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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-08 21:44:51 UTC

Update Date

2023-02-21 17:18:41 UTC

HMDB ID

HMDB0029233

Secondary Accession Numbers

HMDB29233

Metabolite Identification

Common Name

3,4-Dihydroxyphenylvaleric acid

Description

3,4-Dihydroxyphenylvaleric acid belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. Based on a literature review a significant number of articles have been published on 3,4-Dihydroxyphenylvaleric acid.

Structure

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

HMDB0029233
     RDKit          3D
3,4-Dihydroxyphenylvaleric acid
 29 29  0  0  0  0  0  0  0  0999 V2000
    5.1707    0.7440   -1.8071 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5148    0.2334   -0.8705 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1804   -0.5223    0.0673 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0606    0.4210   -0.7502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5323   -0.3035    0.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0583   -0.1197    0.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2364   -0.6182   -0.5364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1964   -0.3490   -0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9136   -1.3124    0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534   -1.1335    0.7975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8321    0.0650    0.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1652    0.3195    0.7112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1416    1.0466   -0.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7340    2.2520   -0.6463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8187    0.8298   -0.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5346   -0.0701    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9008    1.5162   -0.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5204    0.1146   -1.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0016    0.2054    1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8525   -1.3645    0.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8812    0.9922    0.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6639   -0.5441    1.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5164   -0.1612   -1.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3448   -1.7180   -0.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4713   -2.2557    0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7843   -1.8924    1.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7102   -0.3730    1.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7058    2.4404   -0.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2432    1.5573   -1.0980 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
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15  8  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
M  END


  Mrv1652303102016542D          

 15 15  0  0  0  0            999 V2000
   -3.3358   -0.4853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3358    1.1646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0943   -0.0728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3799   -1.3103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2364   -0.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4779   -0.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9509   -0.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1924   -0.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6654   -0.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069   -0.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1924    0.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069    1.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6213   -0.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6213    0.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3799   -0.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  2 14  1  0  0  0  0
  3 15  1  0  0  0  0
  4 15  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
  9 15  1  0  0  0  0
 10 13  1  0  0  0  0
 11 12  2  0  0  0  0
 12 14  1  0  0  0  0
 13 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029233

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H14O4/c12-9-6-5-8(7-10(9)13)3-1-2-4-11(14)15/h5-7,12-13H,1-4H2,(H,14,15)

> <INCHI_KEY>
KTDWBJGUMIZRHU-UHFFFAOYSA-N

> <FORMULA>
C11H14O4

> <MOLECULAR_WEIGHT>
210.2265

> <EXACT_MASS>
210.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
22.01157029215822

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(3,4-dihydroxyphenyl)pentanoic acid

> <ALOGPS_LOGP>
1.87

> <JCHEM_LOGP>
2.337569457

> <ALOGPS_LOGS>
-2.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.515682065753218

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.05045006519918

> <JCHEM_PKA_STRONGEST_BASIC>
-6.249138264740744

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
55.13040000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(3,4-dihydroxyphenyl)pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029233
     RDKit          3D
3,4-Dihydroxyphenylvaleric acid
 29 29  0  0  0  0  0  0  0  0999 V2000
    5.1707    0.7440   -1.8071 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5148    0.2334   -0.8705 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1804   -0.5223    0.0673 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0606    0.4210   -0.7502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5323   -0.3035    0.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0583   -0.1197    0.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2364   -0.6182   -0.5364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1964   -0.3490   -0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9136   -1.3124    0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534   -1.1335    0.7975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8321    0.0650    0.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1652    0.3195    0.7112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1416    1.0466   -0.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7340    2.2520   -0.6463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8187    0.8298   -0.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5346   -0.0701    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9008    1.5162   -0.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5204    0.1146   -1.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0016    0.2054    1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8525   -1.3645    0.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8812    0.9922    0.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6639   -0.5441    1.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5164   -0.1612   -1.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3448   -1.7180   -0.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4713   -2.2557    0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7843   -1.8924    1.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7102   -0.3730    1.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7058    2.4404   -0.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2432    1.5573   -1.0980 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
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15  8  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  O   UNK     0      -6.227  -0.906   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      -6.227   2.174   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.776  -0.136   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.442  -2.446   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.441  -0.136   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.892  -0.906   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.775  -0.906   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.226  -0.136   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.109  -0.136   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.560  -0.906   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.226   1.404   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.560   2.174   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.893  -0.136   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.893   1.404   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.442  -0.906   0.000  0.00  0.00           C+0
CONECT    1   13                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   15                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10   11                                                  
CONECT    9    7   15                                                       
CONECT   10    8   13                                                       
CONECT   11    8   12                                                       
CONECT   12   11   14                                                       
CONECT   13    1   10   14                                                  
CONECT   14    2   12   13                                                  
CONECT   15    3    4    9                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0029233
HETATM    1  O1  UNL     1       5.171   0.744  -1.807  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.515   0.233  -0.871  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.180  -0.522   0.067  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.061   0.421  -0.750  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.532  -0.304   0.468  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.058  -0.120   0.604  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.236  -0.618  -0.536  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.196  -0.349  -0.215  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.914  -1.312   0.463  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.253  -1.133   0.797  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.832   0.065   0.414  1.00  0.00           C  
HETATM   12  O3  UNL     1      -5.165   0.320   0.711  1.00  0.00           O  
HETATM   13  C10 UNL     1      -3.142   1.047  -0.264  1.00  0.00           C  
HETATM   14  O4  UNL     1      -3.734   2.252  -0.646  1.00  0.00           O  
HETATM   15  C11 UNL     1      -1.819   0.830  -0.576  1.00  0.00           C  
HETATM   16  H1  UNL     1       5.535  -0.070   0.898  1.00  0.00           H  
HETATM   17  H2  UNL     1       2.901   1.516  -0.540  1.00  0.00           H  
HETATM   18  H3  UNL     1       2.520   0.115  -1.668  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.002   0.205   1.352  1.00  0.00           H  
HETATM   20  H5  UNL     1       2.853  -1.365   0.482  1.00  0.00           H  
HETATM   21  H6  UNL     1       0.881   0.992   0.705  1.00  0.00           H  
HETATM   22  H7  UNL     1       0.664  -0.544   1.549  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.516  -0.161  -1.514  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.345  -1.718  -0.626  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.471  -2.256   0.769  1.00  0.00           H  
HETATM   26  H11 UNL     1      -3.784  -1.892   1.321  1.00  0.00           H  
HETATM   27  H12 UNL     1      -5.710  -0.373   1.208  1.00  0.00           H  
HETATM   28  H13 UNL     1      -4.706   2.440  -0.431  1.00  0.00           H  
HETATM   29  H14 UNL     1      -1.243   1.557  -1.098  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   16
CONECT    4    5   17   18
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8   23   24
CONECT    8    9    9   15
CONECT    9   10   25
CONECT   10   11   11   26
CONECT   11   12   13
CONECT   12   27
CONECT   13   14   15   15
CONECT   14   28
CONECT   15   29
END

HMDB0029233
     RDKit          3D
3,4-Dihydroxyphenylvaleric acid
 29 29  0  0  0  0  0  0  0  0999 V2000
    5.1707    0.7440   -1.8071 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5148    0.2334   -0.8705 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1804   -0.5223    0.0673 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0606    0.4210   -0.7502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5323   -0.3035    0.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0583   -0.1197    0.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2364   -0.6182   -0.5364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1964   -0.3490   -0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9136   -1.3124    0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534   -1.1335    0.7975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8321    0.0650    0.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1652    0.3195    0.7112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1416    1.0466   -0.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7340    2.2520   -0.6463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8187    0.8298   -0.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5346   -0.0701    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9008    1.5162   -0.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5204    0.1146   -1.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0016    0.2054    1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8525   -1.3645    0.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8812    0.9922    0.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6639   -0.5441    1.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5164   -0.1612   -1.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3448   -1.7180   -0.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4713   -2.2557    0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7843   -1.8924    1.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7102   -0.3730    1.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7058    2.4404   -0.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2432    1.5573   -1.0980 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
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15  8  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,4-Dihydroxyphenylvalerate	Generator
5-(3',4'-Dihydroxyphenyl)-valeric acid	HMDB
5-(3,4-Dihydroxyphenyl) valerate	HMDB

Chemical Formula

C₁₁H₁₄O₄

Average Molecular Weight

210.2265

Monoisotopic Molecular Weight

210.089208936

IUPAC Name

5-(3,4-dihydroxyphenyl)pentanoic acid

Traditional Name

5-(3,4-dihydroxyphenyl)pentanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C11H14O4/c12-9-6-5-8(7-10(9)13)3-1-2-4-11(14)15/h5-7,12-13H,1-4H2,(H,14,15)

InChI Key

KTDWBJGUMIZRHU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Medium-chain fatty acid
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Hydroxy fatty acid
Monocyclic benzene moiety
Fatty acyl
Fatty acid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029233)
Cell membrane (HMDB: HMDB0029233)

Source

Endogenous

Endogenous (HMDB: HMDB0029233)

Exogenous

Food

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0029233)

Tea

Tea products (HMDB: HMDB0029233)

Nut

Nuts (HMDB: HMDB0029233)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0029233)

Fruit

Berries (HMDB: HMDB0029233)

Pome

Apple (HMDB: HMDB0029233)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0029233)

Physical Properties

State

Solid

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	0.68 g/L	ALOGPS
logP	1.87	ALOGPS
logP	2.34	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	4.05	ChemAxon
pKa (Strongest Basic)	-6.2	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	5	ChemAxon
Refractivity	55.13 m³·mol⁻¹	ChemAxon
Polarizability	22.01 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]+	150.68	31661259
DarkChem	[M-H]-	145.656	31661259
DeepCCS	[M+H]+	146.6	30932474
DeepCCS	[M-H]-	144.242	30932474
DeepCCS	[M-2H]-	179.638	30932474
DeepCCS	[M+Na]+	154.799	30932474
AllCCS	[M+H]+	147.2	32859911
AllCCS	[M+H-H2O]+	143.2	32859911
AllCCS	[M+NH4]+	150.8	32859911
AllCCS	[M+Na]+	151.9	32859911
AllCCS	[M-H]-	148.7	32859911
AllCCS	[M+Na-2H]-	149.2	32859911
AllCCS	[M+HCOO]-	149.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,4-Dihydroxyphenylvaleric acid	OC(=O)CCCCC1=CC(O)=C(O)C=C1	3493.1	Standard polar	33892256
3,4-Dihydroxyphenylvaleric acid	OC(=O)CCCCC1=CC(O)=C(O)C=C1	2122.7	Standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid	OC(=O)CCCCC1=CC(O)=C(O)C=C1	2035.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,4-Dihydroxyphenylvaleric acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCC1=CC=C(O)C(O)=C1	2139.1	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid,1TMS,isomer #2	C[Si](C)(C)OC1=CC(CCCCC(=O)O)=CC=C1O	2139.8	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid,1TMS,isomer #3	C[Si](C)(C)OC1=CC=C(CCCCC(=O)O)C=C1O	2151.5	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCC1=CC=C(O[Si](C)(C)C)C(O)=C1	2068.4	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)CCCCC1=CC=C(O)C(O[Si](C)(C)C)=C1	2078.5	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C(CCCCC(=O)O)C=C1O[Si](C)(C)C	2149.6	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2118.3	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCC1=CC=C(O)C(O)=C1	2390.2	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(CCCCC(=O)O)=CC=C1O	2399.9	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(CCCCC(=O)O)C=C1O	2399.9	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	2552.8	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCCCC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	2544.9	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(CCCCC(=O)O)C=C1O[Si](C)(C)C(C)(C)C	2619.5	Semi standard non polar	33892256
3,4-Dihydroxyphenylvaleric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	2802.1	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 - 3,4-Dihydroxyphenylvaleric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dr-3900000000-8c6ed9d550523ad55eb2	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dihydroxyphenylvaleric acid GC-MS (3 TMS) - 70eV, Positive	splash10-03xr-8497700000-d54f9e26876636c5ffa2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dihydroxyphenylvaleric acid 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 10V, Positive-QTOF	splash10-03dl-0960000000-c3ab478d2dfab560af74	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydroxyphenylvaleric acid 20V, Positive-QTOF	splash10-02tc-1910000000-e6faec6a29b4085f4a96	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydroxyphenylvaleric acid 40V, Positive-QTOF	splash10-052f-9600000000-52ada87655a897d8ef3d	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydroxyphenylvaleric acid 10V, Negative-QTOF	splash10-0a4i-0290000000-f38a459cf9c29550917a	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydroxyphenylvaleric acid 20V, Negative-QTOF	splash10-0a4i-1980000000-345a42e5ac5ba55584d9	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydroxyphenylvaleric acid 40V, Negative-QTOF	splash10-0a4l-9700000000-0a79b9494bb8a662687c	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydroxyphenylvaleric acid 10V, Negative-QTOF	splash10-0a4i-0090000000-d7d78c2420ea52111b10	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydroxyphenylvaleric acid 20V, Negative-QTOF	splash10-05g0-2920000000-a7ff9aee7b1a7c0b7940	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydroxyphenylvaleric acid 40V, Negative-QTOF	splash10-00dl-5900000000-b13e424986a10eb759eb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydroxyphenylvaleric acid 10V, Positive-QTOF	splash10-03di-0960000000-2ddf4648feeed7100b6a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydroxyphenylvaleric acid 20V, Positive-QTOF	splash10-0abl-4900000000-67767423c335adb8915a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dihydroxyphenylvaleric acid 40V, Positive-QTOF	splash10-0aou-9600000000-c77a9524b0290a0896de	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

FDB029855

KNApSAcK ID

Not Available

Chemspider ID

30776738

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49831816

PDB ID

Not Available

ChEBI ID

137503

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

Enzymes

Enzyme Details

1. Catechol O-methyltransferase

General function:: Involved in magnesium ion binding
Specific function:: Catalyzes the O-methylation, and thereby the inactivation, of catecholamine neurotransmitters and catechol hormones. Also shortens the biological half-lives of certain neuroactive drugs, like L-DOPA, alpha-methyl DOPA and isoproterenol.
Gene Name:: COMT
Uniprot ID:: P21964
Molecular weight:: 30036.77

Reactions

3,4-Dihydroxyphenylvaleric acid → 5-(4-hydroxy-3-methoxyphenyl)pentanoic acid	details

Enzyme Details

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

3,4-Dihydroxyphenylvaleric acid → 6-[4-(4-carboxybutyl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details
3,4-Dihydroxyphenylvaleric acid → 6-[5-(4-carboxybutyl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details
3,4-Dihydroxyphenylvaleric acid → 6-{[5-(3,4-dihydroxyphenyl)pentanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Enzyme Details

3. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

3,4-Dihydroxyphenylvaleric acid → 5-[4-hydroxy-3-(sulfooxy)phenyl]pentanoic acid	details

Showing metabocard for 3,4-Dihydroxyphenylvaleric acid (HMDB0029233)

MOL for HMDB0029233 (3,4-Dihydroxyphenylvaleric acid)

3D MOL for HMDB0029233 (3,4-Dihydroxyphenylvaleric acid)

3D SDF for HMDB0029233 (3,4-Dihydroxyphenylvaleric acid)

3D-SDF for HMDB0029233 (3,4-Dihydroxyphenylvaleric acid)

PDB for HMDB0029233 (3,4-Dihydroxyphenylvaleric acid)

3D PDB for HMDB0029233 (3,4-Dihydroxyphenylvaleric acid)

SMILES for HMDB0029233 (3,4-Dihydroxyphenylvaleric acid)

INCHI for HMDB0029233 (3,4-Dihydroxyphenylvaleric acid)

Structure for HMDB0029233 (3,4-Dihydroxyphenylvaleric acid)

3D Structure for HMDB0029233 (3,4-Dihydroxyphenylvaleric acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra

Enzymes

Reactions

Reactions

Reactions