NP-MRD: Showing NP-Card for 3,7-dihydroxy-1,8,8,9-tetramethyl-5-({3,4,7-trihydroxy-1,8,8,9-tetramethyl-6-oxo-9h-phenaleno[1,2-b]furan-5-yl}imino)-9h-phenaleno[1,2-b]furan-4,6-dione (NP0186577)

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Record Information

Version

2.0

Created at

2022-09-04 02:28:33 UTC

Updated at

2022-09-04 02:28:33 UTC

NP-MRD ID

NP0186577

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,7-dihydroxy-1,8,8,9-tetramethyl-5-({3,4,7-trihydroxy-1,8,8,9-tetramethyl-6-oxo-9h-phenaleno[1,2-b]furan-5-yl}imino)-9h-phenaleno[1,2-b]furan-4,6-dione

Description

6,15-Dihydroxy-8,12,13,13-tetramethyl-3-({4,6,15-trihydroxy-8,12,13,13-tetramethyl-2-oxo-11-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]Hexadeca-1(15),3,5,7,9(16),10(14)-hexaen-3-yl}imino)-11-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]Hexadeca-1(15),5,7,9(16),10(14)-pentaene-2,4-dione belongs to the class of organic compounds known as phenalenones. Phenalenones are compounds containing a phenalene ring system, which carries a keto group. 3,7-dihydroxy-1,8,8,9-tetramethyl-5-({3,4,7-trihydroxy-1,8,8,9-tetramethyl-6-oxo-9h-phenaleno[1,2-b]furan-5-yl}imino)-9h-phenaleno[1,2-b]furan-4,6-dione is found in Gremmeniella abietina and Penicillium herquei. 6,15-Dihydroxy-8,12,13,13-tetramethyl-3-({4,6,15-trihydroxy-8,12,13,13-tetramethyl-2-oxo-11-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]Hexadeca-1(15),3,5,7,9(16),10(14)-hexaen-3-yl}imino)-11-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]Hexadeca-1(15),5,7,9(16),10(14)-pentaene-2,4-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 04121502152D          

 49 56  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv0541 04121502152D          

 49 56  0  0  0  0            999 V2000
   -4.9524    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1274    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6425    1.0799    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
   -2.8579   -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 O   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 O   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    1.2375    0.0000 C   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
   -0.0000    2.4750    0.0000 O   0  0  0  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    2.0625    0.0000 C   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
   -2.1434    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
    0.7145   -0.4125    0.0000 N   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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0934    1.5787    0.0000 O   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  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5564    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3814    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7859   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7359   -1.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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 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 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
   -3.6425   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4794   -1.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2498   -0.8134    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  4 20  2  0  0  0  0
 20 21  1  0  0  0  0
  8 21  2  0  0  0  0
 14 21  1  0  0  0  0
 22 11  1  4  0  0  0
 22 23  2  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
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  1  0  0  0  0
 33 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
 43 44  1  0  0  0  0
 23 44  1  0  0  0  0
 44 45  2  0  0  0  0
 43 46  1  0  0  0  0
 26 46  2  0  0  0  0
 32 46  1  0  0  0  0
  5 47  1  0  0  0  0
  2 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0186577

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC2=C(C(O)=C3C(=O)C(=NC4=C(O)C5=C(O)C=C(C)C6=C7OC(C)C(C)(C)C7=C(O)C(C4=O)=C56)C(=O)C4=C3C2=C(C)C=C4O)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C38H33NO10/c1-11-9-15(40)19-21-17(11)35-25(37(5,6)13(3)48-35)29(42)23(21)33(46)27(31(19)44)39-28-32(45)20-16(41)10-12(2)18-22(20)24(34(28)47)30(43)26-36(18)49-14(4)38(26,7)8/h9-10,13-14,40-44H,1-8H3

> <INCHI_KEY>
ZPCCYCCUZATFOS-UHFFFAOYSA-N

> <FORMULA>
C38H33NO10

> <MOLECULAR_WEIGHT>
663.679

> <EXACT_MASS>
663.210446267

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
71.51576613654255

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6,15-dihydroxy-8,12,13,13-tetramethyl-3-({4,6,15-trihydroxy-8,12,13,13-tetramethyl-2-oxo-11-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadeca-1(16),3,5,7,9,14-hexaen-3-yl}imino)-11-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadeca-1(15),5(16),6,8,10(14)-pentaene-2,4-dione

> <ALOGPS_LOGP>
4.53

> <JCHEM_LOGP>
8.255257714999999

> <ALOGPS_LOGS>
-5.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.480847108753444

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.01105950020682

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9071937849617595

> <JCHEM_POLAR_SURFACE_AREA>
183.17999999999998

> <JCHEM_REFRACTIVITY>
181.76100000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.38e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,15-dihydroxy-8,12,13,13-tetramethyl-3-({4,6,15-trihydroxy-8,12,13,13-tetramethyl-2-oxo-11-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadeca-1(16),3,5,7,9,14-hexaen-3-yl}imino)-11-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadeca-1(15),5(16),6,8,10(14)-pentaene-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  C   UNK     0      -9.245   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.705   0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -6.799   2.016   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.000   4.620   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.041   2.947   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       9.467   2.016   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      10.372   0.770   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      11.912   0.770   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.467  -0.476   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      10.800  -1.246   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.840  -1.883   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -6.799  -0.476   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -6.495  -1.986   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -7.933  -1.518   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   47                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   20                                                  
CONECT    5    4    6   47                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   21                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   22                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   21                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    4   21                                                  
CONECT   21   20    8   14                                                  
CONECT   22   11   23                                                       
CONECT   23   22   24   44                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   46                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   46                                                  
CONECT   33   32   34   40                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   39   40                                             
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   37   33   41                                                  
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   46                                                  
CONECT   44   43   23   45                                                  
CONECT   45   44                                                            
CONECT   46   43   26   32                                                  
CONECT   47    5    2   48   49                                             
CONECT   48   47                                                            
CONECT   49   47                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  112    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₃₃NO₁₀

Average Mass

663.6790 Da

Monoisotopic Mass

663.21045 Da

IUPAC Name

6,15-dihydroxy-8,12,13,13-tetramethyl-3-({4,6,15-trihydroxy-8,12,13,13-tetramethyl-2-oxo-11-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadeca-1(16),3,5,7,9,14-hexaen-3-yl}imino)-11-oxatetracyclo[7.6.1.0⁵,¹⁶.0¹⁰,¹⁴]hexadeca-1(15),5(16),6,8,10(14)-pentaene-2,4-dione

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1OC2=C(C(O)=C3C(=O)C(=NC4=C(O)C5=C(O)C=C(C)C6=C7OC(C)C(C)(C)C7=C(O)C(C4=O)=C56)C(=O)C4=C3C2=C(C)C=C4O)C1(C)C

InChI Identifier

InChI=1S/C38H33NO10/c1-11-9-15(40)19-21-17(11)35-25(37(5,6)13(3)48-35)29(42)23(21)33(46)27(31(19)44)39-28-32(45)20-16(41)10-12(2)18-22(20)24(34(28)47)30(43)26-36(18)49-14(4)38(26,7)8/h9-10,13-14,40-44H,1-8H3

InChI Key

ZPCCYCCUZATFOS-UHFFFAOYSA-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
Gremmeniella abietina	LOTUS Database	35616633
Penicillium herquei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenalenones. Phenalenones are compounds containing a phenalene ring system, which carries a keto group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenalen-1-one
Naphthofuran
2-naphthol
1-naphthol
Naphthalene
Coumaran
Aryl ketone
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Secondary ketimine
Ketone
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Organic oxide
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	4.53	ALOGPS
logP	8.26	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	5.01	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	183.18 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	181.76 m³·mol⁻¹	ChemAxon
Polarizability	71.52 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,7-dihydroxy-1,8,8,9-tetramethyl-5-({3,4,7-trihydroxy-1,8,8,9-tetramethyl-6-oxo-9h-phenaleno[1,2-b]furan-5-yl}imino)-9h-phenaleno[1,2-b]furan-4,6-dione (NP0186577)

MOL for NP0186577 (3,7-dihydroxy-1,8,8,9-tetramethyl-5-({3,4,7-trihydroxy-1,8,8,9-tetramethyl-6-oxo-9h-phenaleno[1,2-b]furan-5-yl}imino)-9h-phenaleno[1,2-b]furan-4,6-dione)

3D MOL for NP0186577 (3,7-dihydroxy-1,8,8,9-tetramethyl-5-({3,4,7-trihydroxy-1,8,8,9-tetramethyl-6-oxo-9h-phenaleno[1,2-b]furan-5-yl}imino)-9h-phenaleno[1,2-b]furan-4,6-dione)

3D SDF for NP0186577 (3,7-dihydroxy-1,8,8,9-tetramethyl-5-({3,4,7-trihydroxy-1,8,8,9-tetramethyl-6-oxo-9h-phenaleno[1,2-b]furan-5-yl}imino)-9h-phenaleno[1,2-b]furan-4,6-dione)

3D-SDF for NP0186577 (3,7-dihydroxy-1,8,8,9-tetramethyl-5-({3,4,7-trihydroxy-1,8,8,9-tetramethyl-6-oxo-9h-phenaleno[1,2-b]furan-5-yl}imino)-9h-phenaleno[1,2-b]furan-4,6-dione)

PDB for NP0186577 (3,7-dihydroxy-1,8,8,9-tetramethyl-5-({3,4,7-trihydroxy-1,8,8,9-tetramethyl-6-oxo-9h-phenaleno[1,2-b]furan-5-yl}imino)-9h-phenaleno[1,2-b]furan-4,6-dione)

3D PDB for NP0186577 (3,7-dihydroxy-1,8,8,9-tetramethyl-5-({3,4,7-trihydroxy-1,8,8,9-tetramethyl-6-oxo-9h-phenaleno[1,2-b]furan-5-yl}imino)-9h-phenaleno[1,2-b]furan-4,6-dione)

SMILES for NP0186577 (3,7-dihydroxy-1,8,8,9-tetramethyl-5-({3,4,7-trihydroxy-1,8,8,9-tetramethyl-6-oxo-9h-phenaleno[1,2-b]furan-5-yl}imino)-9h-phenaleno[1,2-b]furan-4,6-dione)

INCHI for NP0186577 (3,7-dihydroxy-1,8,8,9-tetramethyl-5-({3,4,7-trihydroxy-1,8,8,9-tetramethyl-6-oxo-9h-phenaleno[1,2-b]furan-5-yl}imino)-9h-phenaleno[1,2-b]furan-4,6-dione)

Structure for NP0186577 (3,7-dihydroxy-1,8,8,9-tetramethyl-5-({3,4,7-trihydroxy-1,8,8,9-tetramethyl-6-oxo-9h-phenaleno[1,2-b]furan-5-yl}imino)-9h-phenaleno[1,2-b]furan-4,6-dione)

3D Structure for NP0186577 (3,7-dihydroxy-1,8,8,9-tetramethyl-5-({3,4,7-trihydroxy-1,8,8,9-tetramethyl-6-oxo-9h-phenaleno[1,2-b]furan-5-yl}imino)-9h-phenaleno[1,2-b]furan-4,6-dione)