NP-MRD: Showing NP-Card for Quinquenoside III (NP0071684)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-04-28 17:01:42 UTC

Updated at

2022-04-28 17:01:42 UTC

NP-MRD ID

NP0071684

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Quinquenoside III

Description

(2R,3S,4S,5R,6R)-3,4-dihydroxy-6-{[(1R,2R,5S,7R,10R,11R,14S,15R,16R)-16-hydroxy-2,6,6,10,11-pentamethyl-14-[(2S)-6-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl]oxy}-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-methyloxan-2-yl]oxy}oxan-2-yl acetate belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. Quinquenoside III is found in Panax pseudo-ginseng var.notoginseng and Panax quinquefolium L. . Based on a literature review very few articles have been published on (2R,3S,4S,5R,6R)-3,4-dihydroxy-6-{[(1R,2R,5S,7R,10R,11R,14S,15R,16R)-16-hydroxy-2,6,6,10,11-pentamethyl-14-[(2S)-6-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl]oxy}-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-methyloxan-2-yl]oxy}oxan-2-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282219012D          

 69 75  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7187    3.5104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    2.7283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3701    3.3797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0592    4.1438    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5655    4.7952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2547    5.5593    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4374    5.6722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0689    5.0209    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2419    4.2567    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2644    3.6054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8862    5.1337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1265    6.4364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7610    6.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4501    6.9749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5151    2.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2792    2.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3921    3.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1563    3.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2691    4.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8076    3.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2124    3.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    0.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    0.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6077    0.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8792   -0.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8717    1.8632    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5914    2.6391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1232    3.2699    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9354    3.1246    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2157    2.3487    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6838    1.7180    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9641    0.9421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4323    0.3114    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7169   -0.0994    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7149   -0.9244    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4284   -1.3386    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1438   -0.9278    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1458   -0.1028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8573   -1.3421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8553   -2.1671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4264   -2.1636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9994   -1.3352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0034    0.3148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9035    0.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0278    2.2035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4672    3.7553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8429    4.0458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0308    4.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4990    3.5603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7505    4.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  6  0  0  0
  8 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  6  0  0  0
 13 15  1  6  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 11 18  1  0  0  0  0
 16 19  1  6  0  0  0
 19 20  1  6  0  0  0
 21 20  1  6  0  0  0
 21 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
 21 26  1  0  0  0  0
 26 27  1  1  0  0  0
 25 28  1  6  0  0  0
 24 29  1  1  0  0  0
 23 30  1  6  0  0  0
 30 31  1  0  0  0  0
 19 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 19 38  1  1  0  0  0
 11 39  1  1  0  0  0
  8 40  1  6  0  0  0
  5 41  1  6  0  0  0
  3 42  1  0  0  0  0
  3 43  1  0  0  0  0
  2 44  1  6  0  0  0
 45 44  1  6  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 45 50  1  0  0  0  0
 50 51  1  1  0  0  0
 52 51  1  6  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 52 57  1  0  0  0  0
 56 58  1  6  0  0  0
 58 59  1  0  0  0  0
 55 60  1  1  0  0  0
 54 61  1  6  0  0  0
 53 62  1  1  0  0  0
 52 63  1  1  0  0  0
 49 64  1  6  0  0  0
 48 65  1  1  0  0  0
 47 66  1  6  0  0  0
 66 67  1  0  0  0  0
 67 68  2  0  0  0  0
 67 69  1  0  0  0  0
M  END

     RDKit          3D

153159  0  0  0  0  0  0  0  0999 V2000
    4.1465   -3.7925    6.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6492   -3.2545    4.7958 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2578   -3.9039    3.7664 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4630   -2.1600    4.6698 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8831   -1.7317    3.3955 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4259   -0.4077    3.1758 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3757   -0.3071    1.7231 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6354    0.8547    1.5426 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2808    0.6360    1.2945 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4342    1.2526    2.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0036    0.9259    2.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4378    1.3938    0.8605 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3488    2.8555    0.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3442    0.8086   -0.1779 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7985    1.0231   -1.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4515    0.1773   -1.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4693    0.5690   -0.6229 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0618    1.8781   -1.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    0.6298    0.7503 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8406    0.9146    1.8316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2566    0.6050    1.5962 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9820    1.6975    2.1532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7017    0.2723    0.2203 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8128   -0.7385    0.1333 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1839   -0.1538   -0.1066 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6031    0.9480    0.7760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1721   -1.2498   -0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6572   -1.9962    0.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6541   -2.7213    1.7018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5390   -2.4940    2.9925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4774   -3.2903    3.7269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3570   -1.5556    3.7676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9690    0.4678   -1.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0707    1.0070   -1.9543 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4236    0.1979   -3.1127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7167    0.5879   -3.4749 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.1521   -0.3760   -4.5726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2848   -0.2875   -5.6549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7741    1.9879   -4.0027 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.1143    2.3740   -4.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0448    2.9867   -3.1305 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6389    4.0371   -3.9485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7872    2.3444   -2.5701 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1271    3.2499   -1.7933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5136   -1.5434   -1.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1903   -0.9813   -1.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5508   -0.4657   -0.4699 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1300   -1.6498    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8043    1.0917   -0.0445 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1998    2.4985   -0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4824    0.1951   -1.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7644   -0.2846    1.2015 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0020   -1.2746    0.2959 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6807   -0.9054   -0.8588 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0021   -2.2518   -1.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9010   -0.3988   -0.4649 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7907   -0.1229   -1.4666 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.0063    0.5421   -0.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6151    1.7102   -0.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1881    0.9268   -2.3831 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0531    1.1078   -3.4555 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8363    0.4981   -2.8875 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2070    1.6365   -3.4018 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9430   -0.0964   -1.8420 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0870   -0.9786   -2.5503 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7286   -0.4657    2.4142 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6485    0.7238    3.1280 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3745   -1.6615    3.2292 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9502   -2.8417    2.7800 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5586   -4.8410    6.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5957   -3.2003    6.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0412   -3.8500    6.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4382   -2.4177    2.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7879   -1.2334    1.5060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1215   -0.4603    1.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6533    2.3290    2.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7632    0.7649    3.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8886   -0.1806    2.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3860    1.4282    2.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9505    3.2709    1.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6553    3.3015    1.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7617    3.3630   -0.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2646   -0.3165   -0.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4937    0.6409   -2.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6448    2.0891   -1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1452   -0.8684   -1.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9130    0.3553   -2.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3140    2.5431   -1.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8469    1.7098   -1.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5001    2.4871   -0.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5012   -0.4344    0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6576    1.9856    2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5191    0.3579    2.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6147   -0.2542    2.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5033    2.5517    1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0330    1.1597   -0.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7716   -1.4649    0.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7081    1.0860    0.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1429    1.8949    0.4964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5115    0.7251    1.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1006   -0.8768   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8029   -2.0409   -1.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3991   -1.4483    1.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3028   -2.8364    0.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0034   -3.4626    1.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5130   -3.0405    4.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6741   -4.3780    3.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4925   -2.9782    3.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2327   -2.0964    4.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7765   -1.2230    4.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7713   -0.6979    3.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9990    1.0309   -1.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4338    0.5063   -2.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2022   -0.1952   -4.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0976   -1.4289   -4.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8200   -0.1144   -6.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3386    2.0459   -5.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6230    1.9926   -3.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6522    3.3376   -2.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4397    4.5773   -4.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1568    2.1307   -3.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1387    3.1622   -1.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2314   -1.3253   -1.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5114   -2.6161   -0.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3095   -0.3087   -2.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6326   -1.8979   -2.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8687   -2.4901    0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1829   -2.0712   -0.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1201   -1.5227    1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0991    3.2113    0.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7206    2.8299   -1.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3101    2.4984   -0.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3674   -0.2435   -0.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8034   -0.6056   -1.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8917    0.8018   -1.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0301    0.7372    0.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0378   -2.7851   -1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4880   -2.1138   -2.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6416   -2.8547   -0.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1705   -1.0001   -2.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8048    0.6714   -1.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3840   -0.1791   -0.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3895    1.9839    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1141    1.8703   -1.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8489    1.6254   -3.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9346   -0.1827   -3.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8784    2.2947   -3.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3554    0.7406   -1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9453   -0.6361   -3.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7331   -0.5711    2.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0285    1.4309    2.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7898   -1.5032    4.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8710   -3.5476    3.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 30  1  0
 30 32  1  0
 30 29  2  3
 29 28  1  0
 28 27  1  0
 27 25  1  0
 25 26  1  0
 25 33  1  6
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 36 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 25 24  1  0
 24 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  1
 47 23  1  0
 23 21  1  0
 21 22  1  0
 21 20  1  0
 20 19  1  0
 19 12  1  0
 12 13  1  1
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5 68  1  0
 68 69  1  0
 68 66  1  0
 66 67  1  0
 66 52  1  0
 52 53  1  0
 54 53  1  1
 54 55  1  0
 54 56  1  0
 56 57  1  0
 57 58  1  0
 58 59  1  0
 57 60  1  0
 60 61  1  0
 60 62  1  0
 62 63  1  0
 62 64  1  0
 64 65  1  0
  9 49  1  0
 49 50  1  6
 49 51  1  0
 49 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 43 34  1  0
 23 24  1  0
 17 19  1  0
 17 47  1  0
 14 12  1  0
 52  7  1  0
 64 54  1  0
 31106  1  0
 31107  1  0
 31108  1  0
 32109  1  0
 32110  1  0
 32111  1  0
 29105  1  0
 28103  1  0
 28104  1  0
 27101  1  0
 27102  1  0
 26 98  1  0
 26 99  1  0
 26100  1  0
 34112  1  1
 36113  1  1
 37114  1  0
 37115  1  0
 38116  1  0
 39117  1  6
 40118  1  0
 41119  1  1
 42120  1  0
 43121  1  6
 44122  1  0
 24 97  1  1
 45123  1  0
 45124  1  0
 46125  1  0
 46126  1  0
 48127  1  0
 48128  1  0
 48129  1  0
 23 96  1  6
 21 94  1  1
 22 95  1  0
 20 92  1  0
 20 93  1  0
 19 91  1  1
 13 80  1  0
 13 81  1  0
 13 82  1  0
 11 78  1  0
 11 79  1  0
 10 76  1  0
 10 77  1  0
  9 75  1  6
  7 74  1  6
  5 73  1  6
  1 70  1  0
  1 71  1  0
  1 72  1  0
 68152  1  1
 69153  1  0
 66150  1  6
 67151  1  0
 52136  1  6
 55137  1  0
 55138  1  0
 55139  1  0
 57140  1  6
 58141  1  0
 58142  1  0
 59143  1  0
 60144  1  1
 61145  1  0
 62146  1  6
 63147  1  0
 64148  1  1
 65149  1  0
 50130  1  0
 50131  1  0
 50132  1  0
 51133  1  0
 51134  1  0
 51135  1  0
 14 83  1  1
 15 84  1  0
 15 85  1  0
 16 86  1  0
 16 87  1  0
 18 88  1  0
 18 89  1  0
 18 90  1  0
M  END


  Mrv1652304282219012D          

 69 75  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7187    3.5104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    2.7283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3701    3.3797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0592    4.1438    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5655    4.7952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2547    5.5593    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4374    5.6722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0689    5.0209    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2419    4.2567    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2644    3.6054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8862    5.1337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1265    6.4364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7610    6.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4501    6.9749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5151    2.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2792    2.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3921    3.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1563    3.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2691    4.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8076    3.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2124    3.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    0.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    0.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6077    0.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8792   -0.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8717    1.8632    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5914    2.6391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1232    3.2699    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9354    3.1246    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2157    2.3487    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6838    1.7180    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9641    0.9421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4323    0.3114    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7169   -0.0994    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7149   -0.9244    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4284   -1.3386    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1438   -0.9278    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1458   -0.1028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8573   -1.3421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8553   -2.1671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4264   -2.1636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9994   -1.3352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0034    0.3148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9035    0.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0278    2.2035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4672    3.7553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8429    4.0458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0308    4.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4990    3.5603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7505    4.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  6  0  0  0
  8 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  6  0  0  0
 13 15  1  6  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 11 18  1  0  0  0  0
 16 19  1  6  0  0  0
 19 20  1  6  0  0  0
 21 20  1  6  0  0  0
 21 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
 21 26  1  0  0  0  0
 26 27  1  1  0  0  0
 25 28  1  6  0  0  0
 24 29  1  1  0  0  0
 23 30  1  6  0  0  0
 30 31  1  0  0  0  0
 19 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 19 38  1  1  0  0  0
 11 39  1  1  0  0  0
  8 40  1  6  0  0  0
  5 41  1  6  0  0  0
  3 42  1  0  0  0  0
  3 43  1  0  0  0  0
  2 44  1  6  0  0  0
 45 44  1  6  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 45 50  1  0  0  0  0
 50 51  1  1  0  0  0
 52 51  1  6  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 52 57  1  0  0  0  0
 56 58  1  6  0  0  0
 58 59  1  0  0  0  0
 55 60  1  1  0  0  0
 54 61  1  6  0  0  0
 53 62  1  1  0  0  0
 52 63  1  1  0  0  0
 49 64  1  6  0  0  0
 48 65  1  1  0  0  0
 47 66  1  6  0  0  0
 66 67  1  0  0  0  0
 67 68  2  0  0  0  0
 67 69  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0071684

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](OC(C)=O)[C@@H](O)[C@H](O)[C@H]4O[C@]4(C)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@@H]3CC[C@@]21C

> <INCHI_IDENTIFIER>
InChI=1S/C50H84O19/c1-23(2)12-11-16-49(9,69-43-38(60)35(57)33(55)27(21-51)64-43)25-13-18-48(8)32(25)26(54)20-30-46(6)17-15-31(45(4,5)29(46)14-19-47(30,48)7)65-44-40(36(58)39(61)42(66-44)63-24(3)53)68-50(10)41(62)37(59)34(56)28(22-52)67-50/h12,25-44,51-52,54-62H,11,13-22H2,1-10H3/t25-,26+,27+,28+,29-,30+,31-,32-,33+,34+,35-,36-,37-,38+,39-,40+,41+,42-,43-,44+,46-,47+,48+,49-,50-/m0/s1

> <INCHI_KEY>
FTUHDNOGLPOCNN-MGZJJNBESA-N

> <FORMULA>
C50H84O19

> <MOLECULAR_WEIGHT>
989.203

> <EXACT_MASS>
988.560680485

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
153

> <JCHEM_AVERAGE_POLARIZABILITY>
106.81835008475248

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5R,6R)-3,4-dihydroxy-6-{[(1R,2R,5S,7R,10R,11R,14S,15R,16R)-16-hydroxy-2,6,6,10,11-pentamethyl-14-[(2S)-6-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-methyloxan-2-yl]oxy}oxan-2-yl acetate

> <ALOGPS_LOGP>
1.53

> <JCHEM_LOGP>
1.1747300043333344

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.159909411545932

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.711864517019404

> <JCHEM_PKA_STRONGEST_BASIC>
-3.648377769780388

> <JCHEM_POLAR_SURFACE_AREA>
304.21

> <JCHEM_REFRACTIVITY>
243.7165000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.93e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4S,5R,6R)-3,4-dihydroxy-6-{[(1R,2R,5S,7R,10R,11R,14S,15R,16R)-16-hydroxy-2,6,6,10,11-pentamethyl-14-[(2S)-6-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-methyloxan-2-yl]oxy}oxan-2-yl acetate

> <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       7.929   4.020   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.452   2.572   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.459   1.394   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.943   1.666   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.420   3.114   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.413   4.291   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.904   3.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.911   2.208   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.434   0.759   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.950   0.488   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.395   2.479   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.872   3.927   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.865   5.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.381   4.833   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.342   6.553   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.667   3.877   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.095   2.398   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.179   1.534   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.612   5.093   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.557   6.309   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.977   7.735   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.922   8.951   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.342  10.377   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.816  10.588   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.129   9.372   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.452   7.946   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.494   6.730   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.654   9.583   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.236  12.015   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -3.287  11.593   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.707  13.020   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.828   4.148   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.255   4.728   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -4.465   6.254   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.892   6.834   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -6.102   8.359   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -7.108   5.889   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.396   6.038   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.764   0.984   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.331   0.781   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.897   4.562   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.601   0.361   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       7.241  -0.130   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       9.968   2.301   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      10.961   3.478   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      10.437   4.926   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      11.430   6.104   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      12.946   5.833   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      13.469   4.384   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      12.477   3.207   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      13.000   1.759   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      12.007   0.581   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      10.671  -0.186   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      10.668  -1.726   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      12.000  -2.499   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      13.335  -1.732   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      13.339  -0.192   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      14.667  -2.505   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      14.663  -4.045   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      11.996  -4.039   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0       9.332  -2.492   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0       9.340   0.588   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0      11.020   1.763   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      14.985   4.113   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0      13.939   7.010   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      10.907   7.552   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0       9.391   7.823   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0       8.398   6.646   0.000  0.00  0.00           O+0
HETATM   69  C   UNK     0       8.868   9.272   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   44                                                  
CONECT    3    2    4   42   43                                             
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   41                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   11   40                                             
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   18   39                                             
CONECT   12   11   13   16                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13    7                                                       
CONECT   15   13                                                            
CONECT   16   12   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   11                                                       
CONECT   19   16   20   32   38                                             
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   30                                                  
CONECT   24   23   25   29                                                  
CONECT   25   24   26   28                                                  
CONECT   26   25   21   27                                                  
CONECT   27   26                                                            
CONECT   28   25                                                            
CONECT   29   24                                                            
CONECT   30   23   31                                                       
CONECT   31   30                                                            
CONECT   32   19   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   19                                                            
CONECT   39   11                                                            
CONECT   40    8                                                            
CONECT   41    5                                                            
CONECT   42    3                                                            
CONECT   43    3                                                            
CONECT   44    2   45                                                       
CONECT   45   44   46   50                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   66                                                  
CONECT   48   47   49   65                                                  
CONECT   49   48   50   64                                                  
CONECT   50   49   45   51                                                  
CONECT   51   50   52                                                       
CONECT   52   51   53   57   63                                             
CONECT   53   52   54   62                                                  
CONECT   54   53   55   61                                                  
CONECT   55   54   56   60                                                  
CONECT   56   55   57   58                                                  
CONECT   57   56   52                                                       
CONECT   58   56   59                                                       
CONECT   59   58                                                            
CONECT   60   55                                                            
CONECT   61   54                                                            
CONECT   62   53                                                            
CONECT   63   52                                                            
CONECT   64   49                                                            
CONECT   65   48                                                            
CONECT   66   47   67                                                       
CONECT   67   66   68   69                                                  
CONECT   68   67                                                            
CONECT   69   67                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  150    0
END

View in JSmol

Synonyms

Value	Source
(2R,3S,4S,5R,6R)-3,4-Dihydroxy-6-{[(1R,2R,5S,7R,10R,11R,14S,15R,16R)-16-hydroxy-2,6,6,10,11-pentamethyl-14-[(2S)-6-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0,.0,]heptadecan-5-yl]oxy}-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-methyloxan-2-yl]oxy}oxan-2-yl acetic acid	Generator

Chemical Formula

C₅₀H₈₄O₁₉

Average Mass

989.2030 Da

Monoisotopic Mass

988.56068 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](OC(C)=O)[C@@H](O)[C@H](O)[C@H]4O[C@]4(C)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@@H]3CC[C@@]21C

InChI Identifier

InChI=1S/C50H84O19/c1-23(2)12-11-16-49(9,69-43-38(60)35(57)33(55)27(21-51)64-43)25-13-18-48(8)32(25)26(54)20-30-46(6)17-15-31(45(4,5)29(46)14-19-47(30,48)7)65-44-40(36(58)39(61)42(66-44)63-24(3)53)68-50(10)41(62)37(59)34(56)28(22-52)67-50/h12,25-44,51-52,54-62H,11,13-22H2,1-10H3/t25-,26+,27+,28+,29-,30+,31-,32-,33+,34+,35-,36-,37-,38+,39-,40+,41+,42-,43-,44+,46-,47+,48+,49-,50-/m0/s1

InChI Key

FTUHDNOGLPOCNN-MGZJJNBESA-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
Panax pseudo-ginseng var.notoginseng	Plant	KNApSAcK
Panax quinquefolium L.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Triterpene saponins

Alternative Parents

Substituents

Triterpene saponin
Triterpenoid
Steroidal glycoside
14-alpha-methylsteroid
Hydroxysteroid
12-hydroxysteroid
Steroid
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
Disaccharide
Ketal
Fatty acyl
Oxane
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
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	1.53	ALOGPS
logP	1.17	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	11.71	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	304.21 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	243.72 m³·mol⁻¹	ChemAxon
Polarizability	106.82 Å³	ChemAxon
Number of Rings	7	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

163104046

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Quinquenoside III (NP0071684)

MOL for NP0071684 (Quinquenoside III)

3D MOL for NP0071684 (Quinquenoside III)

3D SDF for NP0071684 (Quinquenoside III)

3D-SDF for NP0071684 (Quinquenoside III)

PDB for NP0071684 (Quinquenoside III)

3D PDB for NP0071684 (Quinquenoside III)

SMILES for NP0071684 (Quinquenoside III)

INCHI for NP0071684 (Quinquenoside III)

Structure for NP0071684 (Quinquenoside III)

3D Structure for NP0071684 (Quinquenoside III)