NP-MRD: Showing NP-Card for (3s,4s)-3,4-bis(2h-1,3-benzodioxol-5-ylmethyl)oxolan-2-one (NP0220762)

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Record Information

Version

1.0

Created at

2022-09-05 22:10:03 UTC

Updated at

2022-09-05 22:10:03 UTC

NP-MRD ID

NP0220762

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,4s)-3,4-bis(2h-1,3-benzodioxol-5-ylmethyl)oxolan-2-one

Description

CHEMBL180970 belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. (3s,4s)-3,4-bis(2h-1,3-benzodioxol-5-ylmethyl)oxolan-2-one is found in Aralia bipinnata, Bursera simaruba, Peperomia blanda, Phyllanthus urinaria, Piper nigrum, Piper ribesioides, Podolepis rugata and Zanthoxylum ailanthoides. Based on a literature review very few articles have been published on CHEMBL180970.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062200102D          

 26 30  0  0  1  0            999 V2000
    5.7064    3.0780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5349    2.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0869    1.6579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6744    0.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675    1.1150    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2544    0.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4259   -0.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2105   -0.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3820   -1.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7689   -1.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843   -1.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8128   -0.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4994   -2.2705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843   -2.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7689   -2.6830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  2  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
    1.9233    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
    1.1387    2.1904    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    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
  5 16  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  6  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  2  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
M  END

     RDKit          3D

 44 48  0  0  0  0  0  0  0  0999 V2000
    2.0068    0.1628   -2.2378 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0859    0.3799   -1.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2171    1.4640   -1.5252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6181    1.5134   -0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7252    0.0671    0.0062 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6796   -0.7260   -0.8185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0674   -0.2575   -0.7761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5731    0.6542   -1.6772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8856    1.0973   -1.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6873    0.5863   -0.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1863   -0.3229    0.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8849   -0.7699    0.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2176   -0.6411    1.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3164    0.1913    0.8971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0367    0.8376   -0.3301 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7199   -0.3987   -0.2002 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4937   -0.0141    1.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9646   -0.2080    0.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5705   -1.4040    1.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9488   -1.5790    0.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7369   -0.5625    0.5040 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1531    0.6337    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7760    0.7927    0.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1539    1.4882   -0.2972 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3611    1.0006    0.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1030   -0.4118    0.2228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5904    1.9222   -0.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1600    2.1343    0.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9251    0.0125    1.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2930   -0.8004   -1.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6394   -1.7807   -0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9246    1.0543   -2.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2608    1.8222   -2.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5148   -1.4878    0.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2647   -0.3979    0.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4178    0.9854    1.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7294   -1.4847   -0.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1955   -0.7054    1.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2496    1.0001    1.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9806   -2.2165    1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4267   -2.5074    1.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3168    1.7325    0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2519    1.2748   -0.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4270    1.2416    1.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 15  1  0
 15 14  1  0
 14 13  1  0
 13 11  1  0
 11 12  2  0
  5 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
 16  2  1  0
 23 18  1  0
 12  7  1  0
 22 21  1  0
 11 10  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  1
  6 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 14 35  1  0
 14 36  1  0
 12 34  1  0
 16 37  1  6
 17 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 25 43  1  0
 25 44  1  0
 23 42  1  0
M  END


  Mrv1652309062200102D          

 26 30  0  0  1  0            999 V2000
    5.7064    3.0780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5349    2.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0869    1.6579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6744    0.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675    1.1150    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2544    0.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4259   -0.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2105   -0.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3820   -1.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7689   -1.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843   -1.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8128   -0.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4994   -2.2705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843   -2.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7689   -2.6830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  2  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
    1.9233    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
    1.1387    2.1904    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    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
  5 16  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  6  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  2  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0220762

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C1OC[C@@H](CC2=CC=C3OCOC3=C2)[C@@H]1CC1=CC=C2OCOC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O6/c21-20-15(6-13-2-4-17-19(8-13)26-11-24-17)14(9-22-20)5-12-1-3-16-18(7-12)25-10-23-16/h1-4,7-8,14-15H,5-6,9-11H2/t14-,15+/m1/s1

> <INCHI_KEY>
DDWGQGZPYDSYEL-CABCVRRESA-N

> <FORMULA>
C20H18O6

> <MOLECULAR_WEIGHT>
354.358

> <EXACT_MASS>
354.1103383

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
35.722332450345945

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <JCHEM_LOGP>
3.4607226209999995

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.43938178158615

> <JCHEM_POLAR_SURFACE_AREA>
63.22000000000001

> <JCHEM_REFRACTIVITY>
90.28000000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4S)-3,4-bis(2H-1,3-benzodioxol-5-ylmethyl)oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  O   UNK     0      10.652   5.746   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      10.332   4.239   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      11.362   3.095   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      10.592   1.761   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.086   2.081   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.941   1.051   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.262  -0.456   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.726  -0.931   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.046  -2.438   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.902  -3.468   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.437  -2.992   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.117  -1.486   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.532  -4.238   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       7.437  -5.484   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.902  -5.008   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.925   3.613   0.000  0.00  0.00           C+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  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.924   4.383   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       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11    7                                                       
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    5    2   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22   18                                                       
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₈O₆

Average Mass

354.3580 Da

Monoisotopic Mass

354.11034 Da

IUPAC Name

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

Traditional Name

(3S,4S)-3,4-bis(2H-1,3-benzodioxol-5-ylmethyl)oxolan-2-one

CAS Registry Number

Not Available

SMILES

O=C1OC[C@@H](CC2=CC=C3OCOC3=C2)[C@@H]1CC1=CC=C2OCOC2=C1

InChI Identifier

InChI=1S/C20H18O6/c21-20-15(6-13-2-4-17-19(8-13)26-11-24-17)14(9-22-20)5-12-1-3-16-18(7-12)25-10-23-16/h1-4,7-8,14-15H,5-6,9-11H2/t14-,15+/m1/s1

InChI Key

DDWGQGZPYDSYEL-CABCVRRESA-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
Aralia bipinnata	LOTUS Database	35616633
Bursera simaruba	LOTUS Database	35616633
Peperomia blanda	LOTUS Database	35616633
Phyllanthus urinaria	LOTUS Database	35616633
Piper nigrum	LOTUS Database	35616633
Piper ribesioides	LOTUS Database	35616633
Podolepis rugata	LOTUS Database	35616633
Zanthoxylum ailanthoides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

Dibenzylbutyrolactone lignans

Alternative Parents

Substituents

Dibenzylbutyrolactone
Lignan lactone
Benzodioxole
Gamma butyrolactone
Benzenoid
Oxolane
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Acetal
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen 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	3.46	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	63.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	90.28 m³·mol⁻¹	ChemAxon
Polarizability	35.72 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

9177900

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11002708

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3s,4s)-3,4-bis(2h-1,3-benzodioxol-5-ylmethyl)oxolan-2-one (NP0220762)

MOL for NP0220762 ((3s,4s)-3,4-bis(2h-1,3-benzodioxol-5-ylmethyl)oxolan-2-one)

3D MOL for NP0220762 ((3s,4s)-3,4-bis(2h-1,3-benzodioxol-5-ylmethyl)oxolan-2-one)

3D SDF for NP0220762 ((3s,4s)-3,4-bis(2h-1,3-benzodioxol-5-ylmethyl)oxolan-2-one)

3D-SDF for NP0220762 ((3s,4s)-3,4-bis(2h-1,3-benzodioxol-5-ylmethyl)oxolan-2-one)

PDB for NP0220762 ((3s,4s)-3,4-bis(2h-1,3-benzodioxol-5-ylmethyl)oxolan-2-one)

3D PDB for NP0220762 ((3s,4s)-3,4-bis(2h-1,3-benzodioxol-5-ylmethyl)oxolan-2-one)

SMILES for NP0220762 ((3s,4s)-3,4-bis(2h-1,3-benzodioxol-5-ylmethyl)oxolan-2-one)

INCHI for NP0220762 ((3s,4s)-3,4-bis(2h-1,3-benzodioxol-5-ylmethyl)oxolan-2-one)

Structure for NP0220762 ((3s,4s)-3,4-bis(2h-1,3-benzodioxol-5-ylmethyl)oxolan-2-one)

3D Structure for NP0220762 ((3s,4s)-3,4-bis(2h-1,3-benzodioxol-5-ylmethyl)oxolan-2-one)