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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:38:47 UTC

Update Date

2022-03-07 02:57:10 UTC

HMDB ID

HMDB0041727

Secondary Accession Numbers

HMDB41727

Metabolite Identification

Common Name

Dihydrosinapic acid

Description

Dihydrosinapic acid, also known as dihydrosinapate or hdmpa CPD, belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. Based on a literature review very few articles have been published on Dihydrosinapic acid.

Structure

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

HMDB0041727
     RDKit          3D
Dihydrosinapic acid
 30 30  0  0  0  0  0  0  0  0999 V2000
   -2.9008    2.7865   -1.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9993    1.4554   -0.7713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9674    0.6583   -0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6644    1.0846   -0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3335    0.2574    0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7355    0.7120    0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5890    0.4981   -0.7225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9488    0.9917   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1773    2.2181   -0.4859 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0086    0.1468   -0.0970 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0367   -1.0615    0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2650   -1.4885    0.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6140   -2.7883    0.8456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7531   -3.7700    1.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2733   -0.6449    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5648   -1.1640   -0.0822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0008    3.2990   -0.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0020    2.9236   -2.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7586    3.3379   -0.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4078    2.0960   -0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7162    1.8003    0.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583    0.1894    1.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6616   -0.6084   -0.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2113    0.9682   -1.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6429    0.4778    0.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8348   -1.6979    1.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1180   -4.7939    1.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7679   -3.7000    2.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2758   -3.6518    0.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2730   -0.5318   -0.4314 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  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 15  3  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
 10 25  1  0
 11 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 16 30  1  0
M  END


  Mrv1652306131922572D          

 16 16  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
   -3.0582   -0.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0582   -1.3276    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   -1.3276    0.0000 C   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   -0.5025    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
    1.2286   -0.5025    0.0000 O   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
   -3.7727   -1.7401    0.0000 O   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
   -2.3438   -2.5651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4871   -0.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0582   -2.9776    0.0000 C   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  7  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4 12  1  0  0  0  0
  3 13  1  0  0  0  0
  5 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041727

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(CCC(O)=O)=CC(OC)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C11H14O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h5-6,14H,3-4H2,1-2H3,(H,12,13)

> <INCHI_KEY>
BPPVOXVSMSXBEI-UHFFFAOYSA-N

> <FORMULA>
C11H14O5

> <MOLECULAR_WEIGHT>
226.2259

> <EXACT_MASS>
226.084123558

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
22.737556040307595

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(4-hydroxy-3,5-dimethoxyphenyl)propanoic acid

> <ALOGPS_LOGP>
1.08

> <JCHEM_LOGP>
1.4366549173333334

> <ALOGPS_LOGS>
-2.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.340881769266202

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.772429754231048

> <JCHEM_PKA_STRONGEST_BASIC>
-4.602923868376613

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
56.873900000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(4-hydroxy-3,5-dimethoxyphenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041727
     RDKit          3D
Dihydrosinapic acid
 30 30  0  0  0  0  0  0  0  0999 V2000
   -2.9008    2.7865   -1.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9993    1.4554   -0.7713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9674    0.6583   -0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6644    1.0846   -0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3335    0.2574    0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7355    0.7120    0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5890    0.4981   -0.7225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9488    0.9917   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1773    2.2181   -0.4859 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0086    0.1468   -0.0970 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0367   -1.0615    0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2650   -1.4885    0.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6140   -2.7883    0.8456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7531   -3.7700    1.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2733   -0.6449    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5648   -1.1640   -0.0822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0008    3.2990   -0.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0020    2.9236   -2.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7586    3.3379   -0.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4078    2.0960   -0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7162    1.8003    0.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583    0.1894    1.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6616   -0.6084   -0.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2113    0.9682   -1.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6429    0.4778    0.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8348   -1.6979    1.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1180   -4.7939    1.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7679   -3.7000    2.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2758   -3.6518    0.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2730   -0.5318   -0.4314 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  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 15  3  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
 10 25  1  0
 11 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 16 30  1  0
M  END

HEADER    PROTEIN                                 13-JUN-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-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      -5.709  -0.938   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.709  -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  C   UNK     0      -1.708  -0.168   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.374  -0.938   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.960  -0.168   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.293  -0.938   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.960   1.372   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -7.042  -3.248   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -7.042  -0.168   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -4.375  -4.788   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -8.376  -0.938   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.709  -5.558   0.000  0.00  0.00           C+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4    6   14                                                  
CONECT    6    5    1                                                       
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9   10   11    8                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    4                                                            
CONECT   13    3   15                                                       
CONECT   14    5   16                                                       
CONECT   15   13                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0041727
HETATM    1  C1  UNL     1      -2.901   2.786  -1.162  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.999   1.455  -0.771  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.967   0.658  -0.299  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.664   1.085  -0.147  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.334   0.257   0.327  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.735   0.712   0.494  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.589   0.498  -0.723  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.949   0.992  -0.433  1.00  0.00           C  
HETATM    9  O2  UNL     1       4.177   2.218  -0.486  1.00  0.00           O  
HETATM   10  O3  UNL     1       5.009   0.147  -0.097  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.037  -1.061   0.671  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.265  -1.488   0.519  1.00  0.00           C  
HETATM   13  O4  UNL     1      -1.614  -2.788   0.846  1.00  0.00           O  
HETATM   14  C10 UNL     1      -0.753  -3.770   1.334  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.273  -0.645   0.038  1.00  0.00           C  
HETATM   16  O5  UNL     1      -3.565  -1.164  -0.082  1.00  0.00           O  
HETATM   17  H1  UNL     1      -2.001   3.299  -0.812  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.002   2.924  -2.258  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.759   3.338  -0.671  1.00  0.00           H  
HETATM   20  H4  UNL     1      -0.408   2.096  -0.404  1.00  0.00           H  
HETATM   21  H5  UNL     1       1.716   1.800   0.777  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.158   0.189   1.374  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.662  -0.608  -0.880  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.211   0.968  -1.626  1.00  0.00           H  
HETATM   25  H9  UNL     1       5.643   0.478   0.631  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.835  -1.698   1.043  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.118  -4.794   1.046  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.768  -3.700   2.462  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.276  -3.652   0.941  1.00  0.00           H  
HETATM   30  H14 UNL     1      -4.273  -0.532  -0.431  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3
CONECT    3    4    4   15
CONECT    4    5   20
CONECT    5    6   11   11
CONECT    6    7   21   22
CONECT    7    8   23   24
CONECT    8    9    9   10
CONECT   10   25
CONECT   11   12   26
CONECT   12   13   15   15
CONECT   13   14
CONECT   14   27   28   29
CONECT   15   16
CONECT   16   30
END

HMDB0041727
     RDKit          3D
Dihydrosinapic acid
 30 30  0  0  0  0  0  0  0  0999 V2000
   -2.9008    2.7865   -1.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9993    1.4554   -0.7713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9674    0.6583   -0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6644    1.0846   -0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3335    0.2574    0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7355    0.7120    0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5890    0.4981   -0.7225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9488    0.9917   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1773    2.2181   -0.4859 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0086    0.1468   -0.0970 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0367   -1.0615    0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2650   -1.4885    0.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6140   -2.7883    0.8456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7531   -3.7700    1.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2733   -0.6449    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5648   -1.1640   -0.0822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0008    3.2990   -0.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0020    2.9236   -2.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7586    3.3379   -0.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4078    2.0960   -0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7162    1.8003    0.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583    0.1894    1.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6616   -0.6084   -0.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2113    0.9682   -1.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6429    0.4778    0.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8348   -1.6979    1.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1180   -4.7939    1.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7679   -3.7000    2.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2758   -3.6518    0.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2730   -0.5318   -0.4314 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  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 15  3  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
 10 25  1  0
 11 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 16 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dihydrosinapate	Generator
HDMPA CPD	HMDB
3-(4'-Hydroxyl-3',5'-dimethoxyphenyl)propionic acid	HMDB
3-(4-Hydroxy-3,5-dimethoxyphenyl)propanoate	HMDB
3-(4-Hydroxy-3,5-dimethoxyphenyl)propionic acid	HMDB
4-Hydroxy-3,5-dimethoxybenzenepropanoic acid	HMDB
4-Hydroxy-3,5-dimethoxyhydrocinnamic acid	HMDB
Dihydrosinapic acid	HMDB

Chemical Formula

C₁₁H₁₄O₅

Average Molecular Weight

226.2259

Monoisotopic Molecular Weight

226.084123558

IUPAC Name

3-(4-hydroxy-3,5-dimethoxyphenyl)propanoic acid

Traditional Name

3-(4-hydroxy-3,5-dimethoxyphenyl)propanoic acid

CAS Registry Number

14897-78-0

SMILES

COC1=CC(CCC(O)=O)=CC(OC)=C1O

InChI Identifier

InChI=1S/C11H14O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h5-6,14H,3-4H2,1-2H3,(H,12,13)

InChI Key

BPPVOXVSMSXBEI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic acids

Alternative Parents

Substituents

3-phenylpropanoic-acid
Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0041727)
Cytoplasm (HMDB: HMDB0041727)

Source

Exogenous

Exogenous (HMDB: HMDB0041727)

Food

Food (HMDB: HMDB0041727)

Endogenous

Plant

Plant (HMDB: HMDB0041727)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041727)

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	0.86 g/L	ALOGPS
logP	1.08	ALOGPS
logP	1.44	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	3.77	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	56.87 m³·mol⁻¹	ChemAxon
Polarizability	22.74 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]+	154.647	31661259
DarkChem	[M-H]-	153.014	31661259
DeepCCS	[M+H]+	152.536	30932474
DeepCCS	[M-H]-	150.178	30932474
DeepCCS	[M-2H]-	184.453	30932474
DeepCCS	[M+Na]+	159.327	30932474
AllCCS	[M+H]+	150.7	32859911
AllCCS	[M+H-H2O]+	146.8	32859911
AllCCS	[M+NH4]+	154.3	32859911
AllCCS	[M+Na]+	155.3	32859911
AllCCS	[M-H]-	150.2	32859911
AllCCS	[M+Na-2H]-	150.7	32859911
AllCCS	[M+HCOO]-	151.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.03 minutes	32390414
Predicted by Siyang on May 30, 2022	10.2068 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.82 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	36.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1437.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	267.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	122.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	165.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	78.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	383.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	351.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	113.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	818.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	326.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1019.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	252.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	300.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	423.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	242.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	128.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydrosinapic acid	COC1=CC(CCC(O)=O)=CC(OC)=C1O	3428.6	Standard polar	33892256
Dihydrosinapic acid	COC1=CC(CCC(O)=O)=CC(OC)=C1O	1908.3	Standard non polar	33892256
Dihydrosinapic acid	COC1=CC(CCC(O)=O)=CC(OC)=C1O	1951.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydrosinapic acid,1TMS,isomer #1	COC1=CC(CCC(=O)O[Si](C)(C)C)=CC(OC)=C1O	2010.6	Semi standard non polar	33892256
Dihydrosinapic acid,1TMS,isomer #2	COC1=CC(CCC(=O)O)=CC(OC)=C1O[Si](C)(C)C	2033.6	Semi standard non polar	33892256
Dihydrosinapic acid,2TMS,isomer #1	COC1=CC(CCC(=O)O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	2026.8	Semi standard non polar	33892256
Dihydrosinapic acid,1TBDMS,isomer #1	COC1=CC(CCC(=O)O[Si](C)(C)C(C)(C)C)=CC(OC)=C1O	2260.5	Semi standard non polar	33892256
Dihydrosinapic acid,1TBDMS,isomer #2	COC1=CC(CCC(=O)O)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	2294.5	Semi standard non polar	33892256
Dihydrosinapic acid,2TBDMS,isomer #1	COC1=CC(CCC(=O)O[Si](C)(C)C(C)(C)C)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	2510.7	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 - Dihydrosinapic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0159-1920000000-8a9733148f93eed742d6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrosinapic acid GC-MS (2 TMS) - 70eV, Positive	splash10-05g0-9053000000-a16fdee870db6a9332b4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrosinapic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrosinapic 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 - Dihydrosinapic acid 10V, Positive-QTOF	splash10-0a4i-0290000000-a72d146fe1e30e487fc3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrosinapic acid 20V, Positive-QTOF	splash10-0560-0930000000-3f606694130a453bae1f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrosinapic acid 40V, Positive-QTOF	splash10-014r-5900000000-0647c5cb279aa50ba81b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrosinapic acid 10V, Negative-QTOF	splash10-004i-0190000000-7fa30296843f5e09bee3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrosinapic acid 20V, Negative-QTOF	splash10-0a6r-1980000000-e8696eecf7eb3a60add7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrosinapic acid 40V, Negative-QTOF	splash10-0a4i-6900000000-ffd7fc3aafdae2ce2d09	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrosinapic acid 10V, Positive-QTOF	splash10-0a4i-0490000000-f054d8c73723628c4a2a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrosinapic acid 20V, Positive-QTOF	splash10-0a7j-1930000000-b2b0711f096ca051eca7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrosinapic acid 40V, Positive-QTOF	splash10-0aor-8900000000-659382e0a5f4c23738d3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrosinapic acid 10V, Negative-QTOF	splash10-004i-0090000000-f086b4b745f3fb72d2ac	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrosinapic acid 20V, Negative-QTOF	splash10-017j-0910000000-4aa357e443054a46bc40	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrosinapic acid 40V, Negative-QTOF	splash10-014i-9600000000-d3eed607f764ba125a06	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB029893

KNApSAcK ID

Not Available

Chemspider ID

76391

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

84681

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

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 ]
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 Dihydrosinapic acid (HMDB0041727)

MOL for HMDB0041727 (Dihydrosinapic acid)

3D MOL for HMDB0041727 (Dihydrosinapic acid)

3D SDF for HMDB0041727 (Dihydrosinapic acid)

3D-SDF for HMDB0041727 (Dihydrosinapic acid)

PDB for HMDB0041727 (Dihydrosinapic acid)

3D PDB for HMDB0041727 (Dihydrosinapic acid)

SMILES for HMDB0041727 (Dihydrosinapic acid)

INCHI for HMDB0041727 (Dihydrosinapic acid)

Structure for HMDB0041727 (Dihydrosinapic acid)

3D Structure for HMDB0041727 (Dihydrosinapic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra