2212   -2.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6476    0.2664   -4.0037 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7884    1.0535   -2.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2329    2.0861   -2.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3032    2.8500   -2.6778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4208    0.7499   -0.8349 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4179    1.3651   -0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0198    0.8827   -0.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4162   -0.3793    0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7566   -0.7490   -0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7034    0.1269   -0.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0832   -0.2986   -0.6606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6000   -0.4366   -1.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8864   -0.8416   -2.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6648   -1.1116   -1.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1529   -0.9746    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8520   -0.5652    0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3123   -0.4095    1.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1192   -0.0130    2.2315 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0836   -0.0228    3.5533 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2650   -0.4296    3.9803 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0270   -0.6704    2.9269 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2693    1.3945   -0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587    1.7807   -0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8546   -0.4358    2.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1241    0.7929    1.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8889    0.5612    1.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9552   -0.6385   -0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5981   -1.8055    1.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4365   -2.2935    2.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5082   -2.5529    0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4004   -1.5641    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2901   -0.1041    1.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6429    2.2064   -3.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4334    2.4655   -0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6868    1.3449    1.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2939   -1.1032    0.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0543   -1.7660    0.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9821   -0.2236   -2.8253 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2637   -0.9411   -3.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6747   -1.4289   -1.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7787   -1.1907    1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0003   -1.0011    2.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0155    2.1028   -1.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6696    2.7978   -0.9140 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  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 17 29  1  0
 29 30  2  0
 12  5  1  0
 30 14  1  0
 23 18  1  0
 28 24  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
 10 40  1  0
 13 41  1  0
 13 42  1  0
 15 43  1  0
 16 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 22 48  1  0
 28 49  1  0
 29 50  1  0
 30 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
EXP 132	HMDB
2-Butyl-4-chloro-1-((2'-(1H-tetrazol-5-yl)(1,1'-biphenyl)-4-yl)methyl)-1H-imidazole-5-carboxaldehyde	HMDB
EXP-132	HMDB

Chemical Formula

C₂₂H₂₁ClN₆O

Average Molecular Weight

420.895

Monoisotopic Molecular Weight

420.146537031

IUPAC Name

2-butyl-4-chloro-1-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-imidazole-5-carbaldehyde

Traditional Name

2-butyl-5-chloro-3-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)imidazole-4-carbaldehyde

CAS Registry Number

Not Available

SMILES

CCCCC1=NC(Cl)=C(C=O)N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NN=NN1

InChI Identifier

InChI=1S/C22H21ClN6O/c1-2-3-8-20-24-21(23)19(14-30)29(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)22-25-27-28-26-22/h4-7,9-12,14H,2-3,8,13H2,1H3,(H,25,26,27,28)

InChI Key

FQZSMTSTFMNWQF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenyls and derivatives

Direct Parent

Biphenyls and derivatives

Alternative Parents

Substituents

Biphenyl
Phenyltetrazole
1,2,4,5-tetrasubstituted imidazole
Imidazole-4-carbonyl group
Aryl-aldehyde
Aryl chloride
Aryl halide
N-substituted imidazole
Azole
Heteroaromatic compound
Imidazole
Vinylogous halide
Tetrazole
Azacycle
Organoheterocyclic compound
Organohalogen compound
Organooxygen compound
Aldehyde
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organochloride
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Liver (HMDB: HMDB0013846)
Kidney (HMDB: HMDB0013846)

Biofluid or Excreta

Excreta

Urine (PMID: 21059682)

Non-excretory biofluid

Blood (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0013846)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0032 g/L	ALOGPS
logP	4.56	ALOGPS
logP	4.67	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	4.24	ChemAxon
pKa (Strongest Basic)	3.11	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.35 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	131.62 m³·mol⁻¹	ChemAxon
Polarizability	43.85 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	195.938	30932474
DeepCCS	[M-H]-	193.58	30932474
DeepCCS	[M-2H]-	227.465	30932474
DeepCCS	[M+Na]+	202.694	30932474
AllCCS	[M+H]+	200.8	32859911
AllCCS	[M+H-H2O]+	198.4	32859911
AllCCS	[M+NH4]+	203.1	32859911
AllCCS	[M+Na]+	203.7	32859911
AllCCS	[M-H]-	198.5	32859911
AllCCS	[M+Na-2H]-	198.6	32859911
AllCCS	[M+HCOO]-	198.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
E-3179	CCCCC1=NC(Cl)=C(C=O)N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NN=NN1	4627.4	Standard polar	33892256
E-3179	CCCCC1=NC(Cl)=C(C=O)N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NN=NN1	3715.7	Standard non polar	33892256
E-3179	CCCCC1=NC(Cl)=C(C=O)N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NN=NN1	3845.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
E-3179,1TMS,isomer #1	CCCCC1=NC(Cl)=C(C=O)N1CC1=CC=C(C2=CC=CC=C2C2=NN=NN2[Si](C)(C)C)C=C1	3768.8	Semi standard non polar	33892256
E-3179,1TMS,isomer #1	CCCCC1=NC(Cl)=C(C=O)N1CC1=CC=C(C2=CC=CC=C2C2=NN=NN2[Si](C)(C)C)C=C1	3426.5	Standard non polar	33892256
E-3179,1TMS,isomer #1	CCCCC1=NC(Cl)=C(C=O)N1CC1=CC=C(C2=CC=CC=C2C2=NN=NN2[Si](C)(C)C)C=C1	4811.2	Standard polar	33892256
E-3179,1TBDMS,isomer #1	CCCCC1=NC(Cl)=C(C=O)N1CC1=CC=C(C2=CC=CC=C2C2=NN=NN2[Si](C)(C)C(C)(C)C)C=C1	3901.7	Semi standard non polar	33892256
E-3179,1TBDMS,isomer #1	CCCCC1=NC(Cl)=C(C=O)N1CC1=CC=C(C2=CC=CC=C2C2=NN=NN2[Si](C)(C)C(C)(C)C)C=C1	3625.9	Standard non polar	33892256
E-3179,1TBDMS,isomer #1	CCCCC1=NC(Cl)=C(C=O)N1CC1=CC=C(C2=CC=CC=C2C2=NN=NN2[Si](C)(C)C(C)(C)C)C=C1	4739.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - E-3179 GC-MS (Non-derivatized) - 70eV, Positive	splash10-002u-4189000000-b97a11ba828d83b9a63f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - E-3179 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E-3179 10V, Positive-QTOF	splash10-00di-0021900000-92e20648517914146b50	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E-3179 20V, Positive-QTOF	splash10-000i-0193100000-3e8bd99e0968b8199adf	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E-3179 40V, Positive-QTOF	splash10-03dr-9161000000-e4a6d24a60a1c7409a3f	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E-3179 10V, Negative-QTOF	splash10-014i-0301900000-5217a4057e4e712eb92a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E-3179 20V, Negative-QTOF	splash10-002r-0907300000-72743a54570ba14ec469	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E-3179 40V, Negative-QTOF	splash10-002b-3901000000-bfac8427e2fc4607fe8c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E-3179 10V, Negative-QTOF	splash10-014i-0007900000-44bf34d734ef66bb31a2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E-3179 20V, Negative-QTOF	splash10-00lr-7916500000-997effada2a7385187cb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E-3179 40V, Negative-QTOF	splash10-000w-4930000000-6034f7f794bdf3fe9453	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E-3179 10V, Positive-QTOF	splash10-00dr-0050900000-92f01f1155f25fc27aa2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E-3179 20V, Positive-QTOF	splash10-052r-0290000000-83c0755147fb67e7801f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - E-3179 40V, Positive-QTOF	splash10-0a4i-0490000000-46437d86d2228e07cafa	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

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	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

148830

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

4th millennium

METLIN ID

Not Available

PubChem Compound

170214

PDB ID

Not Available

ChEBI ID

174143

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Stearns RA, Chakravarty PK, Chen R, Chiu SH: Biotransformation of losartan to its active carboxylic acid metabolite in human liver microsomes. Role of cytochrome P4502C and 3A subfamily members. Drug Metab Dispos. 1995 Feb;23(2):207-15. [PubMed:7736913 ]

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

Show all enzymes and transporters

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 2B7

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Its unique specificity for 3,4-catechol estrogens and estriol suggests it may play an important role in regulating the level and activity of these potent and active estrogen metabolites. Is also active with androsterone, hyodeoxycholic acid and tetrachlorocatechol (in vitro).
Gene Name:: UGT2B7
Uniprot ID:: P16662
Molecular weight:: 60720.15

References

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

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

References

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

3. UDP-glucuronosyltransferase 1-3

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.
Gene Name:: UGT1A3
Uniprot ID:: P35503
Molecular weight:: 60337.835

References

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. UDP-glucuronosyltransferase 1-10

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.
Gene Name:: UGT1A10
Uniprot ID:: Q9HAW8
Molecular weight:: 59809.075

References

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

5. UDP-glucuronosyltransferase 2B17

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. The major substrates of this isozyme are eugenol > 4-methylumbelliferone > dihydrotestosterone (DHT) > androstane-3-alpha,17-beta-diol (3-alpha-diol) > testosterone > androsterone (ADT).
Gene Name:: UGT2B17
Uniprot ID:: O75795
Molecular weight:: 61094.915

References

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

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

Song JC, White CM: Pharmacologic, pharmacokinetic, and therapeutic differences among angiotensin II receptor antagonists. Pharmacotherapy. 2000 Feb;20(2):130-9. [PubMed:10678291 ]
Sica DA, Gehr TW, Ghosh S: Clinical pharmacokinetics of losartan. Clin Pharmacokinet. 2005;44(8):797-814. [PubMed:16029066 ]
Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

7. 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

Song JC, White CM: Pharmacologic, pharmacokinetic, and therapeutic differences among angiotensin II receptor antagonists. Pharmacotherapy. 2000 Feb;20(2):130-9. [PubMed:10678291 ]
Sica DA, Gehr TW, Ghosh S: Clinical pharmacokinetics of losartan. Clin Pharmacokinet. 2005;44(8):797-814. [PubMed:16029066 ]
Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Yasar U, Forslund-Bergengren C, Tybring G, Dorado P, Llerena A, Sjoqvist F, Eliasson E, Dahl ML: Pharmacokinetics of losartan and its metabolite E-3174 in relation to the CYP2C9 genotype. Clin Pharmacol Ther. 2002 Jan;71(1):89-98. [PubMed:11823761 ]

Enzyme Details

8. 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

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 3A5

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

References

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

Enzyme Details

10. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

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 ]

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

Takara K, Kakumoto M, Tanigawara Y, Funakoshi J, Sakaeda T, Okumura K: Interaction of digoxin with antihypertensive drugs via MDR1. Life Sci. 2002 Feb 15;70(13):1491-500. [PubMed:11895100 ]
Borgnia MJ, Eytan GD, Assaraf YG: Competition of hydrophobic peptides, cytotoxic drugs, and chemosensitizers on a common P-glycoprotein pharmacophore as revealed by its ATPase activity. J Biol Chem. 1996 Feb 9;271(6):3163-71. [PubMed:8621716 ]
Soldner A, Benet LZ, Mutschler E, Christians U: Active transport of the angiotensin-II antagonist losartan and its main metabolite EXP 3174 across MDCK-MDR1 and caco-2 cell monolayers. Br J Pharmacol. 2000 Mar;129(6):1235-43. [PubMed:10725273 ]

Enzyme Details

2. Solute carrier family 22 member 6

General function:: Involved in ion transmembrane transporter activity
Specific function:: Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one molecule of endogenous dicarboxylic acid (glutarate, ketoglutarate, etc). Mediates the sodium-independent uptake of 2,3-dimercapto-1-propanesulfonic acid (DMPS). Mediates the sodium-independent uptake of p- aminohippurate (PAH), ochratoxin (OTA), acyclovir (ACV), 3'-azido- 3-'deoxythymidine (AZT), cimetidine (CMD), 2,4-dichloro- phenoxyacetate (2,4-D), hippurate (HA), indoleacetate (IA), indoxyl sulfate (IS) and 3-carboxy-4-methyl-5-propyl-2- furanpropionate (CMPF), cidofovir, adefovir, 9-(2- phosphonylmethoxyethyl) guanine (PMEG), 9-(2- phosphonylmethoxyethyl) diaminopurine (PMEDAP) and edaravone sulfate. PAH uptake is inhibited by p- chloromercuribenzenesulphonate (PCMBS), diethyl pyrocarbonate (DEPC), sulindac, diclofenac, carprofen, glutarate and okadaic acid. PAH uptake is inhibited by benzothiazolylcysteine (BTC), S-chlorotrifluoroethylcysteine (CTFC), cysteine S-conjugates S-dichlorovinylcysteine (DCVC), furosemide, steviol, phorbol 12-myristate 13-acetate (PMA), calcium ionophore A23187, benzylpenicillin, furosemide, indomethacin, bumetamide, losartan, probenecid, phenol red, urate, and alpha-ketoglutarate
Gene Name:: SLC22A6
Uniprot ID:: Q4U2R8
Molecular weight:: 61815.8

References

Race JE, Grassl SM, Williams WJ, Holtzman EJ: Molecular cloning and characterization of two novel human renal organic anion transporters (hOAT1 and hOAT3). Biochem Biophys Res Commun. 1999 Feb 16;255(2):508-14. [PubMed:10049739 ]

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

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Showing metabocard for E-3179 (HMDB0013846)

MOL for HMDB0013846 (E-3179)

3D MOL for HMDB0013846 (E-3179)

3D SDF for HMDB0013846 (E-3179)

3D-SDF for HMDB0013846 (E-3179)

PDB for HMDB0013846 (E-3179)

3D PDB for HMDB0013846 (E-3179)

SMILES for HMDB0013846 (E-3179)

INCHI for HMDB0013846 (E-3179)

Structure for HMDB0013846 (E-3179)

3D Structure for HMDB0013846 (E-3179)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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Transporters

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