NP-MRD: Showing NP-Card for 5-hydroxy-2,3-dimethoxy-1,4-phenanthrenequinone (NP0041929)

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Record Information

Version

2.0

Created at

2021-06-20 23:43:25 UTC

Updated at

2021-06-30 00:16:44 UTC

NP-MRD ID

NP0041929

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxy-2,3-dimethoxy-1,4-phenanthrenequinone

Provided By

JEOL Database JEOL Logo

Description

5-Hydroxy-2,3-dimethoxyphenanthrene-1,4-dione belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached. 5-hydroxy-2,3-dimethoxy-1,4-phenanthrenequinone is found in Odontioda Marie Noel Velano. 5-hydroxy-2,3-dimethoxy-1,4-phenanthrenequinone was first documented in 2012 (Masuda, Y., et al.). Based on a literature review very few articles have been published on 5-hydroxy-2,3-dimethoxyphenanthrene-1,4-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101433D          

 33 35  0  0  0  0            999 V2000
    2.8243   -1.0103   -3.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1668    0.2542   -3.2105 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9093    0.2174   -2.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1513    0.6937   -3.2866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0023    1.1332   -4.5972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6519    2.3760   -4.8526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5081    0.6143   -2.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5103    0.5456   -3.3788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6178    0.5725   -1.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5109    0.0470   -0.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5597   -0.1559    0.8554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7033    0.1878    1.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8076    0.7611    0.9207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9065    1.1206    1.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0275    1.7329    1.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0600    1.9945   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9843    1.6250   -0.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1683    1.9867   -2.3052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8069    0.9834   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428   -0.2894   -1.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6166   -0.9257   -0.6502 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5312   -1.0030   -4.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238   -1.8378   -3.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4004   -1.1580   -2.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4861    3.0926   -4.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7217    2.2307   -5.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2218    2.7957   -5.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2925   -0.5759    1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7129    0.0198    2.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8955    0.9361    2.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8651    2.0132    1.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9244    2.4873   -0.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7064    1.3438   -2.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 17  1  0  0  0  0
 19 13  1  0  0  0  0
 16 15  1  0  0  0  0
 16 17  2  0  0  0  0
  9  7  1  0  0  0  0
 10 20  1  0  0  0  0
 20  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  7  1  0  0  0  0
 15 14  2  0  0  0  0
 20 21  2  0  0  0  0
 19  9  2  0  0  0  0
  7  8  2  0  0  0  0
 13 12  2  0  0  0  0
  3  2  1  0  0  0  0
 12 11  1  0  0  0  0
  2  1  1  0  0  0  0
 11 10  2  0  0  0  0
  4  5  1  0  0  0  0
  9 10  1  0  0  0  0
  5  6  1  0  0  0  0
 14 13  1  0  0  0  0
 17 18  1  0  0  0  0
 16 32  1  0  0  0  0
 15 31  1  0  0  0  0
 14 30  1  0  0  0  0
 12 29  1  0  0  0  0
 11 28  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  6 25  1  0  0  0  0
  6 26  1  0  0  0  0
  6 27  1  0  0  0  0
 18 33  1  0  0  0  0
M  END

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
    2.8243   -1.0103   -3.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1668    0.2542   -3.2105 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9093    0.2174   -2.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1513    0.6937   -3.2866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0023    1.1332   -4.5972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6519    2.3760   -4.8526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5081    0.6143   -2.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5103    0.5456   -3.3788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6178    0.5725   -1.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5109    0.0470   -0.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5597   -0.1559    0.8554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7033    0.1878    1.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8076    0.7611    0.9207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9065    1.1206    1.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0275    1.7329    1.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0600    1.9945   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9843    1.6250   -0.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1683    1.9867   -2.3052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8069    0.9834   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428   -0.2894   -1.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6166   -0.9257   -0.6502 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5312   -1.0030   -4.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238   -1.8378   -3.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4004   -1.1580   -2.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4861    3.0926   -4.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7217    2.2307   -5.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2218    2.7957   -5.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2925   -0.5759    1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7129    0.0198    2.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8955    0.9361    2.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8651    2.0132    1.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9244    2.4873   -0.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7064    1.3438   -2.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 17  1  0
 19 13  1  0
 16 15  1  0
 16 17  2  0
  9  7  1  0
 10 20  1  0
 20  3  1  0
  3  4  2  0
  4  7  1  0
 15 14  2  0
 20 21  2  0
 19  9  2  0
  7  8  2  0
 13 12  2  0
  3  2  1  0
 12 11  1  0
  2  1  1  0
 11 10  2  0
  4  5  1  0
  9 10  1  0
  5  6  1  0
 14 13  1  0
 17 18  1  0
 16 32  1  0
 15 31  1  0
 14 30  1  0
 12 29  1  0
 11 28  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
 18 33  1  0
M  END


  Mrv1652306212101433D          

 33 35  0  0  0  0            999 V2000
    2.8243   -1.0103   -3.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1668    0.2542   -3.2105 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9093    0.2174   -2.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1513    0.6937   -3.2866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0023    1.1332   -4.5972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6519    2.3760   -4.8526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5081    0.6143   -2.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5103    0.5456   -3.3788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6178    0.5725   -1.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5109    0.0470   -0.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5597   -0.1559    0.8554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7033    0.1878    1.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8076    0.7611    0.9207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9065    1.1206    1.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0275    1.7329    1.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0600    1.9945   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9843    1.6250   -0.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1683    1.9867   -2.3052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8069    0.9834   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428   -0.2894   -1.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6166   -0.9257   -0.6502 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5312   -1.0030   -4.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238   -1.8378   -3.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4004   -1.1580   -2.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4861    3.0926   -4.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7217    2.2307   -5.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2218    2.7957   -5.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2925   -0.5759    1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7129    0.0198    2.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8955    0.9361    2.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8651    2.0132    1.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9244    2.4873   -0.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7064    1.3438   -2.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 17  1  0  0  0  0
 19 13  1  0  0  0  0
 16 15  1  0  0  0  0
 16 17  2  0  0  0  0
  9  7  1  0  0  0  0
 10 20  1  0  0  0  0
 20  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  7  1  0  0  0  0
 15 14  2  0  0  0  0
 20 21  2  0  0  0  0
 19  9  2  0  0  0  0
  7  8  2  0  0  0  0
 13 12  2  0  0  0  0
  3  2  1  0  0  0  0
 12 11  1  0  0  0  0
  2  1  1  0  0  0  0
 11 10  2  0  0  0  0
  4  5  1  0  0  0  0
  9 10  1  0  0  0  0
  5  6  1  0  0  0  0
 14 13  1  0  0  0  0
 17 18  1  0  0  0  0
 16 32  1  0  0  0  0
 15 31  1  0  0  0  0
 14 30  1  0  0  0  0
 12 29  1  0  0  0  0
 11 28  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  6 25  1  0  0  0  0
  6 26  1  0  0  0  0
  6 27  1  0  0  0  0
 18 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041929

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C([H])C2=C([H])C([H])=C3C(=O)C(OC([H])([H])[H])=C(OC([H])([H])[H])C(=O)C3=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O5/c1-20-15-13(18)9-7-6-8-4-3-5-10(17)11(8)12(9)14(19)16(15)21-2/h3-7,17H,1-2H3

> <INCHI_KEY>
MAEYTWMRXDLXCH-UHFFFAOYSA-N

> <FORMULA>
C16H12O5

> <MOLECULAR_WEIGHT>
284.267

> <EXACT_MASS>
284.068473486

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
28.61487847916348

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-2,3-dimethoxy-1,4-dihydrophenanthrene-1,4-dione

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
1.3685688016666666

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.67008545209694

> <JCHEM_PKA_STRONGEST_BASIC>
-4.721238196736194

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
78.05149999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.38e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-2,3-dimethoxyphenanthrene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
    2.8243   -1.0103   -3.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1668    0.2542   -3.2105 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9093    0.2174   -2.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1513    0.6937   -3.2866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0023    1.1332   -4.5972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6519    2.3760   -4.8526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5081    0.6143   -2.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5103    0.5456   -3.3788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6178    0.5725   -1.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5109    0.0470   -0.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5597   -0.1559    0.8554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7033    0.1878    1.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8076    0.7611    0.9207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9065    1.1206    1.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0275    1.7329    1.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0600    1.9945   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9843    1.6250   -0.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1683    1.9867   -2.3052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8069    0.9834   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428   -0.2894   -1.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6166   -0.9257   -0.6502 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5312   -1.0030   -4.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238   -1.8378   -3.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4004   -1.1580   -2.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4861    3.0926   -4.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7217    2.2307   -5.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2218    2.7957   -5.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2925   -0.5759    1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7129    0.0198    2.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8955    0.9361    2.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8651    2.0132    1.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9244    2.4873   -0.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7064    1.3438   -2.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 17  1  0
 19 13  1  0
 16 15  1  0
 16 17  2  0
  9  7  1  0
 10 20  1  0
 20  3  1  0
  3  4  2  0
  4  7  1  0
 15 14  2  0
 20 21  2  0
 19  9  2  0
  7  8  2  0
 13 12  2  0
  3  2  1  0
 12 11  1  0
  2  1  1  0
 11 10  2  0
  4  5  1  0
  9 10  1  0
  5  6  1  0
 14 13  1  0
 17 18  1  0
 16 32  1  0
 15 31  1  0
 14 30  1  0
 12 29  1  0
 11 28  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
 18 33  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       2.824  -1.010  -3.233  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.167   0.254  -3.211  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.909   0.217  -2.620  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.151   0.694  -3.287  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.002   1.133  -4.597  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.652   2.376  -4.853  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.508   0.614  -2.675  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.510   0.546  -3.379  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.618   0.573  -1.200  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.511   0.047  -0.522  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.560  -0.156   0.855  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.703   0.188   1.563  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.808   0.761   0.921  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.906   1.121   1.719  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.027   1.733   1.175  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.060   1.994  -0.183  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.984   1.625  -0.997  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.168   1.987  -2.305  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.807   0.983  -0.488  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.743  -0.289  -1.228  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.617  -0.926  -0.650  0.00  0.00           O+0
HETATM   22  H   UNK     0       3.531  -1.003  -4.068  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.124  -1.838  -3.391  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.400  -1.158  -2.315  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.486   3.093  -4.040  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.722   2.231  -5.026  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.222   2.796  -5.767  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.293  -0.576   1.388  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.713   0.020   2.639  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.896   0.936   2.793  0.00  0.00           H+0
HETATM   31  H   UNK     0      -5.865   2.013   1.807  0.00  0.00           H+0
HETATM   32  H   UNK     0      -5.924   2.487  -0.622  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.706   1.344  -2.885  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    3    1                                                       
CONECT    3   20    4    2                                                  
CONECT    4    3    7    5                                                  
CONECT    5    4    6                                                       
CONECT    6    5   25   26   27                                             
CONECT    7    9    4    8                                                  
CONECT    8    7                                                            
CONECT    9    7   19   10                                                  
CONECT   10   20   11    9                                                  
CONECT   11   12   10   28                                                  
CONECT   12   13   11   29                                                  
CONECT   13   19   12   14                                                  
CONECT   14   15   13   30                                                  
CONECT   15   16   14   31                                                  
CONECT   16   15   17   32                                                  
CONECT   17   19   16   18                                                  
CONECT   18   17   33                                                       
CONECT   19   17   13    9                                                  
CONECT   20   10    3   21                                                  
CONECT   21   20                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    6                                                            
CONECT   26    6                                                            
CONECT   27    6                                                            
CONECT   28   11                                                            
CONECT   29   12                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   16                                                            
CONECT   33   18                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

RDKit          3D

33 35  0  0  0  0  0  0  0  0999 V2000
    2.8243   -1.0103   -3.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1668    0.2542   -3.2105 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9093    0.2174   -2.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1513    0.6937   -3.2866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0023    1.1332   -4.5972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6519    2.3760   -4.8526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5081    0.6143   -2.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5103    0.5456   -3.3788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6178    0.5725   -1.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5109    0.0470   -0.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5597   -0.1559    0.8554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7033    0.1878    1.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8076    0.7611    0.9207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9065    1.1206    1.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0275    1.7329    1.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0600    1.9945   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9843    1.6250   -0.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1683    1.9867   -2.3052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8069    0.9834   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428   -0.2894   -1.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6166   -0.9257   -0.6502 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5312   -1.0030   -4.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238   -1.8378   -3.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4004   -1.1580   -2.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4861    3.0926   -4.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7217    2.2307   -5.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2218    2.7957   -5.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2925   -0.5759    1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7129    0.0198    2.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8955    0.9361    2.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8651    2.0132    1.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9244    2.4873   -0.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7064    1.3438   -2.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 17  1  0
 19 13  1  0
 16 15  1  0
 16 17  2  0
  9  7  1  0
 10 20  1  0
 20  3  1  0
  3  4  2  0
  4  7  1  0
 15 14  2  0
 20 21  2  0
 19  9  2  0
  7  8  2  0
 13 12  2  0
  3  2  1  0
 12 11  1  0
  2  1  1  0
 11 10  2  0
  4  5  1  0
  9 10  1  0
  5  6  1  0
 14 13  1  0
 17 18  1  0
 16 32  1  0
 15 31  1  0
 14 30  1  0
 12 29  1  0
 11 28  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
 18 33  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₆H₁₂O₅

Average Mass

284.2670 Da

Monoisotopic Mass

284.06847 Da

IUPAC Name

5-hydroxy-2,3-dimethoxy-1,4-dihydrophenanthrene-1,4-dione

Traditional Name

5-hydroxy-2,3-dimethoxyphenanthrene-1,4-dione

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C([H])C2=C([H])C([H])=C3C(=O)C(OC([H])([H])[H])=C(OC([H])([H])[H])C(=O)C3=C12

InChI Identifier

InChI=1S/C16H12O5/c1-20-15-13(18)9-7-6-8-4-3-5-10(17)11(8)12(9)14(19)16(15)21-2/h3-7,17H,1-2H3

InChI Key

MAEYTWMRXDLXCH-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Odontioda Marie Noel Velano	JEOL database	Masuda, Y., et al, Chem. Pharm. Bull. 60, 1216 (2012)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Phenanthrols

Direct Parent

Phenanthrols

Alternative Parents

Substituents

Phenanthrol
Hydrophenanthrene
Naphthoquinone
1-naphthol
Naphthalene
Quinone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous ester
Ketone
Organooxygen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	2.7	ALOGPS
logP	1.37	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	8.67	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	78.05 m³·mol⁻¹	ChemAxon
Polarizability	28.61 Å³	ChemAxon
Number of Rings	3	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

66561532

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Masuda, Y., et al. (2012). Masuda, Y., et al, Chem. Pharm. Bull. 60, 1216 (2012). Chem. Pharm. Bull..

Showing NP-Card for 5-hydroxy-2,3-dimethoxy-1,4-phenanthrenequinone (NP0041929)

MOL for NP0041929 (5-hydroxy-2,3-dimethoxy-1,4-phenanthrenequinone)

3D MOL for NP0041929 (5-hydroxy-2,3-dimethoxy-1,4-phenanthrenequinone)

3D SDF for NP0041929 (5-hydroxy-2,3-dimethoxy-1,4-phenanthrenequinone)

3D-SDF for NP0041929 (5-hydroxy-2,3-dimethoxy-1,4-phenanthrenequinone)

PDB for NP0041929 (5-hydroxy-2,3-dimethoxy-1,4-phenanthrenequinone)

3D PDB for NP0041929 (5-hydroxy-2,3-dimethoxy-1,4-phenanthrenequinone)

SMILES for NP0041929 (5-hydroxy-2,3-dimethoxy-1,4-phenanthrenequinone)

INCHI for NP0041929 (5-hydroxy-2,3-dimethoxy-1,4-phenanthrenequinone)

Structure for NP0041929 (5-hydroxy-2,3-dimethoxy-1,4-phenanthrenequinone)

3D Structure for NP0041929 (5-hydroxy-2,3-dimethoxy-1,4-phenanthrenequinone)