NP-MRD: Showing NP-Card for (+)-Smilaside F (NP0078755)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 23:49:29 UTC

Updated at

2022-04-28 23:49:29 UTC

NP-MRD ID

NP0078755

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Smilaside F

Description

[(2S,3S,4R,5R)-2-{[(2R,3R,4S,5R,6R)-3-(acetyloxy)-6-[(acetyloxy)methyl]-4,5-dihydroxyoxan-2-yl]oxy}-4-hydroxy-5-({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}methyl)-3-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxolan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. (+)-Smilaside F is found in Smilax china . Based on a literature review very few articles have been published on [(2S,3S,4R,5R)-2-{[(2R,3R,4S,5R,6R)-3-(acetyloxy)-6-[(acetyloxy)methyl]-4,5-dihydroxyoxan-2-yl]oxy}-4-hydroxy-5-({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}methyl)-3-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxolan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292201492D          

 64 68  0  0  1  0            999 V2000
   -1.6242   -5.0437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4492   -5.0437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7041   -4.2590    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0367   -3.7741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3693   -4.2590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6317   -3.0554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8068   -3.0467    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4018   -2.3280    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4232   -2.3193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8432   -3.0294    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4382   -3.7482    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3868   -3.7568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581   -4.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6831   -4.4497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1030   -5.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6980   -5.8785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280   -5.1511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6681   -3.0208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8282   -1.6006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8217   -1.6179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6467   -1.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0517   -2.3452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0666   -0.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4417   -3.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2667   -3.0467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6717   -2.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4966   -2.3193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2517   -1.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6567   -0.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2367   -0.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6417    0.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2218    1.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3968    1.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9918    0.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4118   -0.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9769    1.9413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4888   -4.0041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1019   -4.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9303   -5.3631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8865   -4.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4996   -4.8532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2842   -4.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8973   -5.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6819   -4.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8534   -4.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2403   -3.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4557   -3.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6381   -3.8335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9341   -5.7111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1393   -5.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3188   -5.6249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1661   -6.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1694   -7.0460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9866   -6.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4715   -6.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2920   -6.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6276   -6.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4480   -5.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9330   -6.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5974   -7.3685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7769   -7.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0823   -8.0359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468   -8.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7534   -6.5286    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
  1  5  1  0  0  0  0
  4  6  1  6  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  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
  7 12  1  0  0  0  0
 11 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 10 18  1  1  0  0  0
  9 19  1  1  0  0  0
  8 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  4 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 30 35  1  0  0  0  0
 33 36  1  0  0  0  0
  3 37  1  6  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 42 47  1  0  0  0  0
 45 48  1  0  0  0  0
  2 49  1  1  0  0  0
  1 50  1  6  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 52 54  1  0  0  0  0
 54 55  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  2  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 59 60  1  0  0  0  0
 60 61  2  0  0  0  0
 56 61  1  0  0  0  0
 60 62  1  0  0  0  0
 62 63  1  0  0  0  0
 59 64  1  0  0  0  0
M  END

     RDKit          3D

110114  0  0  0  0  0  0  0  0999 V2000
   -0.5721    7.3252   -5.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9213    7.3261   -6.3176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6310    6.1315   -6.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0370    4.9744   -5.7493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7400    3.7798   -5.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1438    2.5593   -5.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9178    2.4382   -4.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4794    1.1325   -4.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2761    0.1497   -4.2536 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8177    0.9370   -3.6655 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0702   -0.3766   -3.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3812   -0.6699   -2.6485 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7829   -0.0486   -1.5431 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5478   -0.7713   -0.3507 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9486   -1.0088    0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1199   -1.4593    1.4212 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9153   -2.4739    2.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3355   -3.4950    1.8020 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3273   -2.5024    3.6552 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0824   -3.5634    4.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4538   -3.6636    5.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1594   -4.8072    6.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4920   -4.9656    7.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1498   -3.9116    8.4359 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5396   -3.9490    9.7703 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4500   -2.7653    7.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1022   -2.6362    6.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7464   -0.1461    0.4631 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5441    0.3289    0.4337 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2753   -0.2986    1.3591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1894    0.0826    2.6516 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4910    0.4525    3.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1467    1.5395    2.6669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3539    2.0393    3.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0251    3.1759    2.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9456    1.5515    4.0950 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8994    1.0866    2.9133 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9355    1.4847    4.2479 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8264    2.2699    1.9768 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0875    3.1723    2.4847 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3837    1.8414    0.5849 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1700    2.5442   -0.3235 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7201    3.4740   -1.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7165    4.1321   -2.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5067    3.7585   -1.2340 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9962   -2.0548   -0.8632 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5805   -2.1397   -0.7844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0157   -3.2502   -0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7361   -4.1284    0.2382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4903   -3.3622   -0.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2978   -2.4501   -0.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7590   -2.5019   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4435   -3.5895    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8447   -3.5574    0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5911   -2.5296   -0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9864   -2.5260   -0.4639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8971   -1.4388   -1.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5283   -1.4648   -1.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377   -2.1615   -2.3257 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7043   -2.6844   -2.4720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0574    3.8003   -6.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6661    4.9549   -6.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9818    6.1415   -6.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5598    7.3031   -7.0758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4012    7.0728   -4.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1304    8.3454   -6.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0149    6.6398   -6.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9845    4.9644   -5.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7897    1.6601   -5.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2795    3.2863   -4.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0394   -0.9831   -4.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1727   -0.7476   -2.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1563   -0.5331   -3.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4485   -1.7383   -0.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5268   -0.0676   -0.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8249   -1.6205    4.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5725   -4.4163    3.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6384   -5.6510    6.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2695   -5.8405    8.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3656   -4.7542   10.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9641   -1.9261    8.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3509   -1.7324    5.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1184    0.1057   -0.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1491   -0.8461    3.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2135   -0.3583    3.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3178    0.7976    4.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5774    3.2379    1.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9060    4.1398    2.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1257    2.9831    2.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8936    0.5761    2.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5841    2.2005    4.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8108    2.7778    1.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1994    4.1317    2.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    2.1572    0.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5481    5.2086   -2.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7454    3.9971   -1.7029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6927    3.5849   -3.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4034   -2.9540   -0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8984   -4.2393    0.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8424   -1.5773   -1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8935   -4.4110    0.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3606   -4.4178    0.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5296   -2.1569    0.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4815   -0.6099   -1.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9699   -0.6183   -1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7408   -2.7227   -2.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3116   -2.0333   -2.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6349    2.8627   -5.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7131    4.8917   -6.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0459    8.1598   -7.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 14 28  1  1
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  2  0
 31 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 43 45  2  0
 14 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  2  0
 48 50  1  0
 50 51  2  0
 51 52  1  0
 52 53  2  0
 53 54  1  0
 54 55  2  0
 55 56  1  0
 55 57  1  0
 57 58  2  0
 46 59  1  0
 59 60  1  0
  5 61  2  0
 61 62  1  0
 62 63  2  0
 63 64  1  0
 63  3  1  0
 59 12  1  0
 27 21  1  0
 41 29  1  0
 58 52  1  0
  1 65  1  0
  1 66  1  0
  1 67  1  0
  4 68  1  0
  6 69  1  0
  7 70  1  0
 11 71  1  0
 11 72  1  0
 12 73  1  6
 15 74  1  0
 15 75  1  0
 19 76  1  0
 20 77  1  0
 22 78  1  0
 23 79  1  0
 25 80  1  0
 26 81  1  0
 27 82  1  0
 29 83  1  6
 31 84  1  1
 32 85  1  0
 32 86  1  0
 35 87  1  0
 35 88  1  0
 35 89  1  0
 37 90  1  6
 38 91  1  0
 39 92  1  6
 40 93  1  0
 41 94  1  6
 44 95  1  0
 44 96  1  0
 44 97  1  0
 46 98  1  1
 50 99  1  0
 51100  1  0
 53101  1  0
 54102  1  0
 56103  1  0
 57104  1  0
 58105  1  0
 59106  1  6
 60107  1  0
 61108  1  0
 62109  1  0
 64110  1  0
M  END


  Mrv1652304292201492D          

 64 68  0  0  1  0            999 V2000
   -1.6242   -5.0437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4492   -5.0437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7041   -4.2590    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0367   -3.7741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3693   -4.2590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6317   -3.0554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8068   -3.0467    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4018   -2.3280    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4232   -2.3193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8432   -3.0294    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4382   -3.7482    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3868   -3.7568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581   -4.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6831   -4.4497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1030   -5.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6980   -5.8785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280   -5.1511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6681   -3.0208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8282   -1.6006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8217   -1.6179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6467   -1.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0517   -2.3452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0666   -0.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4417   -3.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2667   -3.0467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6717   -2.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4966   -2.3193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2517   -1.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6567   -0.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2367   -0.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6417    0.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2218    1.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3968    1.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9918    0.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4118   -0.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9769    1.9413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4888   -4.0041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1019   -4.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9303   -5.3631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8865   -4.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4996   -4.8532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2842   -4.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8973   -5.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6819   -4.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8534   -4.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2403   -3.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4557   -3.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6381   -3.8335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9341   -5.7111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1393   -5.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3188   -5.6249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1661   -6.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1694   -7.0460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9866   -6.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4715   -6.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2920   -6.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6276   -6.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4480   -5.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9330   -6.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5974   -7.3685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7769   -7.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0823   -8.0359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468   -8.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7534   -6.5286    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
  1  5  1  0  0  0  0
  4  6  1  6  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  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
  7 12  1  0  0  0  0
 11 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 10 18  1  1  0  0  0
  9 19  1  1  0  0  0
  8 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  4 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 30 35  1  0  0  0  0
 33 36  1  0  0  0  0
  3 37  1  6  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 42 47  1  0  0  0  0
 45 48  1  0  0  0  0
  2 49  1  1  0  0  0
  1 50  1  6  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 52 54  1  0  0  0  0
 54 55  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  2  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 59 60  1  0  0  0  0
 60 61  2  0  0  0  0
 56 61  1  0  0  0  0
 60 62  1  0  0  0  0
 62 63  1  0  0  0  0
 59 64  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0078755

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\C(=O)OC[C@H]2O[C@@](COC(=O)\C=C\C3=CC=C(O)C=C3)(O[C@H]3O[C@H](COC(C)=O)[C@H](O)[C@H](O)[C@H]3OC(C)=O)[C@@H](OC(=O)\C=C\C3=CC=C(O)C=C3)[C@@H]2O)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C44H46O20/c1-24(45)57-21-33-38(53)40(55)41(60-25(2)46)43(61-33)64-44(23-59-36(51)17-9-26-4-12-29(47)13-5-26)42(62-37(52)19-10-27-6-14-30(48)15-7-27)39(54)34(63-44)22-58-35(50)18-11-28-8-16-31(49)32(20-28)56-3/h4-20,33-34,38-43,47-49,53-55H,21-23H2,1-3H3/b17-9+,18-11+,19-10+/t33-,34-,38+,39-,40+,41-,42+,43-,44+/m1/s1

> <INCHI_KEY>
QHZJEIGSGZHOHS-PYHJJNQYSA-N

> <FORMULA>
C44H46O20

> <MOLECULAR_WEIGHT>
894.832

> <EXACT_MASS>
894.258243881

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
110

> <JCHEM_AVERAGE_POLARIZABILITY>
89.13534519876953

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S,3S,4R,5R)-2-{[(2R,3R,4S,5R,6R)-3-(acetyloxy)-6-[(acetyloxy)methyl]-4,5-dihydroxyoxan-2-yl]oxy}-4-hydroxy-5-({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}methyl)-3-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxolan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
3.48

> <JCHEM_LOGP>
4.386720780333333

> <ALOGPS_LOGS>
-4.40

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.54234604539787

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.02933119423144

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6498095943046263

> <JCHEM_POLAR_SURFACE_AREA>
289.79999999999995

> <JCHEM_REFRACTIVITY>
218.18609999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3S,4R,5R)-2-{[(2R,3R,4S,5R,6R)-3-(acetyloxy)-6-[(acetyloxy)methyl]-4,5-dihydroxyoxan-2-yl]oxy}-4-hydroxy-5-({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}methyl)-3-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxolan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      -3.032  -9.415   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.572  -9.415   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.048  -7.950   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.802  -7.045   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.556  -7.950   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -3.046  -5.703   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.506  -5.687   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.750  -4.346   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.790  -4.329   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.574  -5.655   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.818  -6.997   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.722  -7.013   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.602  -8.322   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.142  -8.306   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.926  -9.632   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.170 -10.973   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.466  -9.615   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.114  -5.639   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.546  -2.988   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.534  -3.020   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.074  -3.036   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.830  -4.378   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -3.858  -1.711   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.558  -5.703   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -6.098  -5.687   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -6.854  -4.346   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -8.394  -4.329   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -6.070  -3.020   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -6.826  -1.678   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -6.042  -0.353   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -6.798   0.989   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -6.014   2.314   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.474   2.298   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.718   0.957   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.502  -0.369   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -3.690   3.624   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -6.512  -7.474   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -7.657  -8.505   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -7.337 -10.011   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -9.121  -8.029   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -10.266  -9.059   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -11.731  -8.583   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -12.875  -9.614   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -14.340  -9.138   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -14.660  -7.632   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -13.515  -6.601   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -12.051  -7.077   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0     -16.124  -7.156   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      -5.477 -10.661   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      -2.127 -10.661   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      -0.595 -10.500   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       0.310 -11.746   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      -0.316 -13.152   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       1.842 -11.585   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       2.747 -12.831   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       4.278 -12.670   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       4.905 -11.263   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       6.436 -11.102   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       7.342 -12.348   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       6.715 -13.754   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       5.184 -13.915   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0       7.620 -15.000   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0       6.994 -16.407   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0       8.873 -12.187   0.000  0.00  0.00           O+0
CONECT    1    2    5   50                                                  
CONECT    2    1    3   49                                                  
CONECT    3    2    4   37                                                  
CONECT    4    3    5    6   24                                             
CONECT    5    4    1                                                       
CONECT    6    4    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9   20                                                  
CONECT    9    8   10   19                                                  
CONECT   10    9   11   18                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11    7                                                       
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   10                                                            
CONECT   19    9                                                            
CONECT   20    8   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24    4   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34   30                                                       
CONECT   36   33                                                            
CONECT   37    3   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   47                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46   48                                                  
CONECT   46   45   47                                                       
CONECT   47   46   42                                                       
CONECT   48   45                                                            
CONECT   49    2                                                            
CONECT   50    1   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57   61                                                  
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60   64                                                  
CONECT   60   59   61   62                                                  
CONECT   61   60   56                                                       
CONECT   62   60   63                                                       
CONECT   63   62                                                            
CONECT   64   59                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  136    0
END

View in JSmol

Synonyms

Value	Source
[(2S,3S,4R,5R)-2-{[(2R,3R,4S,5R,6R)-3-(acetyloxy)-6-[(acetyloxy)methyl]-4,5-dihydroxyoxan-2-yl]oxy}-4-hydroxy-5-({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}methyl)-3-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxolan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₄₄H₄₆O₂₀

Average Mass

894.8320 Da

Monoisotopic Mass

894.25824 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\C(=O)OC[C@H]2O[C@@](COC(=O)\C=C\C3=CC=C(O)C=C3)(O[C@H]3O[C@H](COC(C)=O)[C@H](O)[C@H](O)[C@H]3OC(C)=O)[C@@H](OC(=O)\C=C\C3=CC=C(O)C=C3)[C@@H]2O)=CC=C1O

InChI Identifier

InChI=1S/C44H46O20/c1-24(45)57-21-33-38(53)40(55)41(60-25(2)46)43(61-33)64-44(23-59-36(51)17-9-26-4-12-29(47)13-5-26)42(62-37(52)19-10-27-6-14-30(48)15-7-27)39(54)34(63-44)22-58-35(50)18-11-28-8-16-31(49)32(20-28)56-3/h4-20,33-34,38-43,47-49,53-55H,21-23H2,1-3H3/b17-9+,18-11+,19-10+/t33-,34-,38+,39-,40+,41-,42+,43-,44+/m1/s1

InChI Key

QHZJEIGSGZHOHS-PYHJJNQYSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Smilax china	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Coumaric acid ester
Cinnamic acid ester
Hydroxycinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid or derivatives
O-glycosyl compound
Glycosyl compound
Disaccharide
C-glycosyl compound
Methoxyphenol
Phenoxy compound
Methoxybenzene
Styrene
Phenol ether
Anisole
1-hydroxy-2-unsubstituted benzenoid
Ketal
Phenol
Fatty acid ester
Alkyl aryl ether
Fatty acyl
Benzenoid
Oxane
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Ether
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	3.48	ALOGPS
logP	4.39	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.03	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	289.8 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	218.19 m³·mol⁻¹	ChemAxon
Polarizability	89.14 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163004798

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Smilaside F (NP0078755)

MOL for NP0078755 ((+)-Smilaside F)

3D MOL for NP0078755 ((+)-Smilaside F)

3D SDF for NP0078755 ((+)-Smilaside F)

3D-SDF for NP0078755 ((+)-Smilaside F)

PDB for NP0078755 ((+)-Smilaside F)

3D PDB for NP0078755 ((+)-Smilaside F)

SMILES for NP0078755 ((+)-Smilaside F)

INCHI for NP0078755 ((+)-Smilaside F)

Structure for NP0078755 ((+)-Smilaside F)

3D Structure for NP0078755 ((+)-Smilaside F)