NP-MRD: Showing NP-Card for 5-{[4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxyoxolan-3-yl]methyl}-2h-1,3-benzodioxole (NP0255661)

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Record Information

Version

2.0

Created at

2022-09-07 20:13:43 UTC

Updated at

2022-09-07 20:13:43 UTC

NP-MRD ID

NP0255661

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-{[4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxyoxolan-3-yl]methyl}-2h-1,3-benzodioxole

Description

5-({4-[(2H-1,3-benzodioxol-5-yl)methyl]-5-methoxyoxolan-3-yl}methyl)-2H-1,3-benzodioxole belongs to the class of organic compounds known as 9,9'-epoxylignans. These are lignans with a structure based on the 9,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries two benzyl groups at the 3- and 4-positions. Additionally they are oxygenated at the 2-position to form dibenzylbutyrolactones (oxo group) or a dibenzylbutyrolactols (hydroxyl group). 5-{[4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxyoxolan-3-yl]methyl}-2h-1,3-benzodioxole is found in Artemisia chamaemelifolia, Lychnophora ericoides, Piper cubeba and Virola surinamensis. 5-({4-[(2H-1,3-benzodioxol-5-yl)methyl]-5-methoxyoxolan-3-yl}methyl)-2H-1,3-benzodioxole is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1533004201500442D          

 27 31  0  0  0  0            999 V2000
    2.0016    3.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6147    3.4029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3993    3.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6543    4.4425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4793    4.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7342    3.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5188    3.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1319    3.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9604    4.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5735    5.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3581    5.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0726    5.4715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6857    4.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3501    4.1658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5296    4.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9165    3.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  2  0  0  0  0
  8 16  1  0  0  0  0
  6 17  1  0  0  0  0
  3 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  2  0  0  0  0
 19 27  1  0  0  0  0
M  END

     RDKit          3D

 49 53  0  0  0  0  0  0  0  0999 V2000
    3.1799   -2.9050    0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268   -2.7591    1.1266 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9380   -2.4538    0.2192 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0235   -3.4936    0.1845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8035   -3.2273    1.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1203   -1.7148    1.0899 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3403   -1.7066    0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9416   -0.4226   -0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8155    0.1470   -1.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3643    1.3613   -1.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0834    2.0519   -0.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2444    1.5209    0.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6850    0.3096    0.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0149    2.4574    1.2281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5840    3.3867    0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7243    3.2771   -0.8344 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1729   -1.2362    0.6180 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2466   -0.0905   -0.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499    0.4346   -0.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4089   -0.0043   -1.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7146    0.4502   -1.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2593    1.3744   -0.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5025    1.8210    0.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2103    1.3437    0.3468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929    2.7133    0.8874 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3173    3.1565    0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5072    2.0164   -0.7858 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8639   -3.1550    1.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1317   -3.7751   -0.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5935   -2.0158    0.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727   -2.3725   -0.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7145   -3.8168    1.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1413   -3.3451    2.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3721   -1.3451    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1720   -2.2649    0.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2159   -2.3735   -0.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2721   -0.3752   -2.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2084    1.7413   -2.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8324   -0.0829    1.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5799    3.0388   -0.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5670    4.4148    0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7285   -0.8658    1.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3578    0.7313   -0.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0982   -0.4447   -1.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0464   -0.7079   -2.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3195    0.1152   -2.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6036    1.6888    1.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2152    3.3459    0.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0743    4.0558   -0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 16  1  0
 16 15  1  0
 15 14  1  0
 14 12  1  0
 12 13  2  0
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 27  1  0
 27 26  1  0
 26 25  1  0
 25 23  1  0
 23 24  2  0
 17  3  1  0
 24 19  1  0
 13  8  1  0
 23 22  1  0
 12 11  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  6
  5 32  1  0
  5 33  1  0
  6 34  1  1
  7 35  1  0
  7 36  1  0
  9 37  1  0
 10 38  1  0
 15 40  1  0
 15 41  1  0
 13 39  1  0
 17 42  1  1
 18 43  1  0
 18 44  1  0
 20 45  1  0
 21 46  1  0
 26 48  1  0
 26 49  1  0
 24 47  1  0
M  END

  Mrv1533004201500442D          

 27 31  0  0  0  0            999 V2000
    2.0016    3.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6147    3.4029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3993    3.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6543    4.4425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4793    4.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7342    3.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5188    3.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1319    3.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9604    4.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5735    5.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3581    5.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0726    5.4715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6857    4.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3501    4.1658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5296    4.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9165    3.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  2  0  0  0  0
  8 16  1  0  0  0  0
  6 17  1  0  0  0  0
  3 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  2  0  0  0  0
 19 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0255661

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1OCC(CC2=CC=C3OCOC3=C2)C1CC1=CC=C2OCOC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O6/c1-22-21-16(7-14-3-5-18-20(9-14)27-12-25-18)15(10-23-21)6-13-2-4-17-19(8-13)26-11-24-17/h2-5,8-9,15-16,21H,6-7,10-12H2,1H3

> <INCHI_KEY>
UUUXPUGZNDRYSV-UHFFFAOYSA-N

> <FORMULA>
C21H22O6

> <MOLECULAR_WEIGHT>
370.401

> <EXACT_MASS>
370.141638428

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
38.39766609698363

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-({4-[(2H-1,3-benzodioxol-5-yl)methyl]-5-methoxyoxolan-3-yl}methyl)-2H-1,3-benzodioxole

> <ALOGPS_LOGP>
2.63

> <JCHEM_LOGP>
3.8280565939999995

> <ALOGPS_LOGS>
-4.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.870286216559187

> <JCHEM_POLAR_SURFACE_AREA>
55.38000000000001

> <JCHEM_REFRACTIVITY>
96.25880000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.77e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-{[4-(2H-1,3-benzodioxol-5-ylmethyl)-5-methoxyoxolan-3-yl]methyl}-2H-1,3-benzodioxole

> <JCHEM_VEBER_RULE>
0

$$$$

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       3.736   7.383   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.881   6.352   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.345   6.828   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.821   8.293   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.361   8.293   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.837   6.828   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.302   6.352   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.446   7.383   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.126   8.889   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.270   9.919   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.735   9.444   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      15.069  10.214   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      16.213   9.183   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      15.587   7.776   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      14.055   7.937   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.911   6.907   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.591   5.923   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   17                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   11   16                                                  
CONECT   16   15    8                                                       
CONECT   17    6    3   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   22   27                                                  
CONECT   27   26   19                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₆

Average Mass

370.4010 Da

Monoisotopic Mass

370.14164 Da

IUPAC Name

5-({4-[(2H-1,3-benzodioxol-5-yl)methyl]-5-methoxyoxolan-3-yl}methyl)-2H-1,3-benzodioxole

Traditional Name

5-{[4-(2H-1,3-benzodioxol-5-ylmethyl)-5-methoxyoxolan-3-yl]methyl}-2H-1,3-benzodioxole

CAS Registry Number

Not Available

SMILES

COC1OCC(CC2=CC=C3OCOC3=C2)C1CC1=CC=C2OCOC2=C1

InChI Identifier

InChI=1S/C21H22O6/c1-22-21-16(7-14-3-5-18-20(9-14)27-12-25-18)15(10-23-21)6-13-2-4-17-19(8-13)26-11-24-17/h2-5,8-9,15-16,21H,6-7,10-12H2,1H3

InChI Key

UUUXPUGZNDRYSV-UHFFFAOYSA-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
Artemisia chamaemelifolia	LOTUS Database	35616633
Lychnophora ericoides	LOTUS Database	35616633
Piper cubeba	LOTUS Database	35616633
Virola surinamensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 9,9'-epoxylignans. These are lignans with a structure based on the 9,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries two benzyl groups at the 3- and 4-positions. Additionally they are oxygenated at the 2-position to form dibenzylbutyrolactones (oxo group) or a dibenzylbutyrolactols (hydroxyl group).

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

9,9'-epoxylignans

Alternative Parents

Substituents

9,9p-epoxylignan
Benzodioxole
Benzenoid
Oxolane
Oxacycle
Organoheterocyclic compound
Acetal
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	2.63	ALOGPS
logP	3.83	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	55.38 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	96.26 m³·mol⁻¹	ChemAxon
Polarizability	38.4 Å³	ChemAxon
Number of Rings	5	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

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

75048908

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-{[4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxyoxolan-3-yl]methyl}-2h-1,3-benzodioxole (NP0255661)

MOL for NP0255661 (5-{[4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxyoxolan-3-yl]methyl}-2h-1,3-benzodioxole)

3D MOL for NP0255661 (5-{[4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxyoxolan-3-yl]methyl}-2h-1,3-benzodioxole)

3D SDF for NP0255661 (5-{[4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxyoxolan-3-yl]methyl}-2h-1,3-benzodioxole)

3D-SDF for NP0255661 (5-{[4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxyoxolan-3-yl]methyl}-2h-1,3-benzodioxole)

PDB for NP0255661 (5-{[4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxyoxolan-3-yl]methyl}-2h-1,3-benzodioxole)

3D PDB for NP0255661 (5-{[4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxyoxolan-3-yl]methyl}-2h-1,3-benzodioxole)

SMILES for NP0255661 (5-{[4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxyoxolan-3-yl]methyl}-2h-1,3-benzodioxole)

INCHI for NP0255661 (5-{[4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxyoxolan-3-yl]methyl}-2h-1,3-benzodioxole)

Structure for NP0255661 (5-{[4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxyoxolan-3-yl]methyl}-2h-1,3-benzodioxole)

3D Structure for NP0255661 (5-{[4-(2h-1,3-benzodioxol-5-ylmethyl)-5-methoxyoxolan-3-yl]methyl}-2h-1,3-benzodioxole)