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Showing NP-Card for 3-methoxyphenanthrene-1,4-dione (NP0207593)

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Record Information
Version2.0
Created at2022-09-05 04:16:05 UTC
Updated at2022-09-05 04:16:05 UTC
NP-MRD IDNP0207593
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-methoxyphenanthrene-1,4-dione
Description3-Methoxy-1,4-dihydrophenanthrene-1,4-dione belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation. 3-methoxyphenanthrene-1,4-dione is found in Annona montana. 3-Methoxy-1,4-dihydrophenanthrene-1,4-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0207593 (3-methoxyphenanthrene-1,4-dione)


  Mrv1533004241512422D          

 18 20  0  0  0  0            999 V2000
    1.2079   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -2.2539    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
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  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
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
  3 17  1  0  0  0  0
 17 18  2  0  0  0  0
M  END
Download

3D MOL for NP0207593 (3-methoxyphenanthrene-1,4-dione)

     RDKit          3D

 28 30  0  0  0  0  0  0  0  0999 V2000
    4.5477    1.3543   -0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4346    1.0753    0.6697 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4025    0.2392    0.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6325   -1.0026   -0.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5646   -1.9221   -0.3838 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7978   -3.1072   -0.7303 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1838   -1.4672   -0.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8065   -2.3588   -0.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0897   -1.9075   -0.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3793   -0.6166   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7134   -0.2527   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0303    1.0206    0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0450    1.9199    0.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6985    1.5676    0.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3783    0.2863    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0649   -0.1469    0.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0074    0.7459    0.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8313    1.9225    0.7420 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1353    0.4577   -0.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1951    2.0779    0.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2105    1.8593   -1.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391   -1.3926   -0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5577   -3.3679   -0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8847   -2.5915   -0.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4804   -0.9651   -0.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0769    1.3394    0.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3675    2.9126    0.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0091    2.3203    0.7314 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
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17  3  1  0
 16  7  1  0
 15 10  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
M  END
Download

3D SDF for NP0207593 (3-methoxyphenanthrene-1,4-dione)


  Mrv1533004241512422D          

 18 20  0  0  0  0            999 V2000
    1.2079   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -2.2539    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
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  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
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
  3 17  1  0  0  0  0
 17 18  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0207593

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=O)C2=CC=C3C=CC=CC3=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O3/c1-18-13-8-12(16)11-7-6-9-4-2-3-5-10(9)14(11)15(13)17/h2-8H,1H3

> <INCHI_KEY>
BTIQIBXDCYXMBX-UHFFFAOYSA-N

> <FORMULA>
C15H10O3

> <MOLECULAR_WEIGHT>
238.242

> <EXACT_MASS>
238.062994182

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
24.37588585550472

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methoxy-1,4-dihydrophenanthrene-1,4-dione

> <ALOGPS_LOGP>
2.80

> <JCHEM_LOGP>
2.077964415333333

> <ALOGPS_LOGS>
-4.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.068356778908269

> <JCHEM_PKA_STRONGEST_BASIC>
-4.94299615617553

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
69.352

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.99e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methoxyphenanthrene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0207593 (3-methoxyphenanthrene-1,4-dione)

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PDB for NP0207593 (3-methoxyphenanthrene-1,4-dione)
HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       2.255  -4.207   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.795  -4.207   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.565  -2.874   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.795  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.565  -0.206   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.795   1.127   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.105  -0.206   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.875   1.127   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.415   1.127   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.185  -0.206   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.725  -0.206   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.495  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.725  -2.874   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.185  -2.874   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.415  -1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.875  -1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.105  -2.874   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.875  -4.207   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15    7   17                                                  
CONECT   17   16    3   18                                                  
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

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3D PDB for NP0207593 (3-methoxyphenanthrene-1,4-dione)
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SMILES for NP0207593 (3-methoxyphenanthrene-1,4-dione)
COC1=CC(=O)C2=CC=C3C=CC=CC3=C2C1=O
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INCHI for NP0207593 (3-methoxyphenanthrene-1,4-dione)
InChI=1S/C15H10O3/c1-18-13-8-12(16)11-7-6-9-4-2-3-5-10(9)14(11)15(13)17/h2-8H,1H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC15H10O3
Average Mass238.2420 Da
Monoisotopic Mass238.06299 Da
IUPAC Name3-methoxy-1,4-dihydrophenanthrene-1,4-dione
Traditional Name3-methoxyphenanthrene-1,4-dione
CAS Registry NumberNot Available
SMILES
COC1=CC(=O)C2=CC=C3C=CC=CC3=C2C1=O
InChI Identifier
InChI=1S/C15H10O3/c1-18-13-8-12(16)11-7-6-9-4-2-3-5-10(9)14(11)15(13)17/h2-8H,1H3
InChI KeyBTIQIBXDCYXMBX-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
Annona montanaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassPhenanthrenes and derivatives  
Sub ClassHydrophenanthrenes  
Direct ParentHydrophenanthrenes  
Alternative Parents
Substituents
  • Hydrophenanthrene
    • 

  • Naphthoquinone
    • 

  • Naphthalene
    • 

  • Aryl ketone
    • 

  • Quinone
    • 

  • Vinylogous ester
    • 

  • Ketone
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • 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
logP2.8ALOGPS
logP2.08ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)12.07ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity69.35 m³·mol⁻¹ChemAxon
Polarizability24.38 ųChemAxon
Number of Rings3ChemAxon
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 Compound355646  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]