NP-MRD: Showing NP-Card for Safghanoside H (NP0075749)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 20:59:26 UTC

Updated at

2022-04-28 20:59:26 UTC

NP-MRD ID

NP0075749

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Safghanoside H

Description

Methyl (2S,3E,4S)-3-ethylidene-4-[2-(4-{2-[(2S,3E,4R)-3-ethylidene-4-{2-[4-(2-hydroxyethyl)phenoxy]-2-oxoethyl}-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carbonyloxy]ethyl}phenoxy)-2-oxoethyl]-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Safghanoside H is found in Syringa afghanica and Syringa persica. Based on a literature review very few articles have been published on methyl (2S,3E,4S)-3-ethylidene-4-[2-(4-{2-[(2S,3E,4R)-3-ethylidene-4-{2-[4-(2-hydroxyethyl)phenoxy]-2-oxoethyl}-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carbonyloxy]ethyl}phenoxy)-2-oxoethyl]-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282222592D          

 72 77  0  0  1  0            999 V2000
    2.1434   -1.2375    0.0000 C   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
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  2  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
    2.8579   -1.6500    0.0000 C   0  0  2  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
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7717   -2.3174    0.0000 O   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
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9092   -8.1787    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
    7.8592   -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
    8.5737   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1460   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.5749   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5749   -6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.8605   -6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.8605   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  2  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
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 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
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 28 31  1  0  0  0  0
 24 31  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 39 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 27 45  1  1  0  0  0
 46 45  1  6  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 46 51  1  0  0  0  0
 51 52  1  1  0  0  0
 50 53  1  6  0  0  0
 49 54  1  1  0  0  0
 48 55  1  6  0  0  0
 55 56  1  0  0  0  0
  4 57  1  6  0  0  0
 58 57  1  1  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 58 63  1  0  0  0  0
 62 64  1  1  0  0  0
 64 65  1  0  0  0  0
 61 66  1  6  0  0  0
 60 67  1  1  0  0  0
 59 68  1  6  0  0  0
  1 69  1  0  0  0  0
 69 70  2  0  0  0  0
 69 71  1  0  0  0  0
 71 72  1  0  0  0  0
M  END

     RDKit          3D

132137  0  0  0  0  0  0  0  0999 V2000
    6.6690    1.4522   -2.8832 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1678    0.9840   -1.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8944   -0.2309   -1.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3737   -0.7575    0.2032 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4825   -0.1531    0.7098 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3065    0.7113    1.7729 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8733    1.9126    1.4421 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2348    1.9682    1.3920 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.8884    1.2197    0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4580    1.7106   -0.9431 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8732    1.5638    2.7102 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7000    2.5503    3.2351 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7988    1.1186    3.6864 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3524    0.5766    4.8465 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8648    0.1175    3.0609 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8237   -0.1763    3.9329 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5597   -2.1669    0.0799 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7308   -2.7321   -1.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0460   -2.3146   -2.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1374   -2.8103   -3.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4259   -2.3206   -4.4948 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9976   -3.8410   -3.9676 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0742   -4.3137   -5.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0832   -1.1845   -1.9277 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9870   -1.8203   -1.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9239   -0.9828   -0.6317 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9659   -1.5558    0.0008 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8478    0.3958   -0.7455 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7496    0.9759   -0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7585    1.0270    1.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7310    1.5702    1.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6268    2.0988    1.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4156    2.7050    2.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3472    1.7554    2.8002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1649    1.0194    2.0455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2301    0.1077    1.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0676   -0.2640    0.6497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3841   -0.4899    0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1547   -1.3633   -0.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1955   -2.0107   -1.1998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3678   -2.4208   -0.5097 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5971   -3.7688   -0.5180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7725   -4.0836   -1.1495 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7084   -4.5649   -0.2197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9459   -4.7307   -0.8597 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.9763   -4.9883    0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2495   -5.1564   -0.3302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9354   -5.8809   -1.8082 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.8000   -5.5733   -2.8655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5777   -6.1473   -2.3663 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0144   -7.2063   -1.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6659   -4.9527   -2.3485 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8914   -4.2284   -3.5428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2787   -1.8058    0.8451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5907   -2.4774    1.9121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5251   -1.9352    3.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7947   -0.3938    0.8290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3787    0.5510    1.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3177    1.9820    1.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4084    2.7844    1.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3820    2.5673    0.6371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3451    3.9145    0.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8913    4.8710    1.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8309    6.1990    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2464    6.6126   -0.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2393    8.0649   -0.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5016    8.4631   -1.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4946    9.8208   -1.6863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7167    5.6541   -1.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7692    4.3004   -0.8687 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6218    2.0500   -0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6832    1.4893   -0.7688 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5883    1.2587   -2.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2462    0.9157   -3.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8771    2.5534   -3.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7457    1.6529   -0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5097   -0.5622    0.8690 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1989    0.7526    1.9424 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5086    3.0530    1.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7369    0.1237    0.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0099    1.3932    0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7930    1.1294   -1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4959    0.6706    2.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3921    3.4208    2.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2085    2.0365    3.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1119   -0.0198    4.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3917   -0.8394    2.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1960   -0.4538    4.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4344   -3.5192   -1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1050   -4.6445   -5.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4179   -5.1579   -5.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8502   -3.4227   -5.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7181   -0.7514   -2.8853 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4215   -2.4082   -0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5339   -2.6419   -1.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5966    0.6213    1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7176    1.6180    3.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0622    3.3449    2.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9470    3.4379    1.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9305    2.3357    3.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6782    1.1233    3.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1571   -1.5796   -0.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2232   -1.9248   -1.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2508   -3.1162   -1.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1878   -3.7768   -1.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0024   -4.1777    0.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7446   -5.9125    0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7984   -5.7511    0.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3784   -6.7645   -1.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5750   -6.2021   -2.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6167   -6.4890   -3.4349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4701   -6.9332   -0.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6144   -5.3340   -2.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8869   -4.1063   -3.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9220   -3.5260    1.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3490   -1.2482    3.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7098   -2.8259    3.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5151   -1.6060    3.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2380   -0.0109   -0.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9889    0.5265    2.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4977    0.3346    1.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3331    4.5186    2.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2449    6.9516    1.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2627    8.6341    0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3652    8.3516   -1.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5976    7.9197   -2.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3564    8.2632   -0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3866   10.2428   -1.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2610    5.9797   -2.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3529    3.5645   -1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2002    2.4461   -0.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6364    1.4693   -1.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 20  1  0
 20 21  2  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 17  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  3 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 45 48  1  0
 48 49  1  0
 48 50  1  0
 50 51  1  0
 50 52  1  0
 52 53  1  0
 41 54  1  0
 54 55  2  0
 55 56  1  0
 54 57  1  0
 57 58  1  0
 58 59  1  0
 59 60  2  0
 59 61  1  0
 61 62  1  0
 62 63  2  0
 63 64  1  0
 64 65  2  0
 65 66  1  0
 66 67  1  0
 67 68  1  0
 65 69  1  0
 69 70  2  0
 32 71  1  0
 71 72  2  0
 24 19  1  0
 72 29  1  0
 15  6  1  0
 57 38  1  0
 70 62  1  0
 52 43  1  0
 23 90  1  0
 23 91  1  0
 23 92  1  0
 18 89  1  0
  4 77  1  1
  6 78  1  1
  8 79  1  6
  9 80  1  0
  9 81  1  0
 10 82  1  0
 11 83  1  6
 12 84  1  0
 13 85  1  1
 14 86  1  0
 15 87  1  6
 16 88  1  0
  2 76  1  0
  1 73  1  0
  1 74  1  0
  1 75  1  0
 24 93  1  6
 25 94  1  0
 25 95  1  0
 30 96  1  0
 31 97  1  0
 33 98  1  0
 33 99  1  0
 34100  1  0
 34101  1  0
 39102  1  0
 41103  1  6
 43104  1  6
 45105  1  6
 46106  1  0
 46107  1  0
 47108  1  0
 48109  1  1
 49110  1  0
 50111  1  6
 51112  1  0
 52113  1  6
 53114  1  0
 55115  1  0
 56116  1  0
 56117  1  0
 56118  1  0
 57119  1  6
 58120  1  0
 58121  1  0
 63122  1  0
 64123  1  0
 66124  1  0
 66125  1  0
 67126  1  0
 67127  1  0
 68128  1  0
 69129  1  0
 70130  1  0
 71131  1  0
 72132  1  0
M  END


  Mrv1652304282222592D          

 72 77  0  0  1  0            999 V2000
    2.1434   -1.2375    0.0000 C   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
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  2  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
    2.8579   -1.6500    0.0000 C   0  0  2  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
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7717   -2.3174    0.0000 O   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
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9092   -8.1787    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
    7.8592   -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
    8.5737   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1460   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.5749   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5749   -6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.8605   -6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.8605   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  2  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
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 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
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 28 31  1  0  0  0  0
 24 31  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 39 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 27 45  1  1  0  0  0
 46 45  1  6  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 46 51  1  0  0  0  0
 51 52  1  1  0  0  0
 50 53  1  6  0  0  0
 49 54  1  1  0  0  0
 48 55  1  6  0  0  0
 55 56  1  0  0  0  0
  4 57  1  6  0  0  0
 58 57  1  1  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 58 63  1  0  0  0  0
 62 64  1  1  0  0  0
 64 65  1  0  0  0  0
 61 66  1  6  0  0  0
 60 67  1  1  0  0  0
 59 68  1  6  0  0  0
  1 69  1  0  0  0  0
 69 70  2  0  0  0  0
 69 71  1  0  0  0  0
 71 72  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0075749

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)\C(=C\C)[C@@H]1CC(=O)OC1=CC=C(CCOC(=O)C2=CO[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)\C(=C\C)[C@H]2CC(=O)OC2=CC=C(CCO)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C49H60O23/c1-4-28-30(32(44(61)63-3)22-65-46(28)71-48-42(59)40(57)38(55)34(20-51)69-48)18-36(53)68-27-12-8-25(9-13-27)15-17-64-45(62)33-23-66-47(72-49-43(60)41(58)39(56)35(21-52)70-49)29(5-2)31(33)19-37(54)67-26-10-6-24(7-11-26)14-16-50/h4-13,22-23,30-31,34-35,38-43,46-52,55-60H,14-21H2,1-3H3/b28-4+,29-5+/t30-,31+,34+,35+,38+,39+,40-,41-,42+,43+,46-,47-,48-,49-/m0/s1

> <INCHI_KEY>
WLUXLTNBQWEXEX-FTMXJMQPSA-N

> <FORMULA>
C49H60O23

> <MOLECULAR_WEIGHT>
1016.996

> <EXACT_MASS>
1016.352538192

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
132

> <JCHEM_AVERAGE_POLARIZABILITY>
102.3123495878869

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (2S,3E,4S)-3-ethylidene-4-[2-(4-{2-[(2S,3E,4R)-3-ethylidene-4-{2-[4-(2-hydroxyethyl)phenoxy]-2-oxoethyl}-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carbonyloxy]ethyl}phenoxy)-2-oxoethyl]-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate

> <ALOGPS_LOGP>
1.49

> <JCHEM_LOGP>
0.28766099466666784

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.42708573119906

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.90555604073939

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810849052288235

> <JCHEM_POLAR_SURFACE_AREA>
342.65

> <JCHEM_REFRACTIVITY>
244.21330000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.27e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (4S,5E,6S)-5-ethylidene-4-[2-(4-{2-[(4R,5E,6S)-5-ethylidene-4-{2-[4-(2-hydroxyethyl)phenoxy]-2-oxoethyl}-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carbonyloxy]ethyl}phenoxy)-2-oxoethyl]-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.907  -4.326   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      16.004  -7.700   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      14.670 -10.010   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      18.672  -9.240   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      20.005 -10.010   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      20.005 -11.550   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.672 -12.320   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      18.672 -13.860   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.338 -14.630   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      16.004 -13.860   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      16.631 -15.267   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      14.670 -14.630   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      14.670 -16.170   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      16.004 -16.940   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      16.004 -18.480   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      14.670 -19.250   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      13.337 -18.480   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      13.337 -16.940   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      14.670 -20.790   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      13.337 -21.560   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      13.337 -23.100   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      21.339 -12.320   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      22.673 -11.550   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      22.673 -10.010   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      24.006  -9.240   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      25.340 -10.010   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      25.340 -11.550   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      24.006 -12.320   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      24.006 -13.860   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      26.674 -12.320   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      26.674  -9.240   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      24.006  -7.700   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      25.340  -6.930   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   67  O   UNK     0       1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   68  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   69  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   70  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   71  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   72  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
CONECT    1    2    8   69                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   57                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    1    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19   16   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   31                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   45                                                  
CONECT   28   27   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28   24   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   42                                                  
CONECT   40   39   41                                                       
CONECT   41   40   36                                                       
CONECT   42   39   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43                                                            
CONECT   45   27   46                                                       
CONECT   46   45   47   51                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49   55                                                  
CONECT   49   48   50   54                                                  
CONECT   50   49   51   53                                                  
CONECT   51   50   46   52                                                  
CONECT   52   51                                                            
CONECT   53   50                                                            
CONECT   54   49                                                            
CONECT   55   48   56                                                       
CONECT   56   55                                                            
CONECT   57    4   58                                                       
CONECT   58   57   59   63                                                  
CONECT   59   58   60   68                                                  
CONECT   60   59   61   67                                                  
CONECT   61   60   62   66                                                  
CONECT   62   61   63   64                                                  
CONECT   63   62   58                                                       
CONECT   64   62   65                                                       
CONECT   65   64                                                            
CONECT   66   61                                                            
CONECT   67   60                                                            
CONECT   68   59                                                            
CONECT   69    1   70   71                                                  
CONECT   70   69                                                            
CONECT   71   69   72                                                       
CONECT   72   71                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  154    0
END

View in JSmol

Synonyms

Value	Source
Methyl (2S,3E,4S)-3-ethylidene-4-[2-(4-{2-[(2S,3E,4R)-3-ethylidene-4-{2-[4-(2-hydroxyethyl)phenoxy]-2-oxoethyl}-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carbonyloxy]ethyl}phenoxy)-2-oxoethyl]-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid	Generator

Chemical Formula

C₄₉H₆₀O₂₃

Average Mass

1016.9960 Da

Monoisotopic Mass

1016.35254 Da

IUPAC Name

methyl (2S,3E,4S)-3-ethylidene-4-[2-(4-{2-[(2S,3E,4R)-3-ethylidene-4-{2-[4-(2-hydroxyethyl)phenoxy]-2-oxoethyl}-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carbonyloxy]ethyl}phenoxy)-2-oxoethyl]-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate

Traditional Name

methyl (4S,5E,6S)-5-ethylidene-4-[2-(4-{2-[(4R,5E,6S)-5-ethylidene-4-{2-[4-(2-hydroxyethyl)phenoxy]-2-oxoethyl}-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carbonyloxy]ethyl}phenoxy)-2-oxoethyl]-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)\C(=C\C)[C@@H]1CC(=O)OC1=CC=C(CCOC(=O)C2=CO[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)\C(=C\C)[C@H]2CC(=O)OC2=CC=C(CCO)C=C2)C=C1

InChI Identifier

InChI=1S/C49H60O23/c1-4-28-30(32(44(61)63-3)22-65-46(28)71-48-42(59)40(57)38(55)34(20-51)69-48)18-36(53)68-27-12-8-25(9-13-27)15-17-64-45(62)33-23-66-47(72-49-43(60)41(58)39(56)35(21-52)70-49)29(5-2)31(33)19-37(54)67-26-10-6-24(7-11-26)14-16-50/h4-13,22-23,30-31,34-35,38-43,46-52,55-60H,14-21H2,1-3H3/b28-4+,29-5+/t30-,31+,34+,35+,38+,39+,40-,41-,42+,43+,46-,47-,48-,49-/m0/s1

InChI Key

WLUXLTNBQWEXEX-FTMXJMQPSA-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
Syringa afghanica	Plant	KNApSAcK
Syringa persica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Tetracarboxylic acid or derivatives
O-glycosyl compound
Secoiridoid-skeleton
Glycosyl compound
Tyrosol derivative
Phenol ester
Monoterpenoid
Monocyclic monoterpenoid
Aromatic monoterpenoid
Phenoxy compound
Sugar acid
Benzenoid
Oxane
Monosaccharide
Monocyclic benzene moiety
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.49	ALOGPS
logP	0.29	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	11.91	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	342.65 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	244.21 m³·mol⁻¹	ChemAxon
Polarizability	102.31 Å³	ChemAxon
Number of Rings	6	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

162911566

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Safghanoside H (NP0075749)

MOL for NP0075749 (Safghanoside H)

3D MOL for NP0075749 (Safghanoside H)

3D SDF for NP0075749 (Safghanoside H)

3D-SDF for NP0075749 (Safghanoside H)

PDB for NP0075749 (Safghanoside H)

3D PDB for NP0075749 (Safghanoside H)

SMILES for NP0075749 (Safghanoside H)

INCHI for NP0075749 (Safghanoside H)

Structure for NP0075749 (Safghanoside H)

3D Structure for NP0075749 (Safghanoside H)