NP-MRD: Showing NP-Card for 8b-O-methyl-4'-demethoxy-3',4'-methylenedioxyrocaglaol (NP0043275)

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Record Information

Version

1.0

Created at

2021-06-21 00:43:48 UTC

Updated at

2021-06-30 00:18:52 UTC

NP-MRD ID

NP0043275

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8b-O-methyl-4'-demethoxy-3',4'-methylenedioxyrocaglaol

Provided By

JEOL Database JEOL Logo

Description

CHEMBL2332221 belongs to the class of organic compounds known as flavaglines. These are heterocyclic compounds with a structure characterized by a cyclopenta[b]benzofuran skeleton. 8b-O-methyl-4'-demethoxy-3',4'-methylenedioxyrocaglaol is found in Aglaia perviridis. It was first documented in 2013 (Pan, L., et al.). Based on a literature review very few articles have been published on CHEMBL2332221.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102433D          

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M  END

     RDKit          3D

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  Mrv1652306212102433D          

 60 65  0  0  0  0            999 V2000
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    1.1904    1.7065   -0.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1886    1.6382    0.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1876    2.9841    7.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9999    1.8473    6.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1255   -0.3376   -1.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1647    1.6954    0.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1470    0.7059    1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1098    2.4931    1.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  5  2  0  0  0  0
 16 15  1  0  0  0  0
  5  4  1  0  0  0  0
 15 14  2  0  0  0  0
 14 13  1  0  0  0  0
 16 17  2  0  0  0  0
 32 12  1  0  0  0  0
 32  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  3  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 16  1  0  0  0  0
  9 11  1  0  0  0  0
 22 23  1  0  0  0  0
 12 22  1  0  0  0  0
 23 24  2  0  0  0  0
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  3 10  1  0  0  0  0
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 10  9  2  0  0  0  0
  5  6  1  0  0  0  0
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  6  7  1  0  0  0  0
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  3  2  1  0  0  0  0
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  2  1  1  0  0  0  0
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  1 35  1  0  0  0  0
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  1 37  1  0  0  0  0
 34 58  1  0  0  0  0
 34 59  1  0  0  0  0
 34 60  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043275

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C([H])([H])[C@@]([H])(C2=C([H])C([H])=C([H])C([H])=C2[H])[C@@]2(OC3=C([H])C(OC([H])([H])[H])=C([H])C(OC([H])([H])[H])=C3[C@]12OC([H])([H])[H])C1=C([H])C2=C(OC([H])([H])O2)C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H26O7/c1-29-18-12-22(30-2)25-23(13-18)34-26(17-9-10-20-21(11-17)33-15-32-20)19(16-7-5-4-6-8-16)14-24(28)27(25,26)31-3/h4-13,19,24,28H,14-15H2,1-3H3/t19-,24+,26-,27+/m0/s1

> <INCHI_KEY>
SKVASQVJEVFEOC-KTWRFPGGSA-N

> <FORMULA>
C27H26O7

> <MOLECULAR_WEIGHT>
462.498

> <EXACT_MASS>
462.167853177

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
48.74849447919787

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,5S,6R)-6-(2H-1,3-benzodioxol-5-yl)-2,10,12-trimethoxy-5-phenyl-7-oxatricyclo[6.4.0.0^{2,6}]dodeca-1(12),8,10-trien-3-ol

> <ALOGPS_LOGP>
3.78

> <JCHEM_LOGP>
3.7935012880000003

> <ALOGPS_LOGS>
-5.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.685739352762155

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3736576071018325

> <JCHEM_POLAR_SURFACE_AREA>
75.61000000000001

> <JCHEM_REFRACTIVITY>
122.61490000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,5S,6R)-6-(2H-1,3-benzodioxol-5-yl)-2,10,12-trimethoxy-5-phenyl-7-oxatricyclo[6.4.0.0^{2,6}]dodeca-1(12),8,10-trien-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 60 65  0  0  0  0  0  0  0  0999 V2000
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   -0.5687   -0.1669    2.1679 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5860   -1.2062    0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1112   -1.7154   -0.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4650   -2.8941    0.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6309   -4.0980   -0.6699 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7371   -2.0909   -2.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3196   -2.4161    2.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6700   -5.9823    0.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9906   -5.0938    1.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6085   -0.5284    0.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6045   -2.8846    1.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8990   -4.9999   -0.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5721   -5.0813   -2.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9466   -3.0229   -3.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -0.9045   -2.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6033    1.0973   -1.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6251    3.4522   -0.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1647    1.6954    0.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1470    0.7059    1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1098    2.4931    1.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  5  2  0
 16 15  1  0
  5  4  1  0
 15 14  2  0
 14 13  1  0
 16 17  2  0
 32 12  1  0
 32  8  1  0
  8  9  1  0
  4  3  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 16  1  0
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 22 23  1  0
 12 22  1  0
 23 24  2  0
 22 29  1  0
 24 25  1  0
 29 30  1  0
 25 26  2  0
 30 32  1  0
 26 27  1  0
  3 10  1  0
 27 28  2  0
 28 23  1  0
 32 33  1  6
 30 31  1  0
 10  9  2  0
  5  6  1  0
 12 13  1  1
  6  7  1  0
 11 12  1  0
  3  2  1  0
 13 18  2  0
  2  1  1  0
 18 17  1  0
 33 34  1  0
  4 38  1  0
 10 42  1  0
 22 48  1  1
 29 54  1  0
 29 55  1  0
 30 56  1  6
 18 45  1  0
 15 44  1  0
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 24 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 31 57  1  0
  7 39  1  0
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  1 35  1  0
  1 36  1  0
  1 37  1  0
 34 58  1  0
 34 59  1  0
 34 60  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.904   2.416   6.398  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.660   3.346   5.349  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.303   2.826   4.133  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.086   3.791   3.131  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.706   3.423   1.834  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.414   4.286   0.818  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.629   5.672   1.063  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.573   2.069   1.556  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.777   1.130   2.554  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.136   1.475   3.843  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.569  -0.167   2.168  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.453  -0.144   0.698  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.586  -1.206   0.302  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.286  -1.153  -0.931  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.207  -2.143  -1.299  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.413  -3.186  -0.428  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.744  -3.264   0.767  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.835  -2.303   1.156  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.083  -4.372   1.480  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.036  -4.985   0.587  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.261  -4.231  -0.621  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.919  -0.437   0.142  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.111  -1.715  -0.663  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.465  -2.894   0.017  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.631  -4.098  -0.670  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.446  -4.144  -2.048  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.096  -2.987  -2.739  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.928  -1.782  -2.053  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.358   0.843  -0.591  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.066   1.560  -0.934  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.331   2.905  -1.310  0.00  0.00           O+0
HETATM   32  C   UNK     0      -0.150   1.364   0.299  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.190   1.706  -0.084  0.00  0.00           O+0
HETATM   34  C   UNK     0       2.189   1.638   0.928  0.00  0.00           C+0
HETATM   35  H   UNK     0      -2.188   2.984   7.289  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.737   1.749   6.149  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.000   1.847   6.639  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.208   4.834   3.409  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.676   5.872   1.314  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.399   6.213   0.140  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.044   6.042   1.843  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.275   0.692   4.577  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.125  -0.338  -1.630  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.737  -2.091  -2.244  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.320  -2.416   2.105  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.670  -5.982   0.316  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.991  -5.094   1.115  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.608  -0.528   0.995  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.604  -2.885   1.096  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.899  -5.000  -0.126  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.572  -5.081  -2.584  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.947  -3.023  -3.815  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.644  -0.905  -2.627  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.963   1.471   0.079  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.985   0.677  -1.473  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.603   1.097  -1.812  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.625   3.452  -0.908  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.165   1.695   0.438  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.147   0.706   1.495  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.110   2.493   1.605  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2    3    1                                                       
CONECT    3    4   10    2                                                  
CONECT    4    5    3   38                                                  
CONECT    5    8    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6   39   40   41                                             
CONECT    8    5   32    9                                                  
CONECT    9    8   11   10                                                  
CONECT   10    3    9   42                                                  
CONECT   11    9   12                                                       
CONECT   12   32   22   13   11                                             
CONECT   13   14   12   18                                                  
CONECT   14   15   13   43                                                  
CONECT   15   16   14   44                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   19   18                                                  
CONECT   18   13   17   45                                                  
CONECT   19   17   20                                                       
CONECT   20   19   21   46   47                                             
CONECT   21   20   16                                                       
CONECT   22   23   12   29   48                                             
CONECT   23   22   24   28                                                  
CONECT   24   23   25   49                                                  
CONECT   25   24   26   50                                                  
CONECT   26   25   27   51                                                  
CONECT   27   26   28   52                                                  
CONECT   28   27   23   53                                                  
CONECT   29   22   30   54   55                                             
CONECT   30   29   32   31   56                                             
CONECT   31   30   57                                                       
CONECT   32   12    8   30   33                                             
CONECT   33   32   34                                                       
CONECT   34   33   58   59   60                                             
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    4                                                            
CONECT   39    7                                                            
CONECT   40    7                                                            
CONECT   41    7                                                            
CONECT   42   10                                                            
CONECT   43   14                                                            
CONECT   44   15                                                            
CONECT   45   18                                                            
CONECT   46   20                                                            
CONECT   47   20                                                            
CONECT   48   22                                                            
CONECT   49   24                                                            
CONECT   50   25                                                            
CONECT   51   26                                                            
CONECT   52   27                                                            
CONECT   53   28                                                            
CONECT   54   29                                                            
CONECT   55   29                                                            
CONECT   56   30                                                            
CONECT   57   31                                                            
CONECT   58   34                                                            
CONECT   59   34                                                            
CONECT   60   34                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  130    0
END

RDKit          3D

60 65  0  0  0  0  0  0  0  0999 V2000
   -1.9042    2.4157    6.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6601    3.3457    5.3491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3026    2.8265    4.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0856    3.7913    3.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7064    3.4231    1.8342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4140    4.2863    0.8177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6293    5.6719    1.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5733    2.0689    1.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7767    1.1296    2.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1361    1.4749    3.8428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5687   -0.1669    2.1679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4528   -0.1437    0.6981 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5860   -1.2062    0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2863   -1.1535   -0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074   -2.1425   -1.2992 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4131   -3.1858   -0.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7444   -3.2645    0.7667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8346   -2.3030    1.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0835   -4.3718    1.4802 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0360   -4.9853    0.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2607   -4.2307   -0.6211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9186   -0.4373    0.1416 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1112   -1.7154   -0.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4650   -2.8941    0.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6309   -4.0980   -0.6699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4465   -4.1443   -2.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0956   -2.9874   -2.7386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9282   -1.7818   -2.0525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3583    0.8433   -0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0663    1.5601   -0.9340 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3306    2.9051   -1.3096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1495    1.3638    0.2991 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1904    1.7065   -0.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1886    1.6382    0.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1876    2.9841    7.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7366    1.7493    6.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9999    1.8473    6.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2084    4.8339    3.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6763    5.8716    1.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3991    6.2128    0.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0443    6.0418    1.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2747    0.6919    4.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1255   -0.3376   -1.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7371   -2.0909   -2.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3196   -2.4161    2.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6700   -5.9823    0.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9906   -5.0938    1.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6085   -0.5284    0.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6045   -2.8846    1.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8990   -4.9999   -0.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5721   -5.0813   -2.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9466   -3.0229   -3.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -0.9045   -2.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9626    1.4708    0.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9848    0.6774   -1.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6033    1.0973   -1.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6251    3.4522   -0.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1647    1.6954    0.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1470    0.7059    1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1098    2.4931    1.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  5  2  0
 16 15  1  0
  5  4  1  0
 15 14  2  0
 14 13  1  0
 16 17  2  0
 32 12  1  0
 32  8  1  0
  8  9  1  0
  4  3  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 16  1  0
  9 11  1  0
 22 23  1  0
 12 22  1  0
 23 24  2  0
 22 29  1  0
 24 25  1  0
 29 30  1  0
 25 26  2  0
 30 32  1  0
 26 27  1  0
  3 10  1  0
 27 28  2  0
 28 23  1  0
 32 33  1  6
 30 31  1  0
 10  9  2  0
  5  6  1  0
 12 13  1  1
  6  7  1  0
 11 12  1  0
  3  2  1  0
 13 18  2  0
  2  1  1  0
 18 17  1  0
 33 34  1  0
  4 38  1  0
 10 42  1  0
 22 48  1  1
 29 54  1  0
 29 55  1  0
 30 56  1  6
 18 45  1  0
 15 44  1  0
 14 43  1  0
 20 46  1  0
 20 47  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 31 57  1  0
  7 39  1  0
  7 40  1  0
  7 41  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
 34 58  1  0
 34 59  1  0
 34 60  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₇H₂₆O₇

Average Mass

462.4980 Da

Monoisotopic Mass

462.16785 Da

IUPAC Name

(2S,3R,5S,6R)-6-(2H-1,3-benzodioxol-5-yl)-2,10,12-trimethoxy-5-phenyl-7-oxatricyclo[6.4.0.0^{2,6}]dodeca-1(12),8,10-trien-3-ol

Traditional Name

(2S,3R,5S,6R)-6-(2H-1,3-benzodioxol-5-yl)-2,10,12-trimethoxy-5-phenyl-7-oxatricyclo[6.4.0.0^{2,6}]dodeca-1(12),8,10-trien-3-ol

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C([H])([H])[C@@]([H])(C2=C([H])C([H])=C([H])C([H])=C2[H])[C@@]2(OC3=C([H])C(OC([H])([H])[H])=C([H])C(OC([H])([H])[H])=C3[C@]12OC([H])([H])[H])C1=C([H])C2=C(OC([H])([H])O2)C([H])=C1[H]

InChI Identifier

InChI=1S/C27H26O7/c1-29-18-12-22(30-2)25-23(13-18)34-26(17-9-10-20-21(11-17)33-15-32-20)19(16-7-5-4-6-8-16)14-24(28)27(25,26)31-3/h4-13,19,24,28H,14-15H2,1-3H3/t19-,24+,26-,27+/m0/s1

InChI Key

SKVASQVJEVFEOC-KTWRFPGGSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Aglaia perviridis	JEOL database	Pan, L., et al, J. Nat. Prod. 76, 394 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavaglines. These are heterocyclic compounds with a structure characterized by a cyclopenta[b]benzofuran skeleton.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Flavaglines

Direct Parent

Flavaglines

Alternative Parents

Substituents

Flavagline skeleton
Stilbene
Coumaran
Benzodioxole
Anisole
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Cyclic alcohol
Secondary alcohol
Acetal
Oxacycle
Ether
Dialkyl ether
Alcohol
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
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	3.78	ALOGPS
logP	3.79	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	13.69	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	75.61 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	122.61 m³·mol⁻¹	ChemAxon
Polarizability	48.75 Å³	ChemAxon
Number of Rings	6	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

29416382

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71658107

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pan, L., et al. (2013). Pan, L., et al, J. Nat. Prod. 76, 394 (2013). J. Nat. Prod..

Showing NP-Card for 8b-O-methyl-4'-demethoxy-3',4'-methylenedioxyrocaglaol (NP0043275)

MOL for NP0043275 (8b-O-methyl-4'-demethoxy-3',4'-methylenedioxyrocaglaol)

3D MOL for NP0043275 (8b-O-methyl-4'-demethoxy-3',4'-methylenedioxyrocaglaol)

3D SDF for NP0043275 (8b-O-methyl-4'-demethoxy-3',4'-methylenedioxyrocaglaol)

3D-SDF for NP0043275 (8b-O-methyl-4'-demethoxy-3',4'-methylenedioxyrocaglaol)

PDB for NP0043275 (8b-O-methyl-4'-demethoxy-3',4'-methylenedioxyrocaglaol)

3D PDB for NP0043275 (8b-O-methyl-4'-demethoxy-3',4'-methylenedioxyrocaglaol)

SMILES for NP0043275 (8b-O-methyl-4'-demethoxy-3',4'-methylenedioxyrocaglaol)

INCHI for NP0043275 (8b-O-methyl-4'-demethoxy-3',4'-methylenedioxyrocaglaol)

Structure for NP0043275 (8b-O-methyl-4'-demethoxy-3',4'-methylenedioxyrocaglaol)

3D Structure for NP0043275 (8b-O-methyl-4'-demethoxy-3',4'-methylenedioxyrocaglaol)