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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 23:01:47 UTC

Update Date

2021-09-26 23:17:53 UTC

HMDB ID

HMDB0259999

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Zetidoline

Description

Zetidoline, also known as DL 308-it, belongs to the class of organic compounds known as phenylimidazolidines. These are polycyclic compounds containing an imidazoline substituted by a phenyl group. Based on a literature review a significant number of articles have been published on Zetidoline. This compound has been identified in human blood as reported by (PMID: 31557052 ). Zetidoline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Zetidoline 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

HMDB0259999
     RDKit          3D
Zetidoline
 43 45  0  0  0  0  0  0  0  0999 V2000
   -5.5170   -1.2891    0.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7217   -0.2170   -0.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3891    0.6042   -1.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8925    0.6487    0.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8950    0.6900   -0.6076 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5490    0.9423   -0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8089   -0.1091    0.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5502    0.3711    0.6081 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0365    1.2190    1.6721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261    1.2331    1.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8711    0.3857    0.4291 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1946   -0.0510    0.1521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9415   -0.6066    1.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2424   -1.0555    0.9512 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8217   -0.9501   -0.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0888   -0.3969   -1.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8246   -0.2666   -2.8894 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7853    0.0497   -1.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6684    0.1243   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6010   -0.2627   -1.4511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3220   -0.6051   -1.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4095   -1.3755    1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3379   -2.2410   -0.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6003   -1.0732   -0.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5665   -0.0521   -2.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7038    1.4135   -1.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3731    0.9073   -1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4681    1.5927    0.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7084    0.0382    1.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9390    1.1575   -1.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5045    1.8796    0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7624   -1.0849   -0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2139   -0.2567    1.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6990    2.2833    1.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7190    0.8403    2.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9641    2.2230    1.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0139    0.8118    2.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5106   -0.7005    2.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7906   -1.4826    1.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8285   -1.2923   -0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2200    0.4837   -1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9482   -1.4961   -0.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2668   -0.6519   -2.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  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
 16 17  1  0
 16 18  2  0
 11 19  1  0
 19 20  2  0
  5 21  1  0
 21  2  1  0
 19  8  1  0
 18 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 18 41  1  0
 21 42  1  0
 21 43  1  0
M  END

  Mrv1652309122101022D          

 21 23  0  0  0  0            999 V2000
    1.5208   -3.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042   -4.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6875   -5.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042   -5.6509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5208   -5.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042   -6.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897   -6.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897   -7.7134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0571   -8.1983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8022   -8.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9772   -8.9830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7222   -8.1983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0624   -7.9434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4923   -9.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8278  -10.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3429  -11.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4776  -10.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8131  -10.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3282   -9.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6784  -11.8252    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6875   -3.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  2  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 16 20  1  0  0  0  0
  2 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259999

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)CN(CCN2CCN(C2=O)C2=CC(Cl)=CC=C2)C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H22ClN3O/c1-16(2)11-18(12-16)6-7-19-8-9-20(15(19)21)14-5-3-4-13(17)10-14/h3-5,10H,6-9,11-12H2,1-2H3

> <INCHI_KEY>
AHDBQMJRRXVRDY-UHFFFAOYSA-N

> <FORMULA>
C16H22ClN3O

> <MOLECULAR_WEIGHT>
307.82

> <EXACT_MASS>
307.14514

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
33.96832835778417

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(3-chlorophenyl)-3-[2-(3,3-dimethylazetidin-1-yl)ethyl]imidazolidin-2-one

> <ALOGPS_LOGP>
2.68

> <JCHEM_LOGP>
2.5001030429999997

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.659571369111823

> <JCHEM_POLAR_SURFACE_AREA>
26.79

> <JCHEM_REFRACTIVITY>
85.0176

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(3-chlorophenyl)-3-[2-(3,3-dimethylazetidin-1-yl)ethyl]imidazolidin-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0259999
     RDKit          3D
Zetidoline
 43 45  0  0  0  0  0  0  0  0999 V2000
   -5.5170   -1.2891    0.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7217   -0.2170   -0.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3891    0.6042   -1.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8925    0.6487    0.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8950    0.6900   -0.6076 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5490    0.9423   -0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8089   -0.1091    0.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5502    0.3711    0.6081 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0365    1.2190    1.6721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261    1.2331    1.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8711    0.3857    0.4291 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1946   -0.0510    0.1521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9415   -0.6066    1.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2424   -1.0555    0.9512 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8217   -0.9501   -0.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0888   -0.3969   -1.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8246   -0.2666   -2.8894 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7853    0.0497   -1.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6684    0.1243   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6010   -0.2627   -1.4511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3220   -0.6051   -1.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4095   -1.3755    1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3379   -2.2410   -0.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6003   -1.0732   -0.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5665   -0.0521   -2.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7038    1.4135   -1.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3731    0.9073   -1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4681    1.5927    0.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7084    0.0382    1.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9390    1.1575   -1.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5045    1.8796    0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7624   -1.0849   -0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2139   -0.2567    1.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6990    2.2833    1.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7190    0.8403    2.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9641    2.2230    1.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0139    0.8118    2.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5106   -0.7005    2.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7906   -1.4826    1.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8285   -1.2923   -0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2200    0.4837   -1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9482   -1.4961   -0.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2668   -0.6519   -2.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  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
 16 17  1  0
 16 18  2  0
 11 19  1  0
 19 20  2  0
  5 21  1  0
 21  2  1  0
 19  8  1  0
 18 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 18 41  1  0
 21 42  1  0
 21 43  1  0
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  C   UNK     0       2.839  -7.282   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.928  -8.370   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.017  -9.459   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       3.928 -10.548   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       2.839  -9.459   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.928 -12.088   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.594 -12.858   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.594 -14.398   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       3.840 -15.304   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.364 -16.768   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.824 -16.768   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       1.348 -15.304   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.116 -14.828   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.919 -18.014   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.545 -19.421   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.640 -20.667   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.891 -20.506   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.518 -19.099   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.613 -17.853   0.000  0.00  0.00           C+0
HETATM   20 Cl   UNK     0       1.266 -22.074   0.000  0.00  0.00          Cl+0
HETATM   21  C   UNK     0       5.017  -7.282   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    5   21                                             
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4    2                                                       
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11    8   13                                                  
CONECT   13   12                                                            
CONECT   14   11   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   16                                                            
CONECT   21    2                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0259999
HETATM    1  C1  UNL     1      -5.517  -1.289   0.067  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.722  -0.217  -0.565  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.389   0.604  -1.652  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.892   0.649   0.397  1.00  0.00           C  
HETATM    5  N1  UNL     1      -2.895   0.690  -0.608  1.00  0.00           N  
HETATM    6  C5  UNL     1      -1.549   0.942  -0.322  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.809  -0.109   0.466  1.00  0.00           C  
HETATM    8  N2  UNL     1       0.550   0.371   0.608  1.00  0.00           N  
HETATM    9  C7  UNL     1       1.037   1.219   1.672  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.526   1.233   1.564  1.00  0.00           C  
HETATM   11  N3  UNL     1       2.871   0.386   0.429  1.00  0.00           N  
HETATM   12  C9  UNL     1       4.195  -0.051   0.152  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.941  -0.607   1.160  1.00  0.00           C  
HETATM   14  C11 UNL     1       6.242  -1.056   0.951  1.00  0.00           C  
HETATM   15  C12 UNL     1       6.822  -0.950  -0.298  1.00  0.00           C  
HETATM   16  C13 UNL     1       6.089  -0.397  -1.315  1.00  0.00           C  
HETATM   17 CL1  UNL     1       6.825  -0.267  -2.889  1.00  0.00          CL  
HETATM   18  C14 UNL     1       4.785   0.050  -1.092  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.668   0.124  -0.263  1.00  0.00           C  
HETATM   20  O1  UNL     1       1.601  -0.263  -1.451  1.00  0.00           O  
HETATM   21  C16 UNL     1      -3.322  -0.605  -1.068  1.00  0.00           C  
HETATM   22  H1  UNL     1      -5.410  -1.376   1.156  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.338  -2.241  -0.487  1.00  0.00           H  
HETATM   24  H3  UNL     1      -6.600  -1.073  -0.115  1.00  0.00           H  
HETATM   25  H4  UNL     1      -5.566  -0.052  -2.549  1.00  0.00           H  
HETATM   26  H5  UNL     1      -4.704   1.413  -1.917  1.00  0.00           H  
HETATM   27  H6  UNL     1      -6.373   0.907  -1.279  1.00  0.00           H  
HETATM   28  H7  UNL     1      -4.468   1.593   0.601  1.00  0.00           H  
HETATM   29  H8  UNL     1      -3.708   0.038   1.308  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.939   1.157  -1.229  1.00  0.00           H  
HETATM   31  H10 UNL     1      -1.505   1.880   0.308  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.762  -1.085  -0.060  1.00  0.00           H  
HETATM   33  H12 UNL     1      -1.214  -0.257   1.492  1.00  0.00           H  
HETATM   34  H13 UNL     1       0.699   2.283   1.527  1.00  0.00           H  
HETATM   35  H14 UNL     1       0.719   0.840   2.664  1.00  0.00           H  
HETATM   36  H15 UNL     1       2.964   2.223   1.339  1.00  0.00           H  
HETATM   37  H16 UNL     1       3.014   0.812   2.493  1.00  0.00           H  
HETATM   38  H17 UNL     1       4.511  -0.700   2.142  1.00  0.00           H  
HETATM   39  H18 UNL     1       6.791  -1.483   1.773  1.00  0.00           H  
HETATM   40  H19 UNL     1       7.829  -1.292  -0.483  1.00  0.00           H  
HETATM   41  H20 UNL     1       4.220   0.484  -1.910  1.00  0.00           H  
HETATM   42  H21 UNL     1      -2.948  -1.496  -0.534  1.00  0.00           H  
HETATM   43  H22 UNL     1      -3.267  -0.652  -2.185  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4   21
CONECT    3   25   26   27
CONECT    4    5   28   29
CONECT    5    6   21
CONECT    6    7   30   31
CONECT    7    8   32   33
CONECT    8    9   19
CONECT    9   10   34   35
CONECT   10   11   36   37
CONECT   11   12   19
CONECT   12   13   13   18
CONECT   13   14   38
CONECT   14   15   15   39
CONECT   15   16   40
CONECT   16   17   18   18
CONECT   18   41
CONECT   19   20   20
CONECT   21   42   43
END

HMDB0259999
     RDKit          3D
Zetidoline
 43 45  0  0  0  0  0  0  0  0999 V2000
   -5.5170   -1.2891    0.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7217   -0.2170   -0.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3891    0.6042   -1.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8925    0.6487    0.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8950    0.6900   -0.6076 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5490    0.9423   -0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8089   -0.1091    0.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5502    0.3711    0.6081 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0365    1.2190    1.6721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261    1.2331    1.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8711    0.3857    0.4291 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1946   -0.0510    0.1521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9415   -0.6066    1.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2424   -1.0555    0.9512 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8217   -0.9501   -0.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0888   -0.3969   -1.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8246   -0.2666   -2.8894 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7853    0.0497   -1.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6684    0.1243   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6010   -0.2627   -1.4511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3220   -0.6051   -1.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4095   -1.3755    1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3379   -2.2410   -0.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6003   -1.0732   -0.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5665   -0.0521   -2.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7038    1.4135   -1.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3731    0.9073   -1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4681    1.5927    0.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7084    0.0382    1.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9390    1.1575   -1.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5045    1.8796    0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7624   -1.0849   -0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2139   -0.2567    1.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6990    2.2833    1.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7190    0.8403    2.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9641    2.2230    1.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0139    0.8118    2.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5106   -0.7005    2.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7906   -1.4826    1.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8285   -1.2923   -0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2200    0.4837   -1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9482   -1.4961   -0.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2668   -0.6519   -2.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  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
 16 17  1  0
 16 18  2  0
 11 19  1  0
 19 20  2  0
  5 21  1  0
 21  2  1  0
 19  8  1  0
 18 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 18 41  1  0
 21 42  1  0
 21 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(3-Chlorophenyl)-3-(2-(3,3-dimethyl-1-azetidinyl)ethyl)imidazolidin-2-one	HMDB
DL 308-IT	HMDB

Chemical Formula

C₁₆H₂₂ClN₃O

Average Molecular Weight

307.82

Monoisotopic Molecular Weight

307.14514

IUPAC Name

1-(3-chlorophenyl)-3-[2-(3,3-dimethylazetidin-1-yl)ethyl]imidazolidin-2-one

Traditional Name

1-(3-chlorophenyl)-3-[2-(3,3-dimethylazetidin-1-yl)ethyl]imidazolidin-2-one

CAS Registry Number

Not Available

SMILES

CC1(C)CN(CCN2CCN(C2=O)C2=CC(Cl)=CC=C2)C1

InChI Identifier

InChI=1S/C16H22ClN3O/c1-16(2)11-18(12-16)6-7-19-8-9-20(15(19)21)14-5-3-4-13(17)10-14/h3-5,10H,6-9,11-12H2,1-2H3

InChI Key

AHDBQMJRRXVRDY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylimidazolidines. These are polycyclic compounds containing an imidazoline substituted by a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolidines

Sub Class

Imidazolidines

Direct Parent

Phenylimidazolidines

Alternative Parents

Substituents

Phenylimidazolidine
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Imidazolidinone
Azetidine
Urea
Tertiary aliphatic amine
Tertiary amine
Carbonic acid derivative
Azacycle
Amine
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	2.68	ALOGPS
logP	2.5	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	7.66	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.79 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	85.02 m³·mol⁻¹	ChemAxon
Polarizability	33.97 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	170.166	32859911
AllCCS	[M+H-H2O]+	167.003	32859911
AllCCS	[M+Na]+	173.935	32859911
AllCCS	[M+NH4]+	173.094	32859911
AllCCS	[M-H]-	175.26	32859911
AllCCS	[M+Na-2H]-	175.211	32859911
AllCCS	[M+HCOO]-	175.281	32859911
DeepCCS	[M+H]+	169.614	30932474
DeepCCS	[M-H]-	167.256	30932474
DeepCCS	[M-2H]-	200.731	30932474
DeepCCS	[M+Na]+	176.522	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Zetidoline	CC1(C)CN(CCN2CCN(C2=O)C2=CC(Cl)=CC=C2)C1	3221.1	Standard polar	33892256
Zetidoline	CC1(C)CN(CCN2CCN(C2=O)C2=CC(Cl)=CC=C2)C1	2619.6	Standard non polar	33892256
Zetidoline	CC1(C)CN(CCN2CCN(C2=O)C2=CC(Cl)=CC=C2)C1	2493.9	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 - Zetidoline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-9310000000-aa2b7fa4d75a21fca392	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zetidoline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

65128

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72155

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 Zetidoline (HMDB0259999)

MOL for HMDB0259999 (Zetidoline)

3D MOL for HMDB0259999 (Zetidoline)

3D SDF for HMDB0259999 (Zetidoline)

3D-SDF for HMDB0259999 (Zetidoline)

PDB for HMDB0259999 (Zetidoline)

3D PDB for HMDB0259999 (Zetidoline)

SMILES for HMDB0259999 (Zetidoline)

INCHI for HMDB0259999 (Zetidoline)

Structure for HMDB0259999 (Zetidoline)

3D Structure for HMDB0259999 (Zetidoline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra