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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:32 UTC

Update Date

2022-03-07 02:52:44 UTC

HMDB ID

HMDB0030873

Secondary Accession Numbers

HMDB30873

Metabolite Identification

Common Name

1-Hydroxy-3,7-dimethoxyxanthone

Description

1-Hydroxy-3,7-dimethoxyxanthone, also known as 3,7-dimethoxy-1-hydroxy-xanthen-9-one, belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring. Based on a literature review very few articles have been published on 1-Hydroxy-3,7-dimethoxyxanthone.

Structure

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

HMDB0030873
     RDKit          3D
1-Hydroxy-3,7-dimethoxyxanthone
 32 34  0  0  0  0  0  0  0  0999 V2000
    5.8862   -0.1168    0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8962    0.4430   -0.6118 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5557    0.1811   -0.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2202   -0.5745    0.8182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8990   -0.8616    1.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6608   -1.6164    2.2869 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8947   -0.3385    0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4433   -0.5584    0.6958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7991   -1.2448    1.6814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3843   -0.0009   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7452   -0.2027    0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7320    0.3364   -0.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0714    0.1187   -0.4114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5369   -0.6339    0.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3592    1.0956   -1.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0239    1.3095   -2.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0353    0.7594   -1.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343    0.9463   -1.4678 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1788    0.4296   -0.6930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5166    0.6764   -1.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7494   -1.2372    0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7725    0.1946    1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8984    0.0581   -0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0376   -0.9757    1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8939   -1.9460    2.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9690   -0.8063    0.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8828   -1.5027    0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5516   -1.0788    0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6238    0.0396    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1429    1.5090   -2.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7345    1.9033   -2.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7408    1.2793   -1.8829 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
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20  3  1  0
 19  7  1  0
 17 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
 11 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 20 32  1  0
M  END


  Mrv0541 05061305342D          

 20 22  0  0  0  0            999 V2000
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    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    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    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  4  1  0  0  0  0
 12 10  2  0  0  0  0
 13  7  2  0  0  0  0
 14 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15 10  1  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 17 15  2  0  0  0  0
 18  1  1  0  0  0  0
 18  8  1  0  0  0  0
 19  2  1  0  0  0  0
 19  9  1  0  0  0  0
 20 12  1  0  0  0  0
 20 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030873

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(OC3=CC(OC)=CC(O)=C3C2=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O5/c1-18-8-3-4-12-10(5-8)15(17)14-11(16)6-9(19-2)7-13(14)20-12/h3-7,16H,1-2H3

> <INCHI_KEY>
FWBPZAVSTQBRKT-UHFFFAOYSA-N

> <FORMULA>
C15H12O5

> <MOLECULAR_WEIGHT>
272.2528

> <EXACT_MASS>
272.068473494

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
27.498002505263077

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-hydroxy-3,7-dimethoxy-9H-xanthen-9-one

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
2.990732367333333

> <ALOGPS_LOGS>
-3.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.532464829226763

> <JCHEM_PKA_STRONGEST_BASIC>
-4.230593248553366

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
71.72360000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-hydroxy-3,7-dimethoxyxanthen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030873
     RDKit          3D
1-Hydroxy-3,7-dimethoxyxanthone
 32 34  0  0  0  0  0  0  0  0999 V2000
    5.8862   -0.1168    0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8962    0.4430   -0.6118 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5557    0.1811   -0.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2202   -0.5745    0.8182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8990   -0.8616    1.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6608   -1.6164    2.2869 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8947   -0.3385    0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4433   -0.5584    0.6958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7991   -1.2448    1.6814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3843   -0.0009   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7452   -0.2027    0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7320    0.3364   -0.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0714    0.1187   -0.4114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5369   -0.6339    0.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3592    1.0956   -1.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0239    1.3095   -2.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0353    0.7594   -1.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343    0.9463   -1.4678 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1788    0.4296   -0.6930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5166    0.6764   -1.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7494   -1.2372    0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7725    0.1946    1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8984    0.0581   -0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0376   -0.9757    1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8939   -1.9460    2.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9690   -0.8063    0.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8828   -1.5027    0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5516   -1.0788    0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6238    0.0396    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1429    1.5090   -2.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7345    1.9033   -2.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7408    1.2793   -1.8829 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
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20  3  1  0
 19  7  1  0
 17 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
 11 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 20 32  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      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3    4    8                                                       
CONECT    4    3   12                                                       
CONECT    5    8   10                                                       
CONECT    6    9   11                                                       
CONECT    7    9   13                                                       
CONECT    8    3    5   18                                                  
CONECT    9    6    7   19                                                  
CONECT   10    5   12   15                                                  
CONECT   11    6   14   16                                                  
CONECT   12    4   10   20                                                  
CONECT   13    7   14   20                                                  
CONECT   14   11   13   15                                                  
CONECT   15   10   14   17                                                  
CONECT   16   11                                                            
CONECT   17   15                                                            
CONECT   18    1    8                                                       
CONECT   19    2    9                                                       
CONECT   20   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0030873
HETATM    1  C1  UNL     1       5.886  -0.117   0.227  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.896   0.443  -0.612  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.556   0.181  -0.268  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.220  -0.574   0.818  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.899  -0.862   1.199  1.00  0.00           C  
HETATM    6  O2  UNL     1       1.661  -1.616   2.287  1.00  0.00           O  
HETATM    7  C5  UNL     1       0.895  -0.339   0.413  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.443  -0.558   0.696  1.00  0.00           C  
HETATM    9  O3  UNL     1      -0.799  -1.245   1.681  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.384  -0.001  -0.138  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.745  -0.203   0.118  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.732   0.336  -0.691  1.00  0.00           C  
HETATM   13  O4  UNL     1      -5.071   0.119  -0.411  1.00  0.00           O  
HETATM   14  C10 UNL     1      -5.537  -0.634   0.667  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.359   1.096  -1.782  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.024   1.309  -2.056  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.035   0.759  -1.231  1.00  0.00           C  
HETATM   18  O5  UNL     1       0.234   0.946  -1.468  1.00  0.00           O  
HETATM   19  C14 UNL     1       1.179   0.430  -0.693  1.00  0.00           C  
HETATM   20  C15 UNL     1       2.517   0.676  -1.015  1.00  0.00           C  
HETATM   21  H1  UNL     1       5.749  -1.237   0.239  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.772   0.195   1.287  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.898   0.058  -0.162  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.038  -0.976   1.422  1.00  0.00           H  
HETATM   25  H5  UNL     1       0.894  -1.946   2.744  1.00  0.00           H  
HETATM   26  H6  UNL     1      -2.969  -0.806   0.987  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.883  -1.503   0.926  1.00  0.00           H  
HETATM   28  H8  UNL     1      -6.552  -1.079   0.461  1.00  0.00           H  
HETATM   29  H9  UNL     1      -5.624   0.040   1.548  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.143   1.509  -2.402  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.735   1.903  -2.909  1.00  0.00           H  
HETATM   32  H12 UNL     1       2.741   1.279  -1.883  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   24
CONECT    5    6    7    7
CONECT    6   25
CONECT    7    8   19
CONECT    8    9    9   10
CONECT   10   11   11   17
CONECT   11   12   26
CONECT   12   13   15   15
CONECT   13   14
CONECT   14   27   28   29
CONECT   15   16   30
CONECT   16   17   17   31
CONECT   17   18
CONECT   18   19
CONECT   19   20   20
CONECT   20   32
END

HMDB0030873
     RDKit          3D
1-Hydroxy-3,7-dimethoxyxanthone
 32 34  0  0  0  0  0  0  0  0999 V2000
    5.8862   -0.1168    0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8962    0.4430   -0.6118 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5557    0.1811   -0.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2202   -0.5745    0.8182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8990   -0.8616    1.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6608   -1.6164    2.2869 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8947   -0.3385    0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4433   -0.5584    0.6958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7991   -1.2448    1.6814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3843   -0.0009   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7452   -0.2027    0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7320    0.3364   -0.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0714    0.1187   -0.4114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5369   -0.6339    0.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3592    1.0956   -1.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0239    1.3095   -2.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0353    0.7594   -1.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343    0.9463   -1.4678 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1788    0.4296   -0.6930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5166    0.6764   -1.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7494   -1.2372    0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7725    0.1946    1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8984    0.0581   -0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0376   -0.9757    1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8939   -1.9460    2.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9690   -0.8063    0.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8828   -1.5027    0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5516   -1.0788    0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6238    0.0396    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1429    1.5090   -2.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7345    1.9033   -2.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7408    1.2793   -1.8829 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
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20  3  1  0
 19  7  1  0
 17 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
 11 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 20 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,7-Dimethoxy-1-hydroxy-9H-xanthene-9-one	HMDB
3,7-Dimethoxy-1-hydroxy-xanthen-9-one	HMDB

Chemical Formula

C₁₅H₁₂O₅

Average Molecular Weight

272.2528

Monoisotopic Molecular Weight

272.068473494

IUPAC Name

1-hydroxy-3,7-dimethoxy-9H-xanthen-9-one

Traditional Name

1-hydroxy-3,7-dimethoxyxanthen-9-one

CAS Registry Number

13379-35-6

SMILES

COC1=CC2=C(OC3=CC(OC)=CC(O)=C3C2=O)C=C1

InChI Identifier

InChI=1S/C15H12O5/c1-18-8-3-4-12-10(5-8)15(17)14-11(16)6-9(19-2)7-13(14)20-12/h3-7,16H,1-2H3

InChI Key

FWBPZAVSTQBRKT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthones

Alternative Parents

Substituents

Xanthone
Chromone
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Ether
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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: HMDB0030873)

Cellular substructure

Membrane (HMDB: HMDB0030873)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030873)

Source

Endogenous

Endogenous (HMDB: HMDB0030873)

Plant

Plant (HMDB: HMDB0030873)

Exogenous

Food

Food (HMDB: HMDB0030873)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	169 - 170 °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	0.1 g/L	ALOGPS
logP	2.99	ALOGPS
logP	2.99	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	9.53	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	71.72 m³·mol⁻¹	ChemAxon
Polarizability	27.5 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]+	163.678	31661259
DarkChem	[M-H]-	166.226	31661259
DeepCCS	[M+H]+	168.214	30932474
DeepCCS	[M-H]-	165.856	30932474
DeepCCS	[M-2H]-	198.742	30932474
DeepCCS	[M+Na]+	174.307	30932474
AllCCS	[M+H]+	160.8	32859911
AllCCS	[M+H-H2O]+	157.0	32859911
AllCCS	[M+NH4]+	164.4	32859911
AllCCS	[M+Na]+	165.4	32859911
AllCCS	[M-H]-	164.1	32859911
AllCCS	[M+Na-2H]-	163.4	32859911
AllCCS	[M+HCOO]-	162.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Hydroxy-3,7-dimethoxyxanthone	COC1=CC2=C(OC3=CC(OC)=CC(O)=C3C2=O)C=C1	3939.6	Standard polar	33892256
1-Hydroxy-3,7-dimethoxyxanthone	COC1=CC2=C(OC3=CC(OC)=CC(O)=C3C2=O)C=C1	2634.2	Standard non polar	33892256
1-Hydroxy-3,7-dimethoxyxanthone	COC1=CC2=C(OC3=CC(OC)=CC(O)=C3C2=O)C=C1	2577.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Hydroxy-3,7-dimethoxyxanthone,1TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C2C(=O)C3=CC(OC)=CC=C3OC2=C1	2795.7	Semi standard non polar	33892256
1-Hydroxy-3,7-dimethoxyxanthone,1TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=CC(OC)=CC=C3OC2=C1	3003.3	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 - 1-Hydroxy-3,7-dimethoxyxanthone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0kml-0790000000-b00a1a24fd3603fdc380	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-3,7-dimethoxyxanthone GC-MS (1 TMS) - 70eV, Positive	splash10-00fr-4779000000-a0d96c4dc6b1b0d2c840	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-3,7-dimethoxyxanthone 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 - 1-Hydroxy-3,7-dimethoxyxanthone 10V, Positive-QTOF	splash10-00di-0090000000-50794b70098b6584ff07	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,7-dimethoxyxanthone 20V, Positive-QTOF	splash10-00di-0090000000-00853e3f7e3f7958651c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,7-dimethoxyxanthone 40V, Positive-QTOF	splash10-0006-0190000000-a0739de21ee615216e9c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,7-dimethoxyxanthone 10V, Negative-QTOF	splash10-00di-0090000000-166992c8ee75c3885daa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,7-dimethoxyxanthone 20V, Negative-QTOF	splash10-00di-0090000000-1aa849c9312d9303ec8b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,7-dimethoxyxanthone 40V, Negative-QTOF	splash10-00kg-1290000000-dcc70bda1de453875637	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,7-dimethoxyxanthone 10V, Negative-QTOF	splash10-00di-0090000000-d6b6f6391b4e9f4522f4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,7-dimethoxyxanthone 20V, Negative-QTOF	splash10-00di-0090000000-b6e84c4ebc92d8adee50	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,7-dimethoxyxanthone 40V, Negative-QTOF	splash10-00kr-0960000000-d9a6ff22e4b959483301	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,7-dimethoxyxanthone 10V, Positive-QTOF	splash10-00di-0090000000-031a5312b116bdf1aa4a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,7-dimethoxyxanthone 20V, Positive-QTOF	splash10-00di-0090000000-031a5312b116bdf1aa4a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-3,7-dimethoxyxanthone 40V, Positive-QTOF	splash10-054o-0490000000-ecc3fa770e3fa3d45ee5	2021-09-23	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

FDB002834

KNApSAcK ID

Not Available

Chemspider ID

4589997

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5488808

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 1-Hydroxy-3,7-dimethoxyxanthone (HMDB0030873)

MOL for HMDB0030873 (1-Hydroxy-3,7-dimethoxyxanthone)

3D MOL for HMDB0030873 (1-Hydroxy-3,7-dimethoxyxanthone)

3D SDF for HMDB0030873 (1-Hydroxy-3,7-dimethoxyxanthone)

3D-SDF for HMDB0030873 (1-Hydroxy-3,7-dimethoxyxanthone)

PDB for HMDB0030873 (1-Hydroxy-3,7-dimethoxyxanthone)

3D PDB for HMDB0030873 (1-Hydroxy-3,7-dimethoxyxanthone)

SMILES for HMDB0030873 (1-Hydroxy-3,7-dimethoxyxanthone)

INCHI for HMDB0030873 (1-Hydroxy-3,7-dimethoxyxanthone)

Structure for HMDB0030873 (1-Hydroxy-3,7-dimethoxyxanthone)

3D Structure for HMDB0030873 (1-Hydroxy-3,7-dimethoxyxanthone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra