NP-MRD: Showing NP-Card for [2-(2h-1,3-benzodioxol-5-yl)-4-(2h-1,3-benzodioxol-5-ylmethyl)oxolan-3-yl]methanol (NP0181700)

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Record Information

Version

2.0

Created at

2022-09-03 20:16:18 UTC

Updated at

2022-09-03 20:16:18 UTC

NP-MRD ID

NP0181700

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[2-(2h-1,3-benzodioxol-5-yl)-4-(2h-1,3-benzodioxol-5-ylmethyl)oxolan-3-yl]methanol

Description

Dihydrosesamin belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at the 2-, 3-, 4-position, respectively. [2-(2h-1,3-benzodioxol-5-yl)-4-(2h-1,3-benzodioxol-5-ylmethyl)oxolan-3-yl]methanol is found in Chamaecyparis obtusa, Daphne mezereum, Daphne tangutica, Hypericum monogynum, Juniperus sabina, Juniperus thurifera and Wikstroemia canescens. Dihydrosesamin is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1533004161520402D          

 26 30  0  0  0  0            999 V2000
    2.7553    3.4655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5399    3.7205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    3.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9600    3.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2955    4.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1160    4.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4516    4.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2720    5.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7570    4.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5774    4.2661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7490    3.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0345    3.0466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4214    3.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6009    3.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3725    2.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8204    2.0124    0.0000 O   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  2  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  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  0  0  0  0
  6 14  1  0  0  0  0
  4 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  3 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  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
 21 25  1  0  0  0  0
 25 26  2  0  0  0  0
 18 26  1  0  0  0  0
M  END

     RDKit          3D

 46 50  0  0  0  0  0  0  0  0999 V2000
   -0.1636   -2.9985   -1.4297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9758   -1.8708   -1.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7840   -1.2019   -0.0010 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6635   -0.7122    0.2143 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6809   -1.4704   -0.5154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0194   -0.8983   -0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6648   -1.3169    0.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9095   -0.8466    1.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5572    0.0586    0.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9635    0.4956   -0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7097   -0.0015   -0.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8398    1.3874   -1.2544 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8420    1.7256   -0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8160    0.6769    0.6398 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5687    0.6924   -0.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7672    0.9221   -0.6571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4213    0.0957    0.2495 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8419    0.2416    0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7680   -0.7738    0.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1303   -0.5845    0.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5956    0.7113    0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7268    1.7558    0.3534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3689    1.5356    0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5290    2.9082    0.3675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8762    2.5537    0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9132    1.1578    0.4435 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5806   -3.8218   -1.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5926   -1.1676   -2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0157   -2.0564   -1.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9879   -1.8995    0.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9083   -0.7215    1.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7704   -2.5429   -0.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5923   -1.3736   -1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1302   -2.0312    1.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3789   -1.1931    2.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2709    0.3408   -1.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5987    2.6990    0.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8021    1.7475   -0.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1314    0.8675   -1.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9096    1.3734    0.4870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0209    0.4211    1.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3854   -1.7584    0.3529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7833   -1.4394    0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7370    2.4145    0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3472    2.8169   -0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4151    3.0819    1.1055 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  2  0
  7  8  1  0
  8  9  2  0
  9 14  1  0
 14 13  1  0
 13 12  1  0
 12 10  1  0
 10 11  2  0
  4 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 26  1  0
 26 25  1  0
 25 24  1  0
 24 22  1  0
 22 23  2  0
 17  3  1  0
 23 18  1  0
 11  6  1  0
 22 21  1  0
 10  9  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  1
  4 31  1  1
  5 32  1  0
  5 33  1  0
  7 34  1  0
  8 35  1  0
 13 37  1  0
 13 38  1  0
 11 36  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  1
 19 42  1  0
 20 43  1  0
 25 45  1  0
 25 46  1  0
 23 44  1  0
M  END

  Mrv1533004161520402D          

 26 30  0  0  0  0            999 V2000
    2.7553    3.4655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5399    3.7205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    3.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9600    3.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2955    4.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1160    4.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4516    4.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2720    5.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7570    4.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5774    4.2661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7490    3.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0345    3.0466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4214    3.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6009    3.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3725    2.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8204    2.0124    0.0000 O   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  2  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  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  0  0  0  0
  6 14  1  0  0  0  0
  4 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  3 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  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
 21 25  1  0  0  0  0
 25 26  2  0  0  0  0
 18 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0181700

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1C(CC2=CC=C3OCOC3=C2)COC1C1=CC=C2OCOC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O6/c21-8-15-14(5-12-1-3-16-18(6-12)25-10-23-16)9-22-20(15)13-2-4-17-19(7-13)26-11-24-17/h1-4,6-7,14-15,20-21H,5,8-11H2

> <INCHI_KEY>
JOCPSXXUQJXDBI-UHFFFAOYSA-N

> <FORMULA>
C20H20O6

> <MOLECULAR_WEIGHT>
356.374

> <EXACT_MASS>
356.125988364

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
37.6406933491321

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[2-(2H-1,3-benzodioxol-5-yl)-4-[(2H-1,3-benzodioxol-5-yl)methyl]oxolan-3-yl]methanol

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
2.4742504250000006

> <ALOGPS_LOGS>
-3.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.364580046333334

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6393326877337984

> <JCHEM_POLAR_SURFACE_AREA>
66.38000000000001

> <JCHEM_REFRACTIVITY>
91.83920000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.41e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[2-(2H-1,3-benzodioxol-5-yl)-4-(2H-1,3-benzodioxol-5-ylmethyl)oxolan-3-yl]methanol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  O   UNK     0       5.143   6.469   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.608   6.945   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.752   5.914   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.259   6.235   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.885   7.641   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.417   7.802   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.043   9.209   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.574   9.370   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.480   8.124   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      16.011   7.963   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      16.331   6.457   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      14.998   5.687   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      13.853   6.717   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.322   6.557   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.029   4.901   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.998   3.756   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   26  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   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    9   14                                                  
CONECT   14   13    6                                                       
CONECT   15    4   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    3   18                                                  
CONECT   18   17   19   26                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   21   26                                                  
CONECT   26   25   18                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₀O₆

Average Mass

356.3740 Da

Monoisotopic Mass

356.12599 Da

IUPAC Name

[2-(2H-1,3-benzodioxol-5-yl)-4-[(2H-1,3-benzodioxol-5-yl)methyl]oxolan-3-yl]methanol

Traditional Name

[2-(2H-1,3-benzodioxol-5-yl)-4-(2H-1,3-benzodioxol-5-ylmethyl)oxolan-3-yl]methanol

CAS Registry Number

Not Available

SMILES

OCC1C(CC2=CC=C3OCOC3=C2)COC1C1=CC=C2OCOC2=C1

InChI Identifier

InChI=1S/C20H20O6/c21-8-15-14(5-12-1-3-16-18(6-12)25-10-23-16)9-22-20(15)13-2-4-17-19(7-13)26-11-24-17/h1-4,6-7,14-15,20-21H,5,8-11H2

InChI Key

JOCPSXXUQJXDBI-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
Chamaecyparis obtusa	LOTUS Database	35616633
Daphne mezereum	LOTUS Database	35616633
Daphne tangutica	LOTUS Database	35616633
Hypericum monogynum	LOTUS Database	35616633
Juniperus sabina	LOTUS Database	35616633
Juniperus thurifera	LOTUS Database	35616633
Wikstroemia canescens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at the 2-, 3-, 4-position, respectively.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

7,9'-epoxylignans

Alternative Parents

Substituents

7,9p-epoxylignan
Benzodioxole
Benzenoid
Tetrahydrofuran
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Acetal
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
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	2.57	ALOGPS
logP	2.47	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	15.36	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.38 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	91.84 m³·mol⁻¹	ChemAxon
Polarizability	37.64 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

14409639

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [2-(2h-1,3-benzodioxol-5-yl)-4-(2h-1,3-benzodioxol-5-ylmethyl)oxolan-3-yl]methanol (NP0181700)

MOL for NP0181700 ([2-(2h-1,3-benzodioxol-5-yl)-4-(2h-1,3-benzodioxol-5-ylmethyl)oxolan-3-yl]methanol)

3D MOL for NP0181700 ([2-(2h-1,3-benzodioxol-5-yl)-4-(2h-1,3-benzodioxol-5-ylmethyl)oxolan-3-yl]methanol)

3D SDF for NP0181700 ([2-(2h-1,3-benzodioxol-5-yl)-4-(2h-1,3-benzodioxol-5-ylmethyl)oxolan-3-yl]methanol)

3D-SDF for NP0181700 ([2-(2h-1,3-benzodioxol-5-yl)-4-(2h-1,3-benzodioxol-5-ylmethyl)oxolan-3-yl]methanol)

PDB for NP0181700 ([2-(2h-1,3-benzodioxol-5-yl)-4-(2h-1,3-benzodioxol-5-ylmethyl)oxolan-3-yl]methanol)

3D PDB for NP0181700 ([2-(2h-1,3-benzodioxol-5-yl)-4-(2h-1,3-benzodioxol-5-ylmethyl)oxolan-3-yl]methanol)

SMILES for NP0181700 ([2-(2h-1,3-benzodioxol-5-yl)-4-(2h-1,3-benzodioxol-5-ylmethyl)oxolan-3-yl]methanol)

INCHI for NP0181700 ([2-(2h-1,3-benzodioxol-5-yl)-4-(2h-1,3-benzodioxol-5-ylmethyl)oxolan-3-yl]methanol)

Structure for NP0181700 ([2-(2h-1,3-benzodioxol-5-yl)-4-(2h-1,3-benzodioxol-5-ylmethyl)oxolan-3-yl]methanol)

3D Structure for NP0181700 ([2-(2h-1,3-benzodioxol-5-yl)-4-(2h-1,3-benzodioxol-5-ylmethyl)oxolan-3-yl]methanol)