NP-MRD: Showing NP-Card for 7-hydroxy-3a,6,6,9b,11a-pentamethyl-1-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one (NP0154135)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 10:54:10 UTC

Updated at

2022-09-02 10:54:10 UTC

NP-MRD ID

NP0154135

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-hydroxy-3a,6,6,9b,11a-pentamethyl-1-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one

Description

5-Hydroxy-1,6,6,11,15-pentamethyl-14-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-17-one belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions. 7-hydroxy-3a,6,6,9b,11a-pentamethyl-1-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one is found in Hemsleya panacis-scandens. 5-Hydroxy-1,6,6,11,15-pentamethyl-14-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-17-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171516222D          

 55 60  0  0  0  0            999 V2000
   -2.6962    0.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0071   -0.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8244   -0.8429    0.0000 C   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
   -5.1480   -0.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6543    0.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3434    1.1111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4716    0.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9779    0.8854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7952    0.7725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1061    0.0083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9233   -0.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2342   -0.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0515   -0.9815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3623   -1.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8560   -2.3970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1669   -3.1612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6605   -3.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9714   -4.5767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9841   -3.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2950   -4.0383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4905   -2.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3077   -2.7356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1796   -1.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6859   -1.2072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4297    0.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2469    0.4340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1188    1.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6251    1.9623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3015    1.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9906    2.1880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5008   -1.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7301   -2.1739    0.0000 C   0  0  0  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  0  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  0  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  0  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
    2.3844   -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  0  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
    0.1995   -0.2384    0.0000 O   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  0  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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 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
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  1  0  0  0  0
 12 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
 28 30  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 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
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 40 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 41 49  1  0  0  0  0
 37 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 51 52  2  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 32 54  1  0  0  0  0
 35 54  1  0  0  0  0
 54 55  1  0  0  0  0
M  END

     RDKit          3D

123128  0  0  0  0  0  0  0  0999 V2000
    2.8816    2.0702    1.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3304    1.6694   -0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1781    2.1476   -0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4456    1.8901   -1.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9287    1.3353   -1.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0149    0.0145   -0.7804 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2219   -1.0411   -1.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3883   -0.5219   -0.6595 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2807   -1.8607    0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5834   -2.0439    0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4287   -0.9071    0.3240 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9581   -1.2604   -1.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4554   -0.4554    1.3299 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2024   -1.6076    1.8789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5637   -1.8203    1.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1628   -0.9498    0.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5760    0.3050    0.2206 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5777    1.4274    0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8439    1.1667    0.9566 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4204   -0.1912    0.8765 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.6977   -0.2124    0.2697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5753   -1.2065    0.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6862   -1.1313   -1.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0291   -2.5808    0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2643    0.6878    0.8506 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5057    1.6570    2.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5001    1.4710   -0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1097    2.2536   -0.8853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0399    1.3802   -0.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3611    0.2024    0.2069 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8378    0.5593    1.5730 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1034    0.7398   -0.8704 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3155    1.3413   -1.1378 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1717    0.6013   -1.9174 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3299    0.4005   -1.1682 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2209    1.4130   -1.2166 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0085    1.6010    0.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7765    0.5275    0.4355 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1199   -0.6180    0.7438 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5533   -1.6514   -0.0943 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9380   -1.7120   -0.1770 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2722   -2.9787   -0.9677 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7281   -4.0465   -0.2271 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6022   -1.8422    1.1618 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.5656   -3.1688    1.5938 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0058   -0.9890    2.2330 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.4017   -1.4804    3.4872 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4947   -1.0538    2.1601 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0125   -2.3259    2.3457 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6460    2.7621   -1.5726 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9520    3.3476   -0.5325 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8612    2.7353   -2.8649 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5875    3.2624   -3.9369 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5848    1.2856   -3.1931 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7031    1.1164   -4.2350 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1166    1.2170    1.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2545    2.8439    1.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656    2.5775    1.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6642    2.8369    0.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2846    2.9282   -2.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0562    1.3844   -2.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5036    2.0817   -0.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4002    1.3133   -2.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5372    0.0633    0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3988   -1.6260   -0.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4625   -0.5642   -2.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8966   -1.7841   -2.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8360   -0.6370   -1.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1272   -2.6756   -0.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4846   -1.7972    0.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4977   -2.1273    1.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0570   -3.0121    0.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2752   -2.0397   -1.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9303   -1.7915   -0.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9806   -0.4347   -1.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8200   -0.0548    2.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2869   -1.5005    3.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5558   -2.5198    1.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0556   -2.7698    1.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3409    0.1464   -0.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7840    1.8469   -0.7770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0757    2.2916    0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6175    1.8783    0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7845    1.4967    2.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6113   -0.5903    1.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4259   -0.2372    0.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5091   -1.8131   -1.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9707   -0.1116   -1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7936   -1.4394   -1.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0650   -2.7128    0.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0861   -2.5895    1.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3720   -3.3775    0.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3285    2.7074    1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4434    1.4627    2.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6983    1.4428    2.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6302    2.3138    0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8714    1.4097   -1.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8131    1.0106    1.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4436    1.4289    1.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7655   -0.2695    2.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3589   -0.1488   -0.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5925    0.3308   -1.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7649   -0.3866   -2.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    1.1794   -2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2723    1.9073    0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7473    2.4567   -0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0347   -0.6176    0.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3620   -0.8557   -0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6989   -2.9684   -1.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3475   -3.1143   -1.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7431   -4.0462   -0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6781   -1.5893    1.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0118   -3.1972    2.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2824    0.0934    2.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2359   -1.0125    3.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0313   -0.3489    2.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1488   -2.2455    2.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5333    3.4290   -1.7708 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1167    4.2925   -0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9208    3.3310   -2.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2478    2.5719   -4.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5544    0.8401   -3.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3631    0.1777   -4.1927 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 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 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
 42 43  1  0
 41 44  1  0
 44 45  1  0
 44 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 36 50  1  0
 50 51  1  0
 50 52  1  0
 52 53  1  0
 52 54  1  0
 54 55  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  6
 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
 20 22  1  0
 22 23  1  0
 22 24  1  0
 17 25  1  0
 25 26  1  1
 25 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  1  1
 54 34  1  0
 30  8  1  0
 48 39  1  0
 30 11  1  0
 25 13  1  0
 22 16  1  0
  7 65  1  0
  7 66  1  0
  7 67  1  0
  6 64  1  1
  5 62  1  0
  5 63  1  0
  4 60  1  0
  4 61  1  0
  3 59  1  0
  1 56  1  0
  1 57  1  0
  1 58  1  0
 32101  1  0
 32102  1  0
 34103  1  6
 36104  1  6
 37105  1  0
 37106  1  0
 39107  1  1
 41108  1  6
 42109  1  0
 42110  1  0
 43111  1  0
 44112  1  6
 45113  1  0
 46114  1  6
 47115  1  0
 48116  1  1
 49117  1  0
 50118  1  6
 51119  1  0
 52120  1  1
 53121  1  0
 54122  1  6
 55123  1  0
  8 68  1  6
  9 69  1  0
  9 70  1  0
 10 71  1  0
 10 72  1  0
 12 73  1  0
 12 74  1  0
 12 75  1  0
 13 76  1  1
 14 77  1  0
 14 78  1  0
 15 79  1  0
 17 80  1  6
 18 81  1  0
 18 82  1  0
 19 83  1  0
 19 84  1  0
 20 85  1  1
 21 86  1  0
 23 87  1  0
 23 88  1  0
 23 89  1  0
 24 90  1  0
 24 91  1  0
 24 92  1  0
 26 93  1  0
 26 94  1  0
 26 95  1  0
 29 96  1  0
 29 97  1  0
 31 98  1  0
 31 99  1  0
 31100  1  0
M  END


  Mrv1533004171516222D          

 55 60  0  0  0  0            999 V2000
   -2.6962    0.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0071   -0.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8244   -0.8429    0.0000 C   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
   -5.1480   -0.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6543    0.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3434    1.1111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4716    0.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9779    0.8854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7952    0.7725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1061    0.0083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9233   -0.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2342   -0.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0515   -0.9815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3623   -1.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8560   -2.3970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1669   -3.1612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6605   -3.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9714   -4.5767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9841   -3.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2950   -4.0383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4905   -2.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3077   -2.7356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1796   -1.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6859   -1.2072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4297    0.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2469    0.4340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1188    1.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6251    1.9623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3015    1.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9906    2.1880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5008   -1.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7301   -2.1739    0.0000 C   0  0  0  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  0  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  0  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  0  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
    2.3844   -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  0  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
    0.1995   -0.2384    0.0000 O   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  0  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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 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
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  1  0  0  0  0
 12 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
 28 30  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 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
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 40 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 41 49  1  0  0  0  0
 37 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 51 52  2  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 32 54  1  0  0  0  0
 35 54  1  0  0  0  0
 54 55  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0154135

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCC=C(C)COC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O)C1CCC2(C)C3CC=C4C(CCC(O)C4(C)C)C3(C)C(=O)CC12C

> <INCHI_IDENTIFIER>
InChI=1S/C42H68O13/c1-21(19-52-37-36(51)34(49)32(47)27(55-37)20-53-38-35(50)33(48)31(46)26(18-43)54-38)9-8-10-22(2)23-15-16-40(5)28-13-11-24-25(12-14-29(44)39(24,3)4)42(28,7)30(45)17-41(23,40)6/h9,11,22-23,25-29,31-38,43-44,46-51H,8,10,12-20H2,1-7H3

> <INCHI_KEY>
FHOKVOIILRHONR-UHFFFAOYSA-N

> <FORMULA>
C42H68O13

> <MOLECULAR_WEIGHT>
780.993

> <EXACT_MASS>
780.46599225

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
123

> <JCHEM_AVERAGE_POLARIZABILITY>
85.82227566305141

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-hydroxy-1,6,6,11,15-pentamethyl-14-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-17-one

> <ALOGPS_LOGP>
3.32

> <JCHEM_LOGP>
2.2606045363333327

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.432769145203924

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.910526968141047

> <JCHEM_PKA_STRONGEST_BASIC>
-0.87054111317902

> <JCHEM_POLAR_SURFACE_AREA>
215.82999999999998

> <JCHEM_REFRACTIVITY>
202.10580000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.30e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-1,6,6,11,15-pentamethyl-14-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-17-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -5.033   0.064   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.613  -1.363   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.139  -1.573   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.084  -0.358   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.610  -0.568   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -10.555   0.648   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.974   2.074   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -12.080   0.437   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0     -13.025   1.653   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0     -14.551   1.442   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -15.131   0.016   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0     -16.657  -0.195   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -17.237  -1.622   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0     -18.763  -1.832   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0     -19.343  -3.259   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0     -18.398  -4.474   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0     -18.978  -5.901   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -18.033  -7.117   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0     -18.613  -8.543   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0     -20.504  -6.112   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0     -21.084  -7.538   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0     -21.449  -4.896   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0     -22.974  -5.106   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0     -20.869  -3.469   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0     -21.814  -2.254   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0     -17.602   1.021   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -19.128   0.810   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0     -17.022   2.447   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0     -17.967   3.663   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0     -15.496   2.658   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0     -14.916   4.084   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -4.668  -2.579   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -5.096  -4.058   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.822  -4.922   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.606  -3.977   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -2.237  -5.472   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.090  -4.248   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.567  -5.696   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.949  -5.967   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.942  -4.790   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.419  -3.342   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.412  -2.164   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.928  -2.436   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       4.451  -3.884   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       5.967  -4.155   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       3.458  -5.061   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       4.600  -6.094   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       3.240  -6.586   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -0.097  -3.071   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       0.896  -1.893   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -0.620  -1.622   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       0.372  -0.445   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      -2.136  -1.351   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -3.129  -2.529   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -3.801  -1.143   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   32                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   30                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   26                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   24                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   15   25                                                  
CONECT   25   24                                                            
CONECT   26   12   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   10   31                                                  
CONECT   31   30                                                            
CONECT   32    2   33   54                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37   54                                             
CONECT   36   35                                                            
CONECT   37   35   38   49                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   46                                                  
CONECT   41   40   42   49                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   40   47   48                                             
CONECT   47   46                                                            
CONECT   48   46                                                            
CONECT   49   41   37   50   51                                             
CONECT   50   49                                                            
CONECT   51   49   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   54                                                       
CONECT   54   53   32   35   55                                             
CONECT   55   54                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  120    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₂H₆₈O₁₃

Average Mass

780.9930 Da

Monoisotopic Mass

780.46599 Da

IUPAC Name

5-hydroxy-1,6,6,11,15-pentamethyl-14-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-17-one

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(CCC=C(C)COC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O)C1CCC2(C)C3CC=C4C(CCC(O)C4(C)C)C3(C)C(=O)CC12C

InChI Identifier

InChI=1S/C42H68O13/c1-21(19-52-37-36(51)34(49)32(47)27(55-37)20-53-38-35(50)33(48)31(46)26(18-43)54-38)9-8-10-22(2)23-15-16-40(5)28-13-11-24-25(12-14-29(44)39(24,3)4)42(28,7)30(45)17-41(23,40)6/h9,11,22-23,25-29,31-38,43-44,46-51H,8,10,12-20H2,1-7H3

InChI Key

FHOKVOIILRHONR-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

Species Name	Source	Reference
Hemsleya panacis-scandens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cucurbitacins

Direct Parent

Cucurbitacins

Alternative Parents

Substituents

Cucurbitacin skeleton
Triterpenoid
3-hydroxy-delta-5-steroid
3-hydroxysteroid
Hydroxysteroid
Oxosteroid
11-oxosteroid
Delta-5-steroid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Glycosyl compound
Disaccharide
O-glycosyl compound
Fatty acyl
Oxane
Cyclic alcohol
Secondary alcohol
Ketone
Polyol
Organoheterocyclic compound
Oxacycle
Acetal
Primary alcohol
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxide
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	3.32	ALOGPS
logP	2.26	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	11.91	ChemAxon
pKa (Strongest Basic)	-0.87	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	215.83 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	202.11 m³·mol⁻¹	ChemAxon
Polarizability	85.82 Å³	ChemAxon
Number of Rings	6	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

4482413

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-hydroxy-3a,6,6,9b,11a-pentamethyl-1-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one (NP0154135)

MOL for NP0154135 (7-hydroxy-3a,6,6,9b,11a-pentamethyl-1-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)

3D MOL for NP0154135 (7-hydroxy-3a,6,6,9b,11a-pentamethyl-1-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)

3D SDF for NP0154135 (7-hydroxy-3a,6,6,9b,11a-pentamethyl-1-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)

3D-SDF for NP0154135 (7-hydroxy-3a,6,6,9b,11a-pentamethyl-1-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)

PDB for NP0154135 (7-hydroxy-3a,6,6,9b,11a-pentamethyl-1-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)

3D PDB for NP0154135 (7-hydroxy-3a,6,6,9b,11a-pentamethyl-1-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)

SMILES for NP0154135 (7-hydroxy-3a,6,6,9b,11a-pentamethyl-1-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)

INCHI for NP0154135 (7-hydroxy-3a,6,6,9b,11a-pentamethyl-1-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)

Structure for NP0154135 (7-hydroxy-3a,6,6,9b,11a-pentamethyl-1-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)

3D Structure for NP0154135 (7-hydroxy-3a,6,6,9b,11a-pentamethyl-1-(6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)