NP-MRD: Showing NP-Card for {6-[5-(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(2,3-dihydroxyindol-3-yl)acetate (NP0163674)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-09-02 22:23:16 UTC

Updated at

2022-09-02 22:23:16 UTC

NP-MRD ID

NP0163674

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{6-[5-(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(2,3-dihydroxyindol-3-yl)acetate

Description

{6-[5-(3-{[4,5-Dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(2,3-dihydroxy-3H-indol-3-yl)acetate belongs to the class of organic compounds known as pyranoisoflavonoids. These are isoflavonoids that contain a pyran ring fused to either of the A, B, or C ring of the isoflavonoid skeleton. {6-[5-(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(2,3-dihydroxyindol-3-yl)acetate is found in Aesculus hippocastanum. {6-[5-(3-{[4,5-Dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(2,3-dihydroxy-3H-indol-3-yl)acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004171522512D          

 67 74  0  0  0  0            999 V2000
    0.7425   -5.9209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280   -5.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6865   -5.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4009   -5.5084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -5.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -5.5084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -4.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443   -4.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443   -3.4459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -3.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -2.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -1.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -0.9709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4009   -2.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4009   -3.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6865   -3.4459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -3.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -4.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4009   -4.6834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -4.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -5.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733   -5.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6877   -5.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4022   -5.9209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6877   -4.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4022   -4.2709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4022   -3.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6877   -3.0334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6877   -2.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733   -1.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733   -0.9709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -0.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443   -0.9709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588    0.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443    0.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2088   -0.0746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293    1.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8543    1.3465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443    2.0140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7597    1.7590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0452    2.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3308    1.7590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3308    0.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0452    0.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7597    0.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4022   -1.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4022   -0.9709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1167   -2.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8312   -1.7959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1167   -3.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8312   -3.4459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733   -4.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -6.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -7.1584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -7.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -8.3959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -9.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -9.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299  -10.4584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443   -9.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -9.6334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443   -8.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -7.9834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4009   -7.1584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4009   -7.9834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6865   -6.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280   -7.1584    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  2  0  0  0  0
  8 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 35 45  1  0  0  0  0
 40 45  1  0  0  0  0
 29 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 27 50  1  0  0  0  0
 50 51  1  0  0  0  0
 25 52  2  0  0  0  0
 20 52  1  0  0  0  0
  5 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 58 60  1  0  0  0  0
 60 61  1  0  0  0  0
 60 62  1  0  0  0  0
 55 62  1  0  0  0  0
 62 63  1  0  0  0  0
 53 64  1  0  0  0  0
 64 65  1  0  0  0  0
 64 66  1  0  0  0  0
  3 66  1  0  0  0  0
 66 67  1  0  0  0  0
M  END


  Mrv1533004171522512D          

 67 74  0  0  0  0            999 V2000
    0.7425   -5.9209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280   -5.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6865   -5.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4009   -5.5084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -5.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -5.5084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -4.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443   -4.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443   -3.4459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -3.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -2.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -1.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -0.9709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4009   -2.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4009   -3.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6865   -3.4459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -3.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -4.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4009   -4.6834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -4.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -5.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733   -5.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6877   -5.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4022   -5.9209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6877   -4.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4022   -4.2709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4022   -3.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6877   -3.0334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6877   -2.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733   -1.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733   -0.9709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -0.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443   -0.9709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588    0.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443    0.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2088   -0.0746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293    1.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8543    1.3465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443    2.0140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7597    1.7590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0452    2.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3308    1.7590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3308    0.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0452    0.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7597    0.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4022   -1.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4022   -0.9709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1167   -2.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8312   -1.7959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1167   -3.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8312   -3.4459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733   -4.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -6.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -7.1584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -7.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -8.3959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -9.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -9.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299  -10.4584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443   -9.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -9.6334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443   -8.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -7.9834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4009   -7.1584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4009   -7.9834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6865   -6.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280   -7.1584    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  2  0  0  0  0
  8 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 35 45  1  0  0  0  0
 40 45  1  0  0  0  0
 29 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 27 50  1  0  0  0  0
 50 51  1  0  0  0  0
 25 52  2  0  0  0  0
 20 52  1  0  0  0  0
  5 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 58 60  1  0  0  0  0
 60 61  1  0  0  0  0
 60 62  1  0  0  0  0
 55 62  1  0  0  0  0
 62 63  1  0  0  0  0
 53 64  1  0  0  0  0
 64 65  1  0  0  0  0
 64 66  1  0  0  0  0
  3 66  1  0  0  0  0
 66 67  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0163674

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC=C(O)C(OC3OC(COC(=O)CC4(O)C(=O)NC5=CC=CC=C45)C(O)C(O)C3O)=C2)C(OC2OCC(O)C(O)C2O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C42H45NO24/c44-11-23-28(51)32(55)37(67-38-33(56)27(50)20(48)12-61-38)40(64-23)66-36-30(53)26-19(47)8-15(45)9-22(26)62-35(36)14-5-6-18(46)21(7-14)63-39-34(57)31(54)29(52)24(65-39)13-60-25(49)10-42(59)16-3-1-2-4-17(16)43-41(42)58/h1-9,20,23-24,27-29,31-34,37-40,44-48,50-52,54-57,59H,10-13H2,(H,43,58)

> <INCHI_KEY>
FVNUMSCOAVDULO-UHFFFAOYSA-N

> <FORMULA>
C42H45NO24

> <MOLECULAR_WEIGHT>
947.805

> <EXACT_MASS>
947.233151333

> <JCHEM_ACCEPTOR_COUNT>
23

> <JCHEM_ATOM_COUNT>
112

> <JCHEM_AVERAGE_POLARIZABILITY>
87.92772907364589

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
14

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{6-[5-(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(3-hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)acetate

> <ALOGPS_LOGP>
-0.02

> <JCHEM_LOGP>
-2.741087265999999

> <ALOGPS_LOGS>
-2.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.919802293870681

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.373874999743486

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6858401462861217

> <JCHEM_POLAR_SURFACE_AREA>
400.0700000000001

> <JCHEM_REFRACTIVITY>
216.0503

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.24e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{6-[5-(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(3-hydroxy-2-oxo-1H-indol-3-yl)acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  O   UNK     0       1.386 -11.052   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.052 -10.282   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.281 -11.052   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.615 -10.282   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.949 -11.052   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -5.282 -10.282   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -5.282  -8.742   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.616  -7.972   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -6.616  -6.432   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -5.282  -5.662   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.282  -4.122   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.949  -3.352   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.949  -1.812   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.615  -4.122   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.615  -5.662   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.281  -6.432   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -3.949  -6.432   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.949  -7.972   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.615  -8.742   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -7.950  -8.742   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -7.950 -10.282   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -9.283 -11.052   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -10.617 -10.282   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0     -11.951 -11.052   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0     -10.617  -8.742   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0     -11.951  -7.972   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0     -11.951  -6.432   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0     -10.617  -5.662   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0     -10.617  -4.122   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -9.283  -3.352   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -9.283  -1.812   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -7.950  -1.042   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -6.616  -1.812   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -7.950   0.498   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -6.616   1.268   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -5.990  -0.139   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -7.521   2.514   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -9.061   2.514   0.000  0.00  0.00           O+0
HETATM   39  N   UNK     0      -6.616   3.759   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0      -5.151   3.284   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -3.818   4.054   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -2.484   3.284   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -2.484   1.744   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -3.818   0.974   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -5.151   1.744   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -11.951  -3.352   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0     -11.951  -1.812   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0     -13.284  -4.122   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0     -14.618  -3.352   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0     -13.284  -5.662   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0     -14.618  -6.432   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      -9.283  -7.972   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -3.949 -12.592   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      -5.282 -13.362   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      -5.282 -14.902   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      -3.949 -15.672   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      -3.949 -17.212   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -5.282 -17.982   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      -5.282 -19.522   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      -6.616 -17.212   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      -7.950 -17.982   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      -6.616 -15.672   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      -7.950 -14.902   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      -2.615 -13.362   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      -2.615 -14.902   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0      -1.281 -12.592   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0       0.052 -13.362   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   66                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   53                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   18                                                  
CONECT    8    7    9   20                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   10   18                                                  
CONECT   18   17    7   19                                                  
CONECT   19   18                                                            
CONECT   20    8   21   52                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   52                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   50                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   46                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36   37   45                                             
CONECT   36   35                                                            
CONECT   37   35   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41   45                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   35   40                                                  
CONECT   46   29   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   27   51                                                  
CONECT   51   50                                                            
CONECT   52   25   20                                                       
CONECT   53    5   54   64                                                  
CONECT   54   53   55                                                       
CONECT   55   54   56   62                                                  
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59   60                                                  
CONECT   59   58                                                            
CONECT   60   58   61   62                                                  
CONECT   61   60                                                            
CONECT   62   60   55   63                                                  
CONECT   63   62                                                            
CONECT   64   53   65   66                                                  
CONECT   65   64                                                            
CONECT   66   64    3   67                                                  
CONECT   67   66                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  148    0
END

View in JSmol

Synonyms

Value	Source
{6-[5-(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(2,3-dihydroxy-3H-indol-3-yl)acetic acid	Generator

Chemical Formula

C₄₂H₄₅NO₂₄

Average Mass

947.8050 Da

Monoisotopic Mass

947.23315 Da

IUPAC Name

{6-[5-(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(3-hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

OCC1OC(OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC=C(O)C(OC3OC(COC(=O)CC4(O)C(=O)NC5=CC=CC=C45)C(O)C(O)C3O)=C2)C(OC2OCC(O)C(O)C2O)C(O)C1O

InChI Identifier

InChI=1S/C42H45NO24/c44-11-23-28(51)32(55)37(67-38-33(56)27(50)20(48)12-61-38)40(64-23)66-36-30(53)26-19(47)8-15(45)9-22(26)62-35(36)14-5-6-18(46)21(7-14)63-39-34(57)31(54)29(52)24(65-39)13-60-25(49)10-42(59)16-3-1-2-4-17(16)43-41(42)58/h1-9,20,23-24,27-29,31-34,37-40,44-48,50-52,54-57,59H,10-13H2,(H,43,58)

InChI Key

FVNUMSCOAVDULO-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aesculus hippocastanum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoisoflavonoids. These are isoflavonoids that contain a pyran ring fused to either of the A, B, or C ring of the isoflavonoid skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Pyranoisoflavonoids

Direct Parent

Pyranoisoflavonoids

Alternative Parents

Substituents

Pyranoisoflavonoid
Isoflavone
Hydroxyisoflavonoid
2,2-dimethyl-1-benzopyran
Chromone
Chromane
Benzopyran
1-benzopyran
Pyranone
Phenol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Oxacycle
Ether
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
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	-0.02	ALOGPS
logP	-2.7	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	6.37	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	23	ChemAxon
Hydrogen Donor Count	14	ChemAxon
Polar Surface Area	400.07 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	216.05 m³·mol⁻¹	ChemAxon
Polarizability	87.93 Å³	ChemAxon
Number of Rings	8	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {6-[5-(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(2,3-dihydroxyindol-3-yl)acetate (NP0163674)

MOL for NP0163674 ({6-[5-(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(2,3-dihydroxyindol-3-yl)acetate)

3D MOL for NP0163674 ({6-[5-(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(2,3-dihydroxyindol-3-yl)acetate)

3D SDF for NP0163674 ({6-[5-(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(2,3-dihydroxyindol-3-yl)acetate)

3D-SDF for NP0163674 ({6-[5-(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(2,3-dihydroxyindol-3-yl)acetate)

PDB for NP0163674 ({6-[5-(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(2,3-dihydroxyindol-3-yl)acetate)

3D PDB for NP0163674 ({6-[5-(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(2,3-dihydroxyindol-3-yl)acetate)

SMILES for NP0163674 ({6-[5-(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(2,3-dihydroxyindol-3-yl)acetate)

INCHI for NP0163674 ({6-[5-(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(2,3-dihydroxyindol-3-yl)acetate)

Structure for NP0163674 ({6-[5-(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(2,3-dihydroxyindol-3-yl)acetate)

3D Structure for NP0163674 ({6-[5-(3-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl}methyl 2-(2,3-dihydroxyindol-3-yl)acetate)