NP-MRD: Showing NP-Card for 1,3-Dihydroxy-4-methoxy-10-methylacridin-9(10H)-one (NP0138255)

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Record Information

Version

2.0

Created at

2022-05-31 17:17:26 UTC

Updated at

2026-02-05 08:01:02 UTC

NP-MRD ID

NP0138255

Natural Product DOI

https://doi.org/10.57994/5389

Secondary Accession Numbers

NP0038301

Natural Product Identification

Common Name

1,3-Dihydroxy-4-methoxy-10-methylacridin-9(10H)-one

Description

1,3-Dihydroxy-4-methoxy-10-methylacridin-9(10H)-one was first documented in 2009 (PMID: 19571421). Based on a literature review very few articles have been published on 1,3-dihydroxy-4-methoxy-10-methyl-9,10-dihydroacridin-9-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123013D          

 33 35  0  0  0  0            999 V2000
   -4.6840   -2.9411   -0.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3885   -2.1152   -1.9750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5787   -1.0713   -1.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2313    0.1241   -1.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5853    0.2439   -1.3951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5312    1.2036   -0.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1597    1.0840   -0.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5212    2.1691   -0.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4879   -0.0979   -0.9247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0313   -0.2205   -0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6020    0.7435   -0.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6339   -1.5158   -0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9708   -1.6866   -0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -2.9091   -0.7570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8930   -3.9531   -1.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5597   -3.7728   -1.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -2.5438   -1.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4334   -2.3139   -1.9358 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0016   -3.1724   -2.9808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1746   -1.1887   -1.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2672   -2.3901   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7736   -3.3468   -0.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2905   -3.7812   -1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8731   -0.5565   -1.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0458    2.1196   -0.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5602    1.9589    0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5163   -0.8701   -0.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6356   -3.0486   -0.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3762   -4.9153   -1.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0427   -4.6253   -2.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5105   -4.0350   -2.5388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2326   -3.5436   -3.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -2.6316   -3.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 20  1  0  0  0  0
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  6  7  1  0  0  0  0
  4  5  1  0  0  0  0
  7  9  2  0  0  0  0
 18 19  1  0  0  0  0
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  2  1  1  0  0  0  0
  6 25  1  0  0  0  0
 13 27  1  0  0  0  0
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 16 30  1  0  0  0  0
  8 26  1  0  0  0  0
  5 24  1  0  0  0  0
 19 31  1  0  0  0  0
 19 32  1  0  0  0  0
 19 33  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
M  END

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
   -4.6840   -2.9411   -0.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3885   -2.1152   -1.9750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5787   -1.0713   -1.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2313    0.1241   -1.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5853    0.2439   -1.3951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5312    1.2036   -0.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1597    1.0840   -0.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5212    2.1691   -0.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4879   -0.0979   -0.9247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0313   -0.2205   -0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6020    0.7435   -0.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6339   -1.5158   -0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9708   -1.6866   -0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -2.9091   -0.7570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8930   -3.9531   -1.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5597   -3.7728   -1.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -2.5438   -1.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4334   -2.3139   -1.9358 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0016   -3.1724   -2.9808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1746   -1.1887   -1.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2672   -2.3901   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7736   -3.3468   -0.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2905   -3.7812   -1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8731   -0.5565   -1.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0458    2.1196   -0.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5602    1.9589    0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5163   -0.8701   -0.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6356   -3.0486   -0.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3762   -4.9153   -1.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0427   -4.6253   -2.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5105   -4.0350   -2.5388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2326   -3.5436   -3.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -2.6316   -3.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 20  1  0
 17 12  2  0
  9 10  1  0
 12 13  1  0
 20  3  2  0
 13 14  2  0
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  3  4  1  0
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 17 18  1  0
 10 11  2  0
  4  6  2  0
  7  8  1  0
  3  2  1  0
  6  7  1  0
  4  5  1  0
  7  9  2  0
 18 19  1  0
 20 18  1  0
  2  1  1  0
  6 25  1  0
 13 27  1  0
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  8 26  1  0
  5 24  1  0
 19 31  1  0
 19 32  1  0
 19 33  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END


  Mrv1652306202123013D          

 33 35  0  0  0  0            999 V2000
   -4.6840   -2.9411   -0.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3885   -2.1152   -1.9750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5787   -1.0713   -1.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2313    0.1241   -1.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5853    0.2439   -1.3951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5312    1.2036   -0.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1597    1.0840   -0.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5212    2.1691   -0.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4879   -0.0979   -0.9247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0313   -0.2205   -0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6020    0.7435   -0.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6339   -1.5158   -0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9708   -1.6866   -0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -2.9091   -0.7570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8930   -3.9531   -1.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5597   -3.7728   -1.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -2.5438   -1.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4334   -2.3139   -1.9358 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0016   -3.1724   -2.9808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1746   -1.1887   -1.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0458    2.1196   -0.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0427   -4.6253   -2.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5105   -4.0350   -2.5388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2326   -3.5436   -3.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -2.6316   -3.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 20  1  0  0  0  0
 17 12  2  0  0  0  0
  9 10  1  0  0  0  0
 12 13  1  0  0  0  0
 20  3  2  0  0  0  0
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 10 12  1  0  0  0  0
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  3  4  1  0  0  0  0
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  4  5  1  0  0  0  0
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  2  1  1  0  0  0  0
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  1 21  1  0  0  0  0
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  1 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138255

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(O[H])=C2C(=O)C3=C(C([H])=C([H])C([H])=C3[H])N(C2=C1OC([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H13NO4/c1-16-9-6-4-3-5-8(9)14(19)12-10(17)7-11(18)15(20-2)13(12)16/h3-7,17-18H,1-2H3

> <INCHI_KEY>
YIBYVKSDVRSLGT-UHFFFAOYSA-N

> <FORMULA>
C15H13NO4

> <MOLECULAR_WEIGHT>
271.272

> <EXACT_MASS>
271.084457903

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
27.443825728282125

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3-dihydroxy-4-methoxy-10-methyl-9,10-dihydroacridin-9-one

> <ALOGPS_LOGP>
2.42

> <JCHEM_LOGP>
3.0081529693333326

> <ALOGPS_LOGS>
-2.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.11764482673765

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.520788311958807

> <JCHEM_PKA_STRONGEST_BASIC>
-2.898850028635318

> <JCHEM_POLAR_SURFACE_AREA>
69.99999999999999

> <JCHEM_REFRACTIVITY>
74.38340000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.46e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3-dihydroxy-4-methoxy-10-methylacridin-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
   -4.6840   -2.9411   -0.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3885   -2.1152   -1.9750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5787   -1.0713   -1.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2313    0.1241   -1.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5853    0.2439   -1.3951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5312    1.2036   -0.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1597    1.0840   -0.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5212    2.1691   -0.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4879   -0.0979   -0.9247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0313   -0.2205   -0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6339   -1.5158   -0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9708   -1.6866   -0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -2.9091   -0.7570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8930   -3.9531   -1.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5597   -3.7728   -1.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -2.5438   -1.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4334   -2.3139   -1.9358 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0016   -3.1724   -2.9808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1746   -1.1887   -1.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2672   -2.3901   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7736   -3.3468   -0.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2905   -3.7812   -1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8731   -0.5565   -1.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0458    2.1196   -0.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5602    1.9589    0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5163   -0.8701   -0.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6356   -3.0486   -0.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3762   -4.9153   -1.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0427   -4.6253   -2.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5105   -4.0350   -2.5388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2326   -3.5436   -3.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -2.6316   -3.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 20  1  0
 17 12  2  0
  9 10  1  0
 12 13  1  0
 20  3  2  0
 13 14  2  0
 10 12  1  0
 14 15  1  0
  3  4  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 10 11  2  0
  4  6  2  0
  7  8  1  0
  3  2  1  0
  6  7  1  0
  4  5  1  0
  7  9  2  0
 18 19  1  0
 20 18  1  0
  2  1  1  0
  6 25  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
  8 26  1  0
  5 24  1  0
 19 31  1  0
 19 32  1  0
 19 33  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.684  -2.941  -0.841  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.388  -2.115  -1.975  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.579  -1.071  -1.581  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.231   0.124  -1.241  0.00  0.00           C+0
HETATM    5  O   UNK     0      -5.585   0.244  -1.395  0.00  0.00           O+0
HETATM    6  C   UNK     0      -3.531   1.204  -0.732  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.160   1.084  -0.556  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.521   2.169  -0.015  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.488  -0.098  -0.925  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.031  -0.221  -0.689  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.602   0.744  -0.262  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.634  -1.516  -0.933  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.971  -1.687  -0.546  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.600  -2.909  -0.757  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.893  -3.953  -1.345  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.560  -3.773  -1.734  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.096  -2.544  -1.552  0.00  0.00           C+0
HETATM   18  N   UNK     0      -1.433  -2.314  -1.936  0.00  0.00           N+0
HETATM   19  C   UNK     0      -2.002  -3.172  -2.981  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.175  -1.189  -1.502  0.00  0.00           C+0
HETATM   21  H   UNK     0      -5.267  -2.390  -0.095  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.774  -3.347  -0.387  0.00  0.00           H+0
HETATM   23  H   UNK     0      -5.290  -3.781  -1.192  0.00  0.00           H+0
HETATM   24  H   UNK     0      -5.873  -0.557  -1.873  0.00  0.00           H+0
HETATM   25  H   UNK     0      -4.046   2.120  -0.460  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.560   1.959   0.034  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.516  -0.870  -0.078  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.636  -3.049  -0.456  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.376  -4.915  -1.499  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.043  -4.625  -2.166  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.510  -4.035  -2.539  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.233  -3.544  -3.669  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.698  -2.632  -3.632  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    3    1                                                       
CONECT    3   20    4    2                                                  
CONECT    4    3    6    5                                                  
CONECT    5    4   24                                                       
CONECT    6    4    7   25                                                  
CONECT    7    8    6    9                                                  
CONECT    8    7   26                                                       
CONECT    9   20   10    7                                                  
CONECT   10    9   12   11                                                  
CONECT   11   10                                                            
CONECT   12   17   13   10                                                  
CONECT   13   12   14   27                                                  
CONECT   14   13   15   28                                                  
CONECT   15   14   16   29                                                  
CONECT   16   15   17   30                                                  
CONECT   17   12   16   18                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   31   32   33                                             
CONECT   20    9    3   18                                                  
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    5                                                            
CONECT   25    6                                                            
CONECT   26    8                                                            
CONECT   27   13                                                            
CONECT   28   14                                                            
CONECT   29   15                                                            
CONECT   30   16                                                            
CONECT   31   19                                                            
CONECT   32   19                                                            
CONECT   33   19                                                            
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
   -4.6840   -2.9411   -0.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3885   -2.1152   -1.9750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5787   -1.0713   -1.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2313    0.1241   -1.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5853    0.2439   -1.3951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5312    1.2036   -0.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1597    1.0840   -0.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5212    2.1691   -0.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4879   -0.0979   -0.9247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0313   -0.2205   -0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6020    0.7435   -0.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6339   -1.5158   -0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9708   -1.6866   -0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -2.9091   -0.7570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8930   -3.9531   -1.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5597   -3.7728   -1.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -2.5438   -1.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4334   -2.3139   -1.9358 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0016   -3.1724   -2.9808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1746   -1.1887   -1.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2672   -2.3901   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7736   -3.3468   -0.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2905   -3.7812   -1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8731   -0.5565   -1.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0458    2.1196   -0.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5602    1.9589    0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5163   -0.8701   -0.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6356   -3.0486   -0.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3762   -4.9153   -1.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0427   -4.6253   -2.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5105   -4.0350   -2.5388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2326   -3.5436   -3.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -2.6316   -3.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 20  1  0
 17 12  2  0
  9 10  1  0
 12 13  1  0
 20  3  2  0
 13 14  2  0
 10 12  1  0
 14 15  1  0
  3  4  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 10 11  2  0
  4  6  2  0
  7  8  1  0
  3  2  1  0
  6  7  1  0
  4  5  1  0
  7  9  2  0
 18 19  1  0
 20 18  1  0
  2  1  1  0
  6 25  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
  8 26  1  0
  5 24  1  0
 19 31  1  0
 19 32  1  0
 19 33  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₃NO₄

Average Mass

271.2720 Da

Monoisotopic Mass

271.08446 Da

IUPAC Name

1,3-dihydroxy-4-methoxy-10-methyl-9,10-dihydroacridin-9-one

Traditional Name

1,3-dihydroxy-4-methoxy-10-methylacridin-9-one

CAS Registry Number

1189362-86-4

SMILES

[H]OC1=C([H])C(O[H])=C2C(=O)C3=C(C([H])=C([H])C([H])=C3[H])N(C2=C1OC([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C15H13NO4/c1-16-9-6-4-3-5-8(9)14(19)12-10(17)7-11(18)15(20-2)13(12)16/h3-7,17-18H,1-2H3

InChI Key

YIBYVKSDVRSLGT-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, simulated)	epoynton@sfu.ca	Not Available	Not Available	2026-02-05	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, simulated)	epoynton@sfu.ca	Not Available	Not Available	2026-02-05	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Micromelum integerrimum		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Acridones

Alternative Parents

Substituents

Acridone
Dihydroquinolone
Dihydroquinoline
Anisole
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyridine
Benzenoid
Vinylogous amide
Heteroaromatic compound
Vinylogous acid
Azacycle
Ether
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	2.42	ALOGPS
logP	3.01	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	8.52	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	74.38 m³·mol⁻¹	ChemAxon
Polarizability	27.44 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

28286547

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

Showing NP-Card for 1,3-Dihydroxy-4-methoxy-10-methylacridin-9(10H)-one (NP0138255)

MOL for NP0138255 (1,3-Dihydroxy-4-methoxy-10-methylacridin-9(10H)-one)

3D MOL for NP0138255 (1,3-Dihydroxy-4-methoxy-10-methylacridin-9(10H)-one)

3D SDF for NP0138255 (1,3-Dihydroxy-4-methoxy-10-methylacridin-9(10H)-one)

3D-SDF for NP0138255 (1,3-Dihydroxy-4-methoxy-10-methylacridin-9(10H)-one)

PDB for NP0138255 (1,3-Dihydroxy-4-methoxy-10-methylacridin-9(10H)-one)

3D PDB for NP0138255 (1,3-Dihydroxy-4-methoxy-10-methylacridin-9(10H)-one)

SMILES for NP0138255 (1,3-Dihydroxy-4-methoxy-10-methylacridin-9(10H)-one)

INCHI for NP0138255 (1,3-Dihydroxy-4-methoxy-10-methylacridin-9(10H)-one)

Structure for NP0138255 (1,3-Dihydroxy-4-methoxy-10-methylacridin-9(10H)-one)

3D Structure for NP0138255 (1,3-Dihydroxy-4-methoxy-10-methylacridin-9(10H)-one)