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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:15:38 UTC

Update Date

2021-09-26 22:58:11 UTC

HMDB ID

HMDB0248091

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione

Description

2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene. Based on a literature review a significant number of articles have been published on 2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2,7-difluoro-4-methoxyspiro[fluorene-9,5'-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 2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-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

HMDB0248091
     RDKit          3D
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione
 33 36  0  0  0  0  0  0  0  0999 V2000
    4.4514    0.2734   -0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0757    0.4834    0.0754 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438   -0.5111   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5194   -1.7676   -0.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5485   -2.7021   -0.9282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017   -3.9533   -1.3369 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.2063   -2.4362   -0.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1876   -1.1482   -0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7835   -0.2189   -0.1162 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1562    1.0548    0.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6730    2.2843    0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1533    3.3323    1.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4927    3.1037    0.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658    4.0945    1.3221 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0113    1.8981    0.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1991    0.8366    0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4889   -0.5258   -0.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3699   -0.5929   -1.3226 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7028   -0.7016   -0.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7969   -0.4587   -1.3523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5944   -1.1480    0.5614 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2161   -1.3165    0.8594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6839   -1.9869    1.7982 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7422    0.3826   -1.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7434   -0.7260    0.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9770    1.0869    0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5784   -2.0155   -0.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5751   -3.1395   -1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7288    2.3911    0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2271    4.3052    1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789    1.7308    0.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1700   -0.5736   -2.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3693   -1.3355    1.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
  9  3  1  0
 16 10  1  0
 22 17  1  0
 17  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
 11 29  1  0
 12 30  1  0
 15 31  1  0
 18 32  1  0
 21 33  1  0
M  END

  Mrv1652309112103152D          

 23 26  0  0  0  0            999 V2000
    0.1652   -4.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173   -3.5424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4623   -2.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0144   -2.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8394   -2.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0943   -1.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9013   -1.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4533   -1.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1984   -2.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3914   -2.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2603   -1.6301    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4269   -0.8751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7594   -1.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0476   -1.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5996   -1.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3446   -2.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4066   -1.6301    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7594   -0.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0252   -0.6451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0144    0.3944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8394    0.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3243    1.0619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0943   -0.3902    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  2  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
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 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
  3 16  1  0  0  0  0
 15 17  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 12 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248091

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2C3=C(C=C(F)C=C3)C3(NC(=O)NC3=O)C2=CC(F)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H10F2N2O3/c1-23-12-6-8(18)5-11-13(12)9-3-2-7(17)4-10(9)16(11)14(21)19-15(22)20-16/h2-6H,1H3,(H2,19,20,21,22)

> <INCHI_KEY>
FYDPXVSFSSBHGW-UHFFFAOYSA-N

> <FORMULA>
C16H10F2N2O3

> <MOLECULAR_WEIGHT>
316.264

> <EXACT_MASS>
316.065948516

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
28.408506202811992

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,7-difluoro-4-methoxyspiro[fluorene-9,4'-imidazolidine]-2',5'-dione

> <ALOGPS_LOGP>
2.20

> <JCHEM_LOGP>
1.9496325336666662

> <ALOGPS_LOGS>
-4.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.390436298000964

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.65202493076411

> <JCHEM_PKA_STRONGEST_BASIC>
-4.864110441971239

> <JCHEM_POLAR_SURFACE_AREA>
67.42999999999999

> <JCHEM_REFRACTIVITY>
76.15650000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,7-difluoro-4-methoxyspiro[fluorene-9,4'-imidazolidine]-2',5'-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248091
     RDKit          3D
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione
 33 36  0  0  0  0  0  0  0  0999 V2000
    4.4514    0.2734   -0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0757    0.4834    0.0754 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438   -0.5111   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5194   -1.7676   -0.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5485   -2.7021   -0.9282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017   -3.9533   -1.3369 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.2063   -2.4362   -0.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1876   -1.1482   -0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7835   -0.2189   -0.1162 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1562    1.0548    0.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6730    2.2843    0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1533    3.3323    1.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4927    3.1037    0.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658    4.0945    1.3221 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0113    1.8981    0.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1991    0.8366    0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4889   -0.5258   -0.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3699   -0.5929   -1.3226 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7028   -0.7016   -0.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7969   -0.4587   -1.3523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5944   -1.1480    0.5614 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2161   -1.3165    0.8594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6839   -1.9869    1.7982 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7422    0.3826   -1.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7434   -0.7260    0.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9770    1.0869    0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5784   -2.0155   -0.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5751   -3.1395   -1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7288    2.3911    0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2271    4.3052    1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789    1.7308    0.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1700   -0.5736   -2.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3693   -1.3355    1.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
  9  3  1  0
 16 10  1  0
 22 17  1  0
 17  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
 11 29  1  0
 12 30  1  0
 15 31  1  0
 18 32  1  0
 21 33  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       0.308  -7.757   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.339  -6.612   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.863  -5.148   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.893  -4.003   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.433  -4.003   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.909  -2.539   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.416  -2.219   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.446  -3.363   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.970  -4.828   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.464  -5.148   0.000  0.00  0.00           C+0
HETATM   11  F   UNK     0       7.953  -3.043   0.000  0.00  0.00           F+0
HETATM   12  C   UNK     0       2.663  -1.634   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.418  -2.539   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.089  -2.219   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.119  -3.363   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.643  -4.828   0.000  0.00  0.00           C+0
HETATM   17  F   UNK     0      -2.626  -3.043   0.000  0.00  0.00           F+0
HETATM   18  C   UNK     0       1.418  -0.728   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.047  -1.204   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0       1.893   0.736   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       3.433   0.736   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.339   1.982   0.000  0.00  0.00           O+0
HETATM   23  N   UNK     0       3.909  -0.728   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5   13                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    8                                                            
CONECT   12    6   13   18   23                                             
CONECT   13   12    4   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15    3                                                       
CONECT   17   15                                                            
CONECT   18   12   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   12                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0248091
HETATM    1  C1  UNL     1       4.451   0.273  -0.013  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.076   0.483   0.075  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.144  -0.511  -0.231  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.519  -1.768  -0.642  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.548  -2.702  -0.928  1.00  0.00           C  
HETATM    6  F1  UNL     1       1.902  -3.953  -1.337  1.00  0.00           F  
HETATM    7  C5  UNL     1       0.206  -2.436  -0.822  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.188  -1.148  -0.401  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.783  -0.219  -0.116  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.156   1.055   0.304  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.673   2.284   0.692  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.153   3.332   1.043  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.493   3.104   0.989  1.00  0.00           C  
HETATM   14  F2  UNL     1      -2.366   4.095   1.322  1.00  0.00           F  
HETATM   15  C12 UNL     1      -2.011   1.898   0.609  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.199   0.837   0.254  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.489  -0.526  -0.181  1.00  0.00           C  
HETATM   18  N1  UNL     1      -2.370  -0.593  -1.323  1.00  0.00           N  
HETATM   19  C15 UNL     1      -3.703  -0.702  -0.783  1.00  0.00           C  
HETATM   20  O2  UNL     1      -4.797  -0.459  -1.352  1.00  0.00           O  
HETATM   21  N2  UNL     1      -3.594  -1.148   0.561  1.00  0.00           N  
HETATM   22  C16 UNL     1      -2.216  -1.317   0.859  1.00  0.00           C  
HETATM   23  O3  UNL     1      -1.684  -1.987   1.798  1.00  0.00           O  
HETATM   24  H1  UNL     1       4.742   0.383  -1.078  1.00  0.00           H  
HETATM   25  H2  UNL     1       4.743  -0.726   0.388  1.00  0.00           H  
HETATM   26  H3  UNL     1       4.977   1.087   0.535  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.578  -2.016  -0.738  1.00  0.00           H  
HETATM   28  H5  UNL     1      -0.575  -3.140  -1.037  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.729   2.391   0.711  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.227   4.305   1.351  1.00  0.00           H  
HETATM   31  H8  UNL     1      -3.079   1.731   0.571  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.170  -0.574  -2.336  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.369  -1.335   1.254  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   27
CONECT    5    6    7    7
CONECT    7    8   28
CONECT    8    9    9   17
CONECT    9   10
CONECT   10   11   11   16
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   14   15
CONECT   15   16   16   31
CONECT   16   17
CONECT   17   18   22
CONECT   18   19   32
CONECT   19   20   20   21
CONECT   21   22   33
CONECT   22   23   23
END

HMDB0248091
     RDKit          3D
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione
 33 36  0  0  0  0  0  0  0  0999 V2000
    4.4514    0.2734   -0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0757    0.4834    0.0754 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438   -0.5111   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5194   -1.7676   -0.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5485   -2.7021   -0.9282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017   -3.9533   -1.3369 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.2063   -2.4362   -0.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1876   -1.1482   -0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7835   -0.2189   -0.1162 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1562    1.0548    0.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6730    2.2843    0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1533    3.3323    1.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4927    3.1037    0.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658    4.0945    1.3221 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0113    1.8981    0.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1991    0.8366    0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4889   -0.5258   -0.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3699   -0.5929   -1.3226 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7028   -0.7016   -0.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7969   -0.4587   -1.3523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5944   -1.1480    0.5614 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2161   -1.3165    0.8594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6839   -1.9869    1.7982 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7422    0.3826   -1.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7434   -0.7260    0.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9770    1.0869    0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5784   -2.0155   -0.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5751   -3.1395   -1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7288    2.3911    0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2271    4.3052    1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789    1.7308    0.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1700   -0.5736   -2.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3693   -1.3355    1.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
  9  3  1  0
 16 10  1  0
 22 17  1  0
 17  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
 11 29  1  0
 12 30  1  0
 15 31  1  0
 18 32  1  0
 21 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,7-Difluoro-4-methoxyspiro-(9H-fluorene-9,4'-imidazolidine)-2',5'-dione	HMDB

Chemical Formula

C₁₆H₁₀F₂N₂O₃

Average Molecular Weight

316.264

Monoisotopic Molecular Weight

316.065948516

IUPAC Name

2,7-difluoro-4-methoxyspiro[fluorene-9,4'-imidazolidine]-2',5'-dione

Traditional Name

2,7-difluoro-4-methoxyspiro[fluorene-9,4'-imidazolidine]-2',5'-dione

CAS Registry Number

Not Available

SMILES

COC1=C2C3=C(C=C(F)C=C3)C3(NC(=O)NC3=O)C2=CC(F)=C1

InChI Identifier

InChI=1S/C16H10F2N2O3/c1-23-12-6-8(18)5-11-13(12)9-3-2-7(17)4-10(9)16(11)14(21)19-15(22)20-16/h2-6H,1H3,(H2,19,20,21,22)

InChI Key

FYDPXVSFSSBHGW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Fluorenes

Sub Class

Not Available

Direct Parent

Fluorenes

Alternative Parents

Substituents

Fluorene
Hydantoin
Alpha-amino acid or derivatives
5-monosubstituted hydantoin
Anisole
Ureide
N-acyl urea
Alkyl aryl ether
Imidazolidinone
Aryl halide
Aryl fluoride
Imidazolidine
Dicarboximide
Urea
Carbonic acid derivative
Azacycle
Organoheterocyclic compound
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	2.2	ALOGPS
logP	1.95	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	8.65	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	1	ChemAxon
Refractivity	76.16 m³·mol⁻¹	ChemAxon
Polarizability	28.41 Å³	ChemAxon
Number of Rings	4	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]+	185.08	30932474
DeepCCS	[M-H]-	182.722	30932474
DeepCCS	[M-2H]-	216.985	30932474
DeepCCS	[M+Na]+	192.669	30932474
AllCCS	[M+H]+	168.9	32859911
AllCCS	[M+H-H2O]+	165.5	32859911
AllCCS	[M+NH4]+	172.1	32859911
AllCCS	[M+Na]+	173.0	32859911
AllCCS	[M-H]-	169.5	32859911
AllCCS	[M+Na-2H]-	168.4	32859911
AllCCS	[M+HCOO]-	167.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione	COC1=C2C3=C(C=C(F)C=C3)C3(NC(=O)NC3=O)C2=CC(F)=C1	4256.2	Standard polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione	COC1=C2C3=C(C=C(F)C=C3)C3(NC(=O)NC3=O)C2=CC(F)=C1	2376.0	Standard non polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione	COC1=C2C3=C(C=C(F)C=C3)C3(NC(=O)NC3=O)C2=CC(F)=C1	2642.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione,1TMS,isomer #1	COC1=CC(F)=CC2=C1C1=CC=C(F)C=C1C21C(=O)NC(=O)N1[Si](C)(C)C	2593.7	Semi standard non polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione,1TMS,isomer #1	COC1=CC(F)=CC2=C1C1=CC=C(F)C=C1C21C(=O)NC(=O)N1[Si](C)(C)C	2573.4	Standard non polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione,1TMS,isomer #1	COC1=CC(F)=CC2=C1C1=CC=C(F)C=C1C21C(=O)NC(=O)N1[Si](C)(C)C	3771.3	Standard polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione,1TMS,isomer #2	COC1=CC(F)=CC2=C1C1=CC=C(F)C=C1C21NC(=O)N([Si](C)(C)C)C1=O	2589.5	Semi standard non polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione,1TMS,isomer #2	COC1=CC(F)=CC2=C1C1=CC=C(F)C=C1C21NC(=O)N([Si](C)(C)C)C1=O	2508.9	Standard non polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione,1TMS,isomer #2	COC1=CC(F)=CC2=C1C1=CC=C(F)C=C1C21NC(=O)N([Si](C)(C)C)C1=O	3606.9	Standard polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione,2TMS,isomer #1	COC1=CC(F)=CC2=C1C1=CC=C(F)C=C1C21C(=O)N([Si](C)(C)C)C(=O)N1[Si](C)(C)C	2447.4	Semi standard non polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione,2TMS,isomer #1	COC1=CC(F)=CC2=C1C1=CC=C(F)C=C1C21C(=O)N([Si](C)(C)C)C(=O)N1[Si](C)(C)C	2602.7	Standard non polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione,2TMS,isomer #1	COC1=CC(F)=CC2=C1C1=CC=C(F)C=C1C21C(=O)N([Si](C)(C)C)C(=O)N1[Si](C)(C)C	3046.6	Standard polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione,1TBDMS,isomer #1	COC1=CC(F)=CC2=C1C1=CC=C(F)C=C1C21C(=O)NC(=O)N1[Si](C)(C)C(C)(C)C	2825.1	Semi standard non polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione,1TBDMS,isomer #1	COC1=CC(F)=CC2=C1C1=CC=C(F)C=C1C21C(=O)NC(=O)N1[Si](C)(C)C(C)(C)C	2765.5	Standard non polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione,1TBDMS,isomer #1	COC1=CC(F)=CC2=C1C1=CC=C(F)C=C1C21C(=O)NC(=O)N1[Si](C)(C)C(C)(C)C	3714.2	Standard polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione,1TBDMS,isomer #2	COC1=CC(F)=CC2=C1C1=CC=C(F)C=C1C21NC(=O)N([Si](C)(C)C(C)(C)C)C1=O	2831.8	Semi standard non polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione,1TBDMS,isomer #2	COC1=CC(F)=CC2=C1C1=CC=C(F)C=C1C21NC(=O)N([Si](C)(C)C(C)(C)C)C1=O	2708.9	Standard non polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione,1TBDMS,isomer #2	COC1=CC(F)=CC2=C1C1=CC=C(F)C=C1C21NC(=O)N([Si](C)(C)C(C)(C)C)C1=O	3604.1	Standard polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione,2TBDMS,isomer #1	COC1=CC(F)=CC2=C1C1=CC=C(F)C=C1C21C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C	2876.4	Semi standard non polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione,2TBDMS,isomer #1	COC1=CC(F)=CC2=C1C1=CC=C(F)C=C1C21C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C	2997.9	Standard non polar	33892256
2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione,2TBDMS,isomer #1	COC1=CC(F)=CC2=C1C1=CC=C(F)C=C1C21C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C	3151.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-0090000000-d9ed3fbeb90db74e6042	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-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 - 2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione 10V, Positive-QTOF	splash10-014i-0009000000-c888155e4deadce672f5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione 20V, Positive-QTOF	splash10-014j-0089000000-5232f0856a2241e4d9ef	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione 40V, Positive-QTOF	splash10-014j-1090000000-1d0887e76f693a4e0b6d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione 10V, Negative-QTOF	splash10-014i-0009000000-0769c992e09ea2500af3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione 20V, Negative-QTOF	splash10-014i-0049000000-8d414b4acbf776ffeefb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione 40V, Negative-QTOF	splash10-0006-9060000000-14b63f2afd87aede5e87	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

140259

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

159501

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 2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione (HMDB0248091)

MOL for HMDB0248091 (2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione)

3D MOL for HMDB0248091 (2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione)

3D SDF for HMDB0248091 (2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione)

3D-SDF for HMDB0248091 (2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione)

PDB for HMDB0248091 (2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione)

3D PDB for HMDB0248091 (2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione)

SMILES for HMDB0248091 (2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione)

INCHI for HMDB0248091 (2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione)

Structure for HMDB0248091 (2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione)

3D Structure for HMDB0248091 (2,7-Difluoro-4-methoxyspiro[fluorene-9,5'-imidazolidine]-2',4'-dione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra