NP-MRD: Showing NP-Card for (-)-5,5''-bis- [2,3-dicarboxy-6,7-dihydroxy-1-(3',4'-dihydroxyphenyl)-1,2-dihydronaphthalene] (NP0078235)

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Record Information

Version

1.0

Created at

2022-04-28 23:20:28 UTC

Updated at

2022-04-28 23:20:28 UTC

NP-MRD ID

NP0078235

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-5,5''-bis- [2,3-dicarboxy-6,7-dihydroxy-1-(3',4'-dihydroxyphenyl)-1,2-dihydronaphthalene]

Description

(1R,1'S)-1,1',2,2'-Tetrahydro-1beta,1'alpha-bis(3,4-dihydroxyphenyl)-6,6',7,7'-tetrahydroxy-5,5'-bi[naphthalene]-2alpha,2'beta,3,3'-tetracarboxylic acid belongs to the class of organic compounds known as aryltetralin lignans. These are lignans with a structure based on the 1-phenyltetralin skeleton. (-)-5,5''-bis- [2,3-dicarboxy-6,7-dihydroxy-1-(3',4'-dihydroxyphenyl)-1,2-dihydronaphthalene] is found in Bazzania trilobata. Based on a literature review very few articles have been published on (1R,1'S)-1,1',2,2'-Tetrahydro-1beta,1'alpha-bis(3,4-dihydroxyphenyl)-6,6',7,7'-tetrahydroxy-5,5'-bi[naphthalene]-2alpha,2'beta,3,3'-tetracarboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292201202D          

 52 57  0  0  1  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652304292201202D          

 52 57  0  0  1  0            999 V2000
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   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   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
    0.7145   -0.4125    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 O   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
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  4  8  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  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
 13 18  1  0  0  0  0
 18 19  1  6  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  2  0  0  0  0
 19 24  1  0  0  0  0
 22 25  1  0  0  0  0
 21 26  1  0  0  0  0
 17 27  1  1  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 16 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 11 33  1  0  0  0  0
 10 34  1  0  0  0  0
  2 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
  1 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 39 44  1  0  0  0  0
 42 45  1  0  0  0  0
 41 46  1  0  0  0  0
 37 47  1  6  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
 36 50  1  0  0  0  0
 50 51  2  0  0  0  0
 50 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0078235

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)[C@@H]1[C@@H](C2=CC(O)=C(O)C=C2)C2=C(C=C1C(O)=O)C(=C(O)C(O)=C2)C1=C(O)C(O)=CC2=C1C=C([C@H]([C@@H]2C1=CC(O)=C(O)C=C1)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C36H26O16/c37-19-3-1-11(5-21(19)39)25-15-9-23(41)31(43)27(13(15)7-17(33(45)46)29(25)35(49)50)28-14-8-18(34(47)48)30(36(51)52)26(16(14)10-24(42)32(28)44)12-2-4-20(38)22(40)6-12/h1-10,25-26,29-30,37-44H,(H,45,46)(H,47,48)(H,49,50)(H,51,52)/t25-,26+,29-,30+

> <INCHI_KEY>
XEIDYNIZTOEXSR-JXALSKIBSA-N

> <FORMULA>
C36H26O16

> <MOLECULAR_WEIGHT>
714.588

> <EXACT_MASS>
714.122084757

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
68.01118179606502

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5R,5'S,6S,6'R)-5,5'-bis(3,4-dihydroxyphenyl)-2,2',3,3'-tetrahydroxy-5H,5'H,6H,6'H-[1,1'-binaphthalene]-6,6',7,7'-tetracarboxylic acid

> <ALOGPS_LOGP>
3.64

> <JCHEM_LOGP>
3.6952566093333337

> <ALOGPS_LOGS>
-3.69

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
3.244787169055662

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7944299750494364

> <JCHEM_PKA_STRONGEST_BASIC>
-6.309671579369437

> <JCHEM_POLAR_SURFACE_AREA>
311.03999999999996

> <JCHEM_REFRACTIVITY>
178.00440000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.46e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5R,5'S,6S,6'R)-5,5'-bis(3,4-dihydroxyphenyl)-2,2',3,3'-tetrahydroxy-5H,5'H,6H,6'H-[1,1'-binaphthalene]-6,6',7,7'-tetracarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -2.667  10.780   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -5.335   9.240   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -5.335   6.160   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      -6.668   3.850   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      -5.335   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    6   38                                                  
CONECT    2    1    3   35                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5                                                            
CONECT    8    4                                                            
CONECT    9    3   10   14                                                  
CONECT   10    9   11   34                                                  
CONECT   11   10   12   33                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13    9   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   30                                                  
CONECT   17   16   18   27                                                  
CONECT   18   17   13   19                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25   22                                                            
CONECT   26   21                                                            
CONECT   27   17   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   16   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   11                                                            
CONECT   34   10                                                            
CONECT   35    2   36                                                       
CONECT   36   35   37   50                                                  
CONECT   37   36   38   47                                                  
CONECT   38   37    1   39                                                  
CONECT   39   38   40   44                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42   46                                                  
CONECT   42   41   43   45                                                  
CONECT   43   42   44                                                       
CONECT   44   43   39                                                       
CONECT   45   42                                                            
CONECT   46   41                                                            
CONECT   47   37   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47                                                            
CONECT   50   36   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  114    0
END

View in JSmol

Synonyms

Value	Source
(1R,1's)-1,1',2,2'-Tetrahydro-1b,1'a-bis(3,4-dihydroxyphenyl)-6,6',7,7'-tetrahydroxy-5,5'-bi[naphthalene]-2a,2'b,3,3'-tetracarboxylate	Generator
(1R,1's)-1,1',2,2'-Tetrahydro-1b,1'a-bis(3,4-dihydroxyphenyl)-6,6',7,7'-tetrahydroxy-5,5'-bi[naphthalene]-2a,2'b,3,3'-tetracarboxylic acid	Generator
(1R,1's)-1,1',2,2'-Tetrahydro-1beta,1'alpha-bis(3,4-dihydroxyphenyl)-6,6',7,7'-tetrahydroxy-5,5'-bi[naphthalene]-2alpha,2'beta,3,3'-tetracarboxylate	Generator
(1R,1's)-1,1',2,2'-Tetrahydro-1β,1'α-bis(3,4-dihydroxyphenyl)-6,6',7,7'-tetrahydroxy-5,5'-bi[naphthalene]-2α,2'β,3,3'-tetracarboxylate	Generator
(1R,1's)-1,1',2,2'-Tetrahydro-1β,1'α-bis(3,4-dihydroxyphenyl)-6,6',7,7'-tetrahydroxy-5,5'-bi[naphthalene]-2α,2'β,3,3'-tetracarboxylic acid	Generator

Chemical Formula

C₃₆H₂₆O₁₆

Average Mass

714.5880 Da

Monoisotopic Mass

714.12208 Da

IUPAC Name

(5R,5'S,6S,6'R)-5,5'-bis(3,4-dihydroxyphenyl)-2,2',3,3'-tetrahydroxy-5H,5'H,6H,6'H-[1,1'-binaphthalene]-6,6',7,7'-tetracarboxylic acid

Traditional Name

(5R,5'S,6S,6'R)-5,5'-bis(3,4-dihydroxyphenyl)-2,2',3,3'-tetrahydroxy-5H,5'H,6H,6'H-[1,1'-binaphthalene]-6,6',7,7'-tetracarboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)[C@@H]1[C@@H](C2=CC(O)=C(O)C=C2)C2=C(C=C1C(O)=O)C(=C(O)C(O)=C2)C1=C(O)C(O)=CC2=C1C=C([C@H]([C@@H]2C1=CC(O)=C(O)C=C1)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C36H26O16/c37-19-3-1-11(5-21(19)39)25-15-9-23(41)31(43)27(13(15)7-17(33(45)46)29(25)35(49)50)28-14-8-18(34(47)48)30(36(51)52)26(16(14)10-24(42)32(28)44)12-2-4-20(38)22(40)6-12/h1-10,25-26,29-30,37-44H,(H,45,46)(H,47,48)(H,49,50)(H,51,52)/t25-,26+,29-,30+

InChI Key

XEIDYNIZTOEXSR-JXALSKIBSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Bazzania trilobata	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryltetralin lignans. These are lignans with a structure based on the 1-phenyltetralin skeleton.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Aryltetralin lignans

Sub Class

Not Available

Direct Parent

Aryltetralin lignans

Alternative Parents

Substituents

1-aryltetralin lignan
Biphenol
2-naphthalenecarboxylic acid
2-naphthalenecarboxylic acid or derivatives
Tetracarboxylic acid or derivatives
2-naphthol
Naphthalene
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	3.64	ALOGPS
logP	3.7	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	2.79	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	311.04 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	178 m³·mol⁻¹	ChemAxon
Polarizability	68.01 Å³	ChemAxon
Number of Rings	6	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

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

100918686

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-5,5''-bis- [2,3-dicarboxy-6,7-dihydroxy-1-(3',4'-dihydroxyphenyl)-1,2-dihydronaphthalene] (NP0078235)

MOL for NP0078235 ((-)-5,5''-bis- [2,3-dicarboxy-6,7-dihydroxy-1-(3',4'-dihydroxyphenyl)-1,2-dihydronaphthalene])

3D MOL for NP0078235 ((-)-5,5''-bis- [2,3-dicarboxy-6,7-dihydroxy-1-(3',4'-dihydroxyphenyl)-1,2-dihydronaphthalene])

3D SDF for NP0078235 ((-)-5,5''-bis- [2,3-dicarboxy-6,7-dihydroxy-1-(3',4'-dihydroxyphenyl)-1,2-dihydronaphthalene])

3D-SDF for NP0078235 ((-)-5,5''-bis- [2,3-dicarboxy-6,7-dihydroxy-1-(3',4'-dihydroxyphenyl)-1,2-dihydronaphthalene])

PDB for NP0078235 ((-)-5,5''-bis- [2,3-dicarboxy-6,7-dihydroxy-1-(3',4'-dihydroxyphenyl)-1,2-dihydronaphthalene])

3D PDB for NP0078235 ((-)-5,5''-bis- [2,3-dicarboxy-6,7-dihydroxy-1-(3',4'-dihydroxyphenyl)-1,2-dihydronaphthalene])

SMILES for NP0078235 ((-)-5,5''-bis- [2,3-dicarboxy-6,7-dihydroxy-1-(3',4'-dihydroxyphenyl)-1,2-dihydronaphthalene])

INCHI for NP0078235 ((-)-5,5''-bis- [2,3-dicarboxy-6,7-dihydroxy-1-(3',4'-dihydroxyphenyl)-1,2-dihydronaphthalene])

Structure for NP0078235 ((-)-5,5''-bis- [2,3-dicarboxy-6,7-dihydroxy-1-(3',4'-dihydroxyphenyl)-1,2-dihydronaphthalene])

3D Structure for NP0078235 ((-)-5,5''-bis- [2,3-dicarboxy-6,7-dihydroxy-1-(3',4'-dihydroxyphenyl)-1,2-dihydronaphthalene])