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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:04:36 UTC

Update Date

2022-03-07 02:57:00 UTC

HMDB ID

HMDB0041395

Secondary Accession Numbers

HMDB41395

Metabolite Identification

Common Name

2,3-Di-O-methylellagic acid

Description

2,3-Di-O-methylellagic acid belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. 2,3-Di-O-methylellagic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 2,3-di-O-methylellagic acid has been detected, but not quantified in, fats and oils. This could make 2,3-di-O-methylellagic acid a potential biomarker for the consumption of these foods.

Structure

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

HMDB0041395
     RDKit          3D
2,3-Di-O-methylellagic acid
 34 37  0  0  0  0  0  0  0  0999 V2000
   -4.2995    2.1910    1.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7406    0.9386    0.7279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3923    0.6972    0.5444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4259    1.6619    0.6220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0851    1.3738    0.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9037    2.3042    0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5584    3.5032    0.7556 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1712    2.0154    0.3158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5695    0.8003    0.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8957    0.4669   -0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8785    1.4581   -0.0660 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2368   -0.8409   -0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5746   -1.1936   -0.6251 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2645   -1.8166   -0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9375   -1.5007   -0.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9286   -2.4387   -0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3238   -3.6247   -0.6333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3407   -2.1762   -0.1954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6915   -0.9471    0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0350   -0.6053    0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9621   -1.6203    0.1773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6086   -1.9872   -1.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2531    0.0660    0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6108   -0.1988   -0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3594    2.1677    0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7251    3.0376    0.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3929    2.2610    2.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7115    2.6804    0.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6222    2.4018    0.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8606   -2.1294   -0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5044   -2.8409   -0.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9714   -2.6085   -1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7752   -1.0221   -1.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5773   -2.4738   -0.8494 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  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 19 23  1  0
 23 24  1  0
 20  3  1  0
 23  5  2  0
 24  9  2  0
 24 15  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 22 32  1  0
 22 33  1  0
 22 34  1  0
M  END


  Mrv0541 05061312382D          

 24 27  0  0  0  0            999 V2000
   -2.0625   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11  7  2  0  0  0  0
 12  8  2  0  0  0  0
 13  9  2  0  0  0  0
 13 11  1  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 15  5  1  0  0  0  0
 16  6  1  0  0  0  0
 17  7  1  0  0  0  0
 18 11  1  0  0  0  0
 19 15  2  0  0  0  0
 20 16  2  0  0  0  0
 21  1  1  0  0  0  0
 21  8  1  0  0  0  0
 22  2  1  0  0  0  0
 22 12  1  0  0  0  0
 23 13  1  0  0  0  0
 23 16  1  0  0  0  0
 24 14  1  0  0  0  0
 24 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041395

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C2=C3C(=C1)C(=O)OC1=C3C(=CC(O)=C1O)C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C16H10O8/c1-21-8-4-6-10-9-5(15(19)24-14(10)12(8)22-2)3-7(17)11(18)13(9)23-16(6)20/h3-4,17-18H,1-2H3

> <INCHI_KEY>
DMPZOHHHRRENRS-UHFFFAOYSA-N

> <FORMULA>
C16H10O8

> <MOLECULAR_WEIGHT>
330.2458

> <EXACT_MASS>
330.037567296

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
30.45428575225792

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,7-dihydroxy-13,14-dimethoxy-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione

> <ALOGPS_LOGP>
2.58

> <JCHEM_LOGP>
1.95771053

> <ALOGPS_LOGS>
-3.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.038084934715815

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.836339291099104

> <JCHEM_PKA_STRONGEST_BASIC>
-4.650478465555881

> <JCHEM_POLAR_SURFACE_AREA>
111.52000000000001

> <JCHEM_REFRACTIVITY>
79.57220000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.99e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,7-dihydroxy-13,14-dimethoxy-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041395
     RDKit          3D
2,3-Di-O-methylellagic acid
 34 37  0  0  0  0  0  0  0  0999 V2000
   -4.2995    2.1910    1.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7406    0.9386    0.7279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3923    0.6972    0.5444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4259    1.6619    0.6220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0851    1.3738    0.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9037    2.3042    0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5584    3.5032    0.7556 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1712    2.0154    0.3158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5695    0.8003    0.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8957    0.4669   -0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8785    1.4581   -0.0660 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2368   -0.8409   -0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5746   -1.1936   -0.6251 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2645   -1.8166   -0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9375   -1.5007   -0.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9286   -2.4387   -0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3238   -3.6247   -0.6333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3407   -2.1762   -0.1954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6915   -0.9471    0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0350   -0.6053    0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9621   -1.6203    0.1773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6086   -1.9872   -1.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2531    0.0660    0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6108   -0.1988   -0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3594    2.1677    0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7251    3.0376    0.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3929    2.2610    2.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7115    2.6804    0.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6222    2.4018    0.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8606   -2.1294   -0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5044   -2.8409   -0.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9714   -2.6085   -1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7752   -1.0221   -1.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5773   -2.4738   -0.8494 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  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 19 23  1  0
 23 24  1  0
 20  3  1  0
 23  5  2  0
 24  9  2  0
 24 15  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 22 32  1  0
 22 33  1  0
 22 34  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      -3.850  -2.874   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.770  -5.541   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.390  -2.874   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770  -0.206   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.850  -2.874   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.770  -0.206   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.160  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.540  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.080  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.540  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.390  -0.206   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.770  -2.874   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.850  -0.206   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.770  -2.874   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.080  -4.207   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.540   1.127   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       7.700  -1.540   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.160   1.127   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.850  -5.541   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.770   2.461   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -3.080  -1.540   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.540  -4.207   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.080   1.127   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.540  -4.207   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3    5    7                                                       
CONECT    4    6    8                                                       
CONECT    5    3    9   15                                                  
CONECT    6    4   10   16                                                  
CONECT    7    3   11   17                                                  
CONECT    8    4   12   21                                                  
CONECT    9    5   10   13                                                  
CONECT   10    6    9   14                                                  
CONECT   11    7   13   18                                                  
CONECT   12    8   14   22                                                  
CONECT   13    9   11   23                                                  
CONECT   14   10   12   24                                                  
CONECT   15    5   19   24                                                  
CONECT   16    6   20   23                                                  
CONECT   17    7                                                            
CONECT   18   11                                                            
CONECT   19   15                                                            
CONECT   20   16                                                            
CONECT   21    1    8                                                       
CONECT   22    2   12                                                       
CONECT   23   13   16                                                       
CONECT   24   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0041395
HETATM    1  C1  UNL     1      -4.299   2.191   1.016  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.741   0.939   0.728  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.392   0.697   0.544  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.426   1.662   0.622  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.085   1.374   0.431  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.904   2.304   0.500  1.00  0.00           C  
HETATM    7  O2  UNL     1       0.558   3.503   0.756  1.00  0.00           O  
HETATM    8  O3  UNL     1       2.171   2.015   0.316  1.00  0.00           O  
HETATM    9  C6  UNL     1       2.570   0.800   0.051  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.896   0.467  -0.147  1.00  0.00           C  
HETATM   11  O4  UNL     1       4.879   1.458  -0.066  1.00  0.00           O  
HETATM   12  C8  UNL     1       4.237  -0.841  -0.422  1.00  0.00           C  
HETATM   13  O5  UNL     1       5.575  -1.194  -0.625  1.00  0.00           O  
HETATM   14  C9  UNL     1       3.264  -1.817  -0.501  1.00  0.00           C  
HETATM   15  C10 UNL     1       1.938  -1.501  -0.306  1.00  0.00           C  
HETATM   16  C11 UNL     1       0.929  -2.439  -0.375  1.00  0.00           C  
HETATM   17  O6  UNL     1       1.324  -3.625  -0.633  1.00  0.00           O  
HETATM   18  O7  UNL     1      -0.341  -2.176  -0.195  1.00  0.00           O  
HETATM   19  C12 UNL     1      -0.692  -0.947   0.067  1.00  0.00           C  
HETATM   20  C13 UNL     1      -2.035  -0.605   0.268  1.00  0.00           C  
HETATM   21  O8  UNL     1      -2.962  -1.620   0.177  1.00  0.00           O  
HETATM   22  C14 UNL     1      -3.609  -1.987  -1.023  1.00  0.00           C  
HETATM   23  C15 UNL     1       0.253   0.066   0.155  1.00  0.00           C  
HETATM   24  C16 UNL     1       1.611  -0.199  -0.033  1.00  0.00           C  
HETATM   25  H1  UNL     1      -5.359   2.168   0.640  1.00  0.00           H  
HETATM   26  H2  UNL     1      -3.725   3.038   0.615  1.00  0.00           H  
HETATM   27  H3  UNL     1      -4.393   2.261   2.130  1.00  0.00           H  
HETATM   28  H4  UNL     1      -1.711   2.680   0.839  1.00  0.00           H  
HETATM   29  H5  UNL     1       4.622   2.402   0.134  1.00  0.00           H  
HETATM   30  H6  UNL     1       5.861  -2.129  -0.827  1.00  0.00           H  
HETATM   31  H7  UNL     1       3.504  -2.841  -0.714  1.00  0.00           H  
HETATM   32  H8  UNL     1      -2.971  -2.608  -1.686  1.00  0.00           H  
HETATM   33  H9  UNL     1      -3.775  -1.022  -1.585  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.577  -2.474  -0.849  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   28
CONECT    5    6   23   23
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   24   24
CONECT   10   11   12   12
CONECT   11   29
CONECT   12   13   14
CONECT   13   30
CONECT   14   15   15   31
CONECT   15   16   24
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   20   23
CONECT   20   21
CONECT   21   22
CONECT   22   32   33   34
CONECT   23   24
END

HMDB0041395
     RDKit          3D
2,3-Di-O-methylellagic acid
 34 37  0  0  0  0  0  0  0  0999 V2000
   -4.2995    2.1910    1.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7406    0.9386    0.7279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3923    0.6972    0.5444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4259    1.6619    0.6220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0851    1.3738    0.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9037    2.3042    0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5584    3.5032    0.7556 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1712    2.0154    0.3158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5695    0.8003    0.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8957    0.4669   -0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8785    1.4581   -0.0660 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2368   -0.8409   -0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5746   -1.1936   -0.6251 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2645   -1.8166   -0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9375   -1.5007   -0.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9286   -2.4387   -0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3238   -3.6247   -0.6333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3407   -2.1762   -0.1954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6915   -0.9471    0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0350   -0.6053    0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9621   -1.6203    0.1773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6086   -1.9872   -1.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2531    0.0660    0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6108   -0.1988   -0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3594    2.1677    0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7251    3.0376    0.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3929    2.2610    2.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7115    2.6804    0.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6222    2.4018    0.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8606   -2.1294   -0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5044   -2.8409   -0.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9714   -2.6085   -1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7752   -1.0221   -1.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5773   -2.4738   -0.8494 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  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 19 23  1  0
 23 24  1  0
 20  3  1  0
 23  5  2  0
 24  9  2  0
 24 15  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 22 32  1  0
 22 33  1  0
 22 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3-Di-O-methylellagate	Generator

Chemical Formula

C₁₆H₁₀O₈

Average Molecular Weight

330.2458

Monoisotopic Molecular Weight

330.037567296

IUPAC Name

6,7-dihydroxy-13,14-dimethoxy-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione

Traditional Name

6,7-dihydroxy-13,14-dimethoxy-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione

CAS Registry Number

52600-48-3

SMILES

COC1=C(OC)C2=C3C(=C1)C(=O)OC1=C3C(=CC(O)=C1O)C(=O)O2

InChI Identifier

InChI=1S/C16H10O8/c1-21-8-4-6-10-9-5(15(19)24-14(10)12(8)22-2)3-7(17)11(18)13(9)23-16(6)20/h3-4,17-18H,1-2H3

InChI Key

DMPZOHHHRRENRS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041395)

Cellular substructure

Membrane (HMDB: HMDB0041395)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041395)

Source

Exogenous

Food

Food (HMDB: HMDB0041395)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0041395)

Not Available

Nutrient (HMDB: HMDB0041395)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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	0.3 g/L	ALOGPS
logP	2.58	ALOGPS
logP	1.96	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	5.84	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	111.52 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.57 m³·mol⁻¹	ChemAxon
Polarizability	30.45 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]+	173.432	31661259
DarkChem	[M-H]-	174.216	31661259
DeepCCS	[M+H]+	173.779	30932474
DeepCCS	[M-H]-	171.421	30932474
DeepCCS	[M-2H]-	205.583	30932474
DeepCCS	[M+Na]+	181.366	30932474
AllCCS	[M+H]+	171.2	32859911
AllCCS	[M+H-H2O]+	167.8	32859911
AllCCS	[M+NH4]+	174.2	32859911
AllCCS	[M+Na]+	175.1	32859911
AllCCS	[M-H]-	174.4	32859911
AllCCS	[M+Na-2H]-	173.5	32859911
AllCCS	[M+HCOO]-	172.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3-Di-O-methylellagic acid	COC1=C(OC)C2=C3C(=C1)C(=O)OC1=C3C(=CC(O)=C1O)C(=O)O2	4411.7	Standard polar	33892256
2,3-Di-O-methylellagic acid	COC1=C(OC)C2=C3C(=C1)C(=O)OC1=C3C(=CC(O)=C1O)C(=O)O2	3167.9	Standard non polar	33892256
2,3-Di-O-methylellagic acid	COC1=C(OC)C2=C3C(=C1)C(=O)OC1=C3C(=CC(O)=C1O)C(=O)O2	3245.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,3-Di-O-methylellagic acid,1TMS,isomer #1	COC1=CC2=C3C(=C1OC)OC(=O)C1=CC(O[Si](C)(C)C)=C(O)C(=C13)OC2=O	3292.5	Semi standard non polar	33892256
2,3-Di-O-methylellagic acid,1TMS,isomer #2	COC1=CC2=C3C(=C1OC)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(=C13)OC2=O	3251.3	Semi standard non polar	33892256
2,3-Di-O-methylellagic acid,2TMS,isomer #1	COC1=CC2=C3C(=C1OC)OC(=O)C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=C13)OC2=O	3271.5	Semi standard non polar	33892256
2,3-Di-O-methylellagic acid,1TBDMS,isomer #1	COC1=CC2=C3C(=C1OC)OC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(=C13)OC2=O	3504.3	Semi standard non polar	33892256
2,3-Di-O-methylellagic acid,1TBDMS,isomer #2	COC1=CC2=C3C(=C1OC)OC(=O)C1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(=C13)OC2=O	3464.0	Semi standard non polar	33892256
2,3-Di-O-methylellagic acid,2TBDMS,isomer #1	COC1=CC2=C3C(=C1OC)OC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(=C13)OC2=O	3726.9	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 - 2,3-Di-O-methylellagic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-0059000000-c5d4245f995c8c94d515	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Di-O-methylellagic acid GC-MS (2 TMS) - 70eV, Positive	splash10-05ai-1001900000-19c8e7cb1b45549f1e03	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Di-O-methylellagic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Di-O-methylellagic acid 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 - 2,3-Di-O-methylellagic acid 10V, Positive-QTOF	splash10-001i-0009000000-23b362f6c0e96efc3ca7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Di-O-methylellagic acid 20V, Positive-QTOF	splash10-0f89-0029000000-ccd5cba9c988e1f878f4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Di-O-methylellagic acid 40V, Positive-QTOF	splash10-000i-0091000000-361096397340ce5be61e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Di-O-methylellagic acid 10V, Negative-QTOF	splash10-004i-0049000000-6bf428543f52cd899208	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Di-O-methylellagic acid 20V, Negative-QTOF	splash10-004r-0059000000-bb98c36d1ea9894dd30a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Di-O-methylellagic acid 40V, Negative-QTOF	splash10-0pcc-0190000000-74575f136f2ce207345f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Di-O-methylellagic acid 10V, Negative-QTOF	splash10-004i-0009000000-b872c02df162363ed1dd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Di-O-methylellagic acid 20V, Negative-QTOF	splash10-004j-0079000000-a2c2b5d0f0af0a0bf7d5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Di-O-methylellagic acid 40V, Negative-QTOF	splash10-004i-0095000000-5dfea9278cb69452b466	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Di-O-methylellagic acid 10V, Positive-QTOF	splash10-001i-0009000000-d48c5fb4c7e83f1649fb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Di-O-methylellagic acid 20V, Positive-QTOF	splash10-001i-0009000000-d48c5fb4c7e83f1649fb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Di-O-methylellagic acid 40V, Positive-QTOF	splash10-0f79-0093000000-9cd2ecdec153667c791b	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

FDB021334

KNApSAcK ID

Not Available

Chemspider ID

4475829

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5316858

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 2,3-Di-O-methylellagic acid (HMDB0041395)

MOL for HMDB0041395 (2,3-Di-O-methylellagic acid)

3D MOL for HMDB0041395 (2,3-Di-O-methylellagic acid)

3D SDF for HMDB0041395 (2,3-Di-O-methylellagic acid)

3D-SDF for HMDB0041395 (2,3-Di-O-methylellagic acid)

PDB for HMDB0041395 (2,3-Di-O-methylellagic acid)

3D PDB for HMDB0041395 (2,3-Di-O-methylellagic acid)

SMILES for HMDB0041395 (2,3-Di-O-methylellagic acid)

INCHI for HMDB0041395 (2,3-Di-O-methylellagic acid)

Structure for HMDB0041395 (2,3-Di-O-methylellagic acid)

3D Structure for HMDB0041395 (2,3-Di-O-methylellagic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra