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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:14:30 UTC

Update Date

2021-09-26 23:04:52 UTC

HMDB ID

HMDB0252357

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Fluorescamine

Description

Fluorescamine, also known as fluram, belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone. Based on a literature review a significant number of articles have been published on Fluorescamine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Fluorescamine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Fluorescamine 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

HMDB0252357
     RDKit          3D
Fluorescamine
 31 34  0  0  0  0  0  0  0  0999 V2000
    2.4097   -3.4806   -0.7106 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1797   -2.3128   -0.2739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9996   -1.8939    0.2751 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0918   -0.5542    0.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7464   -0.4107    1.9964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6431   -0.3038    2.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1332    0.0751    0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5464    0.2897    0.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9702    0.6815   -0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3110    0.8883   -1.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2600    0.6969   -0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8679    0.3058    1.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5163    0.1040    1.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0136    0.2268   -0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0331    0.8701   -1.0621 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4328   -0.1051    0.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1107    1.0808    0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4151    1.2103   -0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0668    0.1316   -0.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4045   -1.0646   -0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0927   -1.1771   -0.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2882   -0.4941    2.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2501    0.8446   -1.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6097    1.1953   -1.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3039    0.8481   -0.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6078    0.1577    1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2548   -0.2021    2.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6284    1.9458    0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9610    2.1559    0.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0965    0.2170   -0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8802   -1.9264   -1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  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
  7 14  1  0
 14 15  2  0
  4 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
 14  4  1  0
 21 16  1  0
 13  8  1  0
  6 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
 20 31  1  0
M  END


  Mrv1652309112112142D          

 21 24  0  0  0  0            999 V2000
    6.0636    0.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6747   -0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8502   -0.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4145    0.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8033    1.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6279    1.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5899    0.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1271   -0.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3346   -0.0184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3075    0.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0834    1.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3124    1.8793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5317    0.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2210   -0.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4038   -0.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1027    0.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2079    1.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0251    1.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4879    1.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2073    2.6356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2804    1.6307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
 10 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
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 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
 10 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252357

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1OC2(OC=C(C2=O)C2=CC=CC=C2)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C17H10O4/c18-15-13(11-6-2-1-3-7-11)10-20-17(15)14-9-5-4-8-12(14)16(19)21-17/h1-10H

> <INCHI_KEY>
ZFKJVJIDPQDDFY-UHFFFAOYSA-N

> <FORMULA>
C17H10O4

> <MOLECULAR_WEIGHT>
278.263

> <EXACT_MASS>
278.057908802

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
27.886360236740842

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4'-phenyl-3H,3'H-spiro[2-benzofuran-1,2'-furan]-3,3'-dione

> <ALOGPS_LOGP>
3.41

> <JCHEM_LOGP>
3.9753931653333323

> <ALOGPS_LOGS>
-4.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.9939136757745235

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
75.12870000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fluorescamine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252357
     RDKit          3D
Fluorescamine
 31 34  0  0  0  0  0  0  0  0999 V2000
    2.4097   -3.4806   -0.7106 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1797   -2.3128   -0.2739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9996   -1.8939    0.2751 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0918   -0.5542    0.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7464   -0.4107    1.9964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6431   -0.3038    2.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1332    0.0751    0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5464    0.2897    0.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9702    0.6815   -0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3110    0.8883   -1.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2600    0.6969   -0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8679    0.3058    1.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5163    0.1040    1.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0136    0.2268   -0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0331    0.8701   -1.0621 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4328   -0.1051    0.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1107    1.0808    0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4151    1.2103   -0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0668    0.1316   -0.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4045   -1.0646   -0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0927   -1.1771   -0.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2882   -0.4941    2.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2501    0.8446   -1.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6097    1.1953   -1.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3039    0.8481   -0.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6078    0.1577    1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2548   -0.2021    2.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6284    1.9458    0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9610    2.1559    0.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0965    0.2170   -0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8802   -1.9264   -1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  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
  7 14  1  0
 14 15  2  0
  4 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
 14  4  1  0
 21 16  1  0
 13  8  1  0
  6 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
 20 31  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      11.319   0.965   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.593  -0.394   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.054  -0.444   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.240   0.864   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.966   2.222   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.505   2.272   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.701   0.813   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.837  -0.462   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.358  -0.034   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.307   1.505   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.756   2.028   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.183   3.508   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.859   0.981   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.279  -0.446   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.754  -0.657   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.192   0.559   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.388   1.986   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.914   2.197   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.777   3.472   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.254   4.920   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.257   3.044   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   13   21                                             
CONECT   11   10    7   12                                                  
CONECT   12   11                                                            
CONECT   13   10   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   10                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0252357
HETATM    1  O1  UNL     1       2.410  -3.481  -0.711  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.180  -2.313  -0.274  1.00  0.00           C  
HETATM    3  O2  UNL     1       1.000  -1.894   0.275  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.092  -0.554   0.649  1.00  0.00           C  
HETATM    5  O3  UNL     1       0.746  -0.411   1.996  1.00  0.00           O  
HETATM    6  C3  UNL     1      -0.643  -0.304   2.050  1.00  0.00           C  
HETATM    7  C4  UNL     1      -1.133   0.075   0.875  1.00  0.00           C  
HETATM    8  C5  UNL     1      -2.546   0.290   0.558  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.970   0.682  -0.692  1.00  0.00           C  
HETATM   10  C7  UNL     1      -4.311   0.888  -1.001  1.00  0.00           C  
HETATM   11  C8  UNL     1      -5.260   0.697  -0.027  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.868   0.306   1.230  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.516   0.104   1.518  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.014   0.227  -0.011  1.00  0.00           C  
HETATM   15  O4  UNL     1       0.033   0.870  -1.062  1.00  0.00           O  
HETATM   16  C12 UNL     1       2.433  -0.105   0.306  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.111   1.081   0.424  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.415   1.210  -0.003  1.00  0.00           C  
HETATM   19  C15 UNL     1       5.067   0.132  -0.564  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.404  -1.065  -0.690  1.00  0.00           C  
HETATM   21  C17 UNL     1       3.093  -1.177  -0.255  1.00  0.00           C  
HETATM   22  H1  UNL     1      -1.288  -0.494   2.915  1.00  0.00           H  
HETATM   23  H2  UNL     1      -2.250   0.845  -1.495  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.610   1.195  -1.991  1.00  0.00           H  
HETATM   25  H4  UNL     1      -6.304   0.848  -0.234  1.00  0.00           H  
HETATM   26  H5  UNL     1      -5.608   0.158   1.985  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.255  -0.202   2.517  1.00  0.00           H  
HETATM   28  H7  UNL     1       2.628   1.946   0.859  1.00  0.00           H  
HETATM   29  H8  UNL     1       4.961   2.156   0.089  1.00  0.00           H  
HETATM   30  H9  UNL     1       6.097   0.217  -0.906  1.00  0.00           H  
HETATM   31  H10 UNL     1       4.880  -1.926  -1.122  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   21
CONECT    3    4
CONECT    4    5   14   16
CONECT    5    6
CONECT    6    7    7   22
CONECT    7    8   14
CONECT    8    9    9   13
CONECT    9   10   23
CONECT   10   11   11   24
CONECT   11   12   25
CONECT   12   13   13   26
CONECT   13   27
CONECT   14   15   15
CONECT   16   17   17   21
CONECT   17   18   28
CONECT   18   19   19   29
CONECT   19   20   30
CONECT   20   21   21   31
END

HMDB0252357
     RDKit          3D
Fluorescamine
 31 34  0  0  0  0  0  0  0  0999 V2000
    2.4097   -3.4806   -0.7106 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1797   -2.3128   -0.2739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9996   -1.8939    0.2751 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0918   -0.5542    0.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7464   -0.4107    1.9964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6431   -0.3038    2.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1332    0.0751    0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5464    0.2897    0.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9702    0.6815   -0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3110    0.8883   -1.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2600    0.6969   -0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8679    0.3058    1.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5163    0.1040    1.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0136    0.2268   -0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0331    0.8701   -1.0621 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4328   -0.1051    0.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1107    1.0808    0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4151    1.2103   -0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0668    0.1316   -0.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4045   -1.0646   -0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0927   -1.1771   -0.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2882   -0.4941    2.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2501    0.8446   -1.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6097    1.1953   -1.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3039    0.8481   -0.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6078    0.1577    1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2548   -0.2021    2.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6284    1.9458    0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9610    2.1559    0.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0965    0.2170   -0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8802   -1.9264   -1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  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
  7 14  1  0
 14 15  2  0
  4 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
 14  4  1  0
 21 16  1  0
 13  8  1  0
  6 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
 20 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Fluram	HMDB

Chemical Formula

C₁₇H₁₀O₄

Average Molecular Weight

278.263

Monoisotopic Molecular Weight

278.057908802

IUPAC Name

4'-phenyl-3H,3'H-spiro[2-benzofuran-1,2'-furan]-3,3'-dione

Traditional Name

fluorescamine

CAS Registry Number

Not Available

SMILES

O=C1OC2(OC=C(C2=O)C2=CC=CC=C2)C2=CC=CC=C12

InChI Identifier

InChI=1S/C17H10O4/c18-15-13(11-6-2-1-3-7-11)10-20-17(15)14-9-5-4-8-12(14)16(19)21-17/h1-10H

InChI Key

ZFKJVJIDPQDDFY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Benzofuranones

Direct Parent

Benzofuranones

Alternative Parents

Substituents

Benzofuranone
Isobenzofuranone
Phthalide
Isocoumaran
Isobenzofuran
Ketal
Monocyclic benzene moiety
3-furanone
Benzenoid
Dihydrofuran
Vinylogous ester
Carboxylic acid ester
Ketone
Lactone
Oxacycle
Acetal
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
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	3.41	ALOGPS
logP	3.98	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	75.13 m³·mol⁻¹	ChemAxon
Polarizability	27.89 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-2H]-	188.795	30932474
DeepCCS	[M+Na]+	164.36	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	16.8958 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.94 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2835.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	541.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	205.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	310.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	406.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	686.6 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	906.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	75.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1498.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	560.9 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	1533.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	461.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	540.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	444.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	399.9 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	44.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fluorescamine	O=C1OC2(OC=C(C2=O)C2=CC=CC=C2)C2=CC=CC=C12	3663.5	Standard polar	33892256
Fluorescamine	O=C1OC2(OC=C(C2=O)C2=CC=CC=C2)C2=CC=CC=C12	2389.3	Standard non polar	33892256
Fluorescamine	O=C1OC2(OC=C(C2=O)C2=CC=CC=C2)C2=CC=CC=C12	2479.0	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 - Fluorescamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-0920000000-cc0df06f6b7c463d39bb	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluorescamine 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 - Fluorescamine 10V, Positive-QTOF	splash10-004i-0090000000-cddbdd4e47a2357cfaa6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescamine 20V, Positive-QTOF	splash10-004i-0090000000-3579ea35aed6c0d0ff16	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescamine 40V, Positive-QTOF	splash10-05q3-2910000000-aa73ccf447f36fa44b8f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescamine 10V, Negative-QTOF	splash10-004i-0090000000-8ccf44facb84d10da198	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescamine 20V, Negative-QTOF	splash10-004i-0390000000-d2268afd741ee2784c05	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescamine 40V, Negative-QTOF	splash10-014i-1900000000-fbdd777821e2c9e082d9	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

34768

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fluorescamine

METLIN ID

Not Available

PubChem Compound

37927

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 Fluorescamine (HMDB0252357)

MOL for HMDB0252357 (Fluorescamine)

3D MOL for HMDB0252357 (Fluorescamine)

3D SDF for HMDB0252357 (Fluorescamine)

3D-SDF for HMDB0252357 (Fluorescamine)

PDB for HMDB0252357 (Fluorescamine)

3D PDB for HMDB0252357 (Fluorescamine)

SMILES for HMDB0252357 (Fluorescamine)

INCHI for HMDB0252357 (Fluorescamine)

Structure for HMDB0252357 (Fluorescamine)

3D Structure for HMDB0252357 (Fluorescamine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra