NP-MRD: Showing NP-Card for 5-hydroxy-3-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-2-methylnaphthalene-1,4-dione (NP0238176)

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Record Information

Version

2.0

Created at

2022-09-06 21:31:24 UTC

Updated at

2022-09-06 21:31:24 UTC

NP-MRD ID

NP0238176

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxy-3-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-2-methylnaphthalene-1,4-dione

Description

5-Hydroxy-3-(4-hydroxy-5-methyl-2-oxo-2H-chromen-3-yl)-2-methyl-1,4-dihydronaphthalene-1,4-dione belongs to the class of organic compounds known as 4-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to C4-position the coumarin skeleton. 5-Hydroxy-3-(4-hydroxy-5-methyl-2-oxo-2H-chromen-3-yl)-2-methyl-1,4-dihydronaphthalene-1,4-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261503052D          

 27 30  0  0  0  0            999 V2000
    0.7145    1.2375    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
    0.0000   -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
   -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 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
   -2.8579    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
   -1.4289    0.8250    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    2.0625    0.0000 O   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
    1.4289    0.8250    0.0000 O   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
    2.8579    0.0000    0.0000 C   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   -0.4125    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
    2.8579   -1.6500    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   -1.6500    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
    0.0000   -1.6500    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  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
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  2  0  0  0  0
  3 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 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
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END

     RDKit          3D

 41 44  0  0  0  0  0  0  0  0999 V2000
    1.0100   -2.2897   -2.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5708   -1.3435   -1.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8173   -0.7546   -0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6135   -0.9797   -0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4417    0.1314   -0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9866    1.3894   -0.5660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8127   -0.0427   -0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7019    0.9984   -0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2376    2.3567   -0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0718    0.7442   -0.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5537   -0.5139    0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6311   -1.5138    0.2879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2593   -1.3137    0.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4356   -2.3235    0.3070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1321   -2.2155    0.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3723   -3.2178    0.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3754    0.1779    0.8249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6233    0.7377    1.6812 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8065    0.4641    0.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3191    1.3435    1.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4355    1.9106    2.6747 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6671    1.5934    1.7731 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4779    0.9814    0.8447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9825    0.1066   -0.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6190   -0.1486   -0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0088   -1.0592   -1.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7372   -1.6340   -1.9130 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4567   -2.1158   -3.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3241   -3.3114   -1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0733   -2.2472   -2.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0499    1.6954   -0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1407    3.0362   -0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7637    2.4648   -1.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6352    2.8261    0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7459    1.5770   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6155   -0.6907    0.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9509   -2.5099    0.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7520    2.5569    3.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0533    2.2871    2.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5594    1.2088    0.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6292   -0.3623   -0.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8  7  2  0
  7  5  1  0
  5  6  1  0
  5  4  2  0
  4 15  1  0
 15 16  2  0
 15 14  1  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 26  1  0
 26 27  2  0
 26 25  1  0
 25 24  2  0
 24 23  1  0
 23 22  2  0
 22 20  1  0
 20 21  1  0
 20 19  2  0
 19 17  1  0
 17 18  2  0
 10  8  1  0
 17  3  1  0
 13  7  1  0
 19 25  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
  6 31  1  0
 12 37  1  0
 11 36  1  0
 10 35  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 24 41  1  0
 23 40  1  0
 22 39  1  0
 21 38  1  0
M  END


  Mrv1533004261503052D          

 27 30  0  0  0  0            999 V2000
    0.7145    1.2375    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
    0.0000   -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
   -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 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
   -2.8579    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
   -1.4289    0.8250    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    2.0625    0.0000 O   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
    1.4289    0.8250    0.0000 O   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
    2.8579    0.0000    0.0000 C   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   -0.4125    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
    2.8579   -1.6500    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   -1.6500    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
    0.0000   -1.6500    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  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
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  2  0  0  0  0
  3 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 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
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0238176

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C2C(O)=C(C(=O)OC2=CC=C1)C1=C(C)C(=O)C2=CC=CC(O)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H14O6/c1-9-5-3-8-13-14(9)19(24)17(21(26)27-13)15-10(2)18(23)11-6-4-7-12(22)16(11)20(15)25/h3-8,22,24H,1-2H3

> <INCHI_KEY>
WSGCGASSDMLJCX-UHFFFAOYSA-N

> <FORMULA>
C21H14O6

> <MOLECULAR_WEIGHT>
362.337

> <EXACT_MASS>
362.079038171

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
36.13539457095159

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-3-(4-hydroxy-5-methyl-2-oxo-2H-chromen-3-yl)-2-methyl-1,4-dihydronaphthalene-1,4-dione

> <ALOGPS_LOGP>
2.75

> <JCHEM_LOGP>
3.21777497

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.360639706075654

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.1547419966522945

> <JCHEM_PKA_STRONGEST_BASIC>
-5.64516835595439

> <JCHEM_POLAR_SURFACE_AREA>
100.9

> <JCHEM_REFRACTIVITY>
98.71329999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-3-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-2-methylnaphthalene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   1.540   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  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   12                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    6   13                                                  
CONECT   13   12    2   14                                                  
CONECT   14   13                                                            
CONECT   15    3   16   26                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   24                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   18   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   15   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

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Synonyms

Not Available

Chemical Formula

C₂₁H₁₄O₆

Average Mass

362.3370 Da

Monoisotopic Mass

362.07904 Da

IUPAC Name

5-hydroxy-3-(4-hydroxy-5-methyl-2-oxo-2H-chromen-3-yl)-2-methyl-1,4-dihydronaphthalene-1,4-dione

Traditional Name

5-hydroxy-3-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-2-methylnaphthalene-1,4-dione

CAS Registry Number

Not Available

SMILES

CC1=C2C(O)=C(C(=O)OC2=CC=C1)C1=C(C)C(=O)C2=CC=CC(O)=C2C1=O

InChI Identifier

InChI=1S/C21H14O6/c1-9-5-3-8-13-14(9)19(24)17(21(26)27-13)15-10(2)18(23)11-6-4-7-12(22)16(11)20(15)25/h3-8,22,24H,1-2H3

InChI Key

WSGCGASSDMLJCX-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to C4-position the coumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

4-hydroxycoumarins

Alternative Parents

Substituents

4-hydroxycoumarin
Naphthoquinone
Benzopyran
Naphthalene
1-benzopyran
Quinone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Pyranone
1-hydroxy-4-unsubstituted benzenoid
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Lactone
Ketone
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
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	2.75	ALOGPS
logP	3.22	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	5.15	ChemAxon
pKa (Strongest Basic)	-5.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	98.71 m³·mol⁻¹	ChemAxon
Polarizability	36.14 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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 5-hydroxy-3-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-2-methylnaphthalene-1,4-dione (NP0238176)

MOL for NP0238176 (5-hydroxy-3-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-2-methylnaphthalene-1,4-dione)

3D MOL for NP0238176 (5-hydroxy-3-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-2-methylnaphthalene-1,4-dione)

3D SDF for NP0238176 (5-hydroxy-3-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-2-methylnaphthalene-1,4-dione)

3D-SDF for NP0238176 (5-hydroxy-3-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-2-methylnaphthalene-1,4-dione)

PDB for NP0238176 (5-hydroxy-3-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-2-methylnaphthalene-1,4-dione)

3D PDB for NP0238176 (5-hydroxy-3-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-2-methylnaphthalene-1,4-dione)

SMILES for NP0238176 (5-hydroxy-3-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-2-methylnaphthalene-1,4-dione)

INCHI for NP0238176 (5-hydroxy-3-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-2-methylnaphthalene-1,4-dione)

Structure for NP0238176 (5-hydroxy-3-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-2-methylnaphthalene-1,4-dione)

3D Structure for NP0238176 (5-hydroxy-3-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-2-methylnaphthalene-1,4-dione)