Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 10:53:23 UTC

Update Date

2021-09-24 10:53:23 UTC

HMDB ID

HMDB0304582

Secondary Accession Numbers

None

Metabolite Identification

Common Name

hydroxysyringaresinol

Description

hydroxysyringaresinol belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated. hydroxysyringaresinol has been detected, but not quantified in, several different foods, such as sorghums (Sorghum bicolor), wild rice (Zizania), corns (Zea mays), spelts (Triticum spelta), and common wheats (Triticum aestivum). This could make hydroxysyringaresinol a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on hydroxysyringaresinol.

Structure

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

HMDB0304582
     RDKit          3D
hydroxysyringaresinol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -0.4902   -0.2270   -3.1612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2744   -0.1960   -1.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1090   -0.0517   -1.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6278    0.0043   -0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0622    0.1542   -0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0345    0.2541   -0.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3847    0.3953   -0.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7917    0.4397    0.6619 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1355    0.5803    1.0022 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8226    0.3402    1.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1851    0.3801    2.9832 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4939    0.2012    1.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4738   -0.3136   -1.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1957   -0.2099    0.2693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4301    0.6003   -1.4954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6825    0.4610   -0.9925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1736    1.8385   -0.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3954    2.4531    0.3630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9310   -0.5725    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7823   -0.0368    1.3153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0772   -1.7971   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2346   -1.9584    1.0389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1360   -1.6997   -1.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1745   -2.6766   -1.2087 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8724    0.0263   -2.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9708   -0.0663    0.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8104    0.2291   -2.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1474    0.4736   -1.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8653    0.6553    0.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1418    0.4802    3.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481    0.1247    2.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2622    0.7434    0.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3358    0.1829   -1.8798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2512    2.5149   -1.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2207    1.7771   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9322    3.0969    0.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0090   -0.9176   -0.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5981    0.4369    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6827   -2.6981   -0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5092   -1.4232    1.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7039   -1.6845   -2.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2469   -2.3147   -1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 12  5  1  0
 23 13  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
 24 42  1  0
M  END

  Mrv1652308141918272D          

 24 25  0  0  1  0            999 V2000
   -2.0691    1.6592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7835    0.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0691    2.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4980    0.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4980    1.6592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5893    0.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7835    1.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7835    2.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4980    2.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3071   -0.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4980   -0.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8374   -0.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5552   -1.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7428   -1.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2125   -1.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4017    0.6087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7835    3.7217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2125    2.8967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7835   -1.2283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6499   -0.7985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0855   -2.3490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4606   -2.6355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6822   -1.8603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4946   -0.4531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  7  1  1  0  0  0  0
  7  2  1  0  0  0  0
  7  5  2  0  0  0  0
  8  3  1  0  0  0  0
  9  5  1  0  0  0  0
  9  8  2  0  0  0  0
 10  6  1  0  0  0  0
 11  4  1  0  0  0  0
 12 10  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 11  1  0  0  0  0
 14 15  1  0  0  0  0
 16  6  1  0  0  0  0
 17  8  1  0  0  0  0
 18  9  1  0  0  0  0
 19 11  2  0  0  0  0
 12 20  1  0  0  0  0
 13 21  1  0  0  0  0
 14 22  1  0  0  0  0
 15 23  1  0  0  0  0
 10 24  1  0  0  0  0
 15 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304582

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(O)(C(O)C(O)C1O)C(=O)\C=C\C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O9/c16-6-10-12(20)13(21)14(22)15(23,24-10)11(19)4-2-7-1-3-8(17)9(18)5-7/h1-5,10,12-14,16-18,20-23H,6H2/b4-2+

> <INCHI_KEY>
VCUGMOIFALEVCM-DUXPYHPUSA-N

> <FORMULA>
C15H18O9

> <MOLECULAR_WEIGHT>
342.3

> <EXACT_MASS>
342.09508216

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
32.38353969737466

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-3-(3,4-dihydroxyphenyl)-1-[2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]prop-2-en-1-one

> <ALOGPS_LOGP>
-0.65

> <JCHEM_LOGP>
-0.8339436506666663

> <ALOGPS_LOGS>
-1.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.50598279328106

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.836969719204799

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9816490724927744

> <JCHEM_POLAR_SURFACE_AREA>
167.90999999999997

> <JCHEM_REFRACTIVITY>
80.1949

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.08e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-(3,4-dihydroxyphenyl)-1-[2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]prop-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304582
     RDKit          3D
hydroxysyringaresinol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -0.4902   -0.2270   -3.1612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2744   -0.1960   -1.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1090   -0.0517   -1.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6278    0.0043   -0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0622    0.1542   -0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0345    0.2541   -0.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3847    0.3953   -0.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7917    0.4397    0.6619 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1355    0.5803    1.0022 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8226    0.3402    1.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1851    0.3801    2.9832 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4939    0.2012    1.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4738   -0.3136   -1.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1957   -0.2099    0.2693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4301    0.6003   -1.4954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6825    0.4610   -0.9925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1736    1.8385   -0.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3954    2.4531    0.3630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9310   -0.5725    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7823   -0.0368    1.3153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0772   -1.7971   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2346   -1.9584    1.0389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1360   -1.6997   -1.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1745   -2.6766   -1.2087 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8724    0.0263   -2.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9708   -0.0663    0.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8104    0.2291   -2.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1474    0.4736   -1.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8653    0.6553    0.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1418    0.4802    3.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481    0.1247    2.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2622    0.7434    0.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3358    0.1829   -1.8798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2512    2.5149   -1.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2207    1.7771   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9322    3.0969    0.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0090   -0.9176   -0.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5981    0.4369    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6827   -2.6981   -0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5092   -1.4232    1.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7039   -1.6845   -2.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2469   -2.3147   -1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 12  5  1  0
 23 13  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
 24 42  1  0
M  END

HEADER    PROTEIN                                 14-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-AUG-19         0                                  
HETATM    1  C   UNK     0      -3.862   3.097   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.196   0.787   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.862   4.637   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.530   0.017   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.530   3.097   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -10.433   0.869   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.196   2.327   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.196   5.407   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.530   4.637   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.907  -0.578   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.530  -1.523   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -10.896  -1.758   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -10.370  -3.205   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.853  -3.473   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.863  -2.293   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0     -11.950   1.136   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -5.196   6.947   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -7.863   5.407   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -5.196  -2.293   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0     -12.413  -1.491   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0     -11.360  -4.385   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -8.326  -4.920   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -6.873  -3.473   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -8.390  -0.846   0.000  0.00  0.00           O+0
CONECT    1    3    7                                                       
CONECT    2    4    7                                                       
CONECT    3    1    8                                                       
CONECT    4    2   11                                                       
CONECT    5    7    9                                                       
CONECT    6   10   16                                                       
CONECT    7    1    2    5                                                  
CONECT    8    3    9   17                                                  
CONECT    9    5    8   18                                                  
CONECT   10    6   12   24                                                  
CONECT   11    4   15   19                                                  
CONECT   12   10   13   20                                                  
CONECT   13   12   14   21                                                  
CONECT   14   13   15   22                                                  
CONECT   15   11   14   23   24                                             
CONECT   16    6                                                            
CONECT   17    8                                                            
CONECT   18    9                                                            
CONECT   19   11                                                            
CONECT   20   12                                                            
CONECT   21   13                                                            
CONECT   22   14                                                            
CONECT   23   15                                                            
CONECT   24   10   15                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0304582
HETATM    1  O1  UNL     1      -0.490  -0.227  -3.161  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.274  -0.196  -1.883  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.109  -0.052  -1.508  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.628   0.004  -0.306  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.062   0.154  -0.017  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.034   0.254  -0.979  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.385   0.395  -0.653  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.792   0.440   0.662  1.00  0.00           C  
HETATM    9  O2  UNL     1       7.135   0.580   1.002  1.00  0.00           O  
HETATM   10  C8  UNL     1       4.823   0.340   1.638  1.00  0.00           C  
HETATM   11  O3  UNL     1       5.185   0.380   2.983  1.00  0.00           O  
HETATM   12  C9  UNL     1       3.494   0.201   1.298  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.474  -0.314  -1.073  1.00  0.00           C  
HETATM   14  O4  UNL     1      -1.196  -0.210   0.269  1.00  0.00           O  
HETATM   15  O5  UNL     1      -2.430   0.600  -1.495  1.00  0.00           O  
HETATM   16  C11 UNL     1      -3.682   0.461  -0.992  1.00  0.00           C  
HETATM   17  C12 UNL     1      -4.174   1.838  -0.590  1.00  0.00           C  
HETATM   18  O6  UNL     1      -3.395   2.453   0.363  1.00  0.00           O  
HETATM   19  C13 UNL     1      -3.931  -0.572   0.036  1.00  0.00           C  
HETATM   20  O7  UNL     1      -3.782  -0.037   1.315  1.00  0.00           O  
HETATM   21  C14 UNL     1      -3.077  -1.797  -0.072  1.00  0.00           C  
HETATM   22  O8  UNL     1      -2.235  -1.958   1.039  1.00  0.00           O  
HETATM   23  C15 UNL     1      -2.136  -1.700  -1.283  1.00  0.00           C  
HETATM   24  O9  UNL     1      -1.174  -2.677  -1.209  1.00  0.00           O  
HETATM   25  H1  UNL     1       1.872   0.026  -2.314  1.00  0.00           H  
HETATM   26  H2  UNL     1       0.971  -0.066   0.525  1.00  0.00           H  
HETATM   27  H3  UNL     1       3.810   0.229  -2.015  1.00  0.00           H  
HETATM   28  H4  UNL     1       6.147   0.474  -1.415  1.00  0.00           H  
HETATM   29  H5  UNL     1       7.865   0.655   0.326  1.00  0.00           H  
HETATM   30  H6  UNL     1       6.142   0.480   3.239  1.00  0.00           H  
HETATM   31  H7  UNL     1       2.748   0.125   2.089  1.00  0.00           H  
HETATM   32  H8  UNL     1      -1.262   0.743   0.601  1.00  0.00           H  
HETATM   33  H9  UNL     1      -4.336   0.183  -1.880  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.251   2.515  -1.466  1.00  0.00           H  
HETATM   35  H11 UNL     1      -5.221   1.777  -0.175  1.00  0.00           H  
HETATM   36  H12 UNL     1      -3.932   3.097   0.858  1.00  0.00           H  
HETATM   37  H13 UNL     1      -5.009  -0.918  -0.010  1.00  0.00           H  
HETATM   38  H14 UNL     1      -4.598   0.437   1.542  1.00  0.00           H  
HETATM   39  H15 UNL     1      -3.683  -2.698  -0.235  1.00  0.00           H  
HETATM   40  H16 UNL     1      -2.509  -1.423   1.804  1.00  0.00           H  
HETATM   41  H17 UNL     1      -2.704  -1.685  -2.232  1.00  0.00           H  
HETATM   42  H18 UNL     1      -0.247  -2.315  -1.352  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4    4   25
CONECT    4    5   26
CONECT    5    6    6   12
CONECT    6    7   27
CONECT    7    8    8   28
CONECT    8    9   10
CONECT    9   29
CONECT   10   11   12   12
CONECT   11   30
CONECT   12   31
CONECT   13   14   15   23
CONECT   14   32
CONECT   15   16
CONECT   16   17   19   33
CONECT   17   18   34   35
CONECT   18   36
CONECT   19   20   21   37
CONECT   20   38
CONECT   21   22   23   39
CONECT   22   40
CONECT   23   24   41
CONECT   24   42
END

HMDB0304582
     RDKit          3D
hydroxysyringaresinol
 42 43  0  0  0  0  0  0  0  0999 V2000
   -0.4902   -0.2270   -3.1612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2744   -0.1960   -1.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1090   -0.0517   -1.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6278    0.0043   -0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0622    0.1542   -0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0345    0.2541   -0.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3847    0.3953   -0.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7917    0.4397    0.6619 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1355    0.5803    1.0022 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8226    0.3402    1.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1851    0.3801    2.9832 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4939    0.2012    1.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4738   -0.3136   -1.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1957   -0.2099    0.2693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4301    0.6003   -1.4954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6825    0.4610   -0.9925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1736    1.8385   -0.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3954    2.4531    0.3630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9310   -0.5725    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7823   -0.0368    1.3153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0772   -1.7971   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2346   -1.9584    1.0389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1360   -1.6997   -1.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1745   -2.6766   -1.2087 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8724    0.0263   -2.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9708   -0.0663    0.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8104    0.2291   -2.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1474    0.4736   -1.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8653    0.6553    0.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1418    0.4802    3.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481    0.1247    2.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2622    0.7434    0.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3358    0.1829   -1.8798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2512    2.5149   -1.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2207    1.7771   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9322    3.0969    0.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0090   -0.9176   -0.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5981    0.4369    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6827   -2.6981   -0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5092   -1.4232    1.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7039   -1.6845   -2.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2469   -2.3147   -1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 12  5  1  0
 23 13  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
 24 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₈O₉

Average Molecular Weight

342.3

Monoisotopic Molecular Weight

342.09508216

IUPAC Name

(2E)-3-(3,4-dihydroxyphenyl)-1-[2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]prop-2-en-1-one

Traditional Name

(2E)-3-(3,4-dihydroxyphenyl)-1-[2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]prop-2-en-1-one

CAS Registry Number

Not Available

SMILES

OCC1OC(O)(C(O)C(O)C1O)C(=O)\C=C\C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C15H18O9/c16-6-10-12(20)13(21)14(22)15(23,24-10)11(19)4-2-7-1-3-8(17)9(18)5-7/h1-5,10,12-14,16-18,20-23H,6H2/b4-2+

InChI Key

VCUGMOIFALEVCM-DUXPYHPUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acids and derivatives

Alternative Parents

Substituents

Hydroxycinnamic acid or derivatives
Hexose monosaccharide
Glycosyl compound
C-glycosyl compound
Styrene
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
B'-hydroxy-alpha,beta-unsaturated-ketone
Phenol
Benzenoid
Oxane
Monosaccharide
Monocyclic benzene moiety
Alpha,beta-unsaturated ketone
Enone
Alpha-hydroxy ketone
Acryloyl-group
Secondary alcohol
Ketone
Hemiacetal
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0304582)

Food

Cereal and cereal product

Cereal

Cereal product

Cereals and cereal products (FooDB: FOOD00858)

Soy

Soy bean (FooDB: FOOD00085)

Herb and spice

Herb

Amaranth (FooDB: FOOD00288)
Teff (FooDB: FOOD00489)

Other seed

Quinoa (FooDB: FOOD00441)

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
logP	-0.65	ALOGPS
logP	-0.83	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	8.84	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	167.91 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	80.19 m³·mol⁻¹	ChemAxon
Polarizability	32.38 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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
AllCCS	[M+H]+	182.035	32859911
AllCCS	[M+H-H2O]+	178.769	32859911
AllCCS	[M+Na]+	185.928	32859911
AllCCS	[M+NH4]+	185.06	32859911
AllCCS	[M-H]-	176.687	32859911
AllCCS	[M+Na-2H]-	176.818	32859911
AllCCS	[M+HCOO]-	177.108	32859911
DeepCCS	[M+H]+	182.013	30932474
DeepCCS	[M-H]-	179.605	30932474
DeepCCS	[M-2H]-	213.947	30932474
DeepCCS	[M+Na]+	189.363	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - hydroxysyringaresinol 10V, Positive-QTOF	splash10-0006-0239000000-c01ebc8d9dc527f6c37d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - hydroxysyringaresinol 20V, Positive-QTOF	splash10-0ikl-1893000000-e38befda2cf7d366085a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - hydroxysyringaresinol 40V, Positive-QTOF	splash10-000e-9800000000-56c016e81a912bc47b01	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - hydroxysyringaresinol 10V, Negative-QTOF	splash10-0006-0019000000-315189d5c1e34dc11784	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - hydroxysyringaresinol 20V, Negative-QTOF	splash10-053i-3962000000-2d379e698925001a2cf4	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - hydroxysyringaresinol 40V, Negative-QTOF	splash10-052r-5920000000-3d478a86e06468316295	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB093522

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

157010305

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

Not Available

Showing metabocard for hydroxysyringaresinol (HMDB0304582)

MOL for HMDB0304582 (hydroxysyringaresinol)

3D MOL for HMDB0304582 (hydroxysyringaresinol)

3D SDF for HMDB0304582 (hydroxysyringaresinol)

3D-SDF for HMDB0304582 (hydroxysyringaresinol)

PDB for HMDB0304582 (hydroxysyringaresinol)

3D PDB for HMDB0304582 (hydroxysyringaresinol)

SMILES for HMDB0304582 (hydroxysyringaresinol)

INCHI for HMDB0304582 (hydroxysyringaresinol)

Structure for HMDB0304582 (hydroxysyringaresinol)

3D Structure for HMDB0304582 (hydroxysyringaresinol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra