NP-MRD: Showing NP-Card for 4-[(1r,2r,3s,4s)-2-(2,4-dihydroxy-6-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)cyclobutanecarbonyl]-5-methoxybenzene-1,3-diol (NP0225716)

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Record Information

Version

2.0

Created at

2022-09-06 04:31:17 UTC

Updated at

2022-09-06 04:31:18 UTC

NP-MRD ID

NP0225716

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-[(1r,2r,3s,4s)-2-(2,4-dihydroxy-6-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)cyclobutanecarbonyl]-5-methoxybenzene-1,3-diol

Description

1Beta,2alpha-Bis(2,4-dihydroxy-6-methoxybenzoyl)-3beta,4alpha-bis(4-methoxyphenyl)cyclobutane belongs to the class of organic compounds known as cyclobutane lignans. These are lignans with a structure characterized by to phenylpropanoid units coupled together through the C7-C7' and C8-C8' bonds, forming a cyclobutane ring with the C7, C7', C8', and C8 atoms. 4-[(1r,2r,3s,4s)-2-(2,4-dihydroxy-6-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)cyclobutanecarbonyl]-5-methoxybenzene-1,3-diol is found in Goniothalamus gardneri. Based on a literature review very few articles have been published on 1beta,2alpha-Bis(2,4-dihydroxy-6-methoxybenzoyl)-3beta,4alpha-bis(4-methoxyphenyl)cyclobutane.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062206312D          

 44 48  0  0  1  0            999 V2000
   -1.2197    2.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5052    1.9417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5052    1.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2093    0.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2093   -0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5052   -0.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5052   -1.3583    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0886   -1.9417    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9136   -1.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3261   -2.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -2.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5636   -1.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3886   -1.9417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8011   -2.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -1.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3261   -1.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5052   -2.5250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5052   -3.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2197   -3.7625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2093   -3.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237   -3.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237   -2.5250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6382   -3.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6382   -4.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3527   -5.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237   -5.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2093   -4.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5052   -5.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5052   -5.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0782   -1.9417    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9032   -1.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157   -2.6562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157   -1.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9032   -0.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0782   -0.5127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157    0.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1407    0.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5532    0.9162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5532   -0.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1407   -1.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5532   -1.9417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3782   -1.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2197   -0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2197    0.7042    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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  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
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
  9 16  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 30  1  0  0  0  0
  7 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 33 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
  6 43  1  0  0  0  0
 43 44  2  0  0  0  0
  3 44  1  0  0  0  0
M  END


  Mrv1652309062206312D          

 44 48  0  0  1  0            999 V2000
   -1.2197    2.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5052    1.9417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5052    1.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2093    0.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2093   -0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5052   -0.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5052   -1.3583    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0886   -1.9417    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9136   -1.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3261   -2.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -2.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5636   -1.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3886   -1.9417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8011   -2.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -1.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3261   -1.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5052   -2.5250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5052   -3.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2197   -3.7625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2093   -3.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237   -3.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237   -2.5250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6382   -3.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6382   -4.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3527   -5.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237   -5.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2093   -4.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5052   -5.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5052   -5.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0782   -1.9417    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9032   -1.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157   -2.6562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157   -1.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9032   -0.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0782   -0.5127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157    0.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1407    0.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5532    0.9162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5532   -0.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1407   -1.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5532   -1.9417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3782   -1.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2197   -0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2197    0.7042    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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  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
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
  9 16  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 30  1  0  0  0  0
  7 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 33 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
  6 43  1  0  0  0  0
 43 44  2  0  0  0  0
  3 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0225716

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1)[C@@H]1[C@H]([C@@H]([C@H]1C1=CC=C(OC)C=C1)C(=O)C1=C(O)C=C(O)C=C1OC)C(=O)C1=C(O)C=C(O)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C34H32O10/c1-41-21-9-5-17(6-10-21)27-28(18-7-11-22(42-2)12-8-18)32(34(40)30-24(38)14-20(36)16-26(30)44-4)31(27)33(39)29-23(37)13-19(35)15-25(29)43-3/h5-16,27-28,31-32,35-38H,1-4H3/t27-,28-,31+,32+/m0/s1

> <INCHI_KEY>
LGEMPWRJRVIUDN-DSOCELCXSA-N

> <FORMULA>
C34H32O10

> <MOLECULAR_WEIGHT>
600.62

> <EXACT_MASS>
600.19954723

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
62.469759550302015

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(1R,2R,3S,4S)-2-(2,4-dihydroxy-6-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)cyclobutanecarbonyl]-5-methoxybenzene-1,3-diol

> <JCHEM_LOGP>
6.0289415733333325

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.202254643453175

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.609365591773109

> <JCHEM_PKA_STRONGEST_BASIC>
-4.523678893237542

> <JCHEM_POLAR_SURFACE_AREA>
151.98000000000002

> <JCHEM_REFRACTIVITY>
161.58159999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1R,2R,3S,4S)-2-(2,4-dihydroxy-6-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)cyclobutanecarbonyl]-5-methoxybenzene-1,3-diol

> <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  C   UNK     0      -2.277   4.394   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.943   3.624   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.943   2.084   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.391   1.314   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.391  -0.226   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.943  -0.996   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.943  -2.536   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.032  -3.624   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.572  -3.624   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.342  -4.958   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.882  -4.958   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.652  -3.624   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -8.192  -3.624   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -8.962  -4.958   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.882  -2.291   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.342  -2.291   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.943  -4.713   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.943  -6.253   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.277  -7.023   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.391  -7.023   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.724  -6.253   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.724  -4.713   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.058  -7.023   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.058  -8.563   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.392  -9.333   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.724  -9.333   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.391  -8.563   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.943  -9.333   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.943 -10.873   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.146  -3.624   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.686  -3.624   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.456  -4.958   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.456  -2.291   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.686  -0.957   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       0.146  -0.957   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       2.456   0.377   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.996   0.377   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       4.766   1.710   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       4.766  -0.957   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       3.996  -2.291   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       4.766  -3.624   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       6.306  -3.624   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -2.277  -0.226   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -2.277   1.314   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   44                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   43                                                  
CONECT    7    6    8   30                                                  
CONECT    8    7    9   17                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16                                                       
CONECT   16   15    9                                                       
CONECT   17    8   18   30                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   27                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   20   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   17    7   31                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   40                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   33   41                                                  
CONECT   41   40   42                                                       
CONECT   42   41                                                            
CONECT   43    6   44                                                       
CONECT   44   43    3                                                       
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

View in JSmol

Synonyms

Value	Source
1b,2a-Bis(2,4-dihydroxy-6-methoxybenzoyl)-3b,4a-bis(4-methoxyphenyl)cyclobutane	Generator
1Β,2α-bis(2,4-dihydroxy-6-methoxybenzoyl)-3β,4α-bis(4-methoxyphenyl)cyclobutane	Generator

Chemical Formula

C₃₄H₃₂O₁₀

Average Mass

600.6200 Da

Monoisotopic Mass

600.19955 Da

IUPAC Name

4-[(1R,2R,3S,4S)-2-(2,4-dihydroxy-6-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)cyclobutanecarbonyl]-5-methoxybenzene-1,3-diol

Traditional Name

4-[(1R,2R,3S,4S)-2-(2,4-dihydroxy-6-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)cyclobutanecarbonyl]-5-methoxybenzene-1,3-diol

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)[C@@H]1[C@H]([C@@H]([C@H]1C1=CC=C(OC)C=C1)C(=O)C1=C(O)C=C(O)C=C1OC)C(=O)C1=C(O)C=C(O)C=C1OC

InChI Identifier

InChI=1S/C34H32O10/c1-41-21-9-5-17(6-10-21)27-28(18-7-11-22(42-2)12-8-18)32(34(40)30-24(38)14-20(36)16-26(30)44-4)31(27)33(39)29-23(37)13-19(35)15-25(29)43-3/h5-16,27-28,31-32,35-38H,1-4H3/t27-,28-,31+,32+/m0/s1

InChI Key

LGEMPWRJRVIUDN-DSOCELCXSA-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
Goniothalamus gardneri	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclobutane lignans. These are lignans with a structure characterized by to phenylpropanoid units coupled together through the C7-C7' and C8-C8' bonds, forming a cyclobutane ring with the C7, C7', C8', and C8 atoms.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Cyclobutane lignans

Sub Class

Not Available

Direct Parent

Cyclobutane lignans

Alternative Parents

Substituents

Cyclobutane lignan skeleton
Dibenzylbutane lignan skeleton
Stilbene
Alkyl-phenylketone
Methoxyphenol
Phenylketone
Anisole
Benzoyl
Phenoxy compound
Phenol ether
Resorcinol
Aryl ketone
Aryl alkyl ketone
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Ether
Organic oxide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	6.03	ChemAxon
pKa (Strongest Acidic)	7.61	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	151.98 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	161.58 m³·mol⁻¹	ChemAxon
Polarizability	62.47 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

20057750

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22297861

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-[(1r,2r,3s,4s)-2-(2,4-dihydroxy-6-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)cyclobutanecarbonyl]-5-methoxybenzene-1,3-diol (NP0225716)

MOL for NP0225716 (4-[(1r,2r,3s,4s)-2-(2,4-dihydroxy-6-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)cyclobutanecarbonyl]-5-methoxybenzene-1,3-diol)

3D MOL for NP0225716 (4-[(1r,2r,3s,4s)-2-(2,4-dihydroxy-6-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)cyclobutanecarbonyl]-5-methoxybenzene-1,3-diol)

3D SDF for NP0225716 (4-[(1r,2r,3s,4s)-2-(2,4-dihydroxy-6-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)cyclobutanecarbonyl]-5-methoxybenzene-1,3-diol)

3D-SDF for NP0225716 (4-[(1r,2r,3s,4s)-2-(2,4-dihydroxy-6-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)cyclobutanecarbonyl]-5-methoxybenzene-1,3-diol)

PDB for NP0225716 (4-[(1r,2r,3s,4s)-2-(2,4-dihydroxy-6-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)cyclobutanecarbonyl]-5-methoxybenzene-1,3-diol)

3D PDB for NP0225716 (4-[(1r,2r,3s,4s)-2-(2,4-dihydroxy-6-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)cyclobutanecarbonyl]-5-methoxybenzene-1,3-diol)

SMILES for NP0225716 (4-[(1r,2r,3s,4s)-2-(2,4-dihydroxy-6-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)cyclobutanecarbonyl]-5-methoxybenzene-1,3-diol)

INCHI for NP0225716 (4-[(1r,2r,3s,4s)-2-(2,4-dihydroxy-6-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)cyclobutanecarbonyl]-5-methoxybenzene-1,3-diol)

Structure for NP0225716 (4-[(1r,2r,3s,4s)-2-(2,4-dihydroxy-6-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)cyclobutanecarbonyl]-5-methoxybenzene-1,3-diol)

3D Structure for NP0225716 (4-[(1r,2r,3s,4s)-2-(2,4-dihydroxy-6-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)cyclobutanecarbonyl]-5-methoxybenzene-1,3-diol)