NP-MRD: Showing NP-Card for (3s,4s)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-2-one (NP0246467)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 07:57:38 UTC

Updated at

2022-09-07 07:57:38 UTC

NP-MRD ID

NP0246467

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,4s)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-2-one

Description

CHEMBL522851 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)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-2-one is found in Peperomia heyneana. Based on a literature review very few articles have been published on CHEMBL522851.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072209572D          

 28 31  0  0  1  0            999 V2000
    9.2865    2.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5019    2.4838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8888    3.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1041    2.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4911    3.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7064    3.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5349    2.2710    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0869    1.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9074    1.7441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6744    0.9434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675    1.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  1  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
    6.6626    4.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4472    4.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6187    5.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4033    5.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0603    3.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8449    4.0977    0.0000 O   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  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
  5 23  2  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
 24 27  2  0  0  0  0
  3 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
   -5.0631   -3.0713   -0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5543   -1.7461   -0.8689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7005   -0.7470   -0.4538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3710   -0.9998   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5597    0.0264    0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1468   -0.2170    0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2254   -0.0886   -0.5051 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5108   -1.1741   -1.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4667   -1.2160   -2.2786 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4647   -2.1428   -1.3350 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2904   -1.8280   -0.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1964   -0.3512   -0.0335 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1942    0.4412   -0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5503    0.1613   -0.3201 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2994   -0.8069   -0.9552 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5809   -1.1039   -0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1042   -0.4181    0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3646    0.5447    1.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1081    0.8281    0.7602 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1541    1.0577    2.2432 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5001    0.7057    1.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3271   -0.4863    1.2189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0415    1.3161    0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3600    1.5854    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8698    2.8640    0.0775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0178    3.9077    0.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1832    0.5454   -0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4806    0.8505   -0.7265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9218   -3.4710    0.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0979   -3.1462   -1.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8089   -3.6782   -1.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0210   -2.0147   -0.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0740   -1.2199    1.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8038    0.5199    1.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3565    0.8989   -0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8117   -2.3266    0.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2998   -2.2220   -0.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2388   -0.0316    1.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9280    1.5197   -0.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1332    0.1238   -1.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9684   -1.3809   -1.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1700   -1.8671   -1.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4930    1.5853    1.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9895    0.4208    2.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0376    1.4845    1.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3771    2.1254    0.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5615    4.8727    0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6420    3.6609    1.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1390    3.9304   -0.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8499    1.7788   -0.6869 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  1  0
  6  7  1  0
  7 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 22  1  0
 22 21  1  0
 21 20  1  0
 20 18  1  0
 18 19  2  0
 12 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  2  0
  5 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 27 28  1  0
 27  3  1  0
  8  7  1  0
 19 14  1  0
 18 17  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  6
 12 38  1  1
 13 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  0
 21 44  1  0
 21 45  1  0
 19 43  1  0
 11 36  1  0
 11 37  1  0
 23 46  1  0
 26 47  1  0
 26 48  1  0
 26 49  1  0
 28 50  1  0
M  END


  Mrv1652309072209572D          

 28 31  0  0  1  0            999 V2000
    9.2865    2.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5019    2.4838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8888    3.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1041    2.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4911    3.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7064    3.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5349    2.2710    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0869    1.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9074    1.7441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6744    0.9434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675    1.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  1  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
    6.6626    4.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4472    4.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6187    5.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4033    5.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0603    3.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8449    4.0977    0.0000 O   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  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
  5 23  2  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
 24 27  2  0  0  0  0
  3 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0246467

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C[C@H]2[C@H](CC3=CC=C4OCOC4=C3)COC2=O)=CC(OC)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O7/c1-24-18-8-13(9-19(25-2)20(18)22)6-15-14(10-26-21(15)23)5-12-3-4-16-17(7-12)28-11-27-16/h3-4,7-9,14-15,22H,5-6,10-11H2,1-2H3/t14-,15+/m1/s1

> <INCHI_KEY>
DZBHCHXEAGTVGF-CABCVRRESA-N

> <FORMULA>
C21H22O7

> <MOLECULAR_WEIGHT>
386.4

> <EXACT_MASS>
386.136553048

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
39.02550307295445

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <JCHEM_LOGP>
3.218581300333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.339786037973022

> <JCHEM_PKA_STRONGEST_BASIC>
-4.364805743291226

> <JCHEM_POLAR_SURFACE_AREA>
83.45000000000002

> <JCHEM_REFRACTIVITY>
99.42040000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4S)-4-(2H-1,3-benzodioxol-5-ylmethyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      17.335   5.112   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      15.870   4.636   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      14.726   5.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.261   5.191   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.117   6.221   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.652   5.746   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.332   4.239   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.362   3.095   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      12.894   3.256   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      10.592   1.761   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.086   2.081   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.925   3.613   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.220   2.843   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      12.437   7.728   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.901   8.204   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      14.222   9.710   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      15.686  10.186   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.046   7.173   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      16.511   7.649   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   27                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   14                                                       
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23    5   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24    3   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₇

Average Mass

386.4000 Da

Monoisotopic Mass

386.13655 Da

IUPAC Name

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

Traditional Name

(3S,4S)-4-(2H-1,3-benzodioxol-5-ylmethyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-2-one

CAS Registry Number

Not Available

SMILES

COC1=CC(C[C@H]2[C@H](CC3=CC=C4OCOC4=C3)COC2=O)=CC(OC)=C1O

InChI Identifier

InChI=1S/C21H22O7/c1-24-18-8-13(9-19(25-2)20(18)22)6-15-14(10-26-21(15)23)5-12-3-4-16-17(7-12)28-11-27-16/h3-4,7-9,14-15,22H,5-6,10-11H2,1-2H3/t14-,15+/m1/s1

InChI Key

DZBHCHXEAGTVGF-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
Peperomia heyneana	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
Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Benzodioxole
Phenol ether
Anisole
Phenoxy compound
Methoxybenzene
Phenol
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Gamma butyrolactone
Oxolane
Lactone
Carboxylic acid ester
Acetal
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Ether
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxide
Organooxygen compound
Hydrocarbon derivative
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	3.22	ChemAxon
pKa (Strongest Acidic)	9.34	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.45 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	99.42 m³·mol⁻¹	ChemAxon
Polarizability	39.03 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

9351725

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11176633

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)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-2-one (NP0246467)

MOL for NP0246467 ((3s,4s)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-2-one)

3D MOL for NP0246467 ((3s,4s)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-2-one)

3D SDF for NP0246467 ((3s,4s)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-2-one)

3D-SDF for NP0246467 ((3s,4s)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-2-one)

PDB for NP0246467 ((3s,4s)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-2-one)

3D PDB for NP0246467 ((3s,4s)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-2-one)

SMILES for NP0246467 ((3s,4s)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-2-one)

INCHI for NP0246467 ((3s,4s)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-2-one)

Structure for NP0246467 ((3s,4s)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-2-one)

3D Structure for NP0246467 ((3s,4s)-4-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-2-one)