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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:05:04 UTC

Update Date

2021-09-26 22:53:06 UTC

HMDB ID

HMDB0244967

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Acetylaminofluorene

Description

2-Acetylaminofluorene, also known as N-2-fluorenylacetamide or 2-AAF, 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-Acetylaminofluorene. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-acetylaminofluorene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Acetylaminofluorene 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

HMDB0244967
     RDKit          3D
2-Acetylaminofluorene
 30 32  0  0  0  0  0  0  0  0999 V2000
    4.0831    1.3336    3.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1419    0.7818    2.5899 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1238   -0.5703    2.3506 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3463    1.5535    1.9594 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4148    1.0723    0.9938 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7618    1.1338   -0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8567    0.6671   -1.2649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3837    0.1415   -0.8952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6994    0.0942    0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1885    0.5542    1.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0496   -0.4955    0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5182   -0.7994   -0.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7034   -1.3603   -1.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8976   -1.5403   -2.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8913   -1.1528   -3.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7185   -0.5969   -2.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5102   -0.4106   -1.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4816    2.3326    3.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6374    1.4691    4.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9884    0.6796    3.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5659   -1.2641    2.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7307    1.5461   -0.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1228    0.7137   -2.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0460    0.5236    2.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0261   -1.4266    1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7773    0.2217    1.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4861   -1.6608   -0.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8192   -1.9780   -3.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9923   -1.2720   -4.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9247   -0.2904   -3.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 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  2  0
 10  5  1  0
 17 12  1  0
 17  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  6 22  1  0
  7 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
M  END


  Mrv0541 05031423472D          

 17 19  0  0  0  0            999 V2000
   -2.2585    0.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    1.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4515    0.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.7556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1966   -0.6422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  7  6  1  0  0  0  0
 10  1  1  0  0  0  0
 11  4  2  0  0  0  0
 11  8  1  0  0  0  0
 12  8  1  0  0  0  0
 12  9  2  0  0  0  0
 13  6  2  0  0  0  0
 13  9  1  0  0  0  0
 14  5  2  0  0  0  0
 14 11  1  0  0  0  0
 15  7  2  0  0  0  0
 15 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16 10  2  0  0  0  0
 16 13  1  4  0  0  0
 17 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244967

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)=NC1=CC=C2C(CC3=CC=CC=C23)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H13NO/c1-10(17)16-13-6-7-15-12(9-13)8-11-4-2-3-5-14(11)15/h2-7,9H,8H2,1H3,(H,16,17)

> <INCHI_KEY>
CZIHNRWJTSTCEX-UHFFFAOYSA-N

> <FORMULA>
C15H13NO

> <MOLECULAR_WEIGHT>
223.2698

> <EXACT_MASS>
223.099714043

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
25.50741013221534

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(9H-fluoren-2-yl)ethanimidic acid

> <ALOGPS_LOGP>
3.63

> <JCHEM_LOGP>
3.7041864266666664

> <ALOGPS_LOGS>
-4.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
17.17063297680757

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.70603904771289

> <JCHEM_PKA_STRONGEST_BASIC>
1.1393306234017997

> <JCHEM_POLAR_SURFACE_AREA>
32.59

> <JCHEM_REFRACTIVITY>
70.49150000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.83e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acetylaminofluorene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0244967
     RDKit          3D
2-Acetylaminofluorene
 30 32  0  0  0  0  0  0  0  0999 V2000
    4.0831    1.3336    3.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1419    0.7818    2.5899 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1238   -0.5703    2.3506 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3463    1.5535    1.9594 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4148    1.0723    0.9938 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7618    1.1338   -0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8567    0.6671   -1.2649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3837    0.1415   -0.8952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6994    0.0942    0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1885    0.5542    1.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0496   -0.4955    0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5182   -0.7994   -0.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7034   -1.3603   -1.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8976   -1.5403   -2.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8913   -1.1528   -3.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7185   -0.5969   -2.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5102   -0.4106   -1.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4816    2.3326    3.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6374    1.4691    4.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9884    0.6796    3.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5659   -1.2641    2.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7307    1.5461   -0.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1228    0.7137   -2.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0460    0.5236    2.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0261   -1.4266    1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7773    0.2217    1.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4861   -1.6608   -0.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8192   -1.9780   -3.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9923   -1.2720   -4.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9247   -0.2904   -3.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 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  2  0
 10  5  1  0
 17 12  1  0
 17  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  6 22  1  0
  7 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
M  END

HEADER    PROTEIN                                 03-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2   11                                                       
CONECT    5    3   14                                                       
CONECT    6    7   13                                                       
CONECT    7    6   15                                                       
CONECT    8   11   12                                                       
CONECT    9   12   13                                                       
CONECT   10    1   16   17                                                  
CONECT   11    4    8   14                                                  
CONECT   12    8    9   15                                                  
CONECT   13    6    9   16                                                  
CONECT   14    5   11   15                                                  
CONECT   15    7   12   14                                                  
CONECT   16   10   13                                                       
CONECT   17   10                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0244967
HETATM    1  C1  UNL     1       4.083   1.334   3.576  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.142   0.782   2.590  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.124  -0.570   2.351  1.00  0.00           O  
HETATM    4  N1  UNL     1       2.346   1.553   1.959  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.415   1.072   0.994  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.762   1.134  -0.340  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.857   0.667  -1.265  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.384   0.141  -0.895  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.699   0.094   0.443  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.189   0.554   1.381  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.050  -0.495   0.593  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.518  -0.799  -0.781  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.703  -1.360  -1.270  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.898  -1.540  -2.615  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.891  -1.153  -3.475  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.719  -0.597  -2.980  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.510  -0.411  -1.633  1.00  0.00           C  
HETATM   18  H1  UNL     1       4.482   2.333   3.238  1.00  0.00           H  
HETATM   19  H2  UNL     1       3.637   1.469   4.587  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.988   0.680   3.641  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.566  -1.264   2.958  1.00  0.00           H  
HETATM   22  H5  UNL     1       2.731   1.546  -0.604  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.123   0.714  -2.296  1.00  0.00           H  
HETATM   24  H7  UNL     1      -0.046   0.524   2.440  1.00  0.00           H  
HETATM   25  H8  UNL     1      -2.026  -1.427   1.207  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.777   0.222   1.035  1.00  0.00           H  
HETATM   27  H10 UNL     1      -4.486  -1.661  -0.586  1.00  0.00           H  
HETATM   28  H11 UNL     1      -4.819  -1.978  -3.016  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.992  -1.272  -4.543  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.925  -0.290  -3.646  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4    4
CONECT    3   21
CONECT    4    5
CONECT    5    6    6   10
CONECT    6    7   22
CONECT    7    8    8   23
CONECT    8    9   17
CONECT    9   10   10   11
CONECT   10   24
CONECT   11   12   25   26
CONECT   12   13   13   17
CONECT   13   14   27
CONECT   14   15   15   28
CONECT   15   16   29
CONECT   16   17   17   30
END

HMDB0244967
     RDKit          3D
2-Acetylaminofluorene
 30 32  0  0  0  0  0  0  0  0999 V2000
    4.0831    1.3336    3.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1419    0.7818    2.5899 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1238   -0.5703    2.3506 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3463    1.5535    1.9594 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4148    1.0723    0.9938 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7618    1.1338   -0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8567    0.6671   -1.2649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3837    0.1415   -0.8952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6994    0.0942    0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1885    0.5542    1.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0496   -0.4955    0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5182   -0.7994   -0.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7034   -1.3603   -1.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8976   -1.5403   -2.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8913   -1.1528   -3.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7185   -0.5969   -2.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5102   -0.4106   -1.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4816    2.3326    3.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6374    1.4691    4.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9884    0.6796    3.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5659   -1.2641    2.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7307    1.5461   -0.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1228    0.7137   -2.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0460    0.5236    2.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0261   -1.4266    1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7773    0.2217    1.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4861   -1.6608   -0.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8192   -1.9780   -3.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9923   -1.2720   -4.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9247   -0.2904   -3.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 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  2  0
 10  5  1  0
 17 12  1  0
 17  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  6 22  1  0
  7 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(Acetylamino)fluorene	ChEBI
2-AAF	ChEBI
2-Acetaminofluorene	ChEBI
2-Acetoaminofluorene	ChEBI
2-ACETYLAMINOFLUORENE-3-yl	ChEBI
2-FAA	ChEBI
N-2-Fluorenylacetamide	ChEBI
N-Acetyl-2-aminofluorene	ChEBI
N-Fluoren-2-ylacetamide	ChEBI
2 Fluorenylacetamide	HMDB
N Acetyl 2 aminofluorene	HMDB
2-Fluorenylacetamide	HMDB
AAF, aminofluorene	HMDB
Aminofluorene aaf	HMDB
2 Acetylaminofluorene	HMDB
Fluoren 2 ylacetamide	HMDB
N 2 Fluorenylacetamide	HMDB
2 Acetamidofluorene	HMDB
Acetylaminofluorene	HMDB
Fluoren-2-ylacetamide	HMDB
2-Acetylaminofluorene	ChEBI

Chemical Formula

C₁₅H₁₃NO

Average Molecular Weight

223.2698

Monoisotopic Molecular Weight

223.099714043

IUPAC Name

N-(9H-fluoren-2-yl)ethanimidic acid

Traditional Name

acetylaminofluorene

CAS Registry Number

Not Available

SMILES

CC(O)=NC1=CC=C2C(CC3=CC=CC=C23)=C1

InChI Identifier

InChI=1S/C15H13NO/c1-10(17)16-13-6-7-15-12(9-13)8-11-4-2-3-5-14(11)15/h2-7,9H,8H2,1H3,(H,16,17)

InChI Key

CZIHNRWJTSTCEX-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
N-acetylarylamine
N-arylamide
Acetamide
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

2-acetamidofluorenes (CHEBI:17356 )
a small molecule (2-ACETAMIDOFLUORENE )

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	3.63	ALOGPS
logP	3.7	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	7.71	ChemAxon
pKa (Strongest Basic)	1.14	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.59 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	70.49 m³·mol⁻¹	ChemAxon
Polarizability	25.51 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
DeepCCS	[M-2H]-	184.449	30932474
DeepCCS	[M+Na]+	160.015	30932474
AllCCS	[M+H]+	150.4	32859911
AllCCS	[M+H-H2O]+	146.4	32859911
AllCCS	[M+NH4]+	154.1	32859911
AllCCS	[M+Na]+	155.2	32859911
AllCCS	[M-H]-	156.4	32859911
AllCCS	[M+Na-2H]-	155.9	32859911
AllCCS	[M+HCOO]-	155.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	13.0027 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.26 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2021.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	388.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	163.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	214.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	394.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	398.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	593.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	141.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1101.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	468.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1153.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	319.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	359.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	358.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	134.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	11.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Acetylaminofluorene	CC(O)=NC1=CC=C2C(CC3=CC=CC=C23)=C1	3376.3	Standard polar	33892256
2-Acetylaminofluorene	CC(O)=NC1=CC=C2C(CC3=CC=CC=C23)=C1	2232.1	Standard non polar	33892256
2-Acetylaminofluorene	CC(O)=NC1=CC=C2C(CC3=CC=CC=C23)=C1	2260.4	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 - 2-Acetylaminofluorene GC-MS (Non-derivatized) - 70eV, Positive	splash10-003r-1900000000-69b11f4ab943eb3e6c0f	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Acetylaminofluorene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Acetylaminofluorene GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Acetylaminofluorene GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Acetylaminofluorene 35V, Positive-QTOF	splash10-0ce9-0920000000-7cf06df2ce8e1945052d	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylaminofluorene 10V, Positive-QTOF	splash10-00e9-0690000000-4ba7baa6dc82537dd287	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylaminofluorene 20V, Positive-QTOF	splash10-001i-0920000000-628017150c07ad09f059	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylaminofluorene 40V, Positive-QTOF	splash10-0gb9-0900000000-5ec35f7af47e1736bc50	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylaminofluorene 10V, Negative-QTOF	splash10-00di-0190000000-d4ef18fc5ac2a596294a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylaminofluorene 20V, Negative-QTOF	splash10-0089-2950000000-7cab991e12aa75eccac9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylaminofluorene 40V, Negative-QTOF	splash10-000x-9800000000-92b024d4fe08437a9bef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylaminofluorene 10V, Positive-QTOF	splash10-00di-0190000000-4606d83bb38f72017256	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylaminofluorene 20V, Positive-QTOF	splash10-001i-0920000000-5f1ad94baaaed98b2146	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylaminofluorene 40V, Positive-QTOF	splash10-00di-0690000000-05023ee733afdc171712	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylaminofluorene 10V, Negative-QTOF	splash10-001i-0930000000-44451e6d5ab17e2ac950	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylaminofluorene 20V, Negative-QTOF	splash10-00di-0390000000-8b6b08c00e00e31d5cd6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylaminofluorene 40V, Negative-QTOF	splash10-004i-0910000000-c8c7475ad6b2f714fa2a	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

5686

KEGG Compound ID

C02778

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

2-Acetylaminofluorene

METLIN ID

Not Available

PubChem Compound

5897

PDB ID

Not Available

ChEBI ID

17356

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-Acetylaminofluorene (HMDB0244967)

MOL for HMDB0244967 (2-Acetylaminofluorene)

3D MOL for HMDB0244967 (2-Acetylaminofluorene)

3D SDF for HMDB0244967 (2-Acetylaminofluorene)

3D-SDF for HMDB0244967 (2-Acetylaminofluorene)

PDB for HMDB0244967 (2-Acetylaminofluorene)

3D PDB for HMDB0244967 (2-Acetylaminofluorene)

SMILES for HMDB0244967 (2-Acetylaminofluorene)

INCHI for HMDB0244967 (2-Acetylaminofluorene)

Structure for HMDB0244967 (2-Acetylaminofluorene)

3D Structure for HMDB0244967 (2-Acetylaminofluorene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra