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Showing NP-Card for trans-Ferulic acid (NP0001364)

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Record Information
Version1.0
Created at2005-11-16 15:48:42 UTC
Updated at2022-01-09 17:38:54 UTC
NP-MRD IDNP0001364
Secondary Accession NumbersNone
Natural Product Identification
Common Nametrans-Ferulic acid
DescriptionTrans-Ferulic acid is a highly abundant phenolic phytochemical which is present in plant cell walls. Ferulic acid is a phenolic acid that can be absorbed by the small intestine and excreted through the urine. It is one of the most abundant phenolic acids in plants, varying from 5 g/kg in wheat bran to 9 g/kg in sugar-beet pulp and 50 g/kg in corn kernel. It occurs primarily in seeds and leaves both in its free form (albeit rarely) and covalently linked to lignin and other biopolymers. It is usually found as ester cross-links with polysaccharides in the cell wall, such as arabinoxylans in grasses, pectin in spinach and sugar beet, and xyloglucans in bamboo. It also can cross-link with proteins. Due to its phenolic nucleus and an extended side chain conjugation (carbohydrates and proteins), it readily forms a resonance-stabilized phenoxy radical which accounts for its potent antioxidant potential. Food supplementation with curcumin and ferulic acid is considered a nutritional approach to reducing oxidative damage and amyloid pathology in Alzheimer disease (PMID: 17127365 , 1398220 , 15453708 , 9878519 ). Ferulic acid can be found in Pseudomonas and Saccharomyces (PMID: 8395165 ).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001364 (trans-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 NP0001364 (trans-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 NP0001364 (trans-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>
NP0001364

> <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 NP0001364 (trans-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 NP0001364 (trans-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 NP0001364 (trans-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 NP0001364 (trans-Ferulic acid)

COC1=C(O)C=CC(\C=C\C(O)=O)=C1
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INCHI for NP0001364 (trans-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 Number537-98-4
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
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, simulated)Ahselim2022-01-09View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, experimental)Ahselim2022-01-09View 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 Origin
Species NameSourceReference
Abeliophyllum distichumLOTUS Database
Abies nephrolepisLOTUS Database
Abies spectabilisLOTUS Database
Achillea millefoliumLOTUS Database
Actaea cimicifugaLOTUS Database
Actaea dahuricaLOTUS Database
Actaea japonicaLOTUS Database
Actaea racemosaKNApSAcK Database
Actaea simplexLOTUS Database
Adenostoma sparsifoliumLOTUS Database
Aeschynanthus bracteatusKNApSAcK Database
Aglaia foveolataLOTUS Database
Ailanthus altissimaLOTUS Database
Ailanthus integrifoliaKNApSAcK Database
Ajuga ivaKNApSAcK Database
Ajuga pyramidalisLOTUS Database
Allium cepaKNApSAcK Database
Allium sativumKNApSAcK Database
Allium tuberosumLOTUS Database
Aloe castellorumLOTUS Database
Althaea armeniacaLOTUS Database
Althaea officinalisLOTUS Database
Amelanchier sanguineaLOTUS Database
Ammodendron bifoliumLOTUS Database
Amphibolis antarcticaKNApSAcK Database
Amphibolis griffithiiKNApSAcK Database
Ananas comosusKNApSAcK Database
Anastatica hierochunticaLOTUS Database
Andrographis paniculataKNApSAcK Database
Anemone cernuaLOTUS Database
Anethum graveolensLOTUS Database
Angelica acutiloba (Hokkado)KNApSAcK Database
Angelica acutiloba (Toyama)KNApSAcK Database
Angelica dahuricaLOTUS Database
Angelica furcijuga KITAGAWAKNApSAcK Database
Angelica gigasKNApSAcK Database
Angelica sinensisKNApSAcK Database
Anigozanthos preissiiKNApSAcK Database
Annona cherimolaLOTUS Database
Anthemis nobilisKNApSAcK Database
Apis ceranaLOTUS Database
Aquilaria malaccensisLOTUS Database
Arabidopsis thalianaKNApSAcK Database
Arachis hypogaeaLOTUS Database
Aralia continentalisLOTUS Database
Araucaria angustifoliaLOTUS Database
Arenaria kansuensis var.ovatipeatalaKNApSAcK Database
Aristolochia clematitisLOTUS Database
Aristolochia cucurbitifoliaLOTUS Database
Aristolochia heterophylla HemslKNApSAcK Database
Aristolochia kaempferiLOTUS Database
Aristolochia manshuriensisKNApSAcK Database
Artemisia capillarisLOTUS Database
Artemisia jacuticaLOTUS Database
Arum italicumLOTUS Database
Aruncus diocusKNApSAcK Database
Aruncus dioicusLOTUS Database
Aspalathus linearisLOTUS Database
Asparagus officinalisKNApSAcK Database
Aspergillus unilateralisLOTUS Database
Aster indicusLOTUS Database
Astragalus arguricusLOTUS Database
Astragalus membranaceusLOTUS Database
Astragalus onobrychisLOTUS Database
Astragalus wagneriLOTUS Database
Avena sativaLOTUS Database
Azadirachta indicaKNApSAcK Database
Balbisia calycinaLOTUS Database
Baloskion tetraphyllumKNApSAcK Database
Begonia nantoensisLOTUS Database
Beta vulgarisKNApSAcK Database
Betula pubescensLOTUS Database
Blainvillea acmellaLOTUS Database
Boltonia asteroidesLOTUS Database
Borago officinalisLOTUS Database
Brassica oleraceaLOTUS Database
Brassica oleracea L. ssp. BotrytisKNApSAcK Database
Brettanomyces anomalusLOTUS Database
Broussonetia papyriferaLOTUS Database
Bryothamnion triquetrumLOTUS Database
Buddleja asiaticaLOTUS Database
Buddleja fallowianaLOTUS Database
Bulbophyllum vaginatumLOTUS Database
Bupleurum acutifoliumLOTUS Database
Cajanus cajanLOTUS Database
Calligonum leucocladumKNApSAcK Database
Calluna vulgarisLOTUS Database
Calycanthus chinensisLOTUS Database
Camellia reticulataLOTUS Database
Campanula rotundifoliaLOTUS Database
Cannabis sativaCannabisDB
      Not Available
Capparis spinosaKNApSAcK Database
Capsicum annuumKNApSAcK Database
Caragana spinosaLOTUS Database
Carica papayaKNApSAcK Database
Carpobrotus edulisLOTUS Database
Catalpa ovataKNApSAcK Database
Centaurea africanaLOTUS Database
Centaurea pallescensLOTUS Database
Centaurium erythraeaLOTUS Database
Chaerophyllum hirsutumLOTUS Database
Chamaecyparis formosensisKNApSAcK Database
Chelidonium majusLOTUS Database
Chromolaena odorataLOTUS Database
Chrysanthemum coronariumLOTUS Database
Cicer arietinumLOTUS Database
Cimicifuga dahuricaKNApSAcK Database
Cimicifuga foetidaKNApSAcK Database
Cimicifuga heracleifoliaKNApSAcK Database
Cimicifuga racemosaKNApSAcK Database
Cinnamomum kotoenseLOTUS Database
Cinnamomum reticulatumLOTUS Database
Cinnamomum subaveniumKNApSAcK Database
Cinnamomum tenuifoliumKNApSAcK Database
Citrus aurantiumLOTUS Database
Citrus limonKNApSAcK Database
Citrus limoniaKNApSAcK Database
Citrus medicaLOTUS Database
Citrus sinensisKNApSAcK Database
Citrus sudachiKNApSAcK Database
Clematis ternifloraLOTUS Database
Cnidium monnieriLOTUS Database
Cnidium officinaleLOTUS Database
Codiaeum variegatumLOTUS Database
Codonopsis pilosulaKNApSAcK Database
Coffea canephoraLOTUS Database
Colchicum kotschyiLOTUS Database
Colubrina faralaotra subsp.trichocarpa.KNApSAcK Database
Conyza schimperiKNApSAcK Database
Coptis chinensisKNApSAcK Database
Corchorus capsularisLOTUS Database
Cordia macleodiiKNApSAcK Database
Coriandrum sativumLOTUS Database
Corydalis cheilanthifoliaLOTUS Database
Corydalis decumbensKNApSAcK Database
Crataegus rhipidophyllaLOTUS Database
Croton megalocarpusLOTUS Database
Cryptomeria japonicaLOTUS Database
Curcuma longaPlant
Cymodocea rotundataKNApSAcK Database
Cymodocea serrulataKNApSAcK Database
Cynanchum thesioidesKNApSAcK Database
Cyperus papyrusKNApSAcK Database
Cyperus rotundusLOTUS Database
Cyperus rotundus L.KNApSAcK Database
Daphnia pulexLOTUS Database
Deschampsia antarcticaLOTUS Database
Dichorisandra thyrsifloraKNApSAcK Database
Digitalis ferrugineaLOTUS Database
Diospyros kakiLOTUS Database
Dipteryx odorataLOTUS Database
Echinacea angustifoliaLOTUS Database
Elegia capensisKNApSAcK Database
Eleutherococcus senticosusLOTUS Database
Equisetum arvenseLOTUS Database
Equisetum hiemaleKNApSAcK Database
Equisetum ramosissimumLOTUS Database
Erigeron canadensisLOTUS Database
Eriocaulon buergerianumKNApSAcK Database
Erythrina latissimaLOTUS Database
Erythrina senegalensisLOTUS Database
Euphorbia hylonomaLOTUS Database
Euphorbia tithymaloidesLOTUS Database
Euphrasia officinalisLOTUS Database
Eutrema japonicumPlant
Fagopyrum esculentumLOTUS Database
Falcaria vulgarisKNApSAcK Database
Ferula assa-foetidaKNApSAcK Database
Ferula assafoetidaKNApSAcK Database
Ferula foetidaKNApSAcK Database
Festuca rubraLOTUS Database
Ficaria vernaLOTUS Database
Foeniculum vulgareKNApSAcK Database
Forsythia viridissimaLOTUS Database
Fragaria x ananassaLOTUS Database
Fumaria agrariaLOTUS Database
Galinsoga quadriradiataLOTUS Database
Ginkgo bilobaLOTUS Database
Glechoma hederaceaLOTUS Database
Glehnia littoralisKNApSAcK Database
Gliricidia sepiumLOTUS Database
Glycine maxLOTUS Database
Gossypium hirsutumLOTUS Database
Greigia sphacelataLOTUS Database
Gymnadenia conopseaLOTUS Database
Gymnadenia conopsea R.BR.KNApSAcK Database
Gymnanthemum myrianthumLOTUS Database
Gynerium sagittatumKNApSAcK Database
Haematoxylum campechianumLOTUS Database
Halimodendron halodendronLOTUS Database
Halocharis hispidaLOTUS Database
Halodule uninervisKNApSAcK Database
Halodule wrightiiKNApSAcK Database
Halophila engelmanniiKNApSAcK Database
Hansenia weberbauerianaLOTUS Database
Haplophyllum griffithianumLOTUS Database
Haplopteris anguste-elongataLOTUS Database
Hedychium coronariumLOTUS Database
Hedychium gardnerianumKNApSAcK Database
Helichrysum italicumLOTUS Database
Helleborus atrorubensLOTUS Database
Heracleum sphondyliumLOTUS Database
Hibiscus taiwanensisKNApSAcK Database
Hordeum vulgareLOTUS Database
Hornstedtia reticulataLOTUS Database
Hovenia dulcisLOTUS Database
Humulus lupulusKNApSAcK Database
Huperzia selagoKNApSAcK Database
Hydrangea macrophyllaLOTUS Database
Hylocereus undatusLOTUS Database
Hypericum laricifoliumLOTUS Database
Ilex paraguariensisKNApSAcK Database
Impatiens balsaminaLOTUS Database
Inula britannicaKNApSAcK Database
Ipomoea nilLOTUS Database
Iris ensataLOTUS Database
Iris nigricansLOTUS Database
Isatis tinctoriaKNApSAcK Database
Isodon japonicusLOTUS Database
Isodon oresbiusLOTUS Database
Ixora javanicaLOTUS Database
Juglans regiaLOTUS Database
Juncus inflexusKNApSAcK Database
Juniperus chinensisLOTUS Database
Kalanchoe pinnataLOTUS Database
Kalmia angustifoliaLOTUS Database
Kigelia africanaLOTUS Database
Lactuca vimineaLOTUS Database
Larix gmeliniLOTUS Database
Larix sibiricaLOTUS Database
Larrea divaricataKNApSAcK Database
Lavandula angustifoliaLOTUS Database
Lens culinarisLOTUS Database
Lens esculentaKNApSAcK Database
Levisticum officinaleKNApSAcK Database
Ligularia dentataLOTUS Database
Ligularia nelumbifoliaLOTUS Database
Ligularia pleurocaulisLOTUS Database
Ligularia veitchianaLOTUS Database
Ligusticum brachylobumKNApSAcK Database
Ligusticum chuanxiongLOTUS Database
Ligusticum chuanxiong HORT.KNApSAcK Database
Ligusticum jeholenseKNApSAcK Database
Ligusticum multivittatumKNApSAcK Database
Ligusticum porteriLOTUS Database
Ligusticum sinenseKNApSAcK Database
Ligusticum sinense cv.chaxiongKNApSAcK Database
Ligustrum japonicumLOTUS Database
Ligustrum obtusifoliumLOTUS Database
Linum usitatissimumLOTUS Database
Lithospermum erythrorhizonLOTUS Database
Lolium multiflorumLOTUS Database
Lotus corniculatusLOTUS Database
Lupinus angustifoliusLOTUS Database
Lycopodium japonicumKNApSAcK Database
Lycopus europaeusLOTUS Database
Macaranga trilobaKNApSAcK Database
maize branKNApSAcK Database
Mallotus metcalfianusPlant
Malus domesticaLOTUS Database
Malus pumilaLOTUS Database
Malus sylvestrisLOTUS Database
Malva silvestrisKNApSAcK Database
Mangifera indicaKNApSAcK Database
Marrubium cylleneumLOTUS Database
Matricaria chamomillaKNApSAcK Database
Matteuccia struthiopterisLOTUS Database
Matthiola incanaLOTUS Database
Medicago sativaKNApSAcK Database
Melissa officinalisLOTUS Database
Mentha spicataLOTUS Database
Menyanthes trifoliataLOTUS Database
Michelia compressaLOTUS Database
Momordica charantiaKNApSAcK Database
Murraya paniculataKNApSAcK Database
Nicotiana tabacumKNApSAcK Database
Notholirion hyacinthinumKNApSAcK Database
Notopterygium incisumKNApSAcK Database
Nymphaea albaLOTUS Database
Ocimum sanctumKNApSAcK Database
Oenanthe javanicaLOTUS Database
Oenothera elataLOTUS Database
Olea europaeaLOTUS Database
Opopanax chironicumKNApSAcK Database
Opuntia delleniiKNApSAcK Database
Opuntia dilleniiLOTUS Database
Opuntia ficus-indicaLOTUS Database
Opuntia ficus-indica var.sabotenKNApSAcK Database
Opuntia strictaLOTUS Database
Origanum vulgareLOTUS Database
Oryza sativaKNApSAcK Database
Osmanthus fortuneiLOTUS Database
Osmanthus fragransLOTUS Database
Osmanthus heterophyllusLOTUS Database
Panax ginsengLOTUS Database
Pavetta owariensisLOTUS Database
Pelargonium reniformeKNApSAcK Database
Peperomia duclouxii C. DC.Plant
Peperomia heyneanaLOTUS Database
Periploca graecaKNApSAcK Database
Persea americanaLOTUS Database
Petasites formosanusKNApSAcK Database
Petroselinum crispumLOTUS Database
Petunia axillarisLOTUS Database
Phaseolus lunatusLOTUS Database
Phaseolus vulgarisLOTUS Database
Phedimus kamtschaticusLOTUS Database
Phellodendron amurenseKNApSAcK Database
Phellodendron chinenseLOTUS Database
Phleum pratenseKNApSAcK Database
Phoenix canariensisKNApSAcK Database
Phoenix dactyliferaLOTUS Database
Phragmites australisLOTUS Database
Phyllospadix scouleriKNApSAcK Database
Phyllospadix torreyiKNApSAcK Database
Phyllostachys edulisKNApSAcK Database
Picea abiesLOTUS Database
Picea ajanensisKNApSAcK Database
Picea glaucaLOTUS Database
Picea koraiensisLOTUS Database
Picea neoveitchiiLOTUS Database
Picea obovataKNApSAcK Database
Picrorhiza kurrooaKNApSAcK Database
Picrorhiza scrophulariifloraKNApSAcK Database
Pinus edulisLOTUS Database
Pinus laricioKNApSAcK Database
Pinus pinasterLOTUS Database
Pinus sibiricaKNApSAcK Database
Pinus spp.KNApSAcK Database
Pinus sylvestrisLOTUS Database
Plantago lanceolataKNApSAcK Database
Plantago majorKNApSAcK Database
Plantago mediaKNApSAcK Database
Platycladus orientalisLOTUS Database
Poa huecuLOTUS Database
Polygonum aviculareLOTUS Database
Polygonum convolvulusLOTUS Database
Populus canadensisLOTUS Database
Populus ciliataLOTUS Database
Populus deltoidesLOTUS Database
Populus euphraticaLOTUS Database
Populus grandidentataLOTUS Database
Populus nigraLOTUS Database
Populus pseudosimoniiKNApSAcK Database
Populus simoniiLOTUS Database
Populus spp.KNApSAcK Database
Populus tremulaLOTUS Database
Populus tremuloidesLOTUS Database
Populus trichocarpaKNApSAcK Database
Portulaca oleraceaLOTUS Database
Posidonia australisKNApSAcK Database
Posidonia oceanicaKNApSAcK Database
Potentilla fruticosaLOTUS Database
Prunus africanaLOTUS Database
Prunus aviumKNApSAcK Database
Prunus domesticaLOTUS Database
Pseudostellaria heterophyllaLOTUS Database
Pterogyne nitensLOTUS Database
Punica granatumKNApSAcK Database
Quercus fagineaLOTUS Database
Quercus ilexLOTUS Database
Quercus suberLOTUS Database
Ranunculus baudotiiKNApSAcK Database
Ranunculus sieboldiiLOTUS Database
Raphanus sativusKNApSAcK Database
Reissantia buchananiiLOTUS Database
Reseda muricataLOTUS Database
Reseda muricata C.Presl.KNApSAcK Database
Rhaponticum carthamoidesKNApSAcK Database
Rhodiola heterodontaLOTUS Database
Ribes nigrumLOTUS Database
Ricinodendron heudelotiiLOTUS Database
Rorippa indicaLOTUS Database
Rubus ulmifoliusLOTUS Database
Salvia fruticosaLOTUS Database
Salvia officinalisKNApSAcK Database
Salvia rosmarinusLOTUS Database
Sarcandra glabraKNApSAcK Database
Sargentodoxa cuneataLOTUS Database
Satureja subspicataKNApSAcK Database
Scorzonera laciniataLOTUS Database
Scrophularia buergerianaKNApSAcK Database
Scrophularia frutescensLOTUS Database
Scrophularia huergerianaPlant
Scrophularia ningpoensisLOTUS Database
Scrophularia nodosaLOTUS Database
Scrophularia sambucifoliaLOTUS Database
Scutellaria albidaLOTUS Database
Scutellaria albida subsp.albidaPlant
Secale cerealeLOTUS Database
Secamone afzeliiLOTUS Database
Sedum takesimense NakaiKNApSAcK Database
Senecio tomentosusLOTUS Database
Sesamum indicumLOTUS Database
Sida acutaLOTUS Database
Sigesbeckia glabrescensLOTUS Database
Silphium perfoliatumLOTUS Database
Sinapis albaLOTUS Database
Solanum acauleKNApSAcK Database
Solanum bulbocastanumKNApSAcK Database
Solanum canasenseKNApSAcK Database
Solanum cardiophyllumKNApSAcK Database
Solanum chacoenseKNApSAcK Database
Solanum commersoniiKNApSAcK Database
Solanum dasyphyllumLOTUS Database
Solanum fendleriKNApSAcK Database
Solanum hougasiiKNApSAcK Database
Solanum lycopersicumLOTUS Database
Solanum melongenaLOTUS Database
Solanum multidissectumKNApSAcK Database
Solanum pinnacritisectumKNApSAcK Database
Solanum stoloniferumKNApSAcK Database
Solanum tarijenseKNApSAcK Database
Solanum tuberosumKNApSAcK Database
Solidago virgaureaLOTUS Database
Sophora alopecuroidesLOTUS Database
Sophora flavescensKNApSAcK Database
Sophora japonicaKNApSAcK Database
Sophora pachycarpaLOTUS Database
Sorghum bicolorLOTUS Database
Sparganium stoloniferumKNApSAcK Database
Spathodea campanulataLOTUS Database
Spinacia oleraceaKNApSAcK Database
Stereospermum kunthianumLOTUS Database
Strelitzia reginaeKNApSAcK Database
Syringa reticulataLOTUS Database
Syringodium filiformeKNApSAcK Database
Syringodium isoetifoliumKNApSAcK Database
Tamarix aphyllaLOTUS Database
Taraxacum formosanumLOTUS Database
Taraxacum officinaleKNApSAcK Database
Taraxacum sinicumLOTUS Database
Taxus baccataKNApSAcK Database
Tecoma stansLOTUS Database
Tetragonia tetragonioidesLOTUS Database
Teucrium divaricatumLOTUS Database
Thalassia ciliatumKNApSAcK Database
Thalassia hemprichiiKNApSAcK Database
Thalassia testudinumKNApSAcK Database
Thalassodendron ciliatumKNApSAcK Database
Toona ciliataKNApSAcK Database
Tragopogon pratensisLOTUS Database
Tribulus terrestrisKNApSAcK Database
Trichoderma virensLOTUS Database
Triticum aestivumKNApSAcK Database
Triticum turgidumLOTUS Database
Tsuga heterophyllaKNApSAcK Database
Typha orientalisKNApSAcK Database
Urospermum picroidesLOTUS Database
Urtica dioicaKNApSAcK Database
Vaccinium angustifoliumLOTUS Database
Vaccinium macrocarponLOTUS Database
Vaccinium myrtillusLOTUS Database
Vaccinium ovalifoliumLOTUS Database
Valeriana laxifloraKNApSAcK Database
Vanilla planifolia Jacks.LOTUS Database
Verbesina giganteaLOTUS Database
Viburnum dilatatumLOTUS Database
Vicia fabaKNApSAcK Database
Vincetoxicum scandensLOTUS Database
Viola arvensisLOTUS Database
Virola micheliiLOTUS Database
Viscum albumLOTUS Database
Viscum coloratumKNApSAcK Database
Visnea mocaneraLOTUS Database
Vitex agnus-castusLOTUS Database
Vitis viniferaLOTUS Database
Vittaria anguste-elongataKNApSAcK Database
Xanthium strumariumLOTUS Database
Xanthorhiza simplicissimaLOTUS Database
Zea maysKNApSAcK Database
Ziziphora clinopodioidesLOTUS Database
Ziziphus jujuba var.spinosaKNApSAcK Database
Zostera capricorniKNApSAcK Database
Zostera marinaKNApSAcK Database
Species Where Detected
Species NameSourceReference
Pseudomonas pseudoalcaligenesKNApSAcK Database
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
StateSolid
Experimental Properties
PropertyValueReference
Melting Point168 - 171 °CNot Available
Boiling Point372.00 to 373.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility5970 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.51Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility0.91 g/LALOGPS
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. Homma K, Hasegawa T, Masumoto M, Takeshita E, Watanabe K, Chiba H, Kurosawa T, Takahashi T, Matsuo N: Reference values for urinary steroids in Japanese newborn infants: gas chromatography/mass spectrometry in selected ion monitoring. Endocr J. 2003 Dec;50(6):783-92. [PubMed:14709852 ]
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