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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 15:00:11 UTC

Update Date

2020-02-26 21:39:07 UTC

HMDB ID

HMDB0013842

Secondary Accession Numbers

HMDB13842

Metabolite Identification

Common Name

O-Deethylated candesartan

Description

O-Deethylated candesartan is only found in individuals that have used or taken Candesartan.O-Deethylated candesartan is a metabolite of Candesartan. O-deethylated candesartan belongs to the family of Biphenyltetrazoles and Derivatives. These are organic compounds containing a biphenyl attached to a tetrazole. A carbon atom of the biphenyl moiety is boned to a carbon or the nitrogen atom of the tetrazole moiety.

Structure

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


  Mrv0541 06191310192D          

 31 35  0  0  0  0            999 V2000
    8.5788   -5.7835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0628   -3.7211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917   -3.7211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2723   -5.1197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2723   -6.4474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6424   -2.3416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6359   -1.4501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3081   -1.5874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9222   -1.0365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5287   -4.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917   -5.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3359   -4.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917   -6.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7538   -5.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7773   -4.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5922   -3.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8869   -4.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9505   -3.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7773   -6.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3995   -3.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6941   -4.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0628   -5.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7576   -3.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0628   -6.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0139   -2.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7773   -4.1336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3086   -4.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8212   -2.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1159   -4.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4631   -2.2569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3722   -3.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  2 26  1  0  0  0  0
  3 26  2  0  0  0  0
  4 10  1  0  0  0  0
  4 11  1  0  0  0  0
  4 14  1  0  0  0  0
  5 13  1  0  0  0  0
  5 14  2  0  0  0  0
  6  8  1  0  0  0  0
  6 30  2  0  0  0  0
  7  9  2  0  0  0  0
  7 30  1  0  0  0  0
  8  9  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 15  2  0  0  0  0
 12 16  2  0  0  0  0
 12 17  1  0  0  0  0
 13 19  2  0  0  0  0
 15 22  1  0  0  0  0
 15 26  1  0  0  0  0
 16 20  1  0  0  0  0
 17 21  2  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
 18 23  1  0  0  0  0
 19 24  1  0  0  0  0
 22 24  2  0  0  0  0
 23 25  1  0  0  0  0
 23 27  2  0  0  0  0
 25 28  2  0  0  0  0
 25 30  1  0  0  0  0
 27 29  1  0  0  0  0
 28 31  1  0  0  0  0
 29 31  2  0  0  0  0
M  END

HMDB0013842
     RDKit          3D
O-Deethylated candesartan
 47 51  0  0  0  0  0  0  0  0999 V2000
   -2.8824   -0.3470    2.8534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3258    0.5298    2.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1100    1.8554    2.6073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0287    0.3789    0.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1309    1.2666    0.7778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9675    1.1582   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7305    0.1858   -1.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6436   -0.6845   -1.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1880   -1.6759   -1.8424 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1040   -2.1757   -1.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3780   -3.2540   -1.8292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8105   -1.5112   -0.1090 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6663   -1.8184    0.6688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4296   -1.0428    0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3749   -1.4463   -0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5179   -0.7765   -1.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195    0.3282   -0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1329    1.0767   -0.8616 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1109    2.0727   -1.8154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2553    2.7719   -2.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4150    2.4215   -1.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4538    1.4303   -0.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3013    0.7400   -0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2894   -0.3168    0.7938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2759   -1.0713    1.2315 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6753   -1.9297    2.1511 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9715   -1.7209    2.3052 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3519   -0.7515    1.4926 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1638    0.7627    0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0020    0.0780    0.9491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7909   -0.5803   -0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1795    2.6512    1.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2914    2.0320    1.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8287    1.8280   -0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3410    0.0262   -2.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1778   -4.0198   -1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -1.9951    1.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3530   -2.8879    0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0653   -2.3407   -1.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1109   -1.1187   -2.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1820    2.3057   -2.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2806    3.5493   -2.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3370    2.9564   -1.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3738    1.1658   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6453   -2.2052    2.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4559    1.6492    1.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5601    0.4498    1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 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  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 17 29  1  0
 29 30  2  0
 12 31  1  0
 31  4  1  0
 31  8  2  0
 30 14  1  0
 23 18  1  0
 28 24  2  0
  3 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
 11 36  1  0
 13 37  1  0
 13 38  1  0
 15 39  1  0
 16 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 27 45  1  0
 29 46  1  0
 30 47  1  0
M  END


  Mrv0541 06191310192D          

 31 35  0  0  0  0            999 V2000
    8.5788   -5.7835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0628   -3.7211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917   -3.7211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2723   -5.1197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2723   -6.4474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6424   -2.3416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6359   -1.4501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3081   -1.5874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9222   -1.0365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5287   -4.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917   -5.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3359   -4.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917   -6.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7538   -5.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7773   -4.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5922   -3.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8869   -4.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9505   -3.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7773   -6.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3995   -3.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6941   -4.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0628   -5.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7576   -3.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0628   -6.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0139   -2.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7773   -4.1336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3086   -4.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8212   -2.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1159   -4.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4631   -2.2569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3722   -3.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  2 26  1  0  0  0  0
  3 26  2  0  0  0  0
  4 10  1  0  0  0  0
  4 11  1  0  0  0  0
  4 14  1  0  0  0  0
  5 13  1  0  0  0  0
  5 14  2  0  0  0  0
  6  8  1  0  0  0  0
  6 30  2  0  0  0  0
  7  9  2  0  0  0  0
  7 30  1  0  0  0  0
  8  9  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 15  2  0  0  0  0
 12 16  2  0  0  0  0
 12 17  1  0  0  0  0
 13 19  2  0  0  0  0
 15 22  1  0  0  0  0
 15 26  1  0  0  0  0
 16 20  1  0  0  0  0
 17 21  2  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
 18 23  1  0  0  0  0
 19 24  1  0  0  0  0
 22 24  2  0  0  0  0
 23 25  1  0  0  0  0
 23 27  2  0  0  0  0
 25 28  2  0  0  0  0
 25 30  1  0  0  0  0
 27 29  1  0  0  0  0
 28 31  1  0  0  0  0
 29 31  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013842

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=C2N(CC3=CC=C(C=C3)C3=CC=CC=C3C3=NNN=N3)C(O)=NC2=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H16N6O3/c29-21(30)17-6-3-7-18-19(17)28(22(31)23-18)12-13-8-10-14(11-9-13)15-4-1-2-5-16(15)20-24-26-27-25-20/h1-11H,12H2,(H,23,31)(H,29,30)(H,24,25,26,27)

> <INCHI_KEY>
KLCPKPIDOPBIQW-UHFFFAOYSA-N

> <FORMULA>
C22H16N6O3

> <MOLECULAR_WEIGHT>
412.4008

> <EXACT_MASS>
412.128388408

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
41.26599588383843

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-1,3-benzodiazole-7-carboxylic acid

> <ALOGPS_LOGP>
3.27

> <JCHEM_LOGP>
4.556396734689404

> <ALOGPS_LOGS>
-4.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.399714031965639

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9967042724702613

> <JCHEM_PKA_STRONGEST_BASIC>
1.8205292170167917

> <JCHEM_POLAR_SURFACE_AREA>
129.81

> <JCHEM_REFRACTIVITY>
125.68660000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.67e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-3-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1,3-benzodiazole-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013842
     RDKit          3D
O-Deethylated candesartan
 47 51  0  0  0  0  0  0  0  0999 V2000
   -2.8824   -0.3470    2.8534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3258    0.5298    2.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1100    1.8554    2.6073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0287    0.3789    0.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1309    1.2666    0.7778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9675    1.1582   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7305    0.1858   -1.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6436   -0.6845   -1.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1880   -1.6759   -1.8424 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1040   -2.1757   -1.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3780   -3.2540   -1.8292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8105   -1.5112   -0.1090 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6663   -1.8184    0.6688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4296   -1.0428    0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3749   -1.4463   -0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5179   -0.7765   -1.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195    0.3282   -0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1329    1.0767   -0.8616 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1109    2.0727   -1.8154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2553    2.7719   -2.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4150    2.4215   -1.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4538    1.4303   -0.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3013    0.7400   -0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2894   -0.3168    0.7938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2759   -1.0713    1.2315 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6753   -1.9297    2.1511 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9715   -1.7209    2.3052 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3519   -0.7515    1.4926 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1638    0.7627    0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0020    0.0780    0.9491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7909   -0.5803   -0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1795    2.6512    1.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2914    2.0320    1.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8287    1.8280   -0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3410    0.0262   -2.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1778   -4.0198   -1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -1.9951    1.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3530   -2.8879    0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0653   -2.3407   -1.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1109   -1.1187   -2.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1820    2.3057   -2.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2806    3.5493   -2.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3370    2.9564   -1.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3738    1.1658   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6453   -2.2052    2.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4559    1.6492    1.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5601    0.4498    1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 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  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 17 29  1  0
 29 30  2  0
 12 31  1  0
 31  4  1  0
 31  8  2  0
 30 14  1  0
 23 18  1  0
 28 24  2  0
  3 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
 11 36  1  0
 13 37  1  0
 13 38  1  0
 15 39  1  0
 16 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 27 45  1  0
 29 46  1  0
 30 47  1  0
M  END

HEADER    PROTEIN                                 19-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-13         0                                  
HETATM    1  O   UNK     0      16.014 -10.796   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       9.451  -6.946   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      12.118  -6.946   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      13.575  -9.557   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      13.575 -12.035   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      17.999  -4.371   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      19.854  -2.707   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      17.375  -2.963   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      18.521  -1.935   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      14.053  -8.093   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.118 -10.026   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.560  -7.775   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.118 -11.566   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.474 -10.796   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.784  -9.256   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.039  -6.312   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.589  -8.922   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.574  -7.140   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.784 -12.336   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.546  -5.994   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.096  -8.604   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.451 -10.026   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      20.081  -6.823   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.451 -11.566   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      20.559  -5.359   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.784  -7.716   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      21.109  -7.969   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      22.066  -5.041   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      22.616  -7.651   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      19.531  -4.213   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      23.095  -6.188   0.000  0.00  0.00           C+0
CONECT    1   14                                                            
CONECT    2   26                                                            
CONECT    3   26                                                            
CONECT    4   10   11   14                                                  
CONECT    5   13   14                                                       
CONECT    6    8   30                                                       
CONECT    7    9   30                                                       
CONECT    8    6    9                                                       
CONECT    9    7    8                                                       
CONECT   10    4   12                                                       
CONECT   11    4   13   15                                                  
CONECT   12   10   16   17                                                  
CONECT   13    5   11   19                                                  
CONECT   14    1    4    5                                                  
CONECT   15   11   22   26                                                  
CONECT   16   12   20                                                       
CONECT   17   12   21                                                       
CONECT   18   20   21   23                                                  
CONECT   19   13   24                                                       
CONECT   20   16   18                                                       
CONECT   21   17   18                                                       
CONECT   22   15   24                                                       
CONECT   23   18   25   27                                                  
CONECT   24   19   22                                                       
CONECT   25   23   28   30                                                  
CONECT   26    2    3   15                                                  
CONECT   27   23   29                                                       
CONECT   28   25   31                                                       
CONECT   29   27   31                                                       
CONECT   30    6    7   25                                                  
CONECT   31   28   29                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

COMPND    HMDB0013842
HETATM    1  O1  UNL     1      -2.882  -0.347   2.853  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.326   0.530   2.146  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.110   1.855   2.607  1.00  0.00           O  
HETATM    4  C2  UNL     1      -4.029   0.379   0.920  1.00  0.00           C  
HETATM    5  C3  UNL     1      -5.131   1.267   0.778  1.00  0.00           C  
HETATM    6  C4  UNL     1      -5.967   1.158  -0.297  1.00  0.00           C  
HETATM    7  C5  UNL     1      -5.730   0.186  -1.234  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.644  -0.685  -1.092  1.00  0.00           C  
HETATM    9  N1  UNL     1      -4.188  -1.676  -1.842  1.00  0.00           N  
HETATM   10  C7  UNL     1      -3.104  -2.176  -1.274  1.00  0.00           C  
HETATM   11  O3  UNL     1      -2.378  -3.254  -1.829  1.00  0.00           O  
HETATM   12  N2  UNL     1      -2.811  -1.511  -0.109  1.00  0.00           N  
HETATM   13  C8  UNL     1      -1.666  -1.818   0.669  1.00  0.00           C  
HETATM   14  C9  UNL     1      -0.430  -1.043   0.287  1.00  0.00           C  
HETATM   15  C10 UNL     1       0.375  -1.446  -0.786  1.00  0.00           C  
HETATM   16  C11 UNL     1       1.518  -0.776  -1.165  1.00  0.00           C  
HETATM   17  C12 UNL     1       1.920   0.328  -0.496  1.00  0.00           C  
HETATM   18  C13 UNL     1       3.133   1.077  -0.862  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.111   2.073  -1.815  1.00  0.00           C  
HETATM   20  C15 UNL     1       4.255   2.772  -2.152  1.00  0.00           C  
HETATM   21  C16 UNL     1       5.415   2.421  -1.485  1.00  0.00           C  
HETATM   22  C17 UNL     1       5.454   1.430  -0.531  1.00  0.00           C  
HETATM   23  C18 UNL     1       4.301   0.740  -0.206  1.00  0.00           C  
HETATM   24  C19 UNL     1       4.289  -0.317   0.794  1.00  0.00           C  
HETATM   25  N3  UNL     1       3.276  -1.071   1.231  1.00  0.00           N  
HETATM   26  N4  UNL     1       3.675  -1.930   2.151  1.00  0.00           N  
HETATM   27  N5  UNL     1       4.971  -1.721   2.305  1.00  0.00           N  
HETATM   28  N6  UNL     1       5.352  -0.752   1.493  1.00  0.00           N  
HETATM   29  C20 UNL     1       1.164   0.763   0.564  1.00  0.00           C  
HETATM   30  C21 UNL     1      -0.002   0.078   0.949  1.00  0.00           C  
HETATM   31  C22 UNL     1      -3.791  -0.580  -0.007  1.00  0.00           C  
HETATM   32  H1  UNL     1      -3.180   2.651   1.986  1.00  0.00           H  
HETATM   33  H2  UNL     1      -5.291   2.032   1.542  1.00  0.00           H  
HETATM   34  H3  UNL     1      -6.829   1.828  -0.436  1.00  0.00           H  
HETATM   35  H4  UNL     1      -6.341   0.026  -2.115  1.00  0.00           H  
HETATM   36  H5  UNL     1      -2.178  -4.020  -1.205  1.00  0.00           H  
HETATM   37  H6  UNL     1      -1.739  -1.995   1.726  1.00  0.00           H  
HETATM   38  H7  UNL     1      -1.353  -2.888   0.329  1.00  0.00           H  
HETATM   39  H8  UNL     1       0.065  -2.341  -1.328  1.00  0.00           H  
HETATM   40  H9  UNL     1       2.111  -1.119  -2.000  1.00  0.00           H  
HETATM   41  H10 UNL     1       2.182   2.306  -2.305  1.00  0.00           H  
HETATM   42  H11 UNL     1       4.281   3.549  -2.884  1.00  0.00           H  
HETATM   43  H12 UNL     1       6.337   2.956  -1.729  1.00  0.00           H  
HETATM   44  H13 UNL     1       6.374   1.166  -0.015  1.00  0.00           H  
HETATM   45  H14 UNL     1       5.645  -2.205   2.945  1.00  0.00           H  
HETATM   46  H15 UNL     1       1.456   1.649   1.127  1.00  0.00           H  
HETATM   47  H16 UNL     1      -0.560   0.450   1.799  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   32
CONECT    4    5    5   31
CONECT    5    6   33
CONECT    6    7    7   34
CONECT    7    8   35
CONECT    8    9   31   31
CONECT    9   10   10
CONECT   10   11   12
CONECT   11   36
CONECT   12   13   31
CONECT   13   14   37   38
CONECT   14   15   15   30
CONECT   15   16   39
CONECT   16   17   17   40
CONECT   17   18   29
CONECT   18   19   19   23
CONECT   19   20   41
CONECT   20   21   21   42
CONECT   21   22   43
CONECT   22   23   23   44
CONECT   23   24
CONECT   24   25   28   28
CONECT   25   26   26
CONECT   26   27
CONECT   27   28   45
CONECT   29   30   30   46
CONECT   30   47
END

HMDB0013842
     RDKit          3D
O-Deethylated candesartan
 47 51  0  0  0  0  0  0  0  0999 V2000
   -2.8824   -0.3470    2.8534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3258    0.5298    2.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1100    1.8554    2.6073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0287    0.3789    0.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1309    1.2666    0.7778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9675    1.1582   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7305    0.1858   -1.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6436   -0.6845   -1.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1880   -1.6759   -1.8424 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1040   -2.1757   -1.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3780   -3.2540   -1.8292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8105   -1.5112   -0.1090 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6663   -1.8184    0.6688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4296   -1.0428    0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3749   -1.4463   -0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5179   -0.7765   -1.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195    0.3282   -0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1329    1.0767   -0.8616 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1109    2.0727   -1.8154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2553    2.7719   -2.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4150    2.4215   -1.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4538    1.4303   -0.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3013    0.7400   -0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2894   -0.3168    0.7938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2759   -1.0713    1.2315 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6753   -1.9297    2.1511 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9715   -1.7209    2.3052 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3519   -0.7515    1.4926 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1638    0.7627    0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0020    0.0780    0.9491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7909   -0.5803   -0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1795    2.6512    1.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2914    2.0320    1.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8287    1.8280   -0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3410    0.0262   -2.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1778   -4.0198   -1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395   -1.9951    1.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3530   -2.8879    0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0653   -2.3407   -1.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1109   -1.1187   -2.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1820    2.3057   -2.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2806    3.5493   -2.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3370    2.9564   -1.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3738    1.1658   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6453   -2.2052    2.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4559    1.6492    1.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5601    0.4498    1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 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  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 17 29  1  0
 29 30  2  0
 12 31  1  0
 31  4  1  0
 31  8  2  0
 30 14  1  0
 23 18  1  0
 28 24  2  0
  3 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
 11 36  1  0
 13 37  1  0
 13 38  1  0
 15 39  1  0
 16 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 27 45  1  0
 29 46  1  0
 30 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Hydroxy-1-{[2'-(2H-1,2,3,4-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]methyl}-1H-1,3-benzodiazole-7-carboxylate	Generator

Chemical Formula

C₂₂H₁₆N₆O₃

Average Molecular Weight

412.4008

Monoisotopic Molecular Weight

412.128388408

IUPAC Name

2-hydroxy-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-1,3-benzodiazole-7-carboxylic acid

Traditional Name

2-hydroxy-3-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1,3-benzodiazole-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=C2N(CC3=CC=C(C=C3)C3=CC=CC=C3C3=NNN=N3)C(O)=NC2=CC=C1

InChI Identifier

InChI=1S/C22H16N6O3/c29-21(30)17-6-3-7-18-19(17)28(22(31)23-18)12-13-8-10-14(11-9-13)15-4-1-2-5-16(15)20-24-26-27-25-20/h1-11H,12H2,(H,23,31)(H,29,30)(H,24,25,26,27)

InChI Key

KLCPKPIDOPBIQW-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
Benzimidazole
N-substituted imidazole
Azole
Imidazole
Heteroaromatic compound
Tetrazole
Vinylogous amide
Urea
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Blood (PMID: 21059682)

Organ

Liver (HMDB: HMDB0013842)
Kidney (HMDB: HMDB0013842)

Cellular substructure

Extracellular (HMDB: HMDB0013842)

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	0.017 g/L	ALOGPS
logP	3.27	ALOGPS
logP	4.56	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	3	ChemAxon
pKa (Strongest Basic)	1.82	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	129.81 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	125.69 m³·mol⁻¹	ChemAxon
Polarizability	41.27 Å³	ChemAxon
Number of Rings	5	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]+	193.483	31661259
DarkChem	[M-H]-	191.021	31661259
DeepCCS	[M+H]+	200.017	30932474
DeepCCS	[M-H]-	197.659	30932474
DeepCCS	[M-2H]-	230.566	30932474
DeepCCS	[M+Na]+	206.11	30932474
AllCCS	[M+H]+	199.0	32859911
AllCCS	[M+H-H2O]+	196.3	32859911
AllCCS	[M+NH4]+	201.4	32859911
AllCCS	[M+Na]+	202.1	32859911
AllCCS	[M-H]-	195.1	32859911
AllCCS	[M+Na-2H]-	194.3	32859911
AllCCS	[M+HCOO]-	193.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
O-Deethylated candesartan	OC(=O)C1=C2N(CC3=CC=C(C=C3)C3=CC=CC=C3C3=NNN=N3)C(O)=NC2=CC=C1	5287.2	Standard polar	33892256
O-Deethylated candesartan	OC(=O)C1=C2N(CC3=CC=C(C=C3)C3=CC=CC=C3C3=NNN=N3)C(O)=NC2=CC=C1	3726.5	Standard non polar	33892256
O-Deethylated candesartan	OC(=O)C1=C2N(CC3=CC=C(C=C3)C3=CC=CC=C3C3=NNN=N3)C(O)=NC2=CC=C1	4289.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
O-Deethylated candesartan,1TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CC2=C1N(CC1=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C1)C(O)=N2	4072.1	Semi standard non polar	33892256
O-Deethylated candesartan,1TMS,isomer #2	C[Si](C)(C)OC1=NC2=CC=CC(C(=O)O)=C2N1CC1=CC=C(C2=CC=CC=C2C2=N[NH]N=N2)C=C1	3953.7	Semi standard non polar	33892256
O-Deethylated candesartan,1TMS,isomer #3	C[Si](C)(C)N1N=NC(C2=CC=CC=C2C2=CC=C(CN3C(O)=NC4=CC=CC(C(=O)O)=C43)C=C2)=N1	4321.9	Semi standard non polar	33892256
O-Deethylated candesartan,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CC2=C1N(CC1=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C1)C(O[Si](C)(C)C)=N2	3882.5	Semi standard non polar	33892256
O-Deethylated candesartan,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1=CC=CC2=C1N(CC1=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C)N=N3)C=C1)C(O)=N2	4192.5	Semi standard non polar	33892256
O-Deethylated candesartan,2TMS,isomer #3	C[Si](C)(C)OC1=NC2=CC=CC(C(=O)O)=C2N1CC1=CC=C(C2=CC=CC=C2C2=NN([Si](C)(C)C)N=N2)C=C1	4125.9	Semi standard non polar	33892256
O-Deethylated candesartan,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CC2=C1N(CC1=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C)N=N3)C=C1)C(O[Si](C)(C)C)=N2	4036.3	Semi standard non polar	33892256
O-Deethylated candesartan,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CC2=C1N(CC1=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C)N=N3)C=C1)C(O[Si](C)(C)C)=N2	3847.1	Standard non polar	33892256
O-Deethylated candesartan,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CC2=C1N(CC1=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C)N=N3)C=C1)C(O[Si](C)(C)C)=N2	4929.9	Standard polar	33892256
O-Deethylated candesartan,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC2=C1N(CC1=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C1)C(O)=N2	4292.6	Semi standard non polar	33892256
O-Deethylated candesartan,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=NC2=CC=CC(C(=O)O)=C2N1CC1=CC=C(C2=CC=CC=C2C2=N[NH]N=N2)C=C1	4176.8	Semi standard non polar	33892256
O-Deethylated candesartan,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1N=NC(C2=CC=CC=C2C2=CC=C(CN3C(O)=NC4=CC=CC(C(=O)O)=C43)C=C2)=N1	4454.9	Semi standard non polar	33892256
O-Deethylated candesartan,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC2=C1N(CC1=CC=C(C3=CC=CC=C3C3=N[NH]N=N3)C=C1)C(O[Si](C)(C)C(C)(C)C)=N2	4250.4	Semi standard non polar	33892256
O-Deethylated candesartan,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC2=C1N(CC1=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C(C)(C)C)N=N3)C=C1)C(O)=N2	4491.9	Semi standard non polar	33892256
O-Deethylated candesartan,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=NC2=CC=CC(C(=O)O)=C2N1CC1=CC=C(C2=CC=CC=C2C2=NN([Si](C)(C)C(C)(C)C)N=N2)C=C1	4429.3	Semi standard non polar	33892256
O-Deethylated candesartan,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC2=C1N(CC1=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C(C)(C)C)N=N3)C=C1)C(O[Si](C)(C)C(C)(C)C)=N2	4496.0	Semi standard non polar	33892256
O-Deethylated candesartan,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC2=C1N(CC1=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C(C)(C)C)N=N3)C=C1)C(O[Si](C)(C)C(C)(C)C)=N2	4453.7	Standard non polar	33892256
O-Deethylated candesartan,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC2=C1N(CC1=CC=C(C3=CC=CC=C3C3=NN([Si](C)(C)C(C)(C)C)N=N3)C=C1)C(O[Si](C)(C)C(C)(C)C)=N2	4955.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - O-Deethylated candesartan GC-MS (Non-derivatized) - 70eV, Positive	splash10-001r-0379000000-5499e9be1a07b5f10ae0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Deethylated candesartan GC-MS (2 TMS) - 70eV, Positive	splash10-000i-2092530000-a4822fa98beb536c354d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Deethylated candesartan 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 - O-Deethylated candesartan 10V, Positive-QTOF	splash10-03di-0036900000-d434abb2699f10d13c7a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Deethylated candesartan 20V, Positive-QTOF	splash10-029j-0359200000-a36571eff1fbc2036e97	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Deethylated candesartan 40V, Positive-QTOF	splash10-000i-1690000000-2eb338d92f7e70c54f8c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Deethylated candesartan 10V, Negative-QTOF	splash10-02t9-0409600000-1f87cbea80b2c8850414	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Deethylated candesartan 20V, Negative-QTOF	splash10-0159-0609100000-e755b003e65047bbdcd1	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Deethylated candesartan 40V, Negative-QTOF	splash10-001i-0900000000-cde4a4a4e9414ced3084	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Deethylated candesartan 10V, Negative-QTOF	splash10-02t9-0009500000-79b412d0c98c1e98ac36	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Deethylated candesartan 20V, Negative-QTOF	splash10-0159-0409300000-90e929d44f10dc3d79d1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Deethylated candesartan 40V, Negative-QTOF	splash10-001i-0900000000-1a47ce6f5e06a811409f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Deethylated candesartan 10V, Positive-QTOF	splash10-03di-0001900000-1b1730a47bfd07c6c166	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Deethylated candesartan 20V, Positive-QTOF	splash10-0ap1-0029100000-117f2e189d744333e204	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Deethylated candesartan 40V, Positive-QTOF	splash10-0a4i-0795000000-ca1f7b7a6814881b105d	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

8222850

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10047287

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Enzymes

Enzyme Details

1. 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

2. Prostaglandin G/H synthase 1

General function:: Involved in peroxidase activity
Specific function:: May play an important role in regulating or promoting cell proliferation in some normal and neoplastically transformed cells.
Gene Name:: PTGS1
Uniprot ID:: P23219
Molecular weight:: 68685.82

References

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. 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

McClellan KJ, Goa KL: Candesartan cilexetil. A review of its use in essential hypertension. Drugs. 1998 Nov;56(5):847-69. [PubMed:9829158 ]
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

4. Cytochrome P450 2C8

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:: CYP2C8
Uniprot ID:: P10632
Molecular weight:: 55824.275

References

Walsky RL, Gaman EA, Obach RS: Examination of 209 drugs for inhibition of cytochrome P450 2C8. J Clin Pharmacol. 2005 Jan;45(1):68-78. [PubMed:15601807 ]

Enzyme Details

5. Type-1 angiotensin II receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Receptor for angiotensin II. Mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system
Gene Name:: AGTR1
Uniprot ID:: P30556
Molecular weight:: 41060.5

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Cervenka L, Navar LG: Renal responses of the nonclipped kidney of two-kidney/one-clip Goldblatt hypertensive rats to type 1 angiotensin II receptor blockade with candesartan. J Am Soc Nephrol. 1999 Jan;10 Suppl 11:S197-201. [PubMed:9892163 ]
Malmqvist K, Kahan T, Dahl M: Angiotensin II type 1 (AT1) receptor blockade in hypertensive women: benefits of candesartan cilexetil versus enalapril or hydrochlorothiazide. Am J Hypertens. 2000 May;13(5 Pt 1):504-11. [PubMed:10826401 ]
Wada T, Inada Y, Ojima M, Sanada T, Shibouta Y, Nishikawa K: Comparison of the antihypertensive effects of the new angiotensin II (AT1) receptor antagonist candesartan cilexetil (TCV-116) and the angiotensin converting enzyme inhibitor enalapril in rats. Hypertens Res. 1996 Jun;19(2):75-81. [PubMed:10968199 ]
Engelhorn T, Doerfler A, Heusch G, Schulz R: Reduction of cerebral infarct size by the AT1-receptor blocker candesartan, the HMG-CoA reductase inhibitor rosuvastatin and their combination. An experimental study in rats. Neurosci Lett. 2006 Oct 2;406(1-2):92-6. Epub 2006 Aug 9. [PubMed:16901636 ]
Caballero-George C, Vanderheyden PM, Solis PN, Gupta MP, Pieters L, Vauquelin G, Vlietinck A: In vitro effect of sanguinarine alkaloid on binding of [3H]candesartan to the human angiotensin AT1 receptor. Eur J Pharmacol. 2003 Jan 5;458(3):257-62. [PubMed:12504781 ]
McInnes GT, O'Kane KP, Istad H, Keinanen-Kiukaanniemi S, Van Mierlo HF: Comparison of the AT1-receptor blocker, candesartan cilexetil, and the ACE inhibitor, lisinopril, in fixed combination with low dose hydrochlorothiazide in hypertensive patients. J Hum Hypertens. 2000 Apr;14(4):263-9. [PubMed:10805052 ]
Vauquelin G, Fierens F, Van Liefde I: Long-lasting angiotensin type 1 receptor binding and protection by candesartan: comparison with other biphenyl-tetrazole sartans. J Hypertens Suppl. 2006 Mar;24(1):S23-30. [PubMed:16601569 ]
Mendis B, Page SR: Candesartan: widening indications for this angiotensin II receptor blocker? Expert Opin Pharmacother. 2009 Aug;10(12):1995-2007. doi: 10.1517/14656560903092197. [PubMed:19563275 ]
Meredith PA: Candesartan cilexetil--a review of effects on cardiovascular complications in hypertension and chronic heart failure. Curr Med Res Opin. 2007 Jul;23(7):1693-705. [PubMed:17588300 ]
Baguet JP, Barone-Rochette G, Neuder Y: Candesartan cilexetil in the treatment of chronic heart failure. Vasc Health Risk Manag. 2009;5(1):257-64. Epub 2009 Apr 8. [PubMed:19436650 ]

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 ]

Showing metabocard for O-Deethylated candesartan (HMDB0013842)

MOL for HMDB0013842 (O-Deethylated candesartan)

3D MOL for HMDB0013842 (O-Deethylated candesartan)

3D SDF for HMDB0013842 (O-Deethylated candesartan)

3D-SDF for HMDB0013842 (O-Deethylated candesartan)

PDB for HMDB0013842 (O-Deethylated candesartan)

3D PDB for HMDB0013842 (O-Deethylated candesartan)

SMILES for HMDB0013842 (O-Deethylated candesartan)

INCHI for HMDB0013842 (O-Deethylated candesartan)

Structure for HMDB0013842 (O-Deethylated candesartan)

3D Structure for HMDB0013842 (O-Deethylated candesartan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

Transporters

References