NP-MRD: Showing NP-Card for Nigrumnin I (NP0073094)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 18:21:25 UTC

Updated at

2022-04-28 18:21:25 UTC

NP-MRD ID

NP0073094

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Nigrumnin I

Description

(2S,3R,4R,5R,6S)-2-{[(2R,3R,4S,5S,6R)-4-hydroxy-5-{[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-6-(hydroxymethyl)-2-[(1'R,2R,2'S,4'S,5R,7'S,8'R,9'S,12'S,13'S,16'S,18'S)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]Icosane]oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol 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. Nigrumnin I is found in Solanum nigrum L. . Based on a literature review very few articles have been published on (2S,3R,4R,5R,6S)-2-{[(2R,3R,4S,5S,6R)-4-hydroxy-5-{[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-6-(hydroxymethyl)-2-[(1'R,2R,2'S,4'S,5R,7'S,8'R,9'S,12'S,13'S,16'S,18'S)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]Icosane]oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282220212D          

 80 90  0  0  1  0            999 V2000
    7.0487    4.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4190    4.1227    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9656    3.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1420    3.4814    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7717    4.2186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2251    4.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9481    4.2665    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4948    3.5773    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8651    2.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6887    2.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6712    3.6252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3009    4.3624    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7543    5.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5779    5.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4854    4.2381    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3516    3.4240    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0845    3.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5360    3.2997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1657    4.0369    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7525    4.6169    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6281    5.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6428    3.3988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    3.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4624    4.3044    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0604    4.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8745    4.8088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2765    4.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8556    5.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4015    4.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2426    4.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6129    3.3375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1595    2.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5298    1.9110    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3534    1.8631    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8067    2.5524    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4365    3.2896    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8898    3.9789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7134    3.9310    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1667    4.6202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.9903    4.5723    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.3606    3.8351    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9073    3.1458    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.0837    3.1937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2776    2.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1842    3.7871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4436    5.2616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7964    5.3575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6303    2.5044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7237    1.1258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2704    0.4365    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6407   -0.3007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1873   -0.9900    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3637   -0.9420    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9935   -0.2048    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4468    0.4845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1698   -0.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7165   -0.8462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9104   -1.6313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5576   -1.7272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1043   -2.4165    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4746   -3.1537    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0213   -3.8430    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1977   -3.7951    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8274   -3.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2807   -2.3686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7443   -4.4844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3916   -4.5803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2982   -3.2017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4643   -0.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8346   -1.0859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3812   -1.7752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7515   -2.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5751   -2.5603    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.0284   -1.8710    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6582   -1.1338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1115   -0.4445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8521   -1.9190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9454   -3.2976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0765    1.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2529    1.2697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  6  0  0  0
 15 12  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  6  0  0  0
 16 18  1  6  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  1  0  0  0
 19 22  1  0  0  0  0
 22 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
 19 26  1  0  0  0  0
 24 27  1  6  0  0  0
 12 28  1  6  0  0  0
  5 29  1  6  0  0  0
  2 30  1  6  0  0  0
 31 30  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  6  0  0  0
 38 37  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  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
 38 43  1  0  0  0  0
 42 44  1  6  0  0  0
 41 45  1  1  0  0  0
 40 46  1  6  0  0  0
 39 47  1  6  0  0  0
 35 48  1  1  0  0  0
 34 49  1  6  0  0  0
 50 49  1  1  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 50 55  1  0  0  0  0
 54 56  1  1  0  0  0
 56 57  1  0  0  0  0
 53 58  1  6  0  0  0
 52 59  1  1  0  0  0
 60 59  1  1  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 60 65  1  0  0  0  0
 63 66  1  6  0  0  0
 62 67  1  1  0  0  0
 61 68  1  6  0  0  0
 51 69  1  6  0  0  0
 70 69  1  1  0  0  0
 70 71  1  0  0  0  0
 71 72  1  0  0  0  0
 72 73  1  0  0  0  0
 73 74  1  0  0  0  0
 74 75  1  0  0  0  0
 70 75  1  0  0  0  0
 75 76  1  6  0  0  0
 74 77  1  1  0  0  0
 73 78  1  1  0  0  0
 33 79  1  1  0  0  0
 79 80  1  0  0  0  0
M  END

     RDKit          3D

170180  0  0  0  0  0  0  0  0999 V2000
    1.3944    4.7719   -0.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4193    4.5910    1.0277 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4083    3.2850    1.4202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8909    2.9107    1.8106 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9732    1.6281    2.2914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6613    0.8159    1.4080 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0194    0.3626    1.9624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8357    1.4022    2.3239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6396   -0.4494    0.8133 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9942   -0.6667    1.0708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7723   -0.0912    0.0851 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3296    1.0899    0.7405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6623    1.9907   -0.2786 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3019    3.1855    0.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6495    4.1134   -0.6539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5445    1.3058   -1.3213 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6960    0.9290   -2.3509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0742    0.0494   -0.6720 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.9487    0.2610    0.3395 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2573   -0.0985    0.2025 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.1281    0.9917    0.1999 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4450    0.5852    0.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9755    0.0068    1.3478 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.7852   -1.0834    1.1670 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7267   -0.4169    2.1271 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.0829    0.7898    2.4764 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7519   -1.1162    1.1659 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.5300   -2.0750    0.4981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9808   -0.8975   -0.2066 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8366   -1.8993   -1.1629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1267   -3.1594   -0.6373 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0373   -3.9827   -0.8571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8321   -4.0141   -2.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8566   -4.9260   -2.9085 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3016   -4.4539   -4.1380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9955   -5.1313   -1.9285 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.1018   -5.6668   -2.5541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3293   -3.7870   -1.2958 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.2985   -4.0667   -0.3029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8508   -1.7203    0.7544 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9642   -2.2941   -0.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2704   -1.5062   -1.5494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5824   -1.6141    1.2373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9159   -0.4290    1.0487 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3671   -0.4193   -0.2341 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9961   -0.4871   -0.1445 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5568   -1.7495   -0.7859 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0037   -1.8739   -0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8475   -0.6897   -0.8683 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9727   -0.7495   -2.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1504    0.5791   -0.3938 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9579    1.8055   -0.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2856    1.6585    0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0153    0.4276   -0.4654 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1426   -0.7755   -0.1359 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8714   -2.0714   -0.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1256   -2.1437    0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0098   -1.0000    0.0344 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3669   -1.0988   -1.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2479    0.2751    0.3792 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2968    1.3070    0.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5032    0.6525    0.8403 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.5917    0.8543    0.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4369   -0.2506    0.2151 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.2729   -0.3735   -1.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4514    0.5877   -0.9986 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3266    0.2706    0.1897 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.9865    1.5097    0.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5229   -0.4929    1.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2196   -0.0800    1.3318 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4843   -1.4176    0.3053 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.0043   -2.4600    1.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2320   -0.8331    0.8906 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7243    0.6602   -0.8270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3679    3.9784    2.7455 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3032    3.6256    3.6637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8683    5.1185    1.8535 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1473    4.8893    1.4137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9358    5.1654    0.6459 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7610    6.5049    0.3136 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4235    4.7586    0.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3132    3.9895   -0.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1775    5.7337   -0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7657    5.1959    1.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4730    2.9595    0.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9400    1.3944    0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7895   -0.3180    2.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1181    1.4012    3.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5460    0.1550   -0.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1834    0.2898   -0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7093    2.3062   -0.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5241    3.6895    0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1457    2.9489    1.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4913    5.0225   -0.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3233    1.9726   -1.6785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2150    0.2799   -2.9140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6112   -0.4674   -1.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3482   -0.5443   -0.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0938    1.4296   -0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4972   -0.1662   -0.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4927    0.7496    1.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4980   -0.9458    0.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9432   -1.0420    2.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2934    0.6567    3.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9868   -1.5703    1.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2577   -2.1723   -0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2733   -1.3695    0.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3621   -3.0265    0.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0337   -2.9910   -2.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8200   -4.3230   -2.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4002   -5.9223   -3.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2787   -4.6492   -4.2689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6035   -5.7849   -1.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5167   -6.3482   -1.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8142   -3.1630   -2.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8790   -3.9551    0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3766   -2.4742    1.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0508   -2.1759   -0.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6959   -3.3478   -0.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7798   -0.6944   -1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517   -0.4748    1.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3685   -0.5153    0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0294   -2.6080   -0.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3383   -1.7225   -1.8532 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792   -1.9691    0.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3991   -2.7841   -0.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8695   -1.2627   -2.7295 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0955   -1.2585   -2.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9952    0.2719   -2.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1408    0.4935    0.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4517    2.6634   -0.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0858    2.0096   -1.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9123    2.5756   -0.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0763    1.5151    1.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1916    0.5503   -1.5308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9320   -0.7248    0.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1734   -2.1868   -1.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2338   -2.8997   -0.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8386   -2.0770    1.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6052   -3.1358    0.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5800   -2.1885   -1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5841   -0.8169   -2.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2797   -0.5114   -1.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9142    0.1766    1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0444    2.1970    0.8126 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4478    1.5434   -0.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6687    1.0075    1.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6594   -0.1342   -1.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6495   -1.3971   -1.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9969    0.4720   -1.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1041    1.6223   -0.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1465   -0.3972   -0.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0857    1.5246    0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9112    1.5111    1.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5084    2.3930    0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0009   -0.4115    2.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5626   -1.5850    0.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3532   -1.9208   -0.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1113   -2.9752    1.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7006   -3.1386    0.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4958   -1.8965    2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0116   -1.1925    1.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3136    1.6286   -0.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6618    0.4649   -1.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4917    4.3985    3.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888    2.9461    4.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8004    6.0776    2.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2191    4.4557    0.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3722    4.6630   -0.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2171    7.1176    0.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
 72 71  1  0
 71 73  1  0
 73 62  1  0
 62 61  1  0
 61 60  1  0
 60 54  1  0
 54 53  1  0
 53 52  1  0
 52 51  1  0
 51 74  1  0
 74 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  6
 49 55  1  0
 55 56  1  0
 56 57  1  0
 57 58  1  0
 58 59  1  6
 46 45  1  0
 45 44  1  0
 44 43  1  0
 43 40  1  0
 40 41  1  0
 41 42  1  0
 40  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  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 18 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
  9  7  1  0
  7  8  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  2 79  1  0
 79 80  1  0
 79 77  1  0
 77 78  1  0
 77 75  1  0
 75 76  1  0
 62 63  1  0
 64 63  1  6
 64 65  1  0
 65 66  1  0
 66 67  1  0
 67 68  1  0
 67 69  1  0
 69 70  1  0
 64 71  1  0
 70 64  1  0
 58 73  1  0
  6 44  1  0
 75  4  1  0
 58 60  1  0
 29 11  1  0
 38 31  1  0
 55 54  1  0
 27 20  1  0
 49 51  1  0
 72159  1  0
 72160  1  0
 72161  1  0
 71158  1  6
 73162  1  1
 62147  1  1
 61145  1  0
 61146  1  0
 60144  1  1
 54135  1  6
 53133  1  0
 53134  1  0
 52131  1  0
 52132  1  0
 51130  1  1
 74163  1  0
 74164  1  0
 46122  1  1
 47123  1  0
 47124  1  0
 48125  1  0
 48126  1  0
 50127  1  0
 50128  1  0
 50129  1  0
 55136  1  1
 56137  1  0
 56138  1  0
 57139  1  0
 57140  1  0
 59141  1  0
 59142  1  0
 59143  1  0
 44121  1  1
 40117  1  1
 41118  1  0
 41119  1  0
 42120  1  0
  9 89  1  6
 11 90  1  6
 13 91  1  6
 14 92  1  0
 14 93  1  0
 15 94  1  0
 16 95  1  6
 17 96  1  0
 18 97  1  6
 20 98  1  6
 22 99  1  0
 22100  1  0
 23101  1  1
 24102  1  0
 25103  1  1
 26104  1  0
 27105  1  1
 28106  1  0
 29107  1  1
 31108  1  1
 33109  1  0
 33110  1  0
 34111  1  6
 35112  1  0
 36113  1  1
 37114  1  0
 38115  1  6
 39116  1  0
  7 87  1  1
  8 88  1  0
  6 86  1  6
  4 85  1  6
  2 84  1  1
  1 81  1  0
  1 82  1  0
  1 83  1  0
 79169  1  6
 80170  1  0
 77167  1  1
 78168  1  0
 75165  1  1
 76166  1  0
 65148  1  0
 65149  1  0
 66150  1  0
 66151  1  0
 67152  1  6
 68153  1  0
 68154  1  0
 68155  1  0
 69156  1  0
 69157  1  0
M  END


  Mrv1652304282220212D          

 80 90  0  0  1  0            999 V2000
    7.0487    4.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4190    4.1227    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9656    3.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1420    3.4814    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7717    4.2186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2251    4.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9481    4.2665    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4948    3.5773    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8651    2.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6887    2.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6712    3.6252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3009    4.3624    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7543    5.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5779    5.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4854    4.2381    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3516    3.4240    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0845    3.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5360    3.2997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1657    4.0369    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7525    4.6169    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6281    5.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6428    3.3988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    3.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4624    4.3044    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0604    4.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8745    4.8088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2765    4.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8556    5.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4015    4.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2426    4.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6129    3.3375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1595    2.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5298    1.9110    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3534    1.8631    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8067    2.5524    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4365    3.2896    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8898    3.9789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7134    3.9310    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1667    4.6202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.9903    4.5723    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.3606    3.8351    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9073    3.1458    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.0837    3.1937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2776    2.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1842    3.7871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4436    5.2616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7964    5.3575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6303    2.5044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7237    1.1258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2704    0.4365    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6407   -0.3007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1873   -0.9900    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3637   -0.9420    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9935   -0.2048    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4468    0.4845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1698   -0.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7165   -0.8462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9104   -1.6313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5576   -1.7272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1043   -2.4165    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4746   -3.1537    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0213   -3.8430    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1977   -3.7951    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8274   -3.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2807   -2.3686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7443   -4.4844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3916   -4.5803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2982   -3.2017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4643   -0.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8346   -1.0859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3812   -1.7752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7515   -2.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5751   -2.5603    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.0284   -1.8710    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6582   -1.1338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1115   -0.4445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8521   -1.9190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9454   -3.2976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0765    1.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2529    1.2697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  6  0  0  0
 15 12  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  6  0  0  0
 16 18  1  6  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  1  0  0  0
 19 22  1  0  0  0  0
 22 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
 19 26  1  0  0  0  0
 24 27  1  6  0  0  0
 12 28  1  6  0  0  0
  5 29  1  6  0  0  0
  2 30  1  6  0  0  0
 31 30  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  6  0  0  0
 38 37  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  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
 38 43  1  0  0  0  0
 42 44  1  6  0  0  0
 41 45  1  1  0  0  0
 40 46  1  6  0  0  0
 39 47  1  6  0  0  0
 35 48  1  1  0  0  0
 34 49  1  6  0  0  0
 50 49  1  1  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 50 55  1  0  0  0  0
 54 56  1  1  0  0  0
 56 57  1  0  0  0  0
 53 58  1  6  0  0  0
 52 59  1  1  0  0  0
 60 59  1  1  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 60 65  1  0  0  0  0
 63 66  1  6  0  0  0
 62 67  1  1  0  0  0
 61 68  1  6  0  0  0
 51 69  1  6  0  0  0
 70 69  1  1  0  0  0
 70 71  1  0  0  0  0
 71 72  1  0  0  0  0
 72 73  1  0  0  0  0
 73 74  1  0  0  0  0
 74 75  1  0  0  0  0
 70 75  1  0  0  0  0
 75 76  1  6  0  0  0
 74 77  1  1  0  0  0
 73 78  1  1  0  0  0
 33 79  1  1  0  0  0
 79 80  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0073094

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1[C@H]2[C@H](C[C@H]3[C@@H]4CC[C@H]5C[C@H](CC[C@]5(C)[C@H]4CC[C@]23C)O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@@H]4OC[C@@H](O)[C@H](O)[C@H]4O)[C@H]3O[C@@H]3OC[C@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)O[C@]11CC[C@@H](C)CO1

> <INCHI_IDENTIFIER>
InChI=1S/C55H90O25/c1-21-8-13-55(71-18-21)22(2)34-31(80-55)15-28-26-7-6-24-14-25(9-11-53(24,4)27(26)10-12-54(28,34)5)73-51-46(78-50-42(67)39(64)35(60)23(3)72-50)43(68)44(33(17-57)75-51)76-52-47(79-49-41(66)37(62)30(59)20-70-49)45(38(63)32(16-56)74-52)77-48-40(65)36(61)29(58)19-69-48/h21-52,56-68H,6-20H2,1-5H3/t21-,22+,23+,24+,25+,26-,27+,28+,29-,30+,31+,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,42-,43+,44-,45+,46-,47-,48+,49+,50+,51-,52+,53+,54+,55-/m1/s1

> <INCHI_KEY>
YYCFEJVBMMGRLX-FWGXIEQBSA-N

> <FORMULA>
C55H90O25

> <MOLECULAR_WEIGHT>
1151.3

> <EXACT_MASS>
1150.577118398

> <JCHEM_ACCEPTOR_COUNT>
25

> <JCHEM_ATOM_COUNT>
170

> <JCHEM_AVERAGE_POLARIZABILITY>
120.90397778840193

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4R,5R,6S)-2-{[(2R,3R,4S,5S,6R)-4-hydroxy-5-{[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-6-(hydroxymethyl)-2-[(1'R,2R,2'S,4'S,5R,7'S,8'R,9'S,12'S,13'S,16'S,18'S)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane]oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.24

> <JCHEM_LOGP>
-1.2137134423333318

> <ALOGPS_LOGS>
-2.81

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
11

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.18182911041858

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.75227001053543

> <JCHEM_PKA_STRONGEST_BASIC>
-3.655542355915073

> <JCHEM_POLAR_SURFACE_AREA>
373.75000000000006

> <JCHEM_REFRACTIVITY>
268.01370000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.78e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4R,5R,6S)-2-{[(2R,3R,4S,5S,6R)-4-hydroxy-5-{[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-6-(hydroxymethyl)-2-[(1'R,2R,2'S,4'S,5R,7'S,8'R,9'S,12'S,13'S,16'S,18'S)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane]oxy]oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      13.158   9.072   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.849   7.696   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.003   6.409   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.465   6.499   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.774   7.875   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.620   9.161   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.237   7.964   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.390   6.678   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.082   5.301   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.619   5.212   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.853   6.767   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.162   8.143   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.008   9.430   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.545   9.340   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.639   7.911   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.390   6.391   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.758   5.684   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.867   6.159   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.176   7.536   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.271   8.618   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.039  10.141   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.200   6.344   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.320   6.594   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.863   8.035   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.113   9.226   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.632   8.976   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.383   8.285   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.330   9.440   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.083   9.251   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      15.386   7.606   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      16.077   6.230   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      15.231   4.943   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      15.922   3.567   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      17.460   3.478   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      18.306   4.764   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      17.615   6.141   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      18.461   7.427   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      19.998   7.338   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      20.845   8.624   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      22.382   8.535   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      23.073   7.159   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      22.227   5.872   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      20.690   5.962   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      22.918   4.496   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      24.611   7.069   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      23.228   9.822   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      20.153  10.001   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      19.843   4.675   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      18.151   2.102   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      17.305   0.815   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      17.996  -0.561   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      17.150  -1.848   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      15.612  -1.758   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      14.921  -0.382   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      15.767   0.904   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      13.384  -0.293   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      12.538  -1.579   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      14.766  -3.045   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      17.841  -3.224   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      16.995  -4.511   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      17.686  -5.887   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      16.840  -7.174   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      15.302  -7.084   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      14.611  -5.708   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      15.457  -4.421   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      14.456  -8.371   0.000  0.00  0.00           O+0
HETATM   67  O   UNK     0      17.531  -8.550   0.000  0.00  0.00           O+0
HETATM   68  O   UNK     0      19.223  -5.976   0.000  0.00  0.00           O+0
HETATM   69  O   UNK     0      19.533  -0.651   0.000  0.00  0.00           O+0
HETATM   70  C   UNK     0      20.225  -2.027   0.000  0.00  0.00           C+0
HETATM   71  O   UNK     0      19.378  -3.314   0.000  0.00  0.00           O+0
HETATM   72  C   UNK     0      20.070  -4.690   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      21.607  -4.779   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0      22.453  -3.493   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0      21.762  -2.116   0.000  0.00  0.00           C+0
HETATM   76  O   UNK     0      22.608  -0.830   0.000  0.00  0.00           O+0
HETATM   77  O   UNK     0      23.990  -3.582   0.000  0.00  0.00           O+0
HETATM   78  O   UNK     0      22.298  -6.155   0.000  0.00  0.00           O+0
HETATM   79  C   UNK     0      15.076   2.281   0.000  0.00  0.00           C+0
HETATM   80  O   UNK     0      13.539   2.370   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   30                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   29                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   17                                                  
CONECT   12   11   13   15   28                                             
CONECT   13   12   14                                                       
CONECT   14   13    7                                                       
CONECT   15   12   16   20                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   11                                                       
CONECT   18   16   19                                                       
CONECT   19   18   20   22   26                                             
CONECT   20   19   15   21                                                  
CONECT   21   20                                                            
CONECT   22   19   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25   19                                                       
CONECT   27   24                                                            
CONECT   28   12                                                            
CONECT   29    5                                                            
CONECT   30    2   31                                                       
CONECT   31   30   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   79                                                  
CONECT   34   33   35   49                                                  
CONECT   35   34   36   48                                                  
CONECT   36   35   31   37                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   43                                                  
CONECT   39   38   40   47                                                  
CONECT   40   39   41   46                                                  
CONECT   41   40   42   45                                                  
CONECT   42   41   43   44                                                  
CONECT   43   42   38                                                       
CONECT   44   42                                                            
CONECT   45   41                                                            
CONECT   46   40                                                            
CONECT   47   39                                                            
CONECT   48   35                                                            
CONECT   49   34   50                                                       
CONECT   50   49   51   55                                                  
CONECT   51   50   52   69                                                  
CONECT   52   51   53   59                                                  
CONECT   53   52   54   58                                                  
CONECT   54   53   55   56                                                  
CONECT   55   54   50                                                       
CONECT   56   54   57                                                       
CONECT   57   56                                                            
CONECT   58   53                                                            
CONECT   59   52   60                                                       
CONECT   60   59   61   65                                                  
CONECT   61   60   62   68                                                  
CONECT   62   61   63   67                                                  
CONECT   63   62   64   66                                                  
CONECT   64   63   65                                                       
CONECT   65   64   60                                                       
CONECT   66   63                                                            
CONECT   67   62                                                            
CONECT   68   61                                                            
CONECT   69   51   70                                                       
CONECT   70   69   71   75                                                  
CONECT   71   70   72                                                       
CONECT   72   71   73                                                       
CONECT   73   72   74   78                                                  
CONECT   74   73   75   77                                                  
CONECT   75   74   70   76                                                  
CONECT   76   75                                                            
CONECT   77   74                                                            
CONECT   78   73                                                            
CONECT   79   33   80                                                       
CONECT   80   79                                                            
MASTER        0    0    0    0    0    0    0    0   80    0  180    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₅H₉₀O₂₅

Average Mass

1151.3000 Da

Monoisotopic Mass

1150.57712 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@H]1[C@H]2[C@H](C[C@H]3[C@@H]4CC[C@H]5C[C@H](CC[C@]5(C)[C@H]4CC[C@]23C)O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@@H]4OC[C@@H](O)[C@H](O)[C@H]4O)[C@H]3O[C@@H]3OC[C@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)O[C@]11CC[C@@H](C)CO1

InChI Identifier

InChI=1S/C55H90O25/c1-21-8-13-55(71-18-21)22(2)34-31(80-55)15-28-26-7-6-24-14-25(9-11-53(24,4)27(26)10-12-54(28,34)5)73-51-46(78-50-42(67)39(64)35(60)23(3)72-50)43(68)44(33(17-57)75-51)76-52-47(79-49-41(66)37(62)30(59)20-70-49)45(38(63)32(16-56)74-52)77-48-40(65)36(61)29(58)19-69-48/h21-52,56-68H,6-20H2,1-5H3/t21-,22+,23+,24+,25+,26-,27+,28+,29-,30+,31+,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,42-,43+,44-,45+,46-,47-,48+,49+,50+,51-,52+,53+,54+,55-/m1/s1

InChI Key

YYCFEJVBMMGRLX-FWGXIEQBSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Solanum nigrum	Plant	KNApSAcK

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
Triterpenoid
Spirostane skeleton
Oligosaccharide
O-glycosyl compound
Glycosyl compound
Ketal
Oxane
Tetrahydrofuran
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
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	-0.24	ALOGPS
logP	-1.2	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	11.75	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	25	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	373.75 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	268.01 m³·mol⁻¹	ChemAxon
Polarizability	120.9 Å³	ChemAxon
Number of Rings	11	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

154497092

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Nigrumnin I (NP0073094)

MOL for NP0073094 (Nigrumnin I)

3D MOL for NP0073094 (Nigrumnin I)

3D SDF for NP0073094 (Nigrumnin I)

3D-SDF for NP0073094 (Nigrumnin I)

PDB for NP0073094 (Nigrumnin I)

3D PDB for NP0073094 (Nigrumnin I)

SMILES for NP0073094 (Nigrumnin I)

INCHI for NP0073094 (Nigrumnin I)

Structure for NP0073094 (Nigrumnin I)

3D Structure for NP0073094 (Nigrumnin I)