NP-MRD: Showing NP-Card for 2-({6-[6-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-9,14-dihydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-hydroxy-2-methylheptan-3-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol (NP0252276)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 15:44:10 UTC

Updated at

2022-09-07 15:44:10 UTC

NP-MRD ID

NP0252276

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-({6-[6-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-9,14-dihydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-hydroxy-2-methylheptan-3-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol

Description

2-[(2-{[9,14-Dihydroxy-15-(6-hydroxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}heptan-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]Octadecan-6-yl]oxy}-4,5-dihydroxyoxan-3-yl)oxy]-6-methyloxane-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. 2-[(2-{[9,14-Dihydroxy-15-(6-hydroxy-6-methyl-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}heptan-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]Octadecan-6-yl]oxy}-4,5-dihydroxyoxan-3-yl)oxy]-6-methyloxane-3,4,5-triol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161505442D          

 65 72  0  0  0  0            999 V2000
    5.6974    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    2.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    3.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1492    3.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6555    3.9323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4728    3.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7837    3.0553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6009    2.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9118    2.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7291    2.0654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1073    3.5938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9245    3.4809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7964    4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3027    5.0093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9791    4.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6682    5.2350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4601    2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6959    2.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2243    2.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7710    1.7527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    2.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5072    1.1313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1995    0.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    1.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123   -0.3873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4327    0.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4352    0.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5214    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774    2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4756    0.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0562   -0.0471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2241   -0.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0362   -0.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3165   -1.7441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5680   -0.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3801   -0.4827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2877    0.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8195    1.0691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6317    0.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9120    0.1480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7241    0.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0044   -0.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2559    0.6335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0680    0.4883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9756    1.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5074    2.0401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1635    1.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8832    2.3306    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  1  0  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  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 32 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 28 41  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 22 44  1  0  0  0  0
 26 44  1  0  0  0  0
 44 45  1  0  0  0  0
 36 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
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
 47 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
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 58 60  1  0  0  0  0
 60 61  1  0  0  0  0
 60 62  1  0  0  0  0
 62 63  1  0  0  0  0
 62 64  1  0  0  0  0
 56 64  1  0  0  0  0
 64 65  1  0  0  0  0
M  END

     RDKit          3D

145152  0  0  0  0  0  0  0  0999 V2000
   -5.6010   -0.1328    1.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4358    0.2497    0.1995 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8724    0.0985   -1.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9453    0.8467   -1.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3712    0.8735   -1.5374 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.8643    1.2574   -0.3565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9496    0.6625    0.1963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.7085   -0.0030    1.4162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7013   -0.9570    1.6220 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.8245   -1.3479    3.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8213   -2.2997    3.2628 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0507   -0.4444    1.1593 C   0  0  1  0  0  0  0  0  0  0  0  0
  -12.0182   -0.9761    2.0069 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0713    1.0672    1.3667 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.3330    1.5231    0.9929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9796    1.7095    0.5371 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.4053    2.7920    1.2141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9577    1.7839   -2.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5270    1.1062   -3.9722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3872    3.1488   -2.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3431    1.7008   -2.6939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1766   -0.3590    0.6299 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7557    0.0212    2.0496 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5655    0.9683    2.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3263    0.5284    1.9789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1736    0.8369    0.5273 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9395    2.1308    0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1693    1.0176   -0.0488 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0610    1.8108    0.8539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4637    1.3971    0.9884 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9237    1.8709    2.2414 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7116   -0.0799    0.8654 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2138   -0.2701    0.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9876    0.8934    0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5195   -0.2418    2.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7011   -1.5644    0.4133 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3050   -1.4216   -0.8173 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6205   -1.9423   -0.7792 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5271   -3.1145   -1.5833 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1091   -2.6809   -2.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3304   -2.1480   -3.5596 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8934   -3.2226   -4.2574 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3224   -1.6925   -2.5412 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0163   -2.7892   -2.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6427   -1.0192   -1.3406 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6769   -0.7316   -0.4560 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8708    0.6323   -0.2706 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7117    0.9710    1.0674 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6583    0.2733    1.8059 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2516    0.1841    3.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0085    0.9676    1.6760 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1732    1.7817    2.7784 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0139    1.7772    0.3905 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.3163    1.9734   -0.0346 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2625    1.0590   -0.6854 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9824   -0.0191   -1.1779 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5045   -2.4964    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5349   -1.9560   -0.6706 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1623   -0.5126   -0.4475 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0557    0.3811   -1.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8093   -0.1013   -0.7784 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1415   -0.8525   -1.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6171   -0.4164   -1.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9005   -0.3803   -0.0324 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1633   -1.6419    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2611   -0.8680    1.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3009   -0.7095    0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1282    0.7162    1.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3753    1.3783    0.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9184    0.2968   -1.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0235   -1.0091   -1.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5395    1.9690   -1.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7744    0.7156   -2.9822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8843   -0.0944   -1.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4421   -0.1023   -0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4705   -1.8597    1.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1415   -0.4570    3.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8829   -1.7070    3.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8328   -2.9839    2.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3049   -0.7260    0.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8355   -0.3917    2.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9550    1.3023    2.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2331    2.3625    0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4728    2.0494   -0.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1255    3.4744    1.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3472    0.0355   -3.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6613    1.5851   -4.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3457    1.1941   -4.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4864    3.2870   -3.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0063    3.3630   -1.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0978    3.9456   -2.9587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5702    0.7491   -2.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4942   -1.4639    0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7466   -0.8414    2.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9973    0.6981    3.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2668    1.4973    2.5651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6047   -0.1325    2.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4218    2.2203   -0.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4977    2.4708    1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1238    2.9304    0.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0215    1.7422   -0.9363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0607    2.9190    0.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6005    1.7653    1.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0941    1.9124    0.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4141    2.6838    2.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2469   -0.6011    1.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9252    1.7652    1.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0682    0.5844    0.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7473    1.1223   -0.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8861    0.7372    2.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3206   -0.9865    2.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6237   -0.5837    3.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4229   -2.0593    1.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8895   -2.3136    0.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3336   -1.9038   -2.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6934   -3.5691   -3.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0671   -1.3713   -4.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1823   -3.9450   -3.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0941   -1.0119   -2.9768 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1668   -2.7094   -1.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2154   -0.0496   -1.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0941    1.1447   -0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7710   -0.7522    1.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7537    1.1256    3.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1665    0.0052    3.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5252   -0.6435    3.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8494    0.2460    1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7970    2.6930    2.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5689    2.7620    0.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4059    2.1049   -1.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1572    1.7783   -1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6893   -0.8677   -0.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1032   -2.5963    1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8808   -3.4531   -0.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6790   -2.6296   -0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0540   -2.0076   -1.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3128    1.4356   -1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2224   -0.0938   -2.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0701   -0.6130   -2.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416   -1.9494   -1.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7328    0.5176   -2.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1984   -1.2030   -1.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2736   -2.4981   -0.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7494   -2.0028    1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1919   -1.4239    0.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
  2 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  1
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 32 59  1  0
 59 60  1  6
 61 60  1  6
 61 62  1  0
 62 63  1  0
 63 64  1  0
 64 65  1  1
 59 58  1  0
 58 57  1  0
 57 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 43 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 49 51  1  0
 51 52  1  0
 51 53  1  0
 53 54  1  0
 53 55  1  0
 55 56  1  0
 36 33  1  0
 33 34  1  0
 33 35  1  0
 16  7  1  0
 64 22  1  0
 45 38  1  0
 55 47  1  0
 64 26  1  0
 61 28  1  0
 33 32  1  0
 61 59  1  0
  1 66  1  0
  1 67  1  0
  1 68  1  0
  2 69  1  6
  3 70  1  0
  3 71  1  0
  4 72  1  0
  4 73  1  0
  5 74  1  6
  7 75  1  6
  9 76  1  6
 10 77  1  0
 10 78  1  0
 11 79  1  0
 12 80  1  6
 13 81  1  0
 14 82  1  1
 15 83  1  0
 16 84  1  6
 17 85  1  0
 19 86  1  0
 19 87  1  0
 19 88  1  0
 20 89  1  0
 20 90  1  0
 20 91  1  0
 21 92  1  0
 22 93  1  1
 23 94  1  1
 24 95  1  0
 25 96  1  0
 25 97  1  0
 27 98  1  0
 27 99  1  0
 27100  1  0
 28101  1  6
 29102  1  0
 29103  1  0
 30104  1  6
 31105  1  0
 32106  1  1
 60137  1  0
 60138  1  0
 62139  1  0
 62140  1  0
 63141  1  0
 63142  1  0
 65143  1  0
 65144  1  0
 65145  1  0
 58135  1  0
 58136  1  0
 57133  1  0
 57134  1  0
 36113  1  1
 38114  1  1
 40115  1  0
 40116  1  0
 41117  1  6
 42118  1  0
 43119  1  6
 44120  1  0
 45121  1  6
 47122  1  6
 49123  1  6
 50124  1  0
 50125  1  0
 50126  1  0
 51127  1  6
 52128  1  0
 53129  1  1
 54130  1  0
 55131  1  6
 56132  1  0
 34107  1  0
 34108  1  0
 34109  1  0
 35110  1  0
 35111  1  0
 35112  1  0
M  END


  Mrv1533004161505442D          

 65 72  0  0  0  0            999 V2000
    5.6974    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    2.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    3.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1492    3.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6555    3.9323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4728    3.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7837    3.0553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6009    2.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9118    2.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7291    2.0654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1073    3.5938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9245    3.4809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7964    4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3027    5.0093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9791    4.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6682    5.2350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4601    2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6959    2.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2243    2.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7710    1.7527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    2.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5072    1.1313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1995    0.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    1.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123   -0.3873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4327    0.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4352    0.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5214    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774    2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4756    0.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0562   -0.0471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2241   -0.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0362   -0.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3165   -1.7441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5680   -0.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3801   -0.4827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2877    0.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8195    1.0691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6317    0.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9120    0.1480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7241    0.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0044   -0.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2559    0.6335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0680    0.4883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9756    1.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5074    2.0401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1635    1.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8832    2.3306    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  1  0  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  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 32 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 28 41  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 22 44  1  0  0  0  0
 26 44  1  0  0  0  0
 44 45  1  0  0  0  0
 36 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
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
 47 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
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 58 60  1  0  0  0  0
 60 61  1  0  0  0  0
 60 62  1  0  0  0  0
 62 63  1  0  0  0  0
 62 64  1  0  0  0  0
 56 64  1  0  0  0  0
 64 65  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0252276

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCC(OC1OC(CO)C(O)C(O)C1O)C(C)(C)O)C1C(O)CC2(C)C3CC(O)C4C5(CC35CCC12C)CCC(OC1OCC(O)C(O)C1OC1OC(C)C(O)C(O)C1O)C4(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C47H80O18/c1-20(9-10-28(43(5,6)59)64-40-36(58)34(56)32(54)25(17-48)62-40)29-23(50)16-45(8)26-15-22(49)38-42(3,4)27(11-12-47(38)19-46(26,47)14-13-44(29,45)7)63-41-37(31(53)24(51)18-60-41)65-39-35(57)33(55)30(52)21(2)61-39/h20-41,48-59H,9-19H2,1-8H3

> <INCHI_KEY>
SHIGTQDQPXBPIW-UHFFFAOYSA-N

> <FORMULA>
C47H80O18

> <MOLECULAR_WEIGHT>
933.139

> <EXACT_MASS>
932.534465736

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
145

> <JCHEM_AVERAGE_POLARIZABILITY>
101.18079865508042

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({6-[6-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-9,14-dihydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-hydroxy-2-methylheptan-3-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.06

> <JCHEM_LOGP>
-0.8455680536666655

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.343258788566256

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.866519614124753

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5268774587950027

> <JCHEM_POLAR_SURFACE_AREA>
298.14

> <JCHEM_REFRACTIVITY>
227.29950000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.15e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-({6-[6-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-9,14-dihydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-hydroxy-2-methylheptan-3-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      10.635   6.757   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.216   5.330   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.741   5.119   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.686   6.335   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.212   6.125   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      16.157   7.340   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      17.683   7.130   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      18.263   5.703   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      19.788   5.493   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.369   4.066   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      21.894   3.855   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      20.734   6.708   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      22.259   6.498   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      20.153   8.135   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      21.098   9.351   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      18.628   8.346   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      18.047   9.772   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      15.792   4.698   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.366   4.118   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.219   5.278   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      16.372   3.272   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      10.270   4.114   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.698   2.635   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      12.147   2.112   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.424   1.771   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.208   2.716   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.839   1.221   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.692   2.445   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.169   0.996   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.653   0.725   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.130  -0.723   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       3.660   1.903   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.144   1.632   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.674   0.186   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.812   0.858   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.151   2.809   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.675   4.257   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.191   4.528   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.183   3.351   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.707   4.799   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       5.699   3.622   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       6.222   5.071   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       7.738   5.342   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       8.731   4.164   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.403   5.550   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -0.365   2.538   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -0.888   1.089   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       0.105  -0.088   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      -0.418  -1.536   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -1.934  -1.807   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      -2.457  -3.256   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      -2.927  -0.630   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      -4.443  -0.901   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      -2.404   0.818   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      -3.396   1.996   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      -4.912   1.725   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      -5.436   0.276   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      -6.952   0.005   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      -7.475  -1.443   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      -7.944   1.183   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      -9.460   0.911   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      -7.421   2.631   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      -8.414   3.808   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      -5.905   2.902   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      -5.382   4.350   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    7   17                                                  
CONECT   17   16                                                            
CONECT   18    5   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
CONECT   22    2   23   44                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28   44                                             
CONECT   27   26                                                            
CONECT   28   26   29   41                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   39                                                  
CONECT   33   32   34   35   36                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   33   37   46                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   32   40   41                                             
CONECT   40   39   41                                                       
CONECT   41   40   28   39   42                                             
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   22   26   45                                             
CONECT   45   44                                                            
CONECT   46   36   47                                                       
CONECT   47   46   48   54                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52   47   55                                                  
CONECT   55   54   56                                                       
CONECT   56   55   57   64                                                  
CONECT   57   56   58                                                       
CONECT   58   57   59   60                                                  
CONECT   59   58                                                            
CONECT   60   58   61   62                                                  
CONECT   61   60                                                            
CONECT   62   60   63   64                                                  
CONECT   63   62                                                            
CONECT   64   62   56   65                                                  
CONECT   65   64                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  144    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₇H₈₀O₁₈

Average Mass

933.1390 Da

Monoisotopic Mass

932.53447 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(CCC(OC1OC(CO)C(O)C(O)C1O)C(C)(C)O)C1C(O)CC2(C)C3CC(O)C4C5(CC35CCC12C)CCC(OC1OCC(O)C(O)C1OC1OC(C)C(O)C(O)C1O)C4(C)C

InChI Identifier

InChI=1S/C47H80O18/c1-20(9-10-28(43(5,6)59)64-40-36(58)34(56)32(54)25(17-48)62-40)29-23(50)16-45(8)26-15-22(49)38-42(3,4)27(11-12-47(38)19-46(26,47)14-13-44(29,45)7)63-41-37(31(53)24(51)18-60-41)65-39-35(57)33(55)30(52)21(2)61-39/h20-41,48-59H,9-19H2,1-8H3

InChI Key

SHIGTQDQPXBPIW-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
Triterpene saponin
Triterpene glycoside
Cycloartanol-skeleton
9b,19-cyclo-lanostane-skeleton
Cycloartane-skeleton
Triterpenoid
25-hydroxysteroid
Trihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
16-hydroxysteroid
Hydroxysteroid
6-hydroxysteroid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Disaccharide
O-glycosyl compound
Glycosyl compound
Fatty acyl
Oxane
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Polyol
Oxacycle
Organoheterocyclic compound
Acetal
Primary alcohol
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organooxygen compound
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	-0.06	ALOGPS
logP	-0.85	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	11.87	ChemAxon
pKa (Strongest Basic)	-3.5	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	12	ChemAxon
Refractivity	227.3 m³·mol⁻¹	ChemAxon
Polarizability	101.18 Å³	ChemAxon
Number of Rings	8	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

73804790

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-({6-[6-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-9,14-dihydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-hydroxy-2-methylheptan-3-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol (NP0252276)

MOL for NP0252276 (2-({6-[6-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-9,14-dihydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-hydroxy-2-methylheptan-3-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0252276 (2-({6-[6-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-9,14-dihydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-hydroxy-2-methylheptan-3-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0252276 (2-({6-[6-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-9,14-dihydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-hydroxy-2-methylheptan-3-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0252276 (2-({6-[6-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-9,14-dihydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-hydroxy-2-methylheptan-3-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0252276 (2-({6-[6-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-9,14-dihydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-hydroxy-2-methylheptan-3-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0252276 (2-({6-[6-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-9,14-dihydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-hydroxy-2-methylheptan-3-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0252276 (2-({6-[6-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-9,14-dihydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-hydroxy-2-methylheptan-3-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0252276 (2-({6-[6-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-9,14-dihydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-hydroxy-2-methylheptan-3-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0252276 (2-({6-[6-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-9,14-dihydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-hydroxy-2-methylheptan-3-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0252276 (2-({6-[6-({4,5-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-9,14-dihydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-15-yl]-2-hydroxy-2-methylheptan-3-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol)