NP-MRD: Showing NP-Card for (3r,4r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3s,5r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate (NP0185119)

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Record Information

Version

1.0

Created at

2022-09-04 00:25:53 UTC

Updated at

2022-09-04 00:25:53 UTC

NP-MRD ID

NP0185119

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

Verbascoside, also known as kusaginin or acteoside, belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. (3r,4r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3s,5r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate is found in Abeliophyllum distichum, Acanthus ebracteatus, Acanthus ilicifolius, Ajuga nipponensis, Aloysia citrodora, Aloysia triphylla, Antirrhinum majus, Avicennia germinans, Avicennia marina, Avicennia officinalis, Ballota nigra, Barleria lupulina, Barleria prionitis, Barleria strigosa, Bartsia alpina, Betonica macrantha, Brandisia hancei, Buddleja cordata, Buddleja davidii, Buddleja globosa, Buddleja officinalis, Buddleja parviflora, Buddleja scordioides, Buddleja yunnanensis, Byblis liniflora, Calceolaria corymbosa, Callicarpa japonica, Callitriche stagnalis, Campsis grandiflora, Caryopteris incana, Cassinopsis madagascariensis, Cassytha filiformis, Castilleja affinis, Castilleja attenuata, Castilleja indivisa, Castilleja integra, Castilleja sessiliflora, Chelone obliqua, Cistanche deserticola, Cistanche salsa, Clerodendrum bungei, Clerodendrum infortunatum, Clerodendrum japonicum, Clerodendrum trichotomum, Cordylanthus kingii, Digitalis purpurea, Duranta erecta, Echinacea pallida, Echinacea purpurea, Eremophila drummondii, Eremophila forrestii, Eremophila gilesii, Euphrasia pectinata, Fernandoa adenophylla, Fontanesia phillyreoides, Forsythia europaea, Forsythia ovata, Forsythia suspensa, Forsythia viridissima, Fraxinus americana, Fraxinus angustifolia, Fraxinus excelsior, Fraxinus griffithii, Fraxinus malacophylla, Fraxinus ornus, Fraxinus uhdei, Glandularia tenera, Globularia dumulosa, Globularia orientalis, Globularia trichosantha, Gratiola officinalis, Halleria lucida, Harpagophytum procumbens, Harpagophytum zeyheri, Jacaranda mimosifolia, Jasminum elongatum, Jasminum mesnyi, Jasminum nudiflorum, Jasminum polyanthum, Lagotis stolonifera, Lamium album, Lamium purpureum, Lancea tibetica, Lantana camara, Lantana fucata, Leonotis nepetifolia, Leonurus glaucescens, Ligustrum expansum, Ligustrum obtusifolium, Ligustrum robustum, Lippia alba, Lupinus mutabilis, Magnolia salicifolia, Markhamia lutea, Markhamia stipulata, Marrubium alysson, Marrubium velutinum, Marrubium vulgare, Millingtonia hortensis, Mitraria coccinea, Momordica charantia, Monochasma savatieri, Newbouldia laevis, Olea europaea, Orobanche amethystea, Orobanche crenata, Orobanche hederae, Orobanche rapum-genistae, Osmanthus fortunei, Osmanthus fragrans, Paulownia tomentosa, Pedicularis artselaeri, Pedicularis lasiophrys, Pedicularis longiflora, Pedicularis muscicola, Pedicularis spicata, Pedicularis striata, Pedicularis torta, Pedicularis verticillata, Pedicularis wilhelmsiana, Penstemon ambiguus, Penstemon crandallii, Penstemon cyathophorus, Penstemon hirsutus, Penstemon roseus, Penstemon rydbergii, Penstemon secundiflorus, Penstemon serrulatus, Phillyrea latifolia, Phlomis aurea, Phlomis bourgaei, Phlomis grandiflora, Phlomis samia, Phlomoides hamosa, Phtheirospermum japonicum, Phyla dulcis, Picconia excelsa, Plantago albicans, Plantago alpina, Plantago asiatica, Plantago crassifolia, Plantago depressa, Plantago hookeriana, Plantago lanceolata, Plantago myosuros, Plantago sempervirens, Premna microphylla, Premna odorata, Prostanthera melissifolia, Recordia reitzii, Rehmannia glutinosa, Retzia capensis, Rogeria adenophylla, Rotheca serrata, Scrophularia ningpoensis, Scrophularia nodosa, Scrophularia scopolii, Scrophularia scorodonia, Scutellaria baicalensis, Scutellaria orientalis, Scutellaria repens, Scutellaria salviifolia, Sesamum alatum, Sesamum indicum, Sideritis perfoliata, Stachys byzantina, Stachys schtschegleevii, Stachytarpheta cayennensis, Strobilanthes cusia, Syringa josikaea, Syringa persica, Syringa reticulata, Syringa vulgaris, Tetrachondra hamiltonii, Teucrium chamaedrys, Teucrium polium, Verbascum phlomoides, Verbena litoralis, Verbena officinalis, Veronica polita, Veronica persica and Volkameria inermis. Based on a literature review very few articles have been published on Verbascoside.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042202252D          

 44 47  0  0  1  0            999 V2000
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    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  1  0  0  0  0
  4  5  1  6  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  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  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
 31 38  1  0  0  0  0
  4 39  1  0  0  0  0
 39 40  1  6  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
  2 43  1  0  0  0  0
 43 44  1  6  0  0  0
M  END

     RDKit          3D

 80 83  0  0  0  0  0  0  0  0999 V2000
    1.8230    6.3338    1.5015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7645    5.4311    0.8604 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4426    4.5058    0.1136 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6616    3.6541   -0.6511 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0702    2.7383    0.2045 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5191    1.4413   -0.0138 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6255    0.6365   -0.5275 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2004   -0.3508   -1.4367 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4351    0.0430    0.5850 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8104    0.1489    0.3364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3912   -1.0812    0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8696   -0.8351   -0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5438   -2.1362   -0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1100   -2.8216    0.7062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7305   -4.0320    0.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7847   -4.5724   -0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4180   -5.7921   -0.9614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2097   -3.8713   -1.8299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2569   -4.3944   -3.1104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5851   -2.6450   -1.5940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1333    0.6484    1.7713 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1693    0.3228    2.1853 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3909    1.0441    3.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6421    0.8241    4.0352 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1684    0.8153    1.1699 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0386   -0.2489    0.8485 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3693   -0.2632    1.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7813    0.7749    1.7916 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3208   -1.3133    0.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9626   -2.3960    0.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8143   -3.5016   -0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2842   -4.5724   -0.8150 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0950   -5.6229   -1.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4469   -5.6364   -0.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2281   -6.7234   -1.2142 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9623   -4.5581   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3265   -4.5024    0.1887 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1362   -3.4905    0.1835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2646    4.4640   -1.4767 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0166    3.7565   -2.4046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1043    5.4348   -0.6735 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8691    4.8333    0.2980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0711    6.3670   -0.0228 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6361    7.3433    0.7498 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7163    6.3421    0.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0383    6.0448    2.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4605    7.4035    1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297    5.0357    1.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3810    3.1576   -1.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2829    1.4203   -0.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2993    1.3691   -1.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4524   -0.0517   -2.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2016   -1.0666    0.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9227   -1.6328   -0.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3219   -1.7157    1.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3146   -0.2759    0.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.2203   -1.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0849   -2.4290    1.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1724   -4.5510    1.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5400   -6.3018   -1.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6953   -5.2589   -3.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1477   -2.1353   -2.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1917   -0.7548    2.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3903    0.6549    4.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1514    2.1387    3.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5250    0.8608    5.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8096    1.5803    1.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3518   -1.2204    1.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9063   -2.4419   -0.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2429   -4.6362   -1.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7247   -6.5007   -1.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2086   -6.8322   -1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9415   -5.2512   -0.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6290   -2.6704    0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964    5.1366   -2.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4711    2.9733   -2.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7353    6.0008   -1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7215    5.3293    0.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5692    6.7354   -0.8502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5360    7.5637    0.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  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 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 36 38  2  0
  4 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 43  2  1  0
 25  6  1  0
 38 31  1  0
 20 13  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  2 48  1  1
  4 49  1  6
  6 50  1  6
  7 51  1  6
  8 52  1  0
  9 53  1  1
 11 54  1  0
 11 55  1  0
 12 56  1  0
 12 57  1  0
 14 58  1  0
 15 59  1  0
 17 60  1  0
 19 61  1  0
 20 62  1  0
 22 63  1  1
 23 64  1  0
 23 65  1  0
 24 66  1  0
 25 67  1  1
 29 68  1  0
 30 69  1  0
 32 70  1  0
 33 71  1  0
 35 72  1  0
 37 73  1  0
 38 74  1  0
 39 75  1  6
 40 76  1  0
 41 77  1  6
 42 78  1  0
 43 79  1  6
 44 80  1  0
M  END


  Mrv1652309042202252D          

 44 47  0  0  1  0            999 V2000
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    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  1  0  0  0  0
  4  5  1  6  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  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  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
 31 38  1  0  0  0  0
  4 39  1  0  0  0  0
 39 40  1  6  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
  2 43  1  0  0  0  0
 43 44  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0185119

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1O[C@@H](O[C@@H]2C(O)[C@H](OCCC3=CC=C(O)C(O)=C3)OC(CO)[C@H]2OC(=O)\C=C\C2=CC=C(O)C(O)=C2)[C@@H](O)C(O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C29H36O15/c1-13-22(36)23(37)24(38)29(41-13)44-27-25(39)28(40-9-8-15-3-6-17(32)19(34)11-15)42-20(12-30)26(27)43-21(35)7-4-14-2-5-16(31)18(33)10-14/h2-7,10-11,13,20,22-34,36-39H,8-9,12H2,1H3/b7-4+/t13?,20?,22-,23?,24-,25?,26+,27+,28+,29-/m0/s1

> <INCHI_KEY>
FBSKJMQYURKNSU-FNZCHUJFSA-N

> <FORMULA>
C29H36O15

> <MOLECULAR_WEIGHT>
624.592

> <EXACT_MASS>
624.205420459

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
61.29134789209742

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
0.8194253603333341

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.643141763562685

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.010190895814455

> <JCHEM_PKA_STRONGEST_BASIC>
-3.612182608994768

> <JCHEM_POLAR_SURFACE_AREA>
245.28999999999996

> <JCHEM_REFRACTIVITY>
148.4031

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.000  -0.000   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      10.669   4.620   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   43                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   39                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   25                                                  
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   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22    6   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   38                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   31                                                       
CONECT   39    4   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41    2   44                                                  
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

View in JSmol

Synonyms

Value	Source
Kusaginin	MeSH
Acteoside	MeSH

Chemical Formula

C₂₉H₃₆O₁₅

Average Mass

624.5920 Da

Monoisotopic Mass

624.20542 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CC1O[C@@H](O[C@@H]2C(O)[C@H](OCCC3=CC=C(O)C(O)=C3)OC(CO)[C@H]2OC(=O)\C=C\C2=CC=C(O)C(O)=C2)[C@@H](O)C(O)[C@H]1O

InChI Identifier

InChI=1S/C29H36O15/c1-13-22(36)23(37)24(38)29(41-13)44-27-25(39)28(40-9-8-15-3-6-17(32)19(34)11-15)42-20(12-30)26(27)43-21(35)7-4-14-2-5-16(31)18(33)10-14/h2-7,10-11,13,20,22-34,36-39H,8-9,12H2,1H3/b7-4+/t13?,20?,22-,23?,24-,25?,26+,27+,28+,29-/m0/s1

InChI Key

FBSKJMQYURKNSU-FNZCHUJFSA-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
Abeliophyllum distichum	LOTUS Database	35616633
Acanthus ebracteatus	LOTUS Database	35616633
Acanthus ilicifolius	LOTUS Database	35616633
Ajuga nipponensis	LOTUS Database	35616633
Aloysia citrodora	LOTUS Database	35616633
Aloysia triphylla	LOTUS Database	35616633
Antirrhinum majus	LOTUS Database	35616633
Avicennia germinans	LOTUS Database	35616633
Avicennia marina	LOTUS Database	35616633
Avicennia officinalis	LOTUS Database	35616633
Ballota nigra	LOTUS Database	35616633
Barleria lupulina	LOTUS Database	35616633
Barleria prionitis	LOTUS Database	35616633
Barleria strigosa	LOTUS Database	35616633
Bartsia alpina	LOTUS Database	35616633
Betonica macrantha	LOTUS Database	35616633
Brandisia hancei	LOTUS Database	35616633
Buddleja cordata	LOTUS Database	35616633
Buddleja davidii	LOTUS Database	35616633
Buddleja globosa	LOTUS Database	35616633
Buddleja officinalis	LOTUS Database	35616633
Buddleja parviflora	LOTUS Database	35616633
Buddleja scordioides	LOTUS Database	35616633
Buddleja yunnanensis	LOTUS Database	35616633
Byblis liniflora	LOTUS Database	35616633
Calceolaria corymbosa	LOTUS Database	35616633
Callicarpa japonica	LOTUS Database	35616633
Callitriche stagnalis	LOTUS Database	35616633
Campsis grandiflora	LOTUS Database	35616633
Caryopteris incana	LOTUS Database	35616633
Cassinopsis madagascariensis	LOTUS Database	35616633
Cassytha filiformis	LOTUS Database	35616633
Castilleja affinis	LOTUS Database	35616633
Castilleja attenuata	LOTUS Database	35616633
Castilleja indivisa	LOTUS Database	35616633
Castilleja integra	LOTUS Database	35616633
Castilleja sessiliflora	LOTUS Database	35616633
Chelone obliqua	LOTUS Database	35616633
Cistanche deserticola	LOTUS Database	35616633
Cistanche salsa	LOTUS Database	35616633
Clerodendrum bungei	LOTUS Database	35616633
Clerodendrum infortunatum	LOTUS Database	35616633
Clerodendrum japonicum	LOTUS Database	35616633
Clerodendrum trichotomum	LOTUS Database	35616633
Cordylanthus kingii	LOTUS Database	35616633
Digitalis purpurea	LOTUS Database	35616633
Duranta erecta	LOTUS Database	35616633
Echinacea pallida	LOTUS Database	35616633
Echinacea purpurea	LOTUS Database	35616633
Eremophila drummondii	LOTUS Database	35616633
Eremophila forrestii	LOTUS Database	35616633
Eremophila gilesii	LOTUS Database	35616633
Euphrasia pectinata	LOTUS Database	35616633
Fernandoa adenophylla	LOTUS Database	35616633
Fontanesia philliraeoides	LOTUS Database	35616633
Forsythia europaea	LOTUS Database	35616633
Forsythia ovata	LOTUS Database	35616633
Forsythia suspensa	LOTUS Database	35616633
Forsythia viridissima	LOTUS Database	35616633
Fraxinus americana	LOTUS Database	35616633
Fraxinus angustifolia	LOTUS Database	35616633
Fraxinus excelsior	LOTUS Database	35616633
Fraxinus griffithii	LOTUS Database	35616633
Fraxinus malacophylla	LOTUS Database	35616633
Fraxinus ornus	LOTUS Database	35616633
Fraxinus uhdei	LOTUS Database	35616633
Glandularia tenera	LOTUS Database	35616633
Globularia dumulosa	LOTUS Database	35616633
Globularia orientalis	LOTUS Database	35616633
Globularia trichosantha	LOTUS Database	35616633
Gratiola officinalis	LOTUS Database	35616633
Halleria lucida	LOTUS Database	35616633
Harpagophytum procumbens	LOTUS Database	35616633
Harpagophytum zeyheri	LOTUS Database	35616633
Jacaranda mimosifolia	LOTUS Database	35616633
Jasminum elongatum	LOTUS Database	35616633
Jasminum mesnyi	LOTUS Database	35616633
Jasminum nudiflorum	LOTUS Database	35616633
Jasminum polyanthum	LOTUS Database	35616633
Lagotis stolonifera	LOTUS Database	35616633
Lamium album	LOTUS Database	35616633
Lamium purpureum	LOTUS Database	35616633
Lancea tibetica	LOTUS Database	35616633
Lantana camara	LOTUS Database	35616633
Lantana fucata	LOTUS Database	35616633
Leonotis nepetifolia	LOTUS Database	35616633
Leonurus glaucescens	LOTUS Database	35616633
Ligustrum expansum	LOTUS Database	35616633
Ligustrum obtusifolium	LOTUS Database	35616633
Ligustrum robustum	LOTUS Database	35616633
Lippia alba	LOTUS Database	35616633
Lupinus mutabilis	LOTUS Database	35616633
Magnolia salicifolia	LOTUS Database	35616633
Markhamia lutea	LOTUS Database	35616633
Markhamia stipulata	LOTUS Database	35616633
Marrubium alysson	LOTUS Database	35616633
Marrubium velutinum	LOTUS Database	35616633
Marrubium vulgare	LOTUS Database	35616633
Millingtonia hortensis	LOTUS Database	35616633
Mitraria coccinea	LOTUS Database	35616633
Momordica charantia	LOTUS Database	35616633
Monochasma savatieri	LOTUS Database	35616633
Newbouldia laevis	LOTUS Database	35616633
Olea europaea	LOTUS Database	35616633
Orobanche amethystea	LOTUS Database	35616633
Orobanche crenata	LOTUS Database	35616633
Orobanche hederae	LOTUS Database	35616633
Orobanche rapum-genistae	LOTUS Database	35616633
Osmanthus fortunei	LOTUS Database	35616633
Osmanthus fragrans	LOTUS Database	35616633
Paulownia tomentosa	LOTUS Database	35616633
Pedicularis artselaeri	LOTUS Database	35616633
Pedicularis lasiophrys	LOTUS Database	35616633
Pedicularis longiflora	LOTUS Database	35616633
Pedicularis muscicola	LOTUS Database	35616633
Pedicularis spicata	LOTUS Database	35616633
Pedicularis striata	LOTUS Database	35616633
Pedicularis torta	LOTUS Database	35616633
Pedicularis verticillata	LOTUS Database	35616633
Pedicularis wilhelmsiana	LOTUS Database	35616633
Penstemon ambiguus	LOTUS Database	35616633
Penstemon crandallii	LOTUS Database	35616633
Penstemon cyathophorus	LOTUS Database	35616633
Penstemon hirsutus	LOTUS Database	35616633
Penstemon roseus	LOTUS Database	35616633
Penstemon rydbergii	LOTUS Database	35616633
Penstemon secundiflorus	LOTUS Database	35616633
Penstemon serrulatus	LOTUS Database	35616633
Phillyrea latifolia	LOTUS Database	35616633
Phlomis aurea	LOTUS Database	35616633
Phlomis bourgaei	LOTUS Database	35616633
Phlomis grandiflora	LOTUS Database	35616633
Phlomis samia	LOTUS Database	35616633
Phlomoides hamosa	LOTUS Database	35616633
Phtheirospermum japonicum	LOTUS Database	35616633
Phyla dulcis	LOTUS Database	35616633
Picconia excelsa	LOTUS Database	35616633
Plantago albicans	LOTUS Database	35616633
Plantago alpina	LOTUS Database	35616633
Plantago asiatica	LOTUS Database	35616633
Plantago crassifolia	LOTUS Database	35616633
Plantago depressa	LOTUS Database	35616633
Plantago hookeriana	LOTUS Database	35616633
Plantago lanceolata	LOTUS Database	35616633
Plantago myosuros	LOTUS Database	35616633
Plantago sempervirens	LOTUS Database	35616633
Premna microphylla	LOTUS Database	35616633
Premna odorata	LOTUS Database	35616633
Prostanthera melissifolia	LOTUS Database	35616633
Recordia reitzii	LOTUS Database	35616633
Rehmannia glutinosa	LOTUS Database	35616633
Retzia capensis	LOTUS Database	35616633
Rogeria adenophylla	LOTUS Database	35616633
Rotheca serrata	LOTUS Database	35616633
Scrophularia ningpoensis	LOTUS Database	35616633
Scrophularia nodosa	LOTUS Database	35616633
Scrophularia scopolii	LOTUS Database	35616633
Scrophularia scorodonia	LOTUS Database	35616633
Scutellaria baicalensis	LOTUS Database	35616633
Scutellaria orientalis	LOTUS Database	35616633
Scutellaria repens	LOTUS Database	35616633
Scutellaria salviifolia	LOTUS Database	35616633
Sesamum alatum	LOTUS Database	35616633
Sesamum indicum	LOTUS Database	35616633
Sideritis perfoliata	LOTUS Database	35616633
Stachys byzantina	LOTUS Database	35616633
Stachys schtschegleevii	LOTUS Database	35616633
Stachytarpheta cayennensis	LOTUS Database	35616633
Strobilanthes cusia	LOTUS Database	35616633
Syringa josikaea	LOTUS Database	35616633
Syringa persica	LOTUS Database	35616633
Syringa reticulata	LOTUS Database	35616633
Syringa vulgaris	LOTUS Database	35616633
Tetrachondra hamiltonii	LOTUS Database	35616633
Teucrium chamaedrys	LOTUS Database	35616633
Teucrium polium	LOTUS Database	35616633
Verbascum phlomoides	LOTUS Database	35616633
Verbena litoralis	LOTUS Database	35616633
Verbena officinalis	LOTUS Database	35616633
Veronica didyma	LOTUS Database	35616633
Veronica persica	LOTUS Database	35616633
Volkameria inermis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acids and derivatives

Alternative Parents

Substituents

Cinnamic acid ester
Coumaric acid or derivatives
O-glycosyl compound
Glycosyl compound
Disaccharide
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 oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
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	0.82	ChemAxon
pKa (Strongest Acidic)	9.01	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	245.29 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	148.4 m³·mol⁻¹	ChemAxon
Polarizability	61.29 Å³	ChemAxon
Number of Rings	4	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

C00002783

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Verbascoside

METLIN ID

Not Available

PubChem Compound

132274946

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3r,4r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3s,5r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate (NP0185119)

MOL for NP0185119 ((3r,4r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3s,5r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D MOL for NP0185119 ((3r,4r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3s,5r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D SDF for NP0185119 ((3r,4r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3s,5r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D-SDF for NP0185119 ((3r,4r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3s,5r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

PDB for NP0185119 ((3r,4r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3s,5r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D PDB for NP0185119 ((3r,4r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3s,5r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

SMILES for NP0185119 ((3r,4r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3s,5r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

INCHI for NP0185119 ((3r,4r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3s,5r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

Structure for NP0185119 ((3r,4r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3s,5r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D Structure for NP0185119 ((3r,4r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2s,3s,5r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate)