Jump To Section:

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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:33:47 UTC

Update Date

2021-09-26 23:06:20 UTC

HMDB ID

HMDB0253236

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Hydrangeic acid

Description

2-hydroxy-6-[2-(4-hydroxyphenyl)ethenyl]benzoic acid belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Based on a literature review very few articles have been published on 2-hydroxy-6-[2-(4-hydroxyphenyl)ethenyl]benzoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Hydrangeic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Hydrangeic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0253236
     RDKit          3D
Hydrangeic acid
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.4502   -0.0997   -2.1343 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4634   -0.2559   -1.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2859   -0.5774   -1.9821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6312   -0.1065    0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9188    0.2001    0.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9887    0.5217   -0.2375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1691    0.1880    1.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2006   -0.1099    2.8339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9597   -0.3984    2.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6460   -0.3981    0.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2486   -0.4621    0.6588 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4552    0.1876   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700    0.0319   -0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4965    0.7872   -1.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8440    0.6558   -1.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6127   -0.2380   -0.9898 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9716   -0.3826   -1.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0056   -1.0019   -0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6419   -0.8579    0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1985   -1.2508   -2.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0997    0.6175   -1.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1636    0.4235    2.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3710   -0.1293    3.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1679   -0.6391    3.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3107   -1.2108    1.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0219    1.0046   -0.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9549    1.5170   -2.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3059    1.2740   -2.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6632    0.1626   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6234   -1.7018    0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2291   -1.4837    0.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 10  4  1  0
 19 13  1  0
  3 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 17 29  1  0
 18 30  1  0
 19 31  1  0
M  END

  Mrv1533004161518212D          

 19 20  0  0  0  0            999 V2000
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    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
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
 11 10  1  4  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 13 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253236

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=C(O)C=CC=C1C=CC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O4/c16-12-8-5-10(6-9-12)4-7-11-2-1-3-13(17)14(11)15(18)19/h1-9,16-17H,(H,18,19)

> <INCHI_KEY>
UWXXIBUTKVUHTR-UHFFFAOYSA-N

> <FORMULA>
C15H12O4

> <MOLECULAR_WEIGHT>
256.257

> <EXACT_MASS>
256.073558866

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
26.37232607802638

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-6-[2-(4-hydroxyphenyl)ethenyl]benzoic acid

> <ALOGPS_LOGP>
3.17

> <JCHEM_LOGP>
4.0135391160000005

> <ALOGPS_LOGS>
-3.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.496298382277285

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5066560761025056

> <JCHEM_PKA_STRONGEST_BASIC>
-5.950146348915923

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
72.73080000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.41e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-6-[2-(4-hydroxyphenyl)ethenyl]benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253236
     RDKit          3D
Hydrangeic acid
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.4502   -0.0997   -2.1343 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4634   -0.2559   -1.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2859   -0.5774   -1.9821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6312   -0.1065    0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9188    0.2001    0.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9887    0.5217   -0.2375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1691    0.1880    1.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2006   -0.1099    2.8339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9597   -0.3984    2.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6460   -0.3981    0.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2486   -0.4621    0.6588 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4552    0.1876   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700    0.0319   -0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4965    0.7872   -1.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8440    0.6558   -1.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6127   -0.2380   -0.9898 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9716   -0.3826   -1.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0056   -1.0019   -0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6419   -0.8579    0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1985   -1.2508   -2.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0997    0.6175   -1.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1636    0.4235    2.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3710   -0.1293    3.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1679   -0.6391    3.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3107   -1.2108    1.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0219    1.0046   -0.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9549    1.5170   -2.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3059    1.2740   -2.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6632    0.1626   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6234   -1.7018    0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2291   -1.4837    0.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 10  4  1  0
 19 13  1  0
  3 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 17 29  1  0
 18 30  1  0
 19 31  1  0
M  END

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    4   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   13                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0253236
HETATM    1  O1  UNL     1      -3.450  -0.100  -2.134  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.463  -0.256  -1.356  1.00  0.00           C  
HETATM    3  O2  UNL     1      -1.286  -0.577  -1.982  1.00  0.00           O  
HETATM    4  C2  UNL     1      -2.631  -0.107   0.088  1.00  0.00           C  
HETATM    5  C3  UNL     1      -3.919   0.200   0.541  1.00  0.00           C  
HETATM    6  O3  UNL     1      -4.989   0.522  -0.238  1.00  0.00           O  
HETATM    7  C4  UNL     1      -4.169   0.188   1.932  1.00  0.00           C  
HETATM    8  C5  UNL     1      -3.201  -0.110   2.834  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.960  -0.398   2.378  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.646  -0.398   0.986  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.249  -0.462   0.659  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.455   0.188  -0.217  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.870   0.032  -0.468  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.497   0.787  -1.433  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.844   0.656  -1.691  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.613  -0.238  -0.990  1.00  0.00           C  
HETATM   17  O4  UNL     1       5.972  -0.383  -1.237  1.00  0.00           O  
HETATM   18  C14 UNL     1       4.006  -1.002  -0.021  1.00  0.00           C  
HETATM   19  C15 UNL     1       2.642  -0.858   0.228  1.00  0.00           C  
HETATM   20  H1  UNL     1      -1.199  -1.251  -2.732  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.100   0.618  -1.170  1.00  0.00           H  
HETATM   22  H3  UNL     1      -5.164   0.423   2.290  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.371  -0.129   3.916  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.168  -0.639   3.065  1.00  0.00           H  
HETATM   25  H6  UNL     1       0.311  -1.211   1.275  1.00  0.00           H  
HETATM   26  H7  UNL     1      -0.022   1.005  -0.792  1.00  0.00           H  
HETATM   27  H8  UNL     1       1.955   1.517  -2.031  1.00  0.00           H  
HETATM   28  H9  UNL     1       4.306   1.274  -2.466  1.00  0.00           H  
HETATM   29  H10 UNL     1       6.663   0.163  -0.752  1.00  0.00           H  
HETATM   30  H11 UNL     1       4.623  -1.702   0.523  1.00  0.00           H  
HETATM   31  H12 UNL     1       2.229  -1.484   0.996  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   20
CONECT    4    5    5   10
CONECT    5    6    7
CONECT    6   21
CONECT    7    8    8   22
CONECT    8    9   23
CONECT    9   10   10   24
CONECT   10   11
CONECT   11   12   12   25
CONECT   12   13   26
CONECT   13   14   14   19
CONECT   14   15   27
CONECT   15   16   16   28
CONECT   16   17   18
CONECT   17   29
CONECT   18   19   19   30
CONECT   19   31
END

HMDB0253236
     RDKit          3D
Hydrangeic acid
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.4502   -0.0997   -2.1343 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4634   -0.2559   -1.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2859   -0.5774   -1.9821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6312   -0.1065    0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9188    0.2001    0.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9887    0.5217   -0.2375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1691    0.1880    1.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2006   -0.1099    2.8339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9597   -0.3984    2.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6460   -0.3981    0.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2486   -0.4621    0.6588 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4552    0.1876   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700    0.0319   -0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4965    0.7872   -1.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8440    0.6558   -1.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6127   -0.2380   -0.9898 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9716   -0.3826   -1.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0056   -1.0019   -0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6419   -0.8579    0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1985   -1.2508   -2.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0997    0.6175   -1.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1636    0.4235    2.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3710   -0.1293    3.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1679   -0.6391    3.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3107   -1.2108    1.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0219    1.0046   -0.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9549    1.5170   -2.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3059    1.2740   -2.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6632    0.1626   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6234   -1.7018    0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2291   -1.4837    0.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 10  4  1  0
 19 13  1  0
  3 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 17 29  1  0
 18 30  1  0
 19 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Hydroxy-6-[2-(4-hydroxyphenyl)ethenyl]benzoate	Generator

Chemical Formula

C₁₅H₁₂O₄

Average Molecular Weight

256.257

Monoisotopic Molecular Weight

256.073558866

IUPAC Name

2-hydroxy-6-[2-(4-hydroxyphenyl)ethenyl]benzoic acid

Traditional Name

2-hydroxy-6-[2-(4-hydroxyphenyl)ethenyl]benzoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=C(O)C=CC=C1C=CC1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C15H12O4/c16-12-8-5-10(6-9-12)4-7-11-2-1-3-13(17)14(11)15(18)19/h1-9,16-17H,(H,18,19)

InChI Key

UWXXIBUTKVUHTR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Salicylic acid
Salicylic acid or derivatives
Hydroxybenzoic acid
Benzoic acid or derivatives
Benzoic acid
Benzoyl
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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	3.17	ALOGPS
logP	4.01	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	2.51	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	72.73 m³·mol⁻¹	ChemAxon
Polarizability	26.37 Å³	ChemAxon
Number of Rings	2	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
DeepCCS	[M+H]+	162.226	30932474
DeepCCS	[M-H]-	159.868	30932474
DeepCCS	[M-2H]-	192.755	30932474
DeepCCS	[M+Na]+	168.32	30932474
AllCCS	[M+H]+	159.0	32859911
AllCCS	[M+H-H2O]+	155.4	32859911
AllCCS	[M+NH4]+	162.3	32859911
AllCCS	[M+Na]+	163.3	32859911
AllCCS	[M-H]-	158.6	32859911
AllCCS	[M+Na-2H]-	158.1	32859911
AllCCS	[M+HCOO]-	157.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hydrangeic acid	OC(=O)C1=C(O)C=CC=C1C=CC1=CC=C(O)C=C1	4293.8	Standard polar	33892256
Hydrangeic acid	OC(=O)C1=C(O)C=CC=C1C=CC1=CC=C(O)C=C1	2611.8	Standard non polar	33892256
Hydrangeic acid	OC(=O)C1=C(O)C=CC=C1C=CC1=CC=C(O)C=C1	2781.1	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 - Hydrangeic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-08i9-0290000000-869594d7e56585a20a8a	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrangeic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrangeic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrangeic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrangeic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrangeic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrangeic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrangeic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrangeic acid GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrangeic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrangeic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrangeic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrangeic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrangeic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrangeic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrangeic acid GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-04	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 - Hydrangeic acid 10V, Positive-QTOF	splash10-000i-0090000000-3fcf43a7eaf810e57f51	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydrangeic acid 20V, Positive-QTOF	splash10-03di-0390000000-e2c66a11c02cbe5a3a7b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydrangeic acid 40V, Positive-QTOF	splash10-001s-0950000000-e5e625c809c3c941e4b8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydrangeic acid 10V, Negative-QTOF	splash10-0bti-0090000000-6983cabbea852817fcbb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydrangeic acid 20V, Negative-QTOF	splash10-08fr-0090000000-b690b1fbde3c186c59fb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydrangeic acid 40V, Negative-QTOF	splash10-05nf-0920000000-bd1f6133b7c262989843	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

C00015316

Chemspider ID

28670399

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Hydrangeic acid (HMDB0253236)

MOL for HMDB0253236 (Hydrangeic acid)

3D MOL for HMDB0253236 (Hydrangeic acid)

3D SDF for HMDB0253236 (Hydrangeic acid)

3D-SDF for HMDB0253236 (Hydrangeic acid)

PDB for HMDB0253236 (Hydrangeic acid)

3D PDB for HMDB0253236 (Hydrangeic acid)

SMILES for HMDB0253236 (Hydrangeic acid)

INCHI for HMDB0253236 (Hydrangeic acid)

Structure for HMDB0253236 (Hydrangeic acid)

3D Structure for HMDB0253236 (Hydrangeic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra