NP-MRD: Showing NP-Card for flacourtoside A (NP0036662)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 19:46:34 UTC

Updated at

2021-06-30 00:08:25 UTC

NP-MRD ID

NP0036662

Secondary Accession Numbers

None

Natural Product Identification

Common Name

flacourtoside A

Provided By

JEOL Database JEOL Logo

Description

flacourtoside A is found in Flacourtia ramontchi. flacourtoside A was first documented in 2012 (Bourjot, M., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121463D          

 47 49  0  0  0  0            999 V2000
   -1.6702    1.9155   -1.6344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992    0.8169   -1.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4605   -0.3664   -1.6843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8806   -0.2910   -3.0040 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5788    0.1825   -2.9406 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3097   -0.6968   -2.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6438   -0.2264   -1.8350 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3204   -1.1174   -0.9303 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0966   -0.7690    0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1522   -0.1922    1.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843    0.1468    2.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7698   -0.1081    3.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -0.7103    2.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8914   -1.0438    1.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8438   -1.6545    0.3998 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4289   -0.2517   -3.1601 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7635    0.2558   -3.0057 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7010    0.5979   -4.2021 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3375    0.4659   -5.4831 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336    0.1751   -4.3290 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5645    1.0574   -5.2280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3622    0.6119    0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3664   -0.6382    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8996   -0.7739    2.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4317    0.3347    2.8186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4298    1.5825    2.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8954    1.7222    0.9142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9247   -1.3095   -3.4053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4975    0.3461   -3.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6019    1.1930   -2.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6318    0.7943   -1.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1038   -0.0050    0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8020    0.6035    2.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6402    0.1531    4.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7806   -0.9213    2.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0321   -1.6444   -0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5291   -1.2809   -3.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1809   -0.2916   -2.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7690    1.6631   -3.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2900    0.6141   -5.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1860   -0.8304   -4.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1534    1.1331   -6.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9451   -1.5137    0.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8945   -1.7460    2.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8459    0.2261    3.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8426    2.4475    2.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8963    2.7010    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
 27 22  1  0  0  0  0
  7 16  1  0  0  0  0
 16 18  1  0  0  0  0
 18 20  1  0  0  0  0
 20  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
 20 21  1  0  0  0  0
 18 19  1  0  0  0  0
 16 17  1  0  0  0  0
  4  3  1  0  0  0  0
 25 26  1  0  0  0  0
 22 23  2  0  0  0  0
  9 10  2  0  0  0  0
 23 24  1  0  0  0  0
 10 11  1  0  0  0  0
 24 25  2  0  0  0  0
 11 12  2  0  0  0  0
 22  2  1  0  0  0  0
 12 13  1  0  0  0  0
 26 27  2  0  0  0  0
 13 14  2  0  0  0  0
 14  9  1  0  0  0  0
  9  8  1  0  0  0  0
  2  3  1  0  0  0  0
 14 15  1  0  0  0  0
  5  4  1  0  0  0  0
  7  8  1  0  0  0  0
 24 44  1  0  0  0  0
 25 45  1  0  0  0  0
 26 46  1  0  0  0  0
 27 47  1  0  0  0  0
 23 43  1  0  0  0  0
  7 31  1  1  0  0  0
 20 41  1  6  0  0  0
 21 42  1  0  0  0  0
 18 39  1  1  0  0  0
 19 40  1  0  0  0  0
 16 37  1  6  0  0  0
 17 38  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
  5 30  1  1  0  0  0
 10 32  1  0  0  0  0
 11 33  1  0  0  0  0
 12 34  1  0  0  0  0
 13 35  1  0  0  0  0
 15 36  1  0  0  0  0
M  END

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
   -1.6702    1.9155   -1.6344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992    0.8169   -1.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4605   -0.3664   -1.6843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8806   -0.2910   -3.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788    0.1825   -2.9406 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3097   -0.6968   -2.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6438   -0.2264   -1.8350 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3204   -1.1174   -0.9303 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0966   -0.7690    0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1522   -0.1922    1.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843    0.1468    2.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7698   -0.1081    3.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -0.7103    2.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8914   -1.0438    1.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8438   -1.6545    0.3998 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4289   -0.2517   -3.1601 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7635    0.2558   -3.0057 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7010    0.5979   -4.2021 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3375    0.4659   -5.4831 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336    0.1751   -4.3290 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5645    1.0574   -5.2280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3622    0.6119    0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3664   -0.6382    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8996   -0.7739    2.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4317    0.3347    2.8186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4298    1.5825    2.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8954    1.7222    0.9142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9247   -1.3095   -3.4053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4975    0.3461   -3.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6019    1.1930   -2.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6318    0.7943   -1.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1038   -0.0050    0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8020    0.6035    2.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6402    0.1531    4.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7806   -0.9213    2.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0321   -1.6444   -0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5291   -1.2809   -3.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1809   -0.2916   -2.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7690    1.6631   -3.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2900    0.6141   -5.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1860   -0.8304   -4.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1534    1.1331   -6.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9451   -1.5137    0.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8945   -1.7460    2.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8459    0.2261    3.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8426    2.4475    2.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8963    2.7010    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
 27 22  1  0
  7 16  1  0
 16 18  1  0
 18 20  1  0
 20  5  1  0
  5  6  1  0
  6  7  1  0
 20 21  1  0
 18 19  1  0
 16 17  1  0
  4  3  1  0
 25 26  1  0
 22 23  2  0
  9 10  2  0
 23 24  1  0
 10 11  1  0
 24 25  2  0
 11 12  2  0
 22  2  1  0
 12 13  1  0
 26 27  2  0
 13 14  2  0
 14  9  1  0
  9  8  1  0
  2  3  1  0
 14 15  1  0
  5  4  1  0
  7  8  1  0
 24 44  1  0
 25 45  1  0
 26 46  1  0
 27 47  1  0
 23 43  1  0
  7 31  1  1
 20 41  1  6
 21 42  1  0
 18 39  1  1
 19 40  1  0
 16 37  1  6
 17 38  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  1
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
M  END


  Mrv1652306202121463D          

 47 49  0  0  0  0            999 V2000
   -1.6702    1.9155   -1.6344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992    0.8169   -1.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4605   -0.3664   -1.6843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8806   -0.2910   -3.0040 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5788    0.1825   -2.9406 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3097   -0.6968   -2.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6438   -0.2264   -1.8350 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3204   -1.1174   -0.9303 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0966   -0.7690    0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1522   -0.1922    1.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843    0.1468    2.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7698   -0.1081    3.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -0.7103    2.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8914   -1.0438    1.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8438   -1.6545    0.3998 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4289   -0.2517   -3.1601 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7635    0.2558   -3.0057 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7010    0.5979   -4.2021 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3375    0.4659   -5.4831 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336    0.1751   -4.3290 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5645    1.0574   -5.2280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3622    0.6119    0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3664   -0.6382    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8996   -0.7739    2.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4317    0.3347    2.8186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4298    1.5825    2.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8954    1.7222    0.9142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9247   -1.3095   -3.4053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4975    0.3461   -3.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6019    1.1930   -2.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6318    0.7943   -1.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1038   -0.0050    0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8020    0.6035    2.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6402    0.1531    4.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7806   -0.9213    2.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0321   -1.6444   -0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5291   -1.2809   -3.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1809   -0.2916   -2.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7690    1.6631   -3.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2900    0.6141   -5.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1860   -0.8304   -4.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1534    1.1331   -6.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9451   -1.5137    0.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8945   -1.7460    2.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8459    0.2261    3.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8426    2.4475    2.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8963    2.7010    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
 27 22  1  0  0  0  0
  7 16  1  0  0  0  0
 16 18  1  0  0  0  0
 18 20  1  0  0  0  0
 20  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
 20 21  1  0  0  0  0
 18 19  1  0  0  0  0
 16 17  1  0  0  0  0
  4  3  1  0  0  0  0
 25 26  1  0  0  0  0
 22 23  2  0  0  0  0
  9 10  2  0  0  0  0
 23 24  1  0  0  0  0
 10 11  1  0  0  0  0
 24 25  2  0  0  0  0
 11 12  2  0  0  0  0
 22  2  1  0  0  0  0
 12 13  1  0  0  0  0
 26 27  2  0  0  0  0
 13 14  2  0  0  0  0
 14  9  1  0  0  0  0
  9  8  1  0  0  0  0
  2  3  1  0  0  0  0
 14 15  1  0  0  0  0
  5  4  1  0  0  0  0
  7  8  1  0  0  0  0
 24 44  1  0  0  0  0
 25 45  1  0  0  0  0
 26 46  1  0  0  0  0
 27 47  1  0  0  0  0
 23 43  1  0  0  0  0
  7 31  1  1  0  0  0
 20 41  1  6  0  0  0
 21 42  1  0  0  0  0
 18 39  1  1  0  0  0
 19 40  1  0  0  0  0
 16 37  1  6  0  0  0
 17 38  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
  5 30  1  1  0  0  0
 10 32  1  0  0  0  0
 11 33  1  0  0  0  0
 12 34  1  0  0  0  0
 13 35  1  0  0  0  0
 15 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0036662

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C([H])C([H])=C1O[C@]1([H])O[C@]([H])(C([H])([H])OC(=O)C2=C([H])C([H])=C([H])C([H])=C2[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O8/c20-12-8-4-5-9-13(12)26-19-17(23)16(22)15(21)14(27-19)10-25-18(24)11-6-2-1-3-7-11/h1-9,14-17,19-23H,10H2/t14-,15-,16+,17-,19-/m1/s1

> <INCHI_KEY>
GENDFVBPAOXEMO-OGJJZOIMSA-N

> <FORMULA>
C19H20O8

> <MOLECULAR_WEIGHT>
376.361

> <EXACT_MASS>
376.115817604

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
36.92814316213401

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-hydroxyphenoxy)oxan-2-yl]methyl benzoate

> <ALOGPS_LOGP>
0.76

> <JCHEM_LOGP>
1.5933469280000003

> <ALOGPS_LOGS>
-2.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.203383574577726

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.81934694783532

> <JCHEM_PKA_STRONGEST_BASIC>
-3.649110501540287

> <JCHEM_POLAR_SURFACE_AREA>
125.68000000000002

> <JCHEM_REFRACTIVITY>
91.98620000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.20e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-hydroxyphenoxy)oxan-2-yl]methyl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
   -1.6702    1.9155   -1.6344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992    0.8169   -1.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4605   -0.3664   -1.6843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8806   -0.2910   -3.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788    0.1825   -2.9406 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3097   -0.6968   -2.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6438   -0.2264   -1.8350 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3204   -1.1174   -0.9303 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0966   -0.7690    0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1522   -0.1922    1.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843    0.1468    2.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7698   -0.1081    3.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -0.7103    2.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8914   -1.0438    1.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8438   -1.6545    0.3998 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4289   -0.2517   -3.1601 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7635    0.2558   -3.0057 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7010    0.5979   -4.2021 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3375    0.4659   -5.4831 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336    0.1751   -4.3290 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5645    1.0574   -5.2280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3622    0.6119    0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3664   -0.6382    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8996   -0.7739    2.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4317    0.3347    2.8186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4298    1.5825    2.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8954    1.7222    0.9142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9247   -1.3095   -3.4053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4975    0.3461   -3.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6019    1.1930   -2.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6318    0.7943   -1.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1038   -0.0050    0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8020    0.6035    2.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6402    0.1531    4.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7806   -0.9213    2.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0321   -1.6444   -0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5291   -1.2809   -3.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1809   -0.2916   -2.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7690    1.6631   -3.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2900    0.6141   -5.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1860   -0.8304   -4.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1534    1.1331   -6.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9451   -1.5137    0.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8945   -1.7460    2.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8459    0.2261    3.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8426    2.4475    2.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8963    2.7010    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
 27 22  1  0
  7 16  1  0
 16 18  1  0
 18 20  1  0
 20  5  1  0
  5  6  1  0
  6  7  1  0
 20 21  1  0
 18 19  1  0
 16 17  1  0
  4  3  1  0
 25 26  1  0
 22 23  2  0
  9 10  2  0
 23 24  1  0
 10 11  1  0
 24 25  2  0
 11 12  2  0
 22  2  1  0
 12 13  1  0
 26 27  2  0
 13 14  2  0
 14  9  1  0
  9  8  1  0
  2  3  1  0
 14 15  1  0
  5  4  1  0
  7  8  1  0
 24 44  1  0
 25 45  1  0
 26 46  1  0
 27 47  1  0
 23 43  1  0
  7 31  1  1
 20 41  1  6
 21 42  1  0
 18 39  1  1
 19 40  1  0
 16 37  1  6
 17 38  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  1
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  O   UNK     0      -1.670   1.916  -1.634  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.799   0.817  -1.117  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.460  -0.366  -1.684  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.881  -0.291  -3.004  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.579   0.183  -2.941  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.310  -0.697  -2.061  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.644  -0.226  -1.835  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.320  -1.117  -0.930  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.097  -0.769   0.376  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.152  -0.192   1.082  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.984   0.147   2.426  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.770  -0.108   3.066  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.723  -0.710   2.366  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.891  -1.044   1.027  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.844  -1.655   0.400  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.429  -0.252  -3.160  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.763   0.256  -3.006  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.701   0.598  -4.202  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.337   0.466  -5.483  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.234   0.175  -4.329  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.565   1.057  -5.228  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.362   0.612   0.245  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.366  -0.638   0.877  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.900  -0.774   2.161  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.432   0.335   2.819  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.430   1.583   2.197  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.895   1.722   0.914  0.00  0.00           C+0
HETATM   28  H   UNK     0      -0.925  -1.310  -3.405  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.498   0.346  -3.648  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.602   1.193  -2.515  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.632   0.794  -1.424  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.104  -0.005   0.594  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.802   0.604   2.978  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.640   0.153   4.113  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.781  -0.921   2.864  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.032  -1.644  -0.561  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.529  -1.281  -3.527  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.181  -0.292  -2.312  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.769   1.663  -3.947  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.290   0.614  -5.313  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.186  -0.830  -4.766  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.153   1.133  -6.007  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.945  -1.514   0.389  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.894  -1.746   2.648  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.846   0.226   3.818  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.843   2.447   2.710  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.896   2.701   0.438  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1   22    3                                                  
CONECT    3    4    2                                                       
CONECT    4    3    5   28   29                                             
CONECT    5   20    6    4   30                                             
CONECT    6    5    7                                                       
CONECT    7   16    6    8   31                                             
CONECT    8    9    7                                                       
CONECT    9   10   14    8                                                  
CONECT   10    9   11   32                                                  
CONECT   11   10   12   33                                                  
CONECT   12   11   13   34                                                  
CONECT   13   12   14   35                                                  
CONECT   14   13    9   15                                                  
CONECT   15   14   36                                                       
CONECT   16    7   18   17   37                                             
CONECT   17   16   38                                                       
CONECT   18   16   20   19   39                                             
CONECT   19   18   40                                                       
CONECT   20   18    5   21   41                                             
CONECT   21   20   42                                                       
CONECT   22   27   23    2                                                  
CONECT   23   22   24   43                                                  
CONECT   24   23   25   44                                                  
CONECT   25   26   24   45                                                  
CONECT   26   25   27   46                                                  
CONECT   27   22   26   47                                                  
CONECT   28    4                                                            
CONECT   29    4                                                            
CONECT   30    5                                                            
CONECT   31    7                                                            
CONECT   32   10                                                            
CONECT   33   11                                                            
CONECT   34   12                                                            
CONECT   35   13                                                            
CONECT   36   15                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   18                                                            
CONECT   40   19                                                            
CONECT   41   20                                                            
CONECT   42   21                                                            
CONECT   43   23                                                            
CONECT   44   24                                                            
CONECT   45   25                                                            
CONECT   46   26                                                            
CONECT   47   27                                                            
MASTER        0    0    0    0    0    0    0    0   47    0   98    0
END

RDKit          3D

47 49  0  0  0  0  0  0  0  0999 V2000
   -1.6702    1.9155   -1.6344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992    0.8169   -1.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4605   -0.3664   -1.6843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8806   -0.2910   -3.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788    0.1825   -2.9406 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3097   -0.6968   -2.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6438   -0.2264   -1.8350 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3204   -1.1174   -0.9303 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0966   -0.7690    0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1522   -0.1922    1.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843    0.1468    2.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7698   -0.1081    3.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -0.7103    2.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8914   -1.0438    1.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8438   -1.6545    0.3998 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4289   -0.2517   -3.1601 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7635    0.2558   -3.0057 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7010    0.5979   -4.2021 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3375    0.4659   -5.4831 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336    0.1751   -4.3290 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5645    1.0574   -5.2280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3622    0.6119    0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3664   -0.6382    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8996   -0.7739    2.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4317    0.3347    2.8186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4298    1.5825    2.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8954    1.7222    0.9142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9247   -1.3095   -3.4053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4975    0.3461   -3.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6019    1.1930   -2.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6318    0.7943   -1.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1038   -0.0050    0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8020    0.6035    2.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6402    0.1531    4.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7806   -0.9213    2.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0321   -1.6444   -0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5291   -1.2809   -3.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1809   -0.2916   -2.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7690    1.6631   -3.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2900    0.6141   -5.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1860   -0.8304   -4.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1534    1.1331   -6.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9451   -1.5137    0.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8945   -1.7460    2.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8459    0.2261    3.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8426    2.4475    2.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8963    2.7010    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
 27 22  1  0
  7 16  1  0
 16 18  1  0
 18 20  1  0
 20  5  1  0
  5  6  1  0
  6  7  1  0
 20 21  1  0
 18 19  1  0
 16 17  1  0
  4  3  1  0
 25 26  1  0
 22 23  2  0
  9 10  2  0
 23 24  1  0
 10 11  1  0
 24 25  2  0
 11 12  2  0
 22  2  1  0
 12 13  1  0
 26 27  2  0
 13 14  2  0
 14  9  1  0
  9  8  1  0
  2  3  1  0
 14 15  1  0
  5  4  1  0
  7  8  1  0
 24 44  1  0
 25 45  1  0
 26 46  1  0
 27 47  1  0
 23 43  1  0
  7 31  1  1
 20 41  1  6
 21 42  1  0
 18 39  1  1
 19 40  1  0
 16 37  1  6
 17 38  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  1
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀O₈

Average Mass

376.3610 Da

Monoisotopic Mass

376.11582 Da

IUPAC Name

[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-hydroxyphenoxy)oxan-2-yl]methyl benzoate

Traditional Name

[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-hydroxyphenoxy)oxan-2-yl]methyl benzoate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C([H])C([H])=C1O[C@]1([H])O[C@]([H])(C([H])([H])OC(=O)C2=C([H])C([H])=C([H])C([H])=C2[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H]

InChI Identifier

InChI=1S/C19H20O8/c20-12-8-4-5-9-13(12)26-19-17(23)16(22)15(21)14(27-19)10-25-18(24)11-6-2-1-3-7-11/h1-9,14-17,19-23H,10H2/t14-,15-,16+,17-,19-/m1/s1

InChI Key

GENDFVBPAOXEMO-OGJJZOIMSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Flacourtia indica	JEOL database	Bourjot, M., et al, J. Nat. Prod. 75, 752 (2012)

Chemical Taxonomy

Classification

Not classified

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	1.59	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	9.82	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	91.99 m³·mol⁻¹	ChemAxon
Polarizability	36.93 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

Bourjot, M., et al. (2012). Bourjot, M., et al, J. Nat. Prod. 75, 752 (2012). J. Nat. Prod..

Showing NP-Card for flacourtoside A (NP0036662)

MOL for NP0036662 (flacourtoside A)

3D MOL for NP0036662 (flacourtoside A)

3D SDF for NP0036662 (flacourtoside A)

3D-SDF for NP0036662 (flacourtoside A)

PDB for NP0036662 (flacourtoside A)

3D PDB for NP0036662 (flacourtoside A)

SMILES for NP0036662 (flacourtoside A)

INCHI for NP0036662 (flacourtoside A)

Structure for NP0036662 (flacourtoside A)

3D Structure for NP0036662 (flacourtoside A)