NP-MRD: Showing NP-Card for KHAINAOSIDE C (NP0001537)

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Record Information

Version

2.0

Created at

2020-08-27 00:32:45 UTC

Updated at

2021-08-10 02:55:05 UTC

NP-MRD ID

NP0001537

Secondary Accession Numbers

None

Natural Product Identification

Common Name

KHAINAOSIDE C

Description

[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}oxan-2-yl]methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. KHAINAOSIDE C is found in Balanophora laxiflora and Vitex glabrata. Based on a literature review very few articles have been published on [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}oxan-2-yl]methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652308272002322D          

 64 66  0  0  1  0            999 V2000
    5.7158   -4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0257  -11.8268    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3960  -11.1855    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -11.5500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579  -10.7250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -12.7875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.1434  -13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -15.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4289  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -14.0250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5968  -14.5732    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9670  -15.2145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -16.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -16.5000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -13.6125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000  -13.2000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -12.3750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    3.5724   -6.1875    0.0000 H   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
  5  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 20 17  1  1  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
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 29 30  1  0  0  0  0
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 29 32  1  0  0  0  0
 27 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
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 36 38  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
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 40 43  1  0  0  0  0
 43 44  1  0  0  0  0
 35 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  2  0  0  0  0
 26 47  1  0  0  0  0
 47 48  1  0  0  0  0
 23 49  1  0  0  0  0
 49 50  1  1  0  0  0
 49 51  1  6  0  0  0
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 53 54  1  6  0  0  0
 53 55  1  1  0  0  0
 55 56  1  0  0  0  0
 53 57  1  0  0  0  0
 20 57  1  0  0  0  0
 57 58  1  1  0  0  0
 57 59  1  1  0  0  0
 59 60  1  0  0  0  0
  9 61  1  0  0  0  0
 61 62  1  0  0  0  0
 61 63  2  0  0  0  0
  3 63  1  0  0  0  0
 63 64  1  0  0  0  0
M  END

NP0001537
     RDKit          3D

 64 66  0  0  0  0  0  0  0  0999 V2000
   -4.8039   -0.4718    2.8336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8723   -0.6554    1.7879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9638   -0.0214    0.5713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0425    0.8541    0.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2215    1.5298   -0.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3237    2.4411   -1.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2623    2.7187   -0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3784    3.6761   -0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2927    4.7071    0.4092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2719    1.3029   -1.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2142    0.4677   -1.6337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0378   -0.2329   -0.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9791   -1.0467   -0.2976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5152   -1.8468    0.6953 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2197   -1.4314    1.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4574   -2.4027    1.7979 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6983   -1.7294    2.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4836   -1.2319    1.3132 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6697   -0.5685    1.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1022   -0.3814    2.6380 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4719   -0.0594    0.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6024    0.5730    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4233    1.0916   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0959    0.9713   -1.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8986    1.4766   -2.9220 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0705    2.1253   -2.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8751    2.6313   -3.6176 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4215    2.2592   -1.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5955    2.9084   -0.9453 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6122    1.7520   -0.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9801   -3.4060    0.7634 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2475   -4.6250    1.3619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0417   -3.5315   -0.3550 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1740   -2.5357   -1.2929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4081   -3.3119    0.2583 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6289   -4.1215    1.3420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8837    0.6400    2.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4618   -0.8790    3.7891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7935   -0.8036    2.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7341    0.9789    1.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3915    2.9419   -2.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2575    2.2655    0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3554    3.1827   -0.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2582    4.0952   -1.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2232    5.6019   -0.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3980    1.8354   -2.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4641    0.2830   -2.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1074   -1.8584    1.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110   -2.8731    2.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2478   -2.3819    3.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3591   -0.8428    2.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0919   -0.2257   -0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9412    0.7145    1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1924    0.4730   -2.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6087    1.3637   -3.9694 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7398    3.1114   -3.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8432    3.0013    0.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8796    1.8518    0.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9098   -3.0251    0.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154   -5.0132    1.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0204   -4.5380   -0.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9012   -1.9609   -0.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1932   -3.4972   -0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5790   -4.3163    1.4589 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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
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 17 18  1  0
 18 19  1  0
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 19 21  1  0
 21 22  2  0
 22 23  1  0
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 31 33  1  0
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 35 36  1  0
 12  3  1  0
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 30 23  1  0
  1 37  1  0
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  1 39  1  0
  4 40  1  0
  6 41  1  0
  7 42  1  0
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 22 53  1  0
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 29 57  1  0
 30 58  1  0
 31 59  1  6
 32 60  1  0
 33 61  1  6
 34 62  1  0
 35 63  1  6
 36 64  1  0
M  END


  Mrv1652308272002322D          

 64 66  0  0  1  0            999 V2000
    5.7158   -4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0257  -11.8268    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3960  -11.1855    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -11.5500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579  -10.7250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -12.7875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289  -13.2000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -15.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184  -16.0875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -16.9125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684  -16.0875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -16.0875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -16.0875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -14.0250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5968  -14.5732    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9670  -15.2145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -16.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -16.5000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -13.6125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000  -13.2000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -12.3750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145  -11.9625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000  -12.3750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -11.5500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289  -10.7250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000  -10.7250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -11.1375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434  -11.9625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -9.4875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 H   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
  5  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 20 17  1  1  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 32  1  0  0  0  0
 27 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 40 43  1  0  0  0  0
 43 44  1  0  0  0  0
 35 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  2  0  0  0  0
 26 47  1  0  0  0  0
 47 48  1  0  0  0  0
 23 49  1  0  0  0  0
 49 50  1  1  0  0  0
 49 51  1  6  0  0  0
 51 52  1  0  0  0  0
 49 53  1  0  0  0  0
 53 54  1  6  0  0  0
 53 55  1  1  0  0  0
 55 56  1  0  0  0  0
 53 57  1  0  0  0  0
 20 57  1  0  0  0  0
 57 58  1  1  0  0  0
 57 59  1  1  0  0  0
 59 60  1  0  0  0  0
  9 61  1  0  0  0  0
 61 62  1  0  0  0  0
 61 63  2  0  0  0  0
  3 63  1  0  0  0  0
 63 64  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001537

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(O[H])C([H])=C(\C([H])=C(/[H])C(=O)OC([H])([H])[C@@]2([H])O[C@@]([H])(OC3=C(OC([H])([H])[H])C([H])=C(\C([H])=C(/[H])C([H])([H])O[H])C([H])=C3[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]2([H])O[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H28O11/c1-33-19-12-14(3-2-10-26)5-8-18(19)35-25-24(32)23(31)22(30)20(36-25)13-34-21(29)9-6-15-4-7-16(27)17(28)11-15/h2-9,11-12,20,22-28,30-32H,10,13H2,1H3/b3-2+,9-6+/t20-,22-,23+,24-,25-/m1/s1

> <INCHI_KEY>
OVXNLDIJUODSJZ-WNTHUPNMSA-N

> <FORMULA>
C25H28O11

> <MOLECULAR_WEIGHT>
504.488

> <EXACT_MASS>
504.163161722

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
50.49552251015681

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}oxan-2-yl]methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
1.60

> <JCHEM_LOGP>
1.513267116

> <ALOGPS_LOGS>
-3.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.05940720405373

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.208194093078758

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5263612950532837

> <JCHEM_POLAR_SURFACE_AREA>
175.37

> <JCHEM_REFRACTIVITY>
127.31050000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}oxan-2-yl]methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

NP0001537
     RDKit          3D

 64 66  0  0  0  0  0  0  0  0999 V2000
   -4.8039   -0.4718    2.8336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8723   -0.6554    1.7879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9638   -0.0214    0.5713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0425    0.8541    0.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2215    1.5298   -0.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3237    2.4411   -1.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2623    2.7187   -0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3784    3.6761   -0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2927    4.7071    0.4092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2719    1.3029   -1.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2142    0.4677   -1.6337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0378   -0.2329   -0.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9791   -1.0467   -0.2976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5152   -1.8468    0.6953 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2197   -1.4314    1.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4574   -2.4027    1.7979 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6983   -1.7294    2.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4836   -1.2319    1.3132 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6697   -0.5685    1.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1022   -0.3814    2.6380 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4719   -0.0594    0.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6024    0.5730    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4233    1.0916   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0959    0.9713   -1.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8986    1.4766   -2.9220 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0705    2.1253   -2.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8751    2.6313   -3.6176 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4215    2.2592   -1.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5955    2.9084   -0.9453 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6122    1.7520   -0.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9801   -3.4060    0.7634 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2475   -4.6250    1.3619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0417   -3.5315   -0.3550 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1740   -2.5357   -1.2929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4081   -3.3119    0.2583 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6289   -4.1215    1.3420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8837    0.6400    2.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4618   -0.8790    3.7891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7935   -0.8036    2.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7341    0.9789    1.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3915    2.9419   -2.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2575    2.2655    0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3554    3.1827   -0.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2582    4.0952   -1.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2232    5.6019   -0.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3980    1.8354   -2.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4641    0.2830   -2.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1074   -1.8584    1.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110   -2.8731    2.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2478   -2.3819    3.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3591   -0.8428    2.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0919   -0.2257   -0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9412    0.7145    1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1924    0.4730   -2.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6087    1.3637   -3.9694 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7398    3.1114   -3.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8432    3.0013    0.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8796    1.8518    0.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9098   -3.0251    0.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154   -5.0132    1.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0204   -4.5380   -0.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9012   -1.9609   -0.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1932   -3.4972   -0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5790   -4.3163    1.4589 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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
 16 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 12  3  1  0
 35 14  1  0
 30 23  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 14 48  1  1
 16 49  1  1
 17 50  1  0
 17 51  1  0
 21 52  1  0
 22 53  1  0
 24 54  1  0
 25 55  1  0
 27 56  1  0
 29 57  1  0
 30 58  1  0
 31 59  1  6
 32 60  1  0
 33 61  1  6
 34 62  1  0
 35 63  1  6
 36 64  1  0
M  END

HEADER    PROTEIN                                 27-AUG-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-AUG-20         0                                  
HETATM    1  H   UNK     0      10.669  -9.240   0.000  0.00  0.00           H+0
HETATM    2  O   UNK     0       9.336 -10.010   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      12.003 -11.550   0.000  0.00  0.00           O+0
HETATM    6  H   UNK     0      13.337 -12.320   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM    8  H   UNK     0      12.003 -14.630   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0       9.336 -14.630   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336 -16.170   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0      10.669 -16.940   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0       8.002 -16.940   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       6.668 -16.170   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0       8.002 -18.480   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.336 -19.250   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       6.668 -19.250   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.668 -20.790   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0       7.515 -22.077   0.000  0.00  0.00           H+0
HETATM   19  H   UNK     0       8.206 -20.880   0.000  0.00  0.00           H+0
HETATM   20  C   UNK     0       5.335 -21.560   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0       5.335 -20.020   0.000  0.00  0.00           H+0
HETATM   22  O   UNK     0       5.335 -23.100   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.001 -23.870   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0       2.667 -24.640   0.000  0.00  0.00           H+0
HETATM   25  O   UNK     0       4.001 -25.410   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.667 -26.180   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.667 -27.720   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.001 -28.490   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.001 -30.030   0.000  0.00  0.00           C+0
HETATM   30  H   UNK     0       2.461 -30.030   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.001 -31.570   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.541 -30.030   0.000  0.00  0.00           H+0
HETATM   33  C   UNK     0       1.334 -28.490   0.000  0.00  0.00           C+0
HETATM   34  H   UNK     0       1.334 -30.030   0.000  0.00  0.00           H+0
HETATM   35  C   UNK     0      -0.000 -27.720   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.334 -28.490   0.000  0.00  0.00           C+0
HETATM   37  H   UNK     0      -1.334 -30.030   0.000  0.00  0.00           H+0
HETATM   38  C   UNK     0      -2.667 -27.720   0.000  0.00  0.00           C+0
HETATM   39  H   UNK     0      -2.667 -26.180   0.000  0.00  0.00           H+0
HETATM   40  C   UNK     0      -4.001 -28.490   0.000  0.00  0.00           C+0
HETATM   41  H   UNK     0      -4.847 -27.203   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0      -5.538 -28.400   0.000  0.00  0.00           H+0
HETATM   43  O   UNK     0      -4.001 -30.030   0.000  0.00  0.00           O+0
HETATM   44  H   UNK     0      -5.335 -30.800   0.000  0.00  0.00           H+0
HETATM   45  C   UNK     0      -0.000 -26.180   0.000  0.00  0.00           C+0
HETATM   46  H   UNK     0      -1.334 -25.410   0.000  0.00  0.00           H+0
HETATM   47  C   UNK     0       1.334 -25.410   0.000  0.00  0.00           C+0
HETATM   48  H   UNK     0      -0.000 -24.640   0.000  0.00  0.00           H+0
HETATM   49  C   UNK     0       2.667 -23.100   0.000  0.00  0.00           C+0
HETATM   50  H   UNK     0       1.334 -22.330   0.000  0.00  0.00           H+0
HETATM   51  O   UNK     0       1.334 -23.870   0.000  0.00  0.00           O+0
HETATM   52  H   UNK     0      -0.000 -23.100   0.000  0.00  0.00           H+0
HETATM   53  C   UNK     0       2.667 -21.560   0.000  0.00  0.00           C+0
HETATM   54  H   UNK     0       2.667 -20.020   0.000  0.00  0.00           H+0
HETATM   55  O   UNK     0       1.334 -20.790   0.000  0.00  0.00           O+0
HETATM   56  H   UNK     0      -0.000 -20.020   0.000  0.00  0.00           H+0
HETATM   57  C   UNK     0       4.001 -20.790   0.000  0.00  0.00           C+0
HETATM   58  H   UNK     0       4.001 -22.330   0.000  0.00  0.00           H+0
HETATM   59  O   UNK     0       4.001 -19.250   0.000  0.00  0.00           O+0
HETATM   60  H   UNK     0       4.001 -17.710   0.000  0.00  0.00           H+0
HETATM   61  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   62  H   UNK     0       6.668 -14.630   0.000  0.00  0.00           H+0
HETATM   63  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   64  H   UNK     0       6.668 -11.550   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   63                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   61                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17   21   22   57                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   25   49                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   47                                                  
CONECT   27   26   28   33                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31   32                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   29                                                            
CONECT   33   27   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   45                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41   42   43                                             
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43   40   44                                                       
CONECT   44   43                                                            
CONECT   45   35   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   26   48                                                  
CONECT   48   47                                                            
CONECT   49   23   50   51   53                                             
CONECT   50   49                                                            
CONECT   51   49   52                                                       
CONECT   52   51                                                            
CONECT   53   49   54   55   57                                             
CONECT   54   53                                                            
CONECT   55   53   56                                                       
CONECT   56   55                                                            
CONECT   57   53   20   58   59                                             
CONECT   58   57                                                            
CONECT   59   57   60                                                       
CONECT   60   59                                                            
CONECT   61    9   62   63                                                  
CONECT   62   61                                                            
CONECT   63   61    3   64                                                  
CONECT   64   63                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  132    0
END

COMPND    NP0001537
HETATM    1  C1  UNL     1      -4.804  -0.472   2.834  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.872  -0.655   1.788  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.964  -0.021   0.571  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.042   0.854   0.362  1.00  0.00           C  
HETATM    5  C4  UNL     1      -5.222   1.530  -0.808  1.00  0.00           C  
HETATM    6  C5  UNL     1      -6.324   2.441  -1.057  1.00  0.00           C  
HETATM    7  C6  UNL     1      -7.262   2.719  -0.198  1.00  0.00           C  
HETATM    8  C7  UNL     1      -8.378   3.676  -0.525  1.00  0.00           C  
HETATM    9  O2  UNL     1      -8.293   4.707   0.409  1.00  0.00           O  
HETATM   10  C8  UNL     1      -4.272   1.303  -1.789  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.214   0.468  -1.634  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.038  -0.233  -0.406  1.00  0.00           C  
HETATM   13  O3  UNL     1      -1.979  -1.047  -0.298  1.00  0.00           O  
HETATM   14  C11 UNL     1      -1.515  -1.847   0.695  1.00  0.00           C  
HETATM   15  O4  UNL     1      -0.220  -1.431   1.082  1.00  0.00           O  
HETATM   16  C12 UNL     1       0.457  -2.403   1.798  1.00  0.00           C  
HETATM   17  C13 UNL     1       1.698  -1.729   2.389  1.00  0.00           C  
HETATM   18  O5  UNL     1       2.484  -1.232   1.313  1.00  0.00           O  
HETATM   19  C14 UNL     1       3.670  -0.568   1.474  1.00  0.00           C  
HETATM   20  O6  UNL     1       4.102  -0.381   2.638  1.00  0.00           O  
HETATM   21  C15 UNL     1       4.472  -0.059   0.364  1.00  0.00           C  
HETATM   22  C16 UNL     1       5.602   0.573   0.520  1.00  0.00           C  
HETATM   23  C17 UNL     1       6.423   1.092  -0.568  1.00  0.00           C  
HETATM   24  C18 UNL     1       6.096   0.971  -1.898  1.00  0.00           C  
HETATM   25  C19 UNL     1       6.899   1.477  -2.922  1.00  0.00           C  
HETATM   26  C20 UNL     1       8.070   2.125  -2.602  1.00  0.00           C  
HETATM   27  O7  UNL     1       8.875   2.631  -3.618  1.00  0.00           O  
HETATM   28  C21 UNL     1       8.421   2.259  -1.277  1.00  0.00           C  
HETATM   29  O8  UNL     1       9.595   2.908  -0.945  1.00  0.00           O  
HETATM   30  C22 UNL     1       7.612   1.752  -0.292  1.00  0.00           C  
HETATM   31  C23 UNL     1       0.980  -3.406   0.763  1.00  0.00           C  
HETATM   32  O9  UNL     1       1.248  -4.625   1.362  1.00  0.00           O  
HETATM   33  C24 UNL     1      -0.042  -3.532  -0.355  1.00  0.00           C  
HETATM   34  O10 UNL     1       0.174  -2.536  -1.293  1.00  0.00           O  
HETATM   35  C25 UNL     1      -1.408  -3.312   0.258  1.00  0.00           C  
HETATM   36  O11 UNL     1      -1.629  -4.121   1.342  1.00  0.00           O  
HETATM   37  H1  UNL     1      -4.884   0.640   2.985  1.00  0.00           H  
HETATM   38  H2  UNL     1      -4.462  -0.879   3.789  1.00  0.00           H  
HETATM   39  H3  UNL     1      -5.794  -0.804   2.509  1.00  0.00           H  
HETATM   40  H4  UNL     1      -5.734   0.979   1.164  1.00  0.00           H  
HETATM   41  H5  UNL     1      -6.391   2.942  -2.027  1.00  0.00           H  
HETATM   42  H6  UNL     1      -7.257   2.265   0.767  1.00  0.00           H  
HETATM   43  H7  UNL     1      -9.355   3.183  -0.429  1.00  0.00           H  
HETATM   44  H8  UNL     1      -8.258   4.095  -1.526  1.00  0.00           H  
HETATM   45  H9  UNL     1      -8.223   5.602  -0.029  1.00  0.00           H  
HETATM   46  H10 UNL     1      -4.398   1.835  -2.734  1.00  0.00           H  
HETATM   47  H11 UNL     1      -2.464   0.283  -2.397  1.00  0.00           H  
HETATM   48  H12 UNL     1      -2.107  -1.858   1.610  1.00  0.00           H  
HETATM   49  H13 UNL     1      -0.111  -2.873   2.598  1.00  0.00           H  
HETATM   50  H14 UNL     1       2.248  -2.382   3.066  1.00  0.00           H  
HETATM   51  H15 UNL     1       1.359  -0.843   2.964  1.00  0.00           H  
HETATM   52  H16 UNL     1       4.092  -0.226  -0.624  1.00  0.00           H  
HETATM   53  H17 UNL     1       5.941   0.714   1.537  1.00  0.00           H  
HETATM   54  H18 UNL     1       5.192   0.473  -2.177  1.00  0.00           H  
HETATM   55  H19 UNL     1       6.609   1.364  -3.969  1.00  0.00           H  
HETATM   56  H20 UNL     1       9.740   3.111  -3.409  1.00  0.00           H  
HETATM   57  H21 UNL     1       9.843   3.001   0.025  1.00  0.00           H  
HETATM   58  H22 UNL     1       7.880   1.852   0.765  1.00  0.00           H  
HETATM   59  H23 UNL     1       1.910  -3.025   0.327  1.00  0.00           H  
HETATM   60  H24 UNL     1       2.115  -5.013   1.030  1.00  0.00           H  
HETATM   61  H25 UNL     1      -0.020  -4.538  -0.777  1.00  0.00           H  
HETATM   62  H26 UNL     1       0.901  -1.961  -1.000  1.00  0.00           H  
HETATM   63  H27 UNL     1      -2.193  -3.497  -0.495  1.00  0.00           H  
HETATM   64  H28 UNL     1      -2.579  -4.316   1.459  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3
CONECT    3    4    4   12
CONECT    4    5   40
CONECT    5    6   10   10
CONECT    6    7    7   41
CONECT    7    8   42
CONECT    8    9   43   44
CONECT    9   45
CONECT   10   11   46
CONECT   11   12   12   47
CONECT   12   13
CONECT   13   14
CONECT   14   15   35   48
CONECT   15   16
CONECT   16   17   31   49
CONECT   17   18   50   51
CONECT   18   19
CONECT   19   20   20   21
CONECT   21   22   22   52
CONECT   22   23   53
CONECT   23   24   24   30
CONECT   24   25   54
CONECT   25   26   26   55
CONECT   26   27   28
CONECT   27   56
CONECT   28   29   30   30
CONECT   29   57
CONECT   30   58
CONECT   31   32   33   59
CONECT   32   60
CONECT   33   34   35   61
CONECT   34   62
CONECT   35   36   63
CONECT   36   64
END

NP0001537
     RDKit          3D

64 66  0  0  0  0  0  0  0  0999 V2000
   -4.8039   -0.4718    2.8336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8723   -0.6554    1.7879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9638   -0.0214    0.5713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0425    0.8541    0.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2215    1.5298   -0.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3237    2.4411   -1.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2623    2.7187   -0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3784    3.6761   -0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2927    4.7071    0.4092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2719    1.3029   -1.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2142    0.4677   -1.6337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0378   -0.2329   -0.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9791   -1.0467   -0.2976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5152   -1.8468    0.6953 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2197   -1.4314    1.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4574   -2.4027    1.7979 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6983   -1.7294    2.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4836   -1.2319    1.3132 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6697   -0.5685    1.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1022   -0.3814    2.6380 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4719   -0.0594    0.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6024    0.5730    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4233    1.0916   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0959    0.9713   -1.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8986    1.4766   -2.9220 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0705    2.1253   -2.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8751    2.6313   -3.6176 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4215    2.2592   -1.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5955    2.9084   -0.9453 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6122    1.7520   -0.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9801   -3.4060    0.7634 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2475   -4.6250    1.3619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0417   -3.5315   -0.3550 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1740   -2.5357   -1.2929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4081   -3.3119    0.2583 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6289   -4.1215    1.3420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8837    0.6400    2.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4618   -0.8790    3.7891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7935   -0.8036    2.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7341    0.9789    1.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3915    2.9419   -2.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2575    2.2655    0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3554    3.1827   -0.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2582    4.0952   -1.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2232    5.6019   -0.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3980    1.8354   -2.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4641    0.2830   -2.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1074   -1.8584    1.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110   -2.8731    2.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2478   -2.3819    3.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3591   -0.8428    2.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0919   -0.2257   -0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9412    0.7145    1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1924    0.4730   -2.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6087    1.3637   -3.9694 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7398    3.1114   -3.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8432    3.0013    0.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8796    1.8518    0.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9098   -3.0251    0.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154   -5.0132    1.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0204   -4.5380   -0.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9012   -1.9609   -0.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1932   -3.4972   -0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5790   -4.3163    1.4589 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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
 16 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 12  3  1  0
 35 14  1  0
 30 23  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 14 48  1  1
 16 49  1  1
 17 50  1  0
 17 51  1  0
 21 52  1  0
 22 53  1  0
 24 54  1  0
 25 55  1  0
 27 56  1  0
 29 57  1  0
 30 58  1  0
 31 59  1  6
 32 60  1  0
 33 61  1  6
 34 62  1  0
 35 63  1  6
 36 64  1  0
M  END

View in JSmol

Synonyms

Value	Source
[(2R,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-{4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}oxan-2-yl]methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₂₅H₂₈O₁₁

Average Mass

504.4880 Da

Monoisotopic Mass

504.16316 Da

IUPAC Name

[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}oxan-2-yl]methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Traditional Name

[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}oxan-2-yl]methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

[H]OC1=C(O[H])C([H])=C(\C([H])=C(/[H])C(=O)OC([H])([H])[C@@]2([H])O[C@@]([H])(OC3=C(OC([H])([H])[H])C([H])=C(\C([H])=C(/[H])C([H])([H])O[H])C([H])=C3[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]2([H])O[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C25H28O11/c1-33-19-12-14(3-2-10-26)5-8-18(19)35-25-24(32)23(31)22(30)20(36-25)13-34-21(29)9-6-15-4-7-16(27)17(28)11-15/h2-9,11-12,20,22-28,30-32H,10,13H2,1H3/b3-2+,9-6+/t20-,22-,23+,24-,25-/m1/s1

InChI Key

OVXNLDIJUODSJZ-WNTHUPNMSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400Mz MHz, Methanol, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400Mz, Methanol, simulated)	rgf8b@missouri.edu	Not Available	Not Available	2020-08-27	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Balanophora laxiflora	LOTUS Database	35616633
Vitex glabrata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
O-glycosyl compound
Cinnamyl alcohol
Anisole
Catechol
Phenoxy compound
Phenol ether
Styrene
Methoxybenzene
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Fatty acid ester
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Oxane
Monosaccharide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Hydrocarbon derivative
Alcohol
Primary alcohol
Organic oxide
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	1.6	ALOGPS
logP	1.51	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	9.21	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	175.37 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	127.31 m³·mol⁻¹	ChemAxon
Polarizability	50.5 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

24664593

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44606239

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for KHAINAOSIDE C (NP0001537)

MOL for NP0001537 (KHAINAOSIDE C)

3D MOL for NP0001537 (KHAINAOSIDE C)

3D SDF for NP0001537 (KHAINAOSIDE C)

3D-SDF for NP0001537 (KHAINAOSIDE C)

PDB for NP0001537 (KHAINAOSIDE C)

3D PDB for NP0001537 (KHAINAOSIDE C)

SMILES for NP0001537 (KHAINAOSIDE C)

INCHI for NP0001537 (KHAINAOSIDE C)

Structure for NP0001537 (KHAINAOSIDE C)

3D Structure for NP0001537 (KHAINAOSIDE C)