NP-MRD: Showing NP-Card for Isoverbascoside (NP0137476)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-05-30 16:53:34 UTC

Updated at

2022-05-30 16:53:34 UTC

NP-MRD ID

NP0137476

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isoverbascoside

Description

Isoacteoside, also known as isoverbascoside, 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. Isoverbascoside is found in Acanthus ebracteatus, Acanthus montanus, Amphilophium crucigerum, Barleria strigosa, Brandisia hancei, Buddleja davidii, Carex distachya, Caryopteris incana, Cistanche deserticola, Cistanche salsa, Cistanche tubulosa, Fernandoa adenophylla, Fraxinus ornus, Globularia alypum, Globularia davisiana, Globularia trichosantha, Lamium purpureum, Lippia alba, Markhamia lutea, Markhamia stipulata, Myoporum bontioides, Olea europaea, Paulownia tomentosa, Pedicularis artselaeri, Pedicularis striata, Phyla dulcis, Plantago alpina, Plantago australis, Plantago depressa, Prostanthera melissifolia, Rehmannia glutinosa, Ruellia patula, Sesamum indicum, Sideritis trojana, Stachys byzantina, Stereospermum cylindricum, Tynanthus panurensis, Verbena officinalis and Volkameria inermis. It was first documented in 2010 (PMID: 20428313). Isoacteoside is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061312202D          

 44 47  0  0  0  0            999 V2000
   -7.8592  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   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
   -5.0013   -8.6625    0.0000 C   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
   -7.8592   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -10.3125    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
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -14.0250    0.0000 O   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
   -5.7158  -14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 O   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
   -5.0013   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
  7  4  2  0  0  0  0
  9  8  1  0  0  0  0
 13  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  4  1  0  0  0  0
 14 10  2  0  0  0  0
 15  3  1  0  0  0  0
 15  8  1  0  0  0  0
 15 11  2  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
 18 10  1  0  0  0  0
 18 16  2  0  0  0  0
 19 11  1  0  0  0  0
 19 17  2  0  0  0  0
 20 12  1  0  0  0  0
 21  7  1  0  0  0  0
 22 13  1  0  0  0  0
 23 20  1  0  0  0  0
 24 22  1  0  0  0  0
 25 24  1  0  0  0  0
 27 23  1  0  0  0  0
 27 26  1  0  0  0  0
 28 26  1  0  0  0  0
 29 25  1  0  0  0  0
 30 16  1  0  0  0  0
 31 17  1  0  0  0  0
 32 18  1  0  0  0  0
 33 19  1  0  0  0  0
 34 21  2  0  0  0  0
 35 22  1  0  0  0  0
 36 23  1  0  0  0  0
 37 24  1  0  0  0  0
 38 25  1  0  0  0  0
 39 26  1  0  0  0  0
 40  9  1  0  0  0  0
 40 28  1  0  0  0  0
 41 12  1  0  0  0  0
 41 21  1  0  0  0  0
 42 13  1  0  0  0  0
 42 29  1  0  0  0  0
 43 20  1  0  0  0  0
 43 28  1  0  0  0  0
 44 27  1  0  0  0  0
 44 29  1  0  0  0  0
M  END

     RDKit          3D

 80 83  0  0  0  0  0  0  0  0999 V2000
   -3.9280   -4.2112    0.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2592   -4.1336    1.8635 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7636   -2.8586    2.1191 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7160   -2.5284    1.2607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3434   -1.2198    1.5465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4674   -0.3933    0.4324 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1750    0.1892   -0.0130 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1210   -0.1753   -1.3474 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0194    1.6425    0.1888 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8213    2.1797   -0.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9959    1.4351   -1.1181 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9775    1.3564   -0.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8389    1.9863    0.9101 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1642    0.5337   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1433    0.4183    0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3381   -0.3648    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6114   -1.1087   -0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7891   -1.8391   -0.9565 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7196   -1.8516    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8825   -2.5872   -0.0715 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4556   -1.1077    1.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4111   -1.1335    2.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2925   -0.3911    1.2649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1311    2.4099    0.2738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2520    1.8214   -0.3049 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0195    1.4255   -1.5611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7262    1.7803   -2.6258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6680    3.1948   -3.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1281    4.1538   -2.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4940    4.3351   -1.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9821    5.2215   -1.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1242    5.9547   -0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6312    6.8538    0.7024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7649    5.7852   -0.3483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8564    6.5009    0.4336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2927    4.8978   -1.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5541    0.6315    0.6305 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8263    0.1506    0.3981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5331   -3.4440    1.4902 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672   -3.1880    0.5856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9279   -4.8986    1.3896 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9535   -5.2621    0.0271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2322   -5.2227    2.0409 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7554   -6.3669    1.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1775   -4.3480   -0.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6570   -5.0453    0.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5155   -3.2833    0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0575   -4.3238    2.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0203   -2.5992    0.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8450   -1.0545   -0.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6315   -0.3309    0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3312   -1.0585   -1.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5862    1.8669    1.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2637    2.1095   -1.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0892    3.2512   -0.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2572    0.0019   -1.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0222    0.9730    1.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8819   -1.1053   -1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9742   -2.4114   -1.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5520   -2.5749    0.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2125   -0.5842    3.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1215    0.1775    2.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1061    2.4920   -0.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8284    1.4641   -2.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3202    1.1499   -3.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3001    3.2958   -3.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5947    3.4607   -3.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1889    3.7820   -2.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0599    5.3841   -0.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5975    7.0272    0.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2301    7.1665    1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2286    4.7380   -1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4941    1.0203    1.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7896   -0.4544   -0.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1520   -3.2341    2.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6524   -3.9320   -0.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1284   -5.4973    1.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3951   -6.1374   -0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0725   -5.4512    3.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6972   -6.5067    1.6097 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  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 23  2  0
 23 21  1  0
 21 22  1  0
 21 19  2  0
 19 20  1  0
 19 18  1  0
 18 17  2  0
  9 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 36  2  0
 36 34  1  0
 34 35  1  0
 34 32  2  0
 32 33  1  0
 32 31  1  0
 31 30  2  0
 25 37  1  0
 37 38  1  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
 37  6  1  0
 17 16  1  0
 30 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
  7 51  1  1
  8 52  1  0
  9 53  1  1
 10 54  1  0
 10 55  1  0
 14 56  1  0
 15 57  1  0
 23 62  1  0
 22 61  1  0
 20 60  1  0
 18 59  1  0
 17 58  1  0
 25 63  1  6
 27 64  1  0
 27 65  1  0
 28 66  1  0
 28 67  1  0
 36 72  1  0
 35 71  1  0
 33 70  1  0
 31 69  1  0
 30 68  1  0
 37 73  1  1
 38 74  1  0
 39 75  1  1
 40 76  1  0
 41 77  1  1
 42 78  1  0
 43 79  1  1
 44 80  1  0
M  END


  Mrv0541 05061312202D          

 44 47  0  0  0  0            999 V2000
   -7.8592  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   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
   -5.0013   -8.6625    0.0000 C   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
   -7.8592   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -10.3125    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
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -14.0250    0.0000 O   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
   -5.7158  -14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 O   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
   -5.0013   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
  7  4  2  0  0  0  0
  9  8  1  0  0  0  0
 13  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  4  1  0  0  0  0
 14 10  2  0  0  0  0
 15  3  1  0  0  0  0
 15  8  1  0  0  0  0
 15 11  2  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
 18 10  1  0  0  0  0
 18 16  2  0  0  0  0
 19 11  1  0  0  0  0
 19 17  2  0  0  0  0
 20 12  1  0  0  0  0
 21  7  1  0  0  0  0
 22 13  1  0  0  0  0
 23 20  1  0  0  0  0
 24 22  1  0  0  0  0
 25 24  1  0  0  0  0
 27 23  1  0  0  0  0
 27 26  1  0  0  0  0
 28 26  1  0  0  0  0
 29 25  1  0  0  0  0
 30 16  1  0  0  0  0
 31 17  1  0  0  0  0
 32 18  1  0  0  0  0
 33 19  1  0  0  0  0
 34 21  2  0  0  0  0
 35 22  1  0  0  0  0
 36 23  1  0  0  0  0
 37 24  1  0  0  0  0
 38 25  1  0  0  0  0
 39 26  1  0  0  0  0
 40  9  1  0  0  0  0
 40 28  1  0  0  0  0
 41 12  1  0  0  0  0
 41 21  1  0  0  0  0
 42 13  1  0  0  0  0
 42 29  1  0  0  0  0
 43 20  1  0  0  0  0
 43 28  1  0  0  0  0
 44 27  1  0  0  0  0
 44 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0137476

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OC2C(O)C(COC(=O)\C=C\C3=CC(O)=C(O)C=C3)OC(OCCC3=CC(O)=C(O)C=C3)C2O)C(O)C(O)C1O

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

> <INCHI_KEY>
FNMHEHXNBNCPCI-QPJJXVBHSA-N

> <FORMULA>
C29H36O15

> <MOLECULAR_WEIGHT>
624.5871

> <EXACT_MASS>
624.205420482

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
61.44921503393915

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
1.05

> <JCHEM_LOGP>
0.8194253603333341

> <ALOGPS_LOGS>
-2.84

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.643128025881985

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.010202864848798

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6559601056599815

> <JCHEM_POLAR_SURFACE_AREA>
245.28999999999994

> <JCHEM_REFRACTIVITY>
148.40310000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.12e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0     -14.671 -20.790   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.669 -23.100   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -12.003 -23.870   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335 -12.320   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.002 -23.100   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.002 -21.560   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.336 -25.410   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.668 -16.170   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -14.671 -19.250   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.336 -23.870   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -12.003 -25.410   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -10.669 -26.180   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.002 -16.940   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -16.004 -18.480   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -9.336 -16.170   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -16.004 -16.940   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -14.671 -16.170   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -10.669 -18.480   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -10.669 -16.940   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -9.336 -19.250   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -13.337 -16.940   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0     -13.337 -26.180   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0     -10.669 -27.720   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -4.001 -14.630   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0     -17.338 -19.250   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -9.336 -14.630   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0     -17.338 -16.170   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0     -14.671 -14.630   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0     -12.003 -19.250   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -9.336 -20.790   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -6.668 -14.630   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0     -13.337 -18.480   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -8.002 -18.480   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0     -12.003 -16.170   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2    5   14                                                       
CONECT    3    6   15                                                       
CONECT    4    7   14                                                       
CONECT    5    2   16                                                       
CONECT    6    3   17                                                       
CONECT    7    4   21                                                       
CONECT    8    9   15                                                       
CONECT    9    8   40                                                       
CONECT   10   14   18                                                       
CONECT   11   15   19                                                       
CONECT   12   20   41                                                       
CONECT   13    1   22   42                                                  
CONECT   14    2    4   10                                                  
CONECT   15    3    8   11                                                  
CONECT   16    5   18   30                                                  
CONECT   17    6   19   31                                                  
CONECT   18   10   16   32                                                  
CONECT   19   11   17   33                                                  
CONECT   20   12   23   43                                                  
CONECT   21    7   34   41                                                  
CONECT   22   13   24   35                                                  
CONECT   23   20   27   36                                                  
CONECT   24   22   25   37                                                  
CONECT   25   24   29   38                                                  
CONECT   26   27   28   39                                                  
CONECT   27   23   26   44                                                  
CONECT   28   26   40   43                                                  
CONECT   29   25   42   44                                                  
CONECT   30   16                                                            
CONECT   31   17                                                            
CONECT   32   18                                                            
CONECT   33   19                                                            
CONECT   34   21                                                            
CONECT   35   22                                                            
CONECT   36   23                                                            
CONECT   37   24                                                            
CONECT   38   25                                                            
CONECT   39   26                                                            
CONECT   40    9   28                                                       
CONECT   41   12   21                                                       
CONECT   42   13   29                                                       
CONECT   43   20   28                                                       
CONECT   44   27   29                                                       
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

View in JSmol

Synonyms

Value	Source
Isoverbascoside	HMDB
{6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid	Generator
Isoacteoside	MeSH
Isoacetoside	MeSH

Chemical Formula

C₂₉H₃₆O₁₅

Average Mass

624.5871 Da

Monoisotopic Mass

624.20542 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CC1OC(OC2C(O)C(COC(=O)\C=C\C3=CC(O)=C(O)C=C3)OC(OCCC3=CC(O)=C(O)C=C3)C2O)C(O)C(O)C1O

InChI Identifier

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

InChI Key

FNMHEHXNBNCPCI-QPJJXVBHSA-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
Acanthus ebracteatus	LOTUS Database	35616633
Acanthus montanus	LOTUS Database	35616633
Amphilophium crucigerum	LOTUS Database	35616633
Barleria strigosa	LOTUS Database	35616633
Brandisia hancei	LOTUS Database	35616633
Buddleja davidii	LOTUS Database	35616633
Carex distachya	LOTUS Database	35616633
Caryopteris incana	LOTUS Database	35616633
Cistanche deserticola	LOTUS Database	35616633
Cistanche salsa	LOTUS Database	35616633
Cistanche tubulosa	LOTUS Database	35616633
Fernandoa adenophylla	LOTUS Database	35616633
Fraxinus ornus	LOTUS Database	35616633
Globularia alypum	LOTUS Database	35616633
Globularia davisiana	LOTUS Database	35616633
Globularia trichosantha	LOTUS Database	35616633
Lamium purpureum	LOTUS Database	35616633
Lippia alba	LOTUS Database	35616633
Markhamia lutea	LOTUS Database	35616633
Markhamia stipulata	LOTUS Database	35616633
Myoporum bontioides	LOTUS Database	35616633
Olea europaea	LOTUS Database	35616633
Paulownia tomentosa	LOTUS Database	35616633
Pedicularis artselaeri	LOTUS Database	35616633
Pedicularis striata	LOTUS Database	35616633
Phyla dulcis	LOTUS Database	35616633
Plantago alpina	LOTUS Database	35616633
Plantago australis	LOTUS Database	35616633
Plantago depressa	LOTUS Database	35616633
Prostanthera melissifolia	LOTUS Database	35616633
Rehmannia glutinosa	LOTUS Database	35616633
Ruellia patula	LOTUS Database	35616633
Sesamum indicum	LOTUS Database	35616633
Sideritis trojana	LOTUS Database	35616633
Stachys byzantina	LOTUS Database	35616633
Stereospermum cylindricum	LOTUS Database	35616633
Tynanthus panurensis	LOTUS Database	35616633
Verbena officinalis	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

Coumaric acid or derivatives
Cinnamic acid ester
Disaccharide
Glycosyl compound
O-glycosyl compound
Tyrosol derivative
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Oxacycle
Polyol
Organoheterocyclic compound
Carboxylic acid derivative
Acetal
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxygen compound
Organic oxide
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.05	ALOGPS
logP	0.82	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.01	ChemAxon
pKa (Strongest Basic)	-3.7	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	61.45 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

HMDB0041025

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020894

KNApSAcK ID

C00030516

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13889686

PDB ID

Not Available

ChEBI ID

546623

Good Scents ID

Not Available

References

General References

Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]

Showing NP-Card for Isoverbascoside (NP0137476)

MOL for NP0137476 (Isoverbascoside)

3D MOL for NP0137476 (Isoverbascoside)

3D SDF for NP0137476 (Isoverbascoside)

3D-SDF for NP0137476 (Isoverbascoside)

PDB for NP0137476 (Isoverbascoside)

3D PDB for NP0137476 (Isoverbascoside)

SMILES for NP0137476 (Isoverbascoside)

INCHI for NP0137476 (Isoverbascoside)

Structure for NP0137476 (Isoverbascoside)

3D Structure for NP0137476 (Isoverbascoside)