Np mrd loader

Showing NP-Card for 4-Methoxycinnamic acid (NP0000975)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2006-05-22 14:17:33 UTC
Updated at2024-09-17 15:43:37 UTC
NP-MRD IDNP0000975
Secondary Accession NumbersNone
Natural Product Identification
Common Name4-Methoxycinnamic acid
Description4-Methoxycinnamic acid, also known as para-methoxycinnamate or O-methyl-p-coumarate, belongs to the class of organic compounds known as cinnamic acids. These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. Outside of the human body, 4-Methoxycinnamic acid is found, on average, in the highest concentration within turmerics. 4-Methoxycinnamic acid has also been detected, but not quantified in cow milk and wild celeries. This could make 4-methoxycinnamic acid a potential biomarker for the consumption of these foods.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000975 (4-Methoxycinnamic acid)


  Mrv1652306141922352D          

 13 13  0  0  0  0            999 V2000
    1.7862    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5008    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2152    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9298    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9298    1.8564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6443    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.6186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718   -0.2061    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
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
  9 10  2  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
Download

3D MOL for NP0000975 (4-Methoxycinnamic acid)

HMDB0002040
     RDKit          3D
4-Methoxycinnamic acid
 23 23  0  0  0  0  0  0  0  0999 V2000
   -4.2689    0.5623    0.8586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5344   -0.5471    0.4335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1630   -0.5223    0.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5147   -1.6741   -0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1532   -1.6886   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6270   -0.5427   -0.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0689   -0.5964   -0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8900    0.4221   -0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3124    0.2955   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8206   -0.7802   -0.9183 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1367    1.3864   -0.3571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0574    0.5683    0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4112    0.6039    0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2161    0.6204    1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3516    0.4846    0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9253    1.5132    0.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0983   -2.5827   -0.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3785   -2.5720   -0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5435   -1.5231   -0.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729    1.3604    0.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8768    2.2349    0.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4959    1.4764    0.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9292    1.5009    0.7630 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  6 12  1  0
 12 13  2  0
 13  3  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  5 18  1  0
  7 19  1  0
  8 20  1  0
 11 21  1  0
 12 22  1  0
 13 23  1  0
M  END
Download

3D SDF for NP0000975 (4-Methoxycinnamic acid)


  Mrv1652306141922352D          

 13 13  0  0  0  0            999 V2000
    1.7862    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5008    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2152    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9298    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9298    1.8564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6443    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.6186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718   -0.2061    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
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
  9 10  2  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000975

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O3/c1-13-9-5-2-8(3-6-9)4-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-4+

> <INCHI_KEY>
AFDXODALSZRGIH-QPJJXVBHSA-N

> <FORMULA>
C10H10O3

> <MOLECULAR_WEIGHT>
178.1846

> <EXACT_MASS>
178.062994186

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
18.34403874731484

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.37

> <JCHEM_LOGP>
1.978414994333333

> <ALOGPS_LOGS>
-2.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.109550179068184

> <JCHEM_PKA_STRONGEST_BASIC>
-4.823943867272176

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
49.523100000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.49e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
p-methoxy-cinnamic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0000975 (4-Methoxycinnamic acid)

HMDB0002040
     RDKit          3D
4-Methoxycinnamic acid
 23 23  0  0  0  0  0  0  0  0999 V2000
   -4.2689    0.5623    0.8586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5344   -0.5471    0.4335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1630   -0.5223    0.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5147   -1.6741   -0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1532   -1.6886   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6270   -0.5427   -0.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0689   -0.5964   -0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8900    0.4221   -0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3124    0.2955   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8206   -0.7802   -0.9183 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1367    1.3864   -0.3571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0574    0.5683    0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4112    0.6039    0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2161    0.6204    1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3516    0.4846    0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9253    1.5132    0.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0983   -2.5827   -0.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3785   -2.5720   -0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5435   -1.5231   -0.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729    1.3604    0.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8768    2.2349    0.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4959    1.4764    0.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9292    1.5009    0.7630 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  6 12  1  0
 12 13  2  0
 13  3  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  5 18  1  0
  7 19  1  0
  8 20  1  0
 11 21  1  0
 12 22  1  0
 13 23  1  0
M  END
Download

PDB for NP0000975 (4-Methoxycinnamic acid)

HEADER    PROTEIN                                 14-JUN-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-JUN-19         0                                  
HETATM    1  C   UNK     0       3.334   1.155   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.001   1.925   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.667   1.155   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.667  -0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.000  -1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.334  -0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.668   1.925   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.002   1.155   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.336   1.925   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.336   3.465   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       8.669   1.155   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -0.667  -1.155   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.001  -0.385   0.000  0.00  0.00           C+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   11   10                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    4   13                                                       
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
Download

3D PDB for NP0000975 (4-Methoxycinnamic acid)

COMPND    HMDB0002040
HETATM    1  C1  UNL     1      -4.269   0.562   0.859  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.534  -0.547   0.434  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.163  -0.522   0.229  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.515  -1.674  -0.195  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.153  -1.689  -0.408  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.627  -0.543  -0.206  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.069  -0.596  -0.443  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.890   0.422  -0.283  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.312   0.295  -0.537  1.00  0.00           C  
HETATM   10  O2  UNL     1       4.821  -0.780  -0.918  1.00  0.00           O  
HETATM   11  O3  UNL     1       5.137   1.386  -0.357  1.00  0.00           O  
HETATM   12  C9  UNL     1      -0.057   0.568   0.212  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.411   0.604   0.431  1.00  0.00           C  
HETATM   14  H1  UNL     1      -4.216   0.620   1.951  1.00  0.00           H  
HETATM   15  H2  UNL     1      -5.352   0.485   0.586  1.00  0.00           H  
HETATM   16  H3  UNL     1      -3.925   1.513   0.355  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.098  -2.583  -0.361  1.00  0.00           H  
HETATM   18  H5  UNL     1       0.379  -2.572  -0.739  1.00  0.00           H  
HETATM   19  H6  UNL     1       2.544  -1.523  -0.777  1.00  0.00           H  
HETATM   20  H7  UNL     1       2.473   1.360   0.046  1.00  0.00           H  
HETATM   21  H8  UNL     1       4.877   2.235   0.113  1.00  0.00           H  
HETATM   22  H9  UNL     1       0.496   1.476   0.383  1.00  0.00           H  
HETATM   23  H10 UNL     1      -1.929   1.501   0.763  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3
CONECT    3    4    4   13
CONECT    4    5   17
CONECT    5    6    6   18
CONECT    6    7   12
CONECT    7    8    8   19
CONECT    8    9   20
CONECT    9   10   10   11
CONECT   11   21
CONECT   12   13   13   22
CONECT   13   23
END
Download

SMILES for NP0000975 (4-Methoxycinnamic acid)

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

INCHI for NP0000975 (4-Methoxycinnamic acid)

InChI=1S/C10H10O3/c1-13-9-5-2-8(3-6-9)4-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-4+
Download
View in JSmolView NMR Assignments
Synonyms
ValueSource
4-MethoxycinnamateGenerator
3-(4-Methoxyphenyl)acrylic acidHMDB
Para-methoxycinnamic acidHMDB
3-(4-Methoxyphenyl)acrylateHMDB
Para-methoxycinnamateHMDB
(e)-3-(4-Methoxyphenyl)acrylateHMDB
(e)-3-(4-Methoxyphenyl)acrylic acidHMDB
3-(4-Methoxy-phenyl)-acrylateHMDB
3-(4-Methoxy-phenyl)-acrylic acidHMDB
3-(4-Methoxyphenyl)-2-propenoateHMDB
3-(4-Methoxyphenyl)-2-propenoic acidHMDB
4-Methoxy cinnamateHMDB
4-Methoxy cinnamic acidHMDB
O-Methyl-p-coumarateHMDB
O-Methyl-p-coumaric acidHMDB
p-Hydroxy methyl cinnamateHMDB
p-Methoxy ciannamateHMDB
p-Methoxy ciannamic acidHMDB
p-MethoxycinnamateHMDB
p-Methoxycinnamic acidHMDB
trans-4-MethoxycinnamateHMDB
trans-4-Methoxycinnamic acidHMDB
4-Methoxycinnamate, aluminum saltHMDB
4-Methoxycinnamate, (e)-isomerHMDB
4-Methoxycinnamate, (Z)-isomerHMDB
4-Methoxycinnamate, zinc saltHMDB
4-Methoxycinnamate, zirconium saltHMDB
e-p-Methoxycinnamic acidHMDB
4-Methoxycinnamate, calcium saltHMDB
4-Methoxycinnamate, magnesium saltHMDB
4-Methoxycinnamate, potassium saltHMDB
4-Methoxycinnamate, sodium saltHMDB
(2E)-3-(4-Methoxyphenyl)prop-2-enoateHMDB
(2E)-3-(4-Methoxyphenyl)-2-propenoic acidHMDB
(e)-3-(4-Methoxyphenyl)-2-propenoic acidHMDB
(e)-4-Methoxycinnamic acidHMDB
(e)-p-Methoxycinnamic acidHMDB
3-(4-Methoxyphenyl)propenoic acidHMDB
4'-Methoxycinnamic acidHMDB
4-Methyoxycinnamic acidHMDB
4’-methoxycinnamic acidHMDB
trans-3-(4-Methoxyphenyl)-2-propenoic acidHMDB
trans-p-Methoxycinnamic acidHMDB
trans-p-MethoxycinnamateHMDB
4-Methoxycinnamic acidMeSH
Chemical FormulaC10H10O3
Average Mass178.1846 Da
Monoisotopic Mass178.06299 Da
IUPAC Name(2E)-3-(4-methoxyphenyl)prop-2-enoic acid
Traditional Namep-methoxy-cinnamic acid
CAS Registry Number830-09-1
SMILES
COC1=CC=C(\C=C\C(O)=O)C=C1
InChI Identifier
InChI=1S/C10H10O3/c1-13-9-5-2-8(3-6-9)4-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-4+
InChI KeyAFDXODALSZRGIH-QPJJXVBHSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Ailanthus integrifoliaLOTUS Database
Aloe africanaLOTUS Database
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Apium graveolensFooDB
Baccharis subdentataLOTUS Database
Balanophora tobiracolaLOTUS Database
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Buddleja asiaticaLOTUS Database
Campanula glomerataLOTUS Database
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
Coffea canephoraLOTUS Database
ColumbaFooDB
ColumbidaeFooDB
Curcuma longaFooDB
Dromaius novaehollandiaeFooDB
Duranta erectaLOTUS Database
Equus caballusFooDB
Eremanthus mollisLOTUS Database
Gallus gallusFooDB
Gmelina arboreaLOTUS Database
Hypenia salzmanniiLOTUS Database
Illicium verumLOTUS Database
Kaempferia galangaLOTUS Database
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Murraya euchrestifoliaLOTUS Database
Notopterygium franchetiiLOTUS Database
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Phlomis floccosaLOTUS Database
Rhodiola roseaLOTUS Database
Rugelia nudicaulisLOTUS Database
Scrophularia buergerianaLOTUS Database
Scrophularia ningpoensisLOTUS Database
Scrophularia spicataLOTUS Database
Spiraea salicifoliaLOTUS Database
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cinnamic acids. These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassCinnamic acids
Direct ParentCinnamic acids
Alternative Parents
Substituents
  • Cinnamic acid
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Styrene
  • Phenol ether
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Carboxylic acid derivative
  • Carboxylic acid
  • Ether
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point173 - 175 °CNot Available
Boiling Point342.59 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility0.71 mg/mL at 25 °CNot Available
LogP2.68Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility0.55 g/LALOGPS
logP2.37ALOGPS
logP1.98ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)4.11ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity49.52 m³·mol⁻¹ChemAxon
Polarizability18.34 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0002040
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB002667
KNApSAcK IDNot Available
Chemspider ID609479
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6453
PubChem Compound699414
PDB IDNot Available
ChEBI ID260249
Good Scents IDrw1417131
References
General References
  1. Ribeiro VP, Arruda C, Aldana-Mejia JA, Bastos JK, Tripathi SK, Khan SI, Khan IA, Ali Z: Phytochemical, Antiplasmodial, Cytotoxic and Antimicrobial Evaluation of a Southeast Brazilian Brown Propolis Produced by Apis mellifera Bees. Chem Biodivers. 2021 Jul 5. doi: 10.1002/cbdv.202100288. [PubMed:34227213 ]
  2. Kalinowska M, Golebiewska E, Mazur L, Lewandowska H, Pruszynski M, Swiderski G, Wyrwas M, Pawluczuk N, Lewandowski W: Crystal Structure, Spectroscopic Characterization, Antioxidant and Cytotoxic Activity of New Mg(II) and Mn(II)/Na(I) Complexes of Isoferulic Acid. Materials (Basel). 2021 Jun 11;14(12). pii: ma14123236. doi: 10.3390/ma14123236. [PubMed:34208366 ]
  3. Nair D A, James TJ, Sreelatha SL, Kariyil BJ, Nair SN: Moringa oleifera (Lam.): a natural remedy for ageing? Nat Prod Res. 2020 Oct 23:1-7. doi: 10.1080/14786419.2020.1837815. [PubMed:33096964 ]
  4. Wang SL, Zhou L, Zhu AX, Yang XS, Li QJ, Yang J: [A new macrocyclic phenolic glycoside from Sorghum vulgare root]. Zhongguo Zhong Yao Za Zhi. 2020 Aug;45(15):3689-3693. doi: 10.19540/j.cnki.cjcmm.20200408.202. [PubMed:32893559 ]
  5. Kuang TD, Chen HQ, Li W, Yang JL, Zhou LM, Cai CH, Dong WH, Mei WL, Dai HF: [A new sesquiterpene from Chinese agarwood induced by artificial holing]. Zhongguo Zhong Yao Za Zhi. 2017 Dec;42(23):4618-4623. doi: 10.19540/j.cnki.cjcmm.2017.0202. [PubMed:29376261 ]
  6. Hasibuan PAZ, Harahap U, Sitorus P, Satria D: The anticancer activities of Vernonia amygdalina Delile. Leaves on 4T1 breast cancer cells through phosphoinositide 3-kinase (PI3K) pathway. Heliyon. 2020 Jul 16;6(7):e04449. doi: 10.1016/j.heliyon.2020.e04449. eCollection 2020 Jul. [PubMed:32715129 ]
  7. Cheng WJ, Zhou JW, Zhang PP, Luo HZ, Tang S, Li JJ, Deng SM, Jia AQ: Quorum sensing inhibition and tobramycin acceleration in Chromobacterium violaceum by two natural cinnamic acid derivatives. Appl Microbiol Biotechnol. 2020 Jun;104(11):5025-5037. doi: 10.1007/s00253-020-10593-0. Epub 2020 Apr 4. [PubMed:32248442 ]
  8. Chen YP, Wang GY, Feng L, Qi CL, Chen CP, Yang B, Shi XH, Jia XB: [Migration of phenolic active ingredients in Danshen Dizhuye during ultrafiltration of hollow fiber membrane]. Zhongguo Zhong Yao Za Zhi. 2020 Feb;45(3):548-554. doi: 10.19540/j.cnki.cjcmm.20191217.302. [PubMed:32237512 ]
  9. Bel Mabrouk S, Reis M, Sousa ML, Ribeiro T, Almeida JR, Pereira S, Antunes J, Rosa F, Vasconcelos V, Achour L, Kacem A, Urbatzka R: The Marine Seagrass Halophila stipulacea as a Source of Bioactive Metabolites against Obesity and Biofouling. Mar Drugs. 2020 Jan 29;18(2). pii: md18020088. doi: 10.3390/md18020088. [PubMed:32013082 ]
  10. Huang Y, Law JC, Zhao Y, Shi H, Zhang Y, Leung KS: Fate of UV filter Ethylhexyl methoxycinnamate in rat model and human urine: Metabolism, exposure and demographic associations. Sci Total Environ. 2019 Oct 10;686:729-736. doi: 10.1016/j.scitotenv.2019.05.440. Epub 2019 Jun 4. [PubMed:31195281 ]
  11. Villa-Rodriguez JA, Kerimi A, Abranko L, Tumova S, Ford L, Blackburn RS, Rayner C, Williamson G: Acute metabolic actions of the major polyphenols in chamomile: an in vitro mechanistic study on their potential to attenuate postprandial hyperglycaemia. Sci Rep. 2018 Apr 3;8(1):5471. doi: 10.1038/s41598-018-23736-1. [PubMed:29615674 ]