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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-12 03:38:37 UTC

Update Date

2022-03-07 02:57:10 UTC

HMDB ID

HMDB0041724

Secondary Accession Numbers

HMDB41724

Metabolite Identification

Common Name

Dihydroferulic acid 4-O-sulfate

Description

Dihydroferulic acid 4-O-sulfate, also known as dihydroferulate 4-O-sulphate or dihydroferulic acid 4-sulphuric acid, belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. Based on a literature review very few articles have been published on Dihydroferulic acid 4-O-sulfate.

Structure

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

HMDB0041724
     RDKit          3D
Dihydroferulic acid 4-O-sulfate
 30 30  0  0  0  0  0  0  0  0999 V2000
    1.4598    3.1516    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920    1.9030    0.5393 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2843    0.7850    0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1106    0.8966    0.6092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102   -0.2173    0.7374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3964   -0.1398    0.6795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9043   -0.3141   -0.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3818   -0.2272   -0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8992    0.9096   -0.5860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1951   -1.3394   -0.9047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2828   -1.4308    0.9236 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0946   -1.5502    0.9825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8947   -0.4338    0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2784   -0.4770    0.9024 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2701   -0.6856   -0.4371 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.7188    0.1592   -1.5559 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6661   -0.1743   -0.1205 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3702   -2.2927   -0.9288 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9564    3.1633   -0.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2637    3.9188    0.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6498    3.3475    1.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5909    1.8577    0.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8778   -0.8949    1.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7761    0.8561    1.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5115    0.4781   -1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5627   -1.3208   -1.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0417   -2.2307   -0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9029   -2.3129    1.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5964   -2.5032    1.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7488   -2.8819   -0.4409 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
  7  8  1  0
  8  9  2  0
  8 10  1  0
  5 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 13  3  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 18 30  1  0
M  END


  Mrv1652306171920042D          

 18 18  0  0  0  0            999 V2000
   -1.6292   -0.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3436   -0.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0581   -0.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0581   -1.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3438   -1.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6292   -1.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7727   -0.0902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9148   -0.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2003   -0.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5141   -0.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5141    0.7349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2286   -0.5024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7726    0.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2033   -1.7401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4891   -1.3273    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0762   -0.6107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9020   -0.6107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7727   -1.7401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  3  7  1  0  0  0  0
  7 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  2  0  0  0  0
 15 18  1  0  0  0  0
  4 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041724

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OS(O)(=O)=O)C=CC(CCC(O)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H12O7S/c1-16-9-6-7(3-5-10(11)12)2-4-8(9)17-18(13,14)15/h2,4,6H,3,5H2,1H3,(H,11,12)(H,13,14,15)

> <INCHI_KEY>
UMCDODPBPQMWQP-UHFFFAOYSA-N

> <FORMULA>
C10H12O7S

> <MOLECULAR_WEIGHT>
276.263

> <EXACT_MASS>
276.030373428

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
25.16801109001269

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[3-methoxy-4-(sulfooxy)phenyl]propanoic acid

> <ALOGPS_LOGP>
-0.55

> <JCHEM_LOGP>
1.1190128366666663

> <ALOGPS_LOGS>
-2.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.382993714196897

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.1818453597103025

> <JCHEM_PKA_STRONGEST_BASIC>
-4.918530632378046

> <JCHEM_POLAR_SURFACE_AREA>
110.13000000000001

> <JCHEM_REFRACTIVITY>
60.40250000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.81e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[3-methoxy-4-(sulfooxy)phenyl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041724
     RDKit          3D
Dihydroferulic acid 4-O-sulfate
 30 30  0  0  0  0  0  0  0  0999 V2000
    1.4598    3.1516    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920    1.9030    0.5393 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2843    0.7850    0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1106    0.8966    0.6092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102   -0.2173    0.7374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3964   -0.1398    0.6795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9043   -0.3141   -0.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3818   -0.2272   -0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8992    0.9096   -0.5860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1951   -1.3394   -0.9047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2828   -1.4308    0.9236 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0946   -1.5502    0.9825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8947   -0.4338    0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2784   -0.4770    0.9024 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2701   -0.6856   -0.4371 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.7188    0.1592   -1.5559 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6661   -0.1743   -0.1205 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3702   -2.2927   -0.9288 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9564    3.1633   -0.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2637    3.9188    0.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6498    3.3475    1.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5909    1.8577    0.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8778   -0.8949    1.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7761    0.8561    1.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5115    0.4781   -1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5627   -1.3208   -1.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0417   -2.2307   -0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9029   -2.3129    1.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5964   -2.5032    1.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7488   -2.8819   -0.4409 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
  7  8  1  0
  8  9  2  0
  8 10  1  0
  5 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 13  3  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 18 30  1  0
M  END

HEADER    PROTEIN                                 17-JUN-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-19         0                                  
HETATM    1  C   UNK     0      -3.041  -0.938   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.375  -0.168   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.708  -0.938   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.708  -2.478   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.375  -3.248   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.041  -2.478   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -7.042  -0.168   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.708  -0.168   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.374  -0.938   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.960  -0.168   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.960   1.372   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.293  -0.938   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -7.042   1.372   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -9.713  -3.248   0.000  0.00  0.00           O+0
HETATM   15  S   UNK     0      -8.380  -2.478   0.000  0.00  0.00           S+0
HETATM   16  O   UNK     0      -7.609  -1.140   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -9.150  -1.140   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -7.042  -3.248   0.000  0.00  0.00           O+0
CONECT    1    2    6    8                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5   18                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    3   13                                                       
CONECT    8    1    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    7                                                            
CONECT   14   15                                                            
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15    4                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0041724
HETATM    1  C1  UNL     1       1.460   3.152   0.348  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.092   1.903   0.539  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.284   0.785   0.668  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.111   0.897   0.609  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.910  -0.217   0.737  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.396  -0.140   0.680  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.904  -0.314  -0.745  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.382  -0.227  -0.743  1.00  0.00           C  
HETATM    9  O2  UNL     1      -4.899   0.910  -0.586  1.00  0.00           O  
HETATM   10  O3  UNL     1      -5.195  -1.339  -0.905  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.283  -1.431   0.924  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.095  -1.550   0.982  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.895  -0.434   0.854  1.00  0.00           C  
HETATM   14  O4  UNL     1       3.278  -0.477   0.902  1.00  0.00           O  
HETATM   15  S1  UNL     1       4.270  -0.686  -0.437  1.00  0.00           S  
HETATM   16  O5  UNL     1       3.719   0.159  -1.556  1.00  0.00           O  
HETATM   17  O6  UNL     1       5.666  -0.174  -0.121  1.00  0.00           O  
HETATM   18  O7  UNL     1       4.370  -2.293  -0.929  1.00  0.00           O  
HETATM   19  H1  UNL     1       0.956   3.163  -0.660  1.00  0.00           H  
HETATM   20  H2  UNL     1       2.264   3.919   0.410  1.00  0.00           H  
HETATM   21  H3  UNL     1       0.650   3.348   1.085  1.00  0.00           H  
HETATM   22  H4  UNL     1      -0.591   1.858   0.462  1.00  0.00           H  
HETATM   23  H5  UNL     1      -2.878  -0.895   1.334  1.00  0.00           H  
HETATM   24  H6  UNL     1      -2.776   0.856   1.020  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.512   0.478  -1.413  1.00  0.00           H  
HETATM   26  H8  UNL     1      -2.563  -1.321  -1.075  1.00  0.00           H  
HETATM   27  H9  UNL     1      -5.042  -2.231  -0.465  1.00  0.00           H  
HETATM   28  H10 UNL     1      -0.903  -2.313   1.025  1.00  0.00           H  
HETATM   29  H11 UNL     1       1.596  -2.503   1.128  1.00  0.00           H  
HETATM   30  H12 UNL     1       3.749  -2.882  -0.441  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3
CONECT    3    4    4   13
CONECT    4    5   22
CONECT    5    6   11   11
CONECT    6    7   23   24
CONECT    7    8   25   26
CONECT    8    9    9   10
CONECT   10   27
CONECT   11   12   28
CONECT   12   13   13   29
CONECT   13   14
CONECT   14   15
CONECT   15   16   16   17   17
CONECT   15   18
CONECT   18   30
END

HMDB0041724
     RDKit          3D
Dihydroferulic acid 4-O-sulfate
 30 30  0  0  0  0  0  0  0  0999 V2000
    1.4598    3.1516    0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920    1.9030    0.5393 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2843    0.7850    0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1106    0.8966    0.6092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102   -0.2173    0.7374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3964   -0.1398    0.6795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9043   -0.3141   -0.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3818   -0.2272   -0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8992    0.9096   -0.5860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1951   -1.3394   -0.9047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2828   -1.4308    0.9236 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0946   -1.5502    0.9825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8947   -0.4338    0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2784   -0.4770    0.9024 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2701   -0.6856   -0.4371 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.7188    0.1592   -1.5559 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6661   -0.1743   -0.1205 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3702   -2.2927   -0.9288 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9564    3.1633   -0.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2637    3.9188    0.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6498    3.3475    1.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5909    1.8577    0.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8778   -0.8949    1.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7761    0.8561    1.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5115    0.4781   -1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5627   -1.3208   -1.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0417   -2.2307   -0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9029   -2.3129    1.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5964   -2.5032    1.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7488   -2.8819   -0.4409 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
  7  8  1  0
  8  9  2  0
  8 10  1  0
  5 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 13  3  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 18 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Dihydroferulate 4-O-sulfate	Generator
Dihydroferulate 4-O-sulphate	Generator
Dihydroferulic acid 4-O-sulfuric acid	Generator
Dihydroferulic acid 4-O-sulphuric acid	Generator
Dihydroferulate 4-sulfate	HMDB
Dihydroferulate 4-sulphate	HMDB
Dihydroferulic acid 4-sulfuric acid	HMDB
Dihydroferulic acid 4-sulphuric acid	HMDB
3-[3-Methoxy-4-(sulfooxy)phenyl]propanoate	HMDB
3-[3-Methoxy-4-(sulphooxy)phenyl]propanoate	HMDB
3-[3-Methoxy-4-(sulphooxy)phenyl]propanoic acid	HMDB
3-(3'-Methoxyphenyl)propanoic acid-4'-sulfate	HMDB
3-(3'-Methoxyphenyl)propanoic acid-4'-sulphate	HMDB
3-(3'-Methoxyphenyl)propionic acid-4'-sulfate	HMDB
3-(3'-Methoxyphenyl)propionic acid-4'-sulphate	HMDB
3-(3’-methoxyphenyl)propanoic acid-4’-sulfate	HMDB
3-(3’-methoxyphenyl)propionic acid-4’-sulfate	HMDB
3-(3’-methoxyphenyl)propionic acid-4’-sulphate	HMDB
3-Methoxy-4-(sulfooxy)benzenepropanoic acid	HMDB
3-Methoxy-4-(sulfooxy)benzenepropionic acid	HMDB
Dihydroferulic acid 4-O-sulphate	HMDB
Dihydroferulic acid 4-sulfate	HMDB
Dihydroferulic acid 4-sulphate	HMDB
Dihydroferulic acid sulfate	HMDB
Dihydroferulic acid sulphate	HMDB
Dihydroferulic acid-4'-O-sulfate	HMDB
Dihydroferulic acid-4'-O-sulphate	HMDB
Dihydroferulic acid-4’-O-sulfate	HMDB
Dihydroferulic acid-4’-O-sulphate	HMDB
Dihydroferulic acid 4-O-sulfate	HMDB
3-(3-Methoxyphenyl)propanoic acid-4-sulfate	HMDB

Chemical Formula

C₁₀H₁₂O₇S

Average Molecular Weight

276.263

Monoisotopic Molecular Weight

276.030373428

IUPAC Name

3-[3-methoxy-4-(sulfooxy)phenyl]propanoic acid

Traditional Name

3-[3-methoxy-4-(sulfooxy)phenyl]propanoic acid

CAS Registry Number

86321-33-7

SMILES

COC1=C(OS(O)(=O)=O)C=CC(CCC(O)=O)=C1

InChI Identifier

InChI=1S/C10H12O7S/c1-16-9-6-7(3-5-10(11)12)2-4-8(9)17-18(13,14)15/h2,4,6H,3,5H2,1H3,(H,11,12)(H,13,14,15)

InChI Key

UMCDODPBPQMWQP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Arylsulfates

Direct Parent

Phenylsulfates

Alternative Parents

Substituents

3-phenylpropanoic-acid
Phenylsulfate
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Sulfuric acid ester
Sulfuric acid monoester
Sulfate-ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Blood (HMDB: HMDB0041724)
Urine (HMDB: HMDB0041724)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 19460943)

Excreta

Biofluid or Excreta

Urine (PMID: 19460943)

Cellular substructure

Extracellular (HMDB: HMDB0041724)
Cytoplasm (HMDB: HMDB0041724)

Source

Endogenous

Endogenous (HMDB: HMDB0041724)

Exogenous

Food

Food (HMDB: HMDB0041724)
Legumes (HMDB: HMDB0041724)

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0041724)

Coffee and coffee product

Coffee product

Coffee products (HMDB: HMDB0041724)

Tea

Tea products (HMDB: HMDB0041724)

Fat and oil

Olive oil (HMDB: HMDB0041724)

Fruit

Fruits (HMDB: HMDB0041724)

Vegetable

Vegetables (HMDB: HMDB0041724)

Cereal and cereal product

Cereal product

Whole grain cereal products (HMDB: HMDB0041724)

Nut

Nuts (HMDB: HMDB0041724)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0041724)

Not Available

Nutrient (HMDB: HMDB0041724)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.58 g/L	ALOGPS
logP	-0.55	ALOGPS
logP	1.12	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	-2.2	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	110.13 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	60.4 m³·mol⁻¹	ChemAxon
Polarizability	25.17 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	164.423	31661259
DarkChem	[M-H]-	161.812	31661259
DeepCCS	[M+H]+	167.009	30932474
DeepCCS	[M-H]-	164.651	30932474
DeepCCS	[M-2H]-	197.538	30932474
DeepCCS	[M+Na]+	173.102	30932474
AllCCS	[M+H]+	160.2	32859911
AllCCS	[M+H-H2O]+	156.7	32859911
AllCCS	[M+NH4]+	163.4	32859911
AllCCS	[M+Na]+	164.4	32859911
AllCCS	[M-H]-	156.0	32859911
AllCCS	[M+Na-2H]-	156.2	32859911
AllCCS	[M+HCOO]-	156.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydroferulic acid 4-O-sulfate	COC1=C(OS(O)(=O)=O)C=CC(CCC(O)=O)=C1	4058.1	Standard polar	33892256
Dihydroferulic acid 4-O-sulfate	COC1=C(OS(O)(=O)=O)C=CC(CCC(O)=O)=C1	2051.4	Standard non polar	33892256
Dihydroferulic acid 4-O-sulfate	COC1=C(OS(O)(=O)=O)C=CC(CCC(O)=O)=C1	2325.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydroferulic acid 4-O-sulfate,1TMS,isomer #1	COC1=CC(CCC(=O)O[Si](C)(C)C)=CC=C1OS(=O)(=O)O	2304.3	Semi standard non polar	33892256
Dihydroferulic acid 4-O-sulfate,1TMS,isomer #2	COC1=CC(CCC(=O)O)=CC=C1OS(=O)(=O)O[Si](C)(C)C	2351.7	Semi standard non polar	33892256
Dihydroferulic acid 4-O-sulfate,2TMS,isomer #1	COC1=CC(CCC(=O)O[Si](C)(C)C)=CC=C1OS(=O)(=O)O[Si](C)(C)C	2262.1	Semi standard non polar	33892256
Dihydroferulic acid 4-O-sulfate,2TMS,isomer #1	COC1=CC(CCC(=O)O[Si](C)(C)C)=CC=C1OS(=O)(=O)O[Si](C)(C)C	2396.8	Standard non polar	33892256
Dihydroferulic acid 4-O-sulfate,1TBDMS,isomer #1	COC1=CC(CCC(=O)O[Si](C)(C)C(C)(C)C)=CC=C1OS(=O)(=O)O	2577.7	Semi standard non polar	33892256
Dihydroferulic acid 4-O-sulfate,1TBDMS,isomer #2	COC1=CC(CCC(=O)O)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	2579.7	Semi standard non polar	33892256
Dihydroferulic acid 4-O-sulfate,2TBDMS,isomer #1	COC1=CC(CCC(=O)O[Si](C)(C)C(C)(C)C)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	2765.4	Semi standard non polar	33892256
Dihydroferulic acid 4-O-sulfate,2TBDMS,isomer #1	COC1=CC(CCC(=O)O[Si](C)(C)C(C)(C)C)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	2935.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroferulic acid 4-O-sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-000e-1970000000-6cc4c64a74b82b51aa09	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroferulic acid 4-O-sulfate GC-MS (1 TMS) - 70eV, Positive	splash10-00ei-9262000000-0bd9a4c279dfb62d17a7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroferulic acid 4-O-sulfate 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 - Dihydroferulic acid 4-O-sulfate 10V, Positive-QTOF	splash10-056r-0090000000-cfc0ca68bd2691125804	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 20V, Positive-QTOF	splash10-0a7j-1690000000-b472e86868e75290a97c	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 40V, Positive-QTOF	splash10-0059-9730000000-8ce57209ca5ce0fd2ec3	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 10V, Negative-QTOF	splash10-004i-0090000000-71b9edfd02002ddbcabc	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 20V, Negative-QTOF	splash10-004j-0950000000-94d7e60f5d636088e24f	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 40V, Negative-QTOF	splash10-005a-5910000000-69bd5579082db3a006c2	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 10V, Negative-QTOF	splash10-004i-0090000000-74f0858f8b9dcbe52edb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 20V, Negative-QTOF	splash10-05dj-6090000000-29d5ab55dae9a3c81e24	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 40V, Negative-QTOF	splash10-0002-9420000000-324696a6c38479884847	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 10V, Positive-QTOF	splash10-0a4i-0190000000-f78b731ab4f60f0a71d8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 20V, Positive-QTOF	splash10-004i-0920000000-242e5be5513f76de1d89	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroferulic acid 4-O-sulfate 40V, Positive-QTOF	splash10-0019-0900000000-612194f2ccf3122c0263	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 962	19460943	details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 962	20521274	details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 962	20088510	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	26269369	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 962	19460943	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 962	20521274	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 962	20088510	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Cardiosvacular risk	Mar Garcia-A...	details

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

FDB029890

KNApSAcK ID

Not Available

Chemspider ID

162994

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

187489

PDB ID

Not Available

ChEBI ID

174634

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

Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]
Ounnas F, Prive F, Salen P, Gaci N, Tottey W, Calani L, Bresciani L, Lopez-Gutierrez N, Hazane-Puch F, Laporte F, Brugere JF, Del Rio D, Demeilliers C, de Lorgeril M: Whole Rye Consumption Improves Blood and Liver n-3 Fatty Acid Profile and Gut Microbiota Composition in Rats. PLoS One. 2016 Feb 10;11(2):e0148118. doi: 10.1371/journal.pone.0148118. eCollection 2016. [PubMed:26862900 ]
Koistinen VM (2019). Effects of Food Processing and Gut Microbial Metabolism on Whole Grain Phytochemicals: A Metabolomics Approach. In Publications of the University of Eastern Finland. Dissertations in Health Sciences., no 510 (pp. 26-58). University of Eastern Finland. [ISBN:978-952-61-3088-0 ]

Showing metabocard for Dihydroferulic acid 4-O-sulfate (HMDB0041724)

MOL for HMDB0041724 (Dihydroferulic acid 4-O-sulfate)

3D MOL for HMDB0041724 (Dihydroferulic acid 4-O-sulfate)

3D SDF for HMDB0041724 (Dihydroferulic acid 4-O-sulfate)

3D-SDF for HMDB0041724 (Dihydroferulic acid 4-O-sulfate)

PDB for HMDB0041724 (Dihydroferulic acid 4-O-sulfate)

3D PDB for HMDB0041724 (Dihydroferulic acid 4-O-sulfate)

SMILES for HMDB0041724 (Dihydroferulic acid 4-O-sulfate)

INCHI for HMDB0041724 (Dihydroferulic acid 4-O-sulfate)

Structure for HMDB0041724 (Dihydroferulic acid 4-O-sulfate)

3D Structure for HMDB0041724 (Dihydroferulic acid 4-O-sulfate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra