NP-MRD: Showing NP-Card for 1,5,15-Tri-O-methylmorindol (NP0138368)

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Record Information

Version

1.0

Created at

2022-05-31 17:56:40 UTC

Updated at

2022-05-31 17:56:40 UTC

NP-MRD ID

NP0138368

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,5,15-Tri-O-methylmorindol

Description

2-Hydroxy-1,5-dimethoxy-6-(methoxymethyl)-9,10-dihydroanthracene-9,10-dione belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group. Based on a literature review very few articles have been published on 2-hydroxy-1,5-dimethoxy-6-(methoxymethyl)-9,10-dihydroanthracene-9,10-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101283D          

 40 42  0  0  0  0            999 V2000
   -1.2365   -2.5761    6.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3986   -2.4899    4.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5754   -1.4673    4.1006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8239   -1.4224    2.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2718   -2.4253    1.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4532   -2.4005    0.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1895   -1.3686   -0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7710   -0.3706    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6043   -0.4174    2.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1204    0.5647    2.8185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4356    0.2124    3.2596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5444    0.7023   -0.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1982    1.5278    0.5627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5472    0.7844   -1.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1506    1.9015   -2.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1575    2.0343   -3.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5721    1.0444   -4.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5461    1.2163   -5.6613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0085   -0.0949   -3.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4426   -1.0076   -4.5744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3796   -2.0432   -4.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685   -0.2195   -2.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3300   -1.3714   -1.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9133   -2.3373   -2.2734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8805   -3.3773    6.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1991   -2.8155    6.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5348   -1.6380    6.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7904   -0.5054    4.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4812   -1.6975    4.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -3.2320    2.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0084   -3.1875   -0.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9023    1.1129    3.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3833   -0.5351    4.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0670   -0.1584    2.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6042    2.6823   -1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6019    2.9073   -4.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9644    0.5133   -6.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8760   -2.4490   -4.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1296   -1.6701   -5.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8294   -2.8546   -5.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  2  0  0  0  0
  6  5  1  0  0  0  0
 15 14  1  0  0  0  0
  5  4  2  0  0  0  0
 14 22  2  0  0  0  0
  4  9  1  0  0  0  0
  9  8  2  0  0  0  0
 19 17  2  0  0  0  0
 17 18  1  0  0  0  0
 14 12  1  0  0  0  0
 19 20  1  0  0  0  0
 22 23  1  0  0  0  0
 20 21  1  0  0  0  0
 23  7  1  0  0  0  0
 12 13  2  0  0  0  0
  8 12  1  0  0  0  0
 23 24  2  0  0  0  0
  9 10  1  0  0  0  0
 17 16  1  0  0  0  0
 10 11  1  0  0  0  0
  8  7  1  0  0  0  0
  4  3  1  0  0  0  0
 22 19  1  0  0  0  0
  3  2  1  0  0  0  0
  7  6  2  0  0  0  0
  2  1  1  0  0  0  0
 16 36  1  0  0  0  0
 15 35  1  0  0  0  0
  6 31  1  0  0  0  0
  5 30  1  0  0  0  0
 18 37  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
 21 40  1  0  0  0  0
 11 32  1  0  0  0  0
 11 33  1  0  0  0  0
 11 34  1  0  0  0  0
  3 28  1  0  0  0  0
  3 29  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
M  END

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -1.2365   -2.5761    6.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3986   -2.4899    4.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5754   -1.4673    4.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8239   -1.4224    2.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2718   -2.4253    1.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4532   -2.4005    0.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1895   -1.3686   -0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7710   -0.3706    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6043   -0.4174    2.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1204    0.5647    2.8185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4356    0.2124    3.2596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5444    0.7023   -0.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1982    1.5278    0.5627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5472    0.7844   -1.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1506    1.9015   -2.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1575    2.0343   -3.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5721    1.0444   -4.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5461    1.2163   -5.6613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0085   -0.0949   -3.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4426   -1.0076   -4.5744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3796   -2.0432   -4.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685   -0.2195   -2.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3300   -1.3714   -1.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9133   -2.3373   -2.2734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8805   -3.3773    6.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1991   -2.8155    6.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5348   -1.6380    6.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7904   -0.5054    4.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4812   -1.6975    4.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -3.2320    2.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0084   -3.1875   -0.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9023    1.1129    3.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3833   -0.5351    4.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0670   -0.1584    2.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6042    2.6823   -1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6019    2.9073   -4.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9644    0.5133   -6.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8760   -2.4490   -4.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1296   -1.6701   -5.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8294   -2.8546   -5.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  2  0
  6  5  1  0
 15 14  1  0
  5  4  2  0
 14 22  2  0
  4  9  1  0
  9  8  2  0
 19 17  2  0
 17 18  1  0
 14 12  1  0
 19 20  1  0
 22 23  1  0
 20 21  1  0
 23  7  1  0
 12 13  2  0
  8 12  1  0
 23 24  2  0
  9 10  1  0
 17 16  1  0
 10 11  1  0
  8  7  1  0
  4  3  1  0
 22 19  1  0
  3  2  1  0
  7  6  2  0
  2  1  1  0
 16 36  1  0
 15 35  1  0
  6 31  1  0
  5 30  1  0
 18 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
  3 28  1  0
  3 29  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
M  END


  Mrv1652306202101283D          

 40 42  0  0  0  0            999 V2000
   -1.2365   -2.5761    6.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3986   -2.4899    4.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5754   -1.4673    4.1006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8239   -1.4224    2.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2718   -2.4253    1.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4532   -2.4005    0.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1895   -1.3686   -0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7710   -0.3706    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6043   -0.4174    2.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1204    0.5647    2.8185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4356    0.2124    3.2596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5444    0.7023   -0.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1982    1.5278    0.5627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5472    0.7844   -1.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1506    1.9015   -2.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1575    2.0343   -3.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5721    1.0444   -4.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5461    1.2163   -5.6613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0085   -0.0949   -3.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4426   -1.0076   -4.5744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3796   -2.0432   -4.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685   -0.2195   -2.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3300   -1.3714   -1.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9133   -2.3373   -2.2734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8805   -3.3773    6.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1991   -2.8155    6.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5348   -1.6380    6.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7904   -0.5054    4.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4812   -1.6975    4.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -3.2320    2.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0084   -3.1875   -0.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9023    1.1129    3.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3833   -0.5351    4.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0670   -0.1584    2.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6042    2.6823   -1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6019    2.9073   -4.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9644    0.5133   -6.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8760   -2.4490   -4.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1296   -1.6701   -5.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8294   -2.8546   -5.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  2  0  0  0  0
  6  5  1  0  0  0  0
 15 14  1  0  0  0  0
  5  4  2  0  0  0  0
 14 22  2  0  0  0  0
  4  9  1  0  0  0  0
  9  8  2  0  0  0  0
 19 17  2  0  0  0  0
 17 18  1  0  0  0  0
 14 12  1  0  0  0  0
 19 20  1  0  0  0  0
 22 23  1  0  0  0  0
 20 21  1  0  0  0  0
 23  7  1  0  0  0  0
 12 13  2  0  0  0  0
  8 12  1  0  0  0  0
 23 24  2  0  0  0  0
  9 10  1  0  0  0  0
 17 16  1  0  0  0  0
 10 11  1  0  0  0  0
  8  7  1  0  0  0  0
  4  3  1  0  0  0  0
 22 19  1  0  0  0  0
  3  2  1  0  0  0  0
  7  6  2  0  0  0  0
  2  1  1  0  0  0  0
 16 36  1  0  0  0  0
 15 35  1  0  0  0  0
  6 31  1  0  0  0  0
  5 30  1  0  0  0  0
 18 37  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
 21 40  1  0  0  0  0
 11 32  1  0  0  0  0
 11 33  1  0  0  0  0
 11 34  1  0  0  0  0
  3 28  1  0  0  0  0
  3 29  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138368

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C2=C(C([H])=C1[H])C(=O)C1=C(OC([H])([H])[H])C(=C([H])C([H])=C1C2=O)C([H])([H])OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O6/c1-22-8-9-4-5-10-13(17(9)23-2)15(20)11-6-7-12(19)18(24-3)14(11)16(10)21/h4-7,19H,8H2,1-3H3

> <INCHI_KEY>
HEVJQUHAJKODII-UHFFFAOYSA-N

> <FORMULA>
C18H16O6

> <MOLECULAR_WEIGHT>
328.32

> <EXACT_MASS>
328.094688235

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
33.73752449174881

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-1,5-dimethoxy-6-(methoxymethyl)-9,10-dihydroanthracene-9,10-dione

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
2.1755749579999994

> <ALOGPS_LOGS>
-4.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.852659767827071

> <JCHEM_PKA_STRONGEST_BASIC>
-4.011148484698482

> <JCHEM_POLAR_SURFACE_AREA>
82.06

> <JCHEM_REFRACTIVITY>
87.62539999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-1,5-dimethoxy-6-(methoxymethyl)anthracene-9,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
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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      -1.236  -2.576   6.068  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.399  -2.490   4.659  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.575  -1.467   4.101  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.824  -1.422   2.614  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.272  -2.425   1.807  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.453  -2.401   0.426  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.190  -1.369  -0.173  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.771  -0.371   0.610  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.604  -0.417   2.010  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.120   0.565   2.818  0.00  0.00           O+0
HETATM   11  C   UNK     0      -3.436   0.212   3.260  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.544   0.702  -0.064  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.198   1.528   0.563  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.547   0.784  -1.540  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.151   1.902  -2.147  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.158   2.034  -3.533  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.572   1.044  -4.306  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.546   1.216  -5.661  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.009  -0.095  -3.720  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.443  -1.008  -4.574  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.380  -2.043  -4.891  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.968  -0.220  -2.321  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.330  -1.371  -1.645  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.913  -2.337  -2.273  0.00  0.00           O+0
HETATM   25  H   UNK     0      -1.881  -3.377   6.440  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.199  -2.816   6.321  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.535  -1.638   6.546  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.790  -0.505   4.579  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.481  -1.698   4.287  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.306  -3.232   2.256  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.008  -3.188  -0.182  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.902   1.113   3.670  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.383  -0.535   4.057  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.067  -0.158   2.445  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.604   2.682  -1.538  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.602   2.907  -4.003  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.964   0.513  -6.010  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.876  -2.449  -4.003  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.130  -1.670  -5.596  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.829  -2.855  -5.377  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    3    1                                                       
CONECT    3    4    2   28   29                                             
CONECT    4    5    9    3                                                  
CONECT    5    6    4   30                                                  
CONECT    6    5    7   31                                                  
CONECT    7   23    8    6                                                  
CONECT    8    9   12    7                                                  
CONECT    9    4    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   32   33   34                                             
CONECT   12   14   13    8                                                  
CONECT   13   12                                                            
CONECT   14   15   22   12                                                  
CONECT   15   16   14   35                                                  
CONECT   16   15   17   36                                                  
CONECT   17   19   18   16                                                  
CONECT   18   17   37                                                       
CONECT   19   17   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   38   39   40                                             
CONECT   22   14   23   19                                                  
CONECT   23   22    7   24                                                  
CONECT   24   23                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    3                                                            
CONECT   29    3                                                            
CONECT   30    5                                                            
CONECT   31    6                                                            
CONECT   32   11                                                            
CONECT   33   11                                                            
CONECT   34   11                                                            
CONECT   35   15                                                            
CONECT   36   16                                                            
CONECT   37   18                                                            
CONECT   38   21                                                            
CONECT   39   21                                                            
CONECT   40   21                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

RDKit          3D

40 42  0  0  0  0  0  0  0  0999 V2000
   -1.2365   -2.5761    6.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8239   -1.4224    2.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2718   -2.4253    1.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4532   -2.4005    0.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1575    2.0343   -3.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5721    1.0444   -4.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5461    1.2163   -5.6613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0085   -0.0949   -3.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4426   -1.0076   -4.5744 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4812   -1.6975    4.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -3.2320    2.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3833   -0.5351    4.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0670   -0.1584    2.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1 27  1  0
M  END

View in JSmol

Synonyms

Value	Source
1,5,15-Trimethylmorindol	MeSH

Chemical Formula

C₁₈H₁₆O₆

Average Mass

328.3200 Da

Monoisotopic Mass

328.09469 Da

IUPAC Name

2-hydroxy-1,5-dimethoxy-6-(methoxymethyl)-9,10-dihydroanthracene-9,10-dione

Traditional Name

2-hydroxy-1,5-dimethoxy-6-(methoxymethyl)anthracene-9,10-dione

CAS Registry Number

942609-65-6

SMILES

[H]OC1=C(OC([H])([H])[H])C2=C(C([H])=C1[H])C(=O)C1=C(OC([H])([H])[H])C(=C([H])C([H])=C1C2=O)C([H])([H])OC([H])([H])[H]

InChI Identifier

InChI=1S/C18H16O6/c1-22-8-9-4-5-10-13(17(9)23-2)15(20)11-6-7-12(19)18(24-3)14(11)16(10)21/h4-7,19H,8H2,1-3H3

InChI Key

HEVJQUHAJKODII-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Hydroxyanthraquinones

Alternative Parents

Substituents

Hydroxyanthraquinone
Aryl ketone
Phenol ether
Anisole
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Ketone
Ether
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	2.18	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	7.85	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	87.63 m³·mol⁻¹	ChemAxon
Polarizability	33.74 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

17332057

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

Not Available

Showing NP-Card for 1,5,15-Tri-O-methylmorindol (NP0138368)

MOL for NP0138368 (1,5,15-Tri-O-methylmorindol)

3D MOL for NP0138368 (1,5,15-Tri-O-methylmorindol)

3D SDF for NP0138368 (1,5,15-Tri-O-methylmorindol)

3D-SDF for NP0138368 (1,5,15-Tri-O-methylmorindol)

PDB for NP0138368 (1,5,15-Tri-O-methylmorindol)

3D PDB for NP0138368 (1,5,15-Tri-O-methylmorindol)

SMILES for NP0138368 (1,5,15-Tri-O-methylmorindol)

INCHI for NP0138368 (1,5,15-Tri-O-methylmorindol)

Structure for NP0138368 (1,5,15-Tri-O-methylmorindol)

3D Structure for NP0138368 (1,5,15-Tri-O-methylmorindol)