NP-MRD: Showing NP-Card for lanatoside-a (NP0290362)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 21:00:57 UTC

Updated at

2022-09-09 21:00:57 UTC

NP-MRD ID

NP0290362

Secondary Accession Numbers

None

Natural Product Identification

Common Name

lanatoside-a

Description

6-({4-Hydroxy-6-[(4-hydroxy-6-{[11-hydroxy-2,15-dimethyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl]oxy}-2-methyloxan-3-yl)oxy]-2-methyloxan-3-yl}oxy)-2-methyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl acetate belongs to the class of organic compounds known as cardenolide glycosides and derivatives. Cardenolide glycosides and derivatives are compounds containing a carbohydrate glycosidically bound to the cardenolide moiety. lanatoside-a is found in Digitalis ferruginea, Digitalis lanata, Digitalis obscura and Digitalis viridiflora. 6-({4-Hydroxy-6-[(4-hydroxy-6-{[11-hydroxy-2,15-dimethyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl]oxy}-2-methyloxan-3-yl)oxy]-2-methyloxan-3-yl}oxy)-2-methyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191519152D          

 68 76  0  0  0  0            999 V2000
    9.4481    2.5452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6360    2.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3557    1.6241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5435    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0117    2.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2920    2.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7602    3.5162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1041    3.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3844    3.8066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8526    4.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0405    4.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5087    4.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6966    4.7776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7890    5.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2572    6.3295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5375    7.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0056    7.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2859    8.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7541    9.1427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9420    8.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6617    8.2216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4102    9.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0981    8.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3784    9.4332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1905    9.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7223    8.9477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5344    9.0929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0662    8.4622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8784    8.6074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8147    9.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6268   10.0140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2829   10.4995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5632   11.2754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4708   10.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9390   10.9850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6299    8.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4420    8.1717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3496    7.2506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6011    5.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8814    6.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1329    5.2133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8685    1.4085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2889   -1.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061   -2.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5793   -2.8729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0452   -1.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2351   -0.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  2  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
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  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  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  0  0  0  0
 23 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 16 38  1  0  0  0  0
 14 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 10 41  1  0  0  0  0
  4 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 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
 51 52  1  0  0  0  0
 46 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 51 60  1  0  0  0  0
 55 60  1  0  0  0  0
 60 61  1  0  0  0  0
 57 62  1  0  0  0  0
 62 63  2  0  0  0  0
 63 64  1  0  0  0  0
 64 65  2  0  0  0  0
 64 66  1  0  0  0  0
 66 67  1  0  0  0  0
 62 67  1  0  0  0  0
 48 68  1  0  0  0  0
 43 68  1  0  0  0  0
M  END

     RDKit          3D

144152  0  0  0  0  0  0  0  0999 V2000
    9.2798    5.3265    0.9487 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3343    4.0259    0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9962    3.9024   -0.8339 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6951    2.8874    0.7051 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7519    1.6250    0.0216 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4201    1.2327   -0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8870   -0.0832   -0.0691 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5011   -0.1293    0.0513 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9352   -1.1771   -0.6422 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1429   -2.1064    0.2423 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8665   -2.6271    1.2818 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8862   -1.4077    0.6605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193   -1.2898   -0.6005 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1657   -2.3675   -0.5769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1807   -2.0410   -0.6312 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7664   -2.7627   -1.8254 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2171   -2.2021   -2.9647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2582   -2.7178   -1.8778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090   -2.5633   -0.4799 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0920   -1.2428   -0.2065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534   -1.0153   -0.0093 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6257   -0.3898    1.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0505    0.0032    1.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6873    0.7893    0.5063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1642    2.2287    0.6268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1688    0.8682    0.6703 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.8133    1.8193   -0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1913    2.0682    0.2166 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9827    0.8515    0.5329 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.5994    1.0363    1.9055 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1518    0.8385   -0.4655 C   0  0  2  0  0  0  0  0  0  0  0  0
  -13.3820    1.4085    0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5558    0.8063    0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5151    1.7411    0.8553 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.7291    1.5110    1.1855 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8863    2.9523    0.9720 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5825    2.8183    0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2855   -0.6238   -0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8108   -1.0602   -0.8903 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2950   -0.4588    0.4245 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.9160   -1.3017    1.3910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8280   -0.5090    0.5727 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.1131   -1.4164   -0.3882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2413   -0.7557   -1.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3664    0.3389   -0.8892 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8730    0.0171   -1.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0257   -3.1323    0.4917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7946   -2.5511    0.6787 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8279   -1.4070    1.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8122   -1.3696   -1.7437 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9680   -0.5949   -1.6523 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6875    0.8513   -1.4216 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3713   -0.3428    1.2330 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7100   -0.6475    1.1263 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0143   -1.7414    0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4763    0.6133    0.8367 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7464    0.3500    0.3265 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7722    0.7078    1.1670 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.4924   -0.4115    1.5066 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4665   -0.7742    0.6142 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.4201   -2.2955    0.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4197   -2.6404   -0.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2888   -0.1951   -0.7618 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.2642   -0.8399   -1.4675 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1473    1.3004   -0.7656 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.3769    1.9205   -1.0373 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7039    1.7476    0.5889 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.8099    1.8235    1.4509 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4181    5.1415    2.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1112    5.9463    0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3357    5.8303    0.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3987    1.8368   -0.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6780    2.0121   -0.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3530    1.2918   -1.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2923   -0.8779   -0.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7251   -1.7716   -1.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8252   -2.9645   -0.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2860   -3.4692    0.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0498   -0.3804    1.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3526   -1.9469    1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4691   -0.3500   -0.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3345   -0.9356   -0.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4200   -3.8159   -1.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8927   -2.2904   -3.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5479   -1.8557   -2.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6396   -3.6205   -2.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7856   -3.1094   -0.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0412   -1.9509   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9012    0.4279    1.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3671   -1.1710    2.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0328    0.6712    2.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6083   -0.8933    1.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1529    2.2154    1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0978    2.7190   -0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8078    2.8164    1.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3682    1.2928    1.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2452    2.7709   -0.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8874    1.4488   -1.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6907    2.7570   -0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0654    2.7267    1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2103    0.1919    2.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6840    0.9363    1.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2057    1.9468    2.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8738    1.3751   -1.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7408   -0.2375    0.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5396    3.4138   -0.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8133    3.2073    1.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7933   -0.7979   -1.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7288   -1.1487    0.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3006   -0.6752   -1.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8683   -2.1761   -0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2156   -1.7957    1.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6133   -0.9458    1.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8519   -2.0380   -0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4947   -2.2095    0.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8278   -0.4584   -2.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5486   -1.5543   -1.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5227    1.2245   -1.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2877    0.9240   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7217   -0.4085   -2.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1394   -3.3467    1.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1385   -1.3986    2.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6325   -1.5599    2.4053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8959   -0.4206    1.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4536   -0.6954   -2.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2102    1.4609   -2.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986    1.1062   -1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0385    1.2340   -0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0106   -1.0732    2.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2112   -2.5061    0.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9386   -2.3084    0.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2655   -1.3433   -0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6692    1.0750    1.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3887    1.1538    2.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5043   -0.5463    0.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6317   -2.7893    1.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4577   -2.5641    0.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3208   -2.3341   -0.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2286   -0.4377   -1.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9217   -0.2210   -2.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4428    1.6795   -1.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3683    2.7981   -0.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2514    2.7703    0.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4612    1.7714    2.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
 49 48  1  0
 48 47  1  0
 47 19  1  0
 19 18  1  0
 18 16  1  0
 16 17  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 10  1  0
 10 11  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5 56  1  0
 56 57  1  0
 57 58  1  0
 58 59  1  0
 59 60  1  0
 60 61  1  0
 61 62  1  0
 60 63  1  0
 63 64  1  0
 63 65  1  0
 65 66  1  0
 65 67  1  0
 67 68  1  0
 56 54  1  0
 54 55  1  0
 54 53  1  0
  9 51  1  0
 51 52  1  0
 51 50  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
 24 45  1  0
 45 44  1  0
 44 43  1  0
 43 42  1  0
 42 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  1
 29 31  1  0
 31 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  1
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 34 36  1  0
 36 37  1  0
 45 46  1  0
 15 48  1  0
 50 13  1  0
 46 21  1  0
 53  7  1  0
 26 24  1  0
 40 29  1  0
 37 32  1  0
 67 58  1  0
 40 42  1  0
 49122  1  0
 49123  1  0
 49124  1  0
 48121  1  1
 19 87  1  6
 18 85  1  0
 18 86  1  0
 16 83  1  1
 17 84  1  0
 15 82  1  6
 13 81  1  1
 12 79  1  0
 12 80  1  0
 10 77  1  6
 11 78  1  0
  9 76  1  6
  7 75  1  6
  6 73  1  0
  6 74  1  0
  5 72  1  6
  1 69  1  0
  1 70  1  0
  1 71  1  0
 56133  1  1
 58134  1  1
 60135  1  1
 61136  1  0
 61137  1  0
 62138  1  0
 63139  1  6
 64140  1  0
 65141  1  6
 66142  1  0
 67143  1  6
 68144  1  0
 54129  1  1
 55130  1  0
 55131  1  0
 55132  1  0
 51125  1  6
 52126  1  0
 52127  1  0
 52128  1  0
 21 88  1  1
 22 89  1  0
 22 90  1  0
 23 91  1  0
 23 92  1  0
 25 93  1  0
 25 94  1  0
 25 95  1  0
 45118  1  6
 44116  1  0
 44117  1  0
 43114  1  0
 43115  1  0
 42113  1  1
 26 96  1  1
 27 97  1  0
 27 98  1  0
 28 99  1  0
 28100  1  0
 30101  1  0
 30102  1  0
 30103  1  0
 31104  1  6
 38108  1  0
 38109  1  0
 39110  1  0
 39111  1  0
 41112  1  0
 33105  1  0
 37106  1  0
 37107  1  0
 46119  1  0
 46120  1  0
M  END


  Mrv1533004191519152D          

 68 76  0  0  0  0            999 V2000
    9.4481    2.5452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6360    2.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3557    1.6241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5435    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0117    2.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2920    2.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7602    3.5162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1041    3.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3844    3.8066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8526    4.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0405    4.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5087    4.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6966    4.7776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7890    5.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2572    6.3295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5375    7.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0056    7.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2859    8.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7541    9.1427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9420    8.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6617    8.2216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4102    9.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0981    8.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3784    9.4332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1905    9.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7223    8.9477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5344    9.0929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0662    8.4622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8784    8.6074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8147    9.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6268   10.0140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2829   10.4995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5632   11.2754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4708   10.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9390   10.9850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6299    8.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4420    8.1717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3496    7.2506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6011    5.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8814    6.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1329    5.2133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8685    1.4085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2889   -1.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061   -2.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5793   -2.8729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0452   -1.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2351   -0.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  2  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
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  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  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  0  0  0  0
 23 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 16 38  1  0  0  0  0
 14 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 10 41  1  0  0  0  0
  4 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 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
 51 52  1  0  0  0  0
 46 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 51 60  1  0  0  0  0
 55 60  1  0  0  0  0
 60 61  1  0  0  0  0
 57 62  1  0  0  0  0
 62 63  2  0  0  0  0
 63 64  1  0  0  0  0
 64 65  2  0  0  0  0
 64 66  1  0  0  0  0
 66 67  1  0  0  0  0
 62 67  1  0  0  0  0
 48 68  1  0  0  0  0
 43 68  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0290362

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(CC(O)C1OC1CC(O)C(OC2CC(OC(C)=O)C(OC3OC(CO)C(O)C(O)C3O)C(C)O2)C(C)O1)OC1CCC2(C)C(CCC3C2CCC2(C)C(CCC32O)C2=CC(=O)OC2)C1

> <INCHI_IDENTIFIER>
InChI=1S/C49H76O19/c1-22-43(66-38-18-33(53)44(23(2)61-38)67-39-19-34(63-25(4)51)45(24(3)62-39)68-46-42(57)41(56)40(55)35(20-50)65-46)32(52)17-37(60-22)64-28-9-12-47(5)27(16-28)7-8-31-30(47)10-13-48(6)29(11-14-49(31,48)58)26-15-36(54)59-21-26/h15,22-24,27-35,37-46,50,52-53,55-58H,7-14,16-21H2,1-6H3

> <INCHI_KEY>
YFGQJKBUXPKSAW-UHFFFAOYSA-N

> <FORMULA>
C49H76O19

> <MOLECULAR_WEIGHT>
969.128

> <EXACT_MASS>
968.498080227

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
144

> <JCHEM_AVERAGE_POLARIZABILITY>
105.35180017998148

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-({4-hydroxy-6-[(4-hydroxy-6-{[11-hydroxy-2,15-dimethyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}-2-methyloxan-3-yl)oxy]-2-methyloxan-3-yl}oxy)-2-methyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl acetate

> <ALOGPS_LOGP>
0.74

> <JCHEM_LOGP>
2.2677815036666686

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.19468177026959

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.182631998915682

> <JCHEM_PKA_STRONGEST_BASIC>
0.24220689832875564

> <JCHEM_POLAR_SURFACE_AREA>
268.04999999999995

> <JCHEM_REFRACTIVITY>
233.2821000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.25e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
lanatoside-A

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      17.636   4.751   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.120   4.480   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      15.597   3.032   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      14.081   2.761   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.089   3.938   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.612   5.386   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.619   6.564   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      15.128   5.657   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      15.651   7.106   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      14.658   8.283   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.142   8.012   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.150   9.189   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.634   8.918   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      12.673  10.638   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      11.680  11.815   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      12.203  13.263   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.211  14.441   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.734  15.889   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      10.741  17.066   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.225  16.795   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.702  15.347   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.232  17.973   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.250  16.160   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      13.773  17.609   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      15.289  17.880   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      16.282  16.702   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      17.798  16.973   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.790  15.796   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      20.306  16.067   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      18.321  18.422   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      19.837  18.693   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      17.328  19.599   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      17.851  21.047   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      15.812  19.328   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      14.819  20.505   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      14.242  14.983   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      15.758  15.254   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      13.719  13.534   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      14.189  10.909   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      14.712  12.357   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      15.181   9.731   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      13.558   1.312   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      12.042   1.041   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      11.519  -0.407   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      10.003  -0.678   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       9.010   0.499   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       8.487  -0.949   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       9.533   1.947   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       8.541   3.125   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       7.025   2.854   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       6.502   1.405   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       7.494   0.228   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       6.971  -1.221   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       5.455  -1.492   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       4.462  -0.314   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       3.791  -1.700   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       2.923  -0.264   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       2.495   1.215   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       3.770   2.079   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       4.986   1.134   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0       5.355   2.629   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0       1.978  -1.480   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       2.406  -2.959   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       1.131  -3.824   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0       1.081  -5.363   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      -0.084  -2.878   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0       0.439  -1.430   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      11.049   2.218   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   42                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    2    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   41                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   39                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   38                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   18   24   36                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   34                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   25   35                                                  
CONECT   35   34                                                            
CONECT   36   23   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   16                                                       
CONECT   39   14   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   10                                                       
CONECT   42    4   43                                                       
CONECT   43   42   44   68                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47   48   52                                             
CONECT   47   46                                                            
CONECT   48   46   49   68                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52   60                                                  
CONECT   52   51   46   53                                                  
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56   57   60                                             
CONECT   56   55                                                            
CONECT   57   55   58   62                                                  
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   51   55   61                                             
CONECT   61   60                                                            
CONECT   62   57   63   67                                                  
CONECT   63   62   64                                                       
CONECT   64   63   65   66                                                  
CONECT   65   64                                                            
CONECT   66   64   67                                                       
CONECT   67   66   62                                                       
CONECT   68   48   43                                                       
MASTER        0    0    0    0    0    0    0    0   68    0  152    0
END

View in JSmol

Synonyms

Value	Source
6-({4-hydroxy-6-[(4-hydroxy-6-{[11-hydroxy-2,15-dimethyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0,.0,]heptadecan-5-yl]oxy}-2-methyloxan-3-yl)oxy]-2-methyloxan-3-yl}oxy)-2-methyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl acetic acid	Generator
6-({4-hydroxy-6-[(4-hydroxy-6-{[11-hydroxy-2,15-dimethyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}-2-methyloxan-3-yl)oxy]-2-methyloxan-3-yl}oxy)-2-methyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl acetic acid	Generator

Chemical Formula

C₄₉H₇₆O₁₉

Average Mass

969.1280 Da

Monoisotopic Mass

968.49808 Da

IUPAC Name

6-({4-hydroxy-6-[(4-hydroxy-6-{[11-hydroxy-2,15-dimethyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}-2-methyloxan-3-yl)oxy]-2-methyloxan-3-yl}oxy)-2-methyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl acetate

Traditional Name

lanatoside-A

CAS Registry Number

Not Available

SMILES

CC1OC(CC(O)C1OC1CC(O)C(OC2CC(OC(C)=O)C(OC3OC(CO)C(O)C(O)C3O)C(C)O2)C(C)O1)OC1CCC2(C)C(CCC3C2CCC2(C)C(CCC32O)C2=CC(=O)OC2)C1

InChI Identifier

InChI=1S/C49H76O19/c1-22-43(66-38-18-33(53)44(23(2)61-38)67-39-19-34(63-25(4)51)45(24(3)62-39)68-46-42(57)41(56)40(55)35(20-50)65-46)32(52)17-37(60-22)64-28-9-12-47(5)27(16-28)7-8-31-30(47)10-13-48(6)29(11-14-49(31,48)58)26-15-36(54)59-21-26/h15,22-24,27-35,37-46,50,52-53,55-58H,7-14,16-21H2,1-6H3

InChI Key

YFGQJKBUXPKSAW-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Digitalis ferruginea	LOTUS Database	35616633
Digitalis lanata	LOTUS Database	35616633
Digitalis obscura	LOTUS Database	35616633
Digitalis viridiflora	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cardenolide glycosides and derivatives. Cardenolide glycosides and derivatives are compounds containing a carbohydrate glycosidically bound to the cardenolide moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Cardenolide glycosides and derivatives

Alternative Parents

Substituents

Cardanolide-glycoside
Steroidal glycoside
Oligosaccharide
14-hydroxysteroid
Hydroxysteroid
Glycosyl compound
O-glycosyl compound
2-furanone
Dicarboxylic acid or derivatives
Oxane
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Dihydrofuran
Carboxylic acid ester
Secondary alcohol
Lactone
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Polyol
Primary alcohol
Alcohol
Organic oxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.74	ALOGPS
logP	2.27	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	7.18	ChemAxon
pKa (Strongest Basic)	0.24	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	268.05 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	233.28 m³·mol⁻¹	ChemAxon
Polarizability	105.35 Å³	ChemAxon
Number of Rings	9	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

407582

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for lanatoside-a (NP0290362)

MOL for NP0290362 (lanatoside-a)

3D MOL for NP0290362 (lanatoside-a)

3D SDF for NP0290362 (lanatoside-a)

3D-SDF for NP0290362 (lanatoside-a)

PDB for NP0290362 (lanatoside-a)

3D PDB for NP0290362 (lanatoside-a)

SMILES for NP0290362 (lanatoside-a)

INCHI for NP0290362 (lanatoside-a)

Structure for NP0290362 (lanatoside-a)

3D Structure for NP0290362 (lanatoside-a)