NP-MRD: Showing NP-Card for 5-[(1E)-2-(4-hydroxyphenyl)ethyl]-4,7-dimethoxy-3-methyl-2H-1-benzopyran-+ (NP0025428)

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Record Information

Version

1.0

Created at

2021-06-19 17:33:34 UTC

Updated at

2021-06-29 23:50:23 UTC

NP-MRD ID

NP0025428

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-[(1E)-2-(4-hydroxyphenyl)ethyl]-4,7-dimethoxy-3-methyl-2H-1-benzopyran-+

Provided By

JEOL Database JEOL Logo

Description

3-Methyl-4,7-dimethoxy-5-(4-hydroxystyryl)coumarin belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. 5-[(1E)-2-(4-hydroxyphenyl)ethyl]-4,7-dimethoxy-3-methyl-2H-1-benzopyran-+ is found in Ekebergia benguelensis. It was first documented in 2021 (PMID: 34352962). Based on a literature review a significant number of articles have been published on 3-Methyl-4,7-dimethoxy-5-(4-hydroxystyryl)coumarin (PMID: 34352961) (PMID: 34352960) (PMID: 34352959) (PMID: 34352958) (PMID: 34352957) (PMID: 34352956).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119333D          

 43 45  0  0  0  0            999 V2000
   -5.7809    2.2929    1.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4647    1.8183    1.9333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7749    1.2997    0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8825    0.0539    1.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931   -0.9497    1.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8562   -1.3542    1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4157   -0.7450    2.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6436   -1.1071    3.0685 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7365    0.2610    3.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4748    0.6632    2.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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   -4.4647    1.8183    1.9333 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5673    0.5326    1.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8825    0.0539    1.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931   -0.9497    1.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8562   -1.3542    1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4157   -0.7450    2.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6436   -1.1071    3.0685 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7365    0.2610    3.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4748    0.6632    2.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1765   -1.4237    0.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306192119333D          

 43 45  0  0  0  0            999 V2000
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   -4.4647    1.8183    1.9333 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7365    0.2610    3.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
NP0025428

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(\C([H])=C(/[H])C2=C([H])C(OC([H])([H])[H])=C([H])C3=C2C(OC([H])([H])[H])=C(C(=O)O3)C([H])([H])[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O5/c1-12-19(24-3)18-14(7-4-13-5-8-15(21)9-6-13)10-16(23-2)11-17(18)25-20(12)22/h4-11,21H,1-3H3/b7-4+

> <INCHI_KEY>
CEMLQZUSSLCRBU-QPJJXVBHSA-N

> <FORMULA>
C20H18O5

> <MOLECULAR_WEIGHT>
338.359

> <EXACT_MASS>
338.11542368

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
36.413622334545536

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(E)-2-(4-hydroxyphenyl)ethenyl]-4,7-dimethoxy-3-methyl-2H-chromen-2-one

> <ALOGPS_LOGP>
4.21

> <JCHEM_LOGP>
3.4167950430000005

> <ALOGPS_LOGS>
-4.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.994511539089332

> <JCHEM_PKA_STRONGEST_BASIC>
-4.548057386498848

> <JCHEM_POLAR_SURFACE_AREA>
64.99

> <JCHEM_REFRACTIVITY>
96.44810000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.63e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(E)-2-(4-hydroxyphenyl)ethenyl]-4,7-dimethoxy-3-methylchromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
   -5.7809    2.2929    1.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4647    1.8183    1.9333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7749    1.2997    0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4918    0.8398    1.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6478    0.2817    0.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3453   -0.2342    0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5673    0.5326    1.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8825    0.0539    1.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931   -0.9497    1.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8562   -1.3542    1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4157   -0.7450    2.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6436   -1.1071    3.0685 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7365    0.2610    3.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4748    0.6632    2.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1034    0.1797   -1.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3451   -0.3421   -2.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0164   -0.6735   -2.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8388    0.4274   -2.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9361   -0.5480   -3.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2578   -1.1695   -4.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391   -0.1426   -3.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8981   -0.3302   -4.7972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9855    0.4977   -2.6804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4054    0.6211   -1.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2374    1.1832   -0.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7687    3.1182    0.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4329    1.4813    1.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1882    2.6766    2.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1514    0.9044    2.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1659   -1.2854    0.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3547    1.5805    1.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1765   -1.4237    0.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3818   -2.1357    0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9867   -1.8266    2.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1856    0.7322    4.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9561    1.4521    3.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8640    0.1417   -2.1738 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5798    1.3232   -1.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8009    0.6473   -3.4984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2454   -1.5186   -4.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8231   -2.0394   -5.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1850   -0.4470   -5.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2321    1.5028   -0.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
  3 25  2  0
  7  8  1  0
  3  4  1  0
  8  9  2  0
 25 24  1  0
  9 10  1  0
 15  5  1  0
 10 11  2  0
  5  4  2  0
 11 13  1  0
 15 16  1  0
 13 14  2  0
 14  8  1  0
 24 23  1  0
 11 12  1  0
 23 21  1  0
 21 22  2  0
 21 19  1  0
  3  2  1  0
 19 16  2  0
  2  1  1  0
 15 24  2  0
 16 17  1  0
  5  6  1  0
 17 18  1  0
 19 20  1  0
 25 43  1  0
  4 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 13 35  1  0
 14 36  1  0
 12 34  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 18 37  1  0
 18 38  1  0
 18 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.781   2.293   1.675  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.465   1.818   1.933  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.775   1.300   0.874  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.492   0.840   1.176  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.648   0.282   0.191  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.345  -0.234   0.645  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.567   0.533   1.264  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.883   0.054   1.715  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.593  -0.950   1.040  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.856  -1.354   1.484  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.416  -0.745   2.601  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.644  -1.107   3.068  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.736   0.261   3.275  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.475   0.663   2.830  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.103   0.180  -1.143  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.345  -0.342  -2.301  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.016  -0.674  -2.101  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.839   0.427  -2.426  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.936  -0.548  -3.490  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.258  -1.169  -4.676  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.339  -0.143  -3.722  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.898  -0.330  -4.797  0.00  0.00           O+0
HETATM   23  O   UNK     0      -3.986   0.498  -2.680  0.00  0.00           O+0
HETATM   24  C   UNK     0      -3.405   0.621  -1.402  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.237   1.183  -0.427  0.00  0.00           C+0
HETATM   26  H   UNK     0      -5.769   3.118   0.956  0.00  0.00           H+0
HETATM   27  H   UNK     0      -6.433   1.481   1.336  0.00  0.00           H+0
HETATM   28  H   UNK     0      -6.188   2.677   2.615  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.151   0.904   2.209  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.166  -1.285   0.435  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.355   1.581   1.466  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.176  -1.424   0.154  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.382  -2.136   0.945  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.987  -1.827   2.514  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.186   0.732   4.145  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.956   1.452   3.370  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.864   0.142  -2.174  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.580   1.323  -1.852  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.801   0.647  -3.498  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.245  -1.519  -4.452  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.823  -2.039  -5.028  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.185  -0.447  -5.496  0.00  0.00           H+0
HETATM   43  H   UNK     0      -5.232   1.503  -0.718  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    3    1                                                       
CONECT    3   25    4    2                                                  
CONECT    4    3    5   29                                                  
CONECT    5   15    4    6                                                  
CONECT    6    7    5   30                                                  
CONECT    7    6    8   31                                                  
CONECT    8    7    9   14                                                  
CONECT    9    8   10   32                                                  
CONECT   10    9   11   33                                                  
CONECT   11   10   13   12                                                  
CONECT   12   11   34                                                       
CONECT   13   11   14   35                                                  
CONECT   14   13    8   36                                                  
CONECT   15    5   16   24                                                  
CONECT   16   15   19   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   37   38   39                                             
CONECT   19   21   16   20                                                  
CONECT   20   19   40   41   42                                             
CONECT   21   23   22   19                                                  
CONECT   22   21                                                            
CONECT   23   24   21                                                       
CONECT   24   25   23   15                                                  
CONECT   25    3   24   43                                                  
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    4                                                            
CONECT   30    6                                                            
CONECT   31    7                                                            
CONECT   32    9                                                            
CONECT   33   10                                                            
CONECT   34   12                                                            
CONECT   35   13                                                            
CONECT   36   14                                                            
CONECT   37   18                                                            
CONECT   38   18                                                            
CONECT   39   18                                                            
CONECT   40   20                                                            
CONECT   41   20                                                            
CONECT   42   20                                                            
CONECT   43   25                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   90    0
END

RDKit          3D

43 45  0  0  0  0  0  0  0  0999 V2000
   -5.7809    2.2929    1.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4647    1.8183    1.9333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7749    1.2997    0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4918    0.8398    1.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6478    0.2817    0.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3453   -0.2342    0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5673    0.5326    1.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8825    0.0539    1.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931   -0.9497    1.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8562   -1.3542    1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4157   -0.7450    2.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6436   -1.1071    3.0685 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7365    0.2610    3.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4748    0.6632    2.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1034    0.1797   -1.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3451   -0.3421   -2.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0164   -0.6735   -2.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8388    0.4274   -2.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9361   -0.5480   -3.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2578   -1.1695   -4.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391   -0.1426   -3.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8981   -0.3302   -4.7972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9855    0.4977   -2.6804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4054    0.6211   -1.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2374    1.1832   -0.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7687    3.1182    0.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4329    1.4813    1.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1882    2.6766    2.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1514    0.9044    2.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1659   -1.2854    0.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3547    1.5805    1.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1765   -1.4237    0.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3818   -2.1357    0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9867   -1.8266    2.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1856    0.7322    4.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9561    1.4521    3.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8640    0.1417   -2.1738 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5798    1.3232   -1.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8009    0.6473   -3.4984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2454   -1.5186   -4.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8231   -2.0394   -5.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1850   -0.4470   -5.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2321    1.5028   -0.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
  3 25  2  0
  7  8  1  0
  3  4  1  0
  8  9  2  0
 25 24  1  0
  9 10  1  0
 15  5  1  0
 10 11  2  0
  5  4  2  0
 11 13  1  0
 15 16  1  0
 13 14  2  0
 14  8  1  0
 24 23  1  0
 11 12  1  0
 23 21  1  0
 21 22  2  0
 21 19  1  0
  3  2  1  0
 19 16  2  0
  2  1  1  0
 15 24  2  0
 16 17  1  0
  5  6  1  0
 17 18  1  0
 19 20  1  0
 25 43  1  0
  4 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 13 35  1  0
 14 36  1  0
 12 34  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 18 37  1  0
 18 38  1  0
 18 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₈O₅

Average Mass

338.3590 Da

Monoisotopic Mass

338.11542 Da

IUPAC Name

5-[(E)-2-(4-hydroxyphenyl)ethenyl]-4,7-dimethoxy-3-methyl-2H-chromen-2-one

Traditional Name

5-[(E)-2-(4-hydroxyphenyl)ethenyl]-4,7-dimethoxy-3-methylchromen-2-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(\C([H])=C(/[H])C2=C([H])C(OC([H])([H])[H])=C([H])C3=C2C(OC([H])([H])[H])=C(C(=O)O3)C([H])([H])[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C20H18O5/c1-12-19(24-3)18-14(7-4-13-5-8-15(21)9-6-13)10-16(23-2)11-17(18)25-20(12)22/h4-11,21H,1-3H3/b7-4+

InChI Key

CEMLQZUSSLCRBU-QPJJXVBHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ekebergia benguelensis	JEOL database	Chavez, D., et al, Tetrahedron Letts. 42, 3685 (2001)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Coumarin
Benzopyran
1-benzopyran
Anisole
Phenol ether
Styrene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Vinylogous ester
Heteroaromatic compound
Lactone
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.21	ALOGPS
logP	3.42	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	8.99	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	96.45 m³·mol⁻¹	ChemAxon
Polarizability	36.41 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8264026

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10088489

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Velazquez-Mujica J, Losco L, Aksoyler D, Chen HC: Perforator-to-perforator anastomosis as a salvage procedure during harvest of a perforator flap. Arch Plast Surg. 2021 Jul;48(4):467-469. doi: 10.5999/aps.2020.02194. Epub 2021 Jul 15. [PubMed:34352962 ]
Santamaria E, Nahas-Combina L, Altamirano-Arcos C, Vargas-Flores E: Seven steps to deliver a low-cost, efficient, and high-impact online plastic surgery course during COVID-19 confinement: master series microsurgery for residents' experience. Arch Plast Surg. 2021 Jul;48(4):462-466. doi: 10.5999/aps.2021.00360. Epub 2021 Jul 15. [PubMed:34352961 ]
Marchesi A, Garieri P, Amendola F, Marcelli S, Vaienti L: Intraoperative near-infrared spectroscopy for pedicled perforator flaps: a possible tool for the early detection of vascular issues. Arch Plast Surg. 2021 Jul;48(4):457-461. doi: 10.5999/aps.2019.00311. Epub 2021 Jul 15. [PubMed:34352960 ]
Oh D, Son D, Kim J, Kwon SY: Freeze-dried bovine amniotic membrane as a cell delivery scaffold in a porcine model of radiation-induced chronic wounds. Arch Plast Surg. 2021 Jul;48(4):448-456. doi: 10.5999/aps.2020.00997. Epub 2021 Jul 15. [PubMed:34352959 ]
Takaya K, Matsuda N, Asou T, Kishi K: Brown preadipocyte transplantation locally ameliorates obesity. Arch Plast Surg. 2021 Jul;48(4):440-447. doi: 10.5999/aps.2020.02257. Epub 2021 Jul 15. [PubMed:34352958 ]
Saricilar EC, Huang S: Comparison of porcine and human acellular dermal matrix outcomes in wound healing: a deep dive into the evidence. Arch Plast Surg. 2021 Jul;48(4):433-439. doi: 10.5999/aps.2020.02306. Epub 2021 Jul 15. [PubMed:34352957 ]
Will PA, Hirche C, Berner JE, Kneser U, Gazyakan E: Lymphovenous anastomoses with three-dimensional digital hybrid visualization: improving ergonomics for supermicrosurgery in lymphedema. Arch Plast Surg. 2021 Jul;48(4):427-432. doi: 10.5999/aps.2020.01949. Epub 2021 Jul 15. [PubMed:34352956 ]
Vathulya M, Dhingra M, Nongdamba H, Chattopadhyay D, Kapoor A, Dhingra VK, Mago V, Kandwal P: Evaluation of pedicled flaps for type IIIB open fractures of the tibia at a tertiary care center. Arch Plast Surg. 2021 Jul;48(4):417-426. doi: 10.5999/aps.2020.02089. Epub 2021 Jul 15. [PubMed:34352955 ]
Beecher SM, Cahill KC, Theopold C: Pedicled sural flaps versus free anterolateral thigh flaps in reconstruction of dorsal foot and ankle defects in children: a systematic review. Arch Plast Surg. 2021 Jul;48(4):410-416. doi: 10.5999/aps.2020.00983. Epub 2021 Jul 15. [PubMed:34352954 ]
Nicksic PJ, Condit KM, Nayar HS, Michelotti BF: Algorithmic approach to the lymphatic leak after vascular reconstruction: a systematic review. Arch Plast Surg. 2021 Jul;48(4):404-409. doi: 10.5999/aps.2020.02075. Epub 2021 Jul 15. [PubMed:34352953 ]
Schaffer C, Haselbach D, Schiraldi L, Sorelius K, Kalbermatten DF, Raffoul W, di Summa PG: Abdominal-based adipocutaneous advancement flap for reconstructing inguinal defects with contraindications to standard reconstructive approaches: a simple and safe salvage reconstructive option. Arch Plast Surg. 2021 Jul;48(4):395-403. doi: 10.5999/aps.2019.01795. Epub 2021 Jul 15. [PubMed:34352952 ]
Park KC, Choi HJ: Impaction of a continuous glucose monitoring sensor. Arch Plast Surg. 2021 Jul;48(4):392-394. doi: 10.5999/aps.2021.00178. Epub 2021 Jul 15. [PubMed:34352951 ]
Jain A: Jain's hand retractor system and stand: an innovative device for hand surgery. Arch Plast Surg. 2021 Jul;48(4):389-391. doi: 10.5999/aps.2021.00409. Epub 2021 Jul 15. [PubMed:34352950 ]
Papavasiliou T, Park PD, Tejero R, Allain N, Uppal L: Open reduction and internal fixation of metacarpal fractures using a thermoplastic splint as a surgical instrument. Arch Plast Surg. 2021 Jul;48(4):384-388. doi: 10.5999/aps.2021.00122. Epub 2021 Jul 15. [PubMed:34352949 ]
Son TT, Dung PTV, Thuy TTH, Kien VD, Liem NT: The role of rapid tissue expansion in separating xipho-omphalopagus conjoined twins in Vietnam. Arch Plast Surg. 2021 Jul;48(4):378-383. doi: 10.5999/aps.2020.02467. Epub 2021 Jul 15. [PubMed:34352948 ]
Chavez, D., et al. (2001). Chavez, D., et al, Tetrahedron Letts. 42, 3685 (2001). Tetrahedron Lett.

Showing NP-Card for 5-[(1E)-2-(4-hydroxyphenyl)ethyl]-4,7-dimethoxy-3-methyl-2H-1-benzopyran-+ (NP0025428)

MOL for NP0025428 (5-[(1E)-2-(4-hydroxyphenyl)ethyl]-4,7-dimethoxy-3-methyl-2H-1-benzopyran-+)

3D MOL for NP0025428 (5-[(1E)-2-(4-hydroxyphenyl)ethyl]-4,7-dimethoxy-3-methyl-2H-1-benzopyran-+)

3D SDF for NP0025428 (5-[(1E)-2-(4-hydroxyphenyl)ethyl]-4,7-dimethoxy-3-methyl-2H-1-benzopyran-+)

3D-SDF for NP0025428 (5-[(1E)-2-(4-hydroxyphenyl)ethyl]-4,7-dimethoxy-3-methyl-2H-1-benzopyran-+)

PDB for NP0025428 (5-[(1E)-2-(4-hydroxyphenyl)ethyl]-4,7-dimethoxy-3-methyl-2H-1-benzopyran-+)

3D PDB for NP0025428 (5-[(1E)-2-(4-hydroxyphenyl)ethyl]-4,7-dimethoxy-3-methyl-2H-1-benzopyran-+)

SMILES for NP0025428 (5-[(1E)-2-(4-hydroxyphenyl)ethyl]-4,7-dimethoxy-3-methyl-2H-1-benzopyran-+)

INCHI for NP0025428 (5-[(1E)-2-(4-hydroxyphenyl)ethyl]-4,7-dimethoxy-3-methyl-2H-1-benzopyran-+)

Structure for NP0025428 (5-[(1E)-2-(4-hydroxyphenyl)ethyl]-4,7-dimethoxy-3-methyl-2H-1-benzopyran-+)

3D Structure for NP0025428 (5-[(1E)-2-(4-hydroxyphenyl)ethyl]-4,7-dimethoxy-3-methyl-2H-1-benzopyran-+)