NP-MRD: Showing NP-Card for 1,4-dimethyl 2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate (NP0254160)

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Record Information

Version

2.0

Created at

2022-09-07 18:14:10 UTC

Updated at

2022-09-07 18:14:10 UTC

NP-MRD ID

NP0254160

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,4-dimethyl 2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate

Description

1,4-Dimethyl 2-[(2H-1,3-benzodioxol-5-yl)methylidene]-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. 1,4-Dimethyl 2-[(2H-1,3-benzodioxol-5-yl)methylidene]-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231518052D          

 31 33  0  0  0  0            999 V2000
    2.6378    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4944    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4944    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2201    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2201    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089    5.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    4.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    4.8229    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  4  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  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  2  0  0  0  0
  7 16  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  2  0  0  0  0
 19 27  1  0  0  0  0
 17 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 53 55  0  0  0  0  0  0  0  0999 V2000
    2.1118   -2.8950    2.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620   -1.9460    1.5263 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1884   -1.0826    0.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3943   -1.2126    0.6876 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4768   -0.0922   -0.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2263    0.7039   -0.8941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6630    0.6366   -0.9221 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4114    1.7049   -0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7461    1.7020   -0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5069    0.6593   -0.9667 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7802   -0.3822   -1.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4123   -0.3965   -1.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7466   -1.2977   -1.9827 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0224   -0.9435   -1.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8573    0.4222   -1.1122 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0990    0.1878    0.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0800    0.4270    0.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3821    0.7789    0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0750    0.3161    1.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3895    0.5366    1.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1192    1.2299    0.8472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4946    1.4357    1.0670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0523    0.8819    2.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5303    1.7202   -0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1905    2.4262   -1.2525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3157    3.0963   -2.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1601    1.4742   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3080   -1.5220   -0.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6539   -2.1089   -0.5549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5836   -1.8117   -0.0920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9663   -3.1911   -0.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3265   -3.7916    1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0923   -2.5126    2.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4049   -3.1187    3.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7287    1.4422   -1.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8548    2.5241    0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3377    2.5200   -0.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8920   -1.2386   -1.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7941   -1.0103   -2.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2763   -1.5784   -0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7642    1.7653   -0.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4636   -0.2294    2.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8968    0.1608    2.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8714   -0.2290    2.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1278    1.0460    2.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5256    1.2982    3.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4673    3.0832   -3.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1946    2.7930   -2.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5074    4.2358   -2.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7227    1.8654   -1.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5320   -3.1097   -1.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0906   -3.8102   -0.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6548   -3.5630    0.3990 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
  3  5  1  0
  5  6  2  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  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 16 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 12  7  1  0
 27 18  1  0
 11 10  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  6 35  1  0
  8 36  1  0
  9 37  1  0
 14 39  1  0
 14 40  1  0
 12 38  1  0
 17 41  1  0
 19 42  1  0
 20 43  1  0
 23 44  1  0
 23 45  1  0
 23 46  1  0
 26 47  1  0
 26 48  1  0
 26 49  1  0
 27 50  1  0
 31 51  1  0
 31 52  1  0
 31 53  1  0
M  END


  Mrv1533004231518052D          

 31 33  0  0  0  0            999 V2000
    2.6378    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4944    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4944    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2201    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2201    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089    5.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    4.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    4.8229    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  4  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  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  2  0  0  0  0
  7 16  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  2  0  0  0  0
 19 27  1  0  0  0  0
 17 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0254160

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(=CC1=CC=C2OCOC2=C1)C(=CC1=CC=C(OC)C(OC)=C1)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C23H22O8/c1-26-18-7-5-14(11-20(18)27-2)9-16(22(24)28-3)17(23(25)29-4)10-15-6-8-19-21(12-15)31-13-30-19/h5-12H,13H2,1-4H3

> <INCHI_KEY>
YCQZYDUMZXNVBX-UHFFFAOYSA-N

> <FORMULA>
C23H22O8

> <MOLECULAR_WEIGHT>
426.421

> <EXACT_MASS>
426.131467668

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
42.50277863575655

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,4-dimethyl 2-[(2H-1,3-benzodioxol-5-yl)methylidene]-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate

> <ALOGPS_LOGP>
3.47

> <JCHEM_LOGP>
3.776755981000001

> <ALOGPS_LOGS>
-5.12

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.358333245683301

> <JCHEM_POLAR_SURFACE_AREA>
89.52000000000002

> <JCHEM_REFRACTIVITY>
112.06130000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.26e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,4-dimethyl 2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       4.924  10.543   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.924   9.003   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.258   8.233   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       7.591   9.003   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.258   6.693   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   5.923   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.590   6.693   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.257   5.923   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.923   6.693   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.923   8.233   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.411   9.003   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.411  10.543   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.257   9.003   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.257  10.543   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.590  11.313   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.590   8.233   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.591   5.923   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.925   6.693   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.259   5.923   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       8.925   8.233   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      10.259   9.003   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   17                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13    7                                                       
CONECT   17    5   18   28                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   22   27                                                  
CONECT   27   26   19                                                       
CONECT   28   17   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
1,4-Dimethyl 2-[(2H-1,3-benzodioxol-5-yl)methylidene]-3-[(3,4-dimethoxyphenyl)methylidene]butanedioic acid	Generator

Chemical Formula

C₂₃H₂₂O₈

Average Mass

426.4210 Da

Monoisotopic Mass

426.13147 Da

IUPAC Name

1,4-dimethyl 2-[(2H-1,3-benzodioxol-5-yl)methylidene]-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate

Traditional Name

1,4-dimethyl 2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate

CAS Registry Number

Not Available

SMILES

COC(=O)C(=CC1=CC=C2OCOC2=C1)C(=CC1=CC=C(OC)C(OC)=C1)C(=O)OC

InChI Identifier

InChI=1S/C23H22O8/c1-26-18-7-5-14(11-20(18)27-2)9-16(22(24)28-3)17(23(25)29-4)10-15-6-8-19-21(12-15)31-13-30-19/h5-12H,13H2,1-4H3

InChI Key

YCQZYDUMZXNVBX-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Not Available

Sub Class

Not Available

Direct Parent

Lignans, neolignans and related compounds

Alternative Parents

Substituents

Norlignan skeleton
Cinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid ester
Dimethoxybenzene
O-dimethoxybenzene
Benzodioxole
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Fatty acid ester
Alkyl aryl ether
Fatty acyl
Dicarboxylic acid or derivatives
Benzenoid
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Oxacycle
Acetal
Organoheterocyclic compound
Ether
Carboxylic acid derivative
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	3.47	ALOGPS
logP	3.78	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	89.52 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	112.06 m³·mol⁻¹	ChemAxon
Polarizability	42.5 Å³	ChemAxon
Number of Rings	3	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 1,4-dimethyl 2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate (NP0254160)

MOL for NP0254160 (1,4-dimethyl 2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate)

3D MOL for NP0254160 (1,4-dimethyl 2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate)

3D SDF for NP0254160 (1,4-dimethyl 2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate)

3D-SDF for NP0254160 (1,4-dimethyl 2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate)

PDB for NP0254160 (1,4-dimethyl 2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate)

3D PDB for NP0254160 (1,4-dimethyl 2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate)

SMILES for NP0254160 (1,4-dimethyl 2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate)

INCHI for NP0254160 (1,4-dimethyl 2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate)

Structure for NP0254160 (1,4-dimethyl 2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate)

3D Structure for NP0254160 (1,4-dimethyl 2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(3,4-dimethoxyphenyl)methylidene]butanedioate)