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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:13:00 UTC

Update Date

2021-09-26 23:01:34 UTC

HMDB ID

HMDB0250233

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cicletanine

Description

Cicletanine belongs to the class of organic compounds known as chlorobenzenes. Chlorobenzenes are compounds containing one or more chlorine atoms attached to a benzene moiety. It appears to be more potent in salt-sensitive hypertension. Cicletanine is a very strong basic compound (based on its pKa). It can inhibit protein kinase C. Cicletanine is a furopyridine low-ceiling diuretic drug, usually used in the treatment of hypertension. The drug is manufactured by Ipsen and marketed by Recordati (in France) under the trade name Tenstaten. This compound has been identified in human blood as reported by (PMID: 31557052 ). Cicletanine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cicletanine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0250233
     RDKit          3D
Cicletanine
 30 32  0  0  0  0  0  0  0  0999 V2000
    4.3646    1.2672    0.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9832    0.7138    0.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9728    1.4492    0.7449 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7124    1.0084    0.8803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4272   -0.2842    0.4928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4227   -1.0874   -0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886   -0.5777   -0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6996   -1.3741   -0.6420 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7576   -2.3909   -0.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5911   -2.0102   -0.5151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8127   -1.1043    0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9811   -0.2233    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2056    0.3709   -0.9858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2951    1.1806   -1.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2071    1.4262   -0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5729    2.4561   -0.4935 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704    0.8236    1.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8808    0.0084    1.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3351    2.3741    0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0095    0.9592    0.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8690    0.8979   -0.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009    1.5988    1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5868   -2.3132   -0.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509   -2.8265   -1.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8579   -3.0823    0.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9284   -1.6052    1.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4716    0.1673   -1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4250    1.6315   -2.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6688    1.0012    1.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7264   -0.4552    2.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  7  2  1  0
 18 12  1  0
 11  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 17 29  1  0
 18 30  1  0
M  END


  Mrv1652310211602052D          

 18 20  0  0  0  0            999 V2000
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054    3.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604    3.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083    4.5442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014    4.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536    3.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633    5.3289    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
  3 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250233

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(O)C2=C(C=N1)C(OC2)C1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H12ClNO2/c1-8-13(17)12-7-18-14(11(12)6-16-8)9-2-4-10(15)5-3-9/h2-6,14,17H,7H2,1H3

> <INCHI_KEY>
CVKNDPRBJVBDSS-UHFFFAOYSA-N

> <FORMULA>
C14H12ClNO2

> <MOLECULAR_WEIGHT>
261.71

> <EXACT_MASS>
261.0556563

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
26.492306531293657

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(4-chlorophenyl)-6-methyl-1H,3H-furo[3,4-c]pyridin-7-ol

> <ALOGPS_LOGP>
2.80

> <JCHEM_LOGP>
2.5986671376666663

> <ALOGPS_LOGS>
-2.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.56521546644741

> <JCHEM_PKA_STRONGEST_BASIC>
5.514649848043225

> <JCHEM_POLAR_SURFACE_AREA>
42.35

> <JCHEM_REFRACTIVITY>
69.6828

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cicletanine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250233
     RDKit          3D
Cicletanine
 30 32  0  0  0  0  0  0  0  0999 V2000
    4.3646    1.2672    0.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9832    0.7138    0.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9728    1.4492    0.7449 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7124    1.0084    0.8803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4272   -0.2842    0.4928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4227   -1.0874   -0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886   -0.5777   -0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6996   -1.3741   -0.6420 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7576   -2.3909   -0.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5911   -2.0102   -0.5151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8127   -1.1043    0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9811   -0.2233    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2056    0.3709   -0.9858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2951    1.1806   -1.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2071    1.4262   -0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5729    2.4561   -0.4935 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704    0.8236    1.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8808    0.0084    1.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3351    2.3741    0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0095    0.9592    0.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8690    0.8979   -0.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009    1.5988    1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5868   -2.3132   -0.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509   -2.8265   -1.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8579   -3.0823    0.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9284   -1.6052    1.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4716    0.1673   -1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4250    1.6315   -2.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6688    1.0012    1.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7264   -0.4552    2.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  7  2  1  0
 18 12  1  0
 11  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 17 29  1  0
 18 30  1  0
M  END

HEADER    PROTEIN                                 21-OCT-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-OCT-16         0                                  
HETATM    1  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       3.864   3.613   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -0.268   4.089   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.173   2.843   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.744   5.553   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.250   5.874   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.726   7.338   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.696   8.483   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.189   8.162   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.287   6.698   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0      -2.171   9.947   0.000  0.00  0.00          Cl+0
HETATM   18  O   UNK     0       2.530  -0.237   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   18                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14                                                            
CONECT   18    3                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0250233
HETATM    1  C1  UNL     1       4.365   1.267   0.131  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.983   0.714   0.255  1.00  0.00           C  
HETATM    3  N1  UNL     1       1.973   1.449   0.745  1.00  0.00           N  
HETATM    4  C3  UNL     1       0.712   1.008   0.880  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.427  -0.284   0.493  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.423  -1.087  -0.018  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.689  -0.578  -0.130  1.00  0.00           C  
HETATM    8  O1  UNL     1       3.700  -1.374  -0.642  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.758  -2.391  -0.323  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.591  -2.010  -0.515  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.813  -1.104   0.492  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.981  -0.223   0.230  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.206   0.371  -0.986  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.295   1.181  -1.197  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.207   1.426  -0.188  1.00  0.00           C  
HETATM   16 CL1  UNL     1      -5.573   2.456  -0.494  1.00  0.00          CL  
HETATM   17  C13 UNL     1      -3.970   0.824   1.028  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.881   0.008   1.254  1.00  0.00           C  
HETATM   19  H1  UNL     1       4.335   2.374   0.104  1.00  0.00           H  
HETATM   20  H2  UNL     1       5.009   0.959   0.980  1.00  0.00           H  
HETATM   21  H3  UNL     1       4.869   0.898  -0.792  1.00  0.00           H  
HETATM   22  H4  UNL     1      -0.101   1.599   1.274  1.00  0.00           H  
HETATM   23  H5  UNL     1       3.587  -2.313  -0.945  1.00  0.00           H  
HETATM   24  H6  UNL     1       1.151  -2.827  -1.248  1.00  0.00           H  
HETATM   25  H7  UNL     1       0.858  -3.082   0.530  1.00  0.00           H  
HETATM   26  H8  UNL     1      -0.928  -1.605   1.464  1.00  0.00           H  
HETATM   27  H9  UNL     1      -1.472   0.167  -1.781  1.00  0.00           H  
HETATM   28  H10 UNL     1      -3.425   1.632  -2.194  1.00  0.00           H  
HETATM   29  H11 UNL     1      -4.669   1.001   1.829  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.726  -0.455   2.241  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   22
CONECT    5    6   11
CONECT    6    7    7    9
CONECT    7    8
CONECT    8   23
CONECT    9   10   24   25
CONECT   10   11
CONECT   11   12   26
CONECT   12   13   13   18
CONECT   13   14   27
CONECT   14   15   15   28
CONECT   15   16   17
CONECT   17   18   18   29
CONECT   18   30
END

HMDB0250233
     RDKit          3D
Cicletanine
 30 32  0  0  0  0  0  0  0  0999 V2000
    4.3646    1.2672    0.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9832    0.7138    0.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9728    1.4492    0.7449 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7124    1.0084    0.8803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4272   -0.2842    0.4928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4227   -1.0874   -0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886   -0.5777   -0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6996   -1.3741   -0.6420 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7576   -2.3909   -0.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5911   -2.0102   -0.5151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8127   -1.1043    0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9811   -0.2233    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2056    0.3709   -0.9858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2951    1.1806   -1.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2071    1.4262   -0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5729    2.4561   -0.4935 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704    0.8236    1.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8808    0.0084    1.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3351    2.3741    0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0095    0.9592    0.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8690    0.8979   -0.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009    1.5988    1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5868   -2.3132   -0.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509   -2.8265   -1.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8579   -3.0823    0.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9284   -1.6052    1.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4716    0.1673   -1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4250    1.6315   -2.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6688    1.0012    1.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7264   -0.4552    2.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  7  2  1  0
 18 12  1  0
 11  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 17 29  1  0
 18 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
WIN 90	ChEMBL
000(+/-)BN-1270cicletanine	ChEMBL
1,3-dihydro-6-Methyl-7-hydroxy-3-(4-chlorophenyl)furo(3,4-D)pyridine	MeSH
Justar	MeSH
Cicletanide	MeSH
Cicletanine hydrochloride	MeSH
Tenstaten	MeSH
Cycletanide	MeSH

Chemical Formula

C₁₄H₁₂ClNO₂

Average Molecular Weight

261.71

Monoisotopic Molecular Weight

261.0556563

IUPAC Name

3-(4-chlorophenyl)-6-methyl-1H,3H-furo[3,4-c]pyridin-7-ol

Traditional Name

cicletanine

CAS Registry Number

Not Available

SMILES

CC1=C(O)C2=C(C=N1)C(OC2)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C14H12ClNO2/c1-8-13(17)12-7-18-14(11(12)6-16-8)9-2-4-10(15)5-3-9/h2-6,14,17H,7H2,1H3

InChI Key

CVKNDPRBJVBDSS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chlorobenzenes. Chlorobenzenes are compounds containing one or more chlorine atoms attached to a benzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Halobenzenes

Direct Parent

Chlorobenzenes

Alternative Parents

Substituents

Chlorobenzene
Methylpyridine
Hydroxypyridine
Aryl chloride
Aryl halide
Pyridine
Heteroaromatic compound
Dialkyl ether
Ether
Organoheterocyclic compound
Azacycle
Oxacycle
Organonitrogen compound
Organochloride
Organohalogen compound
Organic nitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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
logP	2.8	ALOGPS
logP	2.6	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	8.57	ChemAxon
pKa (Strongest Basic)	5.51	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	42.35 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	69.68 m³·mol⁻¹	ChemAxon
Polarizability	26.49 Å³	ChemAxon
Number of Rings	3	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
DeepCCS	[M+H]+	160.561	30932474
DeepCCS	[M-H]-	158.165	30932474
DeepCCS	[M-2H]-	191.049	30932474
DeepCCS	[M+Na]+	166.539	30932474
AllCCS	[M+H]+	158.4	32859911
AllCCS	[M+H-H2O]+	154.4	32859911
AllCCS	[M+NH4]+	162.0	32859911
AllCCS	[M+Na]+	163.1	32859911
AllCCS	[M-H]-	159.8	32859911
AllCCS	[M+Na-2H]-	159.3	32859911
AllCCS	[M+HCOO]-	158.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cicletanine	CC1=C(O)C2=C(C=N1)C(OC2)C1=CC=C(Cl)C=C1	3389.5	Standard polar	33892256
Cicletanine	CC1=C(O)C2=C(C=N1)C(OC2)C1=CC=C(Cl)C=C1	2203.2	Standard non polar	33892256
Cicletanine	CC1=C(O)C2=C(C=N1)C(OC2)C1=CC=C(Cl)C=C1	2221.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cicletanine GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fr-1930000000-290c32374109fc2d5308	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cicletanine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cicletanine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cicletanine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - Cicletanine 10V, Positive-QTOF	splash10-03di-0090000000-c2d8d50795734a82381b	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cicletanine 20V, Positive-QTOF	splash10-03di-0290000000-104c0008092324ad89f1	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cicletanine 40V, Positive-QTOF	splash10-00e9-7920000000-facfbaf27f3d6f590946	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cicletanine 10V, Negative-QTOF	splash10-03di-0090000000-d52d8a345408bd810566	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cicletanine 20V, Negative-QTOF	splash10-03di-0190000000-dda1f0abe3b349f45a28	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cicletanine 40V, Negative-QTOF	splash10-01po-5790000000-02fe05eeeef14de152f8	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cicletanine 10V, Positive-QTOF	splash10-03di-0090000000-e39fd00356e03fbb0a5c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cicletanine 20V, Positive-QTOF	splash10-03di-0290000000-7d4f43604ba3feb03c25	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cicletanine 40V, Positive-QTOF	splash10-0570-1930000000-f30eb525034fc1cf23dc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cicletanine 10V, Negative-QTOF	splash10-03di-0090000000-5cbce30d17a0d1c5c9b9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cicletanine 20V, Negative-QTOF	splash10-01q9-0190000000-1dda8c1d2860783d740c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cicletanine 40V, Negative-QTOF	splash10-001i-7960000000-282cbb9a75503fe9519c	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB12766

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cicletanine

METLIN ID

Not Available

PubChem Compound

54910

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Cicletanine (HMDB0250233)

MOL for HMDB0250233 (Cicletanine)

3D MOL for HMDB0250233 (Cicletanine)

3D SDF for HMDB0250233 (Cicletanine)

3D-SDF for HMDB0250233 (Cicletanine)

PDB for HMDB0250233 (Cicletanine)

3D PDB for HMDB0250233 (Cicletanine)

SMILES for HMDB0250233 (Cicletanine)

INCHI for HMDB0250233 (Cicletanine)

Structure for HMDB0250233 (Cicletanine)

3D Structure for HMDB0250233 (Cicletanine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra