NP-MRD: Showing NP-Card for 4-[(1s,2r,3s,4r)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene (NP0274381)

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Record Information

Version

2.0

Created at

2022-09-08 21:45:28 UTC

Updated at

2022-09-08 21:45:28 UTC

NP-MRD ID

NP0274381

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-[(1s,2r,3s,4r)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene

Description

Cinbalansan 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-[(1s,2r,3s,4r)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene is found in Cinnamomum balansae. 4-[(1s,2r,3s,4r)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene was first documented in 2009 (PMID: 19138858). Based on a literature review very few articles have been published on cinbalansan.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082223452D          

 26 28  0  0  1  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2978   -1.8209    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1228   -1.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.4042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -3.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1311   -1.8209    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6939   -1.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1064   -2.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9314   -2.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3439   -1.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1689   -1.8209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5814   -2.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9314   -1.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3439   -0.3919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9314    0.3225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1064   -1.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 13 22  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

     RDKit          3D

 54 56  0  0  0  0  0  0  0  0999 V2000
    3.8127    1.5101    3.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7960    1.6611    2.1123 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0133    0.8897    1.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2117   -0.0736    1.8608 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4228   -0.8495    1.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4064   -0.7010   -0.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5978   -1.4853   -1.2410 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5099   -2.9327   -0.8112 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7261   -3.8487   -1.9955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9404   -2.6902   -0.4595 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8526   -3.7709   -1.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8853   -1.4310   -1.2351 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5706   -0.2378   -0.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0581    0.6659   -1.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7313    1.8207   -1.3128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8975    2.0320    0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5751    3.1899    0.4653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0739    4.1150   -0.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4201    1.1446    0.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6402    1.4498    2.3359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1489    0.5377    3.2776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7616    0.0180    0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391    0.2909   -0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0389    1.0852   -0.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8626    2.0726   -0.6462 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8835    2.2680   -2.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6974    2.0112    3.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8713    0.4313    3.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9183    1.9473    3.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1624   -0.2591    2.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8008   -1.5969    1.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9746   -1.3534   -2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1552   -3.1839    0.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8279   -4.0719   -2.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1255   -4.7886   -1.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5080   -3.3357   -2.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1788   -2.6346    0.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5072   -4.7502   -0.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8832   -3.6150   -0.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8182   -3.6759   -2.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2509   -1.6400   -2.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9305    0.5060   -2.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1048    2.5166   -2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2483    4.7325   -0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6506    3.5888   -1.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7817    4.8235   -0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4974   -0.5020    3.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5409    0.8366    4.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0435    0.5276    3.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4048   -0.6652    1.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2648    0.4515   -1.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8227    2.3528   -2.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3884    1.3930   -2.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3581    3.2232   -2.3268 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  2  0
  6 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 24  3  1  0
 12  7  1  0
 22 13  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
 23 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
  7 32  1  6
  8 33  1  1
  9 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  1
 11 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  6
 14 42  1  0
 15 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
M  END


  Mrv1652309082223452D          

 26 28  0  0  1  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2978   -1.8209    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1228   -1.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.4042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -3.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1311   -1.8209    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6939   -1.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1064   -2.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9314   -2.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3439   -1.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1689   -1.8209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5814   -2.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9314   -1.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3439   -0.3919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9314    0.3225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1064   -1.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 13 22  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0274381

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O4/c1-13-14(2)22(16-8-10-18(24-4)20(12-16)26-6)21(13)15-7-9-17(23-3)19(11-15)25-5/h7-14,21-22H,1-6H3/t13-,14+,21-,22+

> <INCHI_KEY>
IOTXFXWARGNLEJ-DQEHQXCCSA-N

> <FORMULA>
C22H28O4

> <MOLECULAR_WEIGHT>
356.462

> <EXACT_MASS>
356.198759382

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
39.82394819101137

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(1S,2R,3S,4R)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene

> <JCHEM_LOGP>
4.563273927999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.287911478862473

> <JCHEM_POLAR_SURFACE_AREA>
36.92

> <JCHEM_REFRACTIVITY>
102.6412

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1S,2R,3S,4R)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.423  -3.399   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.963  -3.399   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -4.488   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -6.028   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.245  -3.399   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.295  -3.399   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.065  -4.733   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.605  -4.733   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.375  -3.399   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.915  -3.399   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -6.685  -4.733   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.605  -2.065   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.375  -0.732   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.605   0.602   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.065  -2.065   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   23                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    7   13                                                  
CONECT   13   12   14   22                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   13                                                       
CONECT   23    6   24                                                       
CONECT   24   23    3   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₈O₄

Average Mass

356.4620 Da

Monoisotopic Mass

356.19876 Da

IUPAC Name

4-[(1S,2R,3S,4R)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene

Traditional Name

4-[(1S,2R,3S,4R)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C22H28O4/c1-13-14(2)22(16-8-10-18(24-4)20(12-16)26-6)21(13)15-7-9-17(23-3)19(11-15)25-5/h7-14,21-22H,1-6H3/t13-,14+,21-,22+

InChI Key

IOTXFXWARGNLEJ-DQEHQXCCSA-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
Cinnamomum balansae	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
O-dimethoxybenzene
Dimethoxybenzene
Methoxybenzene
Phenol ether
Phenoxy compound
Anisole
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Ether
Organic oxygen compound
Organooxygen 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	4.56	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	36.92 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	102.64 m³·mol⁻¹	ChemAxon
Polarizability	39.82 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

24716743

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44570800

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Davis RA, Barnes EC, Longden J, Avery VM, Healy PC: Isolation, structure elucidation and cytotoxic evaluation of endiandrin B from the Australian rainforest plant Endiandra anthropophagorum. Bioorg Med Chem. 2009 Feb 1;17(3):1387-92. doi: 10.1016/j.bmc.2008.12.030. Epub 2008 Dec 24. [PubMed:19138858 ]
LOTUS database [Link]

Showing NP-Card for 4-[(1s,2r,3s,4r)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene (NP0274381)

MOL for NP0274381 (4-[(1s,2r,3s,4r)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene)

3D MOL for NP0274381 (4-[(1s,2r,3s,4r)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene)

3D SDF for NP0274381 (4-[(1s,2r,3s,4r)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene)

3D-SDF for NP0274381 (4-[(1s,2r,3s,4r)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene)

PDB for NP0274381 (4-[(1s,2r,3s,4r)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene)

3D PDB for NP0274381 (4-[(1s,2r,3s,4r)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene)

SMILES for NP0274381 (4-[(1s,2r,3s,4r)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene)

INCHI for NP0274381 (4-[(1s,2r,3s,4r)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene)

Structure for NP0274381 (4-[(1s,2r,3s,4r)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene)

3D Structure for NP0274381 (4-[(1s,2r,3s,4r)-2-(3,4-dimethoxyphenyl)-3,4-dimethylcyclobutyl]-1,2-dimethoxybenzene)