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Showing NP-Card for (E)-ferulic acid (NP0331725)

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Record Information
Version1.0
Created at2023-07-17 20:05:35 UTC
Updated at2024-04-19 09:49:32 UTC
NP-MRD IDNP0331725
Secondary Accession NumbersNone
Natural Product Identification
Common Name(E)-ferulic acid
DescriptionFerulic acid, also known as (e)-ferulate or trans-ferulate, belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. Ferulic acid exists in all living species, ranging from bacteria to plants to humans. Ferulic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. It was first documented in 2021 (PMID: 34600676). Based on a literature review a significant number of articles have been published on Ferulic acid (PMID: 34597652) (PMID: 34595237) (PMID: 34580932) (PMID: 34580868).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0331725 ((E)-ferulic acid)


  Mrv1652309272007352D          

 14 14  0  0  0  0            999 V2000
10000.732310000.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4470 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.161810000.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8766 9999.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.161810001.2359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.878910000.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1633 9999.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8789 9998.7640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.021210000.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.306710000.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.592210000.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5922 9999.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3066 9998.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0212 9999.1758    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  1  0  0  0  0
  3  5  2  0  0  0  0
  6  7  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14  9  1  0  0  0  0
  1  9  1  0  0  0  0
 11  6  1  0  0  0  0
 12  8  1  0  0  0  0
M  END
Download

3D MOL for NP0331725 ((E)-ferulic acid)

HMDB0000954
     RDKit          3D
Ferulic acid
 24 24  0  0  0  0  0  0  0  0999 V2000
   -3.0115    2.2634    0.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1116    0.9211   -0.2517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9890    0.0809   -0.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7503    0.5772    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068   -0.2078   -0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6458    0.4076    0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7751   -0.2739    0.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0505    0.3100    0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0924    1.5036    1.0239 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1976   -0.4310    0.6505 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2249   -1.5045   -0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0163   -2.0188   -0.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356   -1.2338   -0.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4049   -1.6994   -1.0339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5716    2.8884   -0.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4290    2.4181    1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0466    2.6293    0.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6970    1.6273    0.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6904    1.4559    0.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8032   -1.3255    0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8458   -0.5492    1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0990   -2.1497   -0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1062   -3.0430   -1.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5619   -2.6462   -1.3244 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  2  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
 13  3  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  6 19  1  0
  7 20  1  0
 10 21  1  0
 11 22  1  0
 12 23  1  0
 14 24  1  0
M  END
Download

3D SDF for NP0331725 ((E)-ferulic acid)


  Mrv1652309272007352D          

 14 14  0  0  0  0            999 V2000
10000.732310000.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4470 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.161810000.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8766 9999.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.161810001.2359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.878910000.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1633 9999.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8789 9998.7640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.021210000.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.306710000.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.592210000.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5922 9999.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3066 9998.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0212 9999.1758    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  1  0  0  0  0
  3  5  2  0  0  0  0
  6  7  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14  9  1  0  0  0  0
  1  9  1  0  0  0  0
 11  6  1  0  0  0  0
 12  8  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331725

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(\C=C\C(O)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+

> <INCHI_KEY>
KSEBMYQBYZTDHS-HWKANZROSA-N

> <FORMULA>
C10H10O4

> <MOLECULAR_WEIGHT>
194.184

> <EXACT_MASS>
194.057908808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
19.180103670792548

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

> <ALOGPS_LOGP>
1.58

> <JCHEM_LOGP>
1.6748496726666668

> <ALOGPS_LOGS>
-2.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.982312921511172

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7673485922827705

> <JCHEM_PKA_STRONGEST_BASIC>
-4.89396153310966

> <JCHEM_POLAR_SURFACE_AREA>
66.75999999999999

> <JCHEM_REFRACTIVITY>
51.504000000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ferulic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0331725 ((E)-ferulic acid)

HMDB0000954
     RDKit          3D
Ferulic acid
 24 24  0  0  0  0  0  0  0  0999 V2000
   -3.0115    2.2634    0.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1116    0.9211   -0.2517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9890    0.0809   -0.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7503    0.5772    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068   -0.2078   -0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6458    0.4076    0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7751   -0.2739    0.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0505    0.3100    0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0924    1.5036    1.0239 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1976   -0.4310    0.6505 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2249   -1.5045   -0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0163   -2.0188   -0.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356   -1.2338   -0.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4049   -1.6994   -1.0339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5716    2.8884   -0.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4290    2.4181    1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0466    2.6293    0.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6970    1.6273    0.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6904    1.4559    0.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8032   -1.3255    0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8458   -0.5492    1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0990   -2.1497   -0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1062   -3.0430   -1.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5619   -2.6462   -1.3244 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  2  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
 13  3  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  6 19  1  0
  7 20  1  0
 10 21  1  0
 11 22  1  0
 12 23  1  0
 14 24  1  0
M  END
Download

PDB for NP0331725 ((E)-ferulic acid)

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8668.0348667.436   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8669.3688666.666   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8670.7028667.436   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8672.0368666.666   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8670.7028668.974   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8662.7078667.436   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8661.3718666.665   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8662.7078664.359   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8666.7068666.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8665.3738667.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8664.0398666.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8664.0398665.128   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.3728664.358   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8666.7068665.128   0.000  0.00  0.00           C+0
CONECT    1    2    9                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    7   11                                                       
CONECT    7    6                                                            
CONECT    8   12                                                            
CONECT    9   10   14    1                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12    6                                                  
CONECT   12   11   13    8                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END
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3D PDB for NP0331725 ((E)-ferulic acid)

COMPND    HMDB0000954
HETATM    1  C1  UNL     1      -3.011   2.263   0.141  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.112   0.921  -0.252  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.989   0.081  -0.315  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.750   0.577   0.016  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.407  -0.208  -0.026  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.646   0.408   0.338  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.775  -0.274   0.321  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.050   0.310   0.682  1.00  0.00           C  
HETATM    9  O2  UNL     1       4.092   1.504   1.024  1.00  0.00           O  
HETATM   10  O3  UNL     1       5.198  -0.431   0.651  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.225  -1.504  -0.419  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.016  -2.019  -0.755  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.136  -1.234  -0.707  1.00  0.00           C  
HETATM   14  O4  UNL     1      -3.405  -1.699  -1.034  1.00  0.00           O  
HETATM   15  H1  UNL     1      -2.572   2.888  -0.664  1.00  0.00           H  
HETATM   16  H2  UNL     1      -2.429   2.418   1.066  1.00  0.00           H  
HETATM   17  H3  UNL     1      -4.047   2.629   0.374  1.00  0.00           H  
HETATM   18  H4  UNL     1      -0.697   1.627   0.320  1.00  0.00           H  
HETATM   19  H5  UNL     1       1.690   1.456   0.640  1.00  0.00           H  
HETATM   20  H6  UNL     1       2.803  -1.325   0.029  1.00  0.00           H  
HETATM   21  H7  UNL     1       5.846  -0.549   1.417  1.00  0.00           H  
HETATM   22  H8  UNL     1       1.099  -2.150  -0.465  1.00  0.00           H  
HETATM   23  H9  UNL     1      -1.106  -3.043  -1.057  1.00  0.00           H  
HETATM   24  H10 UNL     1      -3.562  -2.646  -1.324  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3
CONECT    3    4    4   13
CONECT    4    5   18
CONECT    5    6   11   11
CONECT    6    7    7   19
CONECT    7    8   20
CONECT    8    9    9   10
CONECT   10   21
CONECT   11   12   22
CONECT   12   13   13   23
CONECT   13   14
CONECT   14   24
END
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SMILES for NP0331725 ((E)-ferulic acid)

COC1=C(O)C=CC(\C=C\C(O)=O)=C1
Download

INCHI for NP0331725 ((E)-ferulic acid)

InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+
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View in JSmol
Synonyms
ValueSource
(e)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acidChEBI
(e)-4'-Hydroxy-3'-methoxycinnamic acidChEBI
(e)-4-Hydroxy-3-methoxycinnamic acidChEBI
(e)-Ferulic acidChEBI
3-(4-Hydroxy-3-methoxyphenyl)propenoic acidChEBI
3-Methoxy-4-hydroxy-trans-cinnamic acidChEBI
4-Hydroxy-3-methoxycinnamic acidChEBI
trans-4-Hydroxy-3-methoxycinnamic acidChEBI
trans-Ferulic acidChEBI
3-Methoxy-4-hydroxy-trans-cinnamateKegg
4-Hydroxy-3-methoxycinnamateKegg
(e)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoateGenerator
(e)-4'-Hydroxy-3'-methoxycinnamateGenerator
(e)-4-Hydroxy-3-methoxycinnamateGenerator
(e)-FerulateGenerator
3-(4-Hydroxy-3-methoxyphenyl)propenoateGenerator
trans-4-Hydroxy-3-methoxycinnamateGenerator
trans-FerulateGenerator
FerulateGenerator
8,8'-Diferulic acidHMDB
Ferulic acid, (e)-isomerHMDB
Ferulic acid, monosodium saltHMDB
Sodium ferulateHMDB
Ferulic acid, (Z)-isomerHMDB
(2E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoateHMDB
(2E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acidHMDB
(e)-4-Hydroxy-3-methoxy-cinnamateHMDB
(e)-4-Hydroxy-3-methoxy-cinnamic acidHMDB
(2E)-3-(4-Hydroxy-3-methoxyphenyl)-2-acrylic acidHMDB
(2E)-3-(4-Hydroxy-3-methoxyphenyl)prop-2-enoic acidHMDB
(e)-3-(4-Hydroxy-3-methoxyphenyl)acrylic acidHMDB
Fumalic acidHMDB
3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acidHMDB
3-Methoxy-4-hydroxycinnamic acidHMDB
4'-Hydroxy-3'-methoxycinnamic acidHMDB
Coniferic acidHMDB
Ferulaic acidHMDB
4’-hydroxy-3’-methoxycinnamic acidHMDB
Ferulic acidHMDB, KEGG
3-(4-Hydroxy-3-methoxyphenyl)acrylic acidHMDB
cis-Ferulic acidMeSH
Chemical FormulaC10H10O4
Average Mass194.1840 Da
Monoisotopic Mass194.05791 Da
IUPAC Name(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
Traditional Nameferulic acid
CAS Registry NumberNot Available
SMILES
COC1=C(O)C=CC(\C=C\C(O)=O)=C1
InChI Identifier
InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+
InChI KeyKSEBMYQBYZTDHS-HWKANZROSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)yupingfu424@163.comNot AvailableNot Available2023-07-17View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)yupingfu424@163.comNot AvailableNot Available2023-07-17View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)yupingfu424@163.comNot AvailableNot Available2023-07-17View Spectrum
1D NMR[1H, ] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)yupingfu424@163.comNot AvailableNot Available2023-07-17View Spectrum
1D NMR[13C, ] NMR Spectrum (2D, 151 MHz, CD3OD, experimental)yupingfu424@163.comNot AvailableNot Available2023-07-17View Spectrum
1D NMR[1H, ] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)yupingfu424@163.comNot AvailableNot Available2023-07-17View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassHydroxycinnamic acids and derivatives
Direct ParentHydroxycinnamic acids
Alternative Parents
Substituents
  • Cinnamic acid
  • Coumaric acid or derivatives
  • Hydroxycinnamic acid
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Styrene
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Ether
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.58ALOGPS
logP1.67ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)3.77ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity51.5 m³·mol⁻¹ChemAxon
Polarizability19.18 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000954
DrugBank IDDB07767
Phenol Explorer Compound ID499
FoodDB IDFDB030860
KNApSAcK IDC00002743
Chemspider ID393368
KEGG Compound IDC01494
BioCyc IDFERULIC-ACID
BiGG IDNot Available
Wikipedia LinkFerulic_Acid
METLIN ID4156
PubChem Compound445858
PDB IDNot Available
ChEBI ID17620
Good Scents IDrw1044121
References
General References
  1. Szutowska J, Gwiazdowska D, Rybicka I, Pawlak-Lemanska K, Bieganska-Marecik R, Gliszczynska-Swiglo A: Controlled fermentation of curly kale juice with the use of autochthonous starter cultures. Food Res Int. 2021 Nov;149:110674. doi: 10.1016/j.foodres.2021.110674. Epub 2021 Aug 28. [PubMed:34600676 ]
  2. Chen J, Wang Y, Wang S, Zhao X, Zhao L, Wang Y: Salvianolic acid B and ferulic acid synergistically promote angiogenesis in HUVECs and zebrafish via regulating VEGF signaling. J Ethnopharmacol. 2022 Jan 30;283:114667. doi: 10.1016/j.jep.2021.114667. Epub 2021 Sep 29. [PubMed:34597652 ]
  3. Guo X, Yu X, Zheng B, Zhang L, Zhang F, Zhang Y, Li J, Pu G, Zhang L, Wu H: Network Pharmacology-Based Identification of Potential Targets of Lonicerae japonicae Flos Acting on Anti-Inflammatory Effects. Biomed Res Int. 2021 Sep 20;2021:5507003. doi: 10.1155/2021/5507003. eCollection 2021. [PubMed:34595237 ]
  4. Yin X, Liu W, Chen H, Qi C, Chen H, Niu H, Yang J, Kwok KWH, Dong W: Effects of ferulic acid on muscle development and intestinal microbiota of zebrafish. J Anim Physiol Anim Nutr (Berl). 2022 Mar;106(2):429-440. doi: 10.1111/jpn.13631. Epub 2021 Sep 27. [PubMed:34580932 ]
  5. Siebert M, Krings U, Gunther T, Fragalas A, Berger RG: Enzymatic hydrolysis of kaempferol 3-O-(2'''-O-sinapoyl-beta-sophoroside), the key bitter compound of rapeseed (Brassica napus L.) protein isolate. J Sci Food Agric. 2022 Mar 30;102(5):2179-2182. doi: 10.1002/jsfa.11547. Epub 2021 Nov 3. [PubMed:34580868 ]