NP-MRD: Showing NP-Card for (2r,3s,4r,5s,6s)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-({[(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate (NP0274343)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 21:42:05 UTC

Updated at

2022-09-08 21:42:05 UTC

NP-MRD ID

NP0274343

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3s,4r,5s,6s)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-({[(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Description

POLIUMOSIDE belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds. (2r,3s,4r,5s,6s)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-({[(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate is found in Barleria lupulina, Bartsia alpina, Brandisia hancei, Buddleja officinalis, Callicarpa japonica, Eremophila forrestii, Eremophila gilesii, Jasminum mesnyi, Jasminum nudiflorum, Phelipanche arenaria, Plantago albicans, Syringa persica and Teucrium polium. (2r,3s,4r,5s,6s)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-({[(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate was first documented in 2019 (PMID: 31402862). Based on a literature review a small amount of articles have been published on POLIUMOSIDE (PMID: 35648096) (PMID: 34305604) (PMID: 32298752) (PMID: 30817148).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082223422D          

 54 58  0  0  1  0            999 V2000
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  1  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
   -5.7158   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7158   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.2881   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.0026   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.4315   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.4315   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.0026   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -5.3625    0.0000 C   0  0  2  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
   -7.1447   -7.4250    0.0000 C   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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 13 20  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 25 24  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  1  6  0  0  0
 22 35  1  0  0  0  0
  6 35  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  2  0  0  0  0
 41 48  1  0  0  0  0
  4 49  1  0  0  0  0
 49 50  1  6  0  0  0
 49 51  1  0  0  0  0
 51 52  1  6  0  0  0
 51 53  1  0  0  0  0
  2 53  1  0  0  0  0
 53 54  1  6  0  0  0
M  END

     RDKit          3D

100104  0  0  0  0  0  0  0  0999 V2000
    0.6283    3.4993   -3.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4517    2.2738   -4.0861 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7383    1.1596   -3.6471 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6487    0.0981   -3.5652 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0440   -0.8854   -2.8294 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6607   -1.2491   -1.6653 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0131   -2.7288   -1.6490 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4637   -3.1193   -2.9088 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7848   -3.5682   -1.3398 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6990   -3.9175   -0.0188 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6430   -5.2626    0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5511   -5.4418    1.7483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7151   -4.8620    2.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7270   -3.5544    2.8919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8214   -3.0285    3.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9525   -3.7947    3.8022 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0664   -3.2932    4.4622 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -5.0965    3.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0357   -5.9101    3.5876 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8306   -5.6317    2.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3116   -2.7630   -1.6699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4905   -1.8807   -0.5616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6947   -1.0512   -0.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0768   -0.1811    0.1556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4574   -0.8332    1.3308 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8348   -0.6006    1.5795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3006   -1.6801    2.3253 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7266   -1.4212    2.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4059   -1.9668    3.5086 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2320   -2.0858    4.6257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4458   -0.8344    3.7755 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0660    0.2264    4.4366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7295   -0.3350    2.5517 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8071    1.0553    2.5211 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7752   -1.0396   -0.4331 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5554    0.3077   -0.1782 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0431    0.9949    0.9205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7401    0.3303    1.7419 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7965    2.4199    1.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0754    3.1225    0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2433    4.5254    0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1897    5.2790    1.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1572    6.6338    1.5471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9231    7.2278    0.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2450    8.5711    0.6586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3600    6.4633   -0.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1467    7.0392   -1.5057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0185    5.1279   -0.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9648   -0.3211   -4.9807 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3629   -1.5302   -5.3248 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292    0.6890   -6.0164 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2088    0.4182   -6.3862 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6401    2.1103   -5.5753 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5956    2.8254   -6.2042 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178    3.3944   -2.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2475    4.4062   -3.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2899    3.5318   -4.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4261    2.2862   -3.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5834    0.4956   -3.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5703   -0.6645   -1.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396   -2.9168   -0.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8125   -4.0307   -2.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7871   -4.4819   -1.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5872   -5.7977   -0.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2342   -5.7798   -0.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4714   -6.5314    2.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3816   -4.9484    2.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8839   -2.8894    2.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8431   -2.0028    3.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1481   -2.3651    4.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8558   -5.5868    4.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8995   -6.6722    2.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6705   -2.5251    0.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4952   -0.4479   -1.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5615   -1.7058   -1.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3723   -1.9186    1.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2686   -2.5678    1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9607   -1.7522    3.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4481   -1.9800    2.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0121   -0.3440    2.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8668   -2.9309    3.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6366   -2.9917    4.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6761   -1.2212    4.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4274   -0.0345    5.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6694   -0.6696    2.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7215    1.3438    2.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3638   -1.4769    0.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1971    2.9155    2.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3021    2.5523   -0.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7856    4.8598    2.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1830    7.2420    2.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8083    8.9744   -0.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4477    6.4464   -2.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3541    4.5044   -1.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0569   -0.4680   -5.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1438   -1.5929   -6.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1979    0.5752   -6.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3941    1.1738   -6.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5726    2.6078   -5.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7154    3.7879   -6.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0
 27 26  1  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
  9  7  1  0
  7  8  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  2 53  1  0
 53 54  1  0
 53 51  1  0
 51 52  1  0
 51 49  1  0
 49 50  1  0
  6 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
 44 46  1  0
 46 47  1  0
 46 48  2  0
 25 33  1  0
 33 34  1  0
 33 31  1  0
 31 32  1  0
 31 29  1  0
 29 30  1  0
 29 27  1  0
 35 22  1  0
 48 41  1  0
 20 13  1  0
 49  4  1  0
 28 78  1  0
 28 79  1  0
 28 80  1  0
 27 77  1  6
 25 76  1  6
 23 74  1  0
 23 75  1  0
 22 73  1  1
  9 63  1  6
 11 64  1  0
 11 65  1  0
 12 66  1  0
 12 67  1  0
 14 68  1  0
 15 69  1  0
 17 70  1  0
 19 71  1  0
 20 72  1  0
  7 61  1  1
  8 62  1  0
  6 60  1  1
  4 59  1  1
  2 58  1  1
  1 55  1  0
  1 56  1  0
  1 57  1  0
 53 99  1  6
 54100  1  0
 51 97  1  6
 52 98  1  0
 49 95  1  1
 50 96  1  0
 35 87  1  1
 39 88  1  0
 40 89  1  0
 42 90  1  0
 43 91  1  0
 45 92  1  0
 47 93  1  0
 48 94  1  0
 33 85  1  6
 34 86  1  0
 31 83  1  1
 32 84  1  0
 29 81  1  6
 30 82  1  0
M  END


  Mrv1652309082223422D          

 54 58  0  0  1  0            999 V2000
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  1  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
   -5.7158   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7158   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.2881   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.0026   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.4315   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.4315   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.0026   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -5.3625    0.0000 C   0  0  2  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
   -7.1447   -7.4250    0.0000 C   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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 13 20  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 25 24  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  1  6  0  0  0
 22 35  1  0  0  0  0
  6 35  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  2  0  0  0  0
 41 48  1  0  0  0  0
  4 49  1  0  0  0  0
 49 50  1  6  0  0  0
 49 51  1  0  0  0  0
 51 52  1  6  0  0  0
 51 53  1  0  0  0  0
  2 53  1  0  0  0  0
 53 54  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0274343

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1O[C@@H](OC[C@H]2O[C@H](OCCC3=CC=C(O)C(O)=C3)[C@@H](O)[C@@H](O[C@@H]3O[C@H](C)[C@H](O)[C@H](O)[C@@H]3O)[C@H]2OC(=O)\C=C\C2=CC=C(O)C(O)=C2)[C@@H](O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C35H46O19/c1-14-24(41)26(43)28(45)33(50-14)49-13-22-31(53-23(40)8-5-16-3-6-18(36)20(38)11-16)32(54-35-29(46)27(44)25(42)15(2)51-35)30(47)34(52-22)48-10-9-17-4-7-19(37)21(39)12-17/h3-8,11-12,14-15,22,24-39,41-47H,9-10,13H2,1-2H3/b8-5+/t14-,15-,22-,24+,25+,26+,27+,28+,29+,30+,31+,32-,33-,34+,35+/m1/s1

> <INCHI_KEY>
YMWRMAOPKNYHMZ-YOQCIRBJSA-N

> <FORMULA>
C35H46O19

> <MOLECULAR_WEIGHT>
770.734

> <EXACT_MASS>
770.263329261

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
75.17777166477057

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5S,6S)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-{[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-({[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-3-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <JCHEM_LOGP>
0.09549968133333367

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.642629799029528

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.010035386703379

> <JCHEM_PKA_STRONGEST_BASIC>
-3.676505497283866

> <JCHEM_POLAR_SURFACE_AREA>
304.21

> <JCHEM_REFRACTIVITY>
179.27270000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4R,5S,6S)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-{[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-({[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-3-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <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      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -8.002  -7.700   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -9.336 -10.010   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0     -10.669  -9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -10.669  -7.700   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -9.336  -6.930   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0     -12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0     -12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0     -13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -16.004  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -17.338  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -17.338  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0     -18.672  -0.000   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0     -16.004  -0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0     -16.004   1.540   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0     -14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0     -13.337  -7.700   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0     -13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0     -16.004  -9.240   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0     -17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0     -17.338 -11.550   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0     -18.672 -12.320   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -18.672 -13.860   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -20.005 -11.550   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0     -21.339 -12.320   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0     -20.005 -10.010   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0     -21.339  -9.240   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0     -18.672  -9.240   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0     -18.672  -7.700   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0     -12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0     -12.003 -11.550   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0     -13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0     -14.670 -11.550   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0     -13.337 -13.860   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -14.670 -14.630   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -14.670 -16.170   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -13.337 -16.940   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -13.337 -18.480   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -14.670 -19.250   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0     -14.670 -20.790   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0     -16.004 -18.480   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0     -17.338 -19.250   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0     -16.004 -16.940   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -6.668 -11.550   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      -4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      -4.001  -6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   53                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   49                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   35                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   13                                                       
CONECT   21    9   22                                                       
CONECT   22   21   23   35                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   33                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   25   34                                                  
CONECT   34   33                                                            
CONECT   35   22    6   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   48                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   41                                                       
CONECT   49    4   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51    2   54                                                  
CONECT   54   53                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  116    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₅H₄₆O₁₉

Average Mass

770.7340 Da

Monoisotopic Mass

770.26333 Da

IUPAC Name

(2R,3S,4R,5S,6S)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-{[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-({[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-3-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@H]1O[C@@H](OC[C@H]2O[C@H](OCCC3=CC=C(O)C(O)=C3)[C@@H](O)[C@@H](O[C@@H]3O[C@H](C)[C@H](O)[C@H](O)[C@@H]3O)[C@H]2OC(=O)\C=C\C2=CC=C(O)C(O)=C2)[C@@H](O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C35H46O19/c1-14-24(41)26(43)28(45)33(50-14)49-13-22-31(53-23(40)8-5-16-3-6-18(36)20(38)11-16)32(54-35-29(46)27(44)25(42)15(2)51-35)30(47)34(52-22)48-10-9-17-4-7-19(37)21(39)12-17/h3-8,11-12,14-15,22,24-39,41-47H,9-10,13H2,1-2H3/b8-5+/t14-,15-,22-,24+,25+,26+,27+,28+,29+,30+,31+,32-,33-,34+,35+/m1/s1

InChI Key

YMWRMAOPKNYHMZ-YOQCIRBJSA-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
Barleria lupulina	LOTUS Database	35616633
Bartsia alpina	LOTUS Database	35616633
Brandisia hancei	LOTUS Database	35616633
Buddleja officinalis	LOTUS Database	35616633
Callicarpa japonica	LOTUS Database	35616633
Eremophila forrestii	LOTUS Database	35616633
Eremophila gilesii	LOTUS Database	35616633
Jasminum mesnyi	LOTUS Database	35616633
Jasminum nudiflorum	LOTUS Database	35616633
Orobanche arenaria	LOTUS Database	35616633
Plantago albicans	LOTUS Database	35616633
Syringa persica	LOTUS Database	35616633
Teucrium polium	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Oligosaccharides

Alternative Parents

Substituents

Oligosaccharide
Cinnamic acid ester
Hydroxycinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid or derivatives
O-glycosyl compound
Glycosyl compound
Tyrosol derivative
Styrene
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Fatty acyl
Benzenoid
Oxane
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
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	0.095	ChemAxon
pKa (Strongest Acidic)	9.01	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	304.21 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	179.27 m³·mol⁻¹	ChemAxon
Polarizability	75.18 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

C00031070

Chemspider ID

76827178

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129627394

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Frezza C, Bozzato G, Sciubba F, Serafini I, Franceschin M, Curini R, Cianfaglione K, Venditti A, Bianco A, Serafini M, Foddai S: Phytochemical analysis on the aerial parts of Teucrium capitatum L. with aspects of chemosystematics and ethnobotany. Nat Prod Res. 2022 Jun 1:1-10. doi: 10.1080/14786419.2022.2081967. [PubMed:35648096 ]
Zheng JN, Zhuo JY, Nie J, Liu YL, Chen BY, Wu AZ, Li YC: Phenylethanoid Glycosides From Callicarpa kwangtungensis Chun Attenuate TNF-alpha-Induced Cell Damage by Inhibiting NF-kappaB Pathway and Enhancing Nrf2 Pathway in A549 Cells. Front Pharmacol. 2021 Jul 7;12:693983. doi: 10.3389/fphar.2021.693983. eCollection 2021. [PubMed:34305604 ]
Wu A, Yang Z, Huang Y, Yuan H, Lin C, Wang T, Zhao Z, Zhou Y, Zhu C: Natural phenylethanoid glycosides isolated from Callicarpa kwangtungensis suppressed lipopolysaccharide-mediated inflammatory response via activating Keap1/Nrf2/HO-1 pathway in RAW 264.7 macrophages cell. J Ethnopharmacol. 2020 Aug 10;258:112857. doi: 10.1016/j.jep.2020.112857. Epub 2020 Apr 13. [PubMed:32298752 ]
Wang X, Chang X, Luo X, Su M, Xu R, Chen J, Ding Y, Shi Y: An Integrated Approach to Characterize Intestinal Metabolites of Four Phenylethanoid Glycosides and Intestinal Microbe-Mediated Antioxidant Activity Evaluation In Vitro Using UHPLC-Q-Exactive High-Resolution Mass Spectrometry and a 1,1-Diphenyl-2-picrylhydrazyl-Based Assay. Front Pharmacol. 2019 Jul 25;10:826. doi: 10.3389/fphar.2019.00826. eCollection 2019. [PubMed:31402862 ]
Martins GR, da Fonseca TS, Martinez-Fructuoso L, Simas RC, Silva FT, Salimena FRG, Alviano DS, Alviano CS, Leitao GG, Pereda-Miranda R, Leitao SG: Antifungal Phenylpropanoid Glycosides from Lippia rubella. J Nat Prod. 2019 Mar 22;82(3):566-572. doi: 10.1021/acs.jnatprod.8b00975. Epub 2019 Feb 28. [PubMed:30817148 ]
LOTUS database [Link]

Showing NP-Card for (2r,3s,4r,5s,6s)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-({[(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate (NP0274343)

MOL for NP0274343 ((2r,3s,4r,5s,6s)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-({[(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D MOL for NP0274343 ((2r,3s,4r,5s,6s)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-({[(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D SDF for NP0274343 ((2r,3s,4r,5s,6s)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-({[(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D-SDF for NP0274343 ((2r,3s,4r,5s,6s)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-({[(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

PDB for NP0274343 ((2r,3s,4r,5s,6s)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-({[(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D PDB for NP0274343 ((2r,3s,4r,5s,6s)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-({[(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

SMILES for NP0274343 ((2r,3s,4r,5s,6s)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-({[(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

INCHI for NP0274343 ((2r,3s,4r,5s,6s)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-({[(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

Structure for NP0274343 ((2r,3s,4r,5s,6s)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-({[(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D Structure for NP0274343 ((2r,3s,4r,5s,6s)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-{[(2s,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-({[(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)