NP-MRD: Showing NP-Card for Aloinoside B (NP0084929)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 05:32:38 UTC

Updated at

2022-04-29 05:32:38 UTC

NP-MRD ID

NP0084929

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aloinoside B

Description

ALOINOSIDE B belongs to the class of organic compounds known as anthracenes. These are organic compounds containing a system of three linearly fused benzene rings. Aloinoside B is found in Aloe aculeata, Aloe africana, Aloe cf. perryi, Aloe ferox, Aloe spp. and Aloe vera. Based on a literature review very few articles have been published on ALOINOSIDE B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292207322D          

 42 46  0  0  1  0            999 V2000
    2.1434    2.0625    0.0000 O   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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 H   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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    0.7145    2.0625    0.0000 O   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
    2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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
    2.8579   -0.8250    0.0000 H   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
    4.2868    0.8250    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
    3.5724    2.0625    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  1  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
    7.8592   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   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
    8.5737   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  7 13  1  0  0  0  0
  2 13  1  0  0  0  0
  5 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  6  0  0  0
 18 20  1  1  0  0  0
 20 21  1  0  0  0  0
 17 22  1  6  0  0  0
 16 23  1  1  0  0  0
 15 24  1  6  0  0  0
 14 25  1  6  0  0  0
  4 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 33 32  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 33 38  1  0  0  0  0
 37 39  1  6  0  0  0
 36 40  1  1  0  0  0
 35 41  1  6  0  0  0
 34 42  1  6  0  0  0
M  END

     RDKit          3D

 72 76  0  0  0  0  0  0  0  0999 V2000
    6.3539   -2.0788   -1.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6263   -1.5033   -0.6492 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2727   -1.4738   -0.9781 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5203   -0.7268   -0.0753 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5793   -1.3124    1.1632 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3340   -1.7742    1.5716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3407   -0.6833    1.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4860    0.2773    2.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5460    1.2735    2.6528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6621    2.2654    3.6227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5102    1.3049    1.7355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6621    0.3170    0.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2985   -0.6678    0.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8812    0.3581    0.0191 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3510   -0.6554   -0.9257 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7116   -0.4147   -1.1032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6601   -0.9551   -0.3599 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4469   -0.1049    0.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1297    0.9266   -0.0735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3128   -2.2522    0.3406 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4686   -3.0154    0.4570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4034   -2.9463   -0.6464 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1174   -4.2482   -0.3543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0958   -2.1055   -0.6041 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3458   -2.7637   -1.5927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2684    1.7222   -0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8964    1.9333   -1.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4265    3.1764   -1.8939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3421    4.1925   -0.9854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6981    3.9800    0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6444    5.0183    1.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1471    2.7309    0.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2597    2.5655    1.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1343    3.4342    2.5550 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9176    0.7310   -0.0588 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9319    1.5389   -0.5728 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1523    0.8959   -0.9161 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8528    0.6843   -2.2604 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1753   -0.1088   -0.4302 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4321    0.0907    0.9095 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0847   -1.4201   -2.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4405   -1.9389   -1.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0663   -3.1099   -2.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8592   -2.1103    0.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4759   -0.7720   -0.4415 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967   -2.6052    0.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4640   -2.1996    2.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3170    0.2114    3.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4071    2.2460    4.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2192   -1.3996   -0.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790    0.2331    0.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8717   -0.4850   -1.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4630   -1.3023   -1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2827   -0.7746    0.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9546    0.2545    1.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7970    1.7849    0.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8943   -2.1279    1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8432   -3.1475   -0.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8530   -2.8278   -1.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2996   -4.3908    0.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7384   -2.2967    0.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9254   -2.8866   -2.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9290    1.1352   -2.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9109    3.2843   -2.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7692    5.1676   -1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2969    5.1840    1.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1740    1.0842    0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1485    2.4817   -0.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5196    1.9367   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4581    1.5451   -2.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1028    0.0580   -0.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2065   -0.4379    1.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 15 14  1  0
 14 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 32 33  1  0
 33 34  2  0
 33 11  1  0
 11 12  2  0
 12 13  1  0
 13  7  2  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  2 39  1  0
 39 40  1  0
 39 37  1  0
 37 38  1  0
 37 35  1  0
 35 36  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 24 15  1  0
 12 14  1  0
 35  4  1  0
 32 26  1  0
  9 11  1  0
 15 52  1  6
 17 53  1  6
 18 54  1  0
 18 55  1  0
 19 56  1  0
 20 57  1  1
 21 58  1  0
 22 59  1  6
 23 60  1  0
 24 61  1  1
 25 62  1  0
 14 51  1  1
 27 63  1  0
 28 64  1  0
 29 65  1  0
 31 66  1  0
 13 50  1  0
  6 46  1  0
  6 47  1  0
  4 45  1  6
  2 44  1  1
  1 41  1  0
  1 42  1  0
  1 43  1  0
 39 71  1  6
 40 72  1  0
 37 69  1  6
 38 70  1  0
 35 67  1  1
 36 68  1  0
  8 48  1  0
 10 49  1  0
M  END


  Mrv1652304292207322D          

 42 46  0  0  1  0            999 V2000
    2.1434    2.0625    0.0000 O   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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 H   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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    0.7145    2.0625    0.0000 O   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
    2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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
    2.8579   -0.8250    0.0000 H   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
    4.2868    0.8250    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
    3.5724    2.0625    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  1  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
    7.8592   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   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
    8.5737   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  7 13  1  0  0  0  0
  2 13  1  0  0  0  0
  5 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  6  0  0  0
 18 20  1  1  0  0  0
 20 21  1  0  0  0  0
 17 22  1  6  0  0  0
 16 23  1  1  0  0  0
 15 24  1  6  0  0  0
 14 25  1  6  0  0  0
  4 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 33 32  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 33 38  1  0  0  0  0
 37 39  1  6  0  0  0
 36 40  1  1  0  0  0
 35 41  1  6  0  0  0
 34 42  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0084929

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@]1([H])C2=CC=CC(O)=C2C(=O)C2=C1C=C(CO[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O)C=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C27H32O13/c1-9-19(31)22(34)25(37)27(39-9)38-8-10-5-12-16(26-24(36)23(35)20(32)15(7-28)40-26)11-3-2-4-13(29)17(11)21(33)18(12)14(30)6-10/h2-6,9,15-16,19-20,22-32,34-37H,7-8H2,1H3/t9-,15+,16+,19-,20+,22+,23-,24+,25+,26-,27+/m0/s1

> <INCHI_KEY>
BUPDVJFRVYWYEV-SGAFVUFDSA-N

> <FORMULA>
C27H32O13

> <MOLECULAR_WEIGHT>
564.54

> <EXACT_MASS>
564.18429109

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
55.60347275180445

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(10R)-1,8-dihydroxy-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)-9,10-dihydroanthracen-9-one

> <ALOGPS_LOGP>
-0.76

> <JCHEM_LOGP>
-0.30893595333333423

> <ALOGPS_LOGS>
-2.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.966987449981689

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.305090809389757

> <JCHEM_PKA_STRONGEST_BASIC>
-3.612182587830083

> <JCHEM_POLAR_SURFACE_AREA>
226.82999999999996

> <JCHEM_REFRACTIVITY>
134.66270000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.93e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(10R)-1,8-dihydroxy-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)-10H-anthracen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  H   UNK     0       2.667  -1.540   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   25  H   UNK     0       5.335  -1.540   0.000  0.00  0.00           H+0
HETATM   26  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      10.669  -0.000   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      16.004  -3.080   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      16.004  -0.000   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      13.337   1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4   29                                                  
CONECT    4    3    5   26                                                  
CONECT    5    4    6    7   14                                             
CONECT    6    5                                                            
CONECT    7    5    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    7    2                                                  
CONECT   14    5   15   19   25                                             
CONECT   15   14   16   24                                                  
CONECT   16   15   17   23                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   14                                                       
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22   17                                                            
CONECT   23   16                                                            
CONECT   24   15                                                            
CONECT   25   14                                                            
CONECT   26    4   27                                                       
CONECT   27   26   28   31                                                  
CONECT   28   27   29                                                       
CONECT   29   28    3   30                                                  
CONECT   30   29                                                            
CONECT   31   27   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   38                                                  
CONECT   34   33   35   42                                                  
CONECT   35   34   36   41                                                  
CONECT   36   35   37   40                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37   33                                                       
CONECT   39   37                                                            
CONECT   40   36                                                            
CONECT   41   35                                                            
CONECT   42   34                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₂O₁₃

Average Mass

564.5400 Da

Monoisotopic Mass

564.18429 Da

IUPAC Name

(10R)-1,8-dihydroxy-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)-9,10-dihydroanthracen-9-one

Traditional Name

(10R)-1,8-dihydroxy-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)-10H-anthracen-9-one

CAS Registry Number

Not Available

SMILES

[H][C@]1(O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@]1([H])C2=CC=CC(O)=C2C(=O)C2=C1C=C(CO[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O)C=C2O

InChI Identifier

InChI=1S/C27H32O13/c1-9-19(31)22(34)25(37)27(39-9)38-8-10-5-12-16(26-24(36)23(35)20(32)15(7-28)40-26)11-3-2-4-13(29)17(11)21(33)18(12)14(30)6-10/h2-6,9,15-16,19-20,22-32,34-37H,7-8H2,1H3/t9-,15+,16+,19-,20+,22+,23-,24+,25+,26-,27+/m0/s1

InChI Key

BUPDVJFRVYWYEV-SGAFVUFDSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Aloe aculeata	LOTUS Database	35616633
Aloe africana	LOTUS Database	35616633
Aloe cf. perryi	Plant	KNApSAcK
Aloe ferox	LOTUS Database	35616633
Aloe spp.	Plant	KNApSAcK
Aloe vera	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
C-glycosyl compound
Glycosyl compound
O-glycosyl compound
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monosaccharide
Oxane
Vinylogous acid
Ketone
Secondary alcohol
Acetal
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Primary alcohol
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

anthracenes (CHEBI:81332 )

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	-0.76	ALOGPS
logP	-0.31	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	8.31	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	226.83 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	134.66 m³·mol⁻¹	ChemAxon
Polarizability	55.6 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	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00054569

Chemspider ID

30791571

KEGG Compound ID

C17780

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46173998

PDB ID

Not Available

ChEBI ID

81332

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Aloinoside B (NP0084929)

MOL for NP0084929 (Aloinoside B)

3D MOL for NP0084929 (Aloinoside B)

3D SDF for NP0084929 (Aloinoside B)

3D-SDF for NP0084929 (Aloinoside B)

PDB for NP0084929 (Aloinoside B)

3D PDB for NP0084929 (Aloinoside B)

SMILES for NP0084929 (Aloinoside B)

INCHI for NP0084929 (Aloinoside B)

Structure for NP0084929 (Aloinoside B)

3D Structure for NP0084929 (Aloinoside B)