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Showing NP-Card for 6-ethyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione (NP0212740)

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Record Information
Version2.0
Created at2022-09-05 11:30:00 UTC
Updated at2022-09-05 11:30:00 UTC
NP-MRD IDNP0212740
Secondary Accession NumbersNone
Natural Product Identification
Common Name6-ethyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione
Description13378-91-1 Belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone). 6-ethyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione is found in Flavocetraria cucullata. Based on a literature review very few articles have been published on 13378-91-1.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0212740 (6-ethyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione)


  Mrv1652309052213302D          

 18 19  0  0  0  0            999 V2000
   -2.1434   -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
   -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 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
    0.0000   -1.6500    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
    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
    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 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
    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
    2.1434   -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
    1.4289   -1.6500    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
  1  2  1  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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  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
  8 17  1  0  0  0  0
 17 18  2  0  0  0  0
M  END
Download

3D MOL for NP0212740 (6-ethyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione)

     RDKit          3D

 28 29  0  0  0  0  0  0  0  0999 V2000
    3.5009   -0.7500    0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8029   -0.1138   -0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3555    0.1206   -0.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0420    1.1833    0.5652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0488    1.9752    1.1006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3040    1.4932    0.8670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5493    2.5542    1.6685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3240    0.7306    0.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9978   -0.3463   -0.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3394   -0.6354   -0.7492 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6222   -1.7048   -1.5580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0483   -1.1833   -1.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6314   -2.2503   -1.8471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3432   -0.9750   -0.8072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8011    0.1191    0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0201    0.3359    0.2567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7397    0.9667    0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0956    1.9203    1.3329 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1787   -0.0065    1.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1563   -1.6037    0.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7960   -1.0586    1.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2358    0.9190   -0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0088   -0.6479   -1.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7912    2.7527    1.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3777    2.9259    1.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5472   -1.9572   -1.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1309   -3.1307   -1.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0625   -1.6335   -1.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8 17  1  0
 17 18  2  0
 17 15  1  0
 15 16  2  0
 15 14  1  0
 14 12  2  0
 12 13  1  0
 12  9  1  0
  9 10  2  0
 10 11  1  0
 10  3  1  0
  9  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  5 24  1  0
  7 25  1  0
 14 28  1  0
 13 27  1  0
 11 26  1  0
M  END
Download

3D SDF for NP0212740 (6-ethyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione)


  Mrv1652309052213302D          

 18 19  0  0  0  0            999 V2000
   -2.1434   -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
   -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 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
    0.0000   -1.6500    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
    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
    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 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
    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
    2.1434   -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
    1.4289   -1.6500    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
  1  2  1  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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  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
  8 17  1  0  0  0  0
 17 18  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0212740

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC1=C(O)C(O)=C2C(=O)C(=O)C=C(O)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C12H10O6/c1-2-4-9(15)7-5(13)3-6(14)11(17)8(7)12(18)10(4)16/h3,13,15-16,18H,2H2,1H3

> <INCHI_KEY>
XVZRDQGFJDGVRP-UHFFFAOYSA-N

> <FORMULA>
C12H10O6

> <MOLECULAR_WEIGHT>
250.206

> <EXACT_MASS>
250.047738042

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
23.089263814182534

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-ethyl-4,5,7,8-tetrahydroxy-1,2-dihydronaphthalene-1,2-dione

> <JCHEM_LOGP>
2.150046351

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.060785647743575

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.861589086529098

> <JCHEM_PKA_STRONGEST_BASIC>
-5.390506389468713

> <JCHEM_POLAR_SURFACE_AREA>
115.06000000000002

> <JCHEM_REFRACTIVITY>
63.64220000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
6-ethyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0212740 (6-ethyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione)

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PDB for NP0212740 (6-ethyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione)
HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.770   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  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.334  -2.310   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  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   17                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9    3   11                                                  
CONECT   11   10                                                            
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    8   18                                                  
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

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3D PDB for NP0212740 (6-ethyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione)
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SMILES for NP0212740 (6-ethyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione)
CCC1=C(O)C(O)=C2C(=O)C(=O)C=C(O)C2=C1O
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INCHI for NP0212740 (6-ethyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione)
InChI=1S/C12H10O6/c1-2-4-9(15)7-5(13)3-6(14)11(17)8(7)12(18)10(4)16/h3,13,15-16,18H,2H2,1H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC12H10O6
Average Mass250.2060 Da
Monoisotopic Mass250.04774 Da
IUPAC Name6-ethyl-4,5,7,8-tetrahydroxy-1,2-dihydronaphthalene-1,2-dione
Traditional Name6-ethyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione
CAS Registry NumberNot Available
SMILES
CCC1=C(O)C(O)=C2C(=O)C(=O)C=C(O)C2=C1O
InChI Identifier
InChI=1S/C12H10O6/c1-2-4-9(15)7-5(13)3-6(14)11(17)8(7)12(18)10(4)16/h3,13,15-16,18H,2H2,1H3
InChI KeyXVZRDQGFJDGVRP-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Flavocetraria cucullataLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone).
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassNaphthalenes  
Sub ClassNaphthoquinones  
Direct ParentNaphthoquinones  
Alternative Parents
Substituents
  • Naphthoquinone
    • 

  • 1-naphthol
    • 

  • Quinone
    • 

  • Aryl ketone
    • 

  • Phenol
    • 

  • Vinylogous acid
    • 

  • Ketone
    • 

  • Cyclic ketone
    • 

  • Polyol
    • 

  • Enol
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic 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
logP2.15ChemAxon
pKa (Strongest Acidic)4.86ChemAxon
pKa (Strongest Basic)-5.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area115.06 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity63.64 m³·mol⁻¹ChemAxon
Polarizability23.09 ųChemAxon
Number of Rings2ChemAxon
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 ID57494398  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15531414  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]