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Showing NP-Card for 1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan (NP0252899)

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Record Information
Version2.0
Created at2022-09-07 16:35:12 UTC
Updated at2022-09-07 16:35:12 UTC
NP-MRD IDNP0252899
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan
Description1-Methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units. 1-Methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0252899 (1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan)


  Mrv1533004201506452D          

 34 37  0  0  0  0            999 V2000
    0.3392    3.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942    2.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2971    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619    0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168    1.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1238    1.9123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3788    2.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0198    3.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8267    3.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1765   -1.8933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9638   -1.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4062   -2.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0250   -2.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8620   -3.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4808   -4.0435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3177   -4.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800   -3.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9170   -4.5698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5358   -5.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4612   -3.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3207   -3.4786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9396   -2.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6243   -2.4067    0.0000 C   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  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 31 34  2  0  0  0  0
 23 34  1  0  0  0  0
M  END
Download

3D MOL for NP0252899 (1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan)

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3D SDF for NP0252899 (1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan)

  Mrv1533004201506452D          

 34 37  0  0  0  0            999 V2000
    0.3392    3.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942    2.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2971    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619    0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168    1.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1238    1.9123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3788    2.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0198    3.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8267    3.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1765   -1.8933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9638   -1.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4062   -2.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0250   -2.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8620   -3.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4808   -4.0435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3177   -4.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800   -3.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9170   -4.5698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5358   -5.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4612   -3.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3207   -3.4786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9396   -2.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6243   -2.4067    0.0000 C   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  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 31 34  2  0  0  0  0
 23 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0252899

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1OC)C1OCC2C1COC2(OC)C1=CC(OC)=C(OC)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H32O9/c1-26-18-8-14(9-19(27-2)23(18)30-5)22-16-12-34-25(32-7,17(16)13-33-22)15-10-20(28-3)24(31-6)21(11-15)29-4/h8-11,16-17,22H,12-13H2,1-7H3

> <INCHI_KEY>
WNBKPKUETXQBPU-UHFFFAOYSA-N

> <FORMULA>
C25H32O9

> <MOLECULAR_WEIGHT>
476.522

> <EXACT_MASS>
476.20463261

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
50.653080630637106

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan

> <ALOGPS_LOGP>
2.87

> <JCHEM_LOGP>
2.8128192810000003

> <ALOGPS_LOGS>
-4.85

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6687130388550018

> <JCHEM_POLAR_SURFACE_AREA>
83.07000000000002

> <JCHEM_REFRACTIVITY>
123.0029

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.78e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3H-furo[3,4-c]furan

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0252899 (1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan)
Download
PDB for NP0252899 (1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan)
HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0       0.633   6.683   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.109   5.218   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.079   4.074   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.555   2.609   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.476   1.465   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.982   1.785   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.458   3.249   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.964   3.570   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.440   5.034   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.428   4.394   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.904   5.859   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.410   6.179   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.905  -1.246   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.000  -2.492   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.465  -2.016   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.929   0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.834  -1.246   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.929  -2.492   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.063  -3.534   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.532  -3.074   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.625  -4.001   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.780  -5.020   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.476  -6.529   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.631  -7.548   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.326  -9.057   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.016  -7.021   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.712  -8.530   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       2.867  -9.549   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.861  -6.002   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.599  -6.493   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.754  -5.475   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.165  -4.493   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    5   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   13   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   16   21   23                                             
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24   34                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28   32   34                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34   31   23                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

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3D PDB for NP0252899 (1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan)
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SMILES for NP0252899 (1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan)
COC1=CC(=CC(OC)=C1OC)C1OCC2C1COC2(OC)C1=CC(OC)=C(OC)C(OC)=C1
Download
INCHI for NP0252899 (1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan)
InChI=1S/C25H32O9/c1-26-18-8-14(9-19(27-2)23(18)30-5)22-16-12-34-25(32-7,17(16)13-33-22)15-10-20(28-3)24(31-6)21(11-15)29-4/h8-11,16-17,22H,12-13H2,1-7H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC25H32O9
Average Mass476.5220 Da
Monoisotopic Mass476.20463 Da
IUPAC Name1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan
Traditional Name1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3H-furo[3,4-c]furan
CAS Registry NumberNot Available
SMILES
COC1=CC(=CC(OC)=C1OC)C1OCC2C1COC2(OC)C1=CC(OC)=C(OC)C(OC)=C1
InChI Identifier
InChI=1S/C25H32O9/c1-26-18-8-14(9-19(27-2)23(18)30-5)22-16-12-34-25(32-7,17(16)13-33-22)15-10-20(28-3)24(31-6)21(11-15)29-4/h8-11,16-17,22H,12-13H2,1-7H3
InChI KeyWNBKPKUETXQBPU-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units.
KingdomOrganic compounds  
Super ClassLignans, neolignans and related compounds  
ClassFuranoid lignans  
Sub ClassNot Available
Direct ParentFuranoid lignans  
Alternative Parents
Substituents
  • Furanoid lignan
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  • Furofuran lignan skeleton
    • 

  • Benzylether
    • 

  • Anisole
    • 

  • Phenoxy compound
    • 

  • Furofuran
    • 

  • Phenol ether
    • 

  • Methoxybenzene
    • 

  • Alkyl aryl ether
    • 

  • Ketal
    • 

  • Benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Tetrahydrofuran
    • 

  • Acetal
    • 

  • Ether
    • 

  • Dialkyl ether
    • 

  • Organoheterocyclic compound
    • 

  • Oxacycle
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.87ALOGPS
logP2.81ChemAxon
logS-4.8ALOGPS
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area83.07 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity123 m³·mol⁻¹ChemAxon
Polarizability50.65 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound85148321  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]