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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:28:40 UTC

Update Date

2022-03-07 02:54:53 UTC

HMDB ID

HMDB0036343

Secondary Accession Numbers

HMDB36343

Metabolite Identification

Common Name

O-Demethylforbexanthone

Description

O-Demethylforbexanthone belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system. O-Demethylforbexanthone has been detected, but not quantified in, fruits and herbs and spices. This could make O-demethylforbexanthone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on O-Demethylforbexanthone.

Structure

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

HMDB0036343
     RDKit          3D
O-Demethylforbexanthone
 38 41  0  0  0  0  0  0  0  0999 V2000
   -4.1602    1.4841   -2.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3762    0.1860   -2.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5045   -0.7020   -3.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9193   -0.5313   -1.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2004   -0.8419   -0.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7947   -0.4506   -0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432   -0.7652    0.9872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2961   -0.3953    1.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0455   -0.7187    2.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5302   -1.3356    3.0929 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3715   -0.3467    2.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1441   -0.6631    3.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5234   -1.3375    4.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4560   -0.2937    3.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9868    0.3875    2.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3221    0.7368    2.2035 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2340    0.7009    1.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8878    0.3276    1.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1624    0.6282   -0.0144 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8850    0.2833   -0.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162    0.5960   -1.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6563    1.2721   -2.2327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2159    0.2268   -1.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0176    0.5237   -2.2544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2372    1.2003   -2.6709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0832    2.1107   -1.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7788    2.0215   -3.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5097   -1.1211   -3.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1873   -0.1331   -4.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7256   -1.5049   -3.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9761   -0.8148   -1.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5967   -1.3703    0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4539   -1.2870    1.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000   -1.5687    5.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0840   -0.5272    4.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7292    1.2300    1.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6237    1.2316    0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6261    1.5614   -2.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24  2  1  0
 23  6  1  0
 20  8  2  0
 18 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  7 33  1  0
 13 34  1  0
 14 35  1  0
 16 36  1  0
 17 37  1  0
 22 38  1  0
M  END


  Mrv0541 05061309042D          

 24 27  0  0  0  0            999 V2000
   -3.6704    0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1401    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  8  3  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  2  0  0  0  0
  9  7  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 13 11  2  0  0  0  0
 13 12  1  0  0  0  0
 14 10  1  0  0  0  0
 14 13  1  0  0  0  0
 16  8  1  0  0  0  0
 16 15  2  0  0  0  0
 17 10  2  0  0  0  0
 17 15  1  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 18  4  1  0  0  0  0
 19  9  1  0  0  0  0
 20 11  1  0  0  0  0
 21 14  2  0  0  0  0
 22 15  1  0  0  0  0
 23 12  1  0  0  0  0
 23 17  1  0  0  0  0
 24 16  1  0  0  0  0
 24 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036343

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)OC2=C(O)C3=C(C=C2C=C1)C(=O)C1=C(O)C=C(O)C=C1O3

> <INCHI_IDENTIFIER>
InChI=1S/C18H14O6/c1-18(2)4-3-8-5-10-14(21)13-11(20)6-9(19)7-12(13)23-17(10)15(22)16(8)24-18/h3-7,19-20,22H,1-2H3

> <INCHI_KEY>
WBKWHYDUDXOZIU-UHFFFAOYSA-N

> <FORMULA>
C18H14O6

> <MOLECULAR_WEIGHT>
326.3002

> <EXACT_MASS>
326.07903818

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
33.09950040765028

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,9,12-trihydroxy-2,2-dimethyl-2,6-dihydro-1,11-dioxatetracen-6-one

> <ALOGPS_LOGP>
3.55

> <JCHEM_LOGP>
3.599567657333333

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.451344674105318

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.538350021306265

> <JCHEM_PKA_STRONGEST_BASIC>
-4.179550577887487

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
87.1524

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.38e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,9,12-trihydroxy-2,2-dimethyl-1,11-dioxatetracen-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036343
     RDKit          3D
O-Demethylforbexanthone
 38 41  0  0  0  0  0  0  0  0999 V2000
   -4.1602    1.4841   -2.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3762    0.1860   -2.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5045   -0.7020   -3.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9193   -0.5313   -1.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2004   -0.8419   -0.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7947   -0.4506   -0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432   -0.7652    0.9872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2961   -0.3953    1.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0455   -0.7187    2.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5302   -1.3356    3.0929 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3715   -0.3467    2.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1441   -0.6631    3.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5234   -1.3375    4.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4560   -0.2937    3.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9868    0.3875    2.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3221    0.7368    2.2035 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2340    0.7009    1.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8878    0.3276    1.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1624    0.6282   -0.0144 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8850    0.2833   -0.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162    0.5960   -1.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6563    1.2721   -2.2327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2159    0.2268   -1.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0176    0.5237   -2.2544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2372    1.2003   -2.6709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0832    2.1107   -1.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7788    2.0215   -3.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5097   -1.1211   -3.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1873   -0.1331   -4.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7256   -1.5049   -3.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9761   -0.8148   -1.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5967   -1.3703    0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4539   -1.2870    1.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000   -1.5687    5.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0840   -0.5272    4.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7292    1.2300    1.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6237    1.2316    0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6261    1.5614   -2.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24  2  1  0
 23  6  1  0
 20  8  2  0
 18 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  7 33  1  0
 13 34  1  0
 14 35  1  0
 16 36  1  0
 17 37  1  0
 22 38  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      -6.851   1.273   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.862   2.987   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   18                                                            
CONECT    3    4    8                                                       
CONECT    4    3   18                                                       
CONECT    5    8   10                                                       
CONECT    6    9   11                                                       
CONECT    7    9   12                                                       
CONECT    8    3    5   16                                                  
CONECT    9    6    7   19                                                  
CONECT   10    5   14   17                                                  
CONECT   11    6   13   20                                                  
CONECT   12    7   13   23                                                  
CONECT   13   11   12   14                                                  
CONECT   14   10   13   21                                                  
CONECT   15   16   17   22                                                  
CONECT   16    8   15   24                                                  
CONECT   17   10   15   23                                                  
CONECT   18    1    2    4   24                                             
CONECT   19    9                                                            
CONECT   20   11                                                            
CONECT   21   14                                                            
CONECT   22   15                                                            
CONECT   23   12   17                                                       
CONECT   24   16   18                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0036343
HETATM    1  C1  UNL     1      -4.160   1.484  -2.576  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.376   0.186  -2.353  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.505  -0.702  -3.599  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.919  -0.531  -1.187  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.200  -0.842  -0.122  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.795  -0.451  -0.106  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.043  -0.765   0.987  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.296  -0.395   1.009  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.046  -0.719   2.118  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.530  -1.336   3.093  1.00  0.00           O  
HETATM   11  C10 UNL     1       2.372  -0.347   2.127  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.144  -0.663   3.236  1.00  0.00           C  
HETATM   13  O2  UNL     1       2.523  -1.338   4.269  1.00  0.00           O  
HETATM   14  C12 UNL     1       4.456  -0.294   3.241  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.987   0.387   2.143  1.00  0.00           C  
HETATM   16  O3  UNL     1       6.322   0.737   2.203  1.00  0.00           O  
HETATM   17  C14 UNL     1       4.234   0.701   1.052  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.888   0.328   1.034  1.00  0.00           C  
HETATM   19  O4  UNL     1       2.162   0.628  -0.014  1.00  0.00           O  
HETATM   20  C16 UNL     1       0.885   0.283  -0.051  1.00  0.00           C  
HETATM   21  C17 UNL     1       0.116   0.596  -1.150  1.00  0.00           C  
HETATM   22  O5  UNL     1       0.656   1.272  -2.233  1.00  0.00           O  
HETATM   23  C18 UNL     1      -1.216   0.227  -1.169  1.00  0.00           C  
HETATM   24  O6  UNL     1      -2.018   0.524  -2.254  1.00  0.00           O  
HETATM   25  H1  UNL     1      -5.237   1.200  -2.671  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.083   2.111  -1.665  1.00  0.00           H  
HETATM   27  H3  UNL     1      -3.779   2.022  -3.467  1.00  0.00           H  
HETATM   28  H4  UNL     1      -4.510  -1.121  -3.670  1.00  0.00           H  
HETATM   29  H5  UNL     1      -3.187  -0.133  -4.499  1.00  0.00           H  
HETATM   30  H6  UNL     1      -2.726  -1.505  -3.462  1.00  0.00           H  
HETATM   31  H7  UNL     1      -4.976  -0.815  -1.222  1.00  0.00           H  
HETATM   32  H8  UNL     1      -3.597  -1.370   0.739  1.00  0.00           H  
HETATM   33  H9  UNL     1      -1.454  -1.287   1.827  1.00  0.00           H  
HETATM   34  H10 UNL     1       3.100  -1.569   5.086  1.00  0.00           H  
HETATM   35  H11 UNL     1       5.084  -0.527   4.092  1.00  0.00           H  
HETATM   36  H12 UNL     1       6.729   1.230   1.422  1.00  0.00           H  
HETATM   37  H13 UNL     1       4.624   1.232   0.183  1.00  0.00           H  
HETATM   38  H14 UNL     1       1.626   1.561  -2.261  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    4   24
CONECT    3   28   29   30
CONECT    4    5    5   31
CONECT    5    6   32
CONECT    6    7    7   23
CONECT    7    8   33
CONECT    8    9   20   20
CONECT    9   10   10   11
CONECT   11   12   12   18
CONECT   12   13   14
CONECT   13   34
CONECT   14   15   15   35
CONECT   15   16   17
CONECT   16   36
CONECT   17   18   18   37
CONECT   18   19
CONECT   19   20
CONECT   20   21
CONECT   21   22   23   23
CONECT   22   38
CONECT   23   24
END

HMDB0036343
     RDKit          3D
O-Demethylforbexanthone
 38 41  0  0  0  0  0  0  0  0999 V2000
   -4.1602    1.4841   -2.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3762    0.1860   -2.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5045   -0.7020   -3.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9193   -0.5313   -1.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2004   -0.8419   -0.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7947   -0.4506   -0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432   -0.7652    0.9872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2961   -0.3953    1.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0455   -0.7187    2.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5302   -1.3356    3.0929 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3715   -0.3467    2.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1441   -0.6631    3.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5234   -1.3375    4.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4560   -0.2937    3.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9868    0.3875    2.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3221    0.7368    2.2035 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2340    0.7009    1.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8878    0.3276    1.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1624    0.6282   -0.0144 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8850    0.2833   -0.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162    0.5960   -1.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6563    1.2721   -2.2327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2159    0.2268   -1.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0176    0.5237   -2.2544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2372    1.2003   -2.6709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0832    2.1107   -1.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7788    2.0215   -3.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5097   -1.1211   -3.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1873   -0.1331   -4.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7256   -1.5049   -3.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9761   -0.8148   -1.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5967   -1.3703    0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4539   -1.2870    1.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000   -1.5687    5.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0840   -0.5272    4.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7292    1.2300    1.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6237    1.2316    0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6261    1.5614   -2.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24  2  1  0
 23  6  1  0
 20  8  2  0
 18 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  7 33  1  0
 13 34  1  0
 14 35  1  0
 16 36  1  0
 17 37  1  0
 22 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₁₄O₆

Average Molecular Weight

326.3002

Monoisotopic Molecular Weight

326.07903818

IUPAC Name

7,9,12-trihydroxy-2,2-dimethyl-2,6-dihydro-1,11-dioxatetracen-6-one

Traditional Name

7,9,12-trihydroxy-2,2-dimethyl-1,11-dioxatetracen-6-one

CAS Registry Number

92609-77-3

SMILES

CC1(C)OC2=C(O)C3=C(C=C2C=C1)C(=O)C1=C(O)C=C(O)C=C1O3

InChI Identifier

InChI=1S/C18H14O6/c1-18(2)4-3-8-5-10-14(21)13-11(20)6-9(19)7-12(13)23-17(10)15(22)16(8)24-18/h3-7,19-20,22H,1-2H3

InChI Key

WBKWHYDUDXOZIU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Pyranoxanthones

Alternative Parents

Substituents

Pyranoxanthone
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Ether
Polyol
Oxacycle
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0036343)

Cellular substructure

Membrane (HMDB: HMDB0036343)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036343)

Source

Exogenous

Food

Food (HMDB: HMDB0036343)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0036343)

Not Available

Nutrient (HMDB: HMDB0036343)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	315 °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	0.074 g/L	ALOGPS
logP	3.55	ALOGPS
logP	3.6	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.54	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	87.15 m³·mol⁻¹	ChemAxon
Polarizability	33.1 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
DarkChem	[M+H]+	175.841	31661259
DarkChem	[M-H]-	173.931	31661259
DeepCCS	[M+H]+	175.649	30932474
DeepCCS	[M-H]-	173.291	30932474
DeepCCS	[M-2H]-	207.449	30932474
DeepCCS	[M+Na]+	182.62	30932474
AllCCS	[M+H]+	174.9	32859911
AllCCS	[M+H-H2O]+	171.4	32859911
AllCCS	[M+NH4]+	178.2	32859911
AllCCS	[M+Na]+	179.1	32859911
AllCCS	[M-H]-	177.8	32859911
AllCCS	[M+Na-2H]-	177.0	32859911
AllCCS	[M+HCOO]-	176.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
O-Demethylforbexanthone	CC1(C)OC2=C(O)C3=C(C=C2C=C1)C(=O)C1=C(O)C=C(O)C=C1O3	4249.2	Standard polar	33892256
O-Demethylforbexanthone	CC1(C)OC2=C(O)C3=C(C=C2C=C1)C(=O)C1=C(O)C=C(O)C=C1O3	3001.2	Standard non polar	33892256
O-Demethylforbexanthone	CC1(C)OC2=C(O)C3=C(C=C2C=C1)C(=O)C1=C(O)C=C(O)C=C1O3	3216.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
O-Demethylforbexanthone,1TMS,isomer #1	CC1(C)C=CC2=CC3=C(OC4=CC(O)=CC(O)=C4C3=O)C(O[Si](C)(C)C)=C2O1	3172.7	Semi standard non polar	33892256
O-Demethylforbexanthone,1TMS,isomer #2	CC1(C)C=CC2=CC3=C(OC4=CC(O)=CC(O[Si](C)(C)C)=C4C3=O)C(O)=C2O1	3200.7	Semi standard non polar	33892256
O-Demethylforbexanthone,1TMS,isomer #3	CC1(C)C=CC2=CC3=C(OC4=CC(O[Si](C)(C)C)=CC(O)=C4C3=O)C(O)=C2O1	3226.0	Semi standard non polar	33892256
O-Demethylforbexanthone,2TMS,isomer #1	CC1(C)C=CC2=CC3=C(OC4=CC(O)=CC(O[Si](C)(C)C)=C4C3=O)C(O[Si](C)(C)C)=C2O1	3097.7	Semi standard non polar	33892256
O-Demethylforbexanthone,2TMS,isomer #2	CC1(C)C=CC2=CC3=C(OC4=CC(O[Si](C)(C)C)=CC(O)=C4C3=O)C(O[Si](C)(C)C)=C2O1	3121.2	Semi standard non polar	33892256
O-Demethylforbexanthone,2TMS,isomer #3	CC1(C)C=CC2=CC3=C(OC4=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C4C3=O)C(O)=C2O1	3218.5	Semi standard non polar	33892256
O-Demethylforbexanthone,3TMS,isomer #1	CC1(C)C=CC2=CC3=C(OC4=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C4C3=O)C(O[Si](C)(C)C)=C2O1	3106.7	Semi standard non polar	33892256
O-Demethylforbexanthone,1TBDMS,isomer #1	CC1(C)C=CC2=CC3=C(OC4=CC(O)=CC(O)=C4C3=O)C(O[Si](C)(C)C(C)(C)C)=C2O1	3409.9	Semi standard non polar	33892256
O-Demethylforbexanthone,1TBDMS,isomer #2	CC1(C)C=CC2=CC3=C(OC4=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C4C3=O)C(O)=C2O1	3421.1	Semi standard non polar	33892256
O-Demethylforbexanthone,1TBDMS,isomer #3	CC1(C)C=CC2=CC3=C(OC4=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C4C3=O)C(O)=C2O1	3451.1	Semi standard non polar	33892256
O-Demethylforbexanthone,2TBDMS,isomer #1	CC1(C)C=CC2=CC3=C(OC4=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C4C3=O)C(O[Si](C)(C)C(C)(C)C)=C2O1	3575.3	Semi standard non polar	33892256
O-Demethylforbexanthone,2TBDMS,isomer #2	CC1(C)C=CC2=CC3=C(OC4=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C4C3=O)C(O[Si](C)(C)C(C)(C)C)=C2O1	3618.6	Semi standard non polar	33892256
O-Demethylforbexanthone,2TBDMS,isomer #3	CC1(C)C=CC2=CC3=C(OC4=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C4C3=O)C(O)=C2O1	3702.5	Semi standard non polar	33892256
O-Demethylforbexanthone,3TBDMS,isomer #1	CC1(C)C=CC2=CC3=C(OC4=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C4C3=O)C(O[Si](C)(C)C(C)(C)C)=C2O1	3813.4	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 - O-Demethylforbexanthone GC-MS (Non-derivatized) - 70eV, Positive	splash10-08j1-0398000000-445502f31407138ba435	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Demethylforbexanthone GC-MS (3 TMS) - 70eV, Positive	splash10-00vi-2260960000-cd3e36084bd32e39e626	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Demethylforbexanthone 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 - O-Demethylforbexanthone 10V, Positive-QTOF	splash10-004i-0009000000-2159983f2fb16b5a74a1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Demethylforbexanthone 20V, Positive-QTOF	splash10-004i-1059000000-954af6c9193e37320044	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Demethylforbexanthone 40V, Positive-QTOF	splash10-0gb9-5390000000-89b825a5171351ec7038	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Demethylforbexanthone 10V, Negative-QTOF	splash10-004i-0009000000-9348dab9346a492da62a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Demethylforbexanthone 20V, Negative-QTOF	splash10-004i-0009000000-36ccb1962f317c82e1a9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Demethylforbexanthone 40V, Negative-QTOF	splash10-0pb9-2591000000-6eef4e4f65fde6d072b2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Demethylforbexanthone 10V, Positive-QTOF	splash10-004i-0009000000-fdece4c688aa8992d2ae	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Demethylforbexanthone 20V, Positive-QTOF	splash10-004i-0009000000-a9901e5a3e2370e240b7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Demethylforbexanthone 40V, Positive-QTOF	splash10-016r-3592000000-e5132fdb42d848ee73f1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Demethylforbexanthone 10V, Negative-QTOF	splash10-004i-0009000000-eb8469b649b7c5d99242	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Demethylforbexanthone 20V, Negative-QTOF	splash10-004i-0049000000-94a4b93a95d702562fa0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Demethylforbexanthone 40V, Negative-QTOF	splash10-004i-1249000000-e08d1b73f120ca349118	2021-09-25	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

FDB015214

KNApSAcK ID

C00054979

Chemspider ID

24618221

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45269778

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 O-Demethylforbexanthone (HMDB0036343)

MOL for HMDB0036343 (O-Demethylforbexanthone)

3D MOL for HMDB0036343 (O-Demethylforbexanthone)

3D SDF for HMDB0036343 (O-Demethylforbexanthone)

3D-SDF for HMDB0036343 (O-Demethylforbexanthone)

PDB for HMDB0036343 (O-Demethylforbexanthone)

3D PDB for HMDB0036343 (O-Demethylforbexanthone)

SMILES for HMDB0036343 (O-Demethylforbexanthone)

INCHI for HMDB0036343 (O-Demethylforbexanthone)

Structure for HMDB0036343 (O-Demethylforbexanthone)

3D Structure for HMDB0036343 (O-Demethylforbexanthone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra