NP-MRD: Showing NP-Card for 4,4',5,5'-tetrahydroxy-2,2'-bis(hydroxymethyl)-9h,9'h-[9,9'-bianthracene]-10,10'-dione (NP0209326)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 06:41:28 UTC

Updated at

2022-09-05 06:41:28 UTC

NP-MRD ID

NP0209326

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,4',5,5'-tetrahydroxy-2,2'-bis(hydroxymethyl)-9h,9'h-[9,9'-bianthracene]-10,10'-dione

Description

4,4',5,5'-Tetrahydroxy-2,2'-bis(hydroxymethyl)-9H,9'H,10H,10'H-[9,9'-bianthracene]-10,10'-dione belongs to the class of organic compounds known as anthracenes. These are organic compounds containing a system of three linearly fused benzene rings. 4,4',5,5'-tetrahydroxy-2,2'-bis(hydroxymethyl)-9h,9'h-[9,9'-bianthracene]-10,10'-dione is found in Senna alexandrina. 4,4',5,5'-Tetrahydroxy-2,2'-bis(hydroxymethyl)-9H,9'H,10H,10'H-[9,9'-bianthracene]-10,10'-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652310091712322D          

 38 43  0  0  0  0            999 V2000
    1.4289    2.4750    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
    2.1434    2.0625    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
    1.4289    3.3000    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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   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
    0.7145    1.2375    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   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
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    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
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   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  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    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
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   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
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
 13  7  2  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14  8  2  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15  3  1  0  0  0  0
 16  4  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 19  5  2  0  0  0  0
 20  6  2  0  0  0  0
 21  9  2  0  0  0  0
 22 10  2  0  0  0  0
 23 15  1  0  0  0  0
 23 17  1  0  0  0  0
 24 16  1  0  0  0  0
 24 18  1  0  0  0  0
 24 23  1  0  0  0  0
 25 15  2  0  0  0  0
 25 19  1  0  0  0  0
 26 16  2  0  0  0  0
 26 20  1  0  0  0  0
 27 17  2  0  0  0  0
 27 21  1  0  0  0  0
 28 18  2  0  0  0  0
 28 22  1  0  0  0  0
 29 25  1  0  0  0  0
 29 27  1  0  0  0  0
 30 26  1  0  0  0  0
 30 28  1  0  0  0  0
 31 11  1  0  0  0  0
 32 12  1  0  0  0  0
 33 19  1  0  0  0  0
 34 20  1  0  0  0  0
 35 21  1  0  0  0  0
 36 22  1  0  0  0  0
 37 29  2  0  0  0  0
 38 30  2  0  0  0  0
M  END

     RDKit          3D

 60 65  0  0  0  0  0  0  0  0999 V2000
    3.4748   -2.8337    0.2098 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6706   -1.9105   -0.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3747   -2.3432   -0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1507   -3.6922   -0.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1110   -4.6392   -0.4502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0401   -4.1433   -1.3476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9755   -3.2273   -1.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7412   -1.8557   -1.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4348   -1.4014   -0.9319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6055    0.0629   -0.7185 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4277    0.6598    0.1967 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5120    0.0535    1.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5554   -0.0585    2.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4637   -0.6690    3.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7222   -1.2065    4.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7945   -1.1135    3.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9920   -1.6548    3.6909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6939   -0.5083    2.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9304   -0.3623    1.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9978   -0.8800    1.7315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8899    0.3568    0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1049    0.5436   -0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3016    0.0425   -0.2504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0962    1.3053   -1.8433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9480    1.8468   -2.3301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9361    2.6563   -3.5869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2196    2.7190   -4.0819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7979    1.6253   -1.6281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7165    0.8862   -0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9757    0.3870   -0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2558    1.7357   -0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4825    2.2046    0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7516    3.6764    0.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0437    3.8797    0.8147 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4450    1.3063    0.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1660   -0.0755    0.5154 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1721   -0.9159    0.8719 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9489   -0.5144    0.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9611   -5.6139   -0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2001   -5.2124   -1.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9060   -3.5834   -2.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5570   -1.2309   -1.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635    0.4958   -1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0365    1.7249    0.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5161    0.3522    2.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3171   -0.7497    4.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8216   -1.6932    5.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1125   -2.1030    4.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6006   -0.4882    0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0413    1.4524   -2.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4544    3.6344   -3.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3229    2.1143   -4.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4797    1.9155   -4.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8804    2.0465   -1.9995 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5408    2.5267   -0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9976    4.1817    0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6703    4.0837   -0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0011    4.4780    1.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4151    1.5997    0.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1858   -1.8738    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
 34 33  1  0
 33 32  1  0
 32 31  2  0
 31 30  1  0
 30 38  2  0
 38 36  1  0
 36 37  1  0
 36 35  2  0
 38  2  1  0
  2  1  2  0
  2  3  1  0
  3  9  2  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6  4  2  0
  4  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 18  1  0
 18 16  2  0
 16 17  1  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 29  2  0
 29 28  1  0
 28 25  2  0
 25 26  1  0
 26 27  1  0
 25 24  1  0
 24 22  2  0
 22 23  1  0
 35 32  1  0
  4  3  1  0
 29 11  1  0
 10 30  1  0
 13 12  2  0
 22 21  1  0
 34 58  1  0
 33 56  1  0
 33 57  1  0
 31 55  1  0
 37 60  1  0
 35 59  1  0
  8 42  1  0
  7 41  1  0
  6 40  1  0
  5 39  1  0
 10 43  1  6
 11 44  1  1
 17 48  1  0
 15 47  1  0
 14 46  1  0
 13 45  1  0
 28 54  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 24 50  1  0
 23 49  1  0
M  END


  Mrv1652310091712322D          

 38 43  0  0  0  0            999 V2000
    1.4289    2.4750    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
    2.1434    2.0625    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
    1.4289    3.3000    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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   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
    0.7145    1.2375    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   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
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    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
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   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  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    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
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   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
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
 13  7  2  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14  8  2  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15  3  1  0  0  0  0
 16  4  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 19  5  2  0  0  0  0
 20  6  2  0  0  0  0
 21  9  2  0  0  0  0
 22 10  2  0  0  0  0
 23 15  1  0  0  0  0
 23 17  1  0  0  0  0
 24 16  1  0  0  0  0
 24 18  1  0  0  0  0
 24 23  1  0  0  0  0
 25 15  2  0  0  0  0
 25 19  1  0  0  0  0
 26 16  2  0  0  0  0
 26 20  1  0  0  0  0
 27 17  2  0  0  0  0
 27 21  1  0  0  0  0
 28 18  2  0  0  0  0
 28 22  1  0  0  0  0
 29 25  1  0  0  0  0
 29 27  1  0  0  0  0
 30 26  1  0  0  0  0
 30 28  1  0  0  0  0
 31 11  1  0  0  0  0
 32 12  1  0  0  0  0
 33 19  1  0  0  0  0
 34 20  1  0  0  0  0
 35 21  1  0  0  0  0
 36 22  1  0  0  0  0
 37 29  2  0  0  0  0
 38 30  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0209326

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1=CC2=C(C(O)=C1)C(=O)C1=C(C=CC=C1O)C2C1C2=C(C(O)=CC=C2)C(=O)C2=C1C=C(CO)C=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C30H22O8/c31-11-13-7-17-23(15-3-1-5-19(33)25(15)29(37)27(17)21(35)9-13)24-16-4-2-6-20(34)26(16)30(38)28-18(24)8-14(12-32)10-22(28)36/h1-10,23-24,31-36H,11-12H2

> <INCHI_KEY>
UKTUEGXCIOJVKY-UHFFFAOYSA-N

> <FORMULA>
C30H22O8

> <MOLECULAR_WEIGHT>
510.498

> <EXACT_MASS>
510.131467668

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
50.122763637850205

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,4',5,5'-tetrahydroxy-2,2'-bis(hydroxymethyl)-9H,9'H,10H,10'H-[9,9'-bianthracene]-10,10'-dione

> <ALOGPS_LOGP>
3.55

> <JCHEM_LOGP>
6.174508267333334

> <ALOGPS_LOGS>
-5.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.481033339002975

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.03549197318777

> <JCHEM_PKA_STRONGEST_BASIC>
-2.872149590628317

> <JCHEM_POLAR_SURFACE_AREA>
155.52

> <JCHEM_REFRACTIVITY>
140.2738

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.99e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,4',5,5'-tetrahydroxy-2,2'-bis(hydroxymethyl)-9H,9'H-[9,9'-bianthracene]-10,10'-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-OCT-17         0                                  
HETATM    1  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   6.160   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       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      13.337   4.620   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       4.001   8.470   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       6.668   8.470   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
CONECT    1    3    5                                                       
CONECT    2    4    6                                                       
CONECT    3    1   15                                                       
CONECT    4    2   16                                                       
CONECT    5    1   19                                                       
CONECT    6    2   20                                                       
CONECT    7   13   17                                                       
CONECT    8   14   18                                                       
CONECT    9   13   21                                                       
CONECT   10   14   22                                                       
CONECT   11   13   31                                                       
CONECT   12   14   32                                                       
CONECT   13    7    9   11                                                  
CONECT   14    8   10   12                                                  
CONECT   15    3   23   25                                                  
CONECT   16    4   24   26                                                  
CONECT   17    7   23   27                                                  
CONECT   18    8   24   28                                                  
CONECT   19    5   25   33                                                  
CONECT   20    6   26   34                                                  
CONECT   21    9   27   35                                                  
CONECT   22   10   28   36                                                  
CONECT   23   15   17   24                                                  
CONECT   24   16   18   23                                                  
CONECT   25   15   19   29                                                  
CONECT   26   16   20   30                                                  
CONECT   27   17   21   29                                                  
CONECT   28   18   22   30                                                  
CONECT   29   25   27   37                                                  
CONECT   30   26   28   38                                                  
CONECT   31   11                                                            
CONECT   32   12                                                            
CONECT   33   19                                                            
CONECT   34   20                                                            
CONECT   35   21                                                            
CONECT   36   22                                                            
CONECT   37   29                                                            
CONECT   38   30                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₂₂O₈

Average Mass

510.4980 Da

Monoisotopic Mass

510.13147 Da

IUPAC Name

4,4',5,5'-tetrahydroxy-2,2'-bis(hydroxymethyl)-9H,9'H,10H,10'H-[9,9'-bianthracene]-10,10'-dione

Traditional Name

4,4',5,5'-tetrahydroxy-2,2'-bis(hydroxymethyl)-9H,9'H-[9,9'-bianthracene]-10,10'-dione

CAS Registry Number

Not Available

SMILES

OCC1=CC2=C(C(O)=C1)C(=O)C1=C(C=CC=C1O)C2C1C2=C(C(O)=CC=C2)C(=O)C2=C1C=C(CO)C=C2O

InChI Identifier

InChI=1S/C30H22O8/c31-11-13-7-17-23(15-3-1-5-19(33)25(15)29(37)27(17)21(35)9-13)24-16-4-2-6-20(34)26(16)30(38)28-18(24)8-14(12-32)10-22(28)36/h1-10,23-24,31-36H,11-12H2

InChI Key

UKTUEGXCIOJVKY-UHFFFAOYSA-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 alexandrina	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthracenes. These are organic compounds containing a system of three linearly fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Anthracenes

Sub Class

Not Available

Direct Parent

Anthracenes

Alternative Parents

Substituents

Anthracene
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen 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	3.55	ALOGPS
logP	6.17	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	8.04	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	155.52 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	140.27 m³·mol⁻¹	ChemAxon
Polarizability	50.12 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

HMDB0169229

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

5317615

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,4',5,5'-tetrahydroxy-2,2'-bis(hydroxymethyl)-9h,9'h-[9,9'-bianthracene]-10,10'-dione (NP0209326)

MOL for NP0209326 (4,4',5,5'-tetrahydroxy-2,2'-bis(hydroxymethyl)-9h,9'h-[9,9'-bianthracene]-10,10'-dione)

3D MOL for NP0209326 (4,4',5,5'-tetrahydroxy-2,2'-bis(hydroxymethyl)-9h,9'h-[9,9'-bianthracene]-10,10'-dione)

3D SDF for NP0209326 (4,4',5,5'-tetrahydroxy-2,2'-bis(hydroxymethyl)-9h,9'h-[9,9'-bianthracene]-10,10'-dione)

3D-SDF for NP0209326 (4,4',5,5'-tetrahydroxy-2,2'-bis(hydroxymethyl)-9h,9'h-[9,9'-bianthracene]-10,10'-dione)

PDB for NP0209326 (4,4',5,5'-tetrahydroxy-2,2'-bis(hydroxymethyl)-9h,9'h-[9,9'-bianthracene]-10,10'-dione)

3D PDB for NP0209326 (4,4',5,5'-tetrahydroxy-2,2'-bis(hydroxymethyl)-9h,9'h-[9,9'-bianthracene]-10,10'-dione)

SMILES for NP0209326 (4,4',5,5'-tetrahydroxy-2,2'-bis(hydroxymethyl)-9h,9'h-[9,9'-bianthracene]-10,10'-dione)

INCHI for NP0209326 (4,4',5,5'-tetrahydroxy-2,2'-bis(hydroxymethyl)-9h,9'h-[9,9'-bianthracene]-10,10'-dione)

Structure for NP0209326 (4,4',5,5'-tetrahydroxy-2,2'-bis(hydroxymethyl)-9h,9'h-[9,9'-bianthracene]-10,10'-dione)

3D Structure for NP0209326 (4,4',5,5'-tetrahydroxy-2,2'-bis(hydroxymethyl)-9h,9'h-[9,9'-bianthracene]-10,10'-dione)