NP-MRD: Showing NP-Card for 4'-O-Methylcatechin (NP0043809)

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Record Information

Version

2.0

Created at

2021-06-22 17:18:42 UTC

Updated at

2021-06-22 17:18:43 UTC

NP-MRD ID

NP0043809

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4'-O-Methylcatechin

Description

Catechin 4'-methyl ether belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-Tiol. 4'-O-Methylcatechin is found in Cinnamomum cassia and Prosopis laevigata. Based on a literature review very few articles have been published on Catechin 4'-methyl ether.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

NP0043809
     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    6.1120   -1.1401    0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4365    0.0574    0.4073 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0459    0.1055    0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3077   -0.9915   -0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9294   -0.9530   -0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2368    0.1811    0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2125    0.3219    0.1200 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8083   -0.1755   -1.0528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2037   -0.0084   -1.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8417   -0.0159   -2.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2036    0.1448   -2.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8490    0.1386   -3.6966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9056    0.3128   -1.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2787    0.3219   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0144    0.4948    1.1169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8977    0.1585    0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2580    0.1647    1.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8867   -0.4574    1.2584 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1409   -0.4359    2.4080 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9817    1.2573    0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3512    1.2420    0.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0577    2.3534    1.1289 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7174   -1.9519    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8810   -1.3633   -1.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1967   -1.0457    0.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8348   -1.8889   -0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3405   -1.8023   -0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5003    1.3866    0.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2400   -0.1526   -3.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1863   -0.7378   -4.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9913    0.4441   -1.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6040    0.5150    2.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8442   -0.3986    2.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    1.2273    1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0708   -1.5145    0.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4492   -1.1773    2.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923    2.1959    0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5439    3.1867    1.3899 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  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  6 20  1  0
 20 21  2  0
 21 22  1  0
 21  3  1  0
 18  7  1  0
 16  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  1
 10 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  6
 19 36  1  0
 20 37  1  0
 22 38  1  0
M  END


  Mrv1652306222119182D          

 22 24  0  0  1  0            999 V2000
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  9  6  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
  9 18  1  0  0  0  0
 15 19  1  0  0  0  0
 13 20  1  0  0  0  0
 10 21  1  1  0  0  0
  4 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043809

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C(C=C1)[C@H]1OC2=CC(O)=CC(O)=C2C[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O6/c1-21-14-3-2-8(4-12(14)19)16-13(20)7-10-11(18)5-9(17)6-15(10)22-16/h2-6,13,16-20H,7H2,1H3/t13-,16+/m0/s1

> <INCHI_KEY>
ZHDMPVIDHWJGTN-XJKSGUPXSA-N

> <FORMULA>
C16H16O6

> <MOLECULAR_WEIGHT>
304.298

> <EXACT_MASS>
304.094688235

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.59226909374812

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S)-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

> <ALOGPS_LOGP>
1.31

> <JCHEM_LOGP>
1.941001071333333

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.9047556800511

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.273445507946589

> <JCHEM_PKA_STRONGEST_BASIC>
-3.290208980895425

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
78.482

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.29e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
catechin 4'-methyl ether

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043809
     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    6.1120   -1.1401    0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4365    0.0574    0.4073 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0459    0.1055    0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3077   -0.9915   -0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9294   -0.9530   -0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2368    0.1811    0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2125    0.3219    0.1200 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8083   -0.1755   -1.0528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2037   -0.0084   -1.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8417   -0.0159   -2.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2036    0.1448   -2.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8490    0.1386   -3.6966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9056    0.3128   -1.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2787    0.3219   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0144    0.4948    1.1169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8977    0.1585    0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2580    0.1647    1.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8867   -0.4574    1.2584 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1409   -0.4359    2.4080 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9817    1.2573    0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3512    1.2420    0.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0577    2.3534    1.1289 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7174   -1.9519    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8810   -1.3633   -1.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1967   -1.0457    0.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8348   -1.8889   -0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3405   -1.8023   -0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5003    1.3866    0.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2400   -0.1526   -3.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1863   -0.7378   -4.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9913    0.4441   -1.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6040    0.5150    2.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8442   -0.3986    2.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    1.2273    1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0708   -1.5145    0.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4492   -1.1773    2.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923    2.1959    0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5439    3.1867    1.3899 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  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  6 20  1  0
 20 21  2  0
 21 22  1  0
 21  3  1  0
 18  7  1  0
 16  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  1
 10 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  6
 19 36  1  0
 20 37  1  0
 22 38  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   22                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10   18                                                  
CONECT   10    9   11   21                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12   18                                                  
CONECT   18   17    9                                                       
CONECT   19   15                                                            
CONECT   20   13                                                            
CONECT   21   10                                                            
CONECT   22    4                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    NP0043809
HETATM    1  C1  UNL     1       6.112  -1.140   0.028  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.437   0.057   0.407  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.046   0.106   0.330  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.308  -0.992  -0.109  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.929  -0.953  -0.189  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.237   0.181   0.167  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.213   0.322   0.120  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.808  -0.176  -1.053  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.204  -0.008  -1.110  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.842  -0.016  -2.354  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.204   0.145  -2.461  1.00  0.00           C  
HETATM   12  O3  UNL     1      -4.849   0.139  -3.697  1.00  0.00           O  
HETATM   13  C10 UNL     1      -4.906   0.313  -1.290  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.279   0.322  -0.042  1.00  0.00           C  
HETATM   15  O4  UNL     1      -5.014   0.495   1.117  1.00  0.00           O  
HETATM   16  C12 UNL     1      -2.898   0.159   0.068  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.258   0.165   1.415  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.887  -0.457   1.258  1.00  0.00           C  
HETATM   19  O5  UNL     1      -0.141  -0.436   2.408  1.00  0.00           O  
HETATM   20  C15 UNL     1       1.982   1.257   0.599  1.00  0.00           C  
HETATM   21  C16 UNL     1       3.351   1.242   0.687  1.00  0.00           C  
HETATM   22  O6  UNL     1       4.058   2.353   1.129  1.00  0.00           O  
HETATM   23  H1  UNL     1       5.717  -1.952   0.697  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.881  -1.363  -1.043  1.00  0.00           H  
HETATM   25  H3  UNL     1       7.197  -1.046   0.108  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.835  -1.889  -0.392  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.341  -1.802  -0.530  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.500   1.387   0.231  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.240  -0.153  -3.256  1.00  0.00           H  
HETATM   30  H8  UNL     1      -5.186  -0.738  -4.075  1.00  0.00           H  
HETATM   31  H9  UNL     1      -5.991   0.444  -1.330  1.00  0.00           H  
HETATM   32  H10 UNL     1      -4.604   0.515   2.031  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.844  -0.399   2.174  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.079   1.227   1.737  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.071  -1.514   0.910  1.00  0.00           H  
HETATM   36  H14 UNL     1      -0.449  -1.177   2.987  1.00  0.00           H  
HETATM   37  H15 UNL     1       1.492   2.196   0.899  1.00  0.00           H  
HETATM   38  H16 UNL     1       3.544   3.187   1.390  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   26
CONECT    5    6    6   27
CONECT    6    7   20
CONECT    7    8   18   28
CONECT    8    9
CONECT    9   10   10   16
CONECT   10   11   29
CONECT   11   12   13   13
CONECT   12   30
CONECT   13   14   31
CONECT   14   15   16   16
CONECT   15   32
CONECT   16   17
CONECT   17   18   33   34
CONECT   18   19   35
CONECT   19   36
CONECT   20   21   21   37
CONECT   21   22
CONECT   22   38
END

NP0043809
     RDKit          3D

38 40  0  0  0  0  0  0  0  0999 V2000
    6.1120   -1.1401    0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4365    0.0574    0.4073 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0459    0.1055    0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3077   -0.9915   -0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9294   -0.9530   -0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2368    0.1811    0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2125    0.3219    0.1200 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8083   -0.1755   -1.0528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2037   -0.0084   -1.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8417   -0.0159   -2.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2036    0.1448   -2.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8490    0.1386   -3.6966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9056    0.3128   -1.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2787    0.3219   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0144    0.4948    1.1169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8977    0.1585    0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2580    0.1647    1.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8867   -0.4574    1.2584 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1409   -0.4359    2.4080 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9817    1.2573    0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3512    1.2420    0.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0577    2.3534    1.1289 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7174   -1.9519    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8810   -1.3633   -1.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1967   -1.0457    0.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8348   -1.8889   -0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3405   -1.8023   -0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5003    1.3866    0.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2400   -0.1526   -3.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1863   -0.7378   -4.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9913    0.4441   -1.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6040    0.5150    2.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8442   -0.3986    2.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    1.2273    1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0708   -1.5145    0.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4492   -1.1773    2.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923    2.1959    0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5439    3.1867    1.3899 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  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  6 20  1  0
 20 21  2  0
 21 22  1  0
 21  3  1  0
 18  7  1  0
 16  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  1
 10 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  6
 19 36  1  0
 20 37  1  0
 22 38  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₆H₁₆O₆

Average Mass

304.2980 Da

Monoisotopic Mass

304.09469 Da

IUPAC Name

(2R,3S)-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

Traditional Name

catechin 4'-methyl ether

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C(C=C1)[C@H]1OC2=CC(O)=CC(O)=C2C[C@@H]1O

InChI Identifier

InChI=1S/C16H16O6/c1-21-14-3-2-8(4-12(14)19)16-13(20)7-10-11(18)5-9(17)6-15(10)22-16/h2-6,13,16-20H,7H2,1H3/t13-,16+/m0/s1

InChI Key

ZHDMPVIDHWJGTN-XJKSGUPXSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cinnamomum aromaticum	Plant	KNApSAcK
Cinnamomum cassia	KNApSAcK Database	22123792
Prosopis laevigata	Linigton's dataset	32429307

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-Tiol.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Catechins

Alternative Parents

Substituents

Catechin
4p-methoxyflavonoid-skeleton
3'-hydroxyflavonoid
3-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Chromane
Benzopyran
1-benzopyran
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Ether
Organoheterocyclic compound
Oxacycle
Polyol
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavans, Flavanols and Leucoanthocyanidins (LMPK12020113 )

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	1.31	ALOGPS
logP	1.94	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	9.27	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	78.48 m³·mol⁻¹	ChemAxon
Polarizability	30.59 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

C00008810

Chemspider ID

8170765

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9995184

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 4'-O-Methylcatechin (NP0043809)

MOL for NP0043809 (4'-O-Methylcatechin)

3D MOL for NP0043809 (4'-O-Methylcatechin)

3D SDF for NP0043809 (4'-O-Methylcatechin)

3D-SDF for NP0043809 (4'-O-Methylcatechin)

PDB for NP0043809 (4'-O-Methylcatechin)

3D PDB for NP0043809 (4'-O-Methylcatechin)

SMILES for NP0043809 (4'-O-Methylcatechin)

INCHI for NP0043809 (4'-O-Methylcatechin)

Structure for NP0043809 (4'-O-Methylcatechin)

3D Structure for NP0043809 (4'-O-Methylcatechin)