NP-MRD: Showing NP-Card for 2-{[2-({1-[2-butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol (NP0304743)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 20:03:32 UTC

Updated at

2022-09-10 20:03:32 UTC

NP-MRD ID

NP0304743

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[2-({1-[2-butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

Description

2-{[2-({14-[2-Butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 2-{[2-({1-[2-butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol is found in Gynostemma pentaphyllum. 2-{[2-({14-[2-Butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201506502D          

 68 75  0  0  0  0            999 V2000
    4.4985   -0.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6849   -0.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1597   -1.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3461   -0.8902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8209   -1.5264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0073   -1.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6397   -0.6511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1763   -0.7725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3130   -1.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185   -1.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1237   -2.7381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9249   -2.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -3.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784   -3.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -3.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2274   -4.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7494   -2.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812   -1.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934   -2.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -2.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1858   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9055   -2.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8100   -3.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1540   -2.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8737   -2.0567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4055   -1.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1252   -0.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6570   -0.0194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2176   -1.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7494   -0.9405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4979   -2.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3100   -2.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5903   -3.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0585   -3.8990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3388   -4.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1509   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4312   -5.5961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6827   -4.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4948   -4.3347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4024   -3.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9342   -2.7828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9661   -2.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2464   -3.7538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7146   -4.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9024   -4.2393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3706   -4.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5585   -4.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6509   -5.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1191   -6.2766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4630   -5.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7433   -6.5671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9949   -5.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8070   -5.3057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -4.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -4.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -3.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343   -4.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221   -4.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -3.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5309   -4.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7542   -0.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5332    0.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1111    1.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2657    0.8172    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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 12 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  1  0  0  0  0
 21 22  1  0  0  0  0
 21 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
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 36 43  1  0  0  0  0
 43 44  1  0  0  0  0
 34 45  1  0  0  0  0
 27 45  1  0  0  0  0
 45 46  1  0  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
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 47 55  1  0  0  0  0
 55 56  1  0  0  0  0
 25 57  1  0  0  0  0
 57 58  1  0  0  0  0
 57 59  1  0  0  0  0
 57 60  1  0  0  0  0
 21 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
 15 63  1  0  0  0  0
 20 63  1  0  0  0  0
 63 64  1  0  0  0  0
  8 65  1  0  0  0  0
 65 66  2  0  0  0  0
 66 67  1  0  0  0  0
 66 68  1  0  0  0  0
M  END

     RDKit          3D

154161  0  0  0  0  0  0  0  0999 V2000
    9.6995    4.5712    0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8196    3.3683    0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3455    2.4590   -0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4568    1.2327   -0.9043 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4298    0.5209    0.2695 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6286   -0.6129    0.1955 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4650   -1.7680    0.2889 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6328   -2.8096    0.6289 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2784   -3.6864   -0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2110   -4.2773   -1.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6802   -4.1104   -0.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8293   -5.1577   -2.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4174   -2.2189    1.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8440   -0.7766    1.4362 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7474   -0.7329    2.5222 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7481    0.1771    1.7228 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2537   -0.1048    3.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7493   -0.2356    3.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4152    0.6520    1.8570 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7891    2.0453    2.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5092    0.0940    0.9229 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4271    0.9092   -0.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1544    0.4870   -0.9987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0685   -0.0172   -0.1159 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0383    0.5365    1.2852 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3182   -0.4637    2.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2100    1.7912    1.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7731    2.4110    0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4309    1.5427   -1.0733 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9451    1.7661   -1.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9033    1.6502   -3.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168    3.2724   -1.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9871    1.0063   -0.9990 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0762    0.6560   -1.8104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2573    1.2786   -1.5825 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0134    1.6568   -2.6478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0563    2.4552   -2.2337 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6844    3.1282   -3.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2003    2.2372   -4.3437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0202    1.7410   -1.3144 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.8668    2.7177   -0.7734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1989    1.2309   -0.1472 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9442    0.7269    0.8889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8754    1.5273    2.0303 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.1316    2.1870    2.2063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9920    1.3099    2.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6197    1.2923    4.3112 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.0370    0.1018    4.8561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1141    1.3833    4.4330 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6587    0.8421    5.6167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4874    0.7190    3.2084 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8656   -0.6262    3.1318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0573    0.3459   -0.5954 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1942   -0.8401   -0.8648 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2645   -2.0720   -1.0664 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5619   -2.5335   -0.6191 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5468   -3.9300   -0.6314 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6659   -4.4685    0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7947   -4.2990   -2.0863 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.9538   -3.6988   -2.5666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6315   -3.8093   -2.8759 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6166   -4.7926   -2.8876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0882   -2.4791   -2.5207 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7130   -2.4902   -2.7525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5730   -0.0499   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3251   -0.7657   -0.5194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7927    0.1061   -0.9158 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2098   -0.4514   -2.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1404    4.6899    1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1193    5.5247    0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4979    4.5794   -0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7972    3.7188    0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7817    2.8659    1.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2410    3.0379   -1.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3966    2.2256   -0.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4551    1.5890   -1.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8781    0.6569   -1.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1119   -0.7606   -0.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1760   -3.4091    1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2410   -3.8633   -0.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1822   -3.6249   -1.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1726   -5.1278   -0.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8810   -3.5768   -0.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7015   -5.3784   -2.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4007   -6.1176   -2.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0807   -4.5782   -2.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5735   -2.3871    0.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2710   -2.6341    2.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3795    0.0366    2.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2018    1.1868    1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.0598    3.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5587    0.6531    3.8709 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3797    0.1284    3.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5951   -1.3151    2.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7237    2.8225    1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8410    2.1126    2.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2057    2.3067    3.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1703   -0.9416    0.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3216    0.7179   -0.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4590    2.0052   -0.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5019   -0.3494   -1.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9202    1.3286   -1.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292   -1.1240    0.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5690   -1.4947    1.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2396   -0.2286    2.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6210   -0.3086    3.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2874    1.6647    2.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7612    2.5759    1.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1674    2.9996    0.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4775    3.2628   -0.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0766    1.9226   -1.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2313    0.7335   -3.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4953    2.4624   -3.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1349    1.8640   -3.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4460    3.9170   -1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9453    3.3928   -0.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0024    3.5695   -2.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5296    1.7701   -0.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1642    2.1655   -0.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5795    3.2700   -1.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9046    3.7048   -3.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4655    3.8574   -3.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4743    1.7818   -4.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6511    0.9983   -1.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7211    3.6140   -1.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7219    2.1749    0.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1707    2.3872    1.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0266    1.6702    2.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8604    0.3068    2.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0424    2.1787    4.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0299    0.0051    4.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7704    2.4529    4.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3421    0.7340    6.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3726    0.7132    3.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0281   -0.9050    4.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3285    0.4426    0.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6065   -2.7947   -0.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5445   -4.3495   -0.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5185   -4.3387    1.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6108   -4.0253   -0.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7579   -5.5639   -0.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8451   -5.4168   -2.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7805   -3.2254   -3.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9661   -3.7480   -3.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8704   -5.5390   -2.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5152   -1.6834   -3.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3775   -3.3488   -3.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3905   -0.8261    0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4319    0.3766    0.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6820   -1.4472   -1.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1085   -1.4907    0.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7879   -1.3934   -2.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3200   -0.8865   -2.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7651    0.2492   -2.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 67  1  0
 67 68  1  6
 67 66  1  0
 66 65  1  0
 65 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 37 40  1  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 47 49  1  0
 49 50  1  0
 49 51  1  0
 51 52  1  0
 42 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  1  0
 56 57  1  0
 57 58  1  0
 57 59  1  0
 59 60  1  0
 59 61  1  0
 61 62  1  0
 61 63  1  0
 63 64  1  0
 33 30  1  0
 30 31  1  0
 30 32  1  0
 30 29  1  0
 29 28  1  0
 28 27  1  0
 27 25  1  0
 25 26  1  1
  8  9  1  0
  9 10  2  3
 10 11  1  0
 10 12  1  0
 14  6  1  0
 21 16  1  0
 25 24  1  0
 25 19  1  0
 29 67  1  0
 53 35  1  0
 63 55  1  0
 51 44  1  0
  1 69  1  0
  1 70  1  0
  1 71  1  0
  2 72  1  0
  2 73  1  0
  3 74  1  0
  3 75  1  0
  4 76  1  0
  4 77  1  0
  6 78  1  6
  8 79  1  1
 13 87  1  0
 13 88  1  0
 15 89  1  0
 16 90  1  1
 17 91  1  0
 17 92  1  0
 18 93  1  0
 18 94  1  0
 20 95  1  0
 20 96  1  0
 20 97  1  0
 21 98  1  6
 22 99  1  0
 22100  1  0
 23101  1  0
 23102  1  0
 24103  1  1
 68152  1  0
 68153  1  0
 68154  1  0
 66150  1  0
 66151  1  0
 65148  1  0
 65149  1  0
 33118  1  1
 35119  1  1
 37120  1  1
 38121  1  0
 38122  1  0
 39123  1  0
 40124  1  6
 41125  1  0
 42126  1  1
 44127  1  6
 46128  1  0
 46129  1  0
 47130  1  1
 48131  1  0
 49132  1  1
 50133  1  0
 51134  1  1
 52135  1  0
 53136  1  1
 55137  1  1
 57138  1  1
 58139  1  0
 58140  1  0
 58141  1  0
 59142  1  1
 60143  1  0
 61144  1  6
 62145  1  0
 63146  1  6
 64147  1  0
 31112  1  0
 31113  1  0
 31114  1  0
 32115  1  0
 32116  1  0
 32117  1  0
 29111  1  6
 28109  1  0
 28110  1  0
 27107  1  0
 27108  1  0
 26104  1  0
 26105  1  0
 26106  1  0
  9 80  1  0
 11 81  1  0
 11 82  1  0
 11 83  1  0
 12 84  1  0
 12 85  1  0
 12 86  1  0
M  END


  Mrv1533004201506502D          

 68 75  0  0  0  0            999 V2000
    4.4985   -0.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6849   -0.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1597   -1.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3461   -0.8902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8209   -1.5264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0073   -1.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6397   -0.6511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1763   -0.7725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3130   -1.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185   -1.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1237   -2.7381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9249   -2.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -3.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784   -3.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -3.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2274   -4.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7494   -2.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812   -1.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934   -2.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -2.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1858   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9055   -2.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8100   -3.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1540   -2.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8737   -2.0567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4055   -1.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1252   -0.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6570   -0.0194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2176   -1.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7494   -0.9405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4979   -2.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3100   -2.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5903   -3.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0585   -3.8990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3388   -4.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1509   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4312   -5.5961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6827   -4.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4948   -4.3347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4024   -3.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9342   -2.7828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9661   -2.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2464   -3.7538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7146   -4.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9024   -4.2393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3706   -4.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5585   -4.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6509   -5.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1191   -6.2766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4630   -5.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7433   -6.5671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9949   -5.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8070   -5.3057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -4.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -4.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -3.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343   -4.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221   -4.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -3.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5309   -4.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7542   -0.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5332    0.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1111    1.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2657    0.8172    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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 12 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  1  0  0  0  0
 21 22  1  0  0  0  0
 21 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
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 36 43  1  0  0  0  0
 43 44  1  0  0  0  0
 34 45  1  0  0  0  0
 27 45  1  0  0  0  0
 45 46  1  0  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
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 47 55  1  0  0  0  0
 55 56  1  0  0  0  0
 25 57  1  0  0  0  0
 57 58  1  0  0  0  0
 57 59  1  0  0  0  0
 57 60  1  0  0  0  0
 21 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
 15 63  1  0  0  0  0
 20 63  1  0  0  0  0
 63 64  1  0  0  0  0
  8 65  1  0  0  0  0
 65 66  2  0  0  0  0
 66 67  1  0  0  0  0
 66 68  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0304743

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCOC1OC(CC1(O)C1CCC2(C)C1CCC1C3(C)CCC(OC4OC(CO)C(O)C(OC5OCC(O)C(O)C5O)C4OC4OC(C)C(O)C(O)C4O)C(C)(C)C3CCC21C)C=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C51H86O17/c1-10-11-20-61-46-51(60,22-27(64-46)21-25(2)3)29-14-18-49(8)28(29)12-13-33-48(7)17-16-34(47(5,6)32(48)15-19-50(33,49)9)66-45-42(68-44-40(59)38(57)35(54)26(4)63-44)41(37(56)31(23-52)65-45)67-43-39(58)36(55)30(53)24-62-43/h21,26-46,52-60H,10-20,22-24H2,1-9H3

> <INCHI_KEY>
XCYYAAAJROIVTP-UHFFFAOYSA-N

> <FORMULA>
C51H86O17

> <MOLECULAR_WEIGHT>
971.232

> <EXACT_MASS>
970.586501309

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
154

> <JCHEM_AVERAGE_POLARIZABILITY>
108.9617312092948

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[2-({14-[2-butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

> <ALOGPS_LOGP>
3.00

> <JCHEM_LOGP>
3.6194306829999996

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.302297419735865

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.84674931478982

> <JCHEM_PKA_STRONGEST_BASIC>
-3.526580662132245

> <JCHEM_POLAR_SURFACE_AREA>
255.90999999999994

> <JCHEM_REFRACTIVITY>
244.5373000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.84e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[2-({14-[2-butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0       8.397  -0.984   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.878  -0.729   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.898  -1.917   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.379  -1.662   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.399  -2.849   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.880  -2.594   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.194  -1.215   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.329  -1.442   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.584  -2.961   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.781  -3.673   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.231  -5.111   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.726  -4.889   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.298  -6.368   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.573  -7.232   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.789  -6.287   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.158  -7.782   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.266  -4.839   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.258  -3.661   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.774  -3.932   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.297  -5.381   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.813  -5.652   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.290  -4.203   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.806  -4.474   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.322  -4.746   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.845  -6.194   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      12.361  -6.465   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      13.354  -5.288   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      12.831  -3.839   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      13.824  -2.662   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.300  -1.214   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      14.293  -0.036   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      15.340  -2.933   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      16.332  -1.756   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      15.863  -4.381   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      17.379  -4.652   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      17.902  -6.101   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      16.909  -7.278   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      17.432  -8.727   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      18.948  -8.998   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      19.472 -10.446   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      19.941  -7.820   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      21.457  -8.091   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      19.418  -6.372   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      20.411  -5.195   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      14.870  -5.559   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      15.393  -7.007   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      14.400  -8.184   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      12.885  -7.913   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      11.892  -9.091   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      10.376  -8.820   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      12.415 -10.539   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      11.422 -11.716   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      13.931 -10.810   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      14.454 -12.259   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      14.924  -9.633   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      16.440  -9.904   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0       9.853  -7.371   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      11.184  -8.144   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       9.322  -8.817   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       8.337  -7.100   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       7.344  -8.277   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0       5.828  -8.006   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       5.305  -6.558   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       4.724  -7.984   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      -1.408  -0.343   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      -0.995   1.141   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      -2.074   2.240   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0       0.496   1.525   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   65                                                  
CONECT    9    8   10                                                       
CONECT   10    9    6   11   12                                             
CONECT   11   10                                                            
CONECT   12   10   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   63                                             
CONECT   16   15                                                            
CONECT   17   15   12   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   63                                                  
CONECT   21   20   22   23   60                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   57                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   45                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   45                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   43                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   36   44                                                  
CONECT   44   43                                                            
CONECT   45   34   27   46                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   55                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   47   56                                                  
CONECT   56   55                                                            
CONECT   57   25   58   59   60                                             
CONECT   58   57                                                            
CONECT   59   57                                                            
CONECT   60   57   21   61                                                  
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62   15   20   64                                             
CONECT   64   63                                                            
CONECT   65    8   66                                                       
CONECT   66   65   67   68                                                  
CONECT   67   66                                                            
CONECT   68   66                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  150    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₁H₈₆O₁₇

Average Mass

971.2320 Da

Monoisotopic Mass

970.58650 Da

IUPAC Name

2-{[2-({14-[2-butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

CCCCOC1OC(CC1(O)C1CCC2(C)C1CCC1C3(C)CCC(OC4OC(CO)C(O)C(OC5OCC(O)C(O)C5O)C4OC4OC(C)C(O)C(O)C4O)C(C)(C)C3CCC21C)C=C(C)C

InChI Identifier

InChI=1S/C51H86O17/c1-10-11-20-61-46-51(60,22-27(64-46)21-25(2)3)29-14-18-49(8)28(29)12-13-33-48(7)17-16-34(47(5,6)32(48)15-19-50(33,49)9)66-45-42(68-44-40(59)38(57)35(54)26(4)63-44)41(37(56)31(23-52)65-45)67-43-39(58)36(55)30(53)24-62-43/h21,26-46,52-60H,10-20,22-24H2,1-9H3

InChI Key

XCYYAAAJROIVTP-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
Gynostemma pentaphyllum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Steroidal glycoside
Oligosaccharide
20-hydroxysteroid
Hydroxysteroid
Steroid
Glycosyl compound
O-glycosyl compound
Oxane
Tetrahydrofuran
Tertiary alcohol
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Primary alcohol
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	3	ALOGPS
logP	3.62	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	11.85	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	255.91 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	244.54 m³·mol⁻¹	ChemAxon
Polarizability	108.96 Å³	ChemAxon
Number of Rings	8	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

75993197

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[2-({1-[2-butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol (NP0304743)

MOL for NP0304743 (2-{[2-({1-[2-butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol)

3D MOL for NP0304743 (2-{[2-({1-[2-butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol)

3D SDF for NP0304743 (2-{[2-({1-[2-butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol)

3D-SDF for NP0304743 (2-{[2-({1-[2-butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol)

PDB for NP0304743 (2-{[2-({1-[2-butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol)

3D PDB for NP0304743 (2-{[2-({1-[2-butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol)

SMILES for NP0304743 (2-{[2-({1-[2-butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol)

INCHI for NP0304743 (2-{[2-({1-[2-butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol)

Structure for NP0304743 (2-{[2-({1-[2-butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol)

3D Structure for NP0304743 (2-{[2-({1-[2-butoxy-3-hydroxy-5-(2-methylprop-1-en-1-yl)oxolan-3-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl}oxy)-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol)