NP-MRD: Showing NP-Card for 2-{[3-hydroxy-2-(hydroxymethyl)-6-{5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidin]-18-eneoxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0276142)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 00:07:30 UTC

Updated at

2022-09-09 00:07:30 UTC

NP-MRD ID

NP0276142

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[3-hydroxy-2-(hydroxymethyl)-6-{5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidin]-18-eneoxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Description

Solasonine belongs to the class of organic compounds known as steroidal saponins. These are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative. 2-{[3-hydroxy-2-(hydroxymethyl)-6-{5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidin]-18-eneoxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol is found in Solanum aculeatissimum, Solanum americanum, Solanum angustifolium, Solanum arundo, Solanum aviculare, Solanum crinitum, Solanum dulcamara, Solanum incanum, Solanum lasiocarpum, Solanum kieseritzkii, Solanum linearifolium, Solanum lycocarpum, Solanum myriacanthum, Solanum nigrum, Solanum robustum, Solanum suaveolens, Solanum sycophanta, Solanum tuberosum and Solanum viarum. Solasonine is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241219222D          

 62 70  0  0  0  0            999 V2000
    5.0264    1.6686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0264    2.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7800    2.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4483    2.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3616    3.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0298    3.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8299    1.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8299    0.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1149    1.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6002    0.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6002   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1149   -0.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8299   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5435   -0.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2584   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2584    0.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5435    1.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5435    1.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2584    2.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9721    1.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0588    2.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6081    3.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9412    3.3145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9869    3.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2426    2.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7573    2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2426    1.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7573    0.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9721    1.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3138   -0.6483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288    0.5891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7438    1.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7438    1.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4575    2.2392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7438   -3.1234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288   -2.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3138   -3.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3138   -3.9484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1149   -3.1234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6002   -2.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6002   -1.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1149   -1.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1725    1.0017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4575    0.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4575   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7438   -0.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7438   -1.4733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288   -1.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3138   -1.4733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1725   -0.6483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8862   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8862    0.5891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6012    1.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6012    1.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3162    2.2392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6012   -1.4733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6012   -0.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3162   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3162    0.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0298    1.0017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0298   -0.6483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 27  1  0  0  0  0
  2  3  1  0  0  0  0
  2 23  1  0  0  0  0
  2 25  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
  5 22  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
  8 17  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
 11 30  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 29  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
 20 26  1  0  0  0  0
 20 29  1  0  0  0  0
 22 23  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
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 47  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 45  1  0  0  0  0
 34 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 49  1  0  0  0  0
 38 39  1  0  0  0  0
 38 41  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 50  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 51  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
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 58  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 60  1  0  0  0  0
 55 56  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
 59 62  1  0  0  0  0
 60 61  1  0  0  0  0
M  END

     RDKit          3D

135143  0  0  0  0  0  0  0  0999 V2000
   11.2692   -1.0336    3.4130 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1092   -0.7637    2.4432 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1985    0.2116    3.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7778    1.2583    2.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5366    0.5345    0.8486 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8210    0.3589    0.2495 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7259   -0.1986    1.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8543   -0.6763    1.0500 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7022   -0.6604    0.2932 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4955   -1.2783    0.8663 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3935   -0.3720    0.4587 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5264   -0.8801   -0.6860 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1164   -2.2695   -0.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8154   -2.5906   -1.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9861   -1.7076   -1.5496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3037   -2.1425   -2.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4470   -1.3894   -1.5328 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5679   -2.1675   -1.3220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6923   -1.6019   -1.8866 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0954   -2.3856   -2.9841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1864   -1.8171   -3.6252 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8855   -0.5757   -4.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1014   -0.1541   -4.9630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3661   -1.6852   -2.7198 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4937   -1.2288   -3.4013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0196   -0.7950   -1.5518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6716    0.4875   -1.8833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4258    1.4749   -1.2703 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6882    2.2174   -0.3594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4845    3.0455    0.4230 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6914    3.9436    1.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5872    4.7286    2.0567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4337    3.8699   -0.4048 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.7084    3.3249   -0.2999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0217    3.7685   -1.8690 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6625    4.0635   -1.9591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2112    2.2985   -2.2496 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.5431    1.9576   -2.2171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7911   -1.4476   -0.9047 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4220   -0.7021    0.1924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5512   -1.4738    1.3465 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3883   -1.6035    2.0620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4869   -2.7149    2.8933 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3185   -2.7177    3.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7492   -2.6167    3.6914 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7796   -3.4203    3.2149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2017   -1.1531    3.7040 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3437   -0.9984    4.4769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5857   -0.8411    2.2538 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8393   -1.4067    2.0495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8912   -0.7480   -0.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0160    0.3874   -0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -0.2414   -1.5071 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1329    0.2741   -2.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4827    0.1583   -0.8755 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1722    1.3320   -1.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6553    1.3902   -1.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0164    0.9672    0.0811 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3392    2.0044    1.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3546    0.8278    0.4863 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5832    1.3963   -0.0215 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0037    1.1917   -1.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2005   -1.2557    2.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4951   -0.1376    4.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0705   -1.8925    4.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6328   -1.7524    2.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6850    0.6662    4.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2868   -0.3541    3.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6768    1.9312    2.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9651    1.9069    2.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1784    1.3449    0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2957   -1.0248    0.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5147    0.5324    1.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8174   -0.9477   -0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4059   -2.3264    0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5880   -1.3209    1.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6979   -0.2877    1.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1958   -0.8682   -1.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8529   -2.9604   -0.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1239   -2.5709    0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4936   -3.6502   -1.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4519   -3.2456   -2.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2265   -1.9641   -3.2540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7423   -0.5373   -2.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3971   -0.5969   -2.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4863   -2.5868   -4.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3790    0.2232   -3.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2464   -0.8317   -5.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9870    0.2670   -5.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5803   -2.7007   -2.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7201   -1.8886   -4.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8634   -0.8719   -0.8315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1766    0.9197   -0.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0917    2.3791    1.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1245    3.3331    2.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9762    4.5938    0.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1803    5.0278    2.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4120    4.9054   -0.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0268    3.3238    0.6381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6405    4.4203   -2.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4659    5.0238   -2.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7528    2.1692   -3.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8599    1.8855   -3.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0646   -2.4772   -0.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9272   -2.5084    1.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3937   -3.6646    2.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3599   -2.5563    3.3456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5496   -1.9763    4.6523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2998   -3.7349    4.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5617   -2.9352    4.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8083   -4.3101    3.6785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3670   -0.5110    4.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4164   -1.7010    5.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6441    0.2393    2.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3135   -1.6359    2.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6618   -0.3655    0.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3164   -1.5294    0.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3816    0.9626    0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5933    1.0204   -1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1937   -0.0206   -3.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0962    1.3962   -2.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9431   -0.1447   -3.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2346    0.5729    0.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6344    2.2578   -1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0705    1.2769   -2.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9108    2.4914   -1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1726    0.8042   -2.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1372    2.7580    1.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5679    2.5798    0.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0447    1.5515    1.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4053    0.9280    1.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7957    2.4599    0.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2486    0.1371   -1.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9997    1.7203   -1.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3956    1.6206   -2.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
 62 61  1  0
 61 60  1  0
 60  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  6
 53 55  1  0
 55 56  1  0
 56 57  1  0
 57 58  1  0
 58 59  1  1
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 30 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 26 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 43 45  1  0
 45 46  1  0
 45 47  1  0
 47 48  1  0
 47 49  1  0
 49 50  1  0
  9  8  1  0
  5  8  1  1
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  2  7  1  0
  7  6  1  0
  5 61  1  0
  6  5  1  0
 58 60  1  0
 39 19  1  0
 49 41  1  0
 58 11  1  0
 37 28  1  0
 55 12  1  0
 53 15  1  0
 62133  1  0
 62134  1  0
 62135  1  0
 61132  1  1
 60131  1  1
  9 74  1  6
 10 75  1  0
 10 76  1  0
 11 77  1  1
 12 78  1  6
 13 79  1  0
 13 80  1  0
 14 81  1  0
 16 82  1  0
 16 83  1  0
 17 84  1  6
 51116  1  0
 51117  1  0
 52118  1  0
 52119  1  0
 54120  1  0
 54121  1  0
 54122  1  0
 55123  1  1
 56124  1  0
 56125  1  0
 57126  1  0
 57127  1  0
 59128  1  0
 59129  1  0
 59130  1  0
 19 85  1  6
 21 86  1  6
 22 87  1  0
 22 88  1  0
 23 89  1  0
 24 90  1  1
 25 91  1  0
 26 92  1  1
 28 93  1  1
 30 94  1  1
 31 95  1  0
 31 96  1  0
 32 97  1  0
 33 98  1  1
 34 99  1  0
 35100  1  6
 36101  1  0
 37102  1  6
 38103  1  0
 39104  1  1
 41105  1  6
 43106  1  6
 44107  1  0
 44108  1  0
 44109  1  0
 45110  1  1
 46111  1  0
 47112  1  1
 48113  1  0
 49114  1  1
 50115  1  0
  4 69  1  0
  4 70  1  0
  3 67  1  0
  3 68  1  0
  2 66  1  6
  1 63  1  0
  1 64  1  0
  1 65  1  0
  7 72  1  0
  7 73  1  0
  6 71  1  0
M  END


  Mrv0541 02241219222D          

 62 70  0  0  0  0            999 V2000
    5.0264    1.6686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0264    2.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7800    2.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4483    2.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3616    3.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0298    3.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8299    1.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8299    0.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1149    1.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6002    0.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6002   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1149   -0.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8299   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5435   -0.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2584   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2584    0.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5435    1.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5435    1.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2584    2.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9721    1.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0588    2.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6081    3.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9412    3.3145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9869    3.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2426    2.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7573    2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2426    1.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7573    0.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9721    1.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3138   -0.6483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288    0.5891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7438    1.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7438    1.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4575    2.2392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7438   -3.1234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288   -2.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3138   -3.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3138   -3.9484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1149   -3.1234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6002   -2.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6002   -1.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1149   -1.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1725    1.0017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4575    0.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4575   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7438   -0.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7438   -1.4733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288   -1.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3138   -1.4733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1725   -0.6483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8862   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8862    0.5891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6012    1.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6012    1.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3162    2.2392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6012   -1.4733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6012   -0.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3162   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3162    0.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0298    1.0017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0298   -0.6483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 27  1  0  0  0  0
  2  3  1  0  0  0  0
  2 23  1  0  0  0  0
  2 25  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
  5 22  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
  8 17  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
 11 30  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 29  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
 20 26  1  0  0  0  0
 20 29  1  0  0  0  0
 22 23  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
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 47  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 45  1  0  0  0  0
 34 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 49  1  0  0  0  0
 38 39  1  0  0  0  0
 38 41  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 50  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 51  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
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 58  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 60  1  0  0  0  0
 55 56  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
 59 62  1  0  0  0  0
 60 61  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0276142

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C2C(CC3C4CC=C5CC(CCC5(C)C4CCC23C)OC2OC(CO)C(O)C(OC3OC(CO)C(O)C(O)C3O)C2OC2OC(C)C(O)C(O)C2O)OC11CCC(C)CN1

> <INCHI_IDENTIFIER>
InChI=1S/C45H73NO16/c1-19-8-13-45(46-16-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-40-36(54)34(52)31(49)21(3)56-40)38(33(51)29(18-48)59-42)60-41-37(55)35(53)32(50)28(17-47)58-41/h6,19-21,23-42,46-55H,7-18H2,1-5H3

> <INCHI_KEY>
QCTMYNGDIBTNSK-UHFFFAOYSA-N

> <FORMULA>
C45H73NO16

> <MOLECULAR_WEIGHT>
884.0582

> <EXACT_MASS>
883.492935293

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
97.61371850817963

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[3-hydroxy-2-(hydroxymethyl)-6-{5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidin]-18-eneoxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
0.90

> <JCHEM_LOGP>
0.34428057700000136

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.377992072817502

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.88687384091845

> <JCHEM_PKA_STRONGEST_BASIC>
9.539684949012674

> <JCHEM_POLAR_SURFACE_AREA>
258.7099999999999

> <JCHEM_REFRACTIVITY>
217.64300000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.10e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[3-hydroxy-2-(hydroxymethyl)-6-{5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidin]-18-eneoxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       9.383   3.115   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       9.383   4.655   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.789   4.028   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.037   4.935   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.875   6.467   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.122   7.370   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.549   2.640   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.549   1.100   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.214   1.870   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.120   1.100   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.120  -0.440   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.214  -1.210   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.549  -0.440   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.881  -1.210   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.216  -0.440   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.216   1.100   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.881   1.870   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.881   3.410   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.216   4.180   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.548   3.410   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.710   4.939   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.468   7.093   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       9.224   6.187   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       7.442   6.595   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.920   5.132   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.014   3.885   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.920   2.640   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.014   1.392   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.548   1.870   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.452  -1.210   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -3.787  -0.440   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -3.787   1.100   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -5.122   1.870   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.122   3.410   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -6.454   4.180   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -5.122  -5.830   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -3.787  -5.060   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -2.452  -5.830   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -2.452  -7.370   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       0.214  -5.830   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -1.120  -5.060   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -1.120  -3.520   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       0.214  -2.750   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -7.789   1.870   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -6.454   1.100   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -6.454  -0.440   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -5.122  -1.210   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -5.122  -2.750   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      -3.787  -3.520   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -2.452  -2.750   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -7.789  -1.210   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      -9.121  -0.440   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      -9.121   1.100   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0     -10.456   1.870   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0     -10.456   3.410   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0     -11.790   4.180   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0     -10.456  -2.750   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0     -10.456  -1.210   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0     -11.790  -0.440   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0     -11.790   1.100   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0     -13.122   1.870   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0     -13.122  -1.210   0.000  0.00  0.00           O+0
CONECT    1    2   27                                                       
CONECT    2    1    3   23   25                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   22                                                  
CONECT    6    5                                                            
CONECT    7    8                                                            
CONECT    8    7    9   13   17                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   30                                                  
CONECT   12   11   13                                                       
CONECT   13    8   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   29                                                  
CONECT   17    8   16   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   26   29                                             
CONECT   21   20                                                            
CONECT   22    5   23                                                       
CONECT   23    2   22                                                       
CONECT   24   25                                                            
CONECT   25    2   24   26                                                  
CONECT   26   20   25   27                                                  
CONECT   27    1   26   28                                                  
CONECT   28   27   29                                                       
CONECT   29   16   20   28                                                  
CONECT   30   11   31                                                       
CONECT   31   30   32   47                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   45                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   37                                                            
CONECT   37   36   38   49                                                  
CONECT   38   37   39   41                                                  
CONECT   39   38                                                            
CONECT   40   41                                                            
CONECT   41   38   40   42                                                  
CONECT   42   41   43   50                                                  
CONECT   43   42                                                            
CONECT   44   45                                                            
CONECT   45   33   44   46                                                  
CONECT   46   45   47   51                                                  
CONECT   47   31   46   48                                                  
CONECT   48   47   49                                                       
CONECT   49   37   48   50                                                  
CONECT   50   42   49                                                       
CONECT   51   46   52                                                       
CONECT   52   51   53   58                                                  
CONECT   53   52   54                                                       
CONECT   54   53   55   60                                                  
CONECT   55   54   56                                                       
CONECT   56   55                                                            
CONECT   57   58                                                            
CONECT   58   52   57   59                                                  
CONECT   59   58   60   62                                                  
CONECT   60   54   59   61                                                  
CONECT   61   60                                                            
CONECT   62   59                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  140    0
END

View in JSmol

Synonyms

Value	Source
alpha-Solamarine	MeSH
alpha-Solasonine	MeSH
alpha-Solamarine, (3beta,22alpha,25R)-isomer	MeSH
alpha-Solamargine	MeSH

Chemical Formula

C₄₅H₇₃NO₁₆

Average Mass

884.0582 Da

Monoisotopic Mass

883.49294 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1C2C(CC3C4CC=C5CC(CCC5(C)C4CCC23C)OC2OC(CO)C(O)C(OC3OC(CO)C(O)C(O)C3O)C2OC2OC(C)C(O)C(O)C2O)OC11CCC(C)CN1

InChI Identifier

InChI=1S/C45H73NO16/c1-19-8-13-45(46-16-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-40-36(54)34(52)31(49)21(3)56-40)38(33(51)29(18-48)59-42)60-41-37(55)35(53)32(50)28(17-47)58-41/h6,19-21,23-42,46-55H,7-18H2,1-5H3

InChI Key

QCTMYNGDIBTNSK-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
Solanum aculeatissimum	LOTUS Database	35616633
Solanum americanum	LOTUS Database	35616633
Solanum angustifolium	LOTUS Database	35616633
Solanum arundo	LOTUS Database	35616633
Solanum aviculare	LOTUS Database	35616633
Solanum crinitum	LOTUS Database	35616633
Solanum dulcamara	LOTUS Database	35616633
Solanum incanum	LOTUS Database	35616633
Solanum indicum	LOTUS Database	35616633
Solanum kieseritzkii	LOTUS Database	35616633
Solanum linearifolium	LOTUS Database	35616633
Solanum lycocarpum	LOTUS Database	35616633
Solanum myriacanthum	LOTUS Database	35616633
Solanum nigrum	LOTUS Database	35616633
Solanum robustum	LOTUS Database	35616633
Solanum suaveolens	LOTUS Database	35616633
Solanum sycophanta	LOTUS Database	35616633
Solanum tuberosum	LOTUS Database	35616633
Solanum viarum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal saponins. These are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal saponins

Alternative Parents

Substituents

Steroidal saponin
Diterpene glycoside
Spirosolane skeleton
Oligosaccharide
Diterpenoid
Steroidal alkaloid
Azasteroid
Delta-5-steroid
Terpene glycoside
O-glycosyl compound
Glycosyl compound
Azaspirodecane
Alkaloid or derivatives
Piperidine
Oxane
Tetrahydrofuran
Secondary alcohol
Hemiaminal
Azacycle
Oxacycle
Organoheterocyclic compound
Secondary amine
Polyol
Acetal
Secondary aliphatic amine
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Alcohol
Organonitrogen compound
Organooxygen compound
Amine
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	0.9	ALOGPS
logP	0.34	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	11.89	ChemAxon
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	258.71 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	217.64 m³·mol⁻¹	ChemAxon
Polarizability	97.61 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

FDB002456

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Solasonine

METLIN ID

Not Available

PubChem Compound

537159

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[3-hydroxy-2-(hydroxymethyl)-6-{5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidin]-18-eneoxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0276142)

MOL for NP0276142 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidin]-18-eneoxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0276142 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidin]-18-eneoxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0276142 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidin]-18-eneoxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0276142 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidin]-18-eneoxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0276142 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidin]-18-eneoxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0276142 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidin]-18-eneoxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0276142 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidin]-18-eneoxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0276142 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidin]-18-eneoxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0276142 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidin]-18-eneoxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0276142 (2-{[3-hydroxy-2-(hydroxymethyl)-6-{5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidin]-18-eneoxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)