NP-MRD: Showing NP-Card for 5-({5-ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl}methyl)-2h-1,3-benzodioxole (NP0219859)

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Record Information

Version

2.0

Created at

2022-09-05 20:59:35 UTC

Updated at

2022-09-05 20:59:35 UTC

NP-MRD ID

NP0219859

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-({5-ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl}methyl)-2h-1,3-benzodioxole

Description

5-({5-Ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-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-({5-ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl}methyl)-2h-1,3-benzodioxole is found in Piper cubeba. 5-({5-Ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-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


  Mrv0541 04121516382D          

 31 34  0  0  0  0            999 V2000
    7.0568    0.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3923    1.0767    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
    6.0869    1.6579    0.0000 C   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  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
    5.5349    2.2710    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
    6.4911    3.3329    0.0000 C   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
    9.0164    4.9047    0.0000 C   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
    8.5019    2.4838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3303    1.6768    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
  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  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
  9 17  1  0  0  0  0
  7 18  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  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
 22 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 31  2  0  0  0  0
 20 31  1  0  0  0  0
M  END

     RDKit          3D

 61 64  0  0  0  0  0  0  0  0999 V2000
    1.2584    5.7811   -0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6259    5.1431    0.7523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2109    3.9246    1.0994 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.9925    0.0849 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3874    2.5949   -0.2978 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2896    1.3254   -0.7996 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3650    0.6674    0.2401 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9152   -0.6581   -0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0996   -1.5451   -0.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5722   -2.3669    0.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6574   -3.1889    0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3067   -3.1896   -0.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8532   -2.3673   -1.8753 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7443   -1.5456   -1.6733 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7120   -2.6133   -2.9294 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4783   -3.7689   -2.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4075   -3.9139   -1.2502 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4022    1.7006    0.5573 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9439    1.7765   -0.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9215    0.7434    0.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2232   -0.2353   -0.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1365   -1.2473   -0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4261   -2.2333   -1.3868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7345   -2.1769   -2.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7885   -1.2682    0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7023   -2.2594    1.0082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3636   -3.4804    1.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5241   -0.2935    1.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1886   -0.3265    2.9414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8958    0.6760    3.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6064    0.6857    1.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3476    5.5201   -0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146    5.5641   -1.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2232    6.8831   -0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4572    5.0131    0.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7522    5.8428    1.6184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6080    3.4445   -0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2655    0.8287   -0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7552    1.3595   -1.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0166    0.5374    1.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5090   -0.5081   -1.2792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2452   -1.1544    0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0551   -2.3538    1.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0115   -3.8258    1.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4380   -0.9302   -2.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1010   -4.6702   -3.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5647   -3.5716   -2.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3068    1.8391    1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8975    1.9526   -1.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4046    2.7511    0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7517   -0.2623   -1.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6498   -2.2086   -2.3864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0310   -2.9983   -3.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9364   -1.1782   -3.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2647   -3.6628    1.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8713   -4.3486    1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6726   -3.5445    2.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5378    0.5676    4.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1870    1.6505    3.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8166    0.6995    4.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3937    1.4307    2.1681 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  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 17  1  0
 17 16  1  0
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 15 13  1  0
 13 14  2  0
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  2  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 28 31  2  0
 18  4  1  0
 31 20  1  0
 14  9  1  0
 13 12  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  4 37  1  6
  6 38  1  0
  6 39  1  0
  7 40  1  1
  8 41  1  0
  8 42  1  0
 10 43  1  0
 11 44  1  0
 16 46  1  0
 16 47  1  0
 14 45  1  0
 18 48  1  1
 19 49  1  0
 19 50  1  0
 21 51  1  0
 24 52  1  0
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 24 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
 30 58  1  0
 30 59  1  0
 30 60  1  0
 31 61  1  0
M  END


  Mrv0541 04121516382D          

 31 34  0  0  0  0            999 V2000
    7.0568    0.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3923    1.0767    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
    6.0869    1.6579    0.0000 C   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  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
    5.5349    2.2710    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
    6.4911    3.3329    0.0000 C   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
    9.0164    4.9047    0.0000 C   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
    8.5019    2.4838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3303    1.6768    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
  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  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
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 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
  9 17  1  0  0  0  0
  7 18  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  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
 22 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 31  2  0  0  0  0
 20 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0219859

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC1OCC(CC2=CC=C3OCOC3=C2)C1CC1=CC(OC)=C(OC)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O7/c1-5-28-24-18(9-16-11-21(25-2)23(27-4)22(12-16)26-3)17(13-29-24)8-15-6-7-19-20(10-15)31-14-30-19/h6-7,10-12,17-18,24H,5,8-9,13-14H2,1-4H3

> <INCHI_KEY>
POCFXRQVXBCARH-UHFFFAOYSA-N

> <FORMULA>
C24H30O7

> <MOLECULAR_WEIGHT>
430.497

> <EXACT_MASS>
430.199153306

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
45.75448772418779

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.42

> <JCHEM_LOGP>
4.088617284

> <ALOGPS_LOGS>
-5.00

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.82304737047788

> <JCHEM_POLAR_SURFACE_AREA>
64.61000000000001

> <JCHEM_REFRACTIVITY>
114.63009999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.30e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-({5-ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl}methyl)-2H-1,3-benzodioxole

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  C   UNK     0      13.173   0.603   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.799   2.010   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      12.894   3.256   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      11.362   3.095   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      10.592   1.761   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       9.086   2.081   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.925   3.613   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.332   4.239   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.652   5.746   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.117   6.221   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.437   7.728   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.901   8.204   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      14.222   9.710   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      15.686  10.186   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.046   7.173   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      16.511   7.649   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      16.831   9.155   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.726   5.667   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      15.870   4.636   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      15.550   3.130   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.261   5.191   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   18                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   12   17                                                  
CONECT   17   16    9                                                       
CONECT   18    7    4   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   31                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28   20                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₀O₇

Average Mass

430.4970 Da

Monoisotopic Mass

430.19915 Da

IUPAC Name

5-({5-ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl}methyl)-2H-1,3-benzodioxole

Traditional Name

5-({5-ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl}methyl)-2H-1,3-benzodioxole

CAS Registry Number

Not Available

SMILES

CCOC1OCC(CC2=CC=C3OCOC3=C2)C1CC1=CC(OC)=C(OC)C(OC)=C1

InChI Identifier

InChI=1S/C24H30O7/c1-5-28-24-18(9-16-11-21(25-2)23(27-4)22(12-16)26-3)17(13-29-24)8-15-6-7-19-20(10-15)31-14-30-19/h6-7,10-12,17-18,24H,5,8-9,13-14H2,1-4H3

InChI Key

POCFXRQVXBCARH-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
Piper cubeba	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
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Tetrahydrofuran
Organoheterocyclic compound
Ether
Oxacycle
Acetal
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	3.42	ALOGPS
logP	4.09	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	64.61 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	114.63 m³·mol⁻¹	ChemAxon
Polarizability	45.75 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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-({5-ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl}methyl)-2h-1,3-benzodioxole (NP0219859)

MOL for NP0219859 (5-({5-ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl}methyl)-2h-1,3-benzodioxole)

3D MOL for NP0219859 (5-({5-ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl}methyl)-2h-1,3-benzodioxole)

3D SDF for NP0219859 (5-({5-ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl}methyl)-2h-1,3-benzodioxole)

3D-SDF for NP0219859 (5-({5-ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl}methyl)-2h-1,3-benzodioxole)

PDB for NP0219859 (5-({5-ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl}methyl)-2h-1,3-benzodioxole)

3D PDB for NP0219859 (5-({5-ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl}methyl)-2h-1,3-benzodioxole)

SMILES for NP0219859 (5-({5-ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl}methyl)-2h-1,3-benzodioxole)

INCHI for NP0219859 (5-({5-ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl}methyl)-2h-1,3-benzodioxole)

Structure for NP0219859 (5-({5-ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl}methyl)-2h-1,3-benzodioxole)

3D Structure for NP0219859 (5-({5-ethoxy-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-3-yl}methyl)-2h-1,3-benzodioxole)