Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:05 UTC

Update Date

2022-03-07 02:52:38 UTC

HMDB ID

HMDB0030634

Secondary Accession Numbers

HMDB30634

Metabolite Identification

Common Name

beta-Pyrufuran

Description

beta-Pyrufuran, also known as β-pyrufuran, 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. beta-Pyrufuran has been detected, but not quantified in, pears (Pyrus communis) and pomes. This could make beta-pyrufuran a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on beta-Pyrufuran.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0030634
     RDKit          3D
beta-Pyrufuran
 34 36  0  0  0  0  0  0  0  0999 V2000
   -3.2763   -1.9327   -1.6650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6814   -1.7863   -0.3977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7930   -0.8010   -0.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2321    0.3968    0.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5946    0.6466    0.6611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3178    1.3709    0.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6727    2.5868    1.3323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9530    3.7429    0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0495    1.1287    0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254    1.8397    0.8410 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2242    1.2134    0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5354    1.5861    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5056    0.7265    0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1508   -0.5316   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8352   -0.9171   -0.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8696   -0.0403    0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4929   -0.0678    0.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4249   -1.0338   -0.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0274   -2.2339   -0.7576 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3038   -3.3110    0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3673   -1.7278   -1.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7245   -1.2673   -2.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1310   -3.0074   -1.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9429    1.5002    1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7489    4.3768    1.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0319    4.3656    0.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1731    3.5343   -0.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8471    2.5585    0.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5617    0.9697    0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9289   -1.1867   -0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5903   -1.8828   -0.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5250   -3.4109    0.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2259   -3.1710    0.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3170   -4.2339   -0.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  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  1  0
 18  3  1  0
 17  9  1  0
 16 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 20 32  1  0
 20 33  1  0
 20 34  1  0
M  END

  Mrv0541 02241204432D          

 20 22  0  0  0  0            999 V2000
    0.6159   -2.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4229   -2.4457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9749   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7200   -1.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9130   -0.8764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -0.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0171    0.3498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691    0.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7464   -0.1215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139   -0.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208   -0.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7729   -1.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5179   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7110   -2.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1589   -1.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3339   -1.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7819   -2.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0368   -2.7887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4848   -3.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 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
  9 17  1  0  0  0  0
 17 18  2  0  0  0  0
  3 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030634

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2OC3=CC=CC=C3C2=C(OC)C(OC)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O5/c1-17-12-10-8-6-4-5-7-9(8)20-13(10)15(19-3)11(16)14(12)18-2/h4-7,16H,1-3H3

> <INCHI_KEY>
XLCIGBDZQKRLPH-UHFFFAOYSA-N

> <FORMULA>
C15H14O5

> <MOLECULAR_WEIGHT>
274.2687

> <EXACT_MASS>
274.084123558

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
28.146938609154493

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4,6-trimethoxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2,4,6,9,11-hexaen-5-ol

> <ALOGPS_LOGP>
2.54

> <JCHEM_LOGP>
2.374667978333333

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.384615794656053

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3613177350935843

> <JCHEM_POLAR_SURFACE_AREA>
61.06

> <JCHEM_REFRACTIVITY>
72.59730000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-pyrufuran

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030634
     RDKit          3D
beta-Pyrufuran
 34 36  0  0  0  0  0  0  0  0999 V2000
   -3.2763   -1.9327   -1.6650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6814   -1.7863   -0.3977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7930   -0.8010   -0.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2321    0.3968    0.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5946    0.6466    0.6611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3178    1.3709    0.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6727    2.5868    1.3323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9530    3.7429    0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0495    1.1287    0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254    1.8397    0.8410 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2242    1.2134    0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5354    1.5861    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5056    0.7265    0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1508   -0.5316   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8352   -0.9171   -0.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8696   -0.0403    0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4929   -0.0678    0.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4249   -1.0338   -0.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0274   -2.2339   -0.7576 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3038   -3.3110    0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3673   -1.7278   -1.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7245   -1.2673   -2.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1310   -3.0074   -1.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9429    1.5002    1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7489    4.3768    1.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0319    4.3656    0.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1731    3.5343   -0.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8471    2.5585    0.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5617    0.9697    0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9289   -1.1867   -0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5903   -1.8828   -0.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5250   -3.4109    0.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2259   -3.1710    0.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3170   -4.2339   -0.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  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  1  0
 18  3  1  0
 17  9  1  0
 16 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 20 32  1  0
 20 33  1  0
 20 34  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  C   UNK     0       1.150  -4.245   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.656  -4.565   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.686  -3.421   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.211  -1.956   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.704  -1.636   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.241  -0.812   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.765   0.653   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.796   1.797   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.747  -1.132   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.993  -0.227   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.239  -1.132   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.745  -0.812   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.776  -1.956   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.300  -3.421   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.794  -3.741   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.763  -2.597   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.223  -2.597   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.193  -3.741   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.669  -5.206   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.638  -6.350   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   18                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10   17                                                  
CONECT   10    9   11                                                       
CONECT   11   10   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    9   18                                                  
CONECT   18   17    3   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0030634
HETATM    1  C1  UNL     1      -3.276  -1.933  -1.665  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.681  -1.786  -0.398  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.793  -0.801  -0.051  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.232   0.397   0.469  1.00  0.00           C  
HETATM    5  O2  UNL     1      -3.595   0.647   0.661  1.00  0.00           O  
HETATM    6  C4  UNL     1      -1.318   1.371   0.810  1.00  0.00           C  
HETATM    7  O3  UNL     1      -1.673   2.587   1.332  1.00  0.00           O  
HETATM    8  C5  UNL     1      -1.953   3.743   0.588  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.049   1.129   0.620  1.00  0.00           C  
HETATM   10  O4  UNL     1       1.125   1.840   0.841  1.00  0.00           O  
HETATM   11  C7  UNL     1       2.224   1.213   0.510  1.00  0.00           C  
HETATM   12  C8  UNL     1       3.535   1.586   0.576  1.00  0.00           C  
HETATM   13  C9  UNL     1       4.506   0.727   0.157  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.151  -0.532  -0.337  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.835  -0.917  -0.407  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.870  -0.040   0.019  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.493  -0.068   0.100  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.425  -1.034  -0.236  1.00  0.00           C  
HETATM   19  O5  UNL     1       0.027  -2.234  -0.758  1.00  0.00           O  
HETATM   20  C15 UNL     1       0.304  -3.311   0.144  1.00  0.00           C  
HETATM   21  H1  UNL     1      -4.367  -1.728  -1.664  1.00  0.00           H  
HETATM   22  H2  UNL     1      -2.725  -1.267  -2.368  1.00  0.00           H  
HETATM   23  H3  UNL     1      -3.131  -3.007  -1.967  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.943   1.500   1.034  1.00  0.00           H  
HETATM   25  H5  UNL     1      -2.749   4.377   1.044  1.00  0.00           H  
HETATM   26  H6  UNL     1      -1.032   4.366   0.594  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.173   3.534  -0.481  1.00  0.00           H  
HETATM   28  H8  UNL     1       3.847   2.559   0.955  1.00  0.00           H  
HETATM   29  H9  UNL     1       5.562   0.970   0.186  1.00  0.00           H  
HETATM   30  H10 UNL     1       4.929  -1.187  -0.659  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.590  -1.883  -0.792  1.00  0.00           H  
HETATM   32  H12 UNL     1      -0.525  -3.411   0.891  1.00  0.00           H  
HETATM   33  H13 UNL     1       1.226  -3.171   0.704  1.00  0.00           H  
HETATM   34  H14 UNL     1       0.317  -4.234  -0.452  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4   18
CONECT    4    5    6
CONECT    5   24
CONECT    6    7    9    9
CONECT    7    8
CONECT    8   25   26   27
CONECT    9   10   17
CONECT   10   11
CONECT   11   12   12   16
CONECT   12   13   28
CONECT   13   14   14   29
CONECT   14   15   30
CONECT   15   16   16   31
CONECT   16   17
CONECT   17   18   18
CONECT   18   19
CONECT   19   20
CONECT   20   32   33   34
END

HMDB0030634
     RDKit          3D
beta-Pyrufuran
 34 36  0  0  0  0  0  0  0  0999 V2000
   -3.2763   -1.9327   -1.6650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6814   -1.7863   -0.3977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7930   -0.8010   -0.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2321    0.3968    0.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5946    0.6466    0.6611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3178    1.3709    0.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6727    2.5868    1.3323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9530    3.7429    0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0495    1.1287    0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254    1.8397    0.8410 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2242    1.2134    0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5354    1.5861    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5056    0.7265    0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1508   -0.5316   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8352   -0.9171   -0.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8696   -0.0403    0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4929   -0.0678    0.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4249   -1.0338   -0.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0274   -2.2339   -0.7576 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3038   -3.3110    0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3673   -1.7278   -1.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7245   -1.2673   -2.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1310   -3.0074   -1.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9429    1.5002    1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7489    4.3768    1.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0319    4.3656    0.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1731    3.5343   -0.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8471    2.5585    0.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5617    0.9697    0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9289   -1.1867   -0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5903   -1.8828   -0.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5250   -3.4109    0.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2259   -3.1710    0.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3170   -4.2339   -0.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  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  1  0
 18  3  1  0
 17  9  1  0
 16 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 20 32  1  0
 20 33  1  0
 20 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,2,4-Trimethoxy-3-dibenzofuranol	Kegg
b-Pyrufuran	Generator
Β-pyrufuran	Generator
1,2,4-Trimethoxy-3-dibenzofuranol, 9ci	HMDB
1,2,4-Trimethoxydibenzofuran-3-ol	HMDB

Chemical Formula

C₁₅H₁₄O₅

Average Molecular Weight

274.2687

Monoisotopic Molecular Weight

274.084123558

IUPAC Name

3,4,6-trimethoxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2,4,6,9,11-hexaen-5-ol

Traditional Name

β-pyrufuran

CAS Registry Number

88256-04-6

SMILES

COC1=C2OC3=CC=CC=C3C2=C(OC)C(OC)=C1O

InChI Identifier

InChI=1S/C15H14O5/c1-17-12-10-8-6-4-5-7-9(8)20-13(10)15(19-3)11(16)14(12)18-2/h4-7,16H,1-3H3

InChI Key

XLCIGBDZQKRLPH-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
Anisole
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Furan
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dibenzofurans (CHEBI:10439 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030634)
Cell membrane (HMDB: HMDB0030634)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030634)

Source

Endogenous

Endogenous (HMDB: HMDB0030634)

Plant

Plant (HMDB: HMDB0030634)

Exogenous

Food

Food (HMDB: HMDB0030634)

Fruit

Pome

Pear (FooDB: FOOD00152)
Pomes (FooDB: FOOD00856)

Exogenous (HMDB: HMDB0030634)

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
Water Solubility	0.12 g/L	ALOGPS
logP	2.54	ALOGPS
logP	2.37	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	7.38	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	61.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	72.6 m³·mol⁻¹	ChemAxon
Polarizability	28.15 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
DarkChem	[M+H]+	163.884	31661259
DarkChem	[M-H]-	164.76	31661259
DeepCCS	[M+H]+	161.422	30932474
DeepCCS	[M-H]-	159.064	30932474
DeepCCS	[M-2H]-	192.026	30932474
DeepCCS	[M+Na]+	167.515	30932474
AllCCS	[M+H]+	161.2	32859911
AllCCS	[M+H-H2O]+	157.5	32859911
AllCCS	[M+NH4]+	164.7	32859911
AllCCS	[M+Na]+	165.7	32859911
AllCCS	[M-H]-	165.4	32859911
AllCCS	[M+Na-2H]-	164.9	32859911
AllCCS	[M+HCOO]-	164.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Pyrufuran	COC1=C2OC3=CC=CC=C3C2=C(OC)C(OC)=C1O	3699.1	Standard polar	33892256
beta-Pyrufuran	COC1=C2OC3=CC=CC=C3C2=C(OC)C(OC)=C1O	2300.4	Standard non polar	33892256
beta-Pyrufuran	COC1=C2OC3=CC=CC=C3C2=C(OC)C(OC)=C1O	2297.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
beta-Pyrufuran,1TMS,isomer #1	COC1=C(O[Si](C)(C)C)C(OC)=C2OC3=CC=CC=C3C2=C1OC	2479.2	Semi standard non polar	33892256
beta-Pyrufuran,1TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2OC3=CC=CC=C3C2=C1OC	2691.6	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 - beta-Pyrufuran GC-MS (Non-derivatized) - 70eV, Positive	splash10-0597-0090000000-07ce36e9552bab2c70e2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Pyrufuran GC-MS (1 TMS) - 70eV, Positive	splash10-0ff0-3039000000-b71c1b2c8921b078d64d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Pyrufuran GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Pyrufuran 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 - beta-Pyrufuran 10V, Positive-QTOF	splash10-004i-0090000000-aa01419819a2c69cba34	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Pyrufuran 20V, Positive-QTOF	splash10-004i-0090000000-f2e2daa2b611a6257d42	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Pyrufuran 40V, Positive-QTOF	splash10-056r-0090000000-0d7ee3d4d0e67311a04a	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Pyrufuran 10V, Negative-QTOF	splash10-00di-0090000000-1edae1a7b31422db2d73	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Pyrufuran 20V, Negative-QTOF	splash10-00di-0090000000-c3c156c4601245ebbb8a	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Pyrufuran 40V, Negative-QTOF	splash10-0a6r-0390000000-15f1c23f095e2512d5cf	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Pyrufuran 10V, Positive-QTOF	splash10-004i-0090000000-369e429e4458b56edc5e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Pyrufuran 20V, Positive-QTOF	splash10-004i-0090000000-369e429e4458b56edc5e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Pyrufuran 40V, Positive-QTOF	splash10-0iki-1970000000-6cba13c5b8e13b1773a1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Pyrufuran 10V, Negative-QTOF	splash10-00di-0090000000-7dbb1e549f6404042b70	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Pyrufuran 20V, Negative-QTOF	splash10-00di-0090000000-3cef3831ed06f7606919	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Pyrufuran 40V, Negative-QTOF	splash10-01ri-2590000000-07512be6d7b3bab1ddf5	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

159238

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for beta-Pyrufuran (HMDB0030634)

MOL for HMDB0030634 (beta-Pyrufuran)

3D MOL for HMDB0030634 (beta-Pyrufuran)

3D SDF for HMDB0030634 (beta-Pyrufuran)

3D-SDF for HMDB0030634 (beta-Pyrufuran)

PDB for HMDB0030634 (beta-Pyrufuran)

3D PDB for HMDB0030634 (beta-Pyrufuran)

SMILES for HMDB0030634 (beta-Pyrufuran)

INCHI for HMDB0030634 (beta-Pyrufuran)

Structure for HMDB0030634 (beta-Pyrufuran)

3D Structure for HMDB0030634 (beta-Pyrufuran)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra