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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:03:06 UTC

Update Date

2022-03-07 02:55:53 UTC

HMDB ID

HMDB0038715

Secondary Accession Numbers

HMDB38715

Metabolite Identification

Common Name

Alloathyriol

Description

Alloathyriol 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. Alloathyriol has been detected, but not quantified in, fruits. This could make alloathyriol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Alloathyriol.

Structure

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

HMDB0038715
     RDKit          3D
Alloathyriol
 30 32  0  0  0  0  0  0  0  0999 V2000
   -4.6308   -1.2436   -0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2937    0.0256   -0.0476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9784    0.3715    0.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9476   -0.4984   -0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6379   -0.1119   -0.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3993   -0.9870   -0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0527   -2.0886   -0.8273 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6898   -0.5720   -0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7275   -1.4080   -0.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5848   -2.6680   -1.0218 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0611   -0.9626   -0.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2865    0.2891    0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6165    0.7205    0.3710 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2234    1.0956    0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8956    0.6984    0.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247    1.5199    0.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3392    1.1311    0.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3725    1.9719    0.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6822    1.6256    0.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7395    2.4844    0.9394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7104   -1.2947   -0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4281   -1.9900    0.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0358   -1.4575   -1.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1800   -1.4970   -0.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7941   -3.1577   -1.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8791   -1.6184   -0.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0327    1.1983   -0.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4270    2.0751    0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1324    2.9553    1.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4862    3.3931    1.3049 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
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  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
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19  3  1  0
 17  5  2  0
 15  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
 10 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 18 29  1  0
 20 30  1  0
M  END


  Mrv0541 05061310362D          

 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    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
    4.2868    0.8250    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
    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
    5.0013    2.0625    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
    5.0013    1.2375    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
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   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
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  2  2  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  1  0  0  0  0
  9  2  1  0  0  0  0
 10  5  2  0  0  0  0
 10  7  1  0  0  0  0
 11  4  1  0  0  0  0
 11  8  2  0  0  0  0
 12  3  2  0  0  0  0
 13  9  2  0  0  0  0
 13 12  1  0  0  0  0
 14  7  1  0  0  0  0
 14 13  1  0  0  0  0
 15  6  1  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 18 14  2  0  0  0  0
 19  1  1  0  0  0  0
 19 11  1  0  0  0  0
 20 10  1  0  0  0  0
 20 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038715

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C2OC3=CC(O)=CC(O)=C3C(=O)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H10O6/c1-19-11-4-7-10(5-8(11)16)20-12-3-6(15)2-9(17)13(12)14(7)18/h2-5,15-17H,1H3

> <INCHI_KEY>
CLZONBOPXUGYNY-UHFFFAOYSA-N

> <FORMULA>
C14H10O6

> <MOLECULAR_WEIGHT>
274.2256

> <EXACT_MASS>
274.047738052

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
26.331052180190216

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3,6-trihydroxy-7-methoxy-9H-xanthen-9-one

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
2.5412729896666666

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.083855061476585

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.430618703811984

> <JCHEM_PKA_STRONGEST_BASIC>
-4.179343323833341

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
69.22220000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.41e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3,6-trihydroxy-7-methoxyxanthen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038715
     RDKit          3D
Alloathyriol
 30 32  0  0  0  0  0  0  0  0999 V2000
   -4.6308   -1.2436   -0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2937    0.0256   -0.0476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9784    0.3715    0.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9476   -0.4984   -0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6379   -0.1119   -0.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3993   -0.9870   -0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0527   -2.0886   -0.8273 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6898   -0.5720   -0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7275   -1.4080   -0.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5848   -2.6680   -1.0218 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0611   -0.9626   -0.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2865    0.2891    0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6165    0.7205    0.3710 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2234    1.0956    0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8956    0.6984    0.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247    1.5199    0.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3392    1.1311    0.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3725    1.9719    0.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6822    1.6256    0.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7395    2.4844    0.9394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7104   -1.2947   -0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4281   -1.9900    0.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0358   -1.4575   -1.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1800   -1.4970   -0.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7941   -3.1577   -1.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8791   -1.6184   -0.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0327    1.1983   -0.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4270    2.0751    0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1324    2.9553    1.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4862    3.3931    1.3049 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
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  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
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19  3  1  0
 17  5  2  0
 15  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
 10 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 18 29  1  0
 20 30  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   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      10.669   4.620   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      10.669   1.540   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   19                                                            
CONECT    2    6    9                                                       
CONECT    3    6   12                                                       
CONECT    4    7   11                                                       
CONECT    5    8   10                                                       
CONECT    6    2    3   15                                                  
CONECT    7    4   10   14                                                  
CONECT    8    5   11   16                                                  
CONECT    9    2   13   17                                                  
CONECT   10    5    7   20                                                  
CONECT   11    4    8   19                                                  
CONECT   12    3   13   20                                                  
CONECT   13    9   12   14                                                  
CONECT   14    7   13   18                                                  
CONECT   15    6                                                            
CONECT   16    8                                                            
CONECT   17    9                                                            
CONECT   18   14                                                            
CONECT   19    1   11                                                       
CONECT   20   10   12                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0038715
HETATM    1  C1  UNL     1      -4.631  -1.244  -0.558  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.294   0.026  -0.048  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.978   0.371   0.109  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.948  -0.498  -0.223  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.638  -0.112  -0.050  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.399  -0.987  -0.384  1.00  0.00           C  
HETATM    7  O2  UNL     1       0.053  -2.089  -0.827  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.690  -0.572  -0.200  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.727  -1.408  -0.518  1.00  0.00           C  
HETATM   10  O3  UNL     1       2.585  -2.668  -1.022  1.00  0.00           O  
HETATM   11  C8  UNL     1       4.061  -0.963  -0.322  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.287   0.289   0.180  1.00  0.00           C  
HETATM   13  O4  UNL     1       5.616   0.720   0.371  1.00  0.00           O  
HETATM   14  C10 UNL     1       3.223   1.096   0.486  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.896   0.698   0.309  1.00  0.00           C  
HETATM   16  O5  UNL     1       0.925   1.520   0.622  1.00  0.00           O  
HETATM   17  C12 UNL     1      -0.339   1.131   0.449  1.00  0.00           C  
HETATM   18  C13 UNL     1      -1.373   1.972   0.769  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.682   1.626   0.613  1.00  0.00           C  
HETATM   20  O6  UNL     1      -3.739   2.484   0.939  1.00  0.00           O  
HETATM   21  H1  UNL     1      -5.710  -1.295  -0.856  1.00  0.00           H  
HETATM   22  H2  UNL     1      -4.428  -1.990   0.258  1.00  0.00           H  
HETATM   23  H3  UNL     1      -4.036  -1.458  -1.470  1.00  0.00           H  
HETATM   24  H4  UNL     1      -2.180  -1.497  -0.624  1.00  0.00           H  
HETATM   25  H5  UNL     1       1.794  -3.158  -1.228  1.00  0.00           H  
HETATM   26  H6  UNL     1       4.879  -1.618  -0.571  1.00  0.00           H  
HETATM   27  H7  UNL     1       6.033   1.198  -0.442  1.00  0.00           H  
HETATM   28  H8  UNL     1       3.427   2.075   0.879  1.00  0.00           H  
HETATM   29  H9  UNL     1      -1.132   2.955   1.164  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.486   3.393   1.305  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5   24
CONECT    5    6   17   17
CONECT    6    7    7    8
CONECT    8    9    9   15
CONECT    9   10   11
CONECT   10   25
CONECT   11   12   12   26
CONECT   12   13   14
CONECT   13   27
CONECT   14   15   15   28
CONECT   15   16
CONECT   16   17
CONECT   17   18
CONECT   18   19   19   29
CONECT   19   20
CONECT   20   30
END

HMDB0038715
     RDKit          3D
Alloathyriol
 30 32  0  0  0  0  0  0  0  0999 V2000
   -4.6308   -1.2436   -0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2937    0.0256   -0.0476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9784    0.3715    0.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9476   -0.4984   -0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6379   -0.1119   -0.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3993   -0.9870   -0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0527   -2.0886   -0.8273 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6898   -0.5720   -0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7275   -1.4080   -0.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5848   -2.6680   -1.0218 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0611   -0.9626   -0.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2865    0.2891    0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6165    0.7205    0.3710 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2234    1.0956    0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8956    0.6984    0.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247    1.5199    0.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3392    1.1311    0.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3725    1.9719    0.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6822    1.6256    0.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7395    2.4844    0.9394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7104   -1.2947   -0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4281   -1.9900    0.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0358   -1.4575   -1.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1800   -1.4970   -0.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7941   -3.1577   -1.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8791   -1.6184   -0.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0327    1.1983   -0.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4270    2.0751    0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1324    2.9553    1.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4862    3.3931    1.3049 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
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  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
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19  3  1  0
 17  5  2  0
 15  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
 10 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 18 29  1  0
 20 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,3,6-Trihydroxy-7-methoxyxanthone	HMDB

Chemical Formula

C₁₄H₁₀O₆

Average Molecular Weight

274.2256

Monoisotopic Molecular Weight

274.047738052

IUPAC Name

1,3,6-trihydroxy-7-methoxy-9H-xanthen-9-one

Traditional Name

1,3,6-trihydroxy-7-methoxyxanthen-9-one

CAS Registry Number

67370-97-2

SMILES

COC1=C(O)C=C2OC3=CC(O)=CC(O)=C3C(=O)C2=C1

InChI Identifier

InChI=1S/C14H10O6/c1-19-11-4-7-10(5-8(11)16)20-12-3-6(15)2-9(17)13(12)14(7)18/h2-5,15-17H,1H3

InChI Key

CLZONBOPXUGYNY-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
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Polyol
Ether
Oxacycle
Organic oxygen compound
Organooxygen 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: HMDB0038715)

Cellular substructure

Membrane (HMDB: HMDB0038715)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038715)

Source

Exogenous

Food

Food (HMDB: HMDB0038715)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0038715)

Not Available

Nutrient (HMDB: HMDB0038715)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	304 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	13.87 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.34 g/L	ALOGPS
logP	2.52	ALOGPS
logP	2.54	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	7.43	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	1	ChemAxon
Refractivity	69.22 m³·mol⁻¹	ChemAxon
Polarizability	26.33 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]+	162.773	31661259
DarkChem	[M-H]-	161.427	31661259
DeepCCS	[M+H]+	167.575	30932474
DeepCCS	[M-H]-	165.217	30932474
DeepCCS	[M-2H]-	198.103	30932474
DeepCCS	[M+Na]+	173.668	30932474
AllCCS	[M+H]+	160.2	32859911
AllCCS	[M+H-H2O]+	156.3	32859911
AllCCS	[M+NH4]+	163.7	32859911
AllCCS	[M+Na]+	164.7	32859911
AllCCS	[M-H]-	161.0	32859911
AllCCS	[M+Na-2H]-	160.3	32859911
AllCCS	[M+HCOO]-	159.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Alloathyriol	COC1=C(O)C=C2OC3=CC(O)=CC(O)=C3C(=O)C2=C1	4576.1	Standard polar	33892256
Alloathyriol	COC1=C(O)C=C2OC3=CC(O)=CC(O)=C3C(=O)C2=C1	2791.7	Standard non polar	33892256
Alloathyriol	COC1=C(O)C=C2OC3=CC(O)=CC(O)=C3C(=O)C2=C1	2935.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Alloathyriol,1TMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C)OC1=CC(O)=CC(O)=C1C2=O	2937.5	Semi standard non polar	33892256
Alloathyriol,1TMS,isomer #2	COC1=CC2=C(C=C1O)OC1=CC(O[Si](C)(C)C)=CC(O)=C1C2=O	2950.8	Semi standard non polar	33892256
Alloathyriol,1TMS,isomer #3	COC1=CC2=C(C=C1O)OC1=CC(O)=CC(O[Si](C)(C)C)=C1C2=O	2939.7	Semi standard non polar	33892256
Alloathyriol,2TMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C)OC1=CC(O)=CC(O[Si](C)(C)C)=C1C2=O	2849.0	Semi standard non polar	33892256
Alloathyriol,2TMS,isomer #2	COC1=CC2=C(C=C1O[Si](C)(C)C)OC1=CC(O[Si](C)(C)C)=CC(O)=C1C2=O	2899.9	Semi standard non polar	33892256
Alloathyriol,2TMS,isomer #3	COC1=CC2=C(C=C1O)OC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1C2=O	2979.1	Semi standard non polar	33892256
Alloathyriol,3TMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C)OC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1C2=O	2900.3	Semi standard non polar	33892256
Alloathyriol,1TBDMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)OC1=CC(O)=CC(O)=C1C2=O	3196.0	Semi standard non polar	33892256
Alloathyriol,1TBDMS,isomer #2	COC1=CC2=C(C=C1O)OC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C1C2=O	3195.4	Semi standard non polar	33892256
Alloathyriol,1TBDMS,isomer #3	COC1=CC2=C(C=C1O)OC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C2=O	3179.7	Semi standard non polar	33892256
Alloathyriol,2TBDMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)OC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C2=O	3327.6	Semi standard non polar	33892256
Alloathyriol,2TBDMS,isomer #2	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)OC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C1C2=O	3387.4	Semi standard non polar	33892256
Alloathyriol,2TBDMS,isomer #3	COC1=CC2=C(C=C1O)OC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1C2=O	3439.4	Semi standard non polar	33892256
Alloathyriol,3TBDMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)OC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1C2=O	3597.4	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 - Alloathyriol GC-MS (Non-derivatized) - 70eV, Positive	splash10-059t-0490000000-2812631d69ffd268b9e7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alloathyriol GC-MS (3 TMS) - 70eV, Positive	splash10-016r-1231900000-b77989b30a37df4a7383	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alloathyriol 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 - Alloathyriol 10V, Positive-QTOF	splash10-004i-0090000000-c4d9dbee7f1d9f62929d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alloathyriol 20V, Positive-QTOF	splash10-004i-0090000000-2bcee5a791f98b9ef014	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alloathyriol 40V, Positive-QTOF	splash10-0a4i-0090000000-3f92a587a9adff8ea895	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alloathyriol 10V, Negative-QTOF	splash10-00di-0090000000-85e218a6532941447326	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alloathyriol 20V, Negative-QTOF	splash10-00di-0090000000-dfda76788101c7d4b41d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alloathyriol 40V, Negative-QTOF	splash10-0a4r-0190000000-101be68738852b97506c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alloathyriol 10V, Negative-QTOF	splash10-00di-0090000000-52b97824b3baf812bc0a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alloathyriol 20V, Negative-QTOF	splash10-00di-0090000000-cd7fe185c8ee9f33ab1b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alloathyriol 40V, Negative-QTOF	splash10-004i-0390000000-9397ed0c3c65bc95d719	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alloathyriol 10V, Positive-QTOF	splash10-004i-0090000000-889d6786b5fde891f4cd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alloathyriol 20V, Positive-QTOF	splash10-004i-0090000000-889d6786b5fde891f4cd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alloathyriol 40V, Positive-QTOF	splash10-0zgi-0390000000-4e16133f72b32111e859	2021-09-24	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

FDB018123

KNApSAcK ID

C00042217

Chemspider ID

24700219

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44575387

PDB ID

Not Available

ChEBI ID

174595

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1870741

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 Alloathyriol (HMDB0038715)

MOL for HMDB0038715 (Alloathyriol)

3D MOL for HMDB0038715 (Alloathyriol)

3D SDF for HMDB0038715 (Alloathyriol)

3D-SDF for HMDB0038715 (Alloathyriol)

PDB for HMDB0038715 (Alloathyriol)

3D PDB for HMDB0038715 (Alloathyriol)

SMILES for HMDB0038715 (Alloathyriol)

INCHI for HMDB0038715 (Alloathyriol)

Structure for HMDB0038715 (Alloathyriol)

3D Structure for HMDB0038715 (Alloathyriol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra