NP-MRD: Showing NP-Card for spinoside a (NP0168166)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 03:53:47 UTC

Updated at

2022-09-03 03:53:47 UTC

NP-MRD ID

NP0168166

Secondary Accession Numbers

None

Natural Product Identification

Common Name

spinoside a

Description

Spinoside A 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. spinoside a is found in Desfontainia spinosa. Based on a literature review very few articles have been published on Spinoside A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032205532D          

 51 55  0  0  1  0            999 V2000
   -3.6014   -7.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4562   -6.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6802   -5.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0869   -5.7027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9417   -4.8905    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5724   -4.3587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4272   -3.5466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6512   -3.2663    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5060   -2.4542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7301   -2.1739    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0473   -2.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3959   -2.1305    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1983   -2.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5838   -2.2757    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3035   -3.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5086   -3.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0404   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7601   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2920   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1041   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6359   -0.6740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3844   -2.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1965   -2.2259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8526   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4643   -3.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7358   -3.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0520   -1.6450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4798   -1.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -0.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444   -0.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6762   -1.3546    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0361   -0.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5008   -1.3814    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0071   -0.7301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6585   -1.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3558   -0.2237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5135   -0.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2026    0.6855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3307   -0.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6416   -0.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4589   -1.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2761   -1.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3460   -1.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5717   -0.2514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0205   -3.7981    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2446   -3.5178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6139   -4.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8380   -3.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7591   -4.8618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1657   -4.6102    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5350   -5.1421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 18 27  1  0  0  0  0
 14 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 12 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 10 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  1  1  0  0  0
 34 36  1  1  0  0  0
 34 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 41 44  1  0  0  0  0
  8 45  1  0  0  0  0
 45 46  1  6  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  2  0  0  0  0
 45 50  1  0  0  0  0
  5 50  1  0  0  0  0
 50 51  1  1  0  0  0
M  END

     RDKit          3D

107111  0  0  0  0  0  0  0  0999 V2000
   -8.5365   -3.7893   -1.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2074   -3.1676   -1.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5681   -2.8304   -2.4702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5585   -2.9039   -0.2175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2765   -2.3018   -0.1787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4475   -0.9451    0.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2840   -0.2234    0.4824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1310   -0.9771    0.4431 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0132   -0.2757    0.8365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9900   -0.4401   -0.0585 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1698   -1.2345    0.6092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4284   -0.5038    0.2170 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6811    0.4796    1.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5785   -1.4312   -0.0567 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1484   -2.1309    1.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3227   -1.5153    1.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0947   -0.6719    1.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8399   -0.2744   -0.2419 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0880   -0.5054   -1.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2640   -0.5576   -0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4208   -0.7752   -1.2125 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4500   -0.3958    1.0018 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5889   -0.5287    1.5160 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2554   -0.0741    1.8230 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3933   -0.5624    3.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0865    1.4401    1.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6446   -0.8977   -0.9292 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2881   -2.0680   -1.7187 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1959    0.0687   -1.9656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0384    0.9679   -1.5953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9422    0.1787   -1.0572 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5036   -0.9054   -2.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2734    0.8549   -0.4932 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1016    1.7735   -1.2183 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7108    1.4326   -2.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3242    1.8192   -0.4010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7255    3.1922   -1.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4942    3.4445   -1.5726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5131    4.3581   -0.9819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7661    4.4491   -0.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4445    5.7682   -0.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8423    5.7033   -0.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6771    6.9037   -1.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4682    5.9188    0.9779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3927   -2.1632    1.3800 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1914   -2.7964    1.7416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8927   -2.9471    3.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6426   -3.6059    3.5444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7057   -2.5121    3.9366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2708   -3.1241    0.5943 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9115   -4.0295    1.4314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7313   -4.0456   -2.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2779   -3.0211   -1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5727   -4.6900   -0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9657   -2.1191   -1.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1917   -0.3783   -0.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9080   -1.0974    1.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9437   -1.4649   -0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3846   -1.0264   -0.9004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0229   -1.1035    1.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1496   -2.2883    0.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8314    0.5358    2.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4652    0.0417    1.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0043    1.4662    1.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0856   -2.2611   -0.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3628   -2.4235    1.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5125   -3.1475    0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5272   -1.8194    2.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7290    0.8623   -0.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0816   -0.6380   -2.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8655   -1.6733   -1.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7317   -1.6089    3.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5095   -0.3799    3.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2215    0.0441    3.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5692    1.8521    0.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5651    1.9183    2.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0023    1.6938    1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1078   -2.5076   -1.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4845   -2.8309   -1.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5269   -1.7828   -2.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0354    0.8117   -2.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0680   -0.4168   -2.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8013    1.5206   -2.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713    1.7283   -0.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3024   -1.8808   -1.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4132   -0.6548   -2.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2562   -1.1207   -2.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0596    1.3586    0.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4290    0.5874   -2.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0455    1.4758   -3.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4150    2.3112   -2.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0105    2.0180    0.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0022    5.3542   -1.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3939    3.5980   -0.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5121    5.3125   -0.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8845    5.0271   -1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1792    6.7403   -1.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2516    6.6491   -2.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8972    7.2272   -0.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3803    7.7591   -1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3667    5.6621    1.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9494   -1.8625    2.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7536   -4.0403    4.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2187   -2.9100    3.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3870   -4.4656    2.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6121   -3.6570   -0.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7155   -4.9279    1.1225 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  1
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 18 27  1  0
 27 28  1  6
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  6
 31 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  1
 34 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  1  0
 41 43  1  0
 41 44  1  0
  8 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 47 49  2  0
 45 50  1  0
 50 51  1  0
 50  5  1  0
 33 10  1  0
 31 12  1  0
 27 14  1  0
 24 17  1  0
  1 52  1  0
  1 53  1  0
  1 54  1  0
  5 55  1  6
  6 56  1  0
  6 57  1  0
  8 58  1  6
 10 59  1  6
 11 60  1  0
 11 61  1  0
 13 62  1  0
 13 63  1  0
 13 64  1  0
 14 65  1  6
 15 66  1  0
 15 67  1  0
 16 68  1  0
 18 69  1  1
 19 70  1  0
 21 71  1  0
 25 72  1  0
 25 73  1  0
 25 74  1  0
 26 75  1  0
 26 76  1  0
 26 77  1  0
 28 78  1  0
 28 79  1  0
 28 80  1  0
 29 81  1  0
 29 82  1  0
 30 83  1  0
 30 84  1  0
 32 85  1  0
 32 86  1  0
 32 87  1  0
 33 88  1  1
 35 89  1  0
 35 90  1  0
 35 91  1  0
 36 92  1  0
 39 93  1  0
 40 94  1  0
 42 95  1  0
 42 96  1  0
 42 97  1  0
 43 98  1  0
 43 99  1  0
 43100  1  0
 44101  1  0
 45102  1  1
 48103  1  0
 48104  1  0
 48105  1  0
 50106  1  6
 51107  1  0
M  END


  Mrv1652309032205532D          

 51 55  0  0  1  0            999 V2000
   -3.6014   -7.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4562   -6.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6802   -5.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0869   -5.7027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9417   -4.8905    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5724   -4.3587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4272   -3.5466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6512   -3.2663    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5060   -2.4542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7301   -2.1739    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0473   -2.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3959   -2.1305    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1983   -2.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5838   -2.2757    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3035   -3.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5086   -3.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0404   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7601   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2920   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1041   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6359   -0.6740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3844   -2.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1965   -2.2259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8526   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4643   -3.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7358   -3.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0520   -1.6450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4798   -1.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -0.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444   -0.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6762   -1.3546    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0361   -0.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5008   -1.3814    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0071   -0.7301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6585   -1.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3558   -0.2237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5135   -0.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2026    0.6855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3307   -0.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6416   -0.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4589   -1.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2761   -1.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3460   -1.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5717   -0.2514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0205   -3.7981    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2446   -3.5178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6139   -4.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8380   -3.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7591   -4.8618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1657   -4.6102    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5350   -5.1421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 18 27  1  0  0  0  0
 14 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 12 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 10 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  1  1  0  0  0
 34 36  1  1  0  0  0
 34 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 41 44  1  0  0  0  0
  8 45  1  0  0  0  0
 45 46  1  6  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  2  0  0  0  0
 45 50  1  0  0  0  0
  5 50  1  0  0  0  0
 50 51  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0168166

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@H]1CO[C@@H](O[C@@H]2C[C@@]3(C)[C@@H]4CC=C5[C@@H](C=C(O)C(=O)C5(C)C)[C@]4(C)CC[C@]3(C)[C@H]2[C@@](C)(O)C(=O)\C=C\C(C)(C)O)[C@H](OC(C)=O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C39H56O12/c1-20(40)49-26-19-48-33(30(29(26)44)50-21(2)41)51-25-18-38(9)27-12-11-22-23(17-24(42)32(45)35(22,5)6)36(27,7)15-16-37(38,8)31(25)39(10,47)28(43)13-14-34(3,4)46/h11,13-14,17,23,25-27,29-31,33,42,44,46-47H,12,15-16,18-19H2,1-10H3/b14-13+/t23-,25-,26+,27-,29+,30-,31+,33+,36+,37-,38+,39+/m1/s1

> <INCHI_KEY>
UODJOGKPOAZZHT-OCCINUARSA-N

> <FORMULA>
C39H56O12

> <MOLECULAR_WEIGHT>
716.865

> <EXACT_MASS>
716.377177243

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
107

> <JCHEM_AVERAGE_POLARIZABILITY>
76.92065608002355

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S)-5-(acetyloxy)-2-{[(1R,2S,10R,11S,13R,14R,15R)-14-[(2R,4E)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-4-hydroxy-1,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,7-dien-13-yl]oxy}-4-hydroxyoxan-3-yl acetate

> <ALOGPS_LOGP>
3.58

> <JCHEM_LOGP>
3.4512247963333307

> <ALOGPS_LOGS>
-5.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.63873307291096

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.151196206255822

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8062198814270563

> <JCHEM_POLAR_SURFACE_AREA>
186.11999999999998

> <JCHEM_REFRACTIVITY>
187.52090000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.15e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S)-5-(acetyloxy)-2-{[(1R,2S,10R,11S,13R,14R,15R)-14-[(2R,4E)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-4-hydroxy-1,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,7-dien-13-yl]oxy}-4-hydroxyoxan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.723 -13.154   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.452 -11.638   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.003 -11.114   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -7.629 -10.645   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -7.358  -9.129   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.535  -8.136   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -8.264  -6.620   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -6.816  -6.097   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -6.545  -4.581   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -5.096  -4.058   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.822  -4.922   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.606  -3.977   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.237  -5.472   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.090  -4.248   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.567  -5.696   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.949  -5.967   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.942  -4.790   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.419  -3.342   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.412  -2.164   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.928  -2.436   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.920  -1.258   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.451  -3.884   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.967  -4.155   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.458  -5.061   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.600  -6.094   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.240  -6.586   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.097  -3.071   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.896  -1.893   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.620  -1.622   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.136  -1.351   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.129  -2.529   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.801  -1.143   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.668  -2.579   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.613  -1.363   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -6.829  -2.308   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -4.398  -0.418   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -6.559  -0.147   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -5.978   1.280   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -8.084  -0.358   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -8.664  -1.784   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -10.190  -1.995   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -11.715  -2.205   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -9.979  -3.520   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0     -10.401  -0.469   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -5.638  -7.090   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -4.190  -6.567   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -3.013  -7.559   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -1.564  -7.036   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      -3.284  -9.075   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      -5.909  -8.606   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      -4.732  -9.599   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   50                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   45                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   33                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14   31                                             
CONECT   13   12                                                            
CONECT   14   12   15   27                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   24                                                  
CONECT   18   17   19   27                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   17   25   26                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   18   14   28   29                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   12   32   33                                             
CONECT   32   31                                                            
CONECT   33   31   10   34                                                  
CONECT   34   33   35   36   37                                             
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   34   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   43   44                                             
CONECT   42   41                                                            
CONECT   43   41                                                            
CONECT   44   41                                                            
CONECT   45    8   46   50                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47                                                            
CONECT   50   45    5   51                                                  
CONECT   51   50                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  110    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₉H₅₆O₁₂

Average Mass

716.8650 Da

Monoisotopic Mass

716.37718 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H]1CO[C@@H](O[C@@H]2C[C@@]3(C)[C@@H]4CC=C5[C@@H](C=C(O)C(=O)C5(C)C)[C@]4(C)CC[C@]3(C)[C@H]2[C@@](C)(O)C(=O)\C=C\C(C)(C)O)[C@H](OC(C)=O)[C@H]1O

InChI Identifier

InChI=1S/C39H56O12/c1-20(40)49-26-19-48-33(30(29(26)44)50-21(2)41)51-25-18-38(9)27-12-11-22-23(17-24(42)32(45)35(22,5)6)36(27,7)15-16-37(38,8)31(25)39(10,47)28(43)13-14-34(3,4)46/h11,13-14,17,23,25-27,29-31,33,42,44,46-47H,12,15-16,18-19H2,1-10H3/b14-13+/t23-,25-,26+,27-,29+,30-,31+,33+,36+,37-,38+,39+/m1/s1

InChI Key

UODJOGKPOAZZHT-OCCINUARSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Desfontainia spinosa	LOTUS Database	35616633

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
Cucurbitacin skeleton
Triterpenoid
25-hydroxysteroid
22-oxosteroid
21-oxosteroid
20-hydroxysteroid
3-oxo-delta-1-steroid
3-oxosteroid
Hydroxysteroid
14-alpha-methylsteroid
2-hydroxysteroid
Oxosteroid
Delta-1-steroid
O-glycosyl compound
Glycosyl compound
Cyclohexenone
Dicarboxylic acid or derivatives
Monosaccharide
Oxane
Acyloin
Acryloyl-group
Alpha-hydroxy ketone
Alpha,beta-unsaturated ketone
Enone
Tertiary alcohol
Cyclic ketone
Carboxylic acid ester
Secondary alcohol
Ketone
Enol
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Carbonyl group
Organic oxide
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

glycoside (CHEBI:9229 )
cucurbitacin (CHEBI:9229 )
Triterpenoids (C30) (C08809 )

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00034277

Chemspider ID

4444702

KEGG Compound ID

C08809

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281325

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for spinoside a (NP0168166)

MOL for NP0168166 (spinoside a)

3D MOL for NP0168166 (spinoside a)

3D SDF for NP0168166 (spinoside a)

3D-SDF for NP0168166 (spinoside a)

PDB for NP0168166 (spinoside a)

3D PDB for NP0168166 (spinoside a)

SMILES for NP0168166 (spinoside a)

INCHI for NP0168166 (spinoside a)

Structure for NP0168166 (spinoside a)

3D Structure for NP0168166 (spinoside a)