NP-MRD: Showing NP-Card for (2s,2's)-2,2',5,5',10,10'-hexahydroxy-7,7'-dimethoxy-2,2',6,6'-tetramethyl-1h,1'h,3h,3'h-[9,9'-bianthracene]-4,4'-dione (NP0246681)

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Record Information

Version

2.0

Created at

2022-09-07 08:13:55 UTC

Updated at

2022-09-07 08:13:55 UTC

NP-MRD ID

NP0246681

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,2's)-2,2',5,5',10,10'-hexahydroxy-7,7'-dimethoxy-2,2',6,6'-tetramethyl-1h,1'h,3h,3'h-[9,9'-bianthracene]-4,4'-dione

Description

Singueanol I belongs to the class of organic compounds known as arylnaphthalene lignans. These are lignans containing the arylnaphthalene skeleton, especially 9-(2H-1,3-benzodioxol-5-yl)-1H,3H-naphtho[2,3-c]furan-1-one or a derivative thereof. Arylnaphthalene lignans occur in nature and exhibit diverse biological activities. (2s,2's)-2,2',5,5',10,10'-hexahydroxy-7,7'-dimethoxy-2,2',6,6'-tetramethyl-1h,1'h,3h,3'h-[9,9'-bianthracene]-4,4'-dione is found in Senna occidentalis. Based on a literature review very few articles have been published on Singueanol I.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072210132D          

 44 49  0  0  1  0            999 V2000
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7599    1.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2902    0.4623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6716   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1413    0.3627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
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  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
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 31 33  1  0  0  0  0
  5 33  1  0  0  0  0
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 34 35  1  0  0  0  0
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  3 36  2  0  0  0  0
 36 37  1  0  0  0  0
 30 38  1  0  0  0  0
 38 39  2  0  0  0  0
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 41 42  1  1  0  0  0
 41 43  1  6  0  0  0
 41 44  1  0  0  0  0
 29 44  1  0  0  0  0
M  END

     RDKit          3D

 78 83  0  0  0  0  0  0  0  0999 V2000
    0.1171   -3.1410   -3.8049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4105   -2.5761   -3.8487 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8777   -1.6741   -2.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6072   -0.3279   -0.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7730    0.0635    0.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5667   -0.4907    0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8837   -1.6303    0.9071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1938   -2.0671    0.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2173   -1.4071    0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5157   -1.8440    0.3191 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3824   -4.0916    1.2928 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0310   -2.3298    4.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5694   -4.2670    2.9143 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5297    1.4328    0.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6709   -0.2759   -2.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4350    1.4092    2.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309072210132D          

 44 49  0  0  1  0            999 V2000
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7599    1.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2902    0.4623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6716   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1413    0.3627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  2  0  0  0  0
 20 21  1  0  0  0  0
  7 21  2  0  0  0  0
 12 21  1  0  0  0  0
  9 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  6  0  0  0
 25 28  1  0  0  0  0
  8 28  1  0  0  0  0
  6 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
  5 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
  3 36  2  0  0  0  0
 36 37  1  0  0  0  0
 30 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  1  0  0  0
 41 43  1  6  0  0  0
 41 44  1  0  0  0  0
 29 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0246681

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C3=C(C(=O)C[C@@](C)(O)C3)C(O)=C2C(O)=C1C)C1=C2C[C@](C)(O)CC(=O)C2=C(O)C2=C(O)C(C)=C(OC)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C34H34O10/c1-13-21(43-5)7-15-23(17-9-33(3,41)11-19(35)25(17)31(39)27(15)29(13)37)24-16-8-22(44-6)14(2)30(38)28(16)32(40)26-18(24)10-34(4,42)12-20(26)36/h7-8,37-42H,9-12H2,1-6H3/t33-,34-/m0/s1

> <INCHI_KEY>
LZBVDXHYLXHJGU-HEVIKAOCSA-N

> <FORMULA>
C34H34O10

> <MOLECULAR_WEIGHT>
602.636

> <EXACT_MASS>
602.215197295

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
62.89930482266162

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,2'S)-2,2',5,5',10,10'-hexahydroxy-7,7'-dimethoxy-2,2',6,6'-tetramethyl-1H,1'H,2H,2'H,3H,3'H,4H,4'H-[9,9'-bianthracene]-4,4'-dione

> <JCHEM_LOGP>
5.111952559333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.19527552750285

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.582356994440374

> <JCHEM_PKA_STRONGEST_BASIC>
-2.940288990401773

> <JCHEM_POLAR_SURFACE_AREA>
173.98

> <JCHEM_REFRACTIVITY>
163.8718

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,2'S)-2,2',5,5',10,10'-hexahydroxy-7,7'-dimethoxy-2,2',6,6'-tetramethyl-1H,1'H,3H,3'H-[9,9'-bianthracene]-4,4'-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.669   6.160   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      13.337   6.160   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      14.670   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.670   2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      16.004   1.540   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.152   2.577   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.142   0.863   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      13.337  -4.620   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      16.187  -1.037   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      15.197   0.677   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   36                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   33                                                  
CONECT    6    5    7   29                                                  
CONECT    7    6    8   21                                                  
CONECT    8    7    9   28                                                  
CONECT    9    8   10   22                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   21                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21                                                       
CONECT   21   20    7   12                                                  
CONECT   22    9   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25    8                                                       
CONECT   29    6   30   44                                                  
CONECT   30   29   31   38                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31    5   34                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34    3   37                                                  
CONECT   37   36                                                            
CONECT   38   30   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   42   43   44                                             
CONECT   42   41                                                            
CONECT   43   41                                                            
CONECT   44   41   29                                                       
MASTER        0    0    0    0    0    0    0    0   44    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₃₄O₁₀

Average Mass

602.6360 Da

Monoisotopic Mass

602.21520 Da

IUPAC Name

(2S,2'S)-2,2',5,5',10,10'-hexahydroxy-7,7'-dimethoxy-2,2',6,6'-tetramethyl-1H,1'H,2H,2'H,3H,3'H,4H,4'H-[9,9'-bianthracene]-4,4'-dione

Traditional Name

(2S,2'S)-2,2',5,5',10,10'-hexahydroxy-7,7'-dimethoxy-2,2',6,6'-tetramethyl-1H,1'H,3H,3'H-[9,9'-bianthracene]-4,4'-dione

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C3=C(C(=O)C[C@@](C)(O)C3)C(O)=C2C(O)=C1C)C1=C2C[C@](C)(O)CC(=O)C2=C(O)C2=C(O)C(C)=C(OC)C=C12

InChI Identifier

InChI=1S/C34H34O10/c1-13-21(43-5)7-15-23(17-9-33(3,41)11-19(35)25(17)31(39)27(15)29(13)37)24-16-8-22(44-6)14(2)30(38)28(16)32(40)26-18(24)10-34(4,42)12-20(26)36/h7-8,37-42H,9-12H2,1-6H3/t33-,34-/m0/s1

InChI Key

LZBVDXHYLXHJGU-HEVIKAOCSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Senna occidentalis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as arylnaphthalene lignans. These are lignans containing the arylnaphthalene skeleton, especially 9-(2H-1,3-benzodioxol-5-yl)-1H,3H-naphtho[2,3-c]furan-1-one or a derivative thereof. Arylnaphthalene lignans occur in nature and exhibit diverse biological activities.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Arylnaphthalene lignans

Sub Class

Not Available

Direct Parent

Arylnaphthalene lignans

Alternative Parents

Substituents

Arylnaphthalene lignan skeleton
Anthracene
Biphenol
1-naphthol
Tetralin
Anisole
Phenol ether
Aryl ketone
Aryl alkyl ketone
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Tertiary alcohol
Vinylogous acid
Ketone
Polyol
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
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	5.11	ChemAxon
pKa (Strongest Acidic)	7.58	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	173.98 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	163.87 m³·mol⁻¹	ChemAxon
Polarizability	62.9 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

10391692

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21769372

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,2's)-2,2',5,5',10,10'-hexahydroxy-7,7'-dimethoxy-2,2',6,6'-tetramethyl-1h,1'h,3h,3'h-[9,9'-bianthracene]-4,4'-dione (NP0246681)

MOL for NP0246681 ((2s,2's)-2,2',5,5',10,10'-hexahydroxy-7,7'-dimethoxy-2,2',6,6'-tetramethyl-1h,1'h,3h,3'h-[9,9'-bianthracene]-4,4'-dione)

3D MOL for NP0246681 ((2s,2's)-2,2',5,5',10,10'-hexahydroxy-7,7'-dimethoxy-2,2',6,6'-tetramethyl-1h,1'h,3h,3'h-[9,9'-bianthracene]-4,4'-dione)

3D SDF for NP0246681 ((2s,2's)-2,2',5,5',10,10'-hexahydroxy-7,7'-dimethoxy-2,2',6,6'-tetramethyl-1h,1'h,3h,3'h-[9,9'-bianthracene]-4,4'-dione)

3D-SDF for NP0246681 ((2s,2's)-2,2',5,5',10,10'-hexahydroxy-7,7'-dimethoxy-2,2',6,6'-tetramethyl-1h,1'h,3h,3'h-[9,9'-bianthracene]-4,4'-dione)

PDB for NP0246681 ((2s,2's)-2,2',5,5',10,10'-hexahydroxy-7,7'-dimethoxy-2,2',6,6'-tetramethyl-1h,1'h,3h,3'h-[9,9'-bianthracene]-4,4'-dione)

3D PDB for NP0246681 ((2s,2's)-2,2',5,5',10,10'-hexahydroxy-7,7'-dimethoxy-2,2',6,6'-tetramethyl-1h,1'h,3h,3'h-[9,9'-bianthracene]-4,4'-dione)

SMILES for NP0246681 ((2s,2's)-2,2',5,5',10,10'-hexahydroxy-7,7'-dimethoxy-2,2',6,6'-tetramethyl-1h,1'h,3h,3'h-[9,9'-bianthracene]-4,4'-dione)

INCHI for NP0246681 ((2s,2's)-2,2',5,5',10,10'-hexahydroxy-7,7'-dimethoxy-2,2',6,6'-tetramethyl-1h,1'h,3h,3'h-[9,9'-bianthracene]-4,4'-dione)

Structure for NP0246681 ((2s,2's)-2,2',5,5',10,10'-hexahydroxy-7,7'-dimethoxy-2,2',6,6'-tetramethyl-1h,1'h,3h,3'h-[9,9'-bianthracene]-4,4'-dione)

3D Structure for NP0246681 ((2s,2's)-2,2',5,5',10,10'-hexahydroxy-7,7'-dimethoxy-2,2',6,6'-tetramethyl-1h,1'h,3h,3'h-[9,9'-bianthracene]-4,4'-dione)