NP-MRD: Showing NP-Card for {3,4,5-trihydroxy-6-[4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy]oxan-2-yl}methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate (NP0206541)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 02:49:24 UTC

Updated at

2022-09-05 02:49:25 UTC

NP-MRD ID

NP0206541

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

{3,4,5-Trihydroxy-6-[4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy]oxan-2-yl}methyl 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. {3,4,5-trihydroxy-6-[4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy]oxan-2-yl}methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate is found in Balanophora laxiflora and Vitex glabrata. {3,4,5-Trihydroxy-6-[4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy]oxan-2-yl}methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241513262D          

 36 38  0  0  0  0            999 V2000
    5.7158   -4.9500    0.0000 C   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
    4.2868   -6.6000    0.0000 C   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.9000    0.0000 O   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
    5.7158   -7.4250    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    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
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 21 19  1  4  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 23 30  1  0  0  0  0
 16 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 14 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END

     RDKit          3D

 64 66  0  0  0  0  0  0  0  0999 V2000
   -1.4003    1.6990   -0.9345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8736    0.3819   -0.7792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2298    0.1486   -0.7236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0798    1.2483   -0.8249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4342    1.0901   -0.7773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3810    2.1938   -0.8829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9982    3.4358   -1.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9702    4.5589   -1.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6778    5.4196   -0.0647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9196   -0.2020   -0.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0759   -1.2784   -0.5252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6849   -1.1262   -0.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9197   -2.2002   -0.4735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6079   -2.5420   -0.4840 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1895   -3.0544    0.7502 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1824   -3.1751    0.8571 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9193   -1.8801    0.9842 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3117   -2.1860    1.0874 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2431   -1.1060    1.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6658    0.0004    1.1989 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6160   -1.4390    1.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6648   -0.7158    1.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9057    0.6788    1.5663 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0158    1.6448    1.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3191    3.0078    1.9510 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5689    3.3885    1.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8974    4.7245    1.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4801    2.4311    1.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7483    2.8232    0.7157 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1795    1.1169    1.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7410   -4.0335   -0.2657 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2551   -5.3210   -0.0969 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2910   -3.5476   -1.6159 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7876   -4.4286   -2.5711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2279   -3.5275   -1.5907 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6398   -2.9463   -2.7920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2823    1.7271   -0.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7652    2.3842   -0.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7479    2.1645   -1.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6729    2.2453   -0.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4715    1.9667   -0.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9660    3.6897   -1.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0004    4.2012   -1.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7734    5.1618   -2.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8865    4.9838    0.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0086   -0.3543   -0.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4958   -2.2466   -0.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9641   -1.6614   -0.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3758   -3.7453    1.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8016   -1.1713    0.1692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5906   -1.3773    1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8143   -2.5913    1.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6253   -1.3825    1.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0638    1.3982    2.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5773    3.7064    2.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2502    5.4371    1.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9878    3.7862    0.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9069    0.3997    0.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8313   -4.0321   -0.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4340   -5.6355    0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6056   -2.5037   -1.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8661   -5.3508   -2.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6737   -4.5124   -1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5045   -1.9700   -2.6958 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  6
 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  1
 36 64  1  0
M  END


  Mrv1533004241513262D          

 36 38  0  0  0  0            999 V2000
    5.7158   -4.9500    0.0000 C   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
    4.2868   -6.6000    0.0000 C   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.9000    0.0000 O   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
    5.7158   -7.4250    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    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
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 21 19  1  4  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 23 30  1  0  0  0  0
 16 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 14 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0206541

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C=CCO)=CC=C1OC1OC(COC(=O)C=CC2=CC=C(O)C(O)=C2)C(O)C(O)C1O

> <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

> <INCHI_KEY>
OVXNLDIJUODSJZ-UHFFFAOYSA-N

> <FORMULA>
C25H28O11

> <MOLECULAR_WEIGHT>
504.488

> <EXACT_MASS>
504.163161722

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
51.0628715515338

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{3,4,5-trihydroxy-6-[4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy]oxan-2-yl}methyl 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>
175.36999999999998

> <JCHEM_REFRACTIVITY>
127.3105

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.79e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+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       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668 -16.170   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335 -16.940   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.335 -18.480   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       9.336 -14.630   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      12.003 -11.550   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      14.670 -11.550   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      18.672 -12.320   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      20.005 -11.550   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      20.005 -10.010   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      21.339 -12.320   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.673 -11.550   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.006 -12.320   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      25.340 -11.550   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.674 -12.320   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      26.674 -13.860   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      28.007 -14.630   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      25.340 -14.630   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      25.340 -16.170   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      24.006 -13.860   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.004 -13.860   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      17.338 -14.630   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      14.670 -14.630   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      14.670 -16.170   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      13.337 -13.860   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      12.003 -14.630   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    5   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    3   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   35                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   31                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   30                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   23                                                       
CONECT   31   16   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   14   36                                                  
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

View in JSmol

Synonyms

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

Chemical Formula

C₂₅H₂₈O₁₁

Average Mass

504.4880 Da

Monoisotopic Mass

504.16316 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC1=CC(C=CCO)=CC=C1OC1OC(COC(=O)C=CC2=CC=C(O)C(O)=C2)C(O)C(O)C1O

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

InChI Key

OVXNLDIJUODSJZ-UHFFFAOYSA-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
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	51.06 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {3,4,5-trihydroxy-6-[4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy]oxan-2-yl}methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate (NP0206541)

MOL for NP0206541 ({3,4,5-trihydroxy-6-[4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy]oxan-2-yl}methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D MOL for NP0206541 ({3,4,5-trihydroxy-6-[4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy]oxan-2-yl}methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D SDF for NP0206541 ({3,4,5-trihydroxy-6-[4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy]oxan-2-yl}methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D-SDF for NP0206541 ({3,4,5-trihydroxy-6-[4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy]oxan-2-yl}methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

PDB for NP0206541 ({3,4,5-trihydroxy-6-[4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy]oxan-2-yl}methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D PDB for NP0206541 ({3,4,5-trihydroxy-6-[4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy]oxan-2-yl}methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

SMILES for NP0206541 ({3,4,5-trihydroxy-6-[4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy]oxan-2-yl}methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

INCHI for NP0206541 ({3,4,5-trihydroxy-6-[4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy]oxan-2-yl}methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

Structure for NP0206541 ({3,4,5-trihydroxy-6-[4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy]oxan-2-yl}methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D Structure for NP0206541 ({3,4,5-trihydroxy-6-[4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy]oxan-2-yl}methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate)