NP-MRD: Showing NP-Card for 6-C-[2-O-alpha-L-rhamnopyranosyl-(1''-2')]-beta-D-xylopyranosylluteolin (NP0035706)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 19:04:37 UTC

Updated at

2021-06-30 00:06:52 UTC

NP-MRD ID

NP0035706

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-C-[2-O-alpha-L-rhamnopyranosyl-(1''-2')]-beta-D-xylopyranosylluteolin

Provided By

JEOL Database JEOL Logo

Description

6-C-[2-O-alpha-L-rhamnopyranosyl-(1''->2')]-beta-D-xylopyranosylluteolin belongs to the class of organic compounds known as flavonoid c-glycosides. Flavonoid C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. 6-C-[2-O-alpha-L-rhamnopyranosyl-(1''->2')]-beta-D-xylopyranosylluteolin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. 6-C-[2-O-alpha-L-rhamnopyranosyl-(1''-2')]-beta-D-xylopyranosylluteolin is found in Petrorhagia velutina. 6-C-[2-O-alpha-L-rhamnopyranosyl-(1''-2')]-beta-D-xylopyranosylluteolin was first documented in 2010 (Pacifico, S., et al.). Based on a literature review very few articles have been published on 6-C-[2-O-alpha-L-rhamnopyranosyl-(1''->2')]-beta-D-xylopyranosylluteolin.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI

  Mrv1652306202121043D          

 68 72  0  0  0  0            999 V2000
    3.5859    0.1188    0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4931    1.1373    0.6872 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5214    1.0417   -0.3583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4024    1.9195   -0.2044 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3829    1.5535    0.9349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3131    0.4731    0.6752 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6326   -0.9282    0.5859 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1946   -1.5667   -0.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6894   -2.6674   -0.6572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0264   -3.2403    0.5425 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2467   -3.2584   -1.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8910   -2.7895   -3.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4645   -3.4082   -4.1265 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279   -2.9686   -5.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8101   -3.6939   -6.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9968   -5.0867   -6.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6481   -5.8006   -7.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1210   -5.1163   -8.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7655   -5.7528   -9.5417 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9507   -3.7388   -8.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4244   -3.0707   -9.7101 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3060   -3.0230   -7.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2422   -1.9928   -5.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4097   -1.3224   -4.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2427   -0.4382   -4.6811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0307   -1.7539   -3.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833   -1.1533   -2.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5360   -0.1769   -2.1288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3506   -1.9539    1.3207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7664   -1.8971    1.1023 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3579   -0.6082    1.6748 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9824   -0.8605    2.9415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2766    0.4555    1.8712 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9161    1.7335    2.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8399    3.3935   -0.0659 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3749    3.8924   -1.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9010    3.5398    1.0222 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4106    4.8864    1.0058 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0566    2.5612    0.7919 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9752    2.7081    1.8825 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0832    0.3549   -0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538   -0.8810    0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3386    0.0772    1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0334    0.8447    1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1969    1.8408   -1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9112    0.7519   -0.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2992   -0.8107    1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2830   -3.0790    1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9398   -4.0881   -1.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6272   -5.6304   -5.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7722   -6.8739   -7.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8125   -6.7008   -9.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8338   -3.7649  -10.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2104   -1.9461   -7.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0413   -1.6648   -6.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6785    0.0110   -3.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9581   -1.9652    0.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2102   -2.7791    1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1595   -0.2514    1.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2433    0.0177    3.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7250    0.2852    2.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1921    2.3884    1.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0227    4.0245    0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8025    4.7406   -1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4600    3.3790    2.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675    4.8716    1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919    2.8416   -0.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7881    2.2273    1.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0  0  0  0
 37 38  1  0  0  0  0
 27 26  2  0  0  0  0
 12 11  2  0  0  0  0
 11  9  1  0  0  0  0
 12 26  1  0  0  0  0
 39 37  1  0  0  0  0
 37 35  1  0  0  0  0
 35  4  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  1  0  0  0  0
  2 39  1  0  0  0  0
 12 13  1  0  0  0  0
 26 24  1  0  0  0  0
 24 23  1  0  0  0  0
 23 14  2  0  0  0  0
 14 13  1  0  0  0  0
  4  5  1  0  0  0  0
 14 15  1  0  0  0  0
  7  6  1  0  0  0  0
 15 22  2  0  0  0  0
  6 33  1  0  0  0  0
 22 20  1  0  0  0  0
 33 31  1  0  0  0  0
 20 18  2  0  0  0  0
 31 30  1  0  0  0  0
 18 17  1  0  0  0  0
 30 29  1  0  0  0  0
 17 16  2  0  0  0  0
 16 15  1  0  0  0  0
 29  7  1  0  0  0  0
 18 19  1  0  0  0  0
 31 32  1  0  0  0  0
 24 25  2  0  0  0  0
 33 34  1  0  0  0  0
 27 28  1  0  0  0  0
  9 10  1  0  0  0  0
  6  5  1  0  0  0  0
 20 21  1  0  0  0  0
  8 27  1  0  0  0  0
  7  8  1  0  0  0  0
 39 40  1  0  0  0  0
  2  1  1  0  0  0  0
 35 36  1  0  0  0  0
 36 64  1  0  0  0  0
 40 68  1  0  0  0  0
 39 67  1  6  0  0  0
  4 45  1  6  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  2 44  1  1  0  0  0
 35 63  1  1  0  0  0
 37 65  1  1  0  0  0
 38 66  1  0  0  0  0
 32 60  1  0  0  0  0
  7 47  1  1  0  0  0
 31 59  1  6  0  0  0
 33 61  1  1  0  0  0
 34 62  1  0  0  0  0
  6 46  1  6  0  0  0
 30 57  1  0  0  0  0
 30 58  1  0  0  0  0
 10 48  1  0  0  0  0
 11 49  1  0  0  0  0
 23 55  1  0  0  0  0
 22 54  1  0  0  0  0
 17 51  1  0  0  0  0
 16 50  1  0  0  0  0
 19 52  1  0  0  0  0
 28 56  1  0  0  0  0
 21 53  1  0  0  0  0
M  END

     RDKit          3D

 68 72  0  0  0  0  0  0  0  0999 V2000
    3.5859    0.1188    0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4931    1.1373    0.6872 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5214    1.0417   -0.3583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4024    1.9195   -0.2044 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3829    1.5535    0.9349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3131    0.4731    0.6752 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6326   -0.9282    0.5859 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1946   -1.5667   -0.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6894   -2.6674   -0.6572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0264   -3.2403    0.5425 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2467   -3.2584   -1.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8910   -2.7895   -3.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4645   -3.4082   -4.1265 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279   -2.9686   -5.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8101   -3.6939   -6.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9968   -5.0867   -6.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6481   -5.8006   -7.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1210   -5.1163   -8.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7655   -5.7528   -9.5417 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9507   -3.7388   -8.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4244   -3.0707   -9.7101 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3060   -3.0230   -7.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2422   -1.9928   -5.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4097   -1.3224   -4.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2427   -0.4382   -4.6811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0307   -1.7539   -3.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833   -1.1533   -2.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5360   -0.1769   -2.1288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3506   -1.9539    1.3207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7664   -1.8971    1.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3579   -0.6082    1.6748 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9824   -0.8605    2.9415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2766    0.4555    1.8712 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9161    1.7335    2.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8399    3.3935   -0.0659 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3749    3.8924   -1.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9010    3.5398    1.0222 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4106    4.8864    1.0058 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0566    2.5612    0.7919 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9752    2.7081    1.8825 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0832    0.3549   -0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538   -0.8810    0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3386    0.0772    1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0334    0.8447    1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1969    1.8408   -1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9112    0.7519   -0.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2992   -0.8107    1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2830   -3.0790    1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9398   -4.0881   -1.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6272   -5.6304   -5.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7722   -6.8739   -7.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8125   -6.7008   -9.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8338   -3.7649  -10.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2104   -1.9461   -7.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0413   -1.6648   -6.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6785    0.0110   -3.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9581   -1.9652    0.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2102   -2.7791    1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1595   -0.2514    1.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2433    0.0177    3.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7250    0.2852    2.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1921    2.3884    1.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0227    4.0245    0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8025    4.7406   -1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4600    3.3790    2.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675    4.8716    1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919    2.8416   -0.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7881    2.2273    1.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0
 37 38  1  0
 27 26  2  0
 12 11  2  0
 11  9  1  0
 12 26  1  0
 39 37  1  0
 37 35  1  0
 35  4  1  0
  4  3  1  0
  3  2  1  0
  2 39  1  0
 12 13  1  0
 26 24  1  0
 24 23  1  0
 23 14  2  0
 14 13  1  0
  4  5  1  0
 14 15  1  0
  7  6  1  0
 15 22  2  0
  6 33  1  0
 22 20  1  0
 33 31  1  0
 20 18  2  0
 31 30  1  0
 18 17  1  0
 30 29  1  0
 17 16  2  0
 16 15  1  0
 29  7  1  0
 18 19  1  0
 31 32  1  0
 24 25  2  0
 33 34  1  0
 27 28  1  0
  9 10  1  0
  6  5  1  0
 20 21  1  0
  8 27  1  0
  7  8  1  0
 39 40  1  0
  2  1  1  0
 35 36  1  0
 36 64  1  0
 40 68  1  0
 39 67  1  6
  4 45  1  6
  1 41  1  0
  1 42  1  0
  1 43  1  0
  2 44  1  1
 35 63  1  1
 37 65  1  1
 38 66  1  0
 32 60  1  0
  7 47  1  1
 31 59  1  6
 33 61  1  1
 34 62  1  0
  6 46  1  6
 30 57  1  0
 30 58  1  0
 10 48  1  0
 11 49  1  0
 23 55  1  0
 22 54  1  0
 17 51  1  0
 16 50  1  0
 19 52  1  0
 28 56  1  0
 21 53  1  0
M  END

  Mrv1652306202121043D          

 68 72  0  0  0  0            999 V2000
    3.5859    0.1188    0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4931    1.1373    0.6872 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5214    1.0417   -0.3583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4024    1.9195   -0.2044 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3829    1.5535    0.9349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3131    0.4731    0.6752 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6326   -0.9282    0.5859 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1946   -1.5667   -0.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6894   -2.6674   -0.6572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0264   -3.2403    0.5425 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2467   -3.2584   -1.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8910   -2.7895   -3.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4645   -3.4082   -4.1265 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279   -2.9686   -5.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8101   -3.6939   -6.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9968   -5.0867   -6.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6481   -5.8006   -7.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1210   -5.1163   -8.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7655   -5.7528   -9.5417 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9507   -3.7388   -8.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4244   -3.0707   -9.7101 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3060   -3.0230   -7.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2422   -1.9928   -5.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4097   -1.3224   -4.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2427   -0.4382   -4.6811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0307   -1.7539   -3.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833   -1.1533   -2.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5360   -0.1769   -2.1288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3506   -1.9539    1.3207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7664   -1.8971    1.1023 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3579   -0.6082    1.6748 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9824   -0.8605    2.9415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2766    0.4555    1.8712 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9161    1.7335    2.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8399    3.3935   -0.0659 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3749    3.8924   -1.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9010    3.5398    1.0222 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4106    4.8864    1.0058 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0566    2.5612    0.7919 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9752    2.7081    1.8825 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0832    0.3549   -0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538   -0.8810    0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3386    0.0772    1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0334    0.8447    1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1969    1.8408   -1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9112    0.7519   -0.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2992   -0.8107    1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2830   -3.0790    1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9398   -4.0881   -1.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6272   -5.6304   -5.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7722   -6.8739   -7.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8125   -6.7008   -9.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8338   -3.7649  -10.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2104   -1.9461   -7.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0413   -1.6648   -6.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6785    0.0110   -3.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9581   -1.9652    0.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2102   -2.7791    1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1595   -0.2514    1.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2433    0.0177    3.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7250    0.2852    2.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1921    2.3884    1.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0227    4.0245    0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8025    4.7406   -1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4600    3.3790    2.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675    4.8716    1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919    2.8416   -0.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7881    2.2273    1.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0  0  0  0
 37 38  1  0  0  0  0
 27 26  2  0  0  0  0
 12 11  2  0  0  0  0
 11  9  1  0  0  0  0
 12 26  1  0  0  0  0
 39 37  1  0  0  0  0
 37 35  1  0  0  0  0
 35  4  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  1  0  0  0  0
  2 39  1  0  0  0  0
 12 13  1  0  0  0  0
 26 24  1  0  0  0  0
 24 23  1  0  0  0  0
 23 14  2  0  0  0  0
 14 13  1  0  0  0  0
  4  5  1  0  0  0  0
 14 15  1  0  0  0  0
  7  6  1  0  0  0  0
 15 22  2  0  0  0  0
  6 33  1  0  0  0  0
 22 20  1  0  0  0  0
 33 31  1  0  0  0  0
 20 18  2  0  0  0  0
 31 30  1  0  0  0  0
 18 17  1  0  0  0  0
 30 29  1  0  0  0  0
 17 16  2  0  0  0  0
 16 15  1  0  0  0  0
 29  7  1  0  0  0  0
 18 19  1  0  0  0  0
 31 32  1  0  0  0  0
 24 25  2  0  0  0  0
 33 34  1  0  0  0  0
 27 28  1  0  0  0  0
  9 10  1  0  0  0  0
  6  5  1  0  0  0  0
 20 21  1  0  0  0  0
  8 27  1  0  0  0  0
  7  8  1  0  0  0  0
 39 40  1  0  0  0  0
  2  1  1  0  0  0  0
 35 36  1  0  0  0  0
 36 64  1  0  0  0  0
 40 68  1  0  0  0  0
 39 67  1  6  0  0  0
  4 45  1  6  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  2 44  1  1  0  0  0
 35 63  1  1  0  0  0
 37 65  1  1  0  0  0
 38 66  1  0  0  0  0
 32 60  1  0  0  0  0
  7 47  1  1  0  0  0
 31 59  1  6  0  0  0
 33 61  1  1  0  0  0
 34 62  1  0  0  0  0
  6 46  1  6  0  0  0
 30 57  1  0  0  0  0
 30 58  1  0  0  0  0
 10 48  1  0  0  0  0
 11 49  1  0  0  0  0
 23 55  1  0  0  0  0
 22 54  1  0  0  0  0
 17 51  1  0  0  0  0
 16 50  1  0  0  0  0
 19 52  1  0  0  0  0
 28 56  1  0  0  0  0
 21 53  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035706

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(O[H])C([H])=C(C([H])=C1[H])C1=C([H])C(=O)C2=C(O[H])C(=C(O[H])C([H])=C2O1)[C@]1([H])OC([H])([H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[C@]1([H])O[C@@]([H])(C([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H28O14/c1-8-19(32)22(35)23(36)26(38-8)40-25-20(33)14(31)7-37-24(25)18-13(30)6-16-17(21(18)34)12(29)5-15(39-16)9-2-3-10(27)11(28)4-9/h2-6,8,14,19-20,22-28,30-36H,7H2,1H3/t8-,14+,19-,20-,22+,23+,24-,25+,26-/m0/s1

> <INCHI_KEY>
KWYUKTMFRNMTME-XDUIEAMJSA-N

> <FORMULA>
C26H28O14

> <MOLECULAR_WEIGHT>
564.496

> <EXACT_MASS>
564.147905582

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
54.795508103732686

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-[(2S,3R,4S,5R)-4,5-dihydroxy-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

> <ALOGPS_LOGP>
0.34

> <JCHEM_LOGP>
-0.4477878299999998

> <ALOGPS_LOGS>
-2.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.710403508047982

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.137649015148547

> <JCHEM_PKA_STRONGEST_BASIC>
-3.612182611473356

> <JCHEM_POLAR_SURFACE_AREA>
236.05999999999997

> <JCHEM_REFRACTIVITY>
132.92020000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[(2S,3R,4S,5R)-4,5-dihydroxy-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 68 72  0  0  0  0  0  0  0  0999 V2000
    3.5859    0.1188    0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4931    1.1373    0.6872 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5214    1.0417   -0.3583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4024    1.9195   -0.2044 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3829    1.5535    0.9349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3131    0.4731    0.6752 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6326   -0.9282    0.5859 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1946   -1.5667   -0.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6894   -2.6674   -0.6572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0264   -3.2403    0.5425 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2467   -3.2584   -1.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8910   -2.7895   -3.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4645   -3.4082   -4.1265 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279   -2.9686   -5.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8101   -3.6939   -6.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9968   -5.0867   -6.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6481   -5.8006   -7.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1210   -5.1163   -8.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7655   -5.7528   -9.5417 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9507   -3.7388   -8.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4244   -3.0707   -9.7101 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3060   -3.0230   -7.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2422   -1.9928   -5.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4097   -1.3224   -4.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2427   -0.4382   -4.6811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0307   -1.7539   -3.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833   -1.1533   -2.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5360   -0.1769   -2.1288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3506   -1.9539    1.3207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7664   -1.8971    1.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3579   -0.6082    1.6748 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9824   -0.8605    2.9415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2766    0.4555    1.8712 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9161    1.7335    2.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8399    3.3935   -0.0659 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3749    3.8924   -1.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9010    3.5398    1.0222 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4106    4.8864    1.0058 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0566    2.5612    0.7919 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9752    2.7081    1.8825 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0832    0.3549   -0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538   -0.8810    0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3386    0.0772    1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0334    0.8447    1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1969    1.8408   -1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9112    0.7519   -0.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2992   -0.8107    1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2830   -3.0790    1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9398   -4.0881   -1.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6272   -5.6304   -5.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7722   -6.8739   -7.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8125   -6.7008   -9.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8338   -3.7649  -10.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2104   -1.9461   -7.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0413   -1.6648   -6.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6785    0.0110   -3.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9581   -1.9652    0.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2102   -2.7791    1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1595   -0.2514    1.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2433    0.0177    3.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7250    0.2852    2.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1921    2.3884    1.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0227    4.0245    0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8025    4.7406   -1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4600    3.3790    2.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675    4.8716    1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919    2.8416   -0.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7881    2.2273    1.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0
 37 38  1  0
 27 26  2  0
 12 11  2  0
 11  9  1  0
 12 26  1  0
 39 37  1  0
 37 35  1  0
 35  4  1  0
  4  3  1  0
  3  2  1  0
  2 39  1  0
 12 13  1  0
 26 24  1  0
 24 23  1  0
 23 14  2  0
 14 13  1  0
  4  5  1  0
 14 15  1  0
  7  6  1  0
 15 22  2  0
  6 33  1  0
 22 20  1  0
 33 31  1  0
 20 18  2  0
 31 30  1  0
 18 17  1  0
 30 29  1  0
 17 16  2  0
 16 15  1  0
 29  7  1  0
 18 19  1  0
 31 32  1  0
 24 25  2  0
 33 34  1  0
 27 28  1  0
  9 10  1  0
  6  5  1  0
 20 21  1  0
  8 27  1  0
  7  8  1  0
 39 40  1  0
  2  1  1  0
 35 36  1  0
 36 64  1  0
 40 68  1  0
 39 67  1  6
  4 45  1  6
  1 41  1  0
  1 42  1  0
  1 43  1  0
  2 44  1  1
 35 63  1  1
 37 65  1  1
 38 66  1  0
 32 60  1  0
  7 47  1  1
 31 59  1  6
 33 61  1  1
 34 62  1  0
  6 46  1  6
 30 57  1  0
 30 58  1  0
 10 48  1  0
 11 49  1  0
 23 55  1  0
 22 54  1  0
 17 51  1  0
 16 50  1  0
 19 52  1  0
 28 56  1  0
 21 53  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  C   UNK     0       3.586   0.119   0.378  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.493   1.137   0.687  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.521   1.042  -0.358  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.402   1.920  -0.204  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.383   1.554   0.935  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.313   0.473   0.675  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.633  -0.928   0.586  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.195  -1.567  -0.725  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.689  -2.667  -0.657  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.026  -3.240   0.543  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.247  -3.258  -1.789  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.891  -2.789  -3.045  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.464  -3.408  -4.127  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.128  -2.969  -5.397  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.810  -3.694  -6.488  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.997  -5.087  -6.395  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.648  -5.801  -7.408  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.121  -5.116  -8.518  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.765  -5.753  -9.542  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.951  -3.739  -8.617  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.424  -3.071  -9.710  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.306  -3.023  -7.616  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.242  -1.993  -5.643  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.410  -1.322  -4.510  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.243  -0.438  -4.681  0.00  0.00           O+0
HETATM   26  C   UNK     0      -0.031  -1.754  -3.157  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.583  -1.153  -2.007  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.536  -0.177  -2.129  0.00  0.00           O+0
HETATM   29  O   UNK     0      -1.351  -1.954   1.321  0.00  0.00           O+0
HETATM   30  C   UNK     0      -2.766  -1.897   1.102  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.358  -0.608   1.675  0.00  0.00           C+0
HETATM   32  O   UNK     0      -3.982  -0.861   2.942  0.00  0.00           O+0
HETATM   33  C   UNK     0      -2.277   0.456   1.871  0.00  0.00           C+0
HETATM   34  O   UNK     0      -2.916   1.734   2.034  0.00  0.00           O+0
HETATM   35  C   UNK     0       0.840   3.393  -0.066  0.00  0.00           C+0
HETATM   36  O   UNK     0       1.375   3.892  -1.304  0.00  0.00           O+0
HETATM   37  C   UNK     0       1.901   3.540   1.022  0.00  0.00           C+0
HETATM   38  O   UNK     0       2.411   4.886   1.006  0.00  0.00           O+0
HETATM   39  C   UNK     0       3.057   2.561   0.792  0.00  0.00           C+0
HETATM   40  O   UNK     0       3.975   2.708   1.883  0.00  0.00           O+0
HETATM   41  H   UNK     0       4.083   0.355  -0.569  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.154  -0.881   0.264  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.339   0.077   1.170  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.033   0.845   1.640  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.197   1.841  -1.117  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.911   0.752  -0.192  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.299  -0.811   1.156  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.283  -3.079   1.161  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.940  -4.088  -1.683  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.627  -5.630  -5.527  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.772  -6.874  -7.307  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.813  -6.701  -9.328  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.834  -3.765 -10.265  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.210  -1.946  -7.723  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.041  -1.665  -6.635  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.679   0.011  -3.087  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.958  -1.965   0.025  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.210  -2.779   1.575  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.160  -0.251   1.018  0.00  0.00           H+0
HETATM   60  H   UNK     0      -4.243   0.018   3.281  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.725   0.285   2.805  0.00  0.00           H+0
HETATM   62  H   UNK     0      -2.192   2.388   1.999  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.023   4.024   0.178  0.00  0.00           H+0
HETATM   64  H   UNK     0       1.803   4.741  -1.064  0.00  0.00           H+0
HETATM   65  H   UNK     0       1.460   3.379   2.014  0.00  0.00           H+0
HETATM   66  H   UNK     0       3.167   4.872   1.627  0.00  0.00           H+0
HETATM   67  H   UNK     0       3.592   2.842  -0.124  0.00  0.00           H+0
HETATM   68  H   UNK     0       4.788   2.227   1.643  0.00  0.00           H+0
CONECT    1    2   41   42   43                                             
CONECT    2    3   39    1   44                                             
CONECT    3    4    2                                                       
CONECT    4   35    3    5   45                                             
CONECT    5    4    6                                                       
CONECT    6    7   33    5   46                                             
CONECT    7    6   29    8   47                                             
CONECT    8    9   27    7                                                  
CONECT    9    8   11   10                                                  
CONECT   10    9   48                                                       
CONECT   11   12    9   49                                                  
CONECT   12   11   26   13                                                  
CONECT   13   12   14                                                       
CONECT   14   23   13   15                                                  
CONECT   15   14   22   16                                                  
CONECT   16   17   15   50                                                  
CONECT   17   18   16   51                                                  
CONECT   18   20   17   19                                                  
CONECT   19   18   52                                                       
CONECT   20   22   18   21                                                  
CONECT   21   20   53                                                       
CONECT   22   15   20   54                                                  
CONECT   23   24   14   55                                                  
CONECT   24   26   23   25                                                  
CONECT   25   24                                                            
CONECT   26   27   12   24                                                  
CONECT   27   26   28    8                                                  
CONECT   28   27   56                                                       
CONECT   29   30    7                                                       
CONECT   30   31   29   57   58                                             
CONECT   31   33   30   32   59                                             
CONECT   32   31   60                                                       
CONECT   33    6   31   34   61                                             
CONECT   34   33   62                                                       
CONECT   35   37    4   36   63                                             
CONECT   36   35   64                                                       
CONECT   37   38   39   35   65                                             
CONECT   38   37   66                                                       
CONECT   39   37    2   40   67                                             
CONECT   40   39   68                                                       
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    1                                                            
CONECT   44    2                                                            
CONECT   45    4                                                            
CONECT   46    6                                                            
CONECT   47    7                                                            
CONECT   48   10                                                            
CONECT   49   11                                                            
CONECT   50   16                                                            
CONECT   51   17                                                            
CONECT   52   19                                                            
CONECT   53   21                                                            
CONECT   54   22                                                            
CONECT   55   23                                                            
CONECT   56   28                                                            
CONECT   57   30                                                            
CONECT   58   30                                                            
CONECT   59   31                                                            
CONECT   60   32                                                            
CONECT   61   33                                                            
CONECT   62   34                                                            
CONECT   63   35                                                            
CONECT   64   36                                                            
CONECT   65   37                                                            
CONECT   66   38                                                            
CONECT   67   39                                                            
CONECT   68   40                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  144    0
END

RDKit          3D

68 72  0  0  0  0  0  0  0  0999 V2000
    3.5859    0.1188    0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4931    1.1373    0.6872 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5214    1.0417   -0.3583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4024    1.9195   -0.2044 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3829    1.5535    0.9349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3131    0.4731    0.6752 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6326   -0.9282    0.5859 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1946   -1.5667   -0.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6894   -2.6674   -0.6572 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0264   -3.2403    0.5425 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2467   -3.2584   -1.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8910   -2.7895   -3.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4645   -3.4082   -4.1265 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279   -2.9686   -5.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8101   -3.6939   -6.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9968   -5.0867   -6.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6481   -5.8006   -7.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1210   -5.1163   -8.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7655   -5.7528   -9.5417 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9507   -3.7388   -8.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4244   -3.0707   -9.7101 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3060   -3.0230   -7.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2422   -1.9928   -5.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4097   -1.3224   -4.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2427   -0.4382   -4.6811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0307   -1.7539   -3.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833   -1.1533   -2.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5360   -0.1769   -2.1288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3506   -1.9539    1.3207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7664   -1.8971    1.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3579   -0.6082    1.6748 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9824   -0.8605    2.9415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2766    0.4555    1.8712 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9161    1.7335    2.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8399    3.3935   -0.0659 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3749    3.8924   -1.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9010    3.5398    1.0222 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4106    4.8864    1.0058 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0566    2.5612    0.7919 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9752    2.7081    1.8825 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0832    0.3549   -0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538   -0.8810    0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3386    0.0772    1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0334    0.8447    1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1969    1.8408   -1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9112    0.7519   -0.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2992   -0.8107    1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2830   -3.0790    1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9398   -4.0881   -1.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6272   -5.6304   -5.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7722   -6.8739   -7.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8125   -6.7008   -9.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8338   -3.7649  -10.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2104   -1.9461   -7.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0413   -1.6648   -6.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6785    0.0110   -3.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9581   -1.9652    0.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2102   -2.7791    1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1595   -0.2514    1.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2433    0.0177    3.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7250    0.2852    2.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1921    2.3884    1.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0227    4.0245    0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8025    4.7406   -1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4600    3.3790    2.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675    4.8716    1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919    2.8416   -0.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7881    2.2273    1.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0
 37 38  1  0
 27 26  2  0
 12 11  2  0
 11  9  1  0
 12 26  1  0
 39 37  1  0
 37 35  1  0
 35  4  1  0
  4  3  1  0
  3  2  1  0
  2 39  1  0
 12 13  1  0
 26 24  1  0
 24 23  1  0
 23 14  2  0
 14 13  1  0
  4  5  1  0
 14 15  1  0
  7  6  1  0
 15 22  2  0
  6 33  1  0
 22 20  1  0
 33 31  1  0
 20 18  2  0
 31 30  1  0
 18 17  1  0
 30 29  1  0
 17 16  2  0
 16 15  1  0
 29  7  1  0
 18 19  1  0
 31 32  1  0
 24 25  2  0
 33 34  1  0
 27 28  1  0
  9 10  1  0
  6  5  1  0
 20 21  1  0
  8 27  1  0
  7  8  1  0
 39 40  1  0
  2  1  1  0
 35 36  1  0
 36 64  1  0
 40 68  1  0
 39 67  1  6
  4 45  1  6
  1 41  1  0
  1 42  1  0
  1 43  1  0
  2 44  1  1
 35 63  1  1
 37 65  1  1
 38 66  1  0
 32 60  1  0
  7 47  1  1
 31 59  1  6
 33 61  1  1
 34 62  1  0
  6 46  1  6
 30 57  1  0
 30 58  1  0
 10 48  1  0
 11 49  1  0
 23 55  1  0
 22 54  1  0
 17 51  1  0
 16 50  1  0
 19 52  1  0
 28 56  1  0
 21 53  1  0
M  END

View in JSmol

Synonyms

Value	Source
6-C-[2-O-a-L-Rhamnopyranosyl-(1''->2')]-b-D-xylopyranosylluteolin	Generator
6-C-[2-O-Α-L-rhamnopyranosyl-(1''->2')]-β-D-xylopyranosylluteolin	Generator

Chemical Formula

C₂₆H₂₈O₁₄

Average Mass

564.4960 Da

Monoisotopic Mass

564.14791 Da

IUPAC Name

6-[(2S,3R,4S,5R)-4,5-dihydroxy-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

Traditional Name

6-[(2S,3R,4S,5R)-4,5-dihydroxy-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C(O[H])C([H])=C(C([H])=C1[H])C1=C([H])C(=O)C2=C(O[H])C(=C(O[H])C([H])=C2O1)[C@]1([H])OC([H])([H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[C@]1([H])O[C@@]([H])(C([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@@]1([H])O[H]

InChI Identifier

InChI=1S/C26H28O14/c1-8-19(32)22(35)23(36)26(38-8)40-25-20(33)14(31)7-37-24(25)18-13(30)6-16-17(21(18)34)12(29)5-15(39-16)9-2-3-10(27)11(28)4-9/h2-6,8,14,19-20,22-28,30-36H,7H2,1H3/t8-,14+,19-,20-,22+,23+,24-,25+,26-/m0/s1

InChI Key

KWYUKTMFRNMTME-XDUIEAMJSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6 + 2 drops D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6 + 2 drops D₂O, 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
Petrorhagia dubia	JEOL database	Pacifico, S., et al, J. Nat. Prod. 73, 1973 (2010)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid c-glycosides. Flavonoid C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid C-glycosides

Alternative Parents

Substituents

Flavonoid c-glycoside
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Flavone
Phenolic glycoside
Glycosyl compound
O-glycosyl compound
Disaccharide
Chromone
Benzopyran
1-benzopyran
Catechol
Pyranone
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Oxane
Monocyclic benzene moiety
Pyran
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Polyol
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Acetal
Ether
Organic oxide
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

disaccharide derivative (CHEBI:70202 )
tetrahydroxyflavone (CHEBI:70202 )
flavone C-glycoside (CHEBI:70202 )

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	0.34	ALOGPS
logP	-0.45	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	6.14	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	236.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	132.92 m³·mol⁻¹	ChemAxon
Polarizability	54.8 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

34448462

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

70202

Good Scents ID

Not Available

References

General References

Pacifico, S., et al. (2010). Pacifico, S., et al, J. Nat. Prod. 73, 1973 (2010). J. Nat. Prod..

Showing NP-Card for 6-C-[2-O-alpha-L-rhamnopyranosyl-(1''-2')]-beta-D-xylopyranosylluteolin (NP0035706)

MOL for NP0035706 (6-C-[2-O-alpha-L-rhamnopyranosyl-(1''-2')]-beta-D-xylopyranosylluteolin)

3D MOL for NP0035706 (6-C-[2-O-alpha-L-rhamnopyranosyl-(1''-2')]-beta-D-xylopyranosylluteolin)

3D SDF for NP0035706 (6-C-[2-O-alpha-L-rhamnopyranosyl-(1''-2')]-beta-D-xylopyranosylluteolin)

3D-SDF for NP0035706 (6-C-[2-O-alpha-L-rhamnopyranosyl-(1''-2')]-beta-D-xylopyranosylluteolin)

PDB for NP0035706 (6-C-[2-O-alpha-L-rhamnopyranosyl-(1''-2')]-beta-D-xylopyranosylluteolin)

3D PDB for NP0035706 (6-C-[2-O-alpha-L-rhamnopyranosyl-(1''-2')]-beta-D-xylopyranosylluteolin)

SMILES for NP0035706 (6-C-[2-O-alpha-L-rhamnopyranosyl-(1''-2')]-beta-D-xylopyranosylluteolin)

INCHI for NP0035706 (6-C-[2-O-alpha-L-rhamnopyranosyl-(1''-2')]-beta-D-xylopyranosylluteolin)

Structure for NP0035706 (6-C-[2-O-alpha-L-rhamnopyranosyl-(1''-2')]-beta-D-xylopyranosylluteolin)

3D Structure for NP0035706 (6-C-[2-O-alpha-L-rhamnopyranosyl-(1''-2')]-beta-D-xylopyranosylluteolin)