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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2019-10-07 19:17:32 UTC

Update Date

2022-03-07 03:18:16 UTC

HMDB ID

HMDB0240447

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3,4-Dihydroxyphenylvaleric acid 4 sulfate

Description

3,4-Dihydroxyphenylvaleric acid 4 sulfate, also known as 5-[3-hydroxy-4-(sulfooxy)phenyl]pentanoate, belongs to the class of organic compounds known as sulfated fatty acids. These are fatty acids containing linked to a sulfate group linked to its tail. Based on a literature review very few articles have been published on 3,4-Dihydroxyphenylvaleric acid 4 sulfate.

Structure

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

HMDB0240447
     RDKit          3D
3,4-Dihydroxyphenylvaleric acid 4 sulfate
 33 33  0  0  0  0  0  0  0  0999 V2000
    6.3780    0.7925    0.5972 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6747   -0.0564   -0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1278   -1.3335   -0.3472 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2875    0.2901   -0.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2986   -0.2915    0.6266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9258    0.1252    0.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8419   -0.4140    1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5083   -0.0052    0.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0919    1.1590    1.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3503    1.5455    0.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0611    0.7715   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3095    1.1052   -0.8185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7608    0.6419   -0.0793 S   0  0  0  0  0  6  0  0  0  0  0  0
   -6.5862   -0.0605   -1.1326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5759    1.8415    0.3648 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4672   -0.3143    1.2448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4656   -0.4156   -0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1416   -1.2414   -1.6754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2208   -0.8003   -0.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7017   -2.1713    0.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9834   -0.1207   -1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1580    1.4071   -0.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3926   -1.3929    0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127    0.1223    1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8395   -0.1445   -0.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9061    1.2517    0.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9397   -1.5036    1.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9830    0.0375    2.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5524    1.7820    1.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785    2.4652    0.9109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6444   -1.2687    0.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7058   -2.1037   -1.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7307   -1.7001   -0.6231 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 11 17  1  0
 17 18  1  0
 17 19  2  0
 19  8  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 16 31  1  0
 18 32  1  0
 19 33  1  0
M  END

  Mrv1652310071921172D          

 19 19  0  0  0  0            999 V2000
    0.0000    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    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
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    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
    2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   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
    2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
  8  3  1  0  0  0  0
  8  5  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 10  9  2  0  0  0  0
 11  4  1  0  0  0  0
 12  9  1  0  0  0  0
 13 11  2  0  0  0  0
 14 11  1  0  0  0  0
 18 10  1  0  0  0  0
 19 15  1  0  0  0  0
 19 16  2  0  0  0  0
 19 17  2  0  0  0  0
 19 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240447

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CCCCC1=CC(O)=C(OS(O)(=O)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H14O7S/c12-9-7-8(3-1-2-4-11(13)14)5-6-10(9)18-19(15,16)17/h5-7,12H,1-4H2,(H,13,14)(H,15,16,17)

> <INCHI_KEY>
CABZBRSEXWBGOQ-UHFFFAOYSA-N

> <FORMULA>
C11H14O7S

> <MOLECULAR_WEIGHT>
290.29

> <EXACT_MASS>
290.046023965

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
27.234197312451393

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[3-hydroxy-4-(sulfooxy)phenyl]pentanoic acid

> <ALOGPS_LOGP>
-0.05

> <JCHEM_LOGP>
2.5122561106666668

> <ALOGPS_LOGS>
-2.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.9605328161029583

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.066515509376874

> <JCHEM_PKA_STRONGEST_BASIC>
-4.414348834647943

> <JCHEM_POLAR_SURFACE_AREA>
121.13000000000001

> <JCHEM_REFRACTIVITY>
65.1222

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.99e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[3-hydroxy-4-(sulfooxy)phenyl]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240447
     RDKit          3D
3,4-Dihydroxyphenylvaleric acid 4 sulfate
 33 33  0  0  0  0  0  0  0  0999 V2000
    6.3780    0.7925    0.5972 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6747   -0.0564   -0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1278   -1.3335   -0.3472 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2875    0.2901   -0.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2986   -0.2915    0.6266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9258    0.1252    0.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8419   -0.4140    1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5083   -0.0052    0.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0919    1.1590    1.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3503    1.5455    0.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0611    0.7715   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3095    1.1052   -0.8185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7608    0.6419   -0.0793 S   0  0  0  0  0  6  0  0  0  0  0  0
   -6.5862   -0.0605   -1.1326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5759    1.8415    0.3648 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4672   -0.3143    1.2448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4656   -0.4156   -0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1416   -1.2414   -1.6754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2208   -0.8003   -0.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7017   -2.1713    0.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9834   -0.1207   -1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1580    1.4071   -0.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3926   -1.3929    0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127    0.1223    1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8395   -0.1445   -0.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9061    1.2517    0.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9397   -1.5036    1.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9830    0.0375    2.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5524    1.7820    1.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785    2.4652    0.9109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6444   -1.2687    0.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7058   -2.1037   -1.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7307   -1.7001   -0.6231 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 11 17  1  0
 17 18  1  0
 17 19  2  0
 19  8  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 16 31  1  0
 18 32  1  0
 19 33  1  0
M  END

HEADER    PROTEIN                                 07-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-OCT-19         0                                  
HETATM    1  C   UNK     0       0.000   7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   9.240   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       4.001  10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.001  11.550   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -5.335   7.700   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -4.001   5.390   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.668  13.090   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       8.208  11.550   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.128  11.550   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.668  10.010   0.000  0.00  0.00           O+0
HETATM   19  S   UNK     0       6.668  11.550   0.000  0.00  0.00           S+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    8                                                       
CONECT    4    2   11                                                       
CONECT    5    6    8                                                       
CONECT    6    5   10                                                       
CONECT    7    8    9                                                       
CONECT    8    3    5    7                                                  
CONECT    9    7   10   12                                                  
CONECT   10    6    9   18                                                  
CONECT   11    4   13   14                                                  
CONECT   12    9                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
CONECT   15   19                                                            
CONECT   16   19                                                            
CONECT   17   19                                                            
CONECT   18   10   19                                                       
CONECT   19   15   16   17   18                                             
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0240447
HETATM    1  O1  UNL     1       6.378   0.793   0.597  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.675  -0.056  -0.001  1.00  0.00           C  
HETATM    3  O2  UNL     1       6.128  -1.333  -0.347  1.00  0.00           O  
HETATM    4  C2  UNL     1       4.288   0.290  -0.369  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.299  -0.292   0.627  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.926   0.125   0.156  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.842  -0.414   1.055  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.508  -0.005   0.586  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.092   1.159   1.010  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.350   1.545   0.557  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.061   0.771  -0.337  1.00  0.00           C  
HETATM   12  O3  UNL     1      -4.310   1.105  -0.818  1.00  0.00           O  
HETATM   13  S1  UNL     1      -5.761   0.642  -0.079  1.00  0.00           S  
HETATM   14  O4  UNL     1      -6.586  -0.061  -1.133  1.00  0.00           O  
HETATM   15  O5  UNL     1      -6.576   1.842   0.365  1.00  0.00           O  
HETATM   16  O6  UNL     1      -5.467  -0.314   1.245  1.00  0.00           O  
HETATM   17  C10 UNL     1      -2.466  -0.416  -0.767  1.00  0.00           C  
HETATM   18  O7  UNL     1      -3.142  -1.241  -1.675  1.00  0.00           O  
HETATM   19  C11 UNL     1      -1.221  -0.800  -0.319  1.00  0.00           C  
HETATM   20  H1  UNL     1       5.702  -2.171   0.035  1.00  0.00           H  
HETATM   21  H2  UNL     1       3.983  -0.121  -1.366  1.00  0.00           H  
HETATM   22  H3  UNL     1       4.158   1.407  -0.333  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.393  -1.393   0.633  1.00  0.00           H  
HETATM   24  H5  UNL     1       3.513   0.122   1.627  1.00  0.00           H  
HETATM   25  H6  UNL     1       1.840  -0.145  -0.892  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.906   1.252   0.206  1.00  0.00           H  
HETATM   27  H8  UNL     1       0.940  -1.504   1.203  1.00  0.00           H  
HETATM   28  H9  UNL     1       0.983   0.038   2.052  1.00  0.00           H  
HETATM   29  H10 UNL     1      -0.552   1.782   1.714  1.00  0.00           H  
HETATM   30  H11 UNL     1      -2.779   2.465   0.911  1.00  0.00           H  
HETATM   31  H12 UNL     1      -5.644  -1.269   0.976  1.00  0.00           H  
HETATM   32  H13 UNL     1      -2.706  -2.104  -1.987  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.731  -1.700  -0.623  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   20
CONECT    4    5   21   22
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8   27   28
CONECT    8    9    9   19
CONECT    9   10   29
CONECT   10   11   11   30
CONECT   11   12   17
CONECT   12   13
CONECT   13   14   14   15   15
CONECT   13   16
CONECT   16   31
CONECT   17   18   19   19
CONECT   18   32
CONECT   19   33
END

HMDB0240447
     RDKit          3D
3,4-Dihydroxyphenylvaleric acid 4 sulfate
 33 33  0  0  0  0  0  0  0  0999 V2000
    6.3780    0.7925    0.5972 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6747   -0.0564   -0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1278   -1.3335   -0.3472 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2875    0.2901   -0.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2986   -0.2915    0.6266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9258    0.1252    0.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8419   -0.4140    1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5083   -0.0052    0.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0919    1.1590    1.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3503    1.5455    0.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0611    0.7715   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3095    1.1052   -0.8185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7608    0.6419   -0.0793 S   0  0  0  0  0  6  0  0  0  0  0  0
   -6.5862   -0.0605   -1.1326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5759    1.8415    0.3648 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4672   -0.3143    1.2448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4656   -0.4156   -0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1416   -1.2414   -1.6754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2208   -0.8003   -0.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7017   -2.1713    0.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9834   -0.1207   -1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1580    1.4071   -0.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3926   -1.3929    0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127    0.1223    1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8395   -0.1445   -0.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9061    1.2517    0.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9397   -1.5036    1.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9830    0.0375    2.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5524    1.7820    1.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785    2.4652    0.9109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6444   -1.2687    0.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7058   -2.1037   -1.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7307   -1.7001   -0.6231 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 11 17  1  0
 17 18  1  0
 17 19  2  0
 19  8  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 16 31  1  0
 18 32  1  0
 19 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3,4-Dihydroxyphenylvalerate 4 sulfate	Generator
3,4-Dihydroxyphenylvalerate 4 sulphate	Generator
3,4-Dihydroxyphenylvaleric acid 4 sulfuric acid	Generator
3,4-Dihydroxyphenylvaleric acid 4 sulphuric acid	Generator
5-[3-Hydroxy-4-(sulfooxy)phenyl]pentanoate	HMDB
5-[3-Hydroxy-4-(sulphooxy)phenyl]pentanoate	HMDB
5-[3-Hydroxy-4-(sulphooxy)phenyl]pentanoic acid	HMDB

Chemical Formula

C₁₁H₁₄O₇S

Average Molecular Weight

290.29

Monoisotopic Molecular Weight

290.046023965

IUPAC Name

5-[3-hydroxy-4-(sulfooxy)phenyl]pentanoic acid

Traditional Name

5-[3-hydroxy-4-(sulfooxy)phenyl]pentanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCCCC1=CC(O)=C(OS(O)(=O)=O)C=C1

InChI Identifier

InChI=1S/C11H14O7S/c12-9-7-8(3-1-2-4-11(13)14)5-6-10(9)18-19(15,16)17/h5-7,12H,1-4H2,(H,13,14)(H,15,16,17)

InChI Key

CABZBRSEXWBGOQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfated fatty acids. These are fatty acids containing linked to a sulfate group linked to its tail.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Sulfated fatty acids

Alternative Parents

Substituents

Sulfated fatty acid
Phenylsulfate
Arylsulfate
Phenoxy compound
Medium-chain fatty acid
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Hydroxy fatty acid
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Monocyclic benzene moiety
Organic sulfuric acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0240447)

Food

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0240447)

Tea

Tea products (HMDB: HMDB0240447)

Nut

Nuts (HMDB: HMDB0240447)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0240447)

Fruit

Berries (HMDB: HMDB0240447)

Pome

Apple (HMDB: HMDB0240447)

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	-0.05	ALOGPS
logP	2.51	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	-2.1	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.13 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	65.12 m³·mol⁻¹	ChemAxon
Polarizability	27.23 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
DeepCCS	[M+H]+	168.186	30932474
DeepCCS	[M-H]-	165.829	30932474
DeepCCS	[M-2H]-	198.715	30932474
DeepCCS	[M+Na]+	174.28	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,4-Dihydroxyphenylvaleric acid 4 sulfate	OC(=O)CCCCC1=CC(O)=C(OS(O)(=O)=O)C=C1	4397.4	Standard polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate	OC(=O)CCCCC1=CC(O)=C(OS(O)(=O)=O)C=C1	2168.8	Standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate	OC(=O)CCCCC1=CC(O)=C(OS(O)(=O)=O)C=C1	2493.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,4-Dihydroxyphenylvaleric acid 4 sulfate,1TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCC1=CC=C(OS(=O)(=O)O)C(O)=C1	2500.4	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate,1TMS,isomer #2	C[Si](C)(C)OC1=CC(CCCCC(=O)O)=CC=C1OS(=O)(=O)O	2563.3	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate,1TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)OC1=CC=C(CCCCC(=O)O)C=C1O	2570.8	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCC1=CC=C(OS(=O)(=O)O)C(O[Si](C)(C)C)=C1	2500.8	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate,2TMS,isomer #2	C[Si](C)(C)OC(=O)CCCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C)C(O)=C1	2462.2	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate,2TMS,isomer #3	C[Si](C)(C)OC1=CC(CCCCC(=O)O)=CC=C1OS(=O)(=O)O[Si](C)(C)C	2553.2	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2499.2	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2666.0	Standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	3056.4	Standard polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCC1=CC=C(OS(=O)(=O)O)C(O)=C1	2776.6	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(CCCCC(=O)O)=CC=C1OS(=O)(=O)O	2835.4	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=C(CCCCC(=O)O)C=C1O	2796.6	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCC1=CC=C(OS(=O)(=O)O)C(O[Si](C)(C)C(C)(C)C)=C1	3033.6	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(O)=C1	2985.2	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(CCCCC(=O)O)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	3034.2	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3198.4	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3457.5	Standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid 4 sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCC1=CC=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3223.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dihydroxyphenylvaleric acid 4 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 - 3,4-Dihydroxyphenylvaleric acid 4 sulfate 10V, Positive-QTOF	splash10-006x-0190000000-b5cb9617089750f038ec	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydroxyphenylvaleric acid 4 sulfate 20V, Positive-QTOF	splash10-0lxw-0910000000-0532f3a8a126c3e6a81e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydroxyphenylvaleric acid 4 sulfate 40V, Positive-QTOF	splash10-0002-0900000000-a874d8343fa446846d68	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydroxyphenylvaleric acid 4 sulfate 10V, Negative-QTOF	splash10-000i-0090000000-7101d8b5b38759946620	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydroxyphenylvaleric acid 4 sulfate 20V, Negative-QTOF	splash10-000j-4090000000-1a0ad3dc39c36c470e8d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydroxyphenylvaleric acid 4 sulfate 40V, Negative-QTOF	splash10-0002-9000000000-a7dc86bacf35b2f71d70	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

FDB093619

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

156960867

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 3,4-Dihydroxyphenylvaleric acid 4 sulfate (HMDB0240447)

MOL for HMDB0240447 (3,4-Dihydroxyphenylvaleric acid 4 sulfate)

3D MOL for HMDB0240447 (3,4-Dihydroxyphenylvaleric acid 4 sulfate)

3D SDF for HMDB0240447 (3,4-Dihydroxyphenylvaleric acid 4 sulfate)

3D-SDF for HMDB0240447 (3,4-Dihydroxyphenylvaleric acid 4 sulfate)

PDB for HMDB0240447 (3,4-Dihydroxyphenylvaleric acid 4 sulfate)

3D PDB for HMDB0240447 (3,4-Dihydroxyphenylvaleric acid 4 sulfate)

SMILES for HMDB0240447 (3,4-Dihydroxyphenylvaleric acid 4 sulfate)

INCHI for HMDB0240447 (3,4-Dihydroxyphenylvaleric acid 4 sulfate)

Structure for HMDB0240447 (3,4-Dihydroxyphenylvaleric acid 4 sulfate)

3D Structure for HMDB0240447 (3,4-Dihydroxyphenylvaleric acid 4 sulfate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra