NP-MRD: Showing NP-Card for Carnosifloside VI (NP0052176)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-27 23:19:44 UTC

Updated at

2022-04-27 23:19:44 UTC

NP-MRD ID

NP0052176

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Carnosifloside VI

Description

(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2E,6R)-6-[(1R,2R,5S,10S,11S,14R,15R,17R)-17-hydroxy-1,6,6,11,15-pentamethyl-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-14-yl]-2-methylhept-2-en-1-yl]oxy}oxan-2-yl]methoxy}oxane-3,4,5-triol belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus. Carnosifloside VI is found in Hemsleya carnosiflora. Based on a literature review very few articles have been published on (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2E,6R)-6-[(1R,2R,5S,10S,11S,14R,15R,17R)-17-hydroxy-1,6,6,11,15-pentamethyl-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-14-yl]-2-methylhept-2-en-1-yl]oxy}oxan-2-yl]methoxy}oxane-3,4,5-triol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282201192D          

 66 72  0  0  1  0            999 V2000
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2424   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812   -1.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3921   -0.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2094   -0.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5203    0.4227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3375    0.5355    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8439   -0.1158    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6611   -0.0029    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9720    0.7613    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4656    1.4126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6484    1.2997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7765    2.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5938    2.2896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9047    3.0538    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7219    3.1666    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0328    3.9308    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5264    4.5822    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7092    4.4693    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3983    3.7051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2028    5.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5137    5.8848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8373    5.3463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8500    4.0437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2283    2.5153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7892    0.8741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1675   -0.6543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5330   -0.8800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8858    0.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8685    1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2663   -1.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5311    1.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8025    2.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5435    1.4789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3557    1.6241    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6360    2.4000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1041    3.0307    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2920    2.8855    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0117    2.1096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7602    3.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0405    4.2921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3844    3.8066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4481    2.5452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8875    0.9934    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9  4  1  1  0  0  0
  9 10  1  0  0  0  0
  1 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  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 25 30  1  0  0  0  0
 29 31  1  6  0  0  0
 31 32  1  0  0  0  0
 33 32  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 33 38  1  0  0  0  0
 37 39  1  1  0  0  0
 39 40  1  0  0  0  0
 36 41  1  6  0  0  0
 35 42  1  1  0  0  0
 34 43  1  6  0  0  0
 28 44  1  6  0  0  0
 27 45  1  1  0  0  0
 26 46  1  6  0  0  0
 22 47  1  0  0  0  0
 18 48  1  6  0  0  0
 14 49  1  6  0  0  0
 13 50  1  1  0  0  0
 11 51  1  6  0  0  0
  8 52  1  1  0  0  0
  3 53  1  0  0  0  0
  3 54  1  0  0  0  0
  2 55  1  1  0  0  0
 56 55  1  1  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 56 61  1  0  0  0  0
 60 62  1  6  0  0  0
 62 63  1  0  0  0  0
 59 64  1  1  0  0  0
 58 65  1  6  0  0  0
 57 66  1  1  0  0  0
M  END

     RDKit          3D

146152  0  0  0  0  0  0  0  0999 V2000
    4.6087    1.0929   -1.3685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7410    1.2430    0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7974    0.7830    0.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5805    0.1029    0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3061    0.8060    0.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1545    0.0535    0.2395 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1172   -1.3424    0.8113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1959    0.6914    0.4068 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1863    2.1396   -0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4910    2.3574   -0.8446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3266    1.1651   -0.3402 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6004    1.4328    1.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5073    0.9233   -1.2134 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5930    1.8896   -0.9231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6947    1.3792   -0.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8568    0.1189    0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9721   -0.9476   -0.3277 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8339   -2.0724   -0.7791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2653   -1.7368   -1.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9567   -1.0399    0.1443 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.8566   -0.0877   -0.3351 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1818   -0.3560   -0.0186 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.7152    0.7217    0.6555 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0606    0.6269    0.9496 C   0  0  2  0  0  0  0  0  0  0  0  0
  -13.2570   -0.3307    2.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5391    0.1573    3.1933 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9178    0.2285   -0.2377 C   0  0  1  0  0  0  0  0  0  0  0  0
  -15.0581    0.9953   -0.3456 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0594    0.4892   -1.4753 C   0  0  2  0  0  0  0  0  0  0  0  0
  -13.8009    0.2063   -2.6007 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8972   -0.4778   -1.3630 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.0430   -0.1873   -2.4239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0004   -0.3152    1.0613 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.5178   -1.2186    2.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6792    0.8799    1.6748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9620   -0.4883   -1.3420 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5396   -0.6179   -2.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8392   -1.4797   -1.3295 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2939   -2.7696   -1.0640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7740   -1.2056   -0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2235    0.1210   -0.5357 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6590    0.1513   -1.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9386    1.9116    0.6730 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1164    1.2394    0.3243 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1860   -0.0471    0.7922 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2890   -0.1965    1.5938 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4402    0.2571    0.8779 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.4883    0.3927    1.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7193    0.7889    1.6631 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6180    0.0669    0.9367 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.6875   -0.3622    1.7800 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5995   -1.0108    0.9553 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.4605   -2.0070    1.6564 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3166   -2.5781    0.7275 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4890    0.0793    0.3641 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.2702   -0.3999   -0.6723 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6209    1.2647   -0.0347 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7083    2.3025    0.8777 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1835    0.8000   -0.2436 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.1131    0.0367   -1.4326 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6792   -0.6719   -0.2430 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7213   -1.9854    0.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4452   -0.6314   -1.1779 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2512    0.6493   -1.6609 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2661   -1.0661   -0.3473 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5743   -2.2835    0.2702 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9080    1.8787   -1.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3771    0.0851   -1.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5919    1.3543   -1.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9183    0.9067    1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6333   -0.0756   -0.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5813   -0.9057    0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1813    0.8446    1.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3874    1.8455    0.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313   -0.1195   -0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8380   -1.5021    1.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3093   -2.1440    0.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8947   -1.5004    1.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4608    0.6298    1.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0716    2.8459    0.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3715    2.3235   -0.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0202    3.2656   -0.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4307    2.2263   -1.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4885    0.5404    1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9314    2.2352    1.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6233    1.8761    1.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1310    1.2256   -2.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1034    2.2248   -1.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1507    2.8435   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3541    2.1482    0.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3816   -1.3006    0.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8176   -2.9256   -0.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4890   -2.5697   -1.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4691   -1.1443   -1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8094   -2.7105   -1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5862   -1.7689    0.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2998   -1.2822    0.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3948    1.6637    1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3427   -0.3042    2.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9286   -1.3347    1.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1610   -0.6551    3.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1317   -0.8594   -0.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.1931    1.2827   -1.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7403    1.5368   -1.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1927    0.1940   -3.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2622   -1.5126   -1.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2999    0.4115   -2.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9104   -2.2355    1.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9846   -0.9167    3.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4394   -1.1857    2.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9430    1.3445    2.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4920    0.4746    2.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1457    1.5644    0.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8244    0.0008   -3.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4396   -1.6236   -3.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5066   -0.1332   -2.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3054   -1.5514   -2.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6463   -3.2795   -0.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1442   -1.4231    0.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9721   -1.9655   -0.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1562   -0.8466   -2.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.9049   -2.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4148    0.2261   -2.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9254    1.9909    1.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0009    2.9431    0.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2984   -0.3599    1.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1753    1.2929    0.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0539    1.1260    2.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4469   -0.5745    2.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1665   -0.8776    0.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0615   -1.5193    0.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0954   -1.5084    2.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.8715   -2.8285    2.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0294   -3.4984    0.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1579    0.4225    1.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.2010   -0.6296   -0.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9942    1.6268   -1.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1471    1.9199    1.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5755    1.7048   -0.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9175    0.2141   -1.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5534   -0.4008   -0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7685   -2.6061   -0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5962   -1.3593   -1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0747    1.1013   -1.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3280   -1.1212   -0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0138   -3.0223   -0.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 52 55  1  0
 55 56  1  0
 55 57  1  0
 57 58  1  0
 57 59  1  0
 59 60  1  0
 47 61  1  0
 61 62  1  0
 61 63  1  0
 63 64  1  0
 63 65  1  0
 65 66  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 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
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 20 33  1  0
 33 34  1  1
 33 35  1  0
 17 36  1  0
 36 37  1  6
 36 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 41 42  1  6
 65 45  1  0
 41  8  1  0
 59 50  1  0
 41 11  1  0
 36 13  1  0
 33 16  1  0
 31 22  1  0
  7 76  1  0
  7 77  1  0
  7 78  1  0
  6 75  1  6
  5 73  1  0
  5 74  1  0
  4 71  1  0
  4 72  1  0
  3 70  1  0
  1 67  1  0
  1 68  1  0
  1 69  1  0
 43124  1  0
 43125  1  0
 45126  1  1
 47127  1  6
 48128  1  0
 48129  1  0
 50130  1  6
 52131  1  6
 53132  1  0
 53133  1  0
 54134  1  0
 55135  1  1
 56136  1  0
 57137  1  6
 58138  1  0
 59139  1  6
 60140  1  0
 61141  1  6
 62142  1  0
 63143  1  6
 64144  1  0
 65145  1  6
 66146  1  0
  8 79  1  1
  9 80  1  0
  9 81  1  0
 10 82  1  0
 10 83  1  0
 12 84  1  0
 12 85  1  0
 12 86  1  0
 13 87  1  6
 14 88  1  0
 14 89  1  0
 15 90  1  0
 17 91  1  1
 18 92  1  0
 18 93  1  0
 19 94  1  0
 19 95  1  0
 20 96  1  1
 22 97  1  1
 24 98  1  1
 25 99  1  0
 25100  1  0
 26101  1  0
 27102  1  1
 28103  1  0
 29104  1  6
 30105  1  0
 31106  1  6
 32107  1  0
 34108  1  0
 34109  1  0
 34110  1  0
 35111  1  0
 35112  1  0
 35113  1  0
 37114  1  0
 37115  1  0
 37116  1  0
 38117  1  6
 39118  1  0
 40119  1  0
 40120  1  0
 42121  1  0
 42122  1  0
 42123  1  0
M  END


  Mrv1652304282201192D          

 66 72  0  0  1  0            999 V2000
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2424   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812   -1.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3921   -0.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2094   -0.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5203    0.4227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3375    0.5355    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8439   -0.1158    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6611   -0.0029    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9720    0.7613    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4656    1.4126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6484    1.2997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7765    2.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5938    2.2896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9047    3.0538    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7219    3.1666    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0328    3.9308    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5264    4.5822    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7092    4.4693    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3983    3.7051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2028    5.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5137    5.8848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8373    5.3463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8500    4.0437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2283    2.5153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7892    0.8741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1675   -0.6543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5330   -0.8800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8858    0.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8685    1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2663   -1.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5311    1.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8025    2.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5435    1.4789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3557    1.6241    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6360    2.4000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1041    3.0307    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2920    2.8855    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0117    2.1096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7602    3.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0405    4.2921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3844    3.8066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4481    2.5452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8875    0.9934    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9  4  1  1  0  0  0
  9 10  1  0  0  0  0
  1 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  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 25 30  1  0  0  0  0
 29 31  1  6  0  0  0
 31 32  1  0  0  0  0
 33 32  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 33 38  1  0  0  0  0
 37 39  1  1  0  0  0
 39 40  1  0  0  0  0
 36 41  1  6  0  0  0
 35 42  1  1  0  0  0
 34 43  1  6  0  0  0
 28 44  1  6  0  0  0
 27 45  1  1  0  0  0
 26 46  1  6  0  0  0
 22 47  1  0  0  0  0
 18 48  1  6  0  0  0
 14 49  1  6  0  0  0
 13 50  1  1  0  0  0
 11 51  1  6  0  0  0
  8 52  1  1  0  0  0
  3 53  1  0  0  0  0
  3 54  1  0  0  0  0
  2 55  1  1  0  0  0
 56 55  1  1  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 56 61  1  0  0  0  0
 60 62  1  6  0  0  0
 62 63  1  0  0  0  0
 59 64  1  1  0  0  0
 58 65  1  6  0  0  0
 57 66  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0052176

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](CC\C=C(/C)CO[C@@H]1O[C@@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@@]2(C)[C@@H]3CC=C4[C@@H](CC[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C4(C)C)[C@]3(C)[C@H](O)C[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C48H80O18/c1-22(20-61-42-40(59)38(57)35(54)29(65-42)21-62-43-39(58)36(55)33(52)27(18-49)63-43)9-8-10-23(2)24-15-16-46(5)30-13-11-25-26(48(30,7)31(51)17-47(24,46)6)12-14-32(45(25,3)4)66-44-41(60)37(56)34(53)28(19-50)64-44/h9,11,23-24,26-44,49-60H,8,10,12-21H2,1-7H3/b22-9+/t23-,24-,26-,27-,28-,29+,30+,31-,32+,33-,34-,35-,36+,37+,38+,39-,40-,41-,42-,43-,44-,46+,47-,48+/m1/s1

> <INCHI_KEY>
WWDDJYHDZQBKBW-COSDQIHMSA-N

> <FORMULA>
C48H80O18

> <MOLECULAR_WEIGHT>
945.15

> <EXACT_MASS>
944.534465736

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
146

> <JCHEM_AVERAGE_POLARIZABILITY>
102.50668548369876

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6S)-2-{[(2E,6R)-6-[(1R,2R,5S,10S,11S,14R,15R,17R)-17-hydroxy-1,6,6,11,15-pentamethyl-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]-2-methylhept-2-en-1-yl]oxy}-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
0.86

> <JCHEM_LOGP>
-0.0737588149999987

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.201490641778705

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.75650870296361

> <JCHEM_PKA_STRONGEST_BASIC>
-3.648377539280019

> <JCHEM_POLAR_SURFACE_AREA>
298.14

> <JCHEM_REFRACTIVITY>
235.34140000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.55e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S,5S,6S)-2-{[(2E,6R)-6-[(1R,2R,5S,10S,11S,14R,15R,17R)-17-hydroxy-1,6,6,11,15-pentamethyl-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]-2-methylhept-2-en-1-yl]oxy}-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-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      11.519  -0.407   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.042   1.041   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.049   2.218   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.533   1.947   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.541   3.125   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.025   2.854   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.502   1.405   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.494   0.228   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.010   0.499   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.003  -0.678   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.971  -1.221   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.455  -1.492   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.462  -0.314   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.986   1.134   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.770   2.079   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.495   1.215   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.923  -0.264   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.978  -1.480   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.452  -1.269   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.493  -2.485   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.018  -2.275   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.599  -0.848   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.124  -0.637   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.704   0.789   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -6.230   1.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -7.175  -0.216   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -8.701  -0.005   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -9.281   1.421   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -8.336   2.637   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -6.810   2.426   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -8.916   4.063   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0     -10.442   4.274   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0     -11.022   5.700   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -12.548   5.911   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -13.128   7.338   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -12.183   8.553   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -10.657   8.343   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0     -10.077   6.916   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -9.712   9.559   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0     -10.292  10.985   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0     -12.763   9.980   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0     -14.653   7.548   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0     -13.493   4.695   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0     -10.807   1.632   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -9.646  -1.221   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -6.595  -1.643   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -1.653   0.368   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       2.558  -2.907   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       5.355   2.629   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       3.791  -1.700   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       7.964  -2.398   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       8.487  -0.949   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      12.191   3.252   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      10.831   3.743   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      13.558   1.312   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      14.081   2.761   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      15.597   3.032   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      16.120   4.480   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      15.128   5.657   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      13.612   5.386   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      13.089   3.938   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      12.619   6.564   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      13.142   8.012   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0      15.651   7.106   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0      17.636   4.751   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      16.590   1.854   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1    3   55                                                  
CONECT    3    2    4   53   54                                             
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   11   52                                             
CONECT    9    8    4   10                                                  
CONECT   10    9    1                                                       
CONECT   11    8   12   51                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   17   50                                             
CONECT   14   13    7   15   49                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13   18                                                  
CONECT   18   17   19   48                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   47                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27   46                                                  
CONECT   27   26   28   45                                                  
CONECT   28   27   29   44                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29   25                                                       
CONECT   31   29   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   38                                                  
CONECT   34   33   35   43                                                  
CONECT   35   34   36   42                                                  
CONECT   36   35   37   41                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37   33                                                       
CONECT   39   37   40                                                       
CONECT   40   39                                                            
CONECT   41   36                                                            
CONECT   42   35                                                            
CONECT   43   34                                                            
CONECT   44   28                                                            
CONECT   45   27                                                            
CONECT   46   26                                                            
CONECT   47   22                                                            
CONECT   48   18                                                            
CONECT   49   14                                                            
CONECT   50   13                                                            
CONECT   51   11                                                            
CONECT   52    8                                                            
CONECT   53    3                                                            
CONECT   54    3                                                            
CONECT   55    2   56                                                       
CONECT   56   55   57   61                                                  
CONECT   57   56   58   66                                                  
CONECT   58   57   59   65                                                  
CONECT   59   58   60   64                                                  
CONECT   60   59   61   62                                                  
CONECT   61   60   56                                                       
CONECT   62   60   63                                                       
CONECT   63   62                                                            
CONECT   64   59                                                            
CONECT   65   58                                                            
CONECT   66   57                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  144    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₈H₈₀O₁₈

Average Mass

945.1500 Da

Monoisotopic Mass

944.53447 Da

IUPAC Name

(2R,3R,4S,5S,6S)-2-{[(2E,6R)-6-[(1R,2R,5S,10S,11S,14R,15R,17R)-17-hydroxy-1,6,6,11,15-pentamethyl-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]-2-methylhept-2-en-1-yl]oxy}-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@H](CC\C=C(/C)CO[C@@H]1O[C@@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@@]2(C)[C@@H]3CC=C4[C@@H](CC[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C4(C)C)[C@]3(C)[C@H](O)C[C@]12C

InChI Identifier

InChI=1S/C48H80O18/c1-22(20-61-42-40(59)38(57)35(54)29(65-42)21-62-43-39(58)36(55)33(52)27(18-49)63-43)9-8-10-23(2)24-15-16-46(5)30-13-11-25-26(48(30,7)31(51)17-47(24,46)6)12-14-32(45(25,3)4)66-44-41(60)37(56)34(53)28(19-50)64-44/h9,11,23-24,26-44,49-60H,8,10,12-21H2,1-7H3/b22-9+/t23-,24-,26-,27-,28-,29+,30+,31-,32+,33-,34-,35-,36+,37+,38+,39-,40-,41-,42-,43-,44-,46+,47-,48+/m1/s1

InChI Key

WWDDJYHDZQBKBW-COSDQIHMSA-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
Hemsleya carnosiflora	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Cucurbitacin glycosides

Alternative Parents

Substituents

Cucurbitacin glycoside skeleton
Triterpenoid
Cucurbitacin skeleton
14-alpha-methylsteroid
11-hydroxysteroid
11-alpha-hydroxysteroid
Hydroxysteroid
Delta-5-steroid
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
Disaccharide
Fatty acyl
Oxane
Cyclic alcohol
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	0.86	ALOGPS
logP	-0.074	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	11.76	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	298.14 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	235.34 m³·mol⁻¹	ChemAxon
Polarizability	102.51 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

162942537

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Carnosifloside VI (NP0052176)

MOL for NP0052176 (Carnosifloside VI)

3D MOL for NP0052176 (Carnosifloside VI)

3D SDF for NP0052176 (Carnosifloside VI)

3D-SDF for NP0052176 (Carnosifloside VI)

PDB for NP0052176 (Carnosifloside VI)

3D PDB for NP0052176 (Carnosifloside VI)

SMILES for NP0052176 (Carnosifloside VI)

INCHI for NP0052176 (Carnosifloside VI)

Structure for NP0052176 (Carnosifloside VI)

3D Structure for NP0052176 (Carnosifloside VI)