NP-MRD: Showing NP-Card for 3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-4-[3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-6-yl]-3,4-dihydro-2h-1-benzopyran-5-yl acetate (NP0257948)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 23:13:13 UTC

Updated at

2022-09-07 23:13:13 UTC

NP-MRD ID

NP0257948

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-4-[3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-6-yl]-3,4-dihydro-2h-1-benzopyran-5-yl acetate

Description

4,6'-Bi(2-(3,4-diacetoxyphenyl)-3,5,7-triacetoxy-3,4-dihydro-2H-1-benzopyran) belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. 3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-4-[3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-6-yl]-3,4-dihydro-2h-1-benzopyran-5-yl acetate is found in Cistus incanus. Based on a literature review very few articles have been published on 4,6'-Bi(2-(3,4-diacetoxyphenyl)-3,5,7-triacetoxy-3,4-dihydro-2H-1-benzopyran).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309082201132D          

 72 77  0  0  0  0            999 V2000
   -4.9539    0.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2089   -0.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0158   -0.2445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6568   -0.6861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8499   -0.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2978   -1.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4909   -0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9388   -1.5692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1938   -2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0007   -2.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6417   -2.9670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2359   -0.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7879    0.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5949    0.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5330    1.2262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7260    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4711    2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0231    2.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7682    3.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9612    3.7516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063    4.5362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2583    5.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0653    4.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034    5.9339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4092    3.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3978    3.3100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6527    4.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1007    4.7077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4597    4.2662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6641    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1740    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3670    0.9561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1121    1.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1983    2.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6949    1.9123    0.0000 O   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
   -0.7145   -1.2375    0.0000 C   0  0  0  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
   -1.4289   -2.4750    0.0000 C   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
   -1.5152   -3.2955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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   -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 O   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
    0.9694    2.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    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
    2.1434    1.2375    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   -1.6500    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
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    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   -3.7125    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
    5.0013   -3.7125    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
    2.8579   -2.4750    0.0000 C   0  0  0  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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  5 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 20 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
 27 29  2  0  0  0  0
 25 30  2  0  0  0  0
 17 30  1  0  0  0  0
 16 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 31 36  1  0  0  0  0
 12 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  2  0  0  0  0
 38 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 37 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  2  0  0  0  0
 45 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  2  0  0  0  0
 52 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 59 60  1  0  0  0  0
 60 61  2  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 63 65  2  0  0  0  0
 61 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
 68 70  2  0  0  0  0
 66 71  2  0  0  0  0
 58 71  1  0  0  0  0
 57 72  1  0  0  0  0
 44 72  1  0  0  0  0
M  END


  Mrv1652309082201132D          

 72 77  0  0  0  0            999 V2000
   -4.9539    0.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2089   -0.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0158   -0.2445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6568   -0.6861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8499   -0.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2978   -1.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4909   -0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9388   -1.5692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1938   -2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0007   -2.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6417   -2.9670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2359   -0.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7879    0.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5949    0.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5330    1.2262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7260    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4711    2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0231    2.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7682    3.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9612    3.7516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063    4.5362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2583    5.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0653    4.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034    5.9339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4092    3.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3978    3.3100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6527    4.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1007    4.7077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4597    4.2662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6641    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1740    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3670    0.9561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1121    1.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1983    2.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6949    1.9123    0.0000 O   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
   -0.7145   -1.2375    0.0000 C   0  0  0  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
   -1.4289   -2.4750    0.0000 C   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
   -1.5152   -3.2955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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   -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 O   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
    0.9694    2.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    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
    2.1434    1.2375    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   -1.6500    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
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    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   -3.7125    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
    5.0013   -3.7125    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
    2.8579   -2.4750    0.0000 C   0  0  0  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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  5 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 20 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
 27 29  2  0  0  0  0
 25 30  2  0  0  0  0
 17 30  1  0  0  0  0
 16 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 31 36  1  0  0  0  0
 12 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  2  0  0  0  0
 38 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 37 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  2  0  0  0  0
 45 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  2  0  0  0  0
 52 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 59 60  1  0  0  0  0
 60 61  2  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 63 65  2  0  0  0  0
 61 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
 68 70  2  0  0  0  0
 66 71  2  0  0  0  0
 58 71  1  0  0  0  0
 57 72  1  0  0  0  0
 44 72  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0257948

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1CC2=C(OC(C)=O)C(C3C(OC(C)=O)C(OC4=CC(OC(C)=O)=CC(OC(C)=O)=C34)C3=CC=C(OC(C)=O)C(OC(C)=O)=C3)=C(OC(C)=O)C=C2OC1C1=CC=C(OC(C)=O)C(OC(C)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C50H46O22/c1-21(51)61-33-17-40(66-26(6)56)44-41(18-33)72-48(32-12-14-36(63-23(3)53)39(16-32)65-25(5)55)50(70-30(10)60)46(44)45-42(67-27(7)57)20-37-34(49(45)69-29(9)59)19-43(68-28(8)58)47(71-37)31-11-13-35(62-22(2)52)38(15-31)64-24(4)54/h11-18,20,43,46-48,50H,19H2,1-10H3

> <INCHI_KEY>
MGYPCSGYUMDLPH-UHFFFAOYSA-N

> <FORMULA>
C50H46O22

> <MOLECULAR_WEIGHT>
998.896

> <EXACT_MASS>
998.248073121

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
118

> <JCHEM_AVERAGE_POLARIZABILITY>
98.99366139516832

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-4-[3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-3,4-dihydro-2H-1-benzopyran-6-yl]-3,4-dihydro-2H-1-benzopyran-5-yl acetate

> <JCHEM_LOGP>
3.2846062023333316

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.618161028364348

> <JCHEM_POLAR_SURFACE_AREA>
281.46

> <JCHEM_REFRACTIVITY>
238.023

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-4-[3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-3,4-dihydro-2H-1-benzopyran-6-yl]-3,4-dihydro-2H-1-benzopyran-5-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -9.247   1.328   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.723  -0.136   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0     -11.230  -0.456   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -8.693  -1.281   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -7.186  -0.961   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.156  -2.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.650  -1.785   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.619  -2.929   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.095  -4.394   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.601  -4.714   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.065  -5.538   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.174  -0.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.204   0.824   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.711   0.504   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -4.728   2.289   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.222   2.609   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.746   4.074   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.777   5.218   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.301   6.683   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.794   7.003   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.318   8.468   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.349   9.612   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.855   9.292   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.873  11.077   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.764   5.859   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.743   6.179   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.218   7.643   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.188   8.788   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.725   7.964   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.240   4.394   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.191   1.465   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.685   1.785   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -0.209   3.249   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.370   4.781   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       1.297   3.570   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -2.828  -6.152   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       1.810   3.775   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   68  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   70  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM   71  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   72  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    7   13   36                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13    5                                                       
CONECT   15   13   16                                                       
CONECT   16   15   17   31                                                  
CONECT   17   16   18   30                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   20   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   25   17                                                       
CONECT   31   16   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   31   12   37                                                  
CONECT   37   36   38   46                                                  
CONECT   38   37   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43   38   44                                                       
CONECT   44   43   45   72                                                  
CONECT   45   44   46   51                                                  
CONECT   46   45   37   47                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48                                                            
CONECT   51   45   52                                                       
CONECT   52   51   53   57                                                  
CONECT   53   52   54                                                       
CONECT   54   53   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54                                                            
CONECT   57   52   58   72                                                  
CONECT   58   57   59   71                                                  
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62   66                                                  
CONECT   62   61   63                                                       
CONECT   63   62   64   65                                                  
CONECT   64   63                                                            
CONECT   65   63                                                            
CONECT   66   61   67   71                                                  
CONECT   67   66   68                                                       
CONECT   68   67   69   70                                                  
CONECT   69   68                                                            
CONECT   70   68                                                            
CONECT   71   66   58                                                       
CONECT   72   57   44                                                       
MASTER        0    0    0    0    0    0    0    0   72    0  154    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₀H₄₆O₂₂

Average Mass

998.8960 Da

Monoisotopic Mass

998.24807 Da

IUPAC Name

3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-4-[3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-3,4-dihydro-2H-1-benzopyran-6-yl]-3,4-dihydro-2H-1-benzopyran-5-yl acetate

Traditional Name

3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-4-[3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-3,4-dihydro-2H-1-benzopyran-6-yl]-3,4-dihydro-2H-1-benzopyran-5-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1CC2=C(OC(C)=O)C(C3C(OC(C)=O)C(OC4=CC(OC(C)=O)=CC(OC(C)=O)=C34)C3=CC=C(OC(C)=O)C(OC(C)=O)=C3)=C(OC(C)=O)C=C2OC1C1=CC=C(OC(C)=O)C(OC(C)=O)=C1

InChI Identifier

InChI=1S/C50H46O22/c1-21(51)61-33-17-40(66-26(6)56)44-41(18-33)72-48(32-12-14-36(63-23(3)53)39(16-32)65-25(5)55)50(70-30(10)60)46(44)45-42(67-27(7)57)20-37-34(49(45)69-29(9)59)19-43(68-28(8)58)47(71-37)31-11-13-35(62-22(2)52)38(15-31)64-24(4)54/h11-18,20,43,46-48,50H,19H2,1-10H3

InChI Key

MGYPCSGYUMDLPH-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cistus incanus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Biflavonoids and polyflavonoids

Direct Parent

Biflavonoids and polyflavonoids

Alternative Parents

Substituents

B-type proanthocyanidin
Bi- and polyflavonoid skeleton
Proanthocyanidin
Catechin
Flavan-3-ol
Flavan
Chromane
Benzopyran
1-benzopyran
Phenol ester
Phenoxy compound
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Ether
Organic oxygen compound
Carbonyl group
Organic oxide
Organooxygen compound
Hydrocarbon derivative
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	3.28	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	281.46 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	238.02 m³·mol⁻¹	ChemAxon
Polarizability	98.99 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	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

73822570

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-4-[3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-6-yl]-3,4-dihydro-2h-1-benzopyran-5-yl acetate (NP0257948)

MOL for NP0257948 (3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-4-[3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-6-yl]-3,4-dihydro-2h-1-benzopyran-5-yl acetate)

3D MOL for NP0257948 (3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-4-[3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-6-yl]-3,4-dihydro-2h-1-benzopyran-5-yl acetate)

3D SDF for NP0257948 (3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-4-[3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-6-yl]-3,4-dihydro-2h-1-benzopyran-5-yl acetate)

3D-SDF for NP0257948 (3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-4-[3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-6-yl]-3,4-dihydro-2h-1-benzopyran-5-yl acetate)

PDB for NP0257948 (3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-4-[3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-6-yl]-3,4-dihydro-2h-1-benzopyran-5-yl acetate)

3D PDB for NP0257948 (3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-4-[3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-6-yl]-3,4-dihydro-2h-1-benzopyran-5-yl acetate)

SMILES for NP0257948 (3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-4-[3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-6-yl]-3,4-dihydro-2h-1-benzopyran-5-yl acetate)

INCHI for NP0257948 (3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-4-[3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-6-yl]-3,4-dihydro-2h-1-benzopyran-5-yl acetate)

Structure for NP0257948 (3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-4-[3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-6-yl]-3,4-dihydro-2h-1-benzopyran-5-yl acetate)

3D Structure for NP0257948 (3,7-bis(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-4-[3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-3,4-dihydro-2h-1-benzopyran-6-yl]-3,4-dihydro-2h-1-benzopyran-5-yl acetate)