NP-MRD: Showing NP-Card for 5-[(2r,3r)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,3-dihydro-2-benzofuran (NP0264859)

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Record Information

Version

2.0

Created at

2022-09-08 08:37:59 UTC

Updated at

2022-09-08 08:37:59 UTC

NP-MRD ID

NP0264859

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-[(2r,3r)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,3-dihydro-2-benzofuran

Description

Saururenin belongs to the class of organic compounds known as dibenzylbutane lignans. These are lignan compounds containing a 2,3-dibenzylbutane moiety. 5-[(2r,3r)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,3-dihydro-2-benzofuran is found in Saururus cernuus. 5-[(2r,3r)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,3-dihydro-2-benzofuran was first documented in 2013 (PMID: 24079183). Based on a literature review very few articles have been published on Saururenin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082210382D          

 25 27  0  0  1  0            999 V2000
   -3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   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
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  2  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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    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
    2.8579   -0.8250    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
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    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  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  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
 16 21  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  2  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 53 55  0  0  0  0  0  0  0  0999 V2000
   -6.3150   -0.6593   -2.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8662    0.2059   -1.2341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7133   -0.1354   -0.5622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9592   -1.2570   -0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8116   -1.5534   -0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3592   -0.7348    0.8853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1506   -0.9616    1.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0136   -0.1961    1.0836 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2571   -0.4550    1.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2430   -0.6083   -0.3279 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6158   -2.0450   -0.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1033    0.3481   -1.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4449    0.6153   -0.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7774    1.6678    0.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0854    1.8814    0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0854    1.0596    0.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7513    0.0361   -0.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4798   -0.2137   -1.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0128   -0.6781   -0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9621   -0.2384   -0.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5456    1.0046    0.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1155    0.4132    1.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2607    0.6911    0.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0109    1.8282    0.7141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5583    2.6840    1.7429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3569   -0.4056   -2.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6026   -0.6343   -3.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3528   -1.7158   -1.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3239   -1.9129   -1.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2456   -2.4487   -0.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2963   -0.5754    2.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9672   -2.0313    1.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1751    0.8953    1.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0416   -0.8671    1.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5058    0.4769    2.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9969   -1.2725    2.6693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8048   -0.5652   -0.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6908   -2.2112   -0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3743   -2.4902   -1.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0457   -2.6399    0.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5571    1.3373   -1.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1746   -0.0326   -2.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9775    2.3259    0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3547    2.6944    1.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2481   -1.0411   -1.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8590   -1.7627   -0.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3038   -0.5657   -2.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0484    1.7954   -0.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7438    1.1298    1.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7639    1.0749    1.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6234    3.1728    1.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3647    2.1122    2.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3018    3.4580    2.0095 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
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 21  1  0
 21 20  1  0
 20 19  1  0
 19 17  1  0
 17 18  2  0
  6 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 23  3  1  0
 18 13  1  0
 17 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  6
  9 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  6
 11 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 14 43  1  0
 15 44  1  0
 21 48  1  0
 21 49  1  0
 19 46  1  0
 19 47  1  0
 18 45  1  0
 22 50  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
M  END


  Mrv1652309082210382D          

 25 27  0  0  1  0            999 V2000
   -3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   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
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  2  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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    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
    2.8579   -0.8250    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
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    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  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  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
 16 21  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  2  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0264859

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C[C@@H](C)[C@H](C)CC2=CC=C3COCC3=C2)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O3/c1-15(9-17-5-7-19-13-25-14-20(19)11-17)16(2)10-18-6-8-21(23-3)22(12-18)24-4/h5-8,11-12,15-16H,9-10,13-14H2,1-4H3/t15-,16-/m1/s1

> <INCHI_KEY>
MCLJJJWYWWGVTK-HZPDHXFCSA-N

> <FORMULA>
C22H28O3

> <MOLECULAR_WEIGHT>
340.463

> <EXACT_MASS>
340.203844762

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
40.0668007754972

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(2R,3R)-3-[(3,4-dimethoxyphenyl)methyl]-2-methylbutyl]-1,3-dihydro-2-benzofuran

> <JCHEM_LOGP>
5.284445537

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.040927915583862

> <JCHEM_POLAR_SURFACE_AREA>
27.69

> <JCHEM_REFRACTIVITY>
101.74349999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
5-[(2R,3R)-3-[(3,4-dimethoxyphenyl)methyl]-2-methylbutyl]-1,3-dihydro-2-benzofuran

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.668  -8.470   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.668  -6.930   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -5.335  -6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.133  -4.326   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.038  -3.080   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.133  -1.834   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.001  -8.470   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   22                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   13                                                       
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22    6   23                                                       
CONECT   23   22    3   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₈O₃

Average Mass

340.4630 Da

Monoisotopic Mass

340.20384 Da

IUPAC Name

5-[(2R,3R)-3-[(3,4-dimethoxyphenyl)methyl]-2-methylbutyl]-1,3-dihydro-2-benzofuran

Traditional Name

5-[(2R,3R)-3-[(3,4-dimethoxyphenyl)methyl]-2-methylbutyl]-1,3-dihydro-2-benzofuran

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C[C@@H](C)[C@H](C)CC2=CC=C3COCC3=C2)C=C1OC

InChI Identifier

InChI=1S/C22H28O3/c1-15(9-17-5-7-19-13-25-14-20(19)11-17)16(2)10-18-6-8-21(23-3)22(12-18)24-4/h5-8,11-12,15-16H,9-10,13-14H2,1-4H3/t15-,16-/m1/s1

InChI Key

MCLJJJWYWWGVTK-HZPDHXFCSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Saururus cernuus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzylbutane lignans. These are lignan compounds containing a 2,3-dibenzylbutane moiety.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Dibenzylbutane lignans

Sub Class

Not Available

Direct Parent

Dibenzylbutane lignans

Alternative Parents

Substituents

Dibenzylbutane lignan skeleton
O-dimethoxybenzene
Dimethoxybenzene
Isocoumaran
Phenylpropane
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
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	5.28	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	27.69 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	101.74 m³·mol⁻¹	ChemAxon
Polarizability	40.07 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

145709712

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chen Y, Li N, Zhu Y, Zhang C, Jiang X, Yang J, Xu Z, Qiu SX, Huang R: Dibenzylbutane lignans from the stems of Schisandra bicolor. Nat Prod Commun. 2013 Aug;8(8):1121-2. [PubMed:24079183 ]
LOTUS database [Link]

Showing NP-Card for 5-[(2r,3r)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,3-dihydro-2-benzofuran (NP0264859)

MOL for NP0264859 (5-[(2r,3r)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,3-dihydro-2-benzofuran)

3D MOL for NP0264859 (5-[(2r,3r)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,3-dihydro-2-benzofuran)

3D SDF for NP0264859 (5-[(2r,3r)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,3-dihydro-2-benzofuran)

3D-SDF for NP0264859 (5-[(2r,3r)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,3-dihydro-2-benzofuran)

PDB for NP0264859 (5-[(2r,3r)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,3-dihydro-2-benzofuran)

3D PDB for NP0264859 (5-[(2r,3r)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,3-dihydro-2-benzofuran)

SMILES for NP0264859 (5-[(2r,3r)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,3-dihydro-2-benzofuran)

INCHI for NP0264859 (5-[(2r,3r)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,3-dihydro-2-benzofuran)

Structure for NP0264859 (5-[(2r,3r)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,3-dihydro-2-benzofuran)

3D Structure for NP0264859 (5-[(2r,3r)-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,3-dihydro-2-benzofuran)