NP-MRD: Showing NP-Card for 6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate (NP0176094)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-09-03 13:41:51 UTC

Updated at

2022-09-03 13:41:51 UTC

NP-MRD ID

NP0176094

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

Verbascoside, also known as acteoside or kusaginin, belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring. It is a protein kinase C inhibitor. Verbascoside is an extremely weak basic (essentially neutral) compound (based on its pKa). Only two examples are known from outside the order, in the clade Asterids.In the LamialesIn the family Lamiaceae, it can be found in the medicinal plants in the genus Phlomis, in the Scrophulariaceae, in Verbascum phlomoides, Verbascum mallophorum, or, in the family Buddlejaceae, in Buddleja globosa or Buddleja cordata, in the family Bignoniaceae, in Pithecoctenium sp and Tynanthus panurensis, in the family Orobanchaceae, in Cistanche sp and Orobanche rapum-genistae, in the Plantaginaceae, in Plantago lanceolata, in Verbenaceae, in Verbena officinalis (common vervain), Aloysia citrodora (lemon verbena) and Lantana camara, in the Oleaceae, in Olea europaea (olive), in the Lentibulariaceae, in the carnivorous plant Pinguicula lusitanica, and, in the Byblidaceae, in Byblis liniflora. Verbascoside is a caffeoyl phenylethanoid glycoside in which the phenylpropanoid caffeic acid and the phenylethanoid hydroxytyrosol form an ester and an ether bond respectively, to the rhamnose part of a disaccharide, namely β-(3′,4′-dihydroxyphenyl)ethyl-O-α-L-rhamnopyranosyl(1→3)-β-D-(4-O-caffeoyl)-glucopyranoside. Verbascoside can be found in species in all the families of the order Lamiales (syn. Scrophulariales). It can also be produced in plant cell cultures of Leucosceptrum sp (Lamiaceae) and Syringa sp (Oleaceae). It can also have anti-inflammatory properties. It can also be produced in hairy roots cultures of Paulownia tomentosa (empress tree, Paulowniaceae). 6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate is found in Abeliophyllum distichum, Acanthus ebracteatus, Acanthus montanus, Aeginetia indica, Aloysia citrodora, Amphilophium crucigerum, Antirrhinum majus, Avicennia germinans, Barleria prionitis, Betonica macrantha, Brandisia hancei, Buddleja davidii, Buddleja globosa, Buddleja officinalis, Callicarpa dichotoma, Callicarpa nudiflora, Campsis grandiflora, Carex distachya, Caryopteris incana, Cassytha filiformis, Chelone obliqua, Cistanche deserticola, Cistanche salsa, Cistanche tubulosa, Cordylanthus kingii, Duranta erecta, Echinacea pallida, Fernandoa adenophylla, Forsythia europaea, Forsythia giraldiana, Forsythia viridissima, Fraxinus americana, Fraxinus ornus, Fraxinus uhdei, Globularia alypum, Globularia bisnagarica, Globularia davisiana, Globularia trichosantha, Gratiola officinalis, Incarvillea arguta, Isodon sculponeatus, Jasminum nudiflorum, Kigelia africana, Phlomoides rotata, Lamium album, Lamium purpureum, Lantana camara, Lantana trifolia, Leonurus glaucescens, Littorella uniflora, Lycopus lucidus, Magnolia officinalis, Magnolia salicifolia, Markhamia lutea, Markhamia stipulata, Marrubium alysson, Marrubium velutinum, Millingtonia hortensis, Myoporum bontioides, Newbouldia laevis, Olea europaea, Orobanche rapum-genistae, Panzerina lanata, Paulownia coreana, Paulownia tomentosa, Pedicularis densispica, Pedicularis lasiophrys, Pedicularis rex, Pedicularis spicata, Pedicularis striata, Pedicularis torta, Penstemon crandallii, Penstemon gentianoides, Penstemon linarioides, Phlomis armeniaca, Phlomis aurea, Phlomis grandiflora, Phlomis herba-venti, Phlomis samia, Phlomoides hamosa, Phyla dulcis, Picconia excelsa, Pinguicula moranensis, Plantago alpina, Plantago asiatica, Plantago crassifolia, Plantago depressa, Plantago lagopus, Plantago lanceolata, Plantago myosuros, Plantago serraria, Premna odorata, Prostanthera melissifolia, Rehmannia glutinosa, Rogeria adenophylla, Ruellia patula, Scrophularia nodosa, Scrophularia scopolii, Scrophularia scorodonia, Scutellaria albida, Scutellaria baicalensis, Sesamum indicum, Sideritis trojana, Stachys byzantina, Stachys lavandulifolia, Strobilanthes cusia, Syringa persica, Tectona grandis, Teucrium polium, Triaenophora rupestris, Tynanthus panurensis, Verbena brasiliensis, Verbena officinalis, Veronica austriaca and Veronica persica. Verbascoside derivatives can be found in the Verbascum undulatum and notably apiosides in Verbascum sp.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 04121517382D          

 44 47  0  0  0  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  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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  0  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  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    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  0  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  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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  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  0  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  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 29 27  1  4  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  0  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  0  0  0  0
M  END

     RDKit          3D

 80 83  0  0  0  0  0  0  0  0999 V2000
   -1.3361    4.1070    1.8153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0535    4.5308    1.3313 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6687    3.4204    0.8113 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0786    2.8892   -0.3126 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4911    1.6758    0.0152 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1316    0.5875   -0.5755 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7867   -0.1937    0.5467 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9528   -0.8671    0.1131 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1941   -0.5935    0.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2605    0.2719    1.5721 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4172   -1.2606    0.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5545   -0.9415    0.8334 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8280   -1.5286    0.5116 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9747   -1.1195    1.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2075   -1.6581    0.9074 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3499   -2.6271   -0.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5978   -3.1848   -0.3579 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2424   -3.0570   -0.7502 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3273   -4.0300   -1.7349 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0024   -2.4938   -0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2360   -1.1076    1.1323 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2152   -1.8233    2.3706 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5523   -0.9092    3.3525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5769   -2.0395    0.1394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4458   -1.3715   -0.7199 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5105   -0.9249    0.0537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6650   -1.5420   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8871   -1.1176    0.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0586   -1.8263   -0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7805   -1.2570   -1.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8827   -1.8899   -1.7688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2840   -3.1236   -1.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3931   -3.7986   -1.8298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5529   -3.6943   -0.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9662   -4.9470    0.2098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4587   -3.0583    0.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7747   -0.2256   -1.4353 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0110   -0.7704   -2.4733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125    3.8081   -1.0713 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8146    3.4423   -2.4146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2112    5.2009   -1.0047 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0648    5.2123   -1.6132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1048    5.6841    0.3996 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2648    6.3708    0.7464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1234    4.7915    1.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3471    4.1065    2.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5918    3.0804    1.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6211    4.9341    2.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9367    2.6383   -1.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9888    0.9717   -1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0855    0.5252    1.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3787   -2.0228   -0.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5247   -0.1775    1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8720   -0.3570    1.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0630   -1.2926    1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3846   -2.8574    0.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2325   -4.4283   -1.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1471   -2.8514   -1.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1382   -0.5109    1.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9745   -2.5805    2.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6872   -2.3769    2.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2311   -0.5661    3.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992   -2.0853   -1.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8836   -1.2724   -1.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6194   -2.6420   -0.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0467   -0.0379    0.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8235   -1.3938    1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5190   -0.2871   -1.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4350   -1.4145   -2.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8874   -3.3356   -2.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7532   -5.4344   -0.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9183   -3.5556    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6027    0.4081   -1.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4579   -0.6733   -3.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419    3.8734   -0.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0983    3.5380   -2.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8101    5.9370   -1.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6302    5.8800   -1.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7249    6.4191    0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0871    6.8308    1.6255 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 37  1  0
 37 38  1  0
 37 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34 36  2  0
 25 24  1  0
 24 21  1  0
 21 22  1  0
 22 23  1  0
 21  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  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
  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
  7  6  1  0
 20 13  1  0
 36 29  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
 37 73  1  6
 38 74  1  0
 25 63  1  6
 27 64  1  0
 27 65  1  0
 28 66  1  0
 28 67  1  0
 30 68  1  0
 31 69  1  0
 33 70  1  0
 35 71  1  0
 36 72  1  0
 21 59  1  1
 22 60  1  0
 22 61  1  0
 23 62  1  0
  7 51  1  1
 11 52  1  0
 12 53  1  0
 14 54  1  0
 15 55  1  0
 17 56  1  0
 19 57  1  0
 20 58  1  0
 39 75  1  1
 40 76  1  0
 41 77  1  6
 42 78  1  0
 43 79  1  6
 44 80  1  0
M  END


  Mrv0541 04121517382D          

 44 47  0  0  0  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  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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  0  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  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    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  0  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  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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  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  0  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  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 29 27  1  4  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  0  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  0  0  0  0
M  END
> <DATABASE_ID>
NP0176094

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OC2C(O)C(OCCC3=CC=C(O)C(O)=C3)OC(CO)C2OC(=O)C=CC2=CC=C(O)C(O)=C2)C(O)C(O)C1O

> <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

> <INCHI_KEY>
FBSKJMQYURKNSU-UHFFFAOYSA-N

> <FORMULA>
C29H36O15

> <MOLECULAR_WEIGHT>
624.592

> <EXACT_MASS>
624.205420459

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
61.82815885941871

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
1.09

> <JCHEM_LOGP>
0.8194253603333341

> <ALOGPS_LOGS>
-2.81

> <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

> <ALOGPS_SOLUBILITY>
9.66e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
verbascoside

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         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
Acteoside	MeSH
Kusaginin	MeSH
6-[2-(3,4-Dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₂₉H₃₆O₁₅

Average Mass

624.5920 Da

Monoisotopic Mass

624.20542 Da

IUPAC Name

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

Traditional Name

verbascoside

CAS Registry Number

Not Available

SMILES

CC1OC(OC2C(O)C(OCCC3=CC=C(O)C(O)=C3)OC(CO)C2OC(=O)C=CC2=CC=C(O)C(O)=C2)C(O)C(O)C1O

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

InChI Key

FBSKJMQYURKNSU-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
Abeliophyllum distichum	LOTUS Database	35616633
Acanthus ebracteatus	LOTUS Database	35616633
Acanthus montanus	LOTUS Database	35616633
Aeginetia indica	LOTUS Database	35616633
Aloysia citrodora	LOTUS Database	35616633
Amphilophium crucigerum	LOTUS Database	35616633
Antirrhinum majus	LOTUS Database	35616633
Avicennia germinans	LOTUS Database	35616633
Barleria prionitis	LOTUS Database	35616633
Betonica macrantha	LOTUS Database	35616633
Brandisia hancei	LOTUS Database	35616633
Buddleja davidii	LOTUS Database	35616633
Buddleja globosa	LOTUS Database	35616633
Buddleja officinalis	LOTUS Database	35616633
Callicarpa dichotoma	LOTUS Database	35616633
Callicarpa nudiflora	LOTUS Database	35616633
Campsis grandiflora	LOTUS Database	35616633
Carex distachya	LOTUS Database	35616633
Caryopteris incana	LOTUS Database	35616633
Cassytha filiformis	LOTUS Database	35616633
Chelone obliqua	LOTUS Database	35616633
Cistanche deserticola	LOTUS Database	35616633
Cistanche salsa	LOTUS Database	35616633
Cistanche tubulosa	LOTUS Database	35616633
Cordylanthus kingii	LOTUS Database	35616633
Duranta erecta	LOTUS Database	35616633
Echinacea pallida	LOTUS Database	35616633
Fernandoa adenophylla	LOTUS Database	35616633
Forsythia europaea	LOTUS Database	35616633
Forsythia giraldiana	LOTUS Database	35616633
Forsythia viridissima	LOTUS Database	35616633
Fraxinus americana	LOTUS Database	35616633
Fraxinus ornus	LOTUS Database	35616633
Fraxinus uhdei	LOTUS Database	35616633
Globularia alypum	LOTUS Database	35616633
Globularia bisnagarica	LOTUS Database	35616633
Globularia davisiana	LOTUS Database	35616633
Globularia trichosantha	LOTUS Database	35616633
Gratiola officinalis	LOTUS Database	35616633
Incarvillea arguta	LOTUS Database	35616633
Isodon sculponeatus	LOTUS Database	35616633
Jasminum nudiflorum	LOTUS Database	35616633
Kigelia africana	LOTUS Database	35616633
Lamiophlomis rotata	LOTUS Database	35616633
Lamium album	LOTUS Database	35616633
Lamium purpureum	LOTUS Database	35616633
Lantana camara	LOTUS Database	35616633
Lantana trifolia	LOTUS Database	35616633
Leonurus glaucescens	LOTUS Database	35616633
Littorella uniflora	LOTUS Database	35616633
Lycopus lucidus	LOTUS Database	35616633
Magnolia officinalis	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
Millingtonia hortensis	LOTUS Database	35616633
Myoporum bontioides	LOTUS Database	35616633
Newbouldia laevis	LOTUS Database	35616633
Olea europaea	LOTUS Database	35616633
Orobanche rapum-genistae	LOTUS Database	35616633
Panzerina lanata	LOTUS Database	35616633
Paulownia coreana	LOTUS Database	35616633
Paulownia tomentosa	LOTUS Database	35616633
Pedicularis densispica	LOTUS Database	35616633
Pedicularis lasiophrys	LOTUS Database	35616633
Pedicularis rex	LOTUS Database	35616633
Pedicularis spicata	LOTUS Database	35616633
Pedicularis striata	LOTUS Database	35616633
Pedicularis torta	LOTUS Database	35616633
Penstemon crandallii	LOTUS Database	35616633
Penstemon gentianoides	LOTUS Database	35616633
Penstemon linarioides	LOTUS Database	35616633
Phlomis armeniaca	LOTUS Database	35616633
Phlomis aurea	LOTUS Database	35616633
Phlomis grandiflora	LOTUS Database	35616633
Phlomis herba-venti	LOTUS Database	35616633
Phlomis samia	LOTUS Database	35616633
Phlomoides hamosa	LOTUS Database	35616633
Phyla dulcis	LOTUS Database	35616633
Picconia excelsa	LOTUS Database	35616633
Pinguicula moranensis	LOTUS Database	35616633
Plantago alpina	LOTUS Database	35616633
Plantago asiatica	LOTUS Database	35616633
Plantago crassifolia	LOTUS Database	35616633
Plantago depressa	LOTUS Database	35616633
Plantago lagopus	LOTUS Database	35616633
Plantago lanceolata	LOTUS Database	35616633
Plantago myosuros	LOTUS Database	35616633
Plantago serraria	LOTUS Database	35616633
Premna odorata	LOTUS Database	35616633
Prostanthera melissifolia	LOTUS Database	35616633
Rehmannia glutinosa	LOTUS Database	35616633
Rogeria adenophylla	LOTUS Database	35616633
Ruellia patula	LOTUS Database	35616633
Scrophularia nodosa	LOTUS Database	35616633
Scrophularia scopolii	LOTUS Database	35616633
Scrophularia scorodonia	LOTUS Database	35616633
Scutellaria albida	LOTUS Database	35616633
Scutellaria baicalensis	LOTUS Database	35616633
Sesamum indicum	LOTUS Database	35616633
Sideritis trojana	LOTUS Database	35616633
Stachys byzantina	LOTUS Database	35616633
Stachys lavandulifolia	LOTUS Database	35616633
Strobilanthes cusia	LOTUS Database	35616633
Syringa persica	LOTUS Database	35616633
Tectona grandis	LOTUS Database	35616633
Teucrium polium	LOTUS Database	35616633
Triaenophora rupestris	LOTUS Database	35616633
Tynanthus panurensis	LOTUS Database	35616633
Verbena brasiliensis	LOTUS Database	35616633
Verbena officinalis	LOTUS Database	35616633
Veronica austriaca	LOTUS Database	35616633
Veronica persica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinazolines

Alternative Parents

Substituents

Quinazoline
M-dimethoxybenzene
Dimethoxybenzene
Methoxyaniline
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
Pyrimidone
Monocyclic benzene moiety
Pyrimidine
Benzenoid
Heteroaromatic compound
Lactam
Ether
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.09	ALOGPS
logP	0.82	ChemAxon
logS	-2.8	ALOGPS
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	61.83 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

Not Available

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

354009

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate (NP0176094)

MOL for NP0176094 (6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D MOL for NP0176094 (6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D SDF for NP0176094 (6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D-SDF for NP0176094 (6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

PDB for NP0176094 (6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D PDB for NP0176094 (6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

SMILES for NP0176094 (6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

INCHI for NP0176094 (6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

Structure for NP0176094 (6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D Structure for NP0176094 (6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)