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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:27:34 UTC

Update Date

2021-09-26 23:05:12 UTC

HMDB ID

HMDB0252542

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Furobufen

Description

Furobufen belongs to the class of organic compounds known as dibenzofurans. Dibenzofurans are compounds containing a dibenzofuran moiety, which consists of two benzene rings fused to a central furan ring. Based on a literature review very few articles have been published on Furobufen. This compound has been identified in human blood as reported by (PMID: 31557052 ). Furobufen is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Furobufen 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

HMDB0252542
     RDKit          3D
Furobufen
 32 34  0  0  0  0  0  0  0  0999 V2000
    5.8853    0.3827    0.2287 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4854   -0.7573   -0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3537   -1.6462   -0.7227 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0706   -1.1456    0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3311    0.0109    0.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9312   -0.3127    1.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6936   -1.1598    1.9672 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7929    0.2353    0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9574    1.1474   -0.6725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1398    1.6824   -1.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4262    1.3002   -1.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6041    1.6142   -1.4728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5617    0.9671   -0.8211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9310    0.9573   -0.9167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6671    0.1693   -0.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0805   -0.6419    0.8657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7006   -0.6411    0.9723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9629    0.1614    0.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6022    0.3840   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5131   -0.1218    0.6372 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6324   -2.5314   -0.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5913   -1.3638   -0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9744   -2.0128    0.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8206    0.1938    1.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4436    0.8818    0.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9173    1.5039   -0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0384    2.3979   -2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4076    1.5804   -1.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7543    0.1258   -0.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6835   -1.2635    1.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2153   -1.2597    1.7038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6692   -0.8387    1.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  8  1  0
 19 11  1  0
 18 13  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  9 26  1  0
 10 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 20 32  1  0
M  END

  Mrv0541 02241204462D          

 20 22  0  0  0  0            999 V2000
    4.0444   -1.6282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7589   -1.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7589   -0.3907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4733   -1.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1878   -1.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9023   -1.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9023   -2.4532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6167   -1.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6167   -0.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3312    0.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0457   -0.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8303   -0.1358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3152   -0.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1357   -0.8894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4713   -1.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9863   -2.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1659   -2.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8303   -1.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0457   -1.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3312   -1.6282    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  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  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
 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
 11 19  1  0  0  0  0
 19 20  2  0  0  0  0
  8 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252542

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CCC(=O)C1=CC=C2OC3=CC=CC=C3C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O4/c17-13(6-8-16(18)19)10-5-7-15-12(9-10)11-3-1-2-4-14(11)20-15/h1-5,7,9H,6,8H2,(H,18,19)

> <INCHI_KEY>
LQVMQEYROPXMQH-UHFFFAOYSA-N

> <FORMULA>
C16H12O4

> <MOLECULAR_WEIGHT>
268.2641

> <EXACT_MASS>
268.073558872

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
28.025359280408885

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2,4,6,9,11-hexaen-4-yl}-4-oxobutanoic acid

> <ALOGPS_LOGP>
2.85

> <JCHEM_LOGP>
2.5337573626666665

> <ALOGPS_LOGS>
-4.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.794011621187543

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.7193945405446085

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7618679569580595

> <JCHEM_POLAR_SURFACE_AREA>
67.50999999999999

> <JCHEM_REFRACTIVITY>
72.5229

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.70e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2,4,6,9,11-hexaen-4-yl}-4-oxobutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252542
     RDKit          3D
Furobufen
 32 34  0  0  0  0  0  0  0  0999 V2000
    5.8853    0.3827    0.2287 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4854   -0.7573   -0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3537   -1.6462   -0.7227 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0706   -1.1456    0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3311    0.0109    0.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9312   -0.3127    1.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6936   -1.1598    1.9672 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7929    0.2353    0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9574    1.1474   -0.6725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1398    1.6824   -1.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4262    1.3002   -1.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6041    1.6142   -1.4728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5617    0.9671   -0.8211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9310    0.9573   -0.9167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6671    0.1693   -0.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0805   -0.6419    0.8657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7006   -0.6411    0.9723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9629    0.1614    0.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6022    0.3840   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5131   -0.1218    0.6372 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6324   -2.5314   -0.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5913   -1.3638   -0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9744   -2.0128    0.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8206    0.1938    1.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4436    0.8818    0.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9173    1.5039   -0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0384    2.3979   -2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4076    1.5804   -1.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7543    0.1258   -0.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6835   -1.2635    1.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2153   -1.2597    1.7038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6692   -0.8387    1.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  8  1  0
 19 11  1  0
 18 13  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  9 26  1  0
 10 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 20 32  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       7.550  -3.039   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       8.883  -2.269   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.883  -0.729   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      10.217  -3.039   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.551  -2.269   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.884  -3.039   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.884  -4.579   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      14.218  -2.269   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.218  -0.729   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.552   0.041   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.885  -0.729   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      18.350  -0.253   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      19.255  -1.499   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.787  -1.660   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.413  -3.067   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.508  -4.313   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.976  -4.152   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.350  -2.745   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.885  -2.269   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.552  -3.039   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   20                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   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   11   20                                                  
CONECT   20   19    8                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0252542
HETATM    1  O1  UNL     1       5.885   0.383   0.229  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.485  -0.757  -0.125  1.00  0.00           C  
HETATM    3  O2  UNL     1       6.354  -1.646  -0.723  1.00  0.00           O  
HETATM    4  C2  UNL     1       4.071  -1.146   0.103  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.331   0.011   0.789  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.931  -0.313   1.040  1.00  0.00           C  
HETATM    7  O3  UNL     1       1.694  -1.160   1.967  1.00  0.00           O  
HETATM    8  C5  UNL     1       0.793   0.235   0.338  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.957   1.147  -0.672  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.140   1.682  -1.358  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.426   1.300  -1.029  1.00  0.00           C  
HETATM   12  O4  UNL     1      -2.604   1.614  -1.473  1.00  0.00           O  
HETATM   13  C9  UNL     1      -3.562   0.967  -0.821  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.931   0.957  -0.917  1.00  0.00           C  
HETATM   15  C11 UNL     1      -5.667   0.169  -0.090  1.00  0.00           C  
HETATM   16  C12 UNL     1      -5.081  -0.642   0.866  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.701  -0.641   0.972  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.963   0.161   0.129  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.602   0.384  -0.015  1.00  0.00           C  
HETATM   20  C16 UNL     1      -0.513  -0.122   0.637  1.00  0.00           C  
HETATM   21  H1  UNL     1       6.632  -2.531  -0.305  1.00  0.00           H  
HETATM   22  H2  UNL     1       3.591  -1.364  -0.874  1.00  0.00           H  
HETATM   23  H3  UNL     1       3.974  -2.013   0.764  1.00  0.00           H  
HETATM   24  H4  UNL     1       3.821   0.194   1.793  1.00  0.00           H  
HETATM   25  H5  UNL     1       3.444   0.882   0.131  1.00  0.00           H  
HETATM   26  H6  UNL     1       1.917   1.504  -0.998  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.038   2.398  -2.146  1.00  0.00           H  
HETATM   28  H8  UNL     1      -5.408   1.580  -1.653  1.00  0.00           H  
HETATM   29  H9  UNL     1      -6.754   0.126  -0.126  1.00  0.00           H  
HETATM   30  H10 UNL     1      -5.683  -1.263   1.516  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.215  -1.260   1.704  1.00  0.00           H  
HETATM   32  H12 UNL     1      -0.669  -0.839   1.430  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   21
CONECT    4    5   22   23
CONECT    5    6   24   25
CONECT    6    7    7    8
CONECT    8    9    9   20
CONECT    9   10   26
CONECT   10   11   11   27
CONECT   11   12   19
CONECT   12   13
CONECT   13   14   14   18
CONECT   14   15   28
CONECT   15   16   16   29
CONECT   16   17   30
CONECT   17   18   18   31
CONECT   18   19
CONECT   19   20   20
CONECT   20   32
END

HMDB0252542
     RDKit          3D
Furobufen
 32 34  0  0  0  0  0  0  0  0999 V2000
    5.8853    0.3827    0.2287 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4854   -0.7573   -0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3537   -1.6462   -0.7227 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0706   -1.1456    0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3311    0.0109    0.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9312   -0.3127    1.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6936   -1.1598    1.9672 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7929    0.2353    0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9574    1.1474   -0.6725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1398    1.6824   -1.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4262    1.3002   -1.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6041    1.6142   -1.4728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5617    0.9671   -0.8211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9310    0.9573   -0.9167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6671    0.1693   -0.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0805   -0.6419    0.8657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7006   -0.6411    0.9723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9629    0.1614    0.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6022    0.3840   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5131   -0.1218    0.6372 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6324   -2.5314   -0.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5913   -1.3638   -0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9744   -2.0128    0.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8206    0.1938    1.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4436    0.8818    0.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9173    1.5039   -0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0384    2.3979   -2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4076    1.5804   -1.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7543    0.1258   -0.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6835   -1.2635    1.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2153   -1.2597    1.7038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6692   -0.8387    1.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  8  1  0
 19 11  1  0
 18 13  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  9 26  1  0
 10 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 20 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-{8-oxatricyclo[7.4.0.0,]trideca-1(13),2(7),3,5,9,11-hexaen-4-yl}-4-oxobutanoate	HMDB

Chemical Formula

C₁₆H₁₂O₄

Average Molecular Weight

268.2641

Monoisotopic Molecular Weight

268.073558872

IUPAC Name

4-{8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2,4,6,9,11-hexaen-4-yl}-4-oxobutanoic acid

Traditional Name

4-{8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2,4,6,9,11-hexaen-4-yl}-4-oxobutanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCC(=O)C1=CC=C2OC3=CC=CC=C3C2=C1

InChI Identifier

InChI=1S/C16H12O4/c17-13(6-8-16(18)19)10-5-7-15-12(9-10)11-3-1-2-4-14(11)20-15/h1-5,7,9H,6,8H2,(H,18,19)

InChI Key

LQVMQEYROPXMQH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzofurans. Dibenzofurans are compounds containing a dibenzofuran moiety, which consists of two benzene rings fused to a central furan ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Dibenzofurans

Direct Parent

Dibenzofurans

Alternative Parents

Substituents

Dibenzofuran
Butyrophenone
Gamma-keto acid
Aryl alkyl ketone
Aryl ketone
Benzenoid
Keto acid
Furan
Heteroaromatic compound
Ketone
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
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	2.85	ALOGPS
logP	2.53	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	4.72	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	67.51 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	72.52 m³·mol⁻¹	ChemAxon
Polarizability	28.03 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]+	164.863	30932474
DeepCCS	[M-H]-	162.505	30932474
DeepCCS	[M-2H]-	195.391	30932474
DeepCCS	[M+Na]+	170.956	30932474
AllCCS	[M+H]+	161.4	32859911
AllCCS	[M+H-H2O]+	157.7	32859911
AllCCS	[M+NH4]+	164.9	32859911
AllCCS	[M+Na]+	165.9	32859911
AllCCS	[M-H]-	164.3	32859911
AllCCS	[M+Na-2H]-	163.6	32859911
AllCCS	[M+HCOO]-	163.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Furobufen	OC(=O)CCC(=O)C1=CC=C2OC3=CC=CC=C3C2=C1	4088.9	Standard polar	33892256
Furobufen	OC(=O)CCC(=O)C1=CC=C2OC3=CC=CC=C3C2=C1	2185.3	Standard non polar	33892256
Furobufen	OC(=O)CCC(=O)C1=CC=C2OC3=CC=CC=C3C2=C1	2573.5	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 - Furobufen GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-1910000000-f9045bfc532221b2a05f	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Furobufen GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Furobufen GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Furobufen GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	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 - Furobufen 10V, Positive-QTOF	splash10-0udi-0090000000-bc90c486ce90b2c6fe29	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furobufen 20V, Positive-QTOF	splash10-052b-0590000000-5ee835f3a42edf360c28	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furobufen 40V, Positive-QTOF	splash10-052b-8920000000-36a270906c0f2aeb4353	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furobufen 10V, Negative-QTOF	splash10-014i-0090000000-10d7fc03b2bf314df599	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furobufen 20V, Negative-QTOF	splash10-014j-0090000000-9b459adab4748f8d305b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furobufen 40V, Negative-QTOF	splash10-014m-3970000000-7df16c1e0f651ce698a8	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furobufen 10V, Positive-QTOF	splash10-0v4i-0190000000-36e89ac9965c4bbc9202	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furobufen 20V, Positive-QTOF	splash10-00di-0090000000-2df22149992a3192770a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furobufen 40V, Positive-QTOF	splash10-0002-0920000000-f4f9d304028901a57ba5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furobufen 10V, Negative-QTOF	splash10-0002-0090000000-dd57d8ce5feeeb7b4da9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furobufen 20V, Negative-QTOF	splash10-00di-0490000000-dabe1f9f647ff45c6fe3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furobufen 40V, Negative-QTOF	splash10-014i-1930000000-e0a2b62677aee3e4761f	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

34947

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

38117

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 Furobufen (HMDB0252542)

MOL for HMDB0252542 (Furobufen)

3D MOL for HMDB0252542 (Furobufen)

3D SDF for HMDB0252542 (Furobufen)

3D-SDF for HMDB0252542 (Furobufen)

PDB for HMDB0252542 (Furobufen)

3D PDB for HMDB0252542 (Furobufen)

SMILES for HMDB0252542 (Furobufen)

INCHI for HMDB0252542 (Furobufen)

Structure for HMDB0252542 (Furobufen)

3D Structure for HMDB0252542 (Furobufen)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra