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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:04:21 UTC

Update Date

2021-09-26 22:57:51 UTC

HMDB ID

HMDB0247920

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Acetoxyacetylaminofluorene

Description

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

HMDB0247920
     RDKit          3D
Acetoxyacetylaminofluorene
 36 38  0  0  0  0  0  0  0  0999 V2000
   -4.3237   -2.7380    0.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3401   -1.6433   -0.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414   -1.9328   -0.6954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6400   -0.3353    0.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8266    0.7322   -0.1209 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3418    2.0610   -0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5235    3.2604   -0.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5885    2.2073   -0.1089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4371    0.5322   -0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7691    0.7589   -1.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5926    0.5629   -1.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3614    0.1416   -0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7029   -0.0823    0.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6761    0.1091    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6530   -0.5280    1.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9664   -0.5537    1.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -0.8980    1.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2806   -0.8212    0.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1035   -0.4253   -0.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8507   -0.0939   -1.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7747   -0.1590   -0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0034   -3.6538   -0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3014   -2.3629   -0.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4641   -2.8446    1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5975    3.0747   -0.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1711    3.6907    0.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1264    4.0598   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3740    1.0886   -2.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0810    0.7464   -2.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1696   -0.0742    1.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6543    0.1220    2.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3934   -1.5914    2.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3747   -1.2040    2.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3064   -1.0720    0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9220   -0.3568   -1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6614    0.2227   -2.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  5  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 14  9  1  0
 21 16  1  0
 21 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
 10 28  1  0
 11 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
M  END


  Mrv1652309112103042D          

 21 23  0  0  0  0            999 V2000
    2.6071   -4.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8927   -4.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1782   -4.7180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8927   -3.4805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1782   -3.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1782   -2.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4637   -1.8305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2507   -2.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2507   -3.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4637   -3.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8638   -1.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6843   -1.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1692   -1.1098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8337   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0132   -0.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5283   -0.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2922   -1.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6071   -3.0680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3216   -3.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0361   -3.0680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3216   -4.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  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
  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
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
  7 17  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247920

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)ON(C(C)=O)C1=CC2=C(C=C1)C1=CC=CC=C1C2

> <INCHI_IDENTIFIER>
InChI=1S/C17H15NO3/c1-11(19)18(21-12(2)20)15-7-8-17-14(10-15)9-13-5-3-4-6-16(13)17/h3-8,10H,9H2,1-2H3

> <INCHI_KEY>
NFOMHWALMFWNAQ-UHFFFAOYSA-N

> <FORMULA>
C17H15NO3

> <MOLECULAR_WEIGHT>
281.311

> <EXACT_MASS>
281.105193347

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.47978224895025

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(9H-fluoren-2-yl)acetamido acetate

> <ALOGPS_LOGP>
3.24

> <JCHEM_LOGP>
2.7568309946666663

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.060388322074914

> <JCHEM_PKA_STRONGEST_BASIC>
-5.923257898453816

> <JCHEM_POLAR_SURFACE_AREA>
46.61

> <JCHEM_REFRACTIVITY>
78.87170000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acetoxyacetylaminofluorene

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247920
     RDKit          3D
Acetoxyacetylaminofluorene
 36 38  0  0  0  0  0  0  0  0999 V2000
   -4.3237   -2.7380    0.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3401   -1.6433   -0.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414   -1.9328   -0.6954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6400   -0.3353    0.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8266    0.7322   -0.1209 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3418    2.0610   -0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5235    3.2604   -0.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5885    2.2073   -0.1089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4371    0.5322   -0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7691    0.7589   -1.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5926    0.5629   -1.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3614    0.1416   -0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7029   -0.0823    0.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6761    0.1091    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6530   -0.5280    1.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9664   -0.5537    1.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -0.8980    1.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2806   -0.8212    0.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1035   -0.4253   -0.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8507   -0.0939   -1.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7747   -0.1590   -0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0034   -3.6538   -0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3014   -2.3629   -0.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4641   -2.8446    1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5975    3.0747   -0.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1711    3.6907    0.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1264    4.0598   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3740    1.0886   -2.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0810    0.7464   -2.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1696   -0.0742    1.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6543    0.1220    2.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3934   -1.5914    2.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3747   -1.2040    2.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3064   -1.0720    0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9220   -0.3568   -1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6614    0.2227   -2.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  5  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 14  9  1  0
 21 16  1  0
 21 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
 10 28  1  0
 11 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  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       4.867  -8.807   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.533  -8.037   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.199  -8.807   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       3.533  -6.497   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       2.199  -5.727   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.199  -4.187   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.866  -3.417   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.468  -4.187   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.468  -5.727   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.866  -6.497   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.612  -3.156   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.144  -3.317   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.049  -2.072   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.423  -0.665   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.891  -0.504   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.986  -1.750   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.545  -1.911   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.867  -5.727   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.200  -6.497   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.534  -5.727   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.200  -8.037   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   18                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   17                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    8   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16    7                                                       
CONECT   18    4   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0247920
HETATM    1  C1  UNL     1      -4.324  -2.738   0.111  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.340  -1.643  -0.185  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.241  -1.933  -0.695  1.00  0.00           O  
HETATM    4  O2  UNL     1      -3.640  -0.335   0.101  1.00  0.00           O  
HETATM    5  N1  UNL     1      -2.827   0.732  -0.121  1.00  0.00           N  
HETATM    6  C3  UNL     1      -3.342   2.061  -0.205  1.00  0.00           C  
HETATM    7  C4  UNL     1      -2.523   3.260  -0.393  1.00  0.00           C  
HETATM    8  O3  UNL     1      -4.588   2.207  -0.109  1.00  0.00           O  
HETATM    9  C5  UNL     1      -1.437   0.532  -0.263  1.00  0.00           C  
HETATM   10  C6  UNL     1      -0.769   0.759  -1.465  1.00  0.00           C  
HETATM   11  C7  UNL     1       0.593   0.563  -1.558  1.00  0.00           C  
HETATM   12  C8  UNL     1       1.361   0.142  -0.498  1.00  0.00           C  
HETATM   13  C9  UNL     1       0.703  -0.082   0.688  1.00  0.00           C  
HETATM   14  C10 UNL     1      -0.676   0.109   0.808  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.653  -0.528   1.728  1.00  0.00           C  
HETATM   16  C12 UNL     1       2.966  -0.554   1.051  1.00  0.00           C  
HETATM   17  C13 UNL     1       4.236  -0.898   1.534  1.00  0.00           C  
HETATM   18  C14 UNL     1       5.281  -0.821   0.642  1.00  0.00           C  
HETATM   19  C15 UNL     1       5.104  -0.425  -0.669  1.00  0.00           C  
HETATM   20  C16 UNL     1       3.851  -0.094  -1.115  1.00  0.00           C  
HETATM   21  C17 UNL     1       2.775  -0.159  -0.249  1.00  0.00           C  
HETATM   22  H1  UNL     1      -4.003  -3.654  -0.381  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.301  -2.363  -0.295  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.464  -2.845   1.211  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.598   3.075  -0.975  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.171   3.691   0.589  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.126   4.060  -0.884  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.374   1.089  -2.294  1.00  0.00           H  
HETATM   29  H8  UNL     1       1.081   0.746  -2.502  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.170  -0.074   1.753  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.654   0.122   2.638  1.00  0.00           H  
HETATM   32  H11 UNL     1       1.393  -1.591   2.018  1.00  0.00           H  
HETATM   33  H12 UNL     1       4.375  -1.204   2.559  1.00  0.00           H  
HETATM   34  H13 UNL     1       6.306  -1.072   0.949  1.00  0.00           H  
HETATM   35  H14 UNL     1       5.922  -0.357  -1.388  1.00  0.00           H  
HETATM   36  H15 UNL     1       3.661   0.223  -2.134  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    9
CONECT    6    7    8    8
CONECT    7   25   26   27
CONECT    9   10   10   14
CONECT   10   11   28
CONECT   11   12   12   29
CONECT   12   13   21
CONECT   13   14   14   15
CONECT   14   30
CONECT   15   16   31   32
CONECT   16   17   17   21
CONECT   17   18   33
CONECT   18   19   19   34
CONECT   19   20   35
CONECT   20   21   21   36
END

HMDB0247920
     RDKit          3D
Acetoxyacetylaminofluorene
 36 38  0  0  0  0  0  0  0  0999 V2000
   -4.3237   -2.7380    0.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3401   -1.6433   -0.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414   -1.9328   -0.6954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6400   -0.3353    0.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8266    0.7322   -0.1209 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3418    2.0610   -0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5235    3.2604   -0.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5885    2.2073   -0.1089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4371    0.5322   -0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7691    0.7589   -1.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5926    0.5629   -1.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3614    0.1416   -0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7029   -0.0823    0.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6761    0.1091    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6530   -0.5280    1.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9664   -0.5537    1.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -0.8980    1.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2806   -0.8212    0.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1035   -0.4253   -0.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8507   -0.0939   -1.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7747   -0.1590   -0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0034   -3.6538   -0.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3014   -2.3629   -0.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4641   -2.8446    1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5975    3.0747   -0.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1711    3.6907    0.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1264    4.0598   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3740    1.0886   -2.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0810    0.7464   -2.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1696   -0.0742    1.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6543    0.1220    2.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3934   -1.5914    2.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3747   -1.2040    2.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3064   -1.0720    0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9220   -0.3568   -1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6614    0.2227   -2.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  5  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 14  9  1  0
 21 16  1  0
 21 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
 10 28  1  0
 11 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Acetoxyacetylaminofluorene	ChEBI
Acetic acid, (N-acetyl-N-(2-fluorenyl)amino) ester	ChEBI
Acetic acid, ester with N-(fluoren-2-yl)acetohydroxamic acid	ChEBI
Acetoxy aaf	ChEBI
N-(Acetoxy)-N-9H-fluoren-2-ylacetamide	ChEBI
N-(Fluoren-2-yl)acetohydroxamic acetamide	ChEBI
N-(Fluoren-2-yl)acetohydroxamic acetate	ChEBI
N-Acetoxy-2-acetaminofluorene	ChEBI
N-Acetoxy-2-fluorenylacetamide	ChEBI
N-Acetoxy-N-2-fluorenylacetamide	ChEBI
N-Acetoxy-N-acetyl-2-aminofluorene	ChEBI
NA-aaf	ChEBI
NAAAF	ChEBI
Acetate, (N-acetyl-N-(2-fluorenyl)amino) ester	Generator
Acetate, ester with N-(fluoren-2-yl)acetohydroxamate	Generator
N-(Fluoren-2-yl)acetohydroxamic acetic acid	Generator
Acetoxyacetamidofluorene	HMDB
Acetoxyfluorenylacetamide	HMDB
N Acetoxy 2 acetylaminofluorene	HMDB
N Acetoxy N acetyl 2 aminofluorene	HMDB
N-Acetoxy-2-acetylaminofluorene	HMDB

Chemical Formula

C₁₇H₁₅NO₃

Average Molecular Weight

281.311

Monoisotopic Molecular Weight

281.105193347

IUPAC Name

N-(9H-fluoren-2-yl)acetamido acetate

Traditional Name

acetoxyacetylaminofluorene

CAS Registry Number

Not Available

SMILES

CC(=O)ON(C(C)=O)C1=CC2=C(C=C1)C1=CC=CC=C1C2

InChI Identifier

InChI=1S/C17H15NO3/c1-11(19)18(21-12(2)20)15-7-8-17-14(10-15)9-13-5-3-4-6-16(13)17/h3-8,10H,9H2,1-2H3

InChI Key

NFOMHWALMFWNAQ-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
Acetamide
Acetate salt
Carboxylic acid salt
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carbonyl group
Hydrocarbon derivative
Organic salt
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

2-acetamidofluorenes (CHEBI:76331 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.24	ALOGPS
logP	2.76	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	16.06	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	46.61 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	78.87 m³·mol⁻¹	ChemAxon
Polarizability	30.48 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	160.341	30932474
DeepCCS	[M-H]-	157.983	30932474
DeepCCS	[M-2H]-	191.473	30932474
DeepCCS	[M+Na]+	166.673	30932474
AllCCS	[M+H]+	164.8	32859911
AllCCS	[M+H-H2O]+	161.3	32859911
AllCCS	[M+NH4]+	168.0	32859911
AllCCS	[M+Na]+	169.0	32859911
AllCCS	[M-H]-	170.2	32859911
AllCCS	[M+Na-2H]-	169.7	32859911
AllCCS	[M+HCOO]-	169.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Acetoxyacetylaminofluorene	CC(=O)ON(C(C)=O)C1=CC2=C(C=C1)C1=CC=CC=C1C2	3474.6	Standard polar	33892256
Acetoxyacetylaminofluorene	CC(=O)ON(C(C)=O)C1=CC2=C(C=C1)C1=CC=CC=C1C2	2227.6	Standard non polar	33892256
Acetoxyacetylaminofluorene	CC(=O)ON(C(C)=O)C1=CC2=C(C=C1)C1=CC=CC=C1C2	2373.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Acetoxyacetylaminofluorene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9480000000-7fc5497db094ffd90f58	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acetoxyacetylaminofluorene 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 - Acetoxyacetylaminofluorene 10V, Positive-QTOF	splash10-00dl-0190000000-cdafdf83e6b4083ca187	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetoxyacetylaminofluorene 20V, Positive-QTOF	splash10-00di-0290000000-32276aaea2fea4d6bb64	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetoxyacetylaminofluorene 40V, Positive-QTOF	splash10-007n-3950000000-3a9253e43e65f502bd6d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetoxyacetylaminofluorene 10V, Negative-QTOF	splash10-00ar-0390000000-eef5a81b335926ff3abc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetoxyacetylaminofluorene 20V, Negative-QTOF	splash10-004i-0940000000-c4c4e882ebba426cf45d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetoxyacetylaminofluorene 40V, Negative-QTOF	splash10-00b9-1920000000-b73a66c4abcda6b43e90	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

21074

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Acetoxyacetylaminofluorene

METLIN ID

Not Available

PubChem Compound

22469

PDB ID

Not Available

ChEBI ID

76331

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 Acetoxyacetylaminofluorene (HMDB0247920)

MOL for HMDB0247920 (Acetoxyacetylaminofluorene)

3D MOL for HMDB0247920 (Acetoxyacetylaminofluorene)

3D SDF for HMDB0247920 (Acetoxyacetylaminofluorene)

3D-SDF for HMDB0247920 (Acetoxyacetylaminofluorene)

PDB for HMDB0247920 (Acetoxyacetylaminofluorene)

3D PDB for HMDB0247920 (Acetoxyacetylaminofluorene)

SMILES for HMDB0247920 (Acetoxyacetylaminofluorene)

INCHI for HMDB0247920 (Acetoxyacetylaminofluorene)

Structure for HMDB0247920 (Acetoxyacetylaminofluorene)

3D Structure for HMDB0247920 (Acetoxyacetylaminofluorene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra