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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:53:14 UTC

Update Date

2022-03-07 02:56:34 UTC

HMDB ID

HMDB0040357

Secondary Accession Numbers

HMDB40357

Metabolite Identification

Common Name

6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one

Description

6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one 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. 6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one has been detected, but not quantified in, fruits. This could make 6,11-dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one.

Structure

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

HMDB0040357
     RDKit          3D
6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one
 37 40  0  0  0  0  0  0  0  0999 V2000
    3.6482    1.4386   -1.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992    0.8465    0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4294    1.7959    1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8224   -0.4300    0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1653   -1.5518    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7179   -1.5916    0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0010   -2.7604    0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3986   -2.8166    0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9722   -4.0379    0.5942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981   -1.6433    0.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4729   -1.6148    0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490   -2.6444    0.3466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1088   -0.4085    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4979   -0.3084   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1239    0.9070   -0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3714    2.0515   -0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9973    1.9276   -0.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2383    3.0801   -0.4028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3563    0.7374   -0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0564    0.6722   -0.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4049   -0.4524    0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9823   -0.4385    0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7089    0.7281    0.0226 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8731    1.9179   -1.8581 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4733    2.1194   -0.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1180    0.6558   -1.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7494    2.6545    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3363    1.2407    2.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4600    2.1773    1.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9284   -0.4142    0.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950   -2.5046    0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792   -3.6799    0.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8800   -4.3884    0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0290   -1.2472    0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1828    0.9694   -0.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8402    3.0225   -0.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6093    3.9904   -0.5360 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
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23  2  1  0
 22  6  1  0
 21 10  1  0
 19 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  7 32  1  0
  9 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 18 37  1  0
M  END


  Mrv0541 05061311472D          

 23 26  0  0  0  0            999 V2000
    1.8799    0.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8821    0.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4486    1.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9086    2.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1786    1.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3178    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477    1.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3980    3.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1279    2.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0984    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3685    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2081    3.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7482    2.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5583    2.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6680    1.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8284    1.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4782    1.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5878    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0984    0.0909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4782    4.1446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8284    3.6768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0182    1.3382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3980    1.0264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  6  2  0  0  0  0
  9  6  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 12  8  1  0  0  0  0
 13 12  2  0  0  0  0
 14 10  1  0  0  0  0
 14 13  1  0  0  0  0
 15  9  1  0  0  0  0
 16 10  2  0  0  0  0
 16 11  1  0  0  0  0
 17 13  1  0  0  0  0
 17 15  2  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 18  7  1  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 14  2  0  0  0  0
 22 16  1  0  0  0  0
 22 17  1  0  0  0  0
 23 15  1  0  0  0  0
 23 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040357

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)OC2=C3OC4=C(C=CC=C4O)C(=O)C3=C(O)C=C2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H14O5/c1-18(2)7-6-9-8-12(20)13-14(21)10-4-3-5-11(19)16(10)22-17(13)15(9)23-18/h3-8,19-20H,1-2H3

> <INCHI_KEY>
FPDAJKRMMGCXCC-UHFFFAOYSA-N

> <FORMULA>
C18H14O5

> <MOLECULAR_WEIGHT>
310.3008

> <EXACT_MASS>
310.084123558

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.720375606710938

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,11-dihydroxy-2,2-dimethyl-2,7-dihydro-1,12-dioxatetraphen-7-one

> <ALOGPS_LOGP>
3.87

> <JCHEM_LOGP>
3.9031329789999987

> <ALOGPS_LOGS>
-3.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.001657220833627

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.854090920436313

> <JCHEM_PKA_STRONGEST_BASIC>
-4.412375358375045

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
85.1715

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.85e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,11-dihydroxy-2,2-dimethyl-1,12-dioxatetraphen-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040357
     RDKit          3D
6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one
 37 40  0  0  0  0  0  0  0  0999 V2000
    3.6482    1.4386   -1.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992    0.8465    0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4294    1.7959    1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8224   -0.4300    0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1653   -1.5518    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7179   -1.5916    0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0010   -2.7604    0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3986   -2.8166    0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9722   -4.0379    0.5942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981   -1.6433    0.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4729   -1.6148    0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490   -2.6444    0.3466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1088   -0.4085    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4979   -0.3084   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1239    0.9070   -0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3714    2.0515   -0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9973    1.9276   -0.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2383    3.0801   -0.4028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3563    0.7374   -0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0564    0.6722   -0.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4049   -0.4524    0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9823   -0.4385    0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7089    0.7281    0.0226 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8731    1.9179   -1.8581 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4733    2.1194   -0.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1180    0.6558   -1.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7494    2.6545    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3363    1.2407    2.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4600    2.1773    1.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9284   -0.4142    0.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950   -2.5046    0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792   -3.6799    0.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8800   -4.3884    0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0290   -1.2472    0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1828    0.9694   -0.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8402    3.0225   -0.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6093    3.9904   -0.5360 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
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23  2  1  0
 22  6  1  0
 21 10  1  0
 19 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  7 32  1  0
  9 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 18 37  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       3.509   0.834   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.380   0.186   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.904   3.371   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.896   4.535   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.400   1.916   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.327   4.244   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.822   2.789   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.343   5.990   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.839   4.535   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.384   4.244   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.888   1.625   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.855   6.281   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.863   5.117   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.375   5.408   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.847   3.371   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.880   2.789   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.359   3.662   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.831   1.625   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      11.384   0.170   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.359   7.737   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      10.880   6.863   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.367   2.498   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.343   1.916   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   18                                                            
CONECT    3    4    5                                                       
CONECT    4    3   10                                                       
CONECT    5    3   11                                                       
CONECT    6    7    9                                                       
CONECT    7    6   18                                                       
CONECT    8    9   12                                                       
CONECT    9    6    8   15                                                  
CONECT   10    4   14   16                                                  
CONECT   11    5   16   19                                                  
CONECT   12    8   13   20                                                  
CONECT   13   12   14   17                                                  
CONECT   14   10   13   21                                                  
CONECT   15    9   17   23                                                  
CONECT   16   10   11   22                                                  
CONECT   17   13   15   22                                                  
CONECT   18    1    2    7   23                                             
CONECT   19   11                                                            
CONECT   20   12                                                            
CONECT   21   14                                                            
CONECT   22   16   17                                                       
CONECT   23   15   18                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0040357
HETATM    1  C1  UNL     1       3.648   1.439  -1.246  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.099   0.847   0.044  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.429   1.796   1.210  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.822  -0.430   0.237  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.165  -1.552   0.370  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.718  -1.592   0.337  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.001  -2.760   0.475  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.399  -2.817   0.445  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.972  -4.038   0.594  1.00  0.00           O  
HETATM   10  C9  UNL     1      -1.098  -1.643   0.267  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.473  -1.615   0.226  1.00  0.00           C  
HETATM   12  O2  UNL     1      -3.149  -2.644   0.347  1.00  0.00           O  
HETATM   13  C11 UNL     1      -3.109  -0.408   0.045  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.498  -0.308  -0.006  1.00  0.00           C  
HETATM   15  C13 UNL     1      -5.124   0.907  -0.187  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.371   2.051  -0.322  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.997   1.928  -0.268  1.00  0.00           C  
HETATM   18  O3  UNL     1      -2.238   3.080  -0.403  1.00  0.00           O  
HETATM   19  C16 UNL     1      -2.356   0.737  -0.089  1.00  0.00           C  
HETATM   20  O4  UNL     1      -1.056   0.672  -0.045  1.00  0.00           O  
HETATM   21  C17 UNL     1      -0.405  -0.452   0.125  1.00  0.00           C  
HETATM   22  C18 UNL     1       0.982  -0.438   0.161  1.00  0.00           C  
HETATM   23  O5  UNL     1       1.709   0.728   0.023  1.00  0.00           O  
HETATM   24  H1  UNL     1       2.873   1.918  -1.858  1.00  0.00           H  
HETATM   25  H2  UNL     1       4.473   2.119  -0.949  1.00  0.00           H  
HETATM   26  H3  UNL     1       4.118   0.656  -1.891  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.749   2.655   1.229  1.00  0.00           H  
HETATM   28  H5  UNL     1       3.336   1.241   2.166  1.00  0.00           H  
HETATM   29  H6  UNL     1       4.460   2.177   1.046  1.00  0.00           H  
HETATM   30  H7  UNL     1       4.928  -0.414   0.265  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.695  -2.505   0.514  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.579  -3.680   0.615  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.880  -4.388   0.617  1.00  0.00           H  
HETATM   34  H11 UNL     1      -5.029  -1.247   0.107  1.00  0.00           H  
HETATM   35  H12 UNL     1      -6.183   0.969  -0.225  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.840   3.022  -0.466  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.609   3.990  -0.536  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4   23
CONECT    3   27   28   29
CONECT    4    5    5   30
CONECT    5    6   31
CONECT    6    7    7   22
CONECT    7    8   32
CONECT    8    9   10   10
CONECT    9   33
CONECT   10   11   21
CONECT   11   12   12   13
CONECT   13   14   14   19
CONECT   14   15   34
CONECT   15   16   16   35
CONECT   16   17   36
CONECT   17   18   19   19
CONECT   18   37
CONECT   19   20
CONECT   20   21
CONECT   21   22   22
CONECT   22   23
END

HMDB0040357
     RDKit          3D
6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one
 37 40  0  0  0  0  0  0  0  0999 V2000
    3.6482    1.4386   -1.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992    0.8465    0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4294    1.7959    1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8224   -0.4300    0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1653   -1.5518    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7179   -1.5916    0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0010   -2.7604    0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3986   -2.8166    0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9722   -4.0379    0.5942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981   -1.6433    0.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4729   -1.6148    0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490   -2.6444    0.3466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1088   -0.4085    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4979   -0.3084   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1239    0.9070   -0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3714    2.0515   -0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9973    1.9276   -0.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2383    3.0801   -0.4028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3563    0.7374   -0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0564    0.6722   -0.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4049   -0.4524    0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9823   -0.4385    0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7089    0.7281    0.0226 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8731    1.9179   -1.8581 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4733    2.1194   -0.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1180    0.6558   -1.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7494    2.6545    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3363    1.2407    2.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4600    2.1773    1.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9284   -0.4142    0.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950   -2.5046    0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792   -3.6799    0.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8800   -4.3884    0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0290   -1.2472    0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1828    0.9694   -0.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8402    3.0225   -0.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6093    3.9904   -0.5360 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
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23  2  1  0
 22  6  1  0
 21 10  1  0
 19 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  7 32  1  0
  9 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 18 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₁₄O₅

Average Molecular Weight

310.3008

Monoisotopic Molecular Weight

310.084123558

IUPAC Name

6,11-dihydroxy-2,2-dimethyl-2,7-dihydro-1,12-dioxatetraphen-7-one

Traditional Name

6,11-dihydroxy-2,2-dimethyl-1,12-dioxatetraphen-7-one

CAS Registry Number

136364-53-9

SMILES

CC1(C)OC2=C3OC4=C(C=CC=C4O)C(=O)C3=C(O)C=C2C=C1

InChI Identifier

InChI=1S/C18H14O5/c1-18(2)7-6-9-8-12(20)13-14(21)10-4-3-5-11(19)16(10)22-17(13)15(9)23-18/h3-8,19-20H,1-2H3

InChI Key

FPDAJKRMMGCXCC-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
2,2-dimethyl-1-benzopyran
Chromone
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
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: HMDB0040357)

Cellular substructure

Membrane (HMDB: HMDB0040357)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040357)

Source

Exogenous

Food

Food (HMDB: HMDB0040357)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0040357)

Not Available

Nutrient (HMDB: HMDB0040357)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	217 - 219 °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	0.048 g/L	ALOGPS
logP	3.87	ALOGPS
logP	3.9	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	7.85	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	85.17 m³·mol⁻¹	ChemAxon
Polarizability	31.72 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]+	170.624	31661259
DarkChem	[M-H]-	169.836	31661259
DeepCCS	[M+H]+	179.004	30932474
DeepCCS	[M-H]-	176.646	30932474
DeepCCS	[M-2H]-	210.81	30932474
DeepCCS	[M+Na]+	186.583	30932474
AllCCS	[M+H]+	171.3	32859911
AllCCS	[M+H-H2O]+	167.6	32859911
AllCCS	[M+NH4]+	174.7	32859911
AllCCS	[M+Na]+	175.7	32859911
AllCCS	[M-H]-	174.7	32859911
AllCCS	[M+Na-2H]-	173.8	32859911
AllCCS	[M+HCOO]-	173.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one	CC1(C)OC2=C3OC4=C(C=CC=C4O)C(=O)C3=C(O)C=C2C=C1	3946.7	Standard polar	33892256
6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one	CC1(C)OC2=C3OC4=C(C=CC=C4O)C(=O)C3=C(O)C=C2C=C1	2829.0	Standard non polar	33892256
6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one	CC1(C)OC2=C3OC4=C(C=CC=C4O)C(=O)C3=C(O)C=C2C=C1	2898.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one,1TMS,isomer #1	CC1(C)C=CC2=CC(O)=C3C(=O)C4=CC=CC(O[Si](C)(C)C)=C4OC3=C2O1	3066.7	Semi standard non polar	33892256
6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one,1TMS,isomer #2	CC1(C)C=CC2=CC(O[Si](C)(C)C)=C3C(=O)C4=CC=CC(O)=C4OC3=C2O1	3073.1	Semi standard non polar	33892256
6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one,2TMS,isomer #1	CC1(C)C=CC2=CC(O[Si](C)(C)C)=C3C(=O)C4=CC=CC(O[Si](C)(C)C)=C4OC3=C2O1	3084.4	Semi standard non polar	33892256
6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one,1TBDMS,isomer #1	CC1(C)C=CC2=CC(O)=C3C(=O)C4=CC=CC(O[Si](C)(C)C(C)(C)C)=C4OC3=C2O1	3285.1	Semi standard non polar	33892256
6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one,1TBDMS,isomer #2	CC1(C)C=CC2=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C4=CC=CC(O)=C4OC3=C2O1	3298.9	Semi standard non polar	33892256
6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one,2TBDMS,isomer #1	CC1(C)C=CC2=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C4=CC=CC(O[Si](C)(C)C(C)(C)C)=C4OC3=C2O1	3555.0	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 - 6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-02am-0391000000-e92faacaaeb45d091586	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one GC-MS (2 TMS) - 70eV, Positive	splash10-008i-6569800000-c0184942b9b3947f429d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one 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 - 6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one 10V, Positive-QTOF	splash10-03di-0039000000-1334d14cdc219908ff54	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one 20V, Positive-QTOF	splash10-03xu-1095000000-1b8881a181e0fca1caa9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one 40V, Positive-QTOF	splash10-05p9-9350000000-dea159dbdf87a9ac7f48	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one 10V, Negative-QTOF	splash10-0a4i-0009000000-bdcf14c2e141b0db8f9b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one 20V, Negative-QTOF	splash10-0a4i-0019000000-4b7801504e35cb6ca2f5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one 40V, Negative-QTOF	splash10-0f6x-1390000000-97bc63e3fca651ab96da	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one 10V, Negative-QTOF	splash10-0a4i-0009000000-308d02e656e6210b4466	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one 20V, Negative-QTOF	splash10-014i-0093000000-cf0029710a7c2883af19	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one 40V, Negative-QTOF	splash10-014i-0091000000-50ff2bd1d199acceed33	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one 10V, Positive-QTOF	splash10-03di-0009000000-c9851a1d07d65bbf09b5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one 20V, Positive-QTOF	splash10-03di-0039000000-8dae54ba7bf042775c74	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one 40V, Positive-QTOF	splash10-1003-0390000000-f0386a96d8f82c5a9f3b	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

FDB020085

KNApSAcK ID

Not Available

Chemspider ID

28682118

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15127378

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 6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one (HMDB0040357)

MOL for HMDB0040357 (6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one)

3D MOL for HMDB0040357 (6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one)

3D SDF for HMDB0040357 (6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one)

3D-SDF for HMDB0040357 (6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one)

PDB for HMDB0040357 (6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one)

3D PDB for HMDB0040357 (6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one)

SMILES for HMDB0040357 (6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one)

INCHI for HMDB0040357 (6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one)

Structure for HMDB0040357 (6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one)

3D Structure for HMDB0040357 (6,11-Dihydroxy-2,2-dimethylpyrano[3,2-c]xanthen-7(2H)-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra