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Showing NP-Card for 3,3'-dimethyl 6,6',8,8'-tetrahydroxy-1,1'-dioxo-[7,7'-biisochromene]-3,3'-dicarboxylate (NP0297787)

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Record Information
Version2.0
Created at2022-09-10 08:27:03 UTC
Updated at2022-09-10 08:27:03 UTC
NP-MRD IDNP0297787
Secondary Accession NumbersNone
Natural Product Identification
Common Name3,3'-dimethyl 6,6',8,8'-tetrahydroxy-1,1'-dioxo-[7,7'-biisochromene]-3,3'-dicarboxylate
Description6,6'-Dinor-bipenicilisorin belongs to the class of organic compounds known as isocoumarins and derivatives. These are polycyclic compounds containing an isochromane which bears a ketone at the carbon C1. Based on a literature review very few articles have been published on 6,6'-dinor-bipenicilisorin.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0297787 (3,3'-dimethyl 6,6',8,8'-tetrahydroxy-1,1'-dioxo-[7,7'-biisochromene]-3,3'-dicarboxylate)


  Mrv1652309102210272D          

 34 37  0  0  0  0            999 V2000
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    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
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 16 26  1  0  0  0  0
 26 27  2  0  0  0  0
 12 27  1  0  0  0  0
 27 28  1  0  0  0  0
 11 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
  7 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
  5 34  1  0  0  0  0
M  END
Download

3D MOL for NP0297787 (3,3'-dimethyl 6,6',8,8'-tetrahydroxy-1,1'-dioxo-[7,7'-biisochromene]-3,3'-dicarboxylate)

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3D SDF for NP0297787 (3,3'-dimethyl 6,6',8,8'-tetrahydroxy-1,1'-dioxo-[7,7'-biisochromene]-3,3'-dicarboxylate)

  Mrv1652309102210272D          

 34 37  0  0  0  0            999 V2000
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    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
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 16 26  1  0  0  0  0
 26 27  2  0  0  0  0
 12 27  1  0  0  0  0
 27 28  1  0  0  0  0
 11 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
  7 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
  5 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0297787

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CC2=CC(O)=C(C(O)=C2C(=O)O1)C1=C(O)C=C2C=C(OC(=O)C2=C1O)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C22H14O12/c1-31-19(27)11-5-7-3-9(23)15(17(25)13(7)21(29)33-11)16-10(24)4-8-6-12(20(28)32-2)34-22(30)14(8)18(16)26/h3-6,23-26H,1-2H3

> <INCHI_KEY>
BHEQGSUFUDMFEA-UHFFFAOYSA-N

> <FORMULA>
C22H14O12

> <MOLECULAR_WEIGHT>
470.342

> <EXACT_MASS>
470.048525891

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
44.495630202040005

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,3'-dimethyl 6,6',8,8'-tetrahydroxy-1,1'-dioxo-1H,1'H-[7,7'-biisochromene]-3,3'-dicarboxylate

> <JCHEM_LOGP>
3.880206698666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.390575545086744

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.586087710162708

> <JCHEM_PKA_STRONGEST_BASIC>
-4.153679050528219

> <JCHEM_POLAR_SURFACE_AREA>
186.11999999999995

> <JCHEM_REFRACTIVITY>
114.12259999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3,3'-dimethyl 6,6',8,8'-tetrahydroxy-1,1'-dioxo-[7,7'-biisochromene]-3,3'-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0297787 (3,3'-dimethyl 6,6',8,8'-tetrahydroxy-1,1'-dioxo-[7,7'-biisochromene]-3,3'-dicarboxylate)
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PDB for NP0297787 (3,3'-dimethyl 6,6',8,8'-tetrahydroxy-1,1'-dioxo-[7,7'-biisochromene]-3,3'-dicarboxylate)
HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      14.670  -2.310   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.004  -4.620   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      16.004  -3.080   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      17.338  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.338  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.672  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.672  -9.240   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.005 -10.010   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      21.339  -9.240   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      20.005 -11.550   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      21.339 -12.320   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      17.338 -10.010   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      14.670 -10.010   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      16.004  -7.700   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      13.337  -7.700   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      12.003  -6.930   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   34                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   31                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   29                                                  
CONECT   12   11   13   27                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   26                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21                                                            
CONECT   23   18   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   16   27                                                  
CONECT   27   26   12   28                                                  
CONECT   28   27                                                            
CONECT   29   11   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29    7   32                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32    5                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

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3D PDB for NP0297787 (3,3'-dimethyl 6,6',8,8'-tetrahydroxy-1,1'-dioxo-[7,7'-biisochromene]-3,3'-dicarboxylate)
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SMILES for NP0297787 (3,3'-dimethyl 6,6',8,8'-tetrahydroxy-1,1'-dioxo-[7,7'-biisochromene]-3,3'-dicarboxylate)
COC(=O)C1=CC2=CC(O)=C(C(O)=C2C(=O)O1)C1=C(O)C=C2C=C(OC(=O)C2=C1O)C(=O)OC
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INCHI for NP0297787 (3,3'-dimethyl 6,6',8,8'-tetrahydroxy-1,1'-dioxo-[7,7'-biisochromene]-3,3'-dicarboxylate)
InChI=1S/C22H14O12/c1-31-19(27)11-5-7-3-9(23)15(17(25)13(7)21(29)33-11)16-10(24)4-8-6-12(20(28)32-2)34-22(30)14(8)18(16)26/h3-6,23-26H,1-2H3
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SynonymsNot Available
Chemical FormulaC22H14O12
Average Mass470.3420 Da
Monoisotopic Mass470.04853 Da
IUPAC Name3,3'-dimethyl 6,6',8,8'-tetrahydroxy-1,1'-dioxo-1H,1'H-[7,7'-biisochromene]-3,3'-dicarboxylate
Traditional Name3,3'-dimethyl 6,6',8,8'-tetrahydroxy-1,1'-dioxo-[7,7'-biisochromene]-3,3'-dicarboxylate
CAS Registry NumberNot Available
SMILES
COC(=O)C1=CC2=CC(O)=C(C(O)=C2C(=O)O1)C1=C(O)C=C2C=C(OC(=O)C2=C1O)C(=O)OC
InChI Identifier
InChI=1S/C22H14O12/c1-31-19(27)11-5-7-3-9(23)15(17(25)13(7)21(29)33-11)16-10(24)4-8-6-12(20(28)32-2)34-22(30)14(8)18(16)26/h3-6,23-26H,1-2H3
InChI KeyBHEQGSUFUDMFEA-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as isocoumarins and derivatives. These are polycyclic compounds containing an isochromane which bears a ketone at the carbon C1.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassIsocoumarins and derivatives  
Sub ClassNot Available
Direct ParentIsocoumarins and derivatives  
Alternative Parents
Substituents
  • Isocoumarin
    • 

  • Benzopyran
    • 

  • 2-benzopyran
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Pyranone
    • 

  • Pyran
    • 

  • Benzenoid
    • 

  • Heteroaromatic compound
    • 

  • Methyl ester
    • 

  • Vinylogous acid
    • 

  • Lactone
    • 

  • Carboxylic acid ester
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Carboxylic acid derivative
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.88ChemAxon
pKa (Strongest Acidic)7.59ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area186.12 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity114.12 m³·mol⁻¹ChemAxon
Polarizability44.5 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound23958176  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]