NP-MRD: Showing NP-Card for [(2r,3s,4s,5r,6s)-5-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-3,4-dihydroxyoxan-2-yl]methyl acetate (NP0268397)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 13:30:13 UTC

Updated at

2022-09-08 13:30:13 UTC

NP-MRD ID

NP0268397

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(2r,3s,4s,5r,6s)-5-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-3,4-dihydroxyoxan-2-yl]methyl acetate

Description

Tricetin 4'-methyl ether 7-apiosyl-(1->2)-(6''-acetylglucoside) belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Thus, tricetin 4'-methyl ether 7-apiosyl-(1->2)-(6''-acetylglucoside) is considered to be a flavonoid. [(2r,3s,4s,5r,6s)-5-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-3,4-dihydroxyoxan-2-yl]methyl acetate is found in Paullinia pinnata. Based on a literature review very few articles have been published on Tricetin 4'-methyl ether 7-apiosyl-(1->2)-(6''-acetylglucoside).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082215302D          

 46 50  0  0  1  0            999 V2000
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    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
   -1.4289   -1.6500    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
   -0.7145   -1.2375    0.0000 C   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
    1.4289    0.0000    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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   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
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1839   -2.5519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7359   -3.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3234   -3.8795    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0771   -4.2151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0685   -4.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6205   -5.2772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5165   -3.7080    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9034   -4.2600    0.0000 O   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
    2.1434   -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
    0.0000   -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
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 18 30  1  0  0  0  0
 30 31  1  1  0  0  0
 32 31  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  6  0  0  0
 37 38  1  0  0  0  0
 35 39  1  0  0  0  0
 32 39  1  0  0  0  0
 39 40  1  1  0  0  0
 16 41  1  0  0  0  0
 41 42  2  0  0  0  0
 12 42  1  0  0  0  0
 42 43  1  0  0  0  0
  8 43  1  0  0  0  0
  7 44  1  0  0  0  0
 44 45  2  0  0  0  0
  3 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END

     RDKit          3D

 78 82  0  0  0  0  0  0  0  0999 V2000
   10.3248    0.1043   -3.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7647   -0.9322   -2.2355 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5740   -0.7619   -1.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3725   -1.0531   -2.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3739   -1.5128   -3.4276 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1877   -0.8848   -1.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2036   -0.4247   -0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9354   -0.2517    0.6381 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9119    0.2058    1.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7081    0.3613    2.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6484    0.7745    3.7899 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5554    0.0432    1.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3431    0.1834    2.5749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189    0.6380    3.8632 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1486   -0.1257    1.9374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2104   -0.5811    0.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9554   -0.8937   -0.0127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2606   -0.8294    0.4108 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7275   -2.1696    0.4778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8805   -2.1422    1.2140 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2567   -3.3838    1.9338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4765   -4.5214    1.1855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5590   -5.1664    0.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8998   -6.3989   -0.3857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3923   -4.7144    0.3180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9772   -1.6208    0.3083 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7681   -0.6922    0.9674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3933   -0.9789   -0.9303 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0538   -1.9031   -1.9121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1787   -0.1129   -0.5668 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6776    1.0184    0.0151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4087    2.1987   -0.6609 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6303    2.9880    0.1466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2022    4.2221    0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1962    4.3887   -0.8558 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5746    4.8891   -1.9979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3577    5.2697   -0.4505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8405    6.5430   -0.1937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6302    2.9515   -1.0591 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9413    2.8196   -2.4146 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490   -0.7217   -0.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6222   -0.4120    0.6410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7925   -0.5352    0.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -0.1440    0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6158   -0.3075   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8377   -0.0185    0.3527 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9875    0.7654   -2.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5547    0.7703   -3.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9136   -0.3182   -3.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2350   -1.6344   -3.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2554   -1.1159   -1.8853 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8200    0.4571    2.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4587    0.7518    4.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7834    0.0011    2.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4005   -0.4401    1.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7431   -1.3487    2.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1243   -3.1184    2.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4217   -3.5882    2.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3129   -6.0802   -1.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6738   -6.9470    0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0223   -7.0539   -0.5411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5813   -2.4844   -0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2189   -0.0493    1.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1653   -0.3097   -1.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5743   -2.7243   -1.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6222    0.0256   -1.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8096    2.0020   -1.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4942    5.0769    0.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7676    4.3793    1.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3616    5.8367   -1.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0074    5.3598   -1.3668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9242    4.8534    0.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5552    7.2316   -0.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5088    2.7301   -0.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8885    2.5853   -2.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4575   -1.0809   -1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5194    0.2125    1.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6773   -0.1503   -0.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7 44  1  0
 44 45  2  0
 45 46  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 20 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  6
 35 37  1  0
 37 38  1  0
 35 39  1  0
 39 40  1  0
 16 41  1  0
 41 42  2  0
 42 43  1  0
 45  3  1  0
 43  8  1  0
 42 12  1  0
 30 18  1  0
 39 32  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  5 50  1  0
  6 51  1  0
 44 77  1  0
 46 78  1  0
  9 52  1  0
 14 53  1  0
 15 54  1  0
 18 55  1  1
 20 56  1  1
 21 57  1  0
 21 58  1  0
 24 59  1  0
 24 60  1  0
 24 61  1  0
 26 62  1  6
 27 63  1  0
 28 64  1  6
 29 65  1  0
 30 66  1  6
 32 67  1  6
 34 68  1  0
 34 69  1  0
 36 70  1  0
 37 71  1  0
 37 72  1  0
 38 73  1  0
 39 74  1  1
 40 75  1  0
 41 76  1  0
M  END


  Mrv1652309082215302D          

 46 50  0  0  1  0            999 V2000
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    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
   -1.4289   -1.6500    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
   -0.7145   -1.2375    0.0000 C   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
    1.4289    0.0000    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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   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
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1839   -2.5519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7359   -3.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3234   -3.8795    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0771   -4.2151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0685   -4.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6205   -5.2772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5165   -3.7080    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9034   -4.2600    0.0000 O   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
    2.1434   -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
    0.0000   -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
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 18 30  1  0  0  0  0
 30 31  1  1  0  0  0
 32 31  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  6  0  0  0
 37 38  1  0  0  0  0
 35 39  1  0  0  0  0
 32 39  1  0  0  0  0
 39 40  1  1  0  0  0
 16 41  1  0  0  0  0
 41 42  2  0  0  0  0
 12 42  1  0  0  0  0
 42 43  1  0  0  0  0
  8 43  1  0  0  0  0
  7 44  1  0  0  0  0
 44 45  2  0  0  0  0
  3 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0268397

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C(C=C1O)C1=CC(=O)C2=C(O)C=C(O[C@@H]3O[C@H](COC(C)=O)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3OC[C@](O)(CO)[C@H]3O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C29H32O17/c1-11(31)41-8-20-22(36)23(37)25(46-28-26(38)29(39,9-30)10-42-28)27(45-20)43-13-5-14(32)21-15(33)7-18(44-19(21)6-13)12-3-16(34)24(40-2)17(35)4-12/h3-7,20,22-23,25-28,30,32,34-39H,8-10H2,1-2H3/t20-,22-,23+,25-,26+,27-,28+,29-/m1/s1

> <INCHI_KEY>
VWXAAMROKPFVIO-WJPRWVBUSA-N

> <FORMULA>
C29H32O17

> <MOLECULAR_WEIGHT>
652.558

> <EXACT_MASS>
652.16394957

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
63.369132544691595

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4S,5R,6S)-5-{[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl]oxy}-3,4-dihydroxyoxan-2-yl]methyl acetate

> <JCHEM_LOGP>
-0.8579891966666671

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.359311634437395

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.310205270821667

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1423791405643646

> <JCHEM_POLAR_SURFACE_AREA>
260.5899999999999

> <JCHEM_REFRACTIVITY>
149.32410000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5R,6S)-5-{[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-3,4-dihydroxyoxan-2-yl]methyl 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      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      13.337   4.620   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      13.337  -0.000   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      13.410  -4.764   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      14.440  -5.908   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      13.670  -7.242   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      15.077  -7.868   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      13.195  -8.706   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      14.225  -9.851   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      12.164  -6.922   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      11.020  -7.952   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   45                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   44                                                  
CONECT    8    7    9   43                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   42                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   41                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   30                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   20   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   18   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   39                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37   39                                             
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37                                                            
CONECT   39   35   32   40                                                  
CONECT   40   39                                                            
CONECT   41   16   42                                                       
CONECT   42   41   12   43                                                  
CONECT   43   42    8                                                       
CONECT   44    7   45                                                       
CONECT   45   44    3   46                                                  
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₂O₁₇

Average Mass

652.5580 Da

Monoisotopic Mass

652.16395 Da

IUPAC Name

[(2R,3S,4S,5R,6S)-5-{[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl]oxy}-3,4-dihydroxyoxan-2-yl]methyl acetate

Traditional Name

[(2R,3S,4S,5R,6S)-5-{[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-3,4-dihydroxyoxan-2-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C(C=C1O)C1=CC(=O)C2=C(O)C=C(O[C@@H]3O[C@H](COC(C)=O)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3OC[C@](O)(CO)[C@H]3O)C=C2O1

InChI Identifier

InChI=1S/C29H32O17/c1-11(31)41-8-20-22(36)23(37)25(46-28-26(38)29(39,9-30)10-42-28)27(45-20)43-13-5-14(32)21-15(33)7-18(44-19(21)6-13)12-3-16(34)24(40-2)17(35)4-12/h3-7,20,22-23,25-28,30,32,34-39H,8-10H2,1-2H3/t20-,22-,23+,25-,26+,27-,28+,29-/m1/s1

InChI Key

VWXAAMROKPFVIO-WJPRWVBUSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Paullinia pinnata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

Flavonoid-7-o-glycoside
4p-methoxyflavonoid-skeleton
Hydroxyflavonoid
Flavone
5-hydroxyflavonoid
3'-hydroxyflavonoid
Phenolic glycoside
Glycosyl compound
O-glycosyl compound
Disaccharide
Chromone
Methoxyphenol
1-benzopyran
Benzopyran
Methoxybenzene
Anisole
Resorcinol
Phenol ether
Phenoxy compound
Pyranone
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Oxane
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Ether
Acetal
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Alcohol
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.86	ChemAxon
pKa (Strongest Acidic)	7.31	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	260.59 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	149.32 m³·mol⁻¹	ChemAxon
Polarizability	63.37 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	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00013715

Chemspider ID

8731620

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10556231

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(2r,3s,4s,5r,6s)-5-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-3,4-dihydroxyoxan-2-yl]methyl acetate (NP0268397)

MOL for NP0268397 ([(2r,3s,4s,5r,6s)-5-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-3,4-dihydroxyoxan-2-yl]methyl acetate)

3D MOL for NP0268397 ([(2r,3s,4s,5r,6s)-5-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-3,4-dihydroxyoxan-2-yl]methyl acetate)

3D SDF for NP0268397 ([(2r,3s,4s,5r,6s)-5-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-3,4-dihydroxyoxan-2-yl]methyl acetate)

3D-SDF for NP0268397 ([(2r,3s,4s,5r,6s)-5-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-3,4-dihydroxyoxan-2-yl]methyl acetate)

PDB for NP0268397 ([(2r,3s,4s,5r,6s)-5-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-3,4-dihydroxyoxan-2-yl]methyl acetate)

3D PDB for NP0268397 ([(2r,3s,4s,5r,6s)-5-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-3,4-dihydroxyoxan-2-yl]methyl acetate)

SMILES for NP0268397 ([(2r,3s,4s,5r,6s)-5-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-3,4-dihydroxyoxan-2-yl]methyl acetate)

INCHI for NP0268397 ([(2r,3s,4s,5r,6s)-5-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-3,4-dihydroxyoxan-2-yl]methyl acetate)

Structure for NP0268397 ([(2r,3s,4s,5r,6s)-5-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-3,4-dihydroxyoxan-2-yl]methyl acetate)

3D Structure for NP0268397 ([(2r,3s,4s,5r,6s)-5-{[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy}-3,4-dihydroxyoxan-2-yl]methyl acetate)