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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-01 16:09:19 UTC

Update Date

2021-09-26 22:48:59 UTC

HMDB ID

HMDB0242550

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione

Description

(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione belongs to the class of organic compounds known as hydantoins. These are heterocyclic compounds containing an imidazolidine substituted by ketone group at positions 2 and 4. Based on a literature review very few articles have been published on (2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2r,4s)-6-fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione 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

HMDB0242550
     RDKit          3D
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-...
 29 31  0  0  0  0  0  0  0  0999 V2000
   -3.1893    0.6776   -0.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1733    0.2115    0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4583   -0.9789   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0230   -0.9660    0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3987   -1.5371    1.4183 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5580   -2.3636    1.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3497   -2.8165    2.0770 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6827   -2.6048   -0.1888 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237   -1.9410   -0.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1984   -2.0840   -1.9888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6484    0.3449   -0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9146    0.4709   -0.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4946    1.7168   -0.6386 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7689    1.8446   -1.1346 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613    2.8255   -0.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4788    2.7483    0.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0614    1.4695    0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3341    1.2747    0.8475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1227    1.0384   -0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8012    1.4762   -1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5028   -0.1708   -1.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7493   -0.0649    1.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8803   -1.8862    0.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6419   -1.0861   -1.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0320   -1.4228    2.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4420   -3.1806   -0.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4923   -0.3996   -0.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189    3.7956   -0.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1073    3.6084    0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  4 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18  2  1  0
  9  4  1  0
 17 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
 12 27  1  0
 15 28  1  0
 16 29  1  0
M  END

  Mrv1652309012118192D          

 18 20  0  0  0  0            999 V2000
    2.0650   -2.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8779   -1.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4803   -0.8706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2932   -0.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5039    0.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9015   -0.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0886   -1.1945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1121   -0.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0749    0.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5274    1.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3168    0.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3404    2.0195    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1912    0.7516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6275    1.3540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9383    1.1016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5020    0.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3207    0.6013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1034   -0.2230    0.0000 N   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
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 11  1  0  0  0  0
 10 12  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  4 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242550

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CC2(NC(=O)NC2=O)C2=C(O1)C=CC(F)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C12H11FN2O3/c1-6-5-12(10(16)14-11(17)15-12)8-4-7(13)2-3-9(8)18-6/h2-4,6H,5H2,1H3,(H2,14,15,16,17)

> <INCHI_KEY>
SEAQTHCVAGBRFY-UHFFFAOYSA-N

> <FORMULA>
C12H11FN2O3

> <MOLECULAR_WEIGHT>
250.229

> <EXACT_MASS>
250.075370385

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
22.99833001435278

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-fluoro-2-methyl-2,3-dihydrospiro[1-benzopyran-4,4'-imidazolidine]-2',5'-dione

> <ALOGPS_LOGP>
1.16

> <JCHEM_LOGP>
0.8522073596666669

> <ALOGPS_LOGS>
-2.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.641146582771967

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.677304899279173

> <JCHEM_PKA_STRONGEST_BASIC>
-4.86770422830056

> <JCHEM_POLAR_SURFACE_AREA>
67.42999999999999

> <JCHEM_REFRACTIVITY>
59.3635

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.90e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-fluoro-2-methyl-2,3-dihydrospiro[1-benzopyran-4,4'-imidazolidine]-2',5'-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242550
     RDKit          3D
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-...
 29 31  0  0  0  0  0  0  0  0999 V2000
   -3.1893    0.6776   -0.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1733    0.2115    0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4583   -0.9789   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0230   -0.9660    0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3987   -1.5371    1.4183 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5580   -2.3636    1.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3497   -2.8165    2.0770 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6827   -2.6048   -0.1888 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237   -1.9410   -0.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1984   -2.0840   -1.9888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6484    0.3449   -0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9146    0.4709   -0.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4946    1.7168   -0.6386 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7689    1.8446   -1.1346 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613    2.8255   -0.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4788    2.7483    0.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0614    1.4695    0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3341    1.2747    0.8475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1227    1.0384   -0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8012    1.4762   -1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5028   -0.1708   -1.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7493   -0.0649    1.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8803   -1.8862    0.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6419   -1.0861   -1.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0320   -1.4228    2.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4420   -3.1806   -0.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4923   -0.3996   -0.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189    3.7956   -0.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1073    3.6084    0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  4 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18  2  1  0
  9  4  1  0
 17 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
 12 27  1  0
 15 28  1  0
 16 29  1  0
M  END

HEADER    PROTEIN                                 01-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-SEP-21         0                                  
HETATM    1  C   UNK     0       3.855  -4.177   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.505  -2.677   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.630  -1.625   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.281  -0.125   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.807   0.322   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.683  -0.730   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.032  -2.230   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.209  -0.282   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.140   1.218   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.985   2.270   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.458   1.822   0.000  0.00  0.00           C+0
HETATM   12  F   UNK     0       0.635   3.770   0.000  0.00  0.00           F+0
HETATM   13  C   UNK     0       4.090   1.403   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.038   2.527   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       5.485   2.056   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       6.537   0.932   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.065   1.122   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       5.793  -0.416   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   13   18                                             
CONECT    5    4    6   11                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10    5                                                       
CONECT   12   10                                                            
CONECT   13    4   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    4                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0254538
HETATM    1  C1  UNL     1      -0.865   3.392   0.692  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.609   1.956   0.335  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.530   1.346   1.107  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.928   0.096   0.345  1.00  0.00           C  
HETATM    5  N1  UNL     1       1.595   0.395  -0.884  1.00  0.00           N  
HETATM    6  C5  UNL     1       2.662  -0.528  -0.982  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.388  -0.726  -2.017  1.00  0.00           O  
HETATM    8  N2  UNL     1       2.837  -1.230   0.238  1.00  0.00           N  
HETATM    9  C6  UNL     1       1.860  -0.745   1.137  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.753  -0.950   2.360  1.00  0.00           O  
HETATM   11  C7  UNL     1      -0.297  -0.719   0.149  1.00  0.00           C  
HETATM   12  C8  UNL     1      -0.114  -2.075  -0.166  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.225  -2.875  -0.357  1.00  0.00           C  
HETATM   14  F1  UNL     1      -1.082  -4.199  -0.665  1.00  0.00           F  
HETATM   15  C10 UNL     1      -2.497  -2.348  -0.242  1.00  0.00           C  
HETATM   16  C11 UNL     1      -2.690  -1.018   0.067  1.00  0.00           C  
HETATM   17  C12 UNL     1      -1.565  -0.213   0.260  1.00  0.00           C  
HETATM   18  O3  UNL     1      -1.727   1.122   0.570  1.00  0.00           O  
HETATM   19  H1  UNL     1      -0.667   3.639   1.733  1.00  0.00           H  
HETATM   20  H2  UNL     1      -0.218   4.013   0.021  1.00  0.00           H  
HETATM   21  H3  UNL     1      -1.921   3.614   0.372  1.00  0.00           H  
HETATM   22  H4  UNL     1      -0.362   1.895  -0.741  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.366   2.022   1.289  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.126   1.003   2.083  1.00  0.00           H  
HETATM   25  H7  UNL     1       1.341   1.138  -1.561  1.00  0.00           H  
HETATM   26  H8  UNL     1       3.571  -1.984   0.439  1.00  0.00           H  
HETATM   27  H9  UNL     1       0.886  -2.486  -0.256  1.00  0.00           H  
HETATM   28  H10 UNL     1      -3.354  -2.987  -0.395  1.00  0.00           H  
HETATM   29  H11 UNL     1      -3.648  -0.546   0.172  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   18   22
CONECT    3    4   23   24
CONECT    4    5    9   11
CONECT    5    6   25
CONECT    6    7    7    8
CONECT    8    9   26
CONECT    9   10   10
CONECT   11   12   12   17
CONECT   12   13   27
CONECT   13   14   15   15
CONECT   15   16   28
CONECT   16   17   17   29
CONECT   17   18
END

HMDB0242550
     RDKit          3D
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-...
 29 31  0  0  0  0  0  0  0  0999 V2000
   -3.1893    0.6776   -0.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1733    0.2115    0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4583   -0.9789   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0230   -0.9660    0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3987   -1.5371    1.4183 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5580   -2.3636    1.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3497   -2.8165    2.0770 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6827   -2.6048   -0.1888 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237   -1.9410   -0.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1984   -2.0840   -1.9888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6484    0.3449   -0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9146    0.4709   -0.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4946    1.7168   -0.6386 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7689    1.8446   -1.1346 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613    2.8255   -0.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4788    2.7483    0.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0614    1.4695    0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3341    1.2747    0.8475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1227    1.0384   -0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8012    1.4762   -1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5028   -0.1708   -1.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7493   -0.0649    1.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8803   -1.8862    0.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6419   -1.0861   -1.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0320   -1.4228    2.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4420   -3.1806   -0.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4923   -0.3996   -0.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189    3.7956   -0.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1073    3.6084    0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  4 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18  2  1  0
  9  4  1  0
 17 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
 12 27  1  0
 15 28  1  0
 16 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₂H₁₁FN₂O₃

Average Molecular Weight

250.229

Monoisotopic Molecular Weight

250.075370385

IUPAC Name

6-fluoro-2-methyl-2,3-dihydrospiro[1-benzopyran-4,4'-imidazolidine]-2',5'-dione

Traditional Name

6-fluoro-2-methyl-2,3-dihydrospiro[1-benzopyran-4,4'-imidazolidine]-2',5'-dione

CAS Registry Number

Not Available

SMILES

CC1CC2(NC(=O)NC2=O)C2=C(O1)C=CC(F)=C2

InChI Identifier

InChI=1S/C12H11FN2O3/c1-6-5-12(10(16)14-11(17)15-12)8-4-7(13)2-3-9(8)18-6/h2-4,6H,5H2,1H3,(H2,14,15,16,17)

InChI Key

SEAQTHCVAGBRFY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydantoins. These are heterocyclic compounds containing an imidazolidine substituted by ketone group at positions 2 and 4.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolidines

Sub Class

Imidazolidines

Direct Parent

Hydantoins

Alternative Parents

Substituents

Hydantoin
1-benzopyran
Benzopyran
Chromane
Alpha-amino acid or derivatives
5-monosubstituted hydantoin
Ureide
N-acyl urea
Alkyl aryl ether
Benzenoid
Aryl halide
Aryl fluoride
Dicarboximide
Urea
Carbonic acid derivative
Oxacycle
Azacycle
Ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Carbonyl group
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)

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	1.16	ALOGPS
logP	0.85	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	8.68	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	67.43 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	59.36 m³·mol⁻¹	ChemAxon
Polarizability	23 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]+	159.056	30932474
DeepCCS	[M-H]-	156.698	30932474
DeepCCS	[M-2H]-	189.584	30932474
DeepCCS	[M+Na]+	165.15	30932474
AllCCS	[M+H]+	155.1	32859911
AllCCS	[M+H-H2O]+	151.1	32859911
AllCCS	[M+NH4]+	158.8	32859911
AllCCS	[M+Na]+	159.9	32859911
AllCCS	[M-H]-	155.6	32859911
AllCCS	[M+Na-2H]-	155.1	32859911
AllCCS	[M+HCOO]-	154.7	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione,1TMS,isomer #1	CC1CC2(C(=O)NC(=O)N2[Si](C)(C)C)C2=CC(F)=CC=C2O1	2215.9	Semi standard non polar	33892256
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione,1TMS,isomer #1	CC1CC2(C(=O)NC(=O)N2[Si](C)(C)C)C2=CC(F)=CC=C2O1	2183.1	Standard non polar	33892256
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione,1TMS,isomer #1	CC1CC2(C(=O)NC(=O)N2[Si](C)(C)C)C2=CC(F)=CC=C2O1	3136.9	Standard polar	33892256
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione,1TMS,isomer #2	CC1CC2(NC(=O)N([Si](C)(C)C)C2=O)C2=CC(F)=CC=C2O1	2201.0	Semi standard non polar	33892256
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione,1TMS,isomer #2	CC1CC2(NC(=O)N([Si](C)(C)C)C2=O)C2=CC(F)=CC=C2O1	2124.6	Standard non polar	33892256
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione,1TMS,isomer #2	CC1CC2(NC(=O)N([Si](C)(C)C)C2=O)C2=CC(F)=CC=C2O1	3042.7	Standard polar	33892256
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione,2TMS,isomer #1	CC1CC2(C(=O)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)C2=CC(F)=CC=C2O1	2080.4	Semi standard non polar	33892256
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione,2TMS,isomer #1	CC1CC2(C(=O)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)C2=CC(F)=CC=C2O1	2207.3	Standard non polar	33892256
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione,2TMS,isomer #1	CC1CC2(C(=O)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)C2=CC(F)=CC=C2O1	2692.6	Standard polar	33892256
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione,1TBDMS,isomer #1	CC1CC2(C(=O)NC(=O)N2[Si](C)(C)C(C)(C)C)C2=CC(F)=CC=C2O1	2444.9	Semi standard non polar	33892256
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione,1TBDMS,isomer #1	CC1CC2(C(=O)NC(=O)N2[Si](C)(C)C(C)(C)C)C2=CC(F)=CC=C2O1	2407.7	Standard non polar	33892256
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione,1TBDMS,isomer #1	CC1CC2(C(=O)NC(=O)N2[Si](C)(C)C(C)(C)C)C2=CC(F)=CC=C2O1	3202.5	Standard polar	33892256
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione,1TBDMS,isomer #2	CC1CC2(NC(=O)N([Si](C)(C)C(C)(C)C)C2=O)C2=CC(F)=CC=C2O1	2451.3	Semi standard non polar	33892256
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione,1TBDMS,isomer #2	CC1CC2(NC(=O)N([Si](C)(C)C(C)(C)C)C2=O)C2=CC(F)=CC=C2O1	2353.6	Standard non polar	33892256
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione,1TBDMS,isomer #2	CC1CC2(NC(=O)N([Si](C)(C)C(C)(C)C)C2=O)C2=CC(F)=CC=C2O1	3116.6	Standard polar	33892256
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione,2TBDMS,isomer #1	CC1CC2(C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)C2=CC(F)=CC=C2O1	2516.2	Semi standard non polar	33892256
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione,2TBDMS,isomer #1	CC1CC2(C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)C2=CC(F)=CC=C2O1	2663.5	Standard non polar	33892256
(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione,2TBDMS,isomer #1	CC1CC2(C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)C2=CC(F)=CC=C2O1	2847.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione GC-MS (Non-derivatized) - 70eV, Positive	splash10-056r-0980000000-b92f1407c46322d86515	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione 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 - (2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione 10V, Negative-QTOF	splash10-0002-0090000000-7ba9f22a1a29d85a12ce	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione 20V, Negative-QTOF	splash10-0006-8390000000-2fbacf928e5eaeb9f19e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione 40V, Negative-QTOF	splash10-06r6-9670000000-ceb5e96d7beb3f7014d8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione 10V, Positive-QTOF	splash10-0udi-0090000000-3a6c7b29c6f2b93c002b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione 20V, Positive-QTOF	splash10-0w29-0890000000-ed7b87f294fe48c480ba	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione 40V, Positive-QTOF	splash10-0fkc-4900000000-1b91465ff5d98d3beb4b	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

102993

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

115090

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 (2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione (HMDB0242550)

MOL for HMDB0242550 ((2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione)

3D MOL for HMDB0242550 ((2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione)

3D SDF for HMDB0242550 ((2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione)

3D-SDF for HMDB0242550 ((2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione)

PDB for HMDB0242550 ((2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione)

3D PDB for HMDB0242550 ((2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione)

SMILES for HMDB0242550 ((2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione)

INCHI for HMDB0242550 ((2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione)

Structure for HMDB0242550 ((2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione)

3D Structure for HMDB0242550 ((2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra