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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:41:47 UTC

Update Date

2022-03-07 02:52:53 UTC

HMDB ID

HMDB0031237

Secondary Accession Numbers

HMDB31237

Metabolite Identification

Common Name

threo-Syringoylglycerol

Description

threo-Syringoylglycerol, also known as threo-form, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Based on a literature review very few articles have been published on threo-Syringoylglycerol.

Structure

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

HMDB0031237
     RDKit          3D
threo-Syringoylglycerol
 33 33  0  0  0  0  0  0  0  0999 V2000
    2.9273   -1.9318    1.8970 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1526   -0.8327    1.0671 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1589   -0.1838    0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8311   -0.6062    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1633    0.0307   -0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5914   -0.3776   -0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3791    0.7668   -0.1234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963   -1.2634    0.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5641   -0.5365    2.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3552   -1.6550    0.9344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6137   -2.3697   -0.2234 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2043    1.1061   -1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5056    1.5606   -1.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8585    2.6521   -1.9738 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8062    3.2916   -2.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4728    0.8922   -0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8180    1.3034   -0.4997 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9857   -2.9097    1.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9843   -1.8588    2.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7411   -1.9375    2.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5725   -1.4575    1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8211   -0.8683   -1.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3683    1.0719    0.8129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151   -2.1945    0.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2669   -0.7664    2.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5978   -2.2545    1.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0212   -0.7514    0.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1264   -1.8663   -0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5678    1.6231   -1.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0642    3.6802   -1.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2866    2.5102   -3.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1755    4.0425   -3.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1024    2.0904   -1.0688 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  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
  5 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 16  3  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
 17 33  1  0
M  END


  Mrv0541 05061305492D          

 17 17  0  0  0  0            999 V2000
    2.1434   -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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  3  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  2  0  0  0  0
 10  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12  5  1  0  0  0  0
 13  7  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16  1  1  0  0  0  0
 16  8  1  0  0  0  0
 17  2  1  0  0  0  0
 17  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031237

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(=CC(OC)=C1O)C(O)C(O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C11H16O6/c1-16-8-3-6(10(14)7(13)5-12)4-9(17-2)11(8)15/h3-4,7,10,12-15H,5H2,1-2H3

> <INCHI_KEY>
GIZSHQYTTBQKOQ-UHFFFAOYSA-N

> <FORMULA>
C11H16O6

> <MOLECULAR_WEIGHT>
244.2411

> <EXACT_MASS>
244.094688244

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
24.257727087579788

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(4-hydroxy-3,5-dimethoxyphenyl)propane-1,2,3-triol

> <ALOGPS_LOGP>
-0.76

> <JCHEM_LOGP>
-0.6736816883333331

> <ALOGPS_LOGS>
-1.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.091049264840333

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.300919115423483

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9773032276802063

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
59.70620000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.13e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(4-hydroxy-3,5-dimethoxyphenyl)propane-1,2,3-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031237
     RDKit          3D
threo-Syringoylglycerol
 33 33  0  0  0  0  0  0  0  0999 V2000
    2.9273   -1.9318    1.8970 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1526   -0.8327    1.0671 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1589   -0.1838    0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8311   -0.6062    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1633    0.0307   -0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5914   -0.3776   -0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3791    0.7668   -0.1234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963   -1.2634    0.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5641   -0.5365    2.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3552   -1.6550    0.9344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6137   -2.3697   -0.2234 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2043    1.1061   -1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5056    1.5606   -1.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8585    2.6521   -1.9738 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8062    3.2916   -2.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4728    0.8922   -0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8180    1.3034   -0.4997 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9857   -2.9097    1.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9843   -1.8588    2.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7411   -1.9375    2.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5725   -1.4575    1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8211   -0.8683   -1.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3683    1.0719    0.8129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151   -2.1945    0.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2669   -0.7664    2.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5978   -2.2545    1.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0212   -0.7514    0.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1264   -1.8663   -0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5678    1.6231   -1.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0642    3.6802   -1.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2866    2.5102   -3.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1755    4.0425   -3.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1024    2.0904   -1.0688 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  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
  5 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 16  3  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
 17 33  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       4.001  -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   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   17                                                            
CONECT    3    6    8                                                       
CONECT    4    6    9                                                       
CONECT    5    7   12                                                       
CONECT    6    3    4   10                                                  
CONECT    7    5   10   13                                                  
CONECT    8    3   11   16                                                  
CONECT    9    4   11   17                                                  
CONECT   10    6    7   14                                                  
CONECT   11    8    9   15                                                  
CONECT   12    5                                                            
CONECT   13    7                                                            
CONECT   14   10                                                            
CONECT   15   11                                                            
CONECT   16    1    8                                                       
CONECT   17    2    9                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0031237
HETATM    1  C1  UNL     1       2.927  -1.932   1.897  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.153  -0.833   1.067  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.159  -0.184   0.347  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.831  -0.606   0.413  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.163   0.031  -0.297  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.591  -0.378  -0.262  1.00  0.00           C  
HETATM    7  O2  UNL     1      -2.379   0.767  -0.123  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.896  -1.263   0.923  1.00  0.00           C  
HETATM    9  O3  UNL     1      -1.564  -0.536   2.067  1.00  0.00           O  
HETATM   10  C7  UNL     1      -3.355  -1.655   0.934  1.00  0.00           C  
HETATM   11  O4  UNL     1      -3.614  -2.370  -0.223  1.00  0.00           O  
HETATM   12  C8  UNL     1       0.204   1.106  -1.079  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.506   1.561  -1.176  1.00  0.00           C  
HETATM   14  O5  UNL     1       1.859   2.652  -1.974  1.00  0.00           O  
HETATM   15  C10 UNL     1       0.806   3.292  -2.698  1.00  0.00           C  
HETATM   16  C11 UNL     1       2.473   0.892  -0.446  1.00  0.00           C  
HETATM   17  O6  UNL     1       3.818   1.303  -0.500  1.00  0.00           O  
HETATM   18  H1  UNL     1       2.986  -2.910   1.341  1.00  0.00           H  
HETATM   19  H2  UNL     1       1.984  -1.859   2.456  1.00  0.00           H  
HETATM   20  H3  UNL     1       3.741  -1.937   2.672  1.00  0.00           H  
HETATM   21  H4  UNL     1       0.573  -1.458   1.039  1.00  0.00           H  
HETATM   22  H5  UNL     1      -1.821  -0.868  -1.224  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.368   1.072   0.813  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.315  -2.194   0.817  1.00  0.00           H  
HETATM   25  H8  UNL     1      -2.267  -0.766   2.745  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.598  -2.254   1.809  1.00  0.00           H  
HETATM   27  H10 UNL     1      -4.021  -0.751   0.921  1.00  0.00           H  
HETATM   28  H11 UNL     1      -4.126  -1.866  -0.888  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.568   1.623  -1.648  1.00  0.00           H  
HETATM   30  H13 UNL     1       0.064   3.680  -1.973  1.00  0.00           H  
HETATM   31  H14 UNL     1       0.287   2.510  -3.286  1.00  0.00           H  
HETATM   32  H15 UNL     1       1.176   4.043  -3.395  1.00  0.00           H  
HETATM   33  H16 UNL     1       4.102   2.090  -1.069  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4    4   16
CONECT    4    5   21
CONECT    5    6   12   12
CONECT    6    7    8   22
CONECT    7   23
CONECT    8    9   10   24
CONECT    9   25
CONECT   10   11   26   27
CONECT   11   28
CONECT   12   13   29
CONECT   13   14   16   16
CONECT   14   15
CONECT   15   30   31   32
CONECT   16   17
CONECT   17   33
END

HMDB0031237
     RDKit          3D
threo-Syringoylglycerol
 33 33  0  0  0  0  0  0  0  0999 V2000
    2.9273   -1.9318    1.8970 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1526   -0.8327    1.0671 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1589   -0.1838    0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8311   -0.6062    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1633    0.0307   -0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5914   -0.3776   -0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3791    0.7668   -0.1234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963   -1.2634    0.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5641   -0.5365    2.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3552   -1.6550    0.9344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6137   -2.3697   -0.2234 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2043    1.1061   -1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5056    1.5606   -1.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8585    2.6521   -1.9738 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8062    3.2916   -2.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4728    0.8922   -0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8180    1.3034   -0.4997 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9857   -2.9097    1.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9843   -1.8588    2.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7411   -1.9375    2.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5725   -1.4575    1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8211   -0.8683   -1.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3683    1.0719    0.8129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151   -2.1945    0.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2669   -0.7664    2.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5978   -2.2545    1.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0212   -0.7514    0.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1264   -1.8663   -0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5678    1.6231   -1.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0642    3.6802   -1.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2866    2.5102   -3.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1755    4.0425   -3.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1024    2.0904   -1.0688 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  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
  5 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 16  3  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
 17 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Syringoylglycerol	HMDB
Threo-form	HMDB

Chemical Formula

C₁₁H₁₆O₆

Average Molecular Weight

244.2411

Monoisotopic Molecular Weight

244.094688244

IUPAC Name

1-(4-hydroxy-3,5-dimethoxyphenyl)propane-1,2,3-triol

Traditional Name

1-(4-hydroxy-3,5-dimethoxyphenyl)propane-1,2,3-triol

CAS Registry Number

121748-11-6

SMILES

COC1=CC(=CC(OC)=C1O)C(O)C(O)CO

InChI Identifier

InChI=1S/C11H16O6/c1-16-8-3-6(10(14)7(13)5-12)4-9(17-2)11(8)15/h3-4,7,10,12-15H,5H2,1-2H3

InChI Key

GIZSHQYTTBQKOQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

M-dimethoxybenzene
Dimethoxybenzene
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Sugar alcohol
Secondary alcohol
Ether
Polyol
Primary alcohol
Alcohol
Aromatic alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:86807 )
methoxybenzene (CHEBI:86807 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Extracellular (HMDB: HMDB0031237)

Cellular substructure

Extracellular (HMDB: HMDB0031237)
Cytoplasm (HMDB: HMDB0031237)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031237)

Source

Endogenous

Endogenous (HMDB: HMDB0031237)

Plant

Plant (HMDB: HMDB0031237)
Coffea (HMDB: HMDB0031237)

Exogenous

Food

Food (HMDB: HMDB0031237)

Tea

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Process

Not Available

Role

Not Available

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	9.13 g/L	ALOGPS
logP	-0.76	ALOGPS
logP	-0.67	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	9.3	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	59.71 m³·mol⁻¹	ChemAxon
Polarizability	24.26 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	159.614	31661259
DarkChem	[M-H]-	154.738	31661259
DeepCCS	[M+H]+	152.757	30932474
DeepCCS	[M-H]-	150.399	30932474
DeepCCS	[M-2H]-	183.499	30932474
DeepCCS	[M+Na]+	158.85	30932474
AllCCS	[M+H]+	156.3	32859911
AllCCS	[M+H-H2O]+	152.6	32859911
AllCCS	[M+NH4]+	159.7	32859911
AllCCS	[M+Na]+	160.7	32859911
AllCCS	[M-H]-	154.0	32859911
AllCCS	[M+Na-2H]-	154.5	32859911
AllCCS	[M+HCOO]-	155.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
threo-Syringoylglycerol	COC1=CC(=CC(OC)=C1O)C(O)C(O)CO	3768.7	Standard polar	33892256
threo-Syringoylglycerol	COC1=CC(=CC(OC)=C1O)C(O)C(O)CO	2269.2	Standard non polar	33892256
threo-Syringoylglycerol	COC1=CC(=CC(OC)=C1O)C(O)C(O)CO	2148.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
threo-Syringoylglycerol,1TMS,isomer #1	COC1=CC(C(O)C(O)CO)=CC(OC)=C1O[Si](C)(C)C	2195.9	Semi standard non polar	33892256
threo-Syringoylglycerol,1TMS,isomer #2	COC1=CC(C(O[Si](C)(C)C)C(O)CO)=CC(OC)=C1O	2169.7	Semi standard non polar	33892256
threo-Syringoylglycerol,1TMS,isomer #3	COC1=CC(C(O)C(CO)O[Si](C)(C)C)=CC(OC)=C1O	2187.6	Semi standard non polar	33892256
threo-Syringoylglycerol,1TMS,isomer #4	COC1=CC(C(O)C(O)CO[Si](C)(C)C)=CC(OC)=C1O	2211.2	Semi standard non polar	33892256
threo-Syringoylglycerol,2TMS,isomer #1	COC1=CC(C(O[Si](C)(C)C)C(O)CO)=CC(OC)=C1O[Si](C)(C)C	2135.0	Semi standard non polar	33892256
threo-Syringoylglycerol,2TMS,isomer #2	COC1=CC(C(O)C(CO)O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	2156.1	Semi standard non polar	33892256
threo-Syringoylglycerol,2TMS,isomer #3	COC1=CC(C(O)C(O)CO[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	2163.6	Semi standard non polar	33892256
threo-Syringoylglycerol,2TMS,isomer #4	COC1=CC(C(O[Si](C)(C)C)C(CO)O[Si](C)(C)C)=CC(OC)=C1O	2143.3	Semi standard non polar	33892256
threo-Syringoylglycerol,2TMS,isomer #5	COC1=CC(C(O[Si](C)(C)C)C(O)CO[Si](C)(C)C)=CC(OC)=C1O	2184.6	Semi standard non polar	33892256
threo-Syringoylglycerol,2TMS,isomer #6	COC1=CC(C(O)C(CO[Si](C)(C)C)O[Si](C)(C)C)=CC(OC)=C1O	2156.8	Semi standard non polar	33892256
threo-Syringoylglycerol,3TMS,isomer #1	COC1=CC(C(O[Si](C)(C)C)C(CO)O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	2110.8	Semi standard non polar	33892256
threo-Syringoylglycerol,3TMS,isomer #2	COC1=CC(C(O[Si](C)(C)C)C(O)CO[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	2128.3	Semi standard non polar	33892256
threo-Syringoylglycerol,3TMS,isomer #3	COC1=CC(C(O)C(CO[Si](C)(C)C)O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	2124.6	Semi standard non polar	33892256
threo-Syringoylglycerol,3TMS,isomer #4	COC1=CC(C(O[Si](C)(C)C)C(CO[Si](C)(C)C)O[Si](C)(C)C)=CC(OC)=C1O	2117.1	Semi standard non polar	33892256
threo-Syringoylglycerol,4TMS,isomer #1	COC1=CC(C(O[Si](C)(C)C)C(CO[Si](C)(C)C)O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	2135.9	Semi standard non polar	33892256
threo-Syringoylglycerol,1TBDMS,isomer #1	COC1=CC(C(O)C(O)CO)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	2464.2	Semi standard non polar	33892256
threo-Syringoylglycerol,1TBDMS,isomer #2	COC1=CC(C(O[Si](C)(C)C(C)(C)C)C(O)CO)=CC(OC)=C1O	2447.8	Semi standard non polar	33892256
threo-Syringoylglycerol,1TBDMS,isomer #3	COC1=CC(C(O)C(CO)O[Si](C)(C)C(C)(C)C)=CC(OC)=C1O	2493.9	Semi standard non polar	33892256
threo-Syringoylglycerol,1TBDMS,isomer #4	COC1=CC(C(O)C(O)CO[Si](C)(C)C(C)(C)C)=CC(OC)=C1O	2484.5	Semi standard non polar	33892256
threo-Syringoylglycerol,2TBDMS,isomer #1	COC1=CC(C(O[Si](C)(C)C(C)(C)C)C(O)CO)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	2648.1	Semi standard non polar	33892256
threo-Syringoylglycerol,2TBDMS,isomer #2	COC1=CC(C(O)C(CO)O[Si](C)(C)C(C)(C)C)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	2686.4	Semi standard non polar	33892256
threo-Syringoylglycerol,2TBDMS,isomer #3	COC1=CC(C(O)C(O)CO[Si](C)(C)C(C)(C)C)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	2680.3	Semi standard non polar	33892256
threo-Syringoylglycerol,2TBDMS,isomer #4	COC1=CC(C(O[Si](C)(C)C(C)(C)C)C(CO)O[Si](C)(C)C(C)(C)C)=CC(OC)=C1O	2651.0	Semi standard non polar	33892256
threo-Syringoylglycerol,2TBDMS,isomer #5	COC1=CC(C(O[Si](C)(C)C(C)(C)C)C(O)CO[Si](C)(C)C(C)(C)C)=CC(OC)=C1O	2662.2	Semi standard non polar	33892256
threo-Syringoylglycerol,2TBDMS,isomer #6	COC1=CC(C(O)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC(OC)=C1O	2677.1	Semi standard non polar	33892256
threo-Syringoylglycerol,3TBDMS,isomer #1	COC1=CC(C(O[Si](C)(C)C(C)(C)C)C(CO)O[Si](C)(C)C(C)(C)C)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	2857.5	Semi standard non polar	33892256
threo-Syringoylglycerol,3TBDMS,isomer #2	COC1=CC(C(O[Si](C)(C)C(C)(C)C)C(O)CO[Si](C)(C)C(C)(C)C)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	2872.4	Semi standard non polar	33892256
threo-Syringoylglycerol,3TBDMS,isomer #3	COC1=CC(C(O)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	2871.2	Semi standard non polar	33892256
threo-Syringoylglycerol,3TBDMS,isomer #4	COC1=CC(C(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC(OC)=C1O	2838.4	Semi standard non polar	33892256
threo-Syringoylglycerol,4TBDMS,isomer #1	COC1=CC(C(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	3023.4	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 - threo-Syringoylglycerol GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-5910000000-6dab586c02eb0da7aa0b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - threo-Syringoylglycerol GC-MS (4 TMS) - 70eV, Positive	splash10-05r0-7284970000-254ce06a67f779869c24	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - threo-Syringoylglycerol 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 - threo-Syringoylglycerol 10V, Positive-QTOF	splash10-0002-1190000000-0bda68ba8ca77b34e4fe	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - threo-Syringoylglycerol 20V, Positive-QTOF	splash10-06wa-3790000000-abb184f073888e6fd51d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - threo-Syringoylglycerol 40V, Positive-QTOF	splash10-08gl-8910000000-b06d7fbd7ae967768dfc	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - threo-Syringoylglycerol 10V, Negative-QTOF	splash10-0006-0190000000-a909a7d0dc7e70536df6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - threo-Syringoylglycerol 20V, Negative-QTOF	splash10-0w5l-4950000000-4d61b890e3b2ee6e1984	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - threo-Syringoylglycerol 40V, Negative-QTOF	splash10-0a4l-9500000000-41587c2d3bbb80275807	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - threo-Syringoylglycerol 10V, Positive-QTOF	splash10-004j-0090000000-23ec804d1b263fde0eea	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - threo-Syringoylglycerol 20V, Positive-QTOF	splash10-052b-2590000000-d2bee5a91871e18d7214	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - threo-Syringoylglycerol 40V, Positive-QTOF	splash10-0w5i-7900000000-6de5b5507f328acd5392	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - threo-Syringoylglycerol 10V, Negative-QTOF	splash10-0006-0290000000-577e01a398abb660f0a8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - threo-Syringoylglycerol 20V, Negative-QTOF	splash10-0gx9-1920000000-3fa96cc769c4e28866ac	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - threo-Syringoylglycerol 40V, Negative-QTOF	splash10-052o-8950000000-ab41be403dda7ec06df9	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB003263

KNApSAcK ID

Not Available

Chemspider ID

35013334

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14237629

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 threo-Syringoylglycerol (HMDB0031237)

MOL for HMDB0031237 (threo-Syringoylglycerol)

3D MOL for HMDB0031237 (threo-Syringoylglycerol)

3D SDF for HMDB0031237 (threo-Syringoylglycerol)

3D-SDF for HMDB0031237 (threo-Syringoylglycerol)

PDB for HMDB0031237 (threo-Syringoylglycerol)

3D PDB for HMDB0031237 (threo-Syringoylglycerol)

SMILES for HMDB0031237 (threo-Syringoylglycerol)

INCHI for HMDB0031237 (threo-Syringoylglycerol)

Structure for HMDB0031237 (threo-Syringoylglycerol)

3D Structure for HMDB0031237 (threo-Syringoylglycerol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra