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Showing NP-Card for Methyl 4-coumarate (NP0002811)

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Record Information
Version1.0
Created at2020-11-23 19:41:02 UTC
Updated at2021-08-12 19:52:13 UTC
NP-MRD IDNP0002811
Secondary Accession NumbersNone
Natural Product Identification
Common NameMethyl 4-coumarate
Provided ByBMRBBMRB logo
DescriptionMethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid. Methyl 4-coumarate is found in Allium cepa , Alpinia blepharocalyx , Alpinia roxburghii, Anisomeles indica , Annona cherimola, Aralia bipinnata, Aristolochia kaempferi, Aristolochia zollingeriana, Artemisia capillaris, Artemisia oliveriana, Balanophora japonica, Boenninghausenia albiflora, Boschniakia rossica, Calocedrus formosana, Cinnamomum reticulatum, Clausena excavata, Comptonia peregrina, Cucumis sativus, Echinacea purpurea, Tetradium glabrifolium, Fagraea gracilipes, Gmelina asiatica, Goniothalamus laoticus, Grevillea robusta, Haplopteris anguste-elongata, Harpullia pendula, Hibiscus taiwanensis, Hydrangea chinensis, Idesia polycarpa, Marshallia obovata, Melicope semecarpifolia, Microtropis fokienensis, Muntingia calabura, Oxalis pes-caprae, Parastrephia lepidophylla, Persicaria lapathifolia, Phebalium clavatum, Phellodendron amurense, Phellodendron amurense var.wilsonii , Phellodendron japonicum MAXIM, Phyllostachys edulis, Plumeria obtusa, Pueraria montana, Richterago polymorpha, Rohdea chinensis, Stereospermum acuminatissimum, Viburnum dilatatum, Wikstroemia canescens, Zanthoxylum ailanthoides and Zanthoxylum schinifolium. It was first documented in 2008 (PMID: 17984079). Based on a literature review very few articles have been published on methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate (PMID: 30100630) (PMID: 26025140).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002811 (Methyl 4-coumarate)


     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
   -5.4293    0.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9993    0.7482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8922   -0.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151   -1.7287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4621    0.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3550   -0.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0750   -0.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3980    1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8280    1.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9351    0.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3652    0.9875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6122   -0.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1821   -1.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8820    1.7256    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9766   -1.1345    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8594   -0.1572    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1391    1.6536    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6780   -2.2881    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2909    2.1063    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1510    3.0117    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4723   -0.0246    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7192   -1.9421    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8591   -2.8475    0.0000 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13  7  1  0
  1 14  1  1
  1 15  1  0
  1 16  1  0
  5 17  1  0
  6 18  1  0
  8 19  1  0
  9 20  1  0
 11 21  1  0
 12 22  1  0
 13 23  1  0
M  END
Download

3D MOL for NP0002811 (Methyl 4-coumarate)

NP0002811
     RDKit          3D

 23 23  0  0  0  0  0  0  0  0999 V2000
   -4.7376    0.2402   -0.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3232    0.1950   -0.4765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7426   -0.8799    0.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4991   -1.7958    0.5845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2813   -0.9167    0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5682    0.0807   -0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8653    0.1602    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5965   -0.8200    0.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9783   -0.6971    0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6344    0.3876    0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0126    0.5305    0.3115 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9086    1.3709   -0.3899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5629    1.2640   -0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1954   -0.3066    0.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0170    1.3136   -0.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0218   -0.2484   -1.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7976   -1.7336    0.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0760    0.9174   -0.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1560   -1.6978    1.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5654   -1.4782    1.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -0.1684    0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4286    2.2347   -0.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9767    2.0477   -0.9824 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13  7  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  5 17  1  0
  6 18  1  0
  8 19  1  0
  9 20  1  0
 11 21  1  0
 12 22  1  0
 13 23  1  0
M  END
Download

3D SDF for NP0002811 (Methyl 4-coumarate)


     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
   -5.4293    0.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9993    0.7482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8922   -0.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151   -1.7287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4621    0.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3550   -0.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0750   -0.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3980    1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8280    1.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9351    0.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3652    0.9875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6122   -0.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1821   -1.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8820    1.7256    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9766   -1.1345    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8594   -0.1572    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1391    1.6536    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6780   -2.2881    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2909    2.1063    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1510    3.0117    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4723   -0.0246    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7192   -1.9421    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8591   -2.8475    0.0000 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13  7  1  0
  1 14  1  1
  1 15  1  0
  1 16  1  0
  5 17  1  0
  6 18  1  0
  8 19  1  0
  9 20  1  0
 11 21  1  0
 12 22  1  0
 13 23  1  0
M  END
> <DATABASE_ID>
NP0002811

> <DATABASE_NAME>
NP-MRD

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

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

> <INCHI_KEY>
NITWSHWHQAQBAW-QPJJXVBHSA-N

> <FORMULA>
C10H10O3

> <MOLECULAR_WEIGHT>
178.187

> <EXACT_MASS>
178.062994182

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
18.613908279901587

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
2.42

> <JCHEM_LOGP>
2.2117483276666663

> <ALOGPS_LOGS>
-2.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.398704446238039

> <JCHEM_PKA_STRONGEST_BASIC>
-5.954730133757686

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
49.80990000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
O-methyl-p-coumaric acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0002811 (Methyl 4-coumarate)

NP0002811
     RDKit          3D

 23 23  0  0  0  0  0  0  0  0999 V2000
   -4.7376    0.2402   -0.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3232    0.1950   -0.4765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7426   -0.8799    0.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4991   -1.7958    0.5845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2813   -0.9167    0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5682    0.0807   -0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8653    0.1602    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5965   -0.8200    0.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9783   -0.6971    0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6344    0.3876    0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0126    0.5305    0.3115 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9086    1.3709   -0.3899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5629    1.2640   -0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1954   -0.3066    0.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0170    1.3136   -0.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0218   -0.2484   -1.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7976   -1.7336    0.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0760    0.9174   -0.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1560   -1.6978    1.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5654   -1.4782    1.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -0.1684    0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4286    2.2347   -0.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9767    2.0477   -0.9824 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13  7  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  5 17  1  0
  6 18  1  0
  8 19  1  0
  9 20  1  0
 11 21  1  0
 12 22  1  0
 13 23  1  0
M  END
Download

PDB for NP0002811 (Methyl 4-coumarate)

HEADER    PROTEIN                                 22-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-AUG-19         0                                  
HETATM    1  C   UNK     0       6.167   5.072   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.627   5.072   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.857   3.739   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.627   2.405   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.317   3.739   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.547   2.405   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.007   2.405   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.763   1.071   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.303   1.071   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.073   2.405   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.303   3.739   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.763   3.739   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.613   2.405   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for NP0002811 (Methyl 4-coumarate)

COMPND    NP0002811
HETATM    1  C1  UNL     1      -4.738   0.240  -0.666  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.323   0.195  -0.477  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.743  -0.880   0.175  1.00  0.00           C  
HETATM    4  O2  UNL     1      -3.499  -1.796   0.584  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.281  -0.917   0.365  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.568   0.081  -0.094  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.865   0.160   0.030  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.597  -0.820   0.647  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.978  -0.697   0.742  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.634   0.388   0.229  1.00  0.00           C  
HETATM   11  O3  UNL     1       5.013   0.530   0.311  1.00  0.00           O  
HETATM   12  C9  UNL     1       2.909   1.371  -0.390  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.563   1.264  -0.489  1.00  0.00           C  
HETATM   14  H1  UNL     1      -5.195  -0.307   0.187  1.00  0.00           H  
HETATM   15  H2  UNL     1      -5.017   1.314  -0.665  1.00  0.00           H  
HETATM   16  H3  UNL     1      -5.022  -0.248  -1.615  1.00  0.00           H  
HETATM   17  H4  UNL     1      -0.798  -1.734   0.865  1.00  0.00           H  
HETATM   18  H5  UNL     1      -1.076   0.917  -0.607  1.00  0.00           H  
HETATM   19  H6  UNL     1       1.156  -1.698   1.073  1.00  0.00           H  
HETATM   20  H7  UNL     1       3.565  -1.478   1.234  1.00  0.00           H  
HETATM   21  H8  UNL     1       5.575  -0.168   0.757  1.00  0.00           H  
HETATM   22  H9  UNL     1       3.429   2.235  -0.799  1.00  0.00           H  
HETATM   23  H10 UNL     1       0.977   2.048  -0.982  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   17
CONECT    6    7   18
CONECT    7    8    8   13
CONECT    8    9   19
CONECT    9   10   10   20
CONECT   10   11   12
CONECT   11   21
CONECT   12   13   13   22
CONECT   13   23
END
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SMILES for NP0002811 (Methyl 4-coumarate)

COC(=O)\C=C\C1=CC=C(O)C=C1
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INCHI for NP0002811 (Methyl 4-coumarate)

InChI=1S/C10H10O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-7,11H,1H3/b7-4+
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Synonyms
ValueSource
Methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoic acidGenerator
P-Hydroxy cinnamic acid methyl esterChEMBL, HMDB
Methyl-P-coumarateChEMBL, HMDB
Methyl 3-(4-hydroxyphenyl)acrylateChEMBL, HMDB
Methyl trans-P-coumaric acidChEMBL, HMDB
P-Hydroxy cinnamate methyl esterGenerator, HMDB
Methyl-P-coumaric acidGenerator, HMDB
Methyl 3-(4-hydroxyphenyl)acrylic acidGenerator, HMDB
Methyl trans-P-coumarateGenerator, HMDB
METHYL P-hydroxycinnamic acidGenerator, HMDB
4-Coumaric acid methyl esterMeSH, HMDB
Para-coumaric acid methyl esterMeSH, HMDB
4-Coumaric acid methyl ester, (e)-isomerMeSH, HMDB
Methyl 4-hydroxycinnamic acidGenerator
Chemical FormulaC10H10O3
Average Mass178.1870 Da
Monoisotopic Mass178.06299 Da
IUPAC Namemethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
Traditional NameO-methyl-p-coumaric acid
CAS Registry NumberNot Available
SMILES
COC(=O)\C=C\C1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C10H10O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-7,11H,1H3/b7-4+
InChI KeyNITWSHWHQAQBAW-QPJJXVBHSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, DMSO, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, DMSO, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, DMSO, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Allium cepaPlant
Alpinia blepharocalyxPlant
Alpinia roxburghiiLOTUS Database
Anisomeles indicaPlant
Annona cherimolaLOTUS Database
Aralia bipinnataLOTUS Database
Aristolochia kaempferiLOTUS Database
Aristolochia zollingerianaLOTUS Database
Artemisia capillarisLOTUS Database
Artemisia oliverianaLOTUS Database
Balanophora japonicaLOTUS Database
Boenninghausenia albifloraLOTUS Database
Boschniakia rossicaPlant
Calocedrus formosanaLOTUS Database
Cinnamomum reticulatumLOTUS Database
Clausena excavataLOTUS Database
Comptonia peregrinaLOTUS Database
Cucumis sativusLOTUS Database
Echinacea purpureaLOTUS Database
Euodia fargesiiLOTUS Database
Fagraea gracilipesLOTUS Database
Gmelina asiaticaLOTUS Database
Goniothalamus laoticusLOTUS Database
Grevillea robustaLOTUS Database
Haplopteris anguste-elongataLOTUS Database
Harpullia pendulaLOTUS Database
Hibiscus taiwanensisPlant
Hydrangea chinensisPlant
Idesia polycarpaLOTUS Database
Marshallia obovataLOTUS Database
Melicope semecarpifoliaLOTUS Database
Microtropis fokienensisLOTUS Database
Muntingia calaburaLOTUS Database
Oxalis pes-capraeLOTUS Database
Palicourea coriaceaKNApSAcK Database
Parastrephia lepidophyllaLOTUS Database
Persicaria lapathifoliaLOTUS Database
Phebalium clavatumPlant
Phellodendron amurenseLOTUS Database
Phellodendron amurense var.wilsoniiPlant
Phellodendron japonicum MAXIMPlant
Phyllostachys edulisPlant
Plumeria obtusaLOTUS Database
Pueraria montanaLOTUS Database
Richterago polymorphaLOTUS Database
Rohdea chinensisLOTUS Database
Stereospermum acuminatissimumLOTUS Database
Viburnum dilatatumLOTUS Database
Wikstroemia canescensLOTUS Database
Zanthoxylum ailanthoidesLOTUS Database
Zanthoxylum schinifoliumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassHydroxycinnamic acids and derivatives
Direct ParentCoumaric acid esters
Alternative Parents
Substituents
  • Coumaric acid ester
  • Coumaric acid or derivatives
  • Cinnamic acid ester
  • Styrene
  • Phenol
  • Fatty acid ester
  • 1-hydroxy-2-unsubstituted benzenoid
  • Fatty acyl
  • Benzenoid
  • Monocyclic benzene moiety
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Methyl ester
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Organic oxide
  • 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
logP2.42ALOGPS
logP2.21ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)9.4ChemAxon
pKa (Strongest Basic)-6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity49.81 m³·mol⁻¹ChemAxon
Polarizability18.61 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0131168
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB089545
KNApSAcK IDC00029338
Chemspider ID4477835
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
  2. Dawidowicz AL, Bernacik K, Typek R: Umbelliferone instability during an analysis involving its extraction process. Monatsh Chem. 2018;149(8):1327-1340. doi: 10.1007/s00706-018-2188-9. Epub 2018 Jun 28. [PubMed:30100630 ]
  3. Ashraf Z, Rafiq M, Seo SY, Kwon KS, Babar MM, Zaidi NU: Kinetic and in silico studies of novel hydroxy-based thymol analogues as inhibitors of mushroom tyrosinase. Eur J Med Chem. 2015 Jun 15;98:203-11. doi: 10.1016/j.ejmech.2015.05.031. Epub 2015 May 21. [PubMed:26025140 ]