NP-MRD: Showing NP-Card for 4,4a,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2s,3s,4s,5r,6r)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-4h-tetracene-1,5,12-trione (NP0221804)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 23:28:07 UTC

Updated at

2022-09-05 23:28:07 UTC

NP-MRD ID

NP0221804

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,4a,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2s,3s,4s,5r,6r)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-4h-tetracene-1,5,12-trione

Description

4,4A,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2S,3S,4S,5R,6R)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-1,4,4a,5,12,12a-hexahydrotetracene-1,5,12-trione belongs to the class of organic compounds known as tetracenequinones. These are polyaromatic hydrocarbon derivatives containing a tetracyclic cycle made up of four linearly fused benzene rings, one of which bears two ketone groups at position 1 and 4. Based on a literature review very few articles have been published on 4,4a,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2S,3S,4S,5R,6R)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-1,4,4a,5,12,12a-hexahydrotetracene-1,5,12-trione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062201282D          

 42 46  0  0  1  0            999 V2000
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   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   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 O   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
    5.0013   -2.8875    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
    6.4302   -2.8875    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
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0026   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4315   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 O   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   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 O   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
    2.8579   -1.6500    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 18 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 16 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 14 34  1  0  0  0  0
 34 35  2  0  0  0  0
 11 35  1  0  0  0  0
 35 36  1  0  0  0  0
 12 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
  7 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
  3 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END

     RDKit          3D

 74 78  0  0  0  0  0  0  0  0999 V2000
    9.0108   -3.2421   -0.7145 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8870   -2.0464   -1.4610 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9619   -1.0641   -1.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3469    0.1437   -0.7736 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2575    1.1019   -0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4790    2.3312   -0.7608 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9627    0.6773    0.0953 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8720    1.1747    1.3871 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7965    1.2571   -0.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9377    2.1378   -1.5350 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4545    0.7746   -0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3398   -0.5499    0.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0778   -1.0202    0.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9573   -0.1730    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2828   -0.6901    0.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4514    0.0763    0.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6666   -0.5056    0.6435 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8778    0.1179    0.5926 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5426    0.1794    1.8244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6479    1.0245    1.7596 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2686    1.2548    3.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6210    0.5291    0.7415 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8100    1.4949   -0.2337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1342    1.9527   -0.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1749   -0.7397    0.0524 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1547   -1.8239    0.9262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9868   -2.8555    0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7585   -0.5651   -0.4527 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1523   -1.7786   -0.7276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7193   -1.8903   -2.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2557    1.3772   -0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0069    1.9260   -0.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1127    3.3465   -0.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0909    1.1404   -0.2174 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3655    1.6227   -0.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552    2.9230   -0.8624 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5305   -1.3610    0.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4062   -2.6125    0.2835 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8939   -0.8303    0.0606 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6737   -1.2961    1.1383 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4960   -1.2832   -1.2546 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9569   -0.4435   -2.2490 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0795   -3.8453   -0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2988   -3.0744    0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7914   -3.8699   -1.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3752    0.4106   -0.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9473    1.0685    1.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9389   -2.0501    0.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3564   -1.7146    0.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7908    1.1711    0.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2502    2.0034    1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6730    2.0238    3.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2956    1.6777    2.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2955    0.3429    3.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6145    0.3833    1.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8466    1.1418   -0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4397    2.4279    0.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1977    2.6985   -1.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8521   -0.8902   -0.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0422   -2.5056    0.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9616   -3.6189    1.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6507   -3.3636   -0.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7608    0.0517   -1.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2538   -2.8856   -2.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4750   -1.6546   -2.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8946   -1.1282   -2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1287    2.0330   -0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4421    3.4761   -1.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9464    3.7524   -0.7576 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6204    3.9920   -0.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2769    3.4087   -1.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2301   -0.5737    1.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2403   -2.3328   -1.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6740   -0.3483   -2.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 22  1  0
 22 20  1  0
 20 21  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 11  2  0
 11 35  1  0
 35 36  1  0
 35 34  2  0
 34 32  1  0
 32 33  1  0
 32 31  2  0
 11  9  1  0
  9 10  2  0
  9  7  1  0
  7  8  1  1
  7  5  1  0
  5  6  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  1  0
  3 41  1  0
 41 42  1  0
 41 39  1  0
 39 40  1  1
 39 37  1  0
 37 38  2  0
 18 28  1  0
 28 29  1  0
 29 30  1  0
 28 25  1  0
 25 26  1  0
 26 27  1  0
 25 22  1  0
 31 16  1  0
 39  7  1  0
 34 14  1  0
 37 12  1  0
 24 56  1  0
 24 57  1  0
 24 58  1  0
 22 55  1  1
 20 51  1  6
 21 52  1  0
 21 53  1  0
 21 54  1  0
 18 50  1  6
 15 49  1  0
 13 48  1  0
 36 71  1  0
 33 68  1  0
 33 69  1  0
 33 70  1  0
 31 67  1  0
  8 47  1  0
  4 46  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
 41 73  1  6
 42 74  1  0
 40 72  1  0
 28 63  1  6
 30 64  1  0
 30 65  1  0
 30 66  1  0
 25 59  1  6
 27 60  1  0
 27 61  1  0
 27 62  1  0
M  END


  Mrv1652309062201282D          

 42 46  0  0  1  0            999 V2000
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   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   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 O   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
    5.0013   -2.8875    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
    6.4302   -2.8875    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
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0026   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4315   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 O   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   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 O   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
    2.8579   -1.6500    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 18 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 16 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 14 34  1  0  0  0  0
 34 35  2  0  0  0  0
 11 35  1  0  0  0  0
 35 36  1  0  0  0  0
 12 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
  7 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
  3 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221804

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]1[C@@H](C)O[C@@H](OC2=CC3=CC4=C(C(O)=C3C(C)=C2)C(=O)C2(O)C(=O)C=C(OC)C(O)C2(O)C4=O)[C@@H](OC)[C@H]1OC

> <INCHI_IDENTIFIER>
InChI=1S/C29H32O13/c1-11-7-14(42-27-23(40-6)22(39-5)21(38-4)12(2)41-27)8-13-9-15-19(20(31)18(11)13)26(34)28(35)17(30)10-16(37-3)25(33)29(28,36)24(15)32/h7-10,12,21-23,25,27,31,33,35-36H,1-6H3/t12-,21-,22+,23+,25?,27+,28?,29?/m1/s1

> <INCHI_KEY>
YJAVYCWOHQXQFR-BDEZBQFBSA-N

> <FORMULA>
C29H32O13

> <MOLECULAR_WEIGHT>
588.562

> <EXACT_MASS>
588.18429109

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
59.48207002348052

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,4a,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2S,3S,4S,5R,6R)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-1,4,4a,5,12,12a-hexahydrotetracene-1,5,12-trione

> <JCHEM_LOGP>
1.4167038713333342

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.836212489012789

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.7866163701360485

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6889036619647375

> <JCHEM_POLAR_SURFACE_AREA>
187.51

> <JCHEM_REFRACTIVITY>
144.25300000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
4,4a,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2S,3S,4S,5R,6R)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-4H-tetracene-1,5,12-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.668  -8.470   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -5.390   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      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      16.004  -4.620   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      17.338  -5.390   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      18.672  -4.620   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      20.005  -5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.339  -4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.005  -6.930   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      21.339  -7.700   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      22.673  -6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      18.672  -7.700   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      18.672  -9.240   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      17.338  -6.930   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      16.004  -7.700   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      10.669  -9.240   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       6.668  -3.850   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   41                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9   39                                             
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   35                                                  
CONECT   12   11   13   37                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   34                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   31                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   28                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   18   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   16   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   14   35                                                  
CONECT   35   34   11   36                                                  
CONECT   36   35                                                            
CONECT   37   12   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37    7   40   41                                             
CONECT   40   39                                                            
CONECT   41   39    3   42                                                  
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₂O₁₃

Average Mass

588.5620 Da

Monoisotopic Mass

588.18429 Da

IUPAC Name

4,4a,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2S,3S,4S,5R,6R)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-1,4,4a,5,12,12a-hexahydrotetracene-1,5,12-trione

Traditional Name

4,4a,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2S,3S,4S,5R,6R)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-4H-tetracene-1,5,12-trione

CAS Registry Number

Not Available

SMILES

CO[C@@H]1[C@@H](C)O[C@@H](OC2=CC3=CC4=C(C(O)=C3C(C)=C2)C(=O)C2(O)C(=O)C=C(OC)C(O)C2(O)C4=O)[C@@H](OC)[C@H]1OC

InChI Identifier

InChI=1S/C29H32O13/c1-11-7-14(42-27-23(40-6)22(39-5)21(38-4)12(2)41-27)8-13-9-15-19(20(31)18(11)13)26(34)28(35)17(30)10-16(37-3)25(33)29(28,36)24(15)32/h7-10,12,21-23,25,27,31,33,35-36H,1-6H3/t12-,21-,22+,23+,25?,27+,28?,29?/m1/s1

InChI Key

YJAVYCWOHQXQFR-BDEZBQFBSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracenequinones. These are polyaromatic hydrocarbon derivatives containing a tetracyclic cycle made up of four linearly fused benzene rings, one of which bears two ketone groups at position 1 and 4.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Tetracenequinone
1,4-anthraquinone
9,10-anthraquinone
Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
1-naphthol
Glycosyl compound
Tetralin
Naphthalene
Aryl alkyl ketone
Aryl ketone
Quinone
1-hydroxy-4-unsubstituted benzenoid
Cyclohexenone
Oxane
Monosaccharide
Vinylogous ester
Vinylogous acid
Tertiary alcohol
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Dialkyl ether
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	1.42	ChemAxon
pKa (Strongest Acidic)	7.79	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	187.51 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	144.25 m³·mol⁻¹	ChemAxon
Polarizability	59.48 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146682611

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,4a,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2s,3s,4s,5r,6r)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-4h-tetracene-1,5,12-trione (NP0221804)

MOL for NP0221804 (4,4a,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2s,3s,4s,5r,6r)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-4h-tetracene-1,5,12-trione)

3D MOL for NP0221804 (4,4a,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2s,3s,4s,5r,6r)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-4h-tetracene-1,5,12-trione)

3D SDF for NP0221804 (4,4a,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2s,3s,4s,5r,6r)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-4h-tetracene-1,5,12-trione)

3D-SDF for NP0221804 (4,4a,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2s,3s,4s,5r,6r)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-4h-tetracene-1,5,12-trione)

PDB for NP0221804 (4,4a,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2s,3s,4s,5r,6r)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-4h-tetracene-1,5,12-trione)

3D PDB for NP0221804 (4,4a,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2s,3s,4s,5r,6r)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-4h-tetracene-1,5,12-trione)

SMILES for NP0221804 (4,4a,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2s,3s,4s,5r,6r)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-4h-tetracene-1,5,12-trione)

INCHI for NP0221804 (4,4a,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2s,3s,4s,5r,6r)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-4h-tetracene-1,5,12-trione)

Structure for NP0221804 (4,4a,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2s,3s,4s,5r,6r)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-4h-tetracene-1,5,12-trione)

3D Structure for NP0221804 (4,4a,11,12a-tetrahydroxy-3-methoxy-10-methyl-8-{[(2s,3s,4s,5r,6r)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-4h-tetracene-1,5,12-trione)