NP-MRD: Showing NP-Card for 1-(1r,3r,5s,6r)-6-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(1r,5s)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-diphenylcyclobutane-1,2-dicarboxylate (NP0158275)

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Record Information

Version

2.0

Created at

2022-09-02 15:50:12 UTC

Updated at

2022-09-02 15:50:12 UTC

NP-MRD ID

NP0158275

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-(1r,3r,5s,6r)-6-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(1r,5s)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-diphenylcyclobutane-1,2-dicarboxylate

Description

Mooniine B 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. Based on a literature review very few articles have been published on Mooniine B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022217502D          

 44 50  0  0  1  0            999 V2000
   -3.5750   -5.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8317   -5.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7701   -6.2404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1501   -4.9530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4068   -5.3109    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4068   -6.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7618   -6.6503    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0425   -6.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4005   -5.7234    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2255   -5.7234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6380   -6.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2255   -7.1524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4630   -6.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0464   -7.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0464   -7.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3319   -8.2588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8339  -10.2460    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3483  -10.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0425   -4.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7618   -4.7965    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5301   -5.7234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2546   -5.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  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  1  6  0  0  0
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  9 41  1  0  0  0  0
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  5 42  1  0  0  0  0
 42 43  1  1  0  0  0
  7 43  1  1  0  0  0
 43 44  1  0  0  0  0
M  END

     RDKit          3D

 88 94  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652309022217502D          

 44 50  0  0  1  0            999 V2000
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    1.2255   -5.7234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6380   -6.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2255   -7.1524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4630   -6.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0464   -7.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0464   -7.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3319   -8.2588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7608   -8.2588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7608   -9.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0175   -9.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8339  -10.2460    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3483  -10.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1733  -10.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6877  -10.2460    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5041   -9.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7608  -10.4777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7608  -11.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6297   -6.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4547   -6.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8672   -5.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6922   -5.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1047   -6.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6922   -7.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8672   -7.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0464   -5.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0464   -5.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3319   -4.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3319   -3.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0464   -3.3795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7608   -3.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7608   -4.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0425   -4.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7618   -4.7965    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5301   -5.7234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2546   -5.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  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  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  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
 18 24  1  0  0  0  0
 23 25  1  6  0  0  0
 20 25  1  6  0  0  0
 25 26  1  0  0  0  0
 14 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 27 34  1  0  0  0  0
 13 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 35 40  1  0  0  0  0
  9 41  1  0  0  0  0
 41 42  1  0  0  0  0
  5 42  1  0  0  0  0
 42 43  1  1  0  0  0
  7 43  1  1  0  0  0
 43 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0158275

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1[C@H]2CC[C@@H]1CC(C2)OC(=O)C1C(C(C1C1=CC=CC=C1)C1=CC=CC=C1)C(=O)O[C@@H]1C[C@@H]2C[C@@H](OC(C)=O)[C@H](C1)N2C

> <INCHI_IDENTIFIER>
InChI=1S/C36H44N2O6/c1-21(39)42-30-19-26-18-28(20-29(30)38(26)3)44-36(41)34-32(23-12-8-5-9-13-23)31(22-10-6-4-7-11-22)33(34)35(40)43-27-16-24-14-15-25(17-27)37(24)2/h4-13,24-34H,14-20H2,1-3H3/t24-,25+,26-,27?,28-,29+,30-,31?,32?,33?,34?/m1/s1

> <INCHI_KEY>
IISHMYVAZRUMFO-BWTTYCLFSA-N

> <FORMULA>
C36H44N2O6

> <MOLECULAR_WEIGHT>
600.756

> <EXACT_MASS>
600.319937145

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
66.1423845338374

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(1R,3R,5S,6R)-6-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-diphenylcyclobutane-1,2-dicarboxylate

> <ALOGPS_LOGP>
4.41

> <JCHEM_LOGP>
3.754901201333332

> <ALOGPS_LOGS>
-5.12

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
9.416309923369388

> <JCHEM_POLAR_SURFACE_AREA>
85.38

> <JCHEM_REFRACTIVITY>
164.84359999999992

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.59e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(1R,3R,5S,6R)-6-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-diphenylcyclobutane-1,2-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.673  -9.445   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.286 -10.113   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.171 -11.649   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -4.013  -9.246   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.626  -9.914   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.626 -11.454   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.422 -12.414   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.079 -12.071   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.748 -10.684   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.288 -10.684   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.058 -12.017   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.288 -13.351   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.598 -12.017   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.687 -13.106   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.687 -14.646   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.353 -15.416   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       7.020 -15.416   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.020 -16.956   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.633 -17.625   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.290 -19.126   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.250 -20.330   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.790 -20.330   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.750 -19.126   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.408 -17.625   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       7.020 -19.558   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       7.020 -21.098   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.775 -12.017   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.315 -12.017   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.085 -10.684   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.625 -10.684   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.395 -12.017   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.625 -13.351   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.085 -13.351   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.687 -10.928   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.687  -9.388   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.353  -8.618   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.353  -7.078   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.687  -6.308   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.020  -7.078   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       7.020  -8.618   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.079  -9.296   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -1.422  -8.954   0.000  0.00  0.00           C+0
HETATM   43  N   UNK     0      -0.989 -10.684   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0       0.475 -10.208   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   42                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   43                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   41                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   34                                                  
CONECT   14   13   15   27                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   18                                                       
CONECT   25   23   20   26                                                  
CONECT   26   25                                                            
CONECT   27   14   28   34                                                  
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   28                                                       
CONECT   34   27   13   35                                                  
CONECT   35   34   36   40                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   35                                                       
CONECT   41    9   42                                                       
CONECT   42   41    5   43                                                  
CONECT   43   42    7   44                                                  
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₄₄N₂O₆

Average Mass

600.7560 Da

Monoisotopic Mass

600.31994 Da

IUPAC Name

1-(1R,3R,5S,6R)-6-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-diphenylcyclobutane-1,2-dicarboxylate

Traditional Name

1-(1R,3R,5S,6R)-6-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-diphenylcyclobutane-1,2-dicarboxylate

CAS Registry Number

Not Available

SMILES

CN1[C@H]2CC[C@@H]1CC(C2)OC(=O)C1C(C(C1C1=CC=CC=C1)C1=CC=CC=C1)C(=O)O[C@@H]1C[C@@H]2C[C@@H](OC(C)=O)[C@H](C1)N2C

InChI Identifier

InChI=1S/C36H44N2O6/c1-21(39)42-30-19-26-18-28(20-29(30)38(26)3)44-36(41)34-32(23-12-8-5-9-13-23)31(22-10-6-4-7-11-22)33(34)35(40)43-27-16-24-14-15-25(17-27)37(24)2/h4-13,24-34H,14-20H2,1-3H3/t24-,25+,26-,27?,28-,29+,30-,31?,32?,33?,34?/m1/s1

InChI Key

IISHMYVAZRUMFO-BWTTYCLFSA-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 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
Tropane alkaloid
Tricarboxylic acid or derivatives
Benzenoid
N-alkylpyrrolidine
Piperidine
Monocyclic benzene moiety
Pyrrolidine
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
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	4.41	ALOGPS
logP	3.75	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Basic)	9.42	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	85.38 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	164.84 m³·mol⁻¹	ChemAxon
Polarizability	66.14 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	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

C00049234

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

102316680

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-(1r,3r,5s,6r)-6-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(1r,5s)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-diphenylcyclobutane-1,2-dicarboxylate (NP0158275)

MOL for NP0158275 (1-(1r,3r,5s,6r)-6-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(1r,5s)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-diphenylcyclobutane-1,2-dicarboxylate)

3D MOL for NP0158275 (1-(1r,3r,5s,6r)-6-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(1r,5s)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-diphenylcyclobutane-1,2-dicarboxylate)

3D SDF for NP0158275 (1-(1r,3r,5s,6r)-6-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(1r,5s)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-diphenylcyclobutane-1,2-dicarboxylate)

3D-SDF for NP0158275 (1-(1r,3r,5s,6r)-6-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(1r,5s)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-diphenylcyclobutane-1,2-dicarboxylate)

PDB for NP0158275 (1-(1r,3r,5s,6r)-6-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(1r,5s)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-diphenylcyclobutane-1,2-dicarboxylate)

3D PDB for NP0158275 (1-(1r,3r,5s,6r)-6-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(1r,5s)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-diphenylcyclobutane-1,2-dicarboxylate)

SMILES for NP0158275 (1-(1r,3r,5s,6r)-6-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(1r,5s)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-diphenylcyclobutane-1,2-dicarboxylate)

INCHI for NP0158275 (1-(1r,3r,5s,6r)-6-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(1r,5s)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-diphenylcyclobutane-1,2-dicarboxylate)

Structure for NP0158275 (1-(1r,3r,5s,6r)-6-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(1r,5s)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-diphenylcyclobutane-1,2-dicarboxylate)

3D Structure for NP0158275 (1-(1r,3r,5s,6r)-6-(acetyloxy)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(1r,5s)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-diphenylcyclobutane-1,2-dicarboxylate)