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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:03 UTC

Update Date

2022-03-07 02:52:26 UTC

HMDB ID

HMDB0030144

Secondary Accession Numbers

HMDB30144

Metabolite Identification

Common Name

alpha-Cotonefuran

Description

alpha-Cotonefuran, also known as α-cotonefuran, 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 alpha-Cotonefuran.

Structure

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

HMDB0030144
     RDKit          3D
alpha-Cotonefuran
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.8607    1.4133    0.4405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1427    0.4745   -0.3520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457    0.0768    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6353   -1.0094    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7706   -1.6893    1.2868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3674   -1.4148    1.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2618   -0.7361    0.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4432    0.3542   -0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7579    0.7997   -0.3538 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6917    0.0859    0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0769    0.1467    0.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7014    1.1544   -0.4743 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0430    0.8675   -1.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8104   -0.7628    0.9669 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1935   -0.6685    0.9645 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2128   -1.7817    1.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8370   -1.8418    1.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0961   -0.9289    0.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7306    0.7509   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9116    1.8481   -1.2706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9641    1.7398   -2.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5806    1.2002    1.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9606    1.2079    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6109    2.4529    0.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7361   -2.4824    1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2092   -2.2666    1.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1387    1.0942   -1.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9725   -0.2360   -2.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4669    1.4422   -2.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7962   -1.2987    1.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8327   -2.4756    2.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3568   -2.6253    2.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1119    2.7691   -3.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0282    1.2684   -3.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8133    1.0715   -2.9525 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
  8 19  2  0
 19 20  1  0
 20 21  1  0
 19  3  1  0
 18  7  1  0
 18 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  6 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 21 33  1  0
 21 34  1  0
 21 35  1  0
M  END


  Mrv0541 05061305022D          

 21 23  0  0  0  0            999 V2000
    4.4703    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4515    0.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6024    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    1.5105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  4  1  0  0  0  0
  8  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  2  0  0  0  0
 13 11  1  0  0  0  0
 14 10  2  0  0  0  0
 15 12  2  0  0  0  0
 15 14  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 18  1  1  0  0  0  0
 18 13  1  0  0  0  0
 19  2  1  0  0  0  0
 19 14  1  0  0  0  0
 20  3  1  0  0  0  0
 20 15  1  0  0  0  0
 21 11  1  0  0  0  0
 21 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030144

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2OC3=C(C=CC(O)=C3OC)C2=CC(O)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O6/c1-18-13-9(16)5-4-7-8-6-10(17)14(19-2)15(20-3)12(8)21-11(7)13/h4-6,16-17H,1-3H3

> <INCHI_KEY>
SHQNKPHNRFEQQD-UHFFFAOYSA-N

> <FORMULA>
C15H14O6

> <MOLECULAR_WEIGHT>
290.2681

> <EXACT_MASS>
290.07903818

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
29.265120990869622

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,6,10-trimethoxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2,4,6,10,12-hexaene-4,11-diol

> <ALOGPS_LOGP>
2.20

> <JCHEM_LOGP>
2.0711026566666666

> <ALOGPS_LOGS>
-2.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.738645885325138

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.947662653318377

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7207425183478224

> <JCHEM_POLAR_SURFACE_AREA>
81.29

> <JCHEM_REFRACTIVITY>
74.57820000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α-cotonefuran

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030144
     RDKit          3D
alpha-Cotonefuran
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.8607    1.4133    0.4405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1427    0.4745   -0.3520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457    0.0768    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6353   -1.0094    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7706   -1.6893    1.2868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3674   -1.4148    1.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2618   -0.7361    0.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4432    0.3542   -0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7579    0.7997   -0.3538 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6917    0.0859    0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0769    0.1467    0.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7014    1.1544   -0.4743 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0430    0.8675   -1.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8104   -0.7628    0.9669 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1935   -0.6685    0.9645 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2128   -1.7817    1.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8370   -1.8418    1.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0961   -0.9289    0.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7306    0.7509   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9116    1.8481   -1.2706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9641    1.7398   -2.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5806    1.2002    1.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9606    1.2079    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6109    2.4529    0.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7361   -2.4824    1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2092   -2.2666    1.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1387    1.0942   -1.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9725   -0.2360   -2.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4669    1.4422   -2.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7962   -1.2987    1.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8327   -2.4756    2.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3568   -2.6253    2.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1119    2.7691   -3.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0282    1.2684   -3.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8133    1.0715   -2.9525 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
  8 19  2  0
 19 20  1  0
 20 21  1  0
 19  3  1  0
 18  7  1  0
 18 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  6 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 21 33  1  0
 21 34  1  0
 21 35  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       8.345   4.019   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.709   0.266   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.124   4.019   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.411  -0.695   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.917  -0.374   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.810  -0.695   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.380   0.450   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.840   0.450   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.393   1.090   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.303  -0.374   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.856   1.914   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.364   1.914   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.362   2.235   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.173   1.090   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.858   2.235   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.899   1.410   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.727  -1.519   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.838   3.699   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.679   1.410   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.382   3.699   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.610   2.820   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4    5    7                                                       
CONECT    5    4    9                                                       
CONECT    6    8   10                                                       
CONECT    7    4    8   11                                                  
CONECT    8    6    7   12                                                  
CONECT    9    5   13   16                                                  
CONECT   10    6   14   17                                                  
CONECT   11    7   13   21                                                  
CONECT   12    8   15   21                                                  
CONECT   13    9   11   18                                                  
CONECT   14   10   15   19                                                  
CONECT   15   12   14   20                                                  
CONECT   16    9                                                            
CONECT   17   10                                                            
CONECT   18    1   13                                                       
CONECT   19    2   14                                                       
CONECT   20    3   15                                                       
CONECT   21   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0030144
HETATM    1  C1  UNL     1      -4.861   1.413   0.440  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.143   0.474  -0.352  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.846   0.077   0.010  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.635  -1.009   0.834  1.00  0.00           C  
HETATM    5  O2  UNL     1      -3.771  -1.689   1.287  1.00  0.00           O  
HETATM    6  C4  UNL     1      -1.367  -1.415   1.200  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.262  -0.736   0.746  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.443   0.354  -0.079  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.758   0.800  -0.354  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.692   0.086   0.227  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.077   0.147   0.250  1.00  0.00           C  
HETATM   12  O4  UNL     1       3.701   1.154  -0.474  1.00  0.00           O  
HETATM   13  C9  UNL     1       4.043   0.868  -1.824  1.00  0.00           C  
HETATM   14  C10 UNL     1       3.810  -0.763   0.967  1.00  0.00           C  
HETATM   15  O5  UNL     1       5.194  -0.669   0.964  1.00  0.00           O  
HETATM   16  C11 UNL     1       3.213  -1.782   1.700  1.00  0.00           C  
HETATM   17  C12 UNL     1       1.837  -1.842   1.678  1.00  0.00           C  
HETATM   18  C13 UNL     1       1.096  -0.929   0.957  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.731   0.751  -0.440  1.00  0.00           C  
HETATM   20  O6  UNL     1      -1.912   1.848  -1.271  1.00  0.00           O  
HETATM   21  C15 UNL     1      -1.964   1.740  -2.674  1.00  0.00           C  
HETATM   22  H1  UNL     1      -4.581   1.200   1.512  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.961   1.208   0.391  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.611   2.453   0.187  1.00  0.00           H  
HETATM   25  H4  UNL     1      -3.736  -2.482   1.882  1.00  0.00           H  
HETATM   26  H5  UNL     1      -1.209  -2.267   1.845  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.139   1.094  -1.906  1.00  0.00           H  
HETATM   28  H7  UNL     1       3.973  -0.236  -2.037  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.467   1.442  -2.551  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.796  -1.299   1.466  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.833  -2.476   2.251  1.00  0.00           H  
HETATM   32  H11 UNL     1       1.357  -2.625   2.241  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.112   2.769  -3.079  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.028   1.268  -3.042  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.813   1.072  -2.952  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5    6
CONECT    5   25
CONECT    6    7    7   26
CONECT    7    8   18
CONECT    8    9   19   19
CONECT    9   10
CONECT   10   11   11   18
CONECT   11   12   14
CONECT   12   13
CONECT   13   27   28   29
CONECT   14   15   16   16
CONECT   15   30
CONECT   16   17   31
CONECT   17   18   18   32
CONECT   19   20
CONECT   20   21
CONECT   21   33   34   35
END

HMDB0030144
     RDKit          3D
alpha-Cotonefuran
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.8607    1.4133    0.4405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1427    0.4745   -0.3520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457    0.0768    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6353   -1.0094    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7706   -1.6893    1.2868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3674   -1.4148    1.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2618   -0.7361    0.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4432    0.3542   -0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7579    0.7997   -0.3538 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6917    0.0859    0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0769    0.1467    0.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7014    1.1544   -0.4743 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0430    0.8675   -1.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8104   -0.7628    0.9669 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1935   -0.6685    0.9645 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2128   -1.7817    1.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8370   -1.8418    1.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0961   -0.9289    0.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7306    0.7509   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9116    1.8481   -1.2706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9641    1.7398   -2.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5806    1.2002    1.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9606    1.2079    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6109    2.4529    0.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7361   -2.4824    1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2092   -2.2666    1.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1387    1.0942   -1.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9725   -0.2360   -2.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4669    1.4422   -2.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7962   -1.2987    1.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8327   -2.4756    2.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3568   -2.6253    2.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1119    2.7691   -3.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0282    1.2684   -3.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8133    1.0715   -2.9525 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
  8 19  2  0
 19 20  1  0
 20 21  1  0
 19  3  1  0
 18  7  1  0
 18 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  6 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 21 33  1  0
 21 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
a-Cotonefuran	Generator
Α-cotonefuran	Generator
2,7-Trihydroxy-3,4,6-trimethoxydibenzofuran	HMDB

Chemical Formula

C₁₅H₁₄O₆

Average Molecular Weight

290.2681

Monoisotopic Molecular Weight

290.07903818

IUPAC Name

5,6,10-trimethoxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2,4,6,10,12-hexaene-4,11-diol

Traditional Name

α-cotonefuran

CAS Registry Number

93973-22-9

SMILES

COC1=C2OC3=C(C=CC(O)=C3OC)C2=CC(O)=C1OC

InChI Identifier

InChI=1S/C15H14O6/c1-18-13-9(16)5-4-7-8-6-10(17)14(19-2)15(20-3)12(8)21-11(7)13/h4-6,16-17H,1-3H3

InChI Key

SHQNKPHNRFEQQD-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
1-hydroxy-2-unsubstituted benzenoid
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:10222 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030144)
Cytoplasm (HMDB: HMDB0030144)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030144)

Source

Endogenous

Endogenous (HMDB: HMDB0030144)

Plant

Plant (HMDB: HMDB0030144)

Exogenous

Food

Food (HMDB: HMDB0030144)

Fruit

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	150 - 151 °C	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	0.35 g/L	ALOGPS
logP	2.2	ALOGPS
logP	2.07	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	8.95	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	81.29 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	74.58 m³·mol⁻¹	ChemAxon
Polarizability	29.27 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]+	167.387	31661259
DarkChem	[M-H]-	168.509	31661259
DeepCCS	[M+H]+	168.319	30932474
DeepCCS	[M-H]-	165.961	30932474
DeepCCS	[M-2H]-	198.848	30932474
DeepCCS	[M+Na]+	174.413	30932474
AllCCS	[M+H]+	165.1	32859911
AllCCS	[M+H-H2O]+	161.5	32859911
AllCCS	[M+NH4]+	168.4	32859911
AllCCS	[M+Na]+	169.4	32859911
AllCCS	[M-H]-	168.5	32859911
AllCCS	[M+Na-2H]-	168.0	32859911
AllCCS	[M+HCOO]-	167.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Cotonefuran	COC1=C2OC3=C(C=CC(O)=C3OC)C2=CC(O)=C1OC	4534.7	Standard polar	33892256
alpha-Cotonefuran	COC1=C2OC3=C(C=CC(O)=C3OC)C2=CC(O)=C1OC	2523.1	Standard non polar	33892256
alpha-Cotonefuran	COC1=C2OC3=C(C=CC(O)=C3OC)C2=CC(O)=C1OC	2518.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha-Cotonefuran,1TMS,isomer #1	COC1=C(O)C=C2C(=C1OC)OC1=C(OC)C(O[Si](C)(C)C)=CC=C12	2714.0	Semi standard non polar	33892256
alpha-Cotonefuran,1TMS,isomer #2	COC1=C(O[Si](C)(C)C)C=C2C(=C1OC)OC1=C(OC)C(O)=CC=C12	2706.2	Semi standard non polar	33892256
alpha-Cotonefuran,2TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2C(=C1OC)OC1=C(OC)C(O[Si](C)(C)C)=CC=C12	2724.2	Semi standard non polar	33892256
alpha-Cotonefuran,1TBDMS,isomer #1	COC1=C(O)C=C2C(=C1OC)OC1=C(OC)C(O[Si](C)(C)C(C)(C)C)=CC=C12	2948.9	Semi standard non polar	33892256
alpha-Cotonefuran,1TBDMS,isomer #2	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2C(=C1OC)OC1=C(OC)C(O)=CC=C12	2934.0	Semi standard non polar	33892256
alpha-Cotonefuran,2TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2C(=C1OC)OC1=C(OC)C(O[Si](C)(C)C(C)(C)C)=CC=C12	3142.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Cotonefuran GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-0090000000-f724191a8f7a2218474a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Cotonefuran GC-MS (2 TMS) - 70eV, Positive	splash10-01b9-2028900000-0c74767e4a68befade17	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Cotonefuran 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 - alpha-Cotonefuran 10V, Positive-QTOF	splash10-0006-0090000000-893036be2c8a5fab6152	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cotonefuran 20V, Positive-QTOF	splash10-0006-0090000000-3a93d977a5ba7f7448c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cotonefuran 40V, Positive-QTOF	splash10-01r5-0290000000-1ac061daad88741b21b7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cotonefuran 10V, Negative-QTOF	splash10-000i-0090000000-30934c3790eaf2faee2b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cotonefuran 20V, Negative-QTOF	splash10-000i-0090000000-d7302e6ef93cbf615b38	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cotonefuran 40V, Negative-QTOF	splash10-0fe0-0970000000-4c9a3854cde85c53c01e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cotonefuran 10V, Negative-QTOF	splash10-000i-0090000000-2d980c515d025d58a6fa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cotonefuran 20V, Negative-QTOF	splash10-052r-0090000000-ef25cf979fbc3f76ce1a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cotonefuran 40V, Negative-QTOF	splash10-0uxu-2190000000-355551855a216e71b59c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cotonefuran 10V, Positive-QTOF	splash10-0006-0090000000-afe43bdc82c44950ba4a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cotonefuran 20V, Positive-QTOF	splash10-0006-0090000000-afe43bdc82c44950ba4a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Cotonefuran 40V, Positive-QTOF	splash10-07fr-1890000000-4fdd52b51d6b8f836239	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

131752046

PDB ID

Not Available

ChEBI ID

10222

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 alpha-Cotonefuran (HMDB0030144)

MOL for HMDB0030144 (alpha-Cotonefuran)

3D MOL for HMDB0030144 (alpha-Cotonefuran)

3D SDF for HMDB0030144 (alpha-Cotonefuran)

3D-SDF for HMDB0030144 (alpha-Cotonefuran)

PDB for HMDB0030144 (alpha-Cotonefuran)

3D PDB for HMDB0030144 (alpha-Cotonefuran)

SMILES for HMDB0030144 (alpha-Cotonefuran)

INCHI for HMDB0030144 (alpha-Cotonefuran)

Structure for HMDB0030144 (alpha-Cotonefuran)

3D Structure for HMDB0030144 (alpha-Cotonefuran)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra